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La Miccia

: EAS123988

Stunning independent house with A/C, hot tub, WIFI, TV and pets allowed, near Arezzo

  -15% Special Offer
  • Sleeps
    2
  • Bedrooms
    1
  • Bathrooms
    2
  • Floor Area
    69 m2
From € 57per Night

Description

LA MICCIA is a beautiful centuries' old apartment that will enchant you with its local traditional features: the stone walls all over the place, the original ceilings in red bricks, original pavements in "cotto" toscano,... you will be captured by the fusion of antique and modern style, like the hot tub in the living room!!!
You will also fall in love with the atmosphere of this small Tuscan village. Non touristic route, Pergine Valdarno, will show you the normal everyday life of the locals going to get an espresso in the morning or buying their fresh bread. everyone will make you feel welcome and if you're lucky enough to spend some days here, you will finally feel part of it. La Miccia

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Pianelli

: EAS175927

Superb private villa with A/C, private pool, WIFI, hot tub, TV, patio, pets allowed

0% Interest Installments
  • Sleeps
    5
  • Bedrooms
    3
  • Bathrooms
    2
  • Private Pool
  • Cancellation insurance (included)
From € 203per Night

Description

Property Summary

Nestled on a gentle slope in the heart of the Tuscan countryside, the single-family house known as "Pianelli" offers an exceptional vacation rental experience just 1 km from the center of Pergine Valdarno, Italy. This charming property combines the tranquility of rural living with convenient access to some of Tuscany's most celebrated destinations, making it an ideal retreat for those seeking both relaxation and cultural exploration. The fully fenced private grounds extend across 1,500 m2, providing a sense of seclusion and privacy that enhances the overall experience. A heated swimming pool measuring 8 x 4 m invites you to unwind during the warmer months, available seasonally from April 10th to October 25th, while the expansive yard encompasses a beautifully maintained terraced garden, a lawn, and a wildlife garden that together create a serene natural setting. Reliable Internet WiFi keeps you connected throughout your stay, and parking on the premises accommodates up to 2 cars, with an EV charging station also available for guests traveling with electric vehicles.

Outdoors

The outdoor spaces at "Pianelli" are thoughtfully designed to encourage relaxation and enjoyment of the surrounding Tuscan landscape. The private grounds feature a terraced garden, a well-kept lawn, and a wildlife garden, all enclosed within a secure perimeter that ensures complete privacy. The heated swimming pool, measuring 8 x 4 m, serves as the centerpiece of the outdoor area and is available seasonally from April 10th to October 25th, with pool maintenance handled by the owner's gardener. A pergola provides a shaded retreat during the warmest hours of the day, while the terrace offers an ideal setting for outdoor dining and leisurely moments in the open air. Garden furniture is provided for your comfort, and a barbecue is available for alfresco meals. An outdoor shower completes the exterior amenities, adding a practical and refreshing touch to the poolside experience.

Other Information

Inside the house, a range of amenities has been carefully curated to ensure a comfortable and restorative stay. A sauna and a hydro massage bath are available for your relaxation and may require an additional fee. The property is equipped with a burglar alarm system, offering an added layer of security and peace of mind throughout your visit. Please be aware that the house is accessed via a 500 m long unmade road. The swimming pool is available on a seasonal basis, from April 10th to October 25th, and its use may also be subject to an additional fee. Check-in and check-out times, as well as any specific house rules, should be confirmed directly with the property manager prior to arrival.

Distances and Attractions

"Pianelli" enjoys a privileged location that places a wealth of Tuscan attractions within easy reach. A supermarket is located just 1 km away, ensuring that everyday essentials are always conveniently accessible. The charming village center of Pergine Valdarno is also just 1 km from the property, offering a welcoming taste of authentic Tuscan village life. The renowned city of Arezzo, with its rich artistic heritage and vibrant historic center, is approximately 15 km away, while the iconic city of Siena lies approximately 40 km from the property. Florence, one of Italy's most celebrated cultural capitals, is also reachable within a reasonable driving distance. Additional nearby destinations worth exploring include Monte San Savino, Cortona, and Castiglion Fiorentino, each offering its own distinct blend of history, architecture, and local tradition, making "Pianelli" an exceptional base from which to discover the very best of Tuscany. Pianelli

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Stunning independent villa with private pool, WIFI, A/C, hot tub, TV, patio, near Cortona

0% Interest Installments
  • Sleeps
    14
  • Bedrooms
    7
  • Bathrooms
    6
  • Floor Area
    230 m2
  • Private Pool
From € 605 per Night

Description

Case Sant'anna 14 is a nice vacation rental (230 sq m) with air conditioning, private pool and WiFi internet. The property can sleep up to 14 guests comfortably in seven bedrooms with six bathrooms. Conveniently located 9 km (6 mi) from Terontola, Italy and only 12 km (8 mi) from Cortona. If playing a round of golf is important while on holiday, you are in luck because there is a course nearby.

Your Experience
The property Case Sant'Anna is completely independent.
Truffle hunting experience in the proximity of the property, to be requested at the time of booking
Outdoor Jacuzzi, included in the rental price. Open during the same period of the swimming-pool.
Upon arrival at Case Sant'anna 14 you’ll find a beautiful clean well-maintained property ideal for a splendid vacation in Tuscany. After a busy day of sightseeing, 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, barbecue grill and hot tub. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 14 people. If you prefer to dine 'al fresco', there is a fully furnished patio where you can enjoy the weather while dining outdoors.

Visit the Area
Most people enjoy visiting nearby 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: Cortona 12 km (8 mi), Montepulciano 26 km (16 mi), Arezzo 36 km (22 mi), Perugia 52 km (32 mi) and Montalcino 60 km (37 mi).

Some other major tourist destinations you should consider visiting are: Florence 124 km (77 mi), Viareggio 211 km (131 mi), Forte Dei Marmi 218 km (135 mi), Rome 206 km (128 mi), Venice 367 km (228 mi) and Milan 410 km (255 mi).

Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Case Sant'anna 14. If you have a large dog or multiple pets, please inquire for permission prior to booking.
Check-In Time: 16:00 - 21:00
Check-Out Time: 06:00 - 10:00
Pool Open: 20 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): Firenze Peretola (flr) 131 km (82 mi), Pisa (psa) 192 km (119 mi), Roma Ciampino (cia) 215 km (134 mi), Bologna (blq) 218 km (135 mi) and Roma Fiumicino (fco) 228 km (141 mi).


Case Sant'anna 14

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Superb private villa rental with A/C, WIFI, TV, patio and pets allowed, near Arezzo

  -15% Special Offer
  • Sleeps
    6
  • Bedrooms
    3
  • Bathrooms
    2
  • Floor Area
    130 m2
From € 86per Night

Description

CASA DI VIGNOLO is a beautiful centuries' old building that will enchant you with its local traditional features: the original authentic fireplace, used for cooking, or the original stone sink, or the stone and bricks staircase... you will be captured by the fusion of antique and modern style and mostly you will fall in love with the atmosphere of this small Tuscan village. Non touristic route, Pergine Valdarno, will show you the normal everyday life of the locals going to get an espresso in the morning or buying their fresh bread. everyone will make you feel welcome and if you're lucky enough to spend some days here, you will finally feel part of it. Casa Di Vignolo

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Il Pigionale

: EAS123987

Superb private vacation rental with A/C, WIFI, patio and pets allowed, near Arezzo

  -15% Special Offer
  • Sleeps
    4
  • Bedrooms
    2
  • Bathrooms
    2
  • Floor Area
    80 m2
From € 74per Night

Description

IL PIGIONALE is a beautiful centuries' old building that will enchant you with its local traditional features: the original authentic fireplace, used for cooking, or the original staircase... you will be captured by the fusion of antique and modern style and mostly you will fall in love with the atmosphere of this small Tuscan village. Non touristic route, Pergine Valdarno, will show you the normal everyday life of the locals going to get an espresso in the morning or buying their fresh bread. everyone will make you feel welcome and if you're lucky enough to spend some days here, you will finally feel part of it. Il Pigionale

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Il Tiglioré

: EAS221918

Superb private house with private pool, A/C, WIFI, TV, patio and pets allowed

  Special Offer 0% Interest Installments
  • Sleeps
    4
  • Bedrooms
    2
  • Bathrooms
    1
  • Private Pool
  • Cancellation insurance (included)
From € 93per Night

Description

Property Summary

Il Tiglioré presents a modern and cosy semi-detached house that has been thoughtfully renovated, positioned amidst tranquil fields just 5 km from the centre of Castiglion Fiorentino, Italy. This holiday rental features a well-maintained, fenced private garden adorned with a wildlife garden and mature trees, creating a serene outdoor environment. The property includes an above-ground swimming pool measuring 6 x 3 m with a depth of 132 cm, available seasonally from 01.Jun. through 31.Aug. You will benefit from convenient parking on the premises, ensuring ease of access throughout your stay. Internet WiFi connectivity is available to keep you connected during your visit. The spacious yard provides ample outdoor space for relaxation and recreation, complemented by an arbour, garden furniture, and barbecue facilities for outdoor dining and entertainment.

Outdoors

The outdoor spaces at Il Tiglioré offer you an inviting retreat surrounded by nature. The property's well-kept, fenced garden features a charming wildlife garden and established trees that provide natural shade and privacy. The above-ground swimming pool, measuring 6 x 3 m with a depth of 132 cm, is available for your enjoyment from 01.Jun. until 31.Aug., offering refreshing respite during the warmer months. An arbour provides a shaded spot for outdoor relaxation, while the garden furniture and barbecue facilities create perfect opportunities for al fresco dining and entertaining. The peaceful surroundings of fields enhance the tranquil atmosphere of this semi-detached residence.

Other Information

Please note that a car is recommended for convenient access to the property and surrounding areas. The owner resides in the same residence. A supermarket is located 3.3 km from the property, while restaurant options can be found 3 km away. A bus stop is situated 600 m from Il Tiglioré for those wishing to use public transportation.

Distances and Attractions

Il Tiglioré enjoys a favourable location for exploring the renowned attractions of Tuscany and Umbria. The historic town of Cortona is situated 16 km from the property, while Arezzo can be reached within 19 km. The celebrated hilltop town of Montepulciano lies 33 km away, and the cultural capital of Firenze is accessible at 99 km. Nature enthusiasts will appreciate the proximity to Lago Trasimeno, a well-known lake that can easily be reached at 40 km from the property. The property is positioned 5 km from the centre of Castiglion Fiorentino, Italy, providing convenient access to local amenities and attractions. Il Tiglioré

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Fabulous private vacation rental with private pool, WIFI, A/C, TV, patio and pets allowed

0% Interest Installments
  • Sleeps
    8
  • Bedrooms
    3
  • Bathrooms
    3
  • Private Pool
  • Cancellation insurance (included)
From € 209per Night

Description

Property Summary

Cottage Roccaio is a cosy, rustic, and comfortable semi-detached house featuring two storeys, nestled in a secluded and quiet position surrounded by fields and vineyards, located 3 km from the centre of Castiglion Fiorentino, Italy. This charming holiday rental offers a private, well-kept fenced garden and a seasonal swimming pool with salt water, available from 1st May to 30th October, with regular maintenance provided by the owner or gardener. The property includes convenient amenities such as a laundry room with a washing machine, ensuring a comfortable stay for guests. Internet WiFi connectivity keeps you connected throughout your visit, while a spacious yard provides ample outdoor space for relaxation. Private parking is available on the premises, with motor access to the house via a 600 m unmade road. Please note that the owner lives on the same property and has a dog, adding to the authentic countryside experience.

Outdoors

The outdoor spaces at Cottage Roccaio provide an idyllic setting for relaxation and enjoyment of the Tuscan countryside. You will have access to a private, well-kept garden that is fully fenced, offering both privacy and security. The seasonal swimming pool features salt water and is available for use from 1st May through 30th October, providing a refreshing retreat during the warmer months. The property is surrounded by picturesque fields and vineyards, creating a tranquil atmosphere perfect for unwinding. The pool maintenance is regularly handled by the owner or gardener, ensuring the facilities remain in excellent condition throughout your stay.

Other Information

Access to the property is via motor vehicle along a 600 m unmade road, and a car is recommended for your stay. The owner resides on the same property and has a dog. Essential amenities are conveniently located nearby, with a grocery store 2 km away, a supermarket 4 km from the property, and a restaurant situated 3 km from Cottage Roccaio. Public transportation is accessible via a bus stop located 3 km from the house.

Distances and Attractions

Cottage Roccaio is ideally positioned for exploring the renowned attractions of Tuscany and Umbria. The charming hilltop town of Cortona is just 11 km away, while the historic city of Arezzo can be reached within 22 km. The picturesque town of Montepulciano, famous for its wine, is located 38 km from the property, and the magnificent city of Firenze is 100 km away. Nature enthusiasts will appreciate the proximity to Lago Trasimeno, a well-known lake that is easily accessible at 29 km from the house. The property's location in Castiglion Fiorentino, Italy, serves as an excellent base for discovering the cultural and natural treasures of the region. Il Cottage Roccaio

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Il Cinghiale

: EAS208768

Beautiful home with A/C, pool, WIFI, TV, patio and panoramic view

  Special Offer 0% Interest Installments
  • Sleeps
    6
  • Bedrooms
    3
  • Bathrooms
    1
  • Swimming Pool
  • Cancellation insurance (included)
From € 84per Night

Description

Property Summary

Nestled in the rolling hills of Tuscany, Italy, the historic hamlet of Montefienali offers an extraordinary holiday rental experience steeped in centuries of heritage. Situated at 600 metres above sea level, this remarkable residential village dates back to the 13th century and has been thoughtfully renovated to combine its original character with modern comforts. The property is part of a charming hamlet comprising 25 houses, with a total of 25 apartments available within the residence, set in a secluded and elevated position surrounded by lush trees and the unspoiled Tuscan countryside. Located 15 km from the centre of Gaiole in Chianti, near Castelnuovo Berardenga, the setting offers a rare sense of tranquillity and immersion in nature. Guests have access to a generously sized swimming pool measuring 10 x 15 metres, available seasonally from 15 May to 30 September, with pool hours running from 09:00 to 20:00. The expansive natural grounds extend across 3 hectares of fenced land, offering ample open space and a yard-like environment filled with native plants and trees. Wireless internet connectivity is available to keep you connected during your stay, and parking is conveniently provided on the premises, ensuring ease of arrival and departure.

Outdoors

The outdoor spaces at Montefienali are a true highlight of the experience, inviting you to spend long, leisurely hours in the open air of the Tuscan hills. The shared natural grounds, spanning 3 hectares of fenced land, are home to an abundance of plants and trees that create a peaceful and shaded environment throughout the warmer months. The swimming pool, measuring 10 x 15 metres, is open seasonally from 15 May to 30 September between 09:00 and 20:00, and is maintained by the resident owner and gardener, ensuring it remains in excellent condition throughout the season. A dedicated children's pool is also available, making the outdoor area suitable for families with younger guests. An outdoor shower provides added convenience after a refreshing swim. The patio and terrace areas are furnished with garden furniture, offering ideal spots for relaxing, dining al fresco, or simply taking in the surrounding landscape. Children are further catered for with a dedicated playground featuring a slide, swing, and sandbox, providing hours of entertainment in a safe and natural setting. The property sits just 100 metres from the edge of the forest, adding a sense of adventure and natural beauty to the outdoor environment.

Other Information

Access to the property is via a 2 km bumpy motor road leading to the grounds, followed by a 50-metre footpath to the house itself, making a car not only convenient but strongly recommended for your stay. A washing machine is available for shared use among guests within the residence. Baby equipment is included as part of your stay at no additional charge. Groups of teenagers are accommodated on request only and must be arranged in advance. The swimming pool is maintained by the owner and gardener, ensuring consistent upkeep throughout the operational season.

Distances and Attractions

Montefienali enjoys a wonderfully central position within the Tuscan landscape, placing a wealth of cultural and practical destinations within easy reach. Essential amenities are close at hand, with a grocery store and restaurant each located just 3 km away, as well as a bar at the same distance, making it easy to enjoy local produce and cuisine without travelling far. A shop and supermarket are both available 15 km from the property, while bicycle rental can also be found at 15 km, offering a wonderful way to explore the surrounding countryside. The nearest bus stop is located 10 km away. For those wishing to explore the region's extraordinary cultural heritage, the medieval city of Siena lies 36 km from the property, offering world-renowned art, architecture, and gastronomy. Arezzo, celebrated for its historic centre and antique market, is 44 km away, while the magnificent city of Florence, with its unparalleled concentration of Renaissance masterpieces, is reachable within 66 km. The surrounding area of Gaiole in Chianti itself is emblematic of the Chianti wine region, offering scenic vineyards, local wineries, and quintessential Tuscan villages to discover throughout your stay. Il Cinghiale

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Fabulous independent villa with WIFI, private pool, A/C, TV, patio, pets allowed and panoramic view

0% Interest Installments
  • Sleeps
    11
  • Bedrooms
    5
  • Bathrooms
    4
  • Private Pool
  • Cancellation insurance (included)
From € 773per Night

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

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Unique multi-unit holiday rental with pool, hot tub, A/C, WIFI, TV and panoramic view, near Cortona

  • Accommodation
    2
  • Sleeps
    5
  • Bedrooms
    2
  • Bathrooms
    2
  • Swimming Pool
€ 112 per Night
  Accommodation   Sleeps   Bedrooms   Bathrooms   Floor Area Price
  Appartamento Valentina 3 1 1 70 m2 € 112 /Night
  Appartamento Valentino 2 1 1 65 m2 € 112 /Night
All 2 Accommodations 5 2 2

Description

Conveniently located 2 km (1 mi) from Cegliolo, Italy in the tourist area "Cortona And Surroundings" and only 8 km (5 mi) from Cortona. Casale Valentina is a lovely stone building with shared pool, air conditioning and hot tub. The villa / farmhouse / home has been divided into a total of two private units. The property can accommodate up to five guests comfortably in two bedrooms with two bathrooms.

Your Experience
After arriving at Casale Valentina you’ll find a beautiful clean well-maintained property with views of the mountains ideal for a peaceful holiday 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. Outdoors you will also find a hot tub and barbecue grill. Each apartment 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 property where they can spend time together in the common areas, like 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 vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 8 km (5 mi), Arezzo 24 km (15 mi), Montepulciano 33 km (20 mi), Perugia 55 km (34 mi) and Montalcino 67 km (42 mi).

Some other major tourist destinations you should consider visiting are: Florence 114 km (71 mi), Viareggio 201 km (125 mi), Forte Dei Marmi 208 km (129 mi), Rome 213 km (132 mi), Venice 358 km (222 mi) and Milan 401 km (249 mi).

Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
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): Firenze Peretola (flr) 122 km (76 mi), Pisa (psa) 182 km (113 mi), Bologna (blq) 206 km (128 mi), Roma Ciampino (cia) 222 km (138 mi) and Roma Fiumicino (fco) 234 km (146 mi).

More Services
Cooking Lessons - If you're interested in discovering more about Tuscan cooking, ask about the cooking lessons that can be scheduled at the property. It's a pleasant way to spend time with friends and family while learning the techniques needed to master Tuscan cuisine. For more details and the supplemental cost, please contact us.
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a sumptuous meal using local produce? The chef will arrange the meal based on your preferences and dietary requirements. The chef will offer advice for the various courses and the wine. Ask for more details and the extra costs.
Tours - The owner can arrange custom tours for your group. To learn about the tours offered, speak to the owner upon arrival or ask prior to booking. The cost will vary depending in the individual tour and number of people.
Baby Sitting - If you're traveling with children and would like an evening alone, a babysitter can be scheduled. Speak to the owner directly about this service when you arrive.
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.

Casale Valentina

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Pretty private accommodation with private pool, WIFI, A/C and TV, close to Cortona

  • Sleeps
    4
  • Bedrooms
    1
  • Bathrooms
    1
  • Floor Area
    55 m2
  • Private Pool
From € 141per Night

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

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Pretty private villa with A/C, private pool, WIFI, TV and veranda, near Cortona

  • Sleeps
    10
  • Bedrooms
    4
  • Bathrooms
    3
  • Floor Area
    170 m2
  • Private Pool
From € 197per Night

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

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Pagliazzone

: EAS48407

Wonderful independent holiday villa with WIFI, A/C, private pool, TV and pets allowed

  • Sleeps
    3
  • Bedrooms
    1
  • Bathrooms
    1
  • Floor Area
    40 m2
  • Private Pool
From € 197per Night

Description

Pagliazzone is a cottage with private and fenced garden and is located in the hills of the Val d'Ambra, dominated by the ancient ruins of the Cennina Castle and immersed in the peace and quiet of the countryside. A short walk will take you to the characteristic village of Bucine. When you feel like leaving the swimming pool and the peace of the garden for a while, the small, typical villages of the Val d'Ambra and Chianti are easy and quick to reach, and Arezzo, Florence and Siena are excellent day trips.
The little house is surrounded by a fully-fenced garden with a well-kept lawn, shaded by tall pines and filled with flowers, where your pets can run freely.  A view of the surrounding vineyards and hills will accompany your lazy summer days, along with several corners designed for relaxing in peace. You decide which is the best spot to enjoy the view... whether it is from the cool water of your private swimming pool (5x11 m, depth 1.20-1.80 m - open from 01st May to 30th September), or from an armchair under the pergolas, perhaps from the shady gazebo hidden among the trees, or from a sun lounger by the pool...
The typical Tuscan furnishings, with their rustic charm, together with good equipment complete the whole. The cottage is particularly suitable for couples.
The owners live next door and are very attentive to the well-being of their guests and clean the pool and garden every morning. Pagliazzone

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Casa Angela

: EAS193085

Beautiful private house with private pool, A/C, WIFI, TV, balcony, pets allowed, near Cortona

  • Sleeps
    8
  • Bedrooms
    3
  • Bathrooms
    3
  • Floor Area
    170 m2
  • Private Pool
From € 205per Night

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

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Superb independent house with WIFI, A/C, private pool, TV and pets allowed, near Arezzo

  • Sleeps
    9
  • Bedrooms
    4
  • Bathrooms
    3
  • Floor Area
    150 m2
  • Private Pool
From € 350per Night

Description

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

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Wonderful private vacation home with A/C, private pool, WIFI, TV and terrace, close to Cortona

  • Sleeps
    6
  • Bedrooms
    3
  • Bathrooms
    3
  • Floor Area
    170 m2
  • Private Pool
From € 140per Night

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

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Volpe

: EAS200973

Fabulous holiday villa with WIFI, A/C, TV, balcony and pets allowed

0% Interest Installments
  • Sleeps
    4
  • Bedrooms
    2
  • Bathrooms
    2
  • Cancellation insurance (included)
From € 88per Night

Description

Property Summary

Welcome to "Volpe," a beautiful and comfortable detached 2-family house nestled in a peaceful residential area of villas, just 1 km from the centre of Castiglion Fiorentino, Italy. This thoughtfully renovated holiday rental offers an ideal retreat for those seeking a refined and tranquil escape in the heart of Tuscany. The property benefits from a private garden of 250 m2, providing a serene outdoor space exclusively for your enjoyment, while a shared fenced garden of 2,000 m2 is also available for common use. Connectivity is seamlessly ensured with Internet WiFi access throughout the property. Parking is conveniently available directly on the premises, and an EV charging station is provided for guests travelling with electric vehicles, reflecting a thoughtful commitment to modern comfort and sustainability.

Outdoors

The outdoor spaces at "Volpe" are a true highlight of the property, offering a generous and well-maintained environment in which to relax and enjoy the Tuscan landscape. The private garden of 250 m2 provides an intimate and exclusive setting, ideal for outdoor dining, leisure, or simply unwinding in the fresh air. For those seeking more space, the shared fenced garden of 2,000 m2 offers ample room to stroll, play, or gather in a secure and well-kept environment. The surrounding residential area of villas ensures a calm and pleasant atmosphere throughout your stay.

Other Information

A car is recommended to make the most of the surrounding area and to reach nearby attractions with ease. The owner of the property resides on the same premises in a separate semi-detached house, ensuring a welcoming and attentive presence while fully respecting your privacy. Please be aware that the owner does not accept bookings from youth groups.

Distances and Attractions

"Volpe" enjoys an exceptionally convenient location with a wide range of services and attractions within easy reach. A grocery store is located just 400 m away, while a supermarket can be found at 500 m. A restaurant and a bar are both situated approximately 1 km from the property, and a bus stop is only 300 m away. The railway station "Firenze-Roma" is reachable within 3 km, making regional travel straightforward and accessible. Nature lovers will appreciate the proximity to the bathing lake "Trasimeno," just 20 km away, and the renowned thermal baths "Rapolano" at 45 km. The area is also rich in cultural and historic destinations, with Cortona at 11 km, Arezzo at 16 km, Passignano sul Trasimeno at 29 km, Castiglion Del Lago at 29 km, Pienza at 45 km, and the magnificent city of Siena at 60 km. Volpe

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Pretty multi-unit holiday rental with pool, A/C, WIFI, TV and pets allowed

0% Interest Installments
  • Accommodation
    2
  • Sleeps
    6
  • Bedrooms
    3
  • Bathrooms
    3
  • Swimming Pool
  • Cancellation insurance (included)
€ 174 per Night
  Accommodation   Sleeps   Bedrooms   Bathrooms   Floor Area Price
  San Regolo 915.1 2 1 1 60 m2 € 180 /Night
  San Regolo 915.2 4 2 2 90 m2 € 174 /Night
All 2 Accommodations 6 3 3

Description

Property Summary
Villa San Regolo is a stunning vacation rental located in the picturesque hamlet of San Regolo, just 10 km from the charming town of Gaiole In Chianti, Italy. This resort boasts 6 houses, offering guests a serene and peaceful escape. The property is equipped with a range of amenities, including a swimming pool, internet WiFi, parking facilities, an EV charging station, and the option for an installment plan.

Outdoors
Immerse yourself in the beauty of the Tuscan countryside at Villa San Regolo. The resort features a shared swimming pool (15 x 6 m, with a depth ranging from 120 to 220 cm) available seasonally from May 1st to October 25th. Guests can also enjoy a children's pool, an outdoor shower, and a beautifully maintained garden with furniture, tended to by the owner/gardener.

Other Information
Villa San Regolo offers a range of additional services and facilities to enhance your stay. The complex features a reception area, and guests can indulge in relaxing massages (at an extra cost). Central heating is available, along with laundry facilities, including a shared washing machine. Heating costs are payable on-site (from March 29th to October 31st) and is available from November 1st to March 28th. Bicycles (6) are available for rent (extra charge), and a cook can be arranged upon request (additional cost). Parking is provided on the premises, and an e-charging station is available for electric vehicles.

Distances and Attractions
Villa San Regolo is conveniently located near several attractions and points of interest. The Castello di Brolio is just 2 km away, while Castelnuovo Berardenga is 13 km from the resort. The historic city of Siena is a 20 km drive, and Castellina in Chianti is 27 km away. Other nearby destinations include Greve in Chianti (35 km), Monteriggioni (35 km), and Monte San Savino (39 km). For those seeking a beach getaway, the sandy shores of Castiglione della Pescaia are 115 km from the resort, and the thermal baths of Rapolano Terme are just 26 km away. Gaiole in Chianti 915

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Beautiful private villa with A/C, private pool, WIFI, TV, terrace and pets allowed, near Arezzo

  • Sleeps
    14
  • Bedrooms
    7
  • Bathrooms
    7
  • Floor Area
    360 m2
  • Private Pool
From € 515per Night

Description

Villa degli Olivi is a beautiful holiday villa with attractive architectural features situated just outside Castiglion Fiorentino, a typical Tuscan town on the hills of the Valdichiana, surrounded by age-old olive groves and ancient cypress trees. The origins of the town date back in history. Today it's a quiet town which offers its visitors numerous cultural and eno-gastronomic events planned throughout the whole year.

The villa is situated on the slopes of a hill looking onto the Valdichiana below and is certainly the ideal spot for anyone wanting to spend their holiday in a charming country villa, without sacrificing any of the comforts of modern life. The internal fittings, equipment and furnishings of the house are of an high standard and ensure the maximum comfort.

Around the villa a large park of centuries-old olive trees, completely fenced in with a fence and equipped with gazebo, garden furniture, barbecue and wood-burning oven will be the ideal place to spend relaxing evenings in good company. For the amusement of adults and children there are: the beautiful fenced-in infinity pool (size m. 6 x 12, depth m. 1,20-3,00 - open from 01st May to 30th September), the table tennis and approx. 2 km far the private tennis court (size 18x36 m.) to be shared only with the guests of other 3 villas COLLINA DEI FIORI, CASALE IL TRECENTO and VILLA GIOTTO.  Villa degli Olivi

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Multi-unit villa with WIFI, A/C, private pool, TV, terrace, pets allowed, panoramic view

  Special Offer 0% Interest Installments
  • Accommodation
    3
  • Sleeps
    24
  • Bedrooms
    10
  • Bathrooms
    5
  • Swimming Pool
  • Cancellation insurance (included)
€ 84 per Night
  Accommodation   Sleeps   Bedrooms   Bathrooms   Floor Area Price
  Montechioccioli 649.1 6 2 1 70 m2 € 84 /Night
  Montechioccioli 649.2 6 2 1 70 m2 € 84 /Night
All 2 Accommodations 12 4 2

Description

Property Summary

Nestled in the picturesque hamlet of Rietine, just 4 km from the centre of Gaiole in Chianti, Italy, Montechioccioli is a charming 3-family house that offers an authentic and rustic holiday rental experience in the heart of Tuscany. Surrounded by rolling vineyards and breathtaking countryside, this property comprises 3 separate apartments, making it an ideal choice for families or groups of friends seeking to immerse themselves in the beauty of the Tuscan landscape. The property features a generous terraced yard spanning 1,000 m2, beautifully landscaped with a variety of plants and trees that frame the surrounding scenery. Guests can take a refreshing dip in the impressive swimming pool, which measures 12 x 6 m with a depth of 170 cm and is available seasonally from 02 May to 03 October. Staying connected is effortless thanks to the internet wifi available throughout the property, while an EV charging station further enhances the convenience and modernity of this countryside retreat. A washing machine is also available for shared use among guests, and parking is provided on the premises.

Outdoors

The outdoor spaces at Montechioccioli are a true highlight of the property, offering guests a wonderful setting in which to unwind and enjoy the Tuscan countryside. The terraced garden, extending across 1,000 m2, is thoughtfully planted with a diverse selection of trees and plants, creating a lush and tranquil environment that invites relaxation at every turn. The swimming pool area, where the pool reaches a depth of 170 cm, is complemented by a dedicated shower and WC facility, ensuring comfort and practicality for all guests. Adjacent to the pool, a terrace equipped with a barbecue provides an ideal space for outdoor dining and socialising, allowing guests to savour al fresco meals while taking in the panoramic views of the surrounding vineyards and hills.

Other Information

The owner of Montechioccioli resides on the same property, ensuring a welcoming and attentive presence throughout your stay. The swimming pool is available on a seasonal basis, open from 02 May to 03 October. A washing machine is available on the premises and is shared among the guests of the 3 apartments. Parking is conveniently provided on site at no additional inconvenience to guests.

Distances and Attractions

Montechioccioli enjoys an enviable location that places guests within easy reach of some of Tuscany's most celebrated destinations. The centre of Gaiole in Chianti is just 4 km away, offering a charming selection of local restaurants, shops, and services that capture the essence of authentic Chiantishire life. The historic town of Radda in Chianti lies approximately 12 km from the property, providing further opportunities to explore the region's renowned wine culture, medieval architecture, and traditional Tuscan cuisine. For those wishing to venture further afield, the magnificent city of Siena, a UNESCO World Heritage Site famed for its Gothic cathedral and the legendary Piazza del Campo, is located approximately 40 km from the property and makes for an unforgettable day trip. Gaiole in Chianti 649

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