Autumn Vacation Rentals in Rietine
Results 461 - 480 of 601
Casa San Piero
Stunning multi-unit holiday villa with WIFI, A/C, pool, TV, patio and panoramic view
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2
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10
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5
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4
| Accommodation | Sleeps | Bedrooms | Bathrooms | Floor Area | Price |
|---|---|---|---|---|---|
| Fienile | 4 | 2 | 2 | 120 m2 | € 257 /Night |
| Casa del Fattore | 6 | 3 | 2 | 130 m2 | € 292 /Night |
| All 2 Accommodations | 10 | 5 | 4 |
Description
Casa San Piero is a lovely stone building with WiFi internet, air conditioning and shared pool. Casa San Piero is a vacation home that has a total of two independent units. The property can accommodate up to ten guests comfortably in five bedrooms with four bathrooms. Conveniently located in the centre of San Martino, Italy in the tourist area "Florence And Surroundings" and only 26 km (16 mi) from Florence.
The owners live on the ground floor of CASA DEL FATTORE, while the guests are on the first floor. The two portions have separate and totally independent entrances.
The Experience
When you arrive at Casa San Piero you’ll find a lovely clean well-maintained property with views of the mountains and the hills perfect for a splendid holiday in Tuscany. After a hectic day of visiting museums, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day. For your pleasure, on the grounds there is a patio and barbecue grill. Each unit has its own private living area with a kitchen with plenty of utensils, tableware and cutlery, a bedroom and bathroom. Many people traveling with friends prefer a multi-unit vacation rental where they can spend time together in the common areas, such as the pool or garden, but still have their own private living quarters.
What's Nearby?
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Florence 26 km (16 mi), Greve In Chianti 48 km (30 mi), San Gimignano 74 km (46 mi), Arezzo 77 km (48 mi) and Siena 94 km (59 mi).
Some other major tourist destinations you should consider visiting are: Florence 26 km (16 mi), Viareggio 128 km (80 mi), Forte Dei Marmi 138 km (86 mi), Rome 281 km (174 mi), Venice 272 km (169 mi) and Milan 312 km (194 mi).
Additional Information
Pool Open: 20 April - 1 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 50 km (31 mi), Pisa (psa) 112 km (70 mi), Bologna (blq) 119 km (74 mi), Genova (goa) 271 km (168 mi) and Venezia (vce) 273 km (170 mi).
More Services
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a mouth-watering meal using local produce? The chef will schedule the meal based on your preferences and dietary needs. The chef will offer suggestions for the various courses and the wine. Ask for more details and the extra costs.
Maid Service - Upgrade your vacation with maid service. This service can be scheduled by the owner. Ask for more details about the supplemental cost.
Pre-Stocked Fridge - If you'd like to have the fridge and pantry stocked before you arrive that is possible at Casa San Piero. Inquire for more details, including the additional cost and how to schedule this service.
Owner Assistance - Since the owner lives nearby, he is always available to offer advice and suggestions during your visit. In case you need assistance, it's nice to have someone available to help. In any case, the owner will always respect your privacy.
Casa Bada
Santa Lucia
Stunning private holiday rental with WIFI, private pool, TV, patio and pets allowed
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7
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2
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2
Description
Property Summary
Nestled in the heart of Tuscany, Italy, Cottage "Santa Lucia" is a charming semi-detached vacation rental situated just 2.5 km from the center of Castiglion Fiorentino. This beautifully appointed cottage offers an authentic Tuscan experience, combining rustic character with modern comforts in a serene and picturesque setting. The property is enveloped by a generous 3-hectare orchard, providing guests with a truly immersive connection to the natural landscape that defines this remarkable region. A private garden featuring a well-maintained lawn and mature trees offers a tranquil retreat where you can unwind and soak up the warmth of the Tuscan sun. The impressive swimming pool, measuring 12 x 6 meters with a depth ranging from 140 to 200 cm, serves as a centerpiece of the property and is available seasonally from 01 May to 30 September, inviting you to enjoy a refreshing swim during the warmer months. Staying connected is effortless thanks to the availability of WiFi internet throughout the property, while on-site parking ensures that arriving and departing at your own pace is entirely convenient.
Outdoors
The outdoor spaces at Cottage "Santa Lucia" are thoughtfully designed to make the most of the stunning Tuscan surroundings. The expansive 3-hectare orchard that encircles the property creates a lush and peaceful environment, ideal for leisurely walks and quiet moments in nature. The private garden, complete with a verdant lawn and the shade of established trees, provides a welcoming space for relaxation and outdoor enjoyment throughout your stay. The swimming pool, with its generous dimensions of 12 x 6 meters and a depth of 140 to 200 cm, is perfectly suited for both leisurely swims and more active water play. Available seasonally from 01 May to 30 September, the pool area is complemented by an outdoor shower, allowing you to refresh with ease after a swim. The combination of these outdoor features creates an inviting alfresco environment where you can fully embrace the beauty and tranquility of the Tuscan countryside.
Other Information
Cottage "Santa Lucia" is designed to ensure a comfortable and well-equipped stay for all guests. WiFi internet access is available throughout the property, allowing you to remain connected whenever needed. The property benefits from on-site parking, providing a practical and secure solution for guests travelling by car. The swimming pool is operated on a seasonal basis, open from 01 May to 30 September, in line with the warm summer climate of the region.
Distances and Attractions
The location of Cottage "Santa Lucia" places you within easy reach of some of the most celebrated destinations in Tuscany. The charming village of Castiglion Fiorentino is just 1 km away, where you will find a welcoming selection of shops and supermarkets to cater to your daily needs, with the town center itself reachable within 2.5 km. The railway station "Castiglion Fiorentino" is conveniently located 2.5 km from the property, offering straightforward access to the wider region by train. The historic city of Arezzo, renowned for its art, architecture, and vibrant cultural scene, is just 20 km away, while the enchanting town of Cortona, celebrated for its medieval streets and panoramic views, lies only 12 km from the cottage. For those with a passion for fashion and designer shopping, the Valdichiana Outlet Village is a must-visit destination located just 25 km away. Nature enthusiasts and water sports lovers will appreciate the proximity of Lake Trasimeno, situated 35 km from the property, offering a wealth of outdoor activities and scenic lakeside experiences. Santa Lucia
Allodola
Wonderful independent house with pool, WIFI, TV, terrace and pets allowed
Special Offer-
6
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2
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1
Description
Property Summary
Nestled in the heart of the Tuscan countryside within the district of Scopeti, the Agricultural Estate "Allodola" offers an exceptional holiday rental experience just 2 km from the center of Rufina, Italy. This remarkable property sits atop a hill, surrounded by a vast natural estate spanning 60,000 m2 of unspoiled land, where fields and orchards stretch as far as the eye can see. The estate features a beautifully maintained terraced garden adorned with fruit trees, providing a serene and picturesque setting for your stay. Guests have access to a fenced swimming pool measuring 12 x 5 meters, with a depth ranging from 110 to 220 cm, available seasonally from May 1st to October 15th. A tennis court is also at your disposal, offering an excellent opportunity for outdoor recreation during your stay. The property benefits from Internet WiFi connectivity, on-site parking, and a generous yard that completes this extraordinary rural retreat. Please note that the owner resides on the same property and occupies a portion of the rooms within the estate.
Outdoors
The outdoor spaces at the Agricultural Estate "Allodola" are truly exceptional, inviting you to immerse yourself in the natural beauty of the Tuscan landscape. The terraced garden, enriched with fruit trees and an orchard, creates a lush and tranquil environment ideal for leisurely strolls and moments of relaxation. The fenced swimming pool, equipped with a shutter cover and complemented by an outdoor shower, ensures both comfort and privacy during the warmer months. A private terrace furnished with garden furniture and a barbecue provides the perfect setting for alfresco dining while taking in the breathtaking panoramic views of the surrounding countryside. The tennis court adds a further dimension to outdoor leisure, making the estate an ideal destination for guests seeking both relaxation and activity. Access to the property is via a steep motor road stretching 400 meters, leading you to this elevated retreat perched above the rolling hills of Tuscany.
Other Information
The Agricultural Estate "Allodola" is an active working property involved in animal husbandry and the local sale of farm products, offering guests a genuine and immersive experience of rural Tuscan life. The owner, who resides on the same property and makes use of certain rooms within the estate, is directly engaged in these agricultural activities, adding an authentic dimension to your stay. Guests are welcome to discover and enjoy locally produced farm products, reflecting the rich agricultural traditions of the region.
Distances and Attractions
The Agricultural Estate "Allodola" enjoys a privileged location that makes it an ideal base for exploring the finest destinations in Tuscany. The Rufina railway station is just 400 meters from the estate, providing convenient access to the wider region without the need for a private vehicle. The center of Pontassieve is located 8 km away, while the magnificent city of Florence, with its world-renowned museums, galleries, and historic architecture, is approximately 35 km from the property. The culturally rich cities of Arezzo, San Gimignano, and Siena are all within a reasonable driving distance, allowing you to explore some of Tuscany's most celebrated artistic and historical treasures. Whether you choose to venture into the vibrant city of Florence or discover the charm of the smaller Tuscan towns, the estate's central position ensures that a wealth of attractions, restaurants, and local experiences are always within easy reach. Allodola
Zen
Stunning independent house with WIFI, private pool, TV, balcony, panoramic view, close to Cortona
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15
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6
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6
Description
Property Summary
Nestled in the heart of the Tuscan countryside in Castiglion Fiorentino, Italy, Villa "Zen" is a beautifully renovated, detached holiday rental that offers a truly unique and memorable escape. Perched atop a hill at 350 meters above sea level, this stunning property is surrounded by trees, open fields, and the breathtaking views of the estate's olive groves, creating an atmosphere of serene seclusion and natural beauty. The villa is fully fenced, ensuring complete privacy throughout your stay, while the expansive private yard provides a wonderful setting in which to unwind and enjoy the Tuscan landscape. Outdoor parking is available directly on the premises, offering ease and convenience upon arrival. Guests also benefit from internet Wi-Fi access throughout the property, keeping you connected whenever needed. The magnificent private swimming pool, measuring 12 x 7 meters with a depth of 140 centimeters, serves as the centerpiece of the outdoor living experience, available seasonally from May 1st to October 15th, and perfectly positioned to take full advantage of the surrounding panoramic views.
Outdoors
The outdoor spaces at Villa "Zen" have been thoughtfully designed to complement the natural beauty of the Tuscan hillside setting. The private garden, enclosed within the property's fencing, offers a tranquil retreat where you can relax in complete privacy amid lush greenery and open countryside scenery. The swimming pool, measuring 12 x 7 meters with a depth of 140 centimeters, is a non-heated pool available seasonally from May 1st to October 15th, providing a refreshing and enjoyable experience during the warmer months. The pool area is fully equipped with garden furniture, ideal for sunbathing and outdoor relaxation, as well as an outdoor shower for your convenience. A barbecue is also available on the premises, making al fresco dining a true pleasure against the backdrop of the estate's olive groves and rolling Tuscan hills.
Other Information
Villa "Zen" is accessed via an unmade road, a mountain road, and a ramp, and a car is strongly recommended for your stay to ensure comfortable and practical access to the property and the surrounding area. Inside the villa, a washing machine is available for guests' convenience during longer stays. The grocery store and supermarket are located 5 kilometers from the property, ensuring that stocking up on provisions is straightforward with the use of a vehicle.
Distances and Attractions
Villa "Zen" enjoys an enviable location that places a wealth of Tuscan destinations and attractions within easy reach. The center of Castiglion Fiorentino is just 5 kilometers away, offering charming streets, local shops, and authentic dining experiences. The historic town of Cortona, renowned for its Etruscan heritage, medieval architecture, and vibrant cultural scene, is situated 15 kilometers from the property. The city of Arezzo, celebrated for its stunning cathedral, antique markets, and rich artistic tradition, is 25 kilometers away. For those seeking a day by the water, the bathing lake "Trasimeno" is located 20 kilometers from the villa, providing a beautiful natural destination for swimming and leisure. A restaurant can be found just 2 kilometers from the property, while the nearest grocery store and supermarket are 5 kilometers away, making daily needs easily manageable throughout your stay. Zen
Fonte di Pillo
Beautiful independent vacation home with A/C, WIFI, private pool, TV, terrace and panoramic view
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14
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6
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6
Description
Property Summary
Villa Fonte di Pillo is a stunning vacation rental located just 4 kilometers from Gambassi Terme and Castelfiorentino, and 20 kilometers from San Gimignano. This villa offers a peaceful retreat with excellent amenities such as a swimming pool, yard, internet WiFi, parking, and an EV charging station.
Outdoors
The property boasts an impressive 60,000 square meters of land with a well-maintained garden featuring a lawn and various trees. The highlight of the outdoor area is the 12 x 6 meter swimming pool with a depth of 150 centimeters, available seasonally from April 22nd to October 14th. The pool is equipped with an outdoor shower, and the owner/gardener ensures it is always in pristine condition.
Other Information
Inside the villa, guests can enjoy air conditioning and a burglar alarm system for added comfort and security. Access to the property is via a 200-meter-long unmade road, and covered parking is available for up to 2 cars.
Distances and Attractions
Nearby attractions include the cities of Volterra, Firenze, Pisa, and Livorno. Additionally, there is an 18-hole golf course located just 15 kilometers away, making Villa Fonte di Pillo an ideal vacation rental for those seeking relaxation and luxury in a convenient location. Fonte di Pillo
Camporbiano
Pretty private holiday villa with private pool, WIFI, TV, balcony, pets allowed, near San Gimignano
Special Offer-
12
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6
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5
Description
Property Summary
Nestled in the heart of Tuscany, Italy, Villa "Camporbiano" is an exceptional holiday rental set in a secluded and tranquil position in Gambassi Terme, offering guests an unparalleled retreat surrounded by nature and refined comfort. The property is enveloped by a generous private garden spanning 5,000 square meters, providing a sense of complete privacy and serenity throughout your stay. A stunning swimming pool measuring 6 x 12 meters with a depth of 150 centimeters takes center stage among the outdoor spaces, available seasonally from March 26th to October 31st, inviting you to enjoy long, sun-drenched days in absolute relaxation. The expansive yard surrounding the villa creates a peaceful natural setting ideal for outdoor leisure, while a roofed parking area ensures convenient and secure accommodation for your vehicle. Staying connected is effortless thanks to internet wifi available throughout the property, allowing you to balance relaxation with any essential connectivity needs during your time away.
Outdoors
The outdoor spaces of Villa "Camporbiano" have been thoughtfully arranged to maximize comfort and enjoyment in the open air. The swimming pool area is furnished with comfortable garden furniture, creating an inviting environment perfectly suited for lounging, sunbathing, and making the most of the warm Tuscan climate during the seasonal availability period running from March 26th to October 31st. The surrounding private garden of 5,000 square meters offers ample space to stroll, unwind, and immerse yourself in the natural beauty of the landscape, providing a genuinely secluded atmosphere that sets this property apart from more conventional accommodations.
Other Information
Villa "Camporbiano" is equipped with a heating system available from November 1st to April 15th, ensuring a warm and comfortable environment during the cooler months of the year. Linen is changed on a weekly basis, guaranteeing that fresh and clean bedding is always available throughout your stay. For guests who appreciate a more indulgent experience, a cook is available upon request for an additional fee, allowing you to enjoy home-prepared meals without the effort of cooking yourself.
Distances and Attractions
Villa "Camporbiano" benefits from a well-connected yet peaceful location that places a variety of services and attractions within easy reach. A nearby shop is located just 7 kilometers from the property, while a bus stop is conveniently situated only 3 kilometers away. The railway station of "Castelfiorentino" is 18 kilometers from the villa, providing straightforward access to the wider Tuscan rail network. For those who enjoy an active holiday, a tennis court and riding stable are available just 10 kilometers away, offering excellent opportunities for sport and recreation. The nearest sandy beach is located 65 kilometers from the property, making a coastal day trip a perfectly achievable and rewarding excursion during your stay in Gambassi Terme. Camporbiano
Il Tiglioré
Superb independent holiday villa with WIFI, A/C, private pool, TV, patio and pets allowed
Special Offer-
4
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2
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1
Description
Property Summary
Nestled among the rolling fields of the Tuscan countryside, "Il Tiglioré" is a modern and cosy semi-detached holiday rental that has been thoughtfully renovated to offer a comfortable and welcoming retreat. Located just 5 km from the charming town of Castiglion Fiorentino, in the heart of Italy, this property combines contemporary living with the timeless beauty of the surrounding landscape. The house benefits from a private, well-kept fenced garden that creates a peaceful and secure outdoor environment, perfect for relaxing in complete privacy. Guests have access to a dedicated parking area directly on the premises, ensuring a convenient and stress-free arrival. The property is equipped with internet Wi-Fi, allowing you to stay connected throughout your stay. The above-ground swimming pool, measuring 6 x 3 m with a depth of 132 cm, is available seasonally from 1 June to 31 August, offering a refreshing escape during the warm Tuscan summer months.
Outdoors
The outdoor spaces of "Il Tiglioré" are designed to make the most of the beautiful natural surroundings. The fenced garden is carefully maintained and features a wildlife garden area alongside mature trees, creating a lush and tranquil atmosphere. An arbour provides a shaded spot ideal for relaxing or enjoying a meal outdoors, while the garden furniture offers comfortable seating for al fresco dining and leisure. A barbecue is also available, making it easy to enjoy outdoor cooking and convivial evenings under the Tuscan sky. The above-ground swimming pool, with its generous dimensions and seasonal availability from 1 June to 31 August, serves as the centrepiece of the outdoor area and is perfectly suited for cooling off during the warmer months.
Other Information
"Il Tiglioré" is a semi-detached property, and it is worth noting that the owner resides within the same residence, ensuring a welcoming and attentive hosting experience. A car is recommended to make the most of the property's location and to easily access the surrounding towns, attractions, and services in the area.
Distances and Attractions
The property's location places you within easy reach of a wide range of everyday conveniences and cultural destinations. A supermarket is situated just 3.3 km away, while a restaurant can be found at a distance of 3 km, and a bus stop is conveniently located only 600 m from the property. The historic town of Castiglion Fiorentino, with its rich heritage and local character, lies just 5 km away. For those wishing to explore further, the renowned hilltop town of Cortona is 16 km away, while the vibrant city of Arezzo, celebrated for its art and architecture, is 19 km from the property. The picturesque town of Montepulciano, famous for its exceptional wines and medieval streets, can be reached in approximately 33 km, and the iconic city of Firenze is situated 99 km away, making it an achievable day trip destination. Nature lovers will also appreciate the proximity of Lago Trasimeno, one of the most well-known lakes in central Italy, located just 40 km from the property. Il Tiglioré
Il Cottage Roccaio
Wonderful independent vacation rental with A/C, private pool, WIFI, TV, patio and pets allowed
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8
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3
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3
Description
Property Summary
Nestled among the rolling fields and vineyards of the Tuscan countryside, Cottage Roccaio is a cosy and characterful semi-detached house offering a truly authentic rural retreat just 3 km from the historic centre of Castiglion Fiorentino, Italy. Spread across 2 storeys, this rustic yet comfortable holiday rental combines traditional charm with all the comforts needed for a relaxing stay in one of Italy's most celebrated regions. The property enjoys a secluded and peaceful position, making it an ideal escape for those seeking tranquillity and natural beauty. Guests have access to a private, well-kept fenced garden that frames the home beautifully and provides a sense of complete privacy. A private swimming pool measuring 8 x 4 metres with a depth of 150 cm and filled with salt water is available for guests to enjoy from 1 May to 30 October, with maintenance carried out by the owner and gardener. Wireless internet connection is available throughout the property, ensuring you remain connected during your stay. Parking is conveniently available directly on the premises, accessible via a 600-metre unmade road from the main motor access point.
Outdoors
The outdoor spaces at Cottage Roccaio are a true highlight of the property, offering an inviting and serene environment surrounded by the natural beauty of the Tuscan landscape. The private fenced garden is well maintained and provides ample space to relax, unwind, and enjoy the fresh countryside air. The salt water swimming pool, measuring 8 x 4 metres with a depth of 150 cm, serves as the centrepiece of the outdoor area and is available seasonally from 1 May through to 30 October. Pool upkeep is managed by the owner and gardener, ensuring the water and surroundings are kept in excellent condition throughout the season. The garden and outdoor setting, framed by vineyards and open fields, create a picturesque backdrop that perfectly complements the rustic character of the cottage.
Other Information
Cottage Roccaio is equipped with a laundry room and washing machine, offering practical conveniences for longer stays. Please be aware that the owner resides on the same property, which may provide an added sense of security and local assistance during your visit. The owner also keeps a dog on the premises. Given the rural location of the property and the nature of the surrounding road network, the use of a private car is strongly recommended to make the most of your stay and to access nearby towns, services, and attractions with ease.
Distances and Attractions
Cottage Roccaio benefits from a well-connected position within the Tuscan countryside, placing a wide range of services and cultural destinations within easy reach. A grocery store is located just 2 km away, while a supermarket can be found at 4 km. A restaurant is situated 3 km from the property, and the nearest bus stop is also 3 km away. The charming hilltop town of Castiglion Fiorentino lies just 3 km from the cottage, offering a wealth of local history, architecture, and authentic Italian atmosphere. The celebrated town of Cortona, renowned for its Etruscan heritage and stunning panoramic views, is 11 km away, while the vibrant city of Arezzo, famous for its medieval piazza and antique market, is 22 km distant. The elegant wine town of Montepulciano can be reached in approximately 38 km, and the magnificent city of Florence, with its world-class museums and Renaissance landmarks, is 100 km away. Nature lovers will also appreciate the proximity of Lago Trasimeno, one of Italy's most well-known lakes, situated just 29 km from the property. Il Cottage Roccaio
Chianti Resort
Comfortable holiday home with A/C, WIFI, pool, TV, patio and panoramic view, close to San Gimignano
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2
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12
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6
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4
| Accommodation | Sleeps | Bedrooms | Bathrooms | Floor Area | Price |
|---|---|---|---|---|---|
| Casa Ginestra | 6 | 3 | 2 | 120 m2 | € 361 /Night |
| Casa Lavanda | 6 | 3 | 2 | 110 m2 | € 361 /Night |
| All 2 Accommodations | 12 | 6 | 4 |
Description
The Chianti Resort offers 3 independent apartments and we manage only 2 of them and 2 exclusive villas for rent.
Each apartment has a private garden with an area equipped for dining out and the 3 apartments together share the swimming pool.
Conveniently located 11 km (7 mi) from Gambassi Terme, Italy and only 13 km (8 mi) from San Gimignano. Property Chianti Resort is a lovely stone building that includes pool, WiFi internet and air conditioning. Chianti Resort is a country resort having a total of two separate apartments. The property can sleep up to 12 people comfortably in six bedrooms with four bathrooms.
What to Expect
After arriving you will be greeted by the owner or manager where you’ll find a beautiful clean well-maintained property with views of the hills and the mountains ideal for a peaceful vacation in Tuscany. After a busy day of visiting museums, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. Also available outdoors are a patio, barbecue grill and playground. Each unit has its own private living area with a kitchen with plenty of utensils, tableware and cutlery, a bedroom and bathroom. Many people traveling with friends prefer a multi-unit holiday home where they can spend time together in the common areas, such as the pool or garden, but still have their own private living quarters.
What's Nearby?
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: San Gimignano 13 km (8 mi), Siena 53 km (33 mi), Greve In Chianti 63 km (39 mi), Pisa 64 km (40 mi) and Florence 67 km (41 mi).
Some other major tourist destinations you should consider visiting are: Florence 67 km (41 mi), Viareggio 93 km (58 mi), Forte Dei Marmi 108 km (67 mi), Rome 292 km (181 mi), Venice 312 km (194 mi) and Milan 353 km (219 mi).
Additional Information
Pool Open: 1 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Pisa (psa) 66 km (41 mi), Firenze Peretola (flr) 68 km (42 mi), Bologna (blq) 160 km (100 mi), Genova (goa) 241 km (149 mi) and Roma Ciampino (cia) 301 km (187 mi).
Additional Services
Cooking Lessons - Learn from a local chef the techniques required to master Tuscan cuisine. The owner can schedule to have a chef come to the property for a cooking lesson for any number of people in your group. It's a enjoyable way to spend time with friends and family while discovering the secrets needed to prepare sumptuous Tuscan meals when you return home. For more details and the extra cost, please contact us.
Tours - The owner can arrange custom tours for your group. To learn about the tours available, speak to the owner after arriving or ask prior to booking. The cost will vary depending in the individual tour and number of people.
Chianti Resort
Il Sogno di Pietro
Independent Holiday rental with WIFI, private pool, A/C, TV, patio, pets allowed, panoramic view
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11
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5
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4
Description
Property Summary
Nestled among trees and rolling fields in the heart of Tuscany, Italy, the villa "Il Sogno Di Pietro" is an exceptional holiday rental offering a harmonious blend of privacy, comfort, and natural beauty. Located just 6 km from the centre of Castiglion Fiorentino, this elegant property comprises a main house and a separate outbuilding, set within a fully fenced private estate of 6,500 m2. The grounds provide a true sense of seclusion, with a lush lawn and mature vegetation creating a serene and restorative atmosphere. A generously sized private swimming pool measuring 12 x 4 m with a depth of 140 cm is available for guests to enjoy seasonally from 1 April to 30 October, with pool maintenance carried out regularly by the owner's gardener. The estate benefits from ample private parking accommodating up to 6 cars directly on the premises. Wireless internet is available throughout the property, ensuring guests remain connected during their stay. The expansive yard surrounding the villa enhances the overall sense of space and tranquillity, making "Il Sogno Di Pietro" a truly remarkable retreat in the Tuscan countryside.
Outdoors
The outdoor spaces of "Il Sogno Di Pietro" have been thoughtfully designed to encourage relaxation and al fresco living at its finest. The private swimming pool, measuring 12 x 4 m with a depth of 140 cm, takes centre stage in the garden and is available for use from 1 April to 30 October. For guests who wish to enjoy the pool outside of the warmer months or prefer a heated swimming experience, the pool can be heated at an additional cost, subject to prior booking of the service. An outdoor shower is conveniently located nearby for rinsing off after a swim. A charming pergola provides a shaded area ideal for dining or relaxing during the warmer parts of the day, and the garden furniture ensures that outdoor seating is both comfortable and plentiful. A barbecue is also available for guests who wish to enjoy outdoor cooking and dining under the Tuscan sky. The fully fenced grounds of 6,500 m2 encompass a well-maintained lawn and natural surroundings that offer complete privacy throughout your stay.
Other Information
The annex at "Il Sogno Di Pietro" consists of a living room with a kitchenette, 1 double bedroom, and a bathroom with a shower, providing a comfortable and self-contained space ideal for additional guests. Inside the main house, guests have exclusive access to an infrared sauna and a dedicated spa area, both of which are included in the rental. The property is managed with care and attention, with the owner's gardener attending to pool maintenance and the upkeep of the grounds on a regular basis. Please be aware that the owner does not accept any youth groups. All specific services requiring prior arrangement, such as pool heating, must be booked in advance to ensure availability during your stay.
Distances and Attractions
"Il Sogno Di Pietro" enjoys a privileged location that places a wide range of amenities and cultural attractions within easy reach. A grocery store and supermarket are both situated approximately 3 km from the property, while a restaurant can be found just 1 km away, making everyday conveniences readily accessible. A bus stop is located 1.5 km from the villa, offering a practical connection to the surrounding area. The renowned thermal baths of "Rapolano Terme" are approximately 37 km away, providing a wonderful opportunity for relaxation and wellness. The bathing lake of Trasimeno is also within reach, offering a scenic natural destination for swimming and leisure. Among the nearby cultural highlights, the historic town of Cortona is just 13 km away, while the celebrated city of Arezzo can be reached in approximately 16 km. The charming village of Lucignano lies 20 km from the property, and Passignano Sul Trasimeno is situated 31 km away. Castiglione Del Lago is approximately 33 km from the villa, and the iconic Renaissance town of Pienza is reachable within 47 km, making the property an ideal base for exploring the rich artistic and historical heritage of Tuscany and the surrounding regions. Il Sogno di Pietro
Casa dei Ciliegi
Fabulous private villa rental with private pool, TV, patio, panoramic view, close to San Gimignano
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13
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6
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5
Description
Property Summary
Nestled in the rolling Tuscan countryside of Gambassi Terme, Italy, Casa dei Ciliegi is a breathtaking 18th-century farmhouse that has been meticulously renovated to offer an exceptional holiday rental experience. Surrounded by lush fields and vineyards, this remarkable property sits on 5 hectares of land and enjoys a secluded, quiet, and sunny position, making it an ideal retreat for those seeking both relaxation and exploration. The villa features a private swimming pool measuring 5 x 10 meters with a depth of 140 cm, available seasonally from April 24th to October 9th, providing the perfect setting for leisurely afternoons under the Tuscan sun. The expansive yard envelops the property in natural beauty, offering generous outdoor spaces for guests to unwind and connect with the surrounding landscape. Parking is conveniently available on the premises, ensuring a seamless and comfortable arrival for all guests.
Outdoors
The outdoor spaces of Casa dei Ciliegi are thoughtfully designed to complement the natural splendor of the Tuscan countryside. The private swimming pool, set within the beautifully maintained garden, is accompanied by an outdoor shower for added convenience. A spacious terrace furnished with garden furniture provides an inviting setting for al fresco dining and relaxation, while a barbecue area allows guests to enjoy memorable outdoor meals in a truly picturesque environment. Younger guests will delight in the dedicated children's playground, complete with a swing, while table tennis offers additional recreational enjoyment for guests of all ages. The surrounding garden, set across the vast 5-hectare estate, provides ample space for leisurely strolls and quiet moments of reflection amidst the vineyards and open fields.
Other Information
Casa dei Ciliegi offers a range of thoughtful amenities to ensure a comfortable and enjoyable stay. Inside the property, guests will find a table football table, providing entertainment for all ages during quieter evenings indoors. Heating is available exclusively from November 1st to April 15th, making the property a welcoming retreat during the cooler months of the year. To maintain the highest standards of comfort, linen is changed on a weekly basis throughout the duration of each stay. Guests should be aware that access to the property is via an unpaved driveway approximately 300 meters in length, and it is advisable to plan accordingly when traveling with standard vehicles.
Distances and Attractions
Casa dei Ciliegi benefits from an enviable location within easy reach of some of Tuscany's most celebrated towns and attractions. The nearest shops are located just 4 km away, with a supermarket reachable within 5 km, and a restaurant available at the same 4 km distance, ensuring that everyday conveniences are never far from hand. The Castelfiorentino railway station is also 4 km away, offering straightforward access to the wider regional rail network. The historic town of San Gimignano, renowned for its medieval towers and vibrant atmosphere, lies just 15 km from the property. The cultural and artistic treasures of Florence are within reach at 45 km, while the magnificent city of Siena can be found approximately 50 km away. Sports enthusiasts will appreciate the proximity of tennis courts and horseback riding facilities, both available 4 km from the property, as well as an 18-hole golf course located 18 km away, making Casa dei Ciliegi an ideal base for an active and culturally enriching Tuscan escape. Casa dei Ciliegi
Pillo di Sopra
Pretty private holiday rental with A/C, private pool, WIFI, TV, patio and pets allowed
Special Offer-
10
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5
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6
Description
Property Summary
Nestled among trees and open fields in the picturesque Tuscan countryside, Pillo di Sopra is a charming and comfortable country house offering an idyllic holiday rental experience in Gambassi Terme, Italy. This fully fenced private property combines the tranquility of a secluded rural setting with a thoughtful selection of amenities designed to ensure a truly relaxing stay. The beautifully terraced yard features lush lawns and mature trees, creating a serene natural environment that invites you to unwind and reconnect with the landscape. A refreshing swimming pool measuring 8 x 4 meters with a depth of 140 cm is available seasonally, allowing you to enjoy the warm Tuscan climate in complete privacy. Reliable internet WiFi connectivity is provided throughout the property, keeping you connected whenever needed. Convenient on-site parking accommodates up to 3 vehicles, accessible via an 80-meter-long unpaved road leading directly to the property.
Outdoors
The outdoor spaces at Pillo di Sopra have been thoughtfully arranged to make the most of the stunning natural surroundings. The terraced garden is adorned with lush lawns and mature trees, offering shaded areas and open spaces in equal measure. The swimming pool, measuring 8 x 4 meters with a depth of 140 cm, is available seasonally from April 29th to October 14th, with maintenance handled regularly by the owner or gardener to ensure it remains in perfect condition throughout your stay. An outdoor shower is conveniently located nearby for rinsing off after a swim. A pergola provides a sheltered outdoor area ideal for relaxing or dining al fresco, and garden furniture is available for your comfort, allowing you to fully appreciate the peaceful countryside atmosphere that surrounds the property.
Other Information
Pillo di Sopra is equipped with a range of practical features and services to enhance your stay. Baby equipment is included with the property, making it a welcoming choice for families travelling with young children. For those with a passion for Italian cuisine, cooking courses can be arranged upon request, offering a memorable and authentic cultural experience during your time in Tuscany. The property is fully fenced, ensuring privacy and security throughout your visit. Access to the estate is provided via an 80-meter-long unpaved road, which leads directly to the private grounds.
Distances and Attractions
Pillo di Sopra enjoys an enviable location within easy reach of a wide range of attractions, services, and points of interest. A restaurant is situated just 100 meters from the property, making it effortless to enjoy a meal out without travelling far. Both Gambassi Terme and Castelfiorentino are located just 4 kilometers away, offering local shops, services, and a supermarket also reachable within 4 kilometers. The Castelfiorentino railway station is just 6 kilometers from the property, providing convenient access to the wider Tuscan rail network. An 18-hole golf course is located approximately 15 kilometers away, perfect for enthusiasts looking to enjoy a round amid the rolling Tuscan hills. The medieval town of San Gimignano, famous for its iconic towers, is just 20 kilometers from the property and well worth a visit. Further afield, the historic city of Volterra is approximately 30 kilometers away, while Florence, the cradle of the Renaissance, can be reached in around 40 kilometers. The coastal city of Pisa, home to its celebrated leaning tower, lies approximately 60 kilometers from the property, and the port city of Livorno is around 70 kilometers away, offering access to the Ligurian Sea and its surrounding attractions. Pillo di Sopra
La Casa di Pino
Superb private villa rental with A/C, private pool, WIFI and TV, close to Cortona
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4
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1
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1
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55 m2
Description
La Casa di Pino, a small jewel of rural architecture dating back to the year 1200, is located in the heart of the Val di Chio, on the border between Tuscany and Umbria and a few kilometers from the town of Castiglion Fiorentino. All around green woods that are part of the farm, where you can also admire the beautiful 'Majesty' in the grove, a few hundred meters from the house.
In our opinion the main feature of Casa di Pino, which makes it perfect for couples and romantic holidays, is the atmosphere that the owners have managed to create in this small space. In addition to the fact that it resembles a nest, the warm colors chosen for the rooms and the furniture itself, give the feeling of being at home, in an intimate and welcoming place.
In the wide garden the beautiful swimming pool (size 4x8 m., depth 1,20-1,50 m. - open from 01st May to 30th September) with Jacuzzi corner, barbecue and wood burning oven next to the gazebo and an equipped porch. A few meters from the house passes a panoramic side road that crosses the hills and connects Castiglion Fiorentino to the town of Cortona and the nearby region of Umbria. The property accepts small size pets. La Casa di Pino
Casa Bella
Stunning private accommodation with WIFI, private pool and TV, near Montepulciano
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15
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7
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5
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370 m2
Description
Casa Bella is a typical stone villa situated on the top of a hill and offers a 360° view of the green hills of the Senese countryside. To give you an idea of how exceptional the view from Casa Bella is, we can tell you that we have often organised painting courses here. Looking around you will find inspiration in the landscape, which in itself is something to frame. Families with children as well as groups of friends have enjoyed their holidays in this villa, fun for young and old is guaranteed. The warm colours of the walls and the simple furnishings make the house warm and welcoming.
Every day offers a new opportunity to enjoy something different: relax in the panoramic garden, take a refreshing dip in the swimming pool (8x4 meters, 1.20 meters deep, fenced – open from May 1st to September 30th), or engage in exciting matches of volleyball or tennis on the small multi-purpose sports ground (18x9 meters). You can also enjoy table tennis, billiards, or foosball for some friendly competition. Children can play in the children's playground next to the swimming pool. After dinner in the gazebo next to the pool you will be delighted by the sunsets, which offer different lights and colours every day.
You will certainly not be inclined to leave the house, but as there are beautiful towns and cities rich in art nearby, we would advise you not to miss the opportunity to visit them. Torrita di Siena, Montepulciano and Pienza are all within a maximum of 20 km, Siena is 50 km away.
The last part of the road to Casa Bella (about 3 km) is not asphalted and has a few steep stretches, but don't let this scare you because after the first time you will not have difficulties, and you will look forward to returning home to enjoy the tranquility and your favourite view. Casa Bella
Galleria di Brolio
Amazing independent holiday rental with A/C, private pool, WIFI, TV and veranda, near Cortona
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10
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4
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3
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170 m2
Description
Galleria di Brolio is an old stone farmhouse whose origins date back to 1800, located between two of the most important towns of the Valdichiana, Castiglion Fiorentino and Foiano, and which is now part of the owners' farm. You will find the farmhouse just a few kilometres from the two towns and in both, as well as various monuments and sites of artistic interest that are definitely worth a visit, you will have shops, restaurants and all kinds of services. The small historic centres of the villages will be a pleasant destination for your aperitifs or dinners at the restaurant.
The farmhouse takes its name from the Galleria di Brolio, a conduit that is still in operation today and is located on the edge of the olive grove. The conduit is part of the canal built between 1932 and 1940 to improve the flow of water towards the Arno, planned by the engineer Vittorio Fossombroni for the reclamation of the valley at the end of the 18th century.
Galleria di Brolio is situated on the edge of a wood of about 20 hectares of oaks and pines used as a hunting reserve for the repopulation of animals; they live here in the utmost freedom and if you love wildlife you will frequently see hares and pheasants running in the olive grove, the vineyard and even in the house lawn.
On the ground floor there is the apartment where the owners live, as well as a cellar and a shed for the farm's agricultural tools, while the first floor is reserved for you. The furnishings are very nice and comfortable, enriched with local antiques, and blend in perfectly with the old features of the house. Not far away, on the other side of the wood, passes the railway line that connects central Italy with the main cities of the peninsula (Florence, Bologna, Rome, Milan), so it will be easy to move around even without a car.
A few metres from the house, surrounded by silver olive trees, you will find a beautiful swimming pool completely fenced and for your exclusive use (size 11x5 m, depth 1.10-1.40 m - open from 01st May to 30th September), together with a gazebo equipped with garden furniture, which will allow you to shelter from the hot summer sun.
There is also a large pergola supplied with wrought iron furniture for eating outside, equipped with a barbecue and a wood-burning oven, for those evenings when you want to enjoy a pizza or a grill “al fresco”.
The owner, on request, will prepare excellent typical Tuscan dinners and pizzas in the wood-fired oven which, we are told by customers who have stayed at the house, are truly delicious.
Galleria di Brolio
La Casa del Nonno
Cosy accommodation with WIFI, private pool, TV and pets allowed
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4
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2
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1
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55 m2
Description
From the village of Castiglion Fiorentino, with its shops and services, following the suggestive road that crosses the entire Val di Chio and climbs the wooded hills and represent the natural border between Tuscany and Umbria, you will arrive at a small cluster of houses set on the slopes of the hill and overlooking a beautiful wooded landscape. The last stretch of road, about 200 m, is unpaved and sloping. La Casa del Nonno is a small, old stone house that is part of this original rural settlement once inhabited by farming families. Here you will find guaranteed peace; lazy summer days by the pool and in the solarium enjoying the sun, without hearing any noise except those of nature.
A careful renovation has brought La Casa del Nonno back to life. Rustic style furniture, old beams on the ceilings, the old fireplace in the living room, give it a warm atmosphere reminiscent of times gone by, when the house and the open fire were the shelter of the farmers after a hard day's work.
The house will be your own little nest, well-finished, comfortable and cosy and will immediately give you the feeling of being welcome.
In front of the house there is an outdoor area arranged on natural terraces connected by steps, completely fenced and equipped with garden furniture, barbecue and a small house with laundry. For your exclusive use there is also a beautiful swimming pool (size 6x4 m, depth 1.20 m - open from 1 May to 30th September), with a panoramic view and equipped with sunbeds, deckchairs and sunshade.
For your open-air dinners in the summer evenings, the owners have organised a special corner on a terrace in the garden, equipped with a wrought iron table and chairs and covered by a large parasol. La Casa del Nonno
Casa Angela
Fabulous private accommodation with A/C, private pool, WIFI, TV, balcony, pets allowed, near Cortona
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8
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3
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3
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170 m2
Description
An old farmhouse completely renovated, located near Castiglion Fiorentino. Casa Angela will be the ideal place where you can rediscover the flavours of the past, of a simple and quiet life. You will have at your disposal a large vegetable garden where you can pick up genuine fresh seasonal vegetables every morning. In the vicinity of the farmhouse there are farmyard animals, fruit trees and vineyards, making your stay a true country life experience.
Of this holiday you will surely remember the slow and warm days that village life, still regulated with rhythms of other times, gives us.
For your lazy summer days the beautiful swimming pool completely fenced and for your exclusive use (size mt. 6x12, depth mt. 1,20-1,50 - open from 16 May to 30th September) will be the ideal place also for your evening aperitifs, relaxed in the gazebo, with a good red wine in your glass and with the lights of Castiglion Fiorentino, which climbs up the hill, as a backdrop.
For children there is a large green outdoor space to explore with a five-a-side football goal for fun times with friends. The house is definitely perfect, in our opinion, for family holiday with children or for a small group of friends who want to discover the beauty of Tuscany and the nearby Umbria, renting a villa with private pool.
Pets are welcome (extra charge could be required).
We guarantee that you will leave your heart in Castiglion Fiorentino. A small town of steep, paved alleyways, ancient buildings, stone stairways and arches and mighty walls dominated by the imposing Cassero tower, guarding the valley. Many trattorias and restaurants invite you to go out in the evening and enjoy a dish of fresh, handmade pasta or a famous Florentine steak.
In Castiglion Fiorentino you will also find supermarkets for your daily shopping, other shops and all necessary services. From the house you can easily walk to a restaurant which is just 1 km far.
A few km away is the border with the region of Umbria, in 15 minutes by car you will be able to reach the golden beaches of Lake Trasimeno, with its characteristic villages and islets to discover. Casa Angela
Collina dei Fiori
Amazing private holiday rental with private pool, WIFI, A/C, TV and pets allowed, near Arezzo
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9
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4
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3
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150 m2
Description
SPECIAL OFFER 10% DISCOUNT From 20th June until 03rd July 2026 and From 01st until 25 September 2026 - FOR 1 WEEK BOOKINGS
Collina dei Fiori is the result of a painstaking restructuring of an old country house situated in an extremely panoramic position, waiting for you to spend unforgettable holidays with your family or friends. This beautiful villa is at the top of a hillside covered in age-old olive trees and green woods, where many small roads climb up the steep hills revealing enchanting views at every turn.
In a few minutes’ drive from the house you can easily reach Castiglion Fiorentino, Cortona, Arezzo and Lake Trasimeno, ideal destinations for day trips, to alternate with relaxing days at the swimming pool (size 5x10 m, depth 1,20-2,20 m - open from 01st May to 30th September) and funny tennis and table tennis tournaments. The tennis court is located a few hundred meters from the house and is shared only with the guests of the other two houses VILLA DEGLI OLIVI and VILLA GIOTTO.
Adjacent to the kitchen there is a pergola furnished with table and benches and a barbecue where you can spend your evenings together with family and friends, enjoying grilled meats and sipping a glass of wine. The large enclosed garden offers privacy and security for your family and your four-legged friends (a supplement may be charged for pets). If you want to stretch your legs in the hills around the house there are countless hiking trails, also suitable for children. Collina dei Fiori
Podere i Gigli
Wonderful independent house with WIFI, A/C, private pool, TV and terrace, close to Cortona
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6
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3
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3
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170 m2
Description
Podere I Gigli is a farmhouse just a few steps away from the centre of Castiglion Fiorentino, which you can easily reach on foot in less than 10 minutes when you want to stretch your legs. The railway station, which is 500 metres from the property, is also within easy reach and makes the house particularly suitable for all types of travel should you wish to visit Tuscany and Central Italy without taking a car.
The farm mainly produces cereals, but around the house you can also enjoy the view of vineyards, olive groves and fruit trees. The owners will be happy to let you taste and buy their pure Sangiovese wine, extra virgin olive oil and other products of the farm, proudly handed down from father to daughter.
The house is surrounded by a large, well-kept garden, shaded and filled with flowers and plants. In the relaxation area, furnished with table and chairs, you can comfortably enjoy your meals in the open air. At the back of the house, in a sunny position, there is a swimming pool measuring 4.5x9m, 1.50m deep and completely fenced ( open from 16 May to 30 September) for the safety of your children.
Another corner that we think you will appreciate is the sun terrace on the first floor, where you will find a small lounge with a sun umbrella, table and chairs, ideal for aperitifs in the cool of summer evenings.
There is also a vegetable garden with fresh seasonal vegetables that you can pick daily.
Podere I Gigli is an old stone farmhouse, dating back to the early 1900s, which has recently been renovated and brought back to life while maintaining the structure, which still exudes ancient history and farming traditions. The grit floors and exposed beams have been preserved and together with the rustic furnishings and antiques and local crafts, personally and carefully chosen by the owner, make the house a truly ideal place for your holidays.
The owners who live next door, although discreet, will be a sure reference point for any need you may have. Podere i Gigli
Beautiful holiday home with pool, WIFI, A/C, TV, balcony and pets allowed, near San Gimignano
-10% Special Offer-
4
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19
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7
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6
| Accommodation | Sleeps | Bedrooms | Bathrooms | Floor Area | Price |
|---|---|---|---|---|---|
| La Nonna - Villa le Ripe | 6 | 2 | 2 | 86 m2 | € 110 /Night |
| La Tinaia - Villa le Ripe | 3 | 1 | 1 | 49 m2 | € 60 /Night |
| Le Volte - Villa le Ripe | 6 | 2 | 1 | 84 m2 | € 110 /Night |
| San Gimignano - Villa le Ripe | 4 | 2 | 2 | 73 m2 | € 110 /Night |
| All 4 Accommodations | 19 | 7 | 6 |
Description
Villa Le Ripe Apartments - Gambassi Terme, Toscana is a lovely holiday home with air conditioning, pool and WiFi internet. The apartment has been divided into a total of four independent apartments. The property can sleep up to 19 people comfortably in seven bedrooms with six bathrooms. Conveniently located in Gambassi Terme, Italy and only 18 km (11 mi) from San Gimignano.
Your Experience
When you arrive you’ll find a nice clean well-maintained property with views of the hills ideal for a splendid vacation in Tuscany. After a hectic day of visiting museums, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. A lot of people traveling with friends prefer a multi-unit holiday home where they can spend time together in the common areas, like the pool or garden, but still have their own private living quarters with bedroom and bathroom. In addition, each unit has its own kitchen with plenty of utensils, tableware and cutlery.
Places Nearby
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: San Gimignano 18 km (11 mi), Florence 50 km (31 mi), Greve In Chianti 55 km (34 mi), Siena 56 km (35 mi) and Pisa 73 km (45 mi).
Some other major tourist destinations you should consider visiting are: Florence 50 km (31 mi), Viareggio 102 km (63 mi), Forte Dei Marmi 114 km (71 mi), Rome 290 km (180 mi), Venice 291 km (181 mi) and Milan 339 km (210 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Villa Le Ripe Apartments - Gambassi Terme, Toscana. If you have a large dog or multiple pets, please inquire for permission prior to booking.
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 April - 31 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 51 km (32 mi), Pisa (psa) 75 km (46 mi), Bologna (blq) 144 km (89 mi), Genova (goa) 251 km (156 mi) and Venezia (vce) 297 km (185 mi).
Villa Le Ripe Apartments - Gambassi Terme, Toscana