Cavriglia Vacation Villa Rentals

Excellent 2331 Guest Reviews 4.6 /5

Results 501 - 520 of 686

Total Results: 686


Santa Vittoria: Cloud, Sky, Plant, Tree, Swimming Pool, Land Lot, Shade, Grass, Outdoor Furniture, Cumulus € 93 - € 157/night

Beautiful home with pool, WIFI and pets allowed

  •   8
  •   4
  •   2
€ 93 - € 157per Night

Description

Santa Vittoria is located on the first floor of a typical farmhouse in a panoramic position on top of a hill covered with vineyards and olive groves. It is part of an important farm producing excellent wine and fine extra virgin olive oil, which you can taste and buy.
From the windows of the old farmhouse, you will enjoy an incomparable view of the suggestive landscape of the Valdichiana hills, where, scattered here and there, you will glimpse beautiful farmhouses, 19th-century villas and medieval villages dominated by mighty castles. An idyllic setting that will be nourishment for both your eyes and your mind.
Santa Vittoria is an old house with a special appeal. The wooden ceilings, the floors all in Tuscan terracotta and the original period furnishings give it a very rustic and characteristic charm. You will experience your stay in an atmosphere of old, simple and essential things.
On the ground floor of the farmhouse lives, occasionally, the property caretaker who will be a discreet point of reference in case of need.
You will have at your disposal, in front of the house, a large green area equipped with a pergola and garden furniture, perfect for your evenings in the open air. About 250 metres away, near another farmhouse that is also part of the farm, you will find the laundry room and the swimming pool area (size 7x12 m, depth 1.20 - 1.80 - open from 01st May to 30th September) that you can use together with the owner and his guests.
Santa Vittoria is a country house that you will remember, not only for its location, but also for the sensations that a holiday spent here will leave you. Santa Vittoria

Vineyard’s Cottage With Pool, Ac, Wifi - Siena: Cloud, Water, Sky, Plant, Property, Tree, Azure, Building, Swimming Pool, Natural Landscape € 120 - € 266/night

Pretty private villa with A/C, WIFI, private pool, TV, patio, panoramic view, near Montepulciano

  •   4
  •   1
  •   1
€ 120 - € 266per Night

Description

Vineyard’s Cottage With Pool, Ac, Wifi - Siena is located 7 km (4 mi) from Sinalunga, Italy and only 22 km (14 mi) from Montepulciano in the tourist area "Orcia Valley". Vacation rental Vineyard’s Cottage With Pool, Ac, Wifi - Siena is a beautiful stone building (100 sq m) that includes WiFi internet, air conditioning and private pool. The property can accommodate up to four people comfortably.

The property is fully fenced with dog-proof enclosure.

The Experience
After arriving at Vineyard’s Cottage With Pool, Ac, Wifi - Siena you’ll find a nice clean well-maintained property with views of the hills ideal for a peaceful 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 barbecue grill and patio. Sharing a meal with friends and family is a big part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your holiday. The kitchen includes coffee machine, microwave, stove and refrigerator, as well as, plenty of tableware and cutlery for up to four people.

Places 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: Montepulciano 22 km (14 mi), Montalcino 36 km (22 mi), Arezzo 38 km (23 mi), Cortona 39 km (24 mi) and Siena 48 km (30 mi).

Some other major tourist destinations you should consider visiting are: Florence 123 km (77 mi), Viareggio 210 km (130 mi), Forte Dei Marmi 217 km (135 mi), Rome 205 km (127 mi), Milan 410 km (255 mi) and Naples 396 km (246 mi).

Additional Information
Check-In Time: 17:00 - 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) 129 km (80 mi), Pisa (psa) 191 km (119 mi), Roma Ciampino (cia) 214 km (133 mi), Bologna (blq) 215 km (134 mi) and Roma Fiumicino (fco) 227 km (141 mi).

Special Services
Tours - The owner can arrange custom tours for your group. To learn about the tours available, speak to the owner when you arrive or inquire prior to booking. The cost will vary depending in the individual tour and number of people.

Vineyard’s Cottage With Pool, Ac, Wifi - Siena

Fonte Della Chiana: Water, Cloud, Sky, Plant, Property, Swimming Pool, Building, Azure, Tree, Chair 0% Interest Installments € 1388 - € 2144/night

Beautiful private house with private pool, A/C, sauna, WIFI, hot tub, TV, near Cortona

  •   17
  •   6
  •   6
: EAS189246
€ 1388 - € 2144per Night

Description

Conveniently located 6 km (4 mi) from Foiano Della Chiana, Italy in the tourist area "Cortona And Surroundings" and only 21 km (13 mi) from Cortona. Fonte Della Chiana is a lovely stone building (500 sq m) with private pool, air conditioning and WiFi internet. The property can accommodate up to 17 guests comfortably in six bedrooms with six bathrooms.

The Experience
When you arrive you’ll find a nice clean well-maintained property with views of the hills perfect for a splendid holiday in Tuscany. After a hectic 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. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave and refrigerator, as well as, plenty of tableware and cutlery for up to 17 people. If you prefer to dine 'al fresco', there is a fully furnished garden where you can enjoy the weather while dining outdoors.

Places 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 21 km (13 mi), Arezzo 23 km (14 mi), Montepulciano 27 km (17 mi), Montalcino 52 km (32 mi) and Siena 61 km (38 mi).

Some other major tourist destinations you should consider visiting are: Florence 102 km (63 mi), Viareggio 189 km (117 mi), Forte Dei Marmi 196 km (122 mi), Rome 200 km (124 mi), Venice 345 km (215 mi) and Milan 387 km (240 mi).

Additional Information
Check-In Time: 17:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 15 June - 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) 110 km (68 mi), Pisa (psa) 170 km (106 mi), Bologna (blq) 194 km (121 mi), Roma Ciampino (cia) 209 km (130 mi) and Roma Fiumicino (fco) 222 km (138 mi).


Villa Ripa

Villa Montisi: Blue, Swimming Pool, Garden, Estate, Landscaping, Backyard, Water Feature, Villa, Hacienda, Farmhouse 0% Interest Installments € 279 - € 338/night

Amazing private holiday rental with A/C, private pool, WIFI, TV and patio

  •   6
  •   3
  •   3
€ 279 - € 338per Night

Description

Property Summary
The modern and beautiful two-story Villa Montisi, built in 2020, is surrounded by trees and fields in Montisi, 15 km from Montalcino. It offers a private garden with flowers, trees, and a seasonal swimming pool (4 x 12 m, depth 120 - 150 cm, available from May 1 to September 30) with an internal staircase. Additionally, it features amenities such as air conditioning, a washing machine, a tumble dryer, and parking on the premises. The villa is an ideal vacation rental for those seeking a peaceful retreat in the Tuscan countryside.

Outdoors
The villa boasts a beautiful private garden with flowers and trees, providing a serene outdoor space for relaxation. The highlight is the seasonal swimming pool (4 x 12 m, depth 120 - 150 cm), available from May 1 to September 30, complete with an internal staircase for easy access. Outdoor amenities include a shower, garden furniture, and a barbecue area, ensuring a comfortable and enjoyable outdoor experience. The pool is maintained by the owner or gardener.

Other Information
Conveniently located just 500 m from the center of Montisi, the villa offers easy access to nearby amenities. A shop and grocery store are within 500 m, while a supermarket is 10 km away. Restaurants are also available within a 5-minute walk, and the bus stop "Montisi" is 500 m from the property. For those traveling with young children, baby equipment is included.

Distances and Attractions
The villa is situated in a desirable location, with several nearby attractions easily accessible. Montalcino, renowned for its wine production, is just 23 km away, while the charming towns of Pienza and Montapulciano are within 30 km and 25 km, respectively. The historic city of Siena is approximately 50 km from the property, offering rich cultural experiences and architectural marvels. Trequanda, Italy, is also in close proximity, adding to the region's appeal for travelers seeking an authentic Tuscan experience. Villa Montisi

Podere Casina: Furniture, Property, Table, Chair, Interior Design, Wood, Floor, Shade, Building, Real Estate   Special Offer 0% Interest Installments € 107 - € 152/night

Fabulous independent holiday home with WIFI, TV, balcony and pets allowed

  •   11
  •   4
  •   2
€ 107 - € 152per Night

Description

Property Summary
Podere Casina is a detached farmhouse property situated just 600 meters from the charming village of Scrofiano and 2 kilometers from the center of Sinalunga, Italy. The property boasts a private 2-hectare yard with trees and a natural garden, offering ample outdoor space for relaxation or recreational activities. Amenities include Internet WiFi, parking, and facilities for table tennis, basketball, and volleyball. A barbecue area is also available for outdoor cooking.

Outdoors
Experience the serene beauty of Podere Casina's outdoor surroundings. The private 2-hectare property is adorned with trees and a natural garden, providing a tranquil retreat on the outskirts of Scrofiano. Indulge in outdoor leisure activities such as table tennis, basketball, and volleyball, or unwind on the garden furniture, embracing the picturesque scenery. A barbecue area is conveniently available for al fresco dining experiences.

Other Information
Podere Casina offers a convenient location near essential amenities while maintaining a peaceful ambiance. A supermarket is just 2 kilometers away, ensuring easy access to groceries and supplies. For those seeking refreshment, an outdoor swimming pool can be found within a 2-kilometer radius, providing a perfect respite during warm weather. Golf enthusiasts will appreciate the proximity to a 9-hole golf course, located a mere 6 kilometers from the vacation rental.

Distances and Attractions
Situated in a prime location, Podere Casina offers easy access to nearby attractions and transportation. The charming village of Sinalunga is just 2 kilometers away, allowing you to explore its local character and offerings. Sinalunga railway station is conveniently located 3 kilometers from the property, facilitating convenient travel options. Additionally, a variety of leisure activities and attractions are within close proximity, including an outdoor swimming pool (2 kilometers) and a 9-hole golf course (6 kilometers). Podere Casina

Castelletto Weddings And Events: Plant, Table, Property, Furniture, Tableware, Botany, Chair, Tree, Building, Lighting € 1950 - € 2450/night

Stunning private holiday rental with internet, private pool, TV and veranda, near Montepulciano

  •   40
  •   17
  •   14
€ 1950 - € 2450per Night

Description

The Orcia Valley is truly one of the most picture-perfect landscapes in the world and is, furthermore, home to the equally stunning and top wedding location Castelletto, located 5km from Sinalunga. This gorgeous Tuscan villa is set within extensive, beautifully groomed, leafy grounds with a classic Italian garden and boasts three swimming pools and six separate apartments that can accommodate up to 36 guests in total with 14 bedrooms and 12 bathrooms comfortably. A truly perfect wedding venue in the Tuscan region, this gem is the ideal place to get married in Tuscany (including the wedding ceremony and reception), to house your friends and families, to allow for some truly stunning wedding photography, and to make unforgettable memories as you start your new life together...

If you have been considering a destination wedding in the Tuscan countryside, then Castelletto is just perfect and if you're looking for a romantic wedding venue then it is ideal. Located in a perfect position from which to explore the rest of Tuscany, you will have endless options nearby to get stunning wedding photography to commemorate your unforgettable wedding in Tuscany. The venue can comfortably accommodate all sorts of Italian weddings with a spacious and pretty indoor dining space looking out onto the Italian garden that can seat a wedding of around 120 people as well as extensive grounds where an area for the wedding ceremony, multiple tables for the meal, a dancefloor and bands, and more can be set up for outdoor weddings if you want to have more guests.

In addition to being a top wedding venue, Castelletto also provides a lovely accommodation space for your guests, friends, and families with bright, spacious, airy, elegant interiors in this lovely wedding villa in Tuscany. The property is composed of 6 self-catering accommodations, plus 2 bedrooms, as follows:

Archi - max capacity 6: bedrooms 2, bathrooms 2
Mandorlo - max capacity 6: bedrooms 3 bathrooms 2
Paulonia - max capacity 4: bedrooms 2 bathrooms 1
Villa Dei Limoni - max capacity 14: bedrooms 6, bathrooms 5
Lilla - max capacity 2: bedrooms 1, bathrooms 1
Cottage - max capacity 4 : bedrooms 1, bathrooms 1
In the main villa - max capacity 4 : bedrooms 2, bathrooms 2

Those staying at the villa can also make use of the three pools on the property, explore the extensive grounds of the estate, savour a coffee while reading in the Italian garden or stretch out on a sun lounger by the pool, discover the wine cellars, use the tennis court, and venture out into the surrounding area to take in the beauty of this part of the Tuscan Countryside.

Make your dream wedding in Tuscany happen and get in touch with us to start planning it all today...

Additional Information and Services:

Il Castelletto would be a good choice for your wedding in Tuscany and Il Castelletto will take care to organise all the details of your special day. In fact the owners offer a full package including not only the accommodation and venue fee but also the wedding meal and various other meals such as a pizza party, a brunch and breakfast.

Catering - The client may choose from a wide range of menu alternatives for meals, events and weddings. The owner can propose personalised proposals according to client's preferences. Third-party caterers are not allowed and the events can be arranged only if previously agreed upon and organized by the property's staff.


Nearest Airports - (distances as the crow flies): Firenze Peretola (Flr) 125 km (77 mi), Pisa (Psa) 185 km (115 mi), Bologna (Blq) 205 km (128 mi), Roma Ciampino (Cia) 208 km (129 mi) and Roma Fiumicino (Fco) 221 km (137 mi). Castelletto Weddings And Events

Villa Sulle Crete: Cloud, Plant, Sky, Tree, Nature, Land Lot, Landscape, Urban Design, Rural Area, Plain 0% Interest Installments € 2545 - € 2931/night

Amazing independent villa rental with WIFI, private pool, A/C, hot tub and balcony

  •   20
  •   9
  •   9
: EAS197221
€ 2545 - € 2931per Night

Description

Villa Sulle Crete is located 6 km (4 mi) from Trequanda, Italy and only 26 km (16 mi) from Montepulciano in the tourist area "Orcia Valley". Holiday rental Villa Sulle Crete is a nice stone building (910 sq m) that includes private pool, air conditioning and WiFi internet. The property can sleep up to 20 guests comfortably in nine bedrooms with nine bathrooms.

Your Experience
Upon arrival you’ll find a lovely clean well-maintained property with views of the hills ideal for a peaceful holiday in Tuscany. Regardless of how you spend your days - shopping, sightseeing, visiting museums or just driving in the countryside, when you arrive home you can unwind with your family and friends at the pool for a perfect ending to another day in Tuscany. Dining with friends and family is a huge part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your holiday. The kitchen includes coffee machine, microwave, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to 20 people. Dine 'al fresco' like a real Tuscan, the fully furnished balcony is the ideal setting to enjoy food, family and the beautiful Tuscan weather.

What's Nearby?
Most people enjoy visiting close-by 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: Montepulciano 26 km (16 mi), Montalcino 28 km (18 mi), Siena 40 km (25 mi), Cortona 45 km (28 mi) and Arezzo 48 km (30 mi).

Some other major tourist destinations you should consider visiting are: Florence 129 km (80 mi), Viareggio 216 km (134 mi), Forte Dei Marmi 223 km (139 mi), Rome 211 km (131 mi), Venice 369 km (229 mi) and Milan 414 km (257 mi).

Additional Information
Check-In Time: 17:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 15 April - 25 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) 135 km (84 mi), Pisa (psa) 197 km (122 mi), Roma Ciampino (cia) 220 km (137 mi), Bologna (blq) 221 km (137 mi) and Roma Fiumicino (fco) 233 km (145 mi).


Villa Asciano 20

Trequanda 810: Flower, Plant, Water, Sky, Daytime, Cloud, Swimming Pool, Nature, Outdoor Furniture, Shade   Special Offer 0% Interest Installments € 106 - € 240/night

Pretty multi-unit vacation home with pool, WIFI, TV, patio and panoramic view, near Montepulciano

  •   3
  •   10
  •   5
  •   4
: EAS16517
€ 106 - € 240per Night
  Accommodation
Geranio 810.1 4 2 2
Focolare 810.2 4 2 1
Nido 810.3 2 1 1
All 3 Accommodations 10 5 4

Description

Property Summary
Podere La Fonte is a charming, rustic farmhouse nestled amidst trees, fields, and vineyards in Trequanda, Italy. This holiday rental offers a peaceful and secluded retreat with four apartments within the residence. The property boasts an array of amenities, including a swimming pool, a yard, internet WiFi, parking facilities, a tennis court, and an installment plan option for your convenience.

Outdoors
Immerse yourself in the natural beauty of the 3-hectare property, adorned with lush garden plants, trees, and an orchard. Enjoy the seasonal swimming pool, complete with a fenced area, from May 15th to October 15th. Bask in the sun on the patio or terrace, equipped with comfortable garden furniture and a barbecue area. Indulge in outdoor activities like tennis and volleyball on the dedicated courts, or simply relax and soak up the tranquil surroundings.

Other Information
The property offers shared laundry facilities with a washing machine available for your convenience (extra charge may apply). The owner resides within the same residence and provides pool maintenance and gardening services. Please note that animals are present in the neighborhood, and all houses/apartments are individually designed and furnished to offer a unique experience. The narrow motor access to the grounds is approximately 600 meters long.

Distances and Attractions
Trequanda's center is just 1 km away, while Sinalunga is 9 km from the property. Nearby, you'll find shops, grocery stores, supermarkets, restaurants, bars, bakeries, and a bus stop within a 1 km radius. The Sinalunga railway station is 9 km away, and the renowned thermal baths of Rapolano Terme are 23 km from the property. Lake Trasimeno, a popular bathing destination, is only 40 km away. Explore the charming towns of Pienza (17 km), Montepulciano (22 km), Cortona (35 km), and the historic city of Siena (55 km). Additionally, a 9-hole golf course and a riding stable are conveniently located within 16 km and 5 km, respectively. Trequanda 810

Casa Le Crete: Sky, Water, Property, Building, Cloud, Window, Plant, Swimming Pool, Leisure, Tree € 368 - € 500/night

Independent Holiday villa with WIFI, private pool, A/C, TV, patio, panoramic view, near Montalcino

  •   5
  •   3
  •   3
€ 368 - € 500per Night

Description

Property Casa Le Crete is a beautiful stone building (130 sq m) that includes WiFi internet, private pool and air conditioning. The property can accommodate up to five guests comfortably in three bedrooms with three bathrooms. Conveniently located in San Giovanni D'asso, Italy in the tourist area "Orcia Valley" and only 18 km (11 mi) from Montalcino.

Your Experience
Upon arrival you will be welcomed by the owner or manager where you’ll find a beautiful clean well-maintained property with views of the hills ideal for a peaceful holiday in Tuscany. After a hectic 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. Outdoors you will also find a barbecue grill and patio. Dining with friends and family is a big part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your holiday. The kitchen includes coffee machine, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to five people. Dine 'al fresco' like a real Tuscan, the fully furnished patio is the ideal setting to enjoy food, family and the beautiful Tuscan weather.

Visit the Area
Most people enjoy visiting close-by 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: Montalcino 18 km (11 mi), Montepulciano 32 km (20 mi), Siena 45 km (28 mi), Cortona 48 km (30 mi) and Arezzo 54 km (33 mi).

Some other major tourist destinations you should consider visiting are: Florence 133 km (82 mi), Viareggio 220 km (136 mi), Forte Dei Marmi 227 km (141 mi), Rome 215 km (133 mi), Milan 420 km (261 mi) and Naples 406 km (252 mi).

Additional Information
Check-In Time: 16:00 - 19:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 15 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) 138 km (86 mi), Pisa (psa) 160 km (99 mi), Roma Ciampino (cia) 224 km (139 mi), Bologna (blq) 225 km (140 mi) and Roma Fiumicino (fco) 236 km (147 mi).

Additional Services

Tours The owner can organize custom truffle hunting tours followed by truffle, wine and olive oil tasting for your group. To learn about the tours available, inquire prior to booking to ensure availability. The cost will vary depending on the specific tour and number of people.
Painting lessons The owner can organize custom painting lessons with a talented artist for your group. To learn more, inquire prior to booking. The cost will vary depending on the number of people.
Cooking Lessons - Learn from a local chef the techniques vital to master Tuscan cuisine. The owner can arrange to have a chef come to the property for a cooking lesson for any number of people in your group. It's a fun way to spend time with friends and family while learning the secrets required to prepare sumptuous Tuscan meals when you return home. For more details and the extra 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 schedule the meal based on your preferences and dietary requirements. The chef will offer advice for the various courses and the wine. Inquire for more details and the extra costs.
Maid Service - If you'd like maid service during your trip that can be scheduled by the owner. Ask for more details about the additional cost.

La Capanna

Villa San Giovanni: Sky, Water, Plant, Property, Building, Azure, Window, Swimming Pool, Tree, Rectangle € 810 - € 1040/night

Independent Property with WIFI, private pool, A/C, TV, patio, panoramic view, near Montalcino

  •   10
  •   5
  •   6
: EAS206056
€ 810 - € 1040per Night

Description

Vacation rental Villa San Giovanni is a lovely property (320 sq m) that includes air conditioning, private pool and WiFi internet. The property can accommodate up to ten people comfortably in five bedrooms with six bathrooms. Villa San Giovanni is located 1 km (4171 ft) from San Giovanni D'asso, Italy and only 19 km (12 mi) from Montalcino in the tourist area "Orcia Valley".

Your Experience
Upon arrival you’ll find a nice clean well-maintained property with views of the hills perfect for a peaceful vacation in Tuscany. For your enjoyment you will find a private pool where you can relax while enjoying a nice cold beverage after a busy day of sightseeing. Outdoors you will also find a patio and barbecue grill. 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 ten people. If you prefer to dine 'al fresco', there is a fully furnished veranda where you can enjoy the weather while dining outdoors.

Visit the Area
Most people enjoy visiting close-by 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: Montalcino 19 km (12 mi), Montepulciano 33 km (21 mi), Siena 44 km (27 mi), Cortona 50 km (31 mi) and Arezzo 55 km (34 mi).

Some other major tourist destinations you should consider visiting are: Florence 111 km (69 mi), Viareggio 221 km (137 mi), Forte Dei Marmi 228 km (142 mi), Rome 216 km (134 mi), Milan 421 km (262 mi) and Naples 407 km (253 mi).

Additional Information
Check-In Time: 16:00 - 19:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 15 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) 140 km (87 mi), Pisa (psa) 159 km (99 mi), Roma Ciampino (cia) 225 km (140 mi), Bologna (blq) 226 km (141 mi) and Roma Fiumicino (fco) 238 km (148 mi).

Additional Services

Tours The owner can organize custom truffle hunting tours followed by truffle, wine and olive oil tasting for your group. To learn about the tours available, inquire prior to booking to ensure availability. The cost will vary depending on the specific tour and number of people.
Tasting The owner can organize custom truffle, wine and olive oil tasting for your group. To learn more, inquire prior to booking. The cost will vary depending on the number of people.
Painting lessons The owner can organize custom painting lessons with a talented artist for your group. To learn more, inquire prior to booking. The cost will vary depending on the number of people.
Cooking Lessons - Learn from a local chef the techniques vital 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 pleasant way to spend time with friends and family while learning the secrets needed to prepare sumptuous Tuscan meals when you return home. For more details and the supplemental cost, please contact us.
Professional Chef - Are you looking for a real treat during your vacation? Why not book a professional chef to prepare and serve you a sumptuous meal using local produce? The chef will organize the meal based on your preferences and dietary needs. The chef will offer advice for the various courses and the wine. Inquire for more details and the supplemental costs.
Maid Service - Upgrade your vacation with maid service. This service can be organized by the owner. Ask for more details about the additional cost.

Il Tribbio

Villa Ancora: Water, Plant, Property, Sky, Green, Nature, Swimming Pool, Tree, Outdoor Furniture, Leisure € 300 - € 570/night

Private Holiday rental with A/C, private pool, WIFI, TV, veranda, panoramic view, close to Florence

  •   6
  •   2
  •   2
€ 300 - € 570per Night

Description

Villa Ancora is a beautifully restored historic home designed to provide guests with the perfect blend of charm and modern comfort.

Nestled on the slopes of Monte Morello, just outside Florence, this inviting vacation retreat accommodates up to six guests with its two spacious bedrooms and bright, airy interiors. One of the villa’s standout features is its cozy fireplace, creating the perfect setting for warming up with loved ones on cooler days. The breathtaking views of the Florence valley and surrounding countryside provide a peaceful escape, while still being just a short distance from the city.

Surrounded by 82,000 square meters of private land, Villa Ancora offers guests a tranquil retreat with fruit trees, pastures, and lush woodlands. The enclosed garden features an above-ground pool, perfect for soaking up the sun and enjoying the serene atmosphere. A barbecue area with a dining table and chairs invites guests to enjoy outdoor meals in true Tuscan style.

Just 10 meters away, a separate property, Villa Tenuta Lonciano (also featured in our catalogue), shares only the entrance with Villa Ancora, ensuring privacy for both residences.

The villa’s prime location makes it ideal for a relaxing getaway, with opportunities for scenic walks and exploration in Monte Morello Natural Park. It is also within easy reach of Tuscany’s cultural treasures, including Florence (just 10 km away), Arezzo, Siena, and the charming villages of the Chianti and Val d’Orcia wine regions, where guests can indulge in fine wines and traditional Tuscan cuisine.

At guests’ disposal:
- Spacious, well-equipped outdoor areas
- Private above-ground pool (9 x 3 meters, depth 1.35 meters)
- Barbecue area for outdoor dining
- Free Wi-Fi
- 2 bedrooms and 2 bathrooms
- Air conditioning in one bedroom
- Private parking
- Laundry room with washing machine and dryer

Distances: Food shops 3 km away, Sesto Fiorentino (shops, restaurants) 6 km, Florence (airport and train station) 10 km, San Gimignano 75 km, Siena 90 km, Pisa (airport), Lucca, and Arezzo approximately 100 km away.

Please carefully check if there are any extra costs to be paid on site! Villa Ancora

Dimora Di Castroncello: Swimming Pool, Garden, Resort, Landscaping, Lawn, Park, Shade, Yard, Backyard, Eco Hotel 10% Off Discount  Special Offer € 616 - € 1176/night

Private Vacation rental with WIFI, private pool, A/C, veranda, panoramic view, close to Cortona

  •   12
  •   6
  •   4
: EAS212154
€ 616 - € 1176per Night

Description

Dimora Di Castroncello is a nice holiday home (300 sq m) with WiFi internet, private pool and air conditioning. The property can accommodate up to 12 guests comfortably in six bedrooms with four bathrooms. Dimora Di Castroncello is located 2 km (1 mi) from Castroncello, Italy and only 15 km (9 mi) from Cortona in the tourist area "Cortona And Surroundings".

What to Expect
After arriving you’ll find a lovely clean well-maintained property with views of the hills perfect for a splendid vacation in Tuscany. Regardless of how you spend your days - sightseeing, visiting museums, shopping or just driving in the countryside, when you arrive home you can relax with your family and friends at the pool for a perfect ending to another day in Tuscany. Dining with friends and family is a big part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 12 people. Dine 'al fresco' like a real Tuscan, the fully furnished veranda is the perfect setting to enjoy food, family and the beautiful Tuscan weather.

Places Nearby
Most people enjoy visiting close-by 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: Cortona 15 km (9 mi), Arezzo 21 km (13 mi), Montepulciano 38 km (24 mi), Montalcino 58 km (36 mi) and Perugia 70 km (44 mi).

Some other major tourist destinations you should consider visiting are: Florence 108 km (67 mi), Viareggio 195 km (121 mi), Forte Dei Marmi 202 km (125 mi), Rome 206 km (128 mi), Venice 351 km (218 mi) and Milan 395 km (245 mi).

Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 30 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) 113 km (70 mi), Pisa (psa) 176 km (109 mi), Bologna (blq) 200 km (124 mi), Roma Ciampino (cia) 215 km (134 mi) and Roma Fiumicino (fco) 227 km (141 mi).


Dimora Di Castroncello

Galleria di Brolio: Water, Sky, Plant, Property, Swimming Pool, Building, Azure, Tree, Leisure, Grass € 197 - € 303/night

Wonderful independent holiday home with private pool, A/C, WIFI, TV and veranda, near Cortona

  •   10
  •   4
  •   3
€ 197 - € 303per 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

La Casa di Pino: Swimming Pool, Resort, Garden, Eco Hotel, Outdoor Furniture, Thermae, Water Feature, Shade, Estate, Landscaping € 141 - € 212/night

Superb independent vacation rental with A/C, private pool, WIFI and TV, close to Cortona

  •   4
  •   1
  •   1
€ 141 - € 212per 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

Villa Delle Palme: Plant, Cloud, Sky, Property, Building, Flowerpot, Tree, Urban Design, Shade, Leisure 20% Off Discount  Special Offer € 914 - € 1278/night

Private Property with private pool, A/C, WIFI, TV, terrace, panoramic view, near Montalcino

  •   14
  •   8
  •   7
: EAS206057
€ 914 - € 1278per Night

Description

Villa Delle Palme is located in San Giovanni D'asso, Italy and only 18 km (11 mi) from Montalcino in the tourist area "Orcia Valley". Holiday rental Villa Delle Palme is a lovely property (500 sq m) that includes WiFi internet, air conditioning and private pool. The property can sleep up to 14 people comfortably in eight bedrooms with seven bathrooms.

Your Experience
When you arrive you will be welcomed by the owner or manager where you’ll find a nice clean well-maintained property with views of the hills ideal for a splendid holiday in Tuscany. For your enjoyment you will find a private pool where you can relax while enjoying a nice cold beverage after a hectic day of sightseeing. Sharing a meal with friends and family is a huge part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your holiday. The kitchen includes coffee machine, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to 14 people. Dine 'al fresco' like a real Tuscan, the fully furnished terrace is the ideal setting to enjoy food, family and the nice Tuscan weather.

Places 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: Montalcino 18 km (11 mi), Montepulciano 32 km (20 mi), Siena 45 km (28 mi), Cortona 49 km (30 mi) and Arezzo 54 km (34 mi).

Some other major tourist destinations you should consider visiting are: Florence 133 km (83 mi), Viareggio 220 km (137 mi), Forte Dei Marmi 227 km (141 mi), Rome 215 km (134 mi), Milan 420 km (261 mi) and Naples 406 km (252 mi).

Additional Information
Check-In Time: 16:00 - 19:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 15 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) 138 km (86 mi), Pisa (psa) 160 km (99 mi), Roma Ciampino (cia) 224 km (139 mi), Bologna (blq) 225 km (140 mi) and Roma Fiumicino (fco) 237 km (147 mi).

Special Services

Maid Service daily maid service included in the rental price.

Tours The owner can organize custom truffle hunting tours followed by truffle, wine and olive oil tasting for your group. To learn about the tours available, inquire prior to booking to ensure availability. The cost will vary depending on the specific tour and number of people.
Tasting The owner can organize custom truffle, wine and olive oil tasting for your group. To learn more, inquire prior to booking. The cost will vary depending on the number of people.
Painting lessons The owner can organize custom painting lessons with a talented artist for your group. To learn more, inquire prior to booking. The cost will vary depending on the number of people.

Cooking Lessons - If you're interested in learning more about Tuscan cooking, inquire about the cooking lessons that can be scheduled at the property. It's a fun way to spend time with friends and family while learning the techniques required to master Tuscan cuisine. For more details and the extra cost, please contact us.
Professional Chef - Are you looking for a real treat during your vacation? Why not book a professional chef to prepare and serve you a delicious 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 supplemental costs.

Villa La Consuma

Collina dei Fiori: Water, Plant, Sky, Cloud, Umbrella, Azure, Swimming Pool, Shade, Outdoor Furniture, Tree € 350 - € 574/night

Stunning private property with WIFI, A/C, private pool, TV and pets allowed, near Arezzo

  •   9
  •   4
  •   3
€ 350 - € 574per 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

La Casa del Nonno: Water, Sky, Cloud, Plant, Green, Swimming Pool, Azure, Natural Landscape, Tree, Building € 95 - € 142/night

Great home with private pool, WIFI, TV and pets allowed

  •   4
  •   2
  •   1
€ 95 - € 142per Night

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

Il Bosco: Residential Area, Swimming Pool, Garden, Shade, Hacienda, Estate, Backyard, Landscaping, Yard, Villa € 170 - € 265/night

Fantastic accommodation with pool and TV, near Montalcino

  •   7
  •   4
  •   2
: EAS210299
€ 170 - € 265per Night

Description

Property Summary

This charming vacation rental occupies a beautifully renovated portion of a traditional farmhouse set in an excellent panoramic position in the countryside near San Giovanni D'asso, Italy, close to the renowned town of Montalcino. The property comprises two adjoining apartments within an independent farmhouse structure, offering flexible accommodation for families or groups seeking an authentic Tuscan experience. You will enjoy convenient amenities including a private swimming pool and dedicated parking area within the fenced grounds. The elevated location provides sweeping views over the surrounding rural landscape, creating an idyllic setting for a relaxing retreat in one of Tuscany's most celebrated wine-producing regions.

Outdoors

The outdoor space features a refreshing non-heated swimming pool measuring 6.50 by 3.50 meters with a depth of 1.40 meters, available for your use from May 1st through October 31st. The property is surrounded by a 180 square meter fenced garden that ensures privacy and security throughout your stay. Within the garden you will find a gazebo providing shaded outdoor living space, perfect for relaxing during the warmest hours of the day. A barbecue is available for preparing al fresco meals, allowing you to dine outdoors while taking in the panoramic countryside views that characterize this exceptional location.

Unit Layout

The farmhouse is divided into two adjoining apartments that together accommodate a maximum capacity of 7 guests across 4 bedrooms and 2 bathrooms. Apartment A sleeps 4 guests and is arranged over two floors. On the ground floor you will find a living room and dining room with fireplace, television, and a kitchenette equipped with an oven. The first floor houses a double bedroom, a twin bedroom, and a bathroom with shower. Apartment B accommodates 3 guests and is similarly distributed across two levels. The ground floor contains a living room with kitchenette including an oven, a single bedroom, and a small bathroom. On the first floor there is a double bedroom. This configuration provides flexible sleeping arrangements suitable for families or groups traveling together while maintaining separate living spaces.

Amenities Included

Your accommodation is equipped with a washing machine for your convenience during longer stays. The barbecue facilities enable outdoor cooking and dining experiences in the garden setting. The fireplace in Apartment A provides both warmth and ambiance during cooler months. Heat is available throughout the property to ensure comfort during autumn, winter, and early spring visits. Television is provided in Apartment A for entertainment. The kitchenettes in both apartments include ovens for preparing meals. All windows are fitted with mosquito nets to ensure comfortable ventilation during warm weather while keeping insects out.

Other Information

Check-in is available between 3 pm and 7 pm, and check-out is required by 10 am. The rental price includes water, gas, final cleaning, and linen for both bedrooms and bathrooms, with linen changes provided on a weekly basis. Upon arrival you will be required to provide a security deposit which will be returned at the end of your stay minus the cost of any damages incurred. A tourist tax may be required upon arrival according to the regulations of the local municipality. The fenced garden provides secure outdoor space throughout the property.

Distances and Attractions

The property is located in the countryside near the historic hilltop town of Montalcino, one of Tuscany's most prestigious wine destinations famous for its Brunello wines. This excellent rural position offers panoramic views while maintaining convenient access to local amenities, wineries, restaurants, and the cultural attractions of southern Tuscany. The surrounding area provides opportunities for wine tasting, exploring medieval villages, and experiencing the authentic character of the Tuscan countryside.

Costs & Services

Extra costs
- Heating consumption: payable locally based on consumption
- Security deposit: €500.00
- Pets: €25.00 per week
- Baby cot: €30.00 per week
- Extra bed: €80.00 per week Il Bosco

Casa Angela: Water, Sky, Property, Plant, Swimming Pool, Building, Cloud, Azure, Umbrella, Shade € 205 - € 338/night

Private Property with private pool, A/C, WIFI, TV, balcony, pets allowed, near Cortona

  •   8
  •   3
  •   3
€ 205 - € 338per 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

Villa degli Olivi: Water, Building, Sky, Property, Furniture, Plant, Swimming Pool, Table, Azure, Umbrella € 515 - € 865/night

Unique private property with WIFI, A/C, private pool, TV, terrace and pets allowed, near Arezzo

  •   14
  •   7
  •   7
€ 515 - € 865per 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

Restaurants, Museums, Wineries and Attractions in Cavriglia