Tuscany Villas with Pool
Results 361 - 380 of 1309
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Description
Podere Capanne is a portion of an old farmhouse set in the hills overlooking the charming medieval village of Rigomagno and much of the wide Chiana Valley. You will find the house in a landscape covered mostly by olive trees, interrupted here and there by small vineyards and lush oak woods. Ancient farmhouses, always in privileged positions, emerge from the vegetation, completing a natural landscape of rare beauty. A delight for your eyes, an enchanting place for your holidays.
You will find the house on the edge of a large olive grove of about 3 hectares, tended like a meadow that, from the top of the hill, with a harmonious succession of natural terraces, slowly slopes down towards a wooded gully.
A few steps from the house and immersed among the olive trees is the completely fenced swimming pool for your exclusive use (size 5x10 m - depth 1.10-1.50 m - open from 01st May to 30th September), a green oasis for your summer days. In front of the house you will have a large fenced-in courtyard equipped with a table and chairs on the nice porch, where you can enjoy grills and good local wine. Deck chairs, sun loungers, table tennis table, barbecue, 2 bicycles and shaded parking space are also available. Your pets are welcome at Podere Capanne.
Podere Capanne is an old residence that has retained the characteristics and atmosphere of times gone by. It is well furnished and equipped, and we are confident that you will spend a comfortable holiday in a warm and welcoming environment. You will also have the opportunity to taste and buy excellent extra virgin olive oil produced by the owners, who still follow ancient traditions in the production of the famous local oil.
The house is located just a few kilometres from Siena and Arezzo, and we certainly recommend a visit to both. The former, admired all over the world, will welcome you with its ancient cobbled streets and the majesty of Piazza del Campo, while Arezzo, on the other hand, more reserved and less well-known, will surprise you with a delightful and rich historic centre, typical cafés and excellent trattorias. Podere Capanne
Pendolino Spereto Apartment with Pool, Montaione
Cosy accommodation with WIFI, pool, A/C and panoramic view, close to San Gimignano
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Description
Property Pendolino Spereto Apartment With Pool, Montaione is a nice property (80 sq m) that includes WiFi internet and air conditioning. The property can sleep up to four guests comfortably in two bedrooms with two bathrooms. Conveniently located 2 km (1 mi) from Montaione, Italy and only 20 km (12 mi) from San Gimignano.
The Experience
After arriving you will be welcomed by the owner or manager where you’ll find a beautiful clean well-maintained property with views of the city and the hills ideal for a peaceful vacation 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. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to four people.
Visit the Area
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: San Gimignano 20 km (12 mi), Greve In Chianti 57 km (35 mi), Florence 58 km (36 mi), Siena 59 km (37 mi) and Pisa 61 km (38 mi).
Some other major tourist destinations you should consider visiting are: Florence 58 km (36 mi), Viareggio 90 km (56 mi), Forte Dei Marmi 101 km (63 mi), Rome 298 km (185 mi), Milan 347 km (216 mi) and Naples 489 km (304 mi).
Additional Information
Check-In Time: 15:00 - 18:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 31 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 60 km (37 mi), Pisa (psa) 62 km (39 mi), Bologna (blq) 152 km (94 mi), Genova (goa) 232 km (144 mi) and Venezia (vce) 306 km (190 mi).
More Services
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 pleasant way to spend time with friends and family while discovering the secrets vital to prepare delicious Tuscan meals when you return home. For more details and the additional 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 mouth-watering 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. Ask for more details and the supplemental costs.
Tours - The owner can arrange custom tours for your group. To learn about the tours available, speak to the owner upon arrival or inquire prior to booking. The cost will vary depending in the individual tour and number of people.
Maid Service - If you'd like maid service during your visit that can be scheduled by the owner. Ask for more details about the additional cost.
Baby Sitting - A babysitter can be organized at Pendolino Spereto Apartment With Pool, Montaione. If you're traveling with kids and would like some alone time, speak to the owner directly about this option after arriving.
The pool is heated from May to October and is shared exclusively by the ten apartments and three villas.
Please note that there are neighbors who are doing work on their homes.
Outdoor parking inside the property. Cars are not allowed inside Borgo di Spereto; each guest can enter to unload their luggage with a golf car.
Pendolino Spereto Apartment With Pool, Montaione
Book your vacation for the period from 10 January 2026 to 20 June 2026 and save 15% (minimum 3 nights). Offer valid until 15 March 2026.
Chiara House in Galenda, Chianti, Pool and Nature
Superb property with WIFI, pool, TV, terrace and panoramic view, near Greve In Chianti
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Description
Chiara House In Galenda, Chianti, Pool And Nature is located 13 km (8 mi) from Gaiole In Chianti, Italy and only 24 km (15 mi) from Greve In Chianti in the tourist area "Siena And Surroundings". Chiara House In Galenda, Chianti, Pool And Nature is a nice property (90 sq m) with WiFi internet. The property can accommodate up to six people comfortably in two bedrooms with one bathroom.
The Experience
After arriving you’ll find a nice clean well-maintained property with views of the hills perfect for a relaxing vacation in Tuscany. For your enjoyment you will find a pool where you can relax while enjoying a nice cold beverage after a hectic day of visiting museums. There is a kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to six people.
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: Greve In Chianti 24 km (15 mi), Siena 29 km (18 mi), San Gimignano 44 km (28 mi), Florence 56 km (35 mi) and Montalcino 66 km (41 mi).
Some other major tourist destinations you should consider visiting are: Florence 56 km (35 mi), Viareggio 150 km (93 mi), Forte Dei Marmi 157 km (98 mi), Rome 251 km (156 mi), Milan 350 km (217 mi) and Naples 442 km (275 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 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) 69 km (43 mi), Pisa (psa) 115 km (72 mi), Bologna (blq) 155 km (96 mi), Roma Ciampino (cia) 260 km (162 mi) and Roma Fiumicino (fco) 273 km (169 mi).
The swimming pool is shared with four apartments in the village. Chiara House In Galenda, Chianti, Pool And Nature
Anilde, Holiday Home with Pool, Wifi, Tuscany
Pretty private holiday rental with A/C, WIFI, private pool, TV, pets allowed, near San Gimignano
- 8
- 4
- 2
Description
Anilde, Holiday Home with Pool, Wifi, Tuscany is a lovely stone building (150 sq m) with WiFi internet, private pool and air conditioning. The property can accommodate up to eight people comfortably in four bedrooms with two bathrooms. Anilde, Holiday Home with Pool, Wifi, Tuscany is located 7 km (4 mi) from Colle Di Val D’elsa, Italy and only 23 km (14 mi) from San Gimignano in the tourist area "San Gimignano And Surroundings".
The Experience
When you arrive you will be welcomed by the owner or manager where you’ll find a lovely clean well-maintained property with views of the hills perfect 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 relax at the end the day. 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 vacation. The kitchen includes coffee machine, microwave, stove and refrigerator, as well as, plenty of tableware and cutlery for up to eight 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: San Gimignano 23 km (14 mi), Siena 28 km (17 mi), Greve In Chianti 50 km (31 mi), Florence 57 km (36 mi) and Montalcino 68 km (42 mi).
Some other major tourist destinations you should consider visiting are: Florence 57 km (36 mi), Viareggio 152 km (94 mi), Forte Dei Marmi 159 km (99 mi), Rome 267 km (166 mi), Milan 352 km (219 mi) and Naples 457 km (284 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Anilde, Holiday Home with Pool, Wifi, Tuscany. If you have a large dog or multiple pets, please ask for permission prior to booking.
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 15 May - 21 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) 70 km (44 mi), Pisa (psa) 105 km (65 mi), Bologna (blq) 157 km (98 mi), Roma Ciampino (cia) 276 km (171 mi) and Roma Fiumicino (fco) 288 km (179 mi).
Anilde, Holiday Home with Pool, Wifi, Tuscany
Book your vacation for the period from 17 January 2026 to 01 January 2027 and save 15% (minimum 3 nights).
Nocellara Spereto Apartment with Pool, Montaione
Lovely accommodation with WIFI, A/C, pool and TV, near San Gimignano
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- 2
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Description
Nocellara Spereto Apartment With Pool, Montaione is a lovely holiday rental (90 sq m) with air conditioning and WiFi internet. The property can sleep up to four guests comfortably in two bedrooms with one bathroom. Nocellara Spereto Apartment With Pool, Montaione is located 2 km (1 mi) from Montaione, Italy and only 20 km (12 mi) from San Gimignano.
The pool is heated from May to October and is shared exclusively by the ten apartments and three villas.
What to Expect
After arriving you’ll find a beautiful clean well-maintained property with views of the city and the hills ideal 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, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to four people.
Places Nearby
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: San Gimignano 20 km (12 mi), Florence 57 km (35 mi), Greve In Chianti 57 km (35 mi), Pisa 61 km (38 mi) and Siena 64 km (40 mi).
Some other major tourist destinations you should consider visiting are: Florence 57 km (35 mi), Viareggio 90 km (56 mi), Forte Dei Marmi 101 km (63 mi), Rome 298 km (185 mi), Milan 346 km (215 mi) and Naples 489 km (304 mi).
Additional Information
Check-In Time: 15:00 - 18:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 31 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 58 km (36 mi), Pisa (psa) 62 km (39 mi), Bologna (blq) 151 km (94 mi), Genova (goa) 232 km (144 mi) and Venezia (vce) 304 km (189 mi).
Additional Services
Cooking Lessons - If you're interested in learning more about Tuscan cooking, inquire about the cooking lessons that can be arranged 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 holiday? 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 requirements. The chef will offer advice for the various courses and the wine. Inquire for more details and the additional costs.
Tours - The owner can arrange custom tours for your group. To learn about the tours available, speak to the owner after arriving or inquire prior to booking. The cost will vary depending in the specific tour and number of people.
Maid Service - Upgrade your holiday with maid service. This service can be scheduled by the owner. Inquire for more details about the supplemental cost.
Cars are not allowed inside Borgo di Spereto: each guest may enter to unload their luggage with a golf cart.
Please note that there are neighbors who are doing work on their homes.
Nocellara Spereto Apartment With Pool, Montaione
Coratina Spereto Apartment with Pool, Montaione
Comfortable apartment with pool, WIFI, A/C, TV, veranda and panoramic view, near San Gimignano
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Description
Property Coratina Spereto Apartment with Pool, Montaione is a nice property (90 sq m) that includes air conditioning and WiFi internet. The property can accommodate up to four people comfortably in two bedrooms with three bathrooms. Coratina Spereto Apartment with Pool, Montaione is located 2 km (1 mi) from Montaione, Italy and only 20 km (12 mi) from San Gimignano.
No cars are allowed inside Borgo di Spereto, each guest may enter to unload their luggage with a golf cart.
What to Expect
When you arrive you’ll find a beautiful clean well-maintained property with views of the hills perfect for a relaxing 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.
What's Nearby?
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: San Gimignano 20 km (12 mi), Greve In Chianti 56 km (35 mi), Florence 57 km (35 mi), Pisa 61 km (38 mi) and Siena 64 km (40 mi).
Some other major tourist destinations you should consider visiting are: Florence 57 km (35 mi), Viareggio 90 km (56 mi), Forte Dei Marmi 101 km (63 mi), Rome 298 km (185 mi), Milan 346 km (215 mi) and Naples 489 km (304 mi).
Additional Information
Check-In Time: 15:00 - 18:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 31 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 58 km (36 mi), Pisa (psa) 62 km (39 mi), Bologna (blq) 151 km (94 mi), Genova (goa) 232 km (144 mi) and Venezia (vce) 304 km (189 mi).
Additional Services
Cooking Lessons - If you're interested in discovering 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 discovering the techniques needed to master Tuscan cuisine. For more details and the additional cost, please contact us.
Tours - Custom tours can be organized by the owner for your group. For more details about the tours offered, speak to the owner upon arrival or inquire prior to booking. The cost will vary depending in the specific tour and number of people.
Baby Sitting - If you're traveling with children and would like an evening alone, a babysitter can be arranged. Speak to the owner directly about this service after arriving.
The pool is heated from May to October and is shared exclusively by the ten flats and three villas.
Please note that there are neighbours who are doing work on their houses.
Coratina Spereto Apartment with Pool, Montaione
Book your vacation for the period from 10 January 2026 to 04 April 2026 and save 15% (minimum 10 nights).
Book your vacation for the period from 10 January 2026 to 04 April 2026 and save 20% (minimum 14 nights).
Book your vacation for the period from 10 January 2026 to 04 April 2026 and save 25% (minimum 21 nights).
Book your vacation for the period from 02 November 2026 to 04 April 2027 and save 25% (minimum 21 nights).
Book your vacation for the period from 02 November 2026 to 04 April 2027 and save 20% (minimum 14 nights).
Book your vacation for the period from 02 November 2026 to 04 April 2027 and save 15% (minimum 10 nights).
Book your vacation for the period from 17 January 2026 to 20 June 2026 and save 3% (minimum 15 nights). Offer valid until 30 April 2026.
Book your vacation for the period from 06 April 2026 to 06 June 2026 and save 15% (minimum 3 nights).
Casa Iris - Versilia, Holiday Home with Pool
Independent Holiday villa with WIFI, private pool, pets allowed, panoramic view, near Viareggio
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- 4
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Description
Holiday rental Casa Iris - Versilia, Holiday Home with Pool is a nice property (130 sq m) that includes WiFi internet and private pool. The property can accommodate up to ten people comfortably in four bedrooms with two bathrooms. Casa Iris - Versilia, Holiday Home with Pool is located 830 m (2692 ft) from Gombitelli, Italy and only 17 km (10 mi) from Viareggio.
The Experience
Upon arrival you’ll find a nice clean well-maintained property with views of the hills ideal for a relaxing vacation in Tuscany. After a hectic day of shopping, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. 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, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to ten people.
Visit the Area
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Viareggio 17 km (10 mi), Lucca 18 km (11 mi), Forte Dei Marmi 32 km (20 mi), Pisa 38 km (24 mi) and La Spezia 72 km (45 mi).
Some other major tourist destinations you should consider visiting are: Florence 100 km (62 mi), Viareggio 17 km (10 mi), Forte Dei Marmi 32 km (20 mi), Rome 382 km (237 mi), Milan 277 km (172 mi) and Naples 573 km (356 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Casa Iris - Versilia, Holiday Home with Pool. If you have a large dog or multiple pets, please ask for permission prior to booking.
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:30
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): Pisa (psa) 51 km (32 mi), Firenze Peretola (flr) 97 km (60 mi), Genova (goa) 163 km (101 mi), Bologna (blq) 184 km (114 mi) and Milano (lin) 272 km (169 mi).
Casa Iris - Versilia, Holiday Home with Pool
Punteriolo Spereto Family Apartment with Pool,
Comfortable flat with WIFI, pool, A/C, TV, veranda and panoramic view, near San Gimignano
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- 2
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Description
Conveniently located 2 km (1 mi) from Montaione, Italy and only 20 km (12 mi) from San Gimignano. Property Punteriolo Spereto Family Apartment With Pool, is a lovely property (80 sq m) that includes WiFi internet and air conditioning. The property can accommodate up to four guests comfortably in two bedrooms with one bathroom.
The Experience
When you arrive at Punteriolo Spereto Family Apartment With Pool, you’ll find a nice clean well-maintained property with views of the city and the hills perfect for a peaceful 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.
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: San Gimignano 20 km (12 mi), Greve In Chianti 53 km (33 mi), Florence 58 km (36 mi), Pisa 61 km (38 mi) and Siena 64 km (40 mi).
Some other major tourist destinations you should consider visiting are: Florence 58 km (36 mi), Viareggio 90 km (56 mi), Forte Dei Marmi 101 km (63 mi), Rome 298 km (185 mi), Milan 349 km (217 mi) and Naples 489 km (304 mi).
Additional Information
Check-In Time: 15:00 - 18:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 31 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 60 km (37 mi), Pisa (psa) 62 km (39 mi), Bologna (blq) 152 km (94 mi), Genova (goa) 232 km (144 mi) and Venezia (vce) 306 km (190 mi).
More Services
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 discovering the secrets required to prepare delicious Tuscan meals when you return home. For more details and the additional 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 delicious meal using local produce? The chef will schedule the meal based on your preferences and dietary requirements. The chef will offer suggestions 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 available, speak to the owner after arriving or inquire prior to booking. The cost will vary depending in the exact tour and number of people.
Maid Service - Upgrade your vacation with maid service. This service can be arranged by the owner. Inquire for more details about the additional cost.
Baby Sitting - If you're traveling with children and would like an evening alone, a babysitter can be organized. Speak to the owner directly about this service upon arrival.
The pool is heated from May to October and is shared exclusively by the ten apartments and three villas.
Please note that there are neighbors who are doing work on their homes.
Outdoor parking inside the property. Cars are not allowed inside Borgo di Spereto; each guest can enter to unload their luggage with a golf car.
Punteriolo Spereto Family Apartment With Pool,
Book your vacation for the period from 06 January 2026 to 20 June 2026 and save 15% (minimum 3 nights). Offer valid until 14 March 2026.
Il Volo del Nibbio
Beautiful private holiday home with A/C, private pool, WIFI and pets allowed, near Pisa
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- 1
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Description
Il Volo del Nibbio is a cozy holiday home and it’s located in a strategic position between Lucca, Pisa and the coast. It is the perfect base to visit art cities and natural attractions in Tuscany.
The house is equipped with a 300 sqm garden and an oval above-ground swimming pool (4,90 m x 3,60 m, 1,20m depth) to guests’ exclusive use. The property is completely fenced off by net (in some spots by net and wall, height 1.30m). Only small and medium-sized dogs are allowed. Il Volo Del Nibbio
Book your vacation for the period from 06 June 2026 to 26 September 2026 and save 1% (minimum 7 nights).
Villa Staggia
Fabulous private villa with private pool, A/C, WIFI, patio and panoramic view, near Siena
- 14
- 7
- 7
Description
Conveniently located 13 km (8 mi) from Poggibonsi, Italy in the tourist area "San Gimignano And Surroundings" and only 24 km (15 mi) from Siena. Property Villa Staggia is a beautiful property (500 sq m) that includes WiFi internet, private pool and air conditioning. The property can accommodate up to 14 people comfortably in seven bedrooms with seven bathrooms.
What to Expect
Upon arrival you will be greeted by the owner or manager where you’ll find a beautiful clean well-maintained property with views of the hills perfect for a peaceful vacation in Tuscany. For your pleasure you will find a private pool where you can unwind while enjoying a nice cold beverage after a hectic day of sightseeing. Also available outside are a barbecue grill, playground and patio. 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.
What's Nearby?
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Siena 24 km (15 mi), San Gimignano 25 km (15 mi), Greve In Chianti 33 km (21 mi), Florence 55 km (34 mi) and Montalcino 60 km (38 mi).
Some other major tourist destinations you should consider visiting are: Florence 55 km (34 mi), Viareggio 149 km (93 mi), Forte Dei Marmi 156 km (97 mi), Rome 259 km (161 mi), Venice 302 km (187 mi) and Milan 347 km (215 mi).
Additional Information
Check-In Time: 17:00 - 20:00
Check-Out Time: 00:00 - 10:00
Pool Open: 1 May - 31 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 68 km (42 mi), Pisa (psa) 103 km (64 mi), Bologna (blq) 154 km (96 mi), Roma Ciampino (cia) 268 km (166 mi) and Roma Fiumicino (fco) 281 km (174 mi).
More Services
Cooking Lessons - If you're interested in learning more about Tuscan cooking, ask about the cooking lessons that can be scheduled at the property. It's a enjoyable way to spend time with friends and family while discovering 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 vacation? Why not book a professional chef to prepare and serve you a delicious meal using local produce? The chef will arrange the meal based on your preferences and dietary needs. The chef will offer suggestions for the various courses and the wine. Inquire for more details and the extra costs.
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 specific tour and number of people.
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.
The caretaker lives on the second floor of the villa and has its private back entrance. The caretaker does not share any spaces with guests, and there are two separate entrances, one for guests and one for staff members.
Villa Vianci
Villa Portole Due
Independent Holiday home with WIFI, A/C, private pool, TV, patio, panoramic view, near Cortona
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- 2
- 2
Description
Nice indipendent stone villa which have been recently restored. This property is situated in panoramic location on the hills surrounding the beautiful medieval town of Cortona which is only 10 km away. The villa offers comfortable interiors furnished in a rustic style and provide a private furnished outdoor area.
A secondary road connecting the small villages on the hills surrounding Cortona passes nearby.
The property, thanks to its spacious interiors and its large exteriors, guarantees a pleasure and safe stay. All the areas, including the swimming pool, are carefully sanitized and sterilized for the health and tranquility of guests.
Distances: Portole with a food shops and a restaurant 500 m away, Cortona with all kinds of shops 9 km, Lake Trasimeno approx. 20 km away, Città di Castello 30 km away. Arezzo 35 km away.
At guests’ disposal: private furnished outdoor area, private and fenced swimming-pool (8 x 4 m - maximum depth 1,40 m – open from 29/04 to 28/10), barbecue, playground for children. Parking within the grounds. The villa is provided with a laundry room and with air-conditioning.
Extra Services: baby bed available on request (free of charge). Maid service available by arrangement at € 18,- / per hour to be paid on the spot.
Please carefully check if there are any extra costs to be paid on site! Villa Portole Due
Book your vacation for the period from 25 April 2026 to 30 May 2026 and save 5% (minimum 7 nights).
Casale San Martino
Unique private property with private pool, WIFI, A/C, TV and panoramic view, close to Cortona
- 15
- 8
- 7
Description
Beautiful villa among the rolling hills surrounding Cortona.
The position of the villa is close to Cortona and the larger cities that both Tuscany and Umbria have to offer: Montepulciano, Siena, Florence, Assisi, Perugia, Montalcino, as well as Lake Trasimeno. Outside guests can enjoy a shaded area with barbecue and woodburing oven.
The property owners live nearby and while they are very friendly and welcoming people, at all times they respect the privacy of guests staying at the villa.
Available to guests: Private swimming pool (12 x 6 m – max. depth 2 m – min. depth 1.3 m), outisde area furnished for dining al fresco. The house has a laundry room, Wi-Fi internet connection and parking availability. Table tennis.
Pets are welcome, strictly upon request (at an extra charge)
Distances: Camucia with a wide variety of shops (bank, supermarket, statrain station) - 4.2 km, Cortona – 3.6 km, Arezzo - 30 km, Perugia - 55 km, Siena - 70 km, Florence - 70 km, Florence airport - 120 km.
Please carefully check if there are any extra costs to be paid on site! Casale San Martino
Book 15 days or less before the arrival date and receive a 20 % discount off the published rental rates.
This Offer is valid only for stays of 7 nights minimum and can not be combined with any other special offers.
Casa Ovile
Private Vacation rental with A/C, private pool, WIFI, TV, patio, panoramic view, near San Gimignano
- 4
- 2
- 1
Description
Independent villa with private pool situated a short distance away from the charming, medieval town of Certaldo, on the Chianti hills. This property was restored in 2008 and turned into a nice, small villa providing comfortable interiors. Outside guests can enjoy use of a large, 1-hectare garden with fenced-in pool. In close proximity there is a small river and a lake offering sport fishing facilities. Horse-back riding facilities approx. 500 meter away.
A secondary road connecting the small towns of Certaldo and Marcialla passes at the back of the house.
The railway station in Certaldo allows easy access to Florence, Siena, Empoli, Pisa…
A pizzeria is 250 m from the house away.
Distances: Certaldo with shops of all kinds 6 km away, San Gimignano 20 km, Empoli 32 km, Florence 36 km, Volterra 44 km away, Siena 54 km, Pisa 90 km, Lucca 105 km away, the coastline area (Cecina) is approx. 90 km away and the Chianti Classico region is within 20/50 km.
At guests’ disposal: large garden, private, entirely fenced-in swimming-pool (4,4 x 8 m – depth 0,90 - 1,80 m – open from 01/05 through 30/09), furnished outdoor area with table, chairs and barbecue.
This property is fenced only on the side of the road.
Parking within the grounds.
Extra Services: Baby bed upon request.
Small pets are allowed by paying an extra charges of € 60,- / per pet (to be paid locally).
Please carefully check if there are any extra costs to be paid on site! Casa Ovile
Villa Stolli
Wonderful private villa with hot tub, WIFI, private pool, TV, balcony, close to Greve In Chianti
- 10
- 4
- 4
Description
House with private swimming pool in Chianti area, close to the town of Figline Valdarno.
Facing fields and hills, this villa is ideally situated to easily reach the most beautiful areas of Tuscany, Chianti and Valdarno. Figline Valdarno is just 7km away and offers shops and a train station with regular connections to Florence and Arezzo.
The property is part of a large and traditional mansion, at the same time provides total privacy as the garden and the swimming pool is at guests' exclusive disposal. Its access is via nice gardens, beautifully furnished. The private swimming pool enjoys panoramic hills views.
Inside, the villa is large and comfortably furnished.
At guests' disposal: furnished gardens for al-fresco dining, panoramic private swimming pool (10m x 5m; depth: 1,4m), wi-fi internet connection (free wi-fi), panoramic views, parking
Distances: Figline Valdarno (shops of any kind) 7 km away, Greve in Chianti 12 km away, Gaiole in Chianti 30 km away, Florence 40 km away, Arezzo 60 km away, San Gimignano 66 km away, Cortona 90 km away, Montepulciano 90 km away, Pienza 100 km away, Montalcino 110 km away.
Please carefully check if there are any extra costs to be paid on site! Villa Stolli
Villa Amadeo
Pretty house with A/C, WIFI, pool, TV, patio, pets allowed, panoramic view, close to San Gimignano
- 12
- 6
- 7
Description
Completely renovated portion of a villa with pool for your vacation in Tuscany: the property is situated in quiet and panoramic location on the hills surrounding the small town of Montaione, 50 km away from Florence..
The owners occasionally live in a portion of the villa (with separate entrance and garden) and they share with the clients the use of the swimming pool.
The pool is heated during the period from April 1st to November 1st and the temperature is maintained between 26 and 28 degrees Celsius.
The property is equipped with a natural insecticide system in the outer perimeter of the property that makes it inhospitable to any insects.
This villa is 50 km from Florence away and 20 km from the charming village of San Gimignano.
The location is ideal to enjoy the peace of the Tuscan countryside and at the same time to visit the most beautiful art cities in Tuscany (Florence, Siena, San Gimignano ) and the charming Chianti villages.
The access to the property is via an unpaved but well-maintained road of approx. 200 m.
At guests’ disposal: large, equipped outdoor areas (sunbeds and umbrellas), panoramic swimming-pool (15 x 5 m – depth from 1,5 m to 2 m) with easy access, 6 air conditioned bedrooms each with private ensuite bathroom and furnished outdoor area; bathroom close to the pool; open-air shower, relax - zones; barbecue and pizza oven; vegetable garden, table tennis, badminton, billiard-table, children playground . Wi-fi Internet connection available, Satellite TV , washing machine; electric charging station; covered parking within the grounds.
Distances: Montaione with all kinds of shops 1 km away, San Miniato 20 km, the medieval town of San Gimignano 20 km away, Volterra 30 km, Florence (airport) approx. 50 km, Siena 60 km away, Pisa (airport) approx. 60 km away.
Please carefully check if there are any extra costs to be paid on site! Villa Amadeo
Book 15 days or less before the arrival date and receive a 20 % discount off the published rental rates.
This Offer is valid only for stays of 7 nights minimum and can not be combined with any other special offers.
Casa Fioraie
Private Villa rental with WIFI, private pool, A/C, TV, patio, panoramic view, near Greve In Chianti
- 6
- 2
- 2
Description
Holiday home in a strategic position in Castellina in Chianti.
Casa Fioraie is the ideal place to spend a relaxing and fun holiday.
The house offers two bedrooms (with air conditioning) as well as a large outdoor area, perfect for organizing barbecues and enjoying the wonderful panoramic view of the surrounding hills. In the garden there is a beautiful private pool that allows guests to relax and cool off in the summer season.
The property, thanks to its spacious interiors and its large exteriors, guarantees a pleasure and safe stay. All the areas, including the swimming pool, are carefully sanitized and sterilized for the health and tranquility of guests.
The Chianti Classico area in which Casa Fioraie is located is one of the most renowned places in Italy and in the world for its characteristic villages, food and wine culture, splendid cities of art and breathtaking scenery.
You reach the house through a gravel road of about 500 meters in good condition but not suitable for particularly sporty vehicles.
At guests' disposal: 2 air-conditioned bedrooms, double sofa bed for 2 people, possibility of accommodating 4/6 people, panoramic private pool (10 x 4.5 meters, maximum depth: 1.60 meters, minimum depth: 1, 20 meters), barbecue, outdoor area equipped with sofas and table with chairs for outdoor dining, Wi-Fi internet connection.
Distances: a Restaurant / Bar is located at 850 meters from the house, Castellina in Chianti (all kinds of shops) at 6 km, Poggibonsi at 14 km, Radda at 18 km, San Gimignano at 25 km, Siena at 30 km, Florence at 50 km, Pienza at 85 km, Montepulciano at 95 km, Cortona at 105 km, the Tuscan coast (Cecina or Castiglioncello) is at 100 km away.
Please carefully check if there are any extra costs to be paid on site! Casa Fioraie
Bigiolo a Melazzano
Unique private property with private pool, WIFI, A/C, TV, patio and panoramic view
- 6
- 3
- 2
Description
Nice country house with private pool situated on the hills near the small town of Greve in Chianti. This property is part of a small, ancient hamlet surrounded by olive groves and vineyards producing excellent olive oil and Chianti wine.
This house provides a private garden with pool and offers welcoming interiors furnished in a rustic style.
The property owners, who live nearby, run a farming estate with wine and olive oil production (the products of the estate are available for clients to be purchased).
The charming town of Greve in Chianti as well as the Chianti Classico area (Radda, Castellina, Gaiole etc…) are within a few kilometers.
The access to the property is via an unpaved but well-maintained road.
Distances: Greve in Chianti with shops of all kinds 2,5 km away, Florence 30 km, the Chianti Classico area with its charming towns and villages is within 30 km, Siena 45 km away, San Gimignano 50 km, Volterra 70 km away, Arezzo 75 km, Lucca 105 km away, Pisa 115 km away.
At guests’ disposal: large garden with private swimming-pool (9 x 5 m – depth 1,5 m – open from 01/05 through 30/09), gazebo and shower by the pool, covered, furnished terrace ideal for al-fresco dining, barbecue. The house provides WI-FI internet (free of charge).
Please carefully check if there are any extra costs to be paid on site! Bigiolo a Melazzano
Villa Crispinino
Independent Villa with WIFI, A/C, private pool, patio, pets allowed, panoramic view, close to Arezzo
- 9
- 4
- 4
Description
This is an independent villa boasting beautiful views and its own swimming pool. Its dominating position, overlooking the Val di Chiana, is not far from the town of Civitella.
The villa itself has been recently refurbished however, it still holds its original character such as terracotta floors, wooden beams and stone arches.
Outside there is a large terrace and a large garden, both offering privacy and somewhere to relax in the open air. The property is surrounded by fencing.
Villa Crispinino is perfectly positioned for anyone hoping to visit Tuscany’s famous sites. About 20 km from the property, in the town of Arezzo, you can catch a train to destinations such as Rome, Florence, Orvieto and Siena.
Access to the property is via a dirt road (in great condition).
Distances: The nearby town of Civitella (4 km) can offer you food shops while Battifolle (10 km) can offer a large selection of shops. Arezzo lies 20 km away and slightly further afield are the cities of Siena (50 km), Florence (80 km), Assisi and Perugia (90 km).
Available to guests: Large, well-kept and furnished garden, swimming pool reserved exclusively for guests (10 x 5 m - depth 1.4 m) and barbecue.
The rental has free WI-FI and a Play Station.
Parking available on the grounds of the property.
Extra Services: Upon request, two children’s cots are available at no extra charge.
Please carefully check if there are any extra costs to be paid on site! Villa Crispinino
Book your vacation for the period from 04 April 2026 to 30 May 2026 and save 10% (minimum 7 nights).
Book 15 days or less before the arrival date and receive a 15 % discount off the published rental rates.
This Offer is valid only for stays of 7 nights minimum and can not be combined with any other special offers.
Villa Sonia
Pretty independent accommodation with WIFI, private pool, A/C, TV, patio, near Greve In Chianti
- 12
- 6
- 5
Description
Large villa with private swimming pool located in the Chianti area.
The property was recently modernised and has a fantastic garden to offer, with a beautiful view over the Chianti landscape of vineyards, olive groves and luscious woods.
Villa Sonia is 1 km from San Donato in Poggio, a small medieval town full of charm and very good restaurants.
Outside, guests can enjoy a beautiful swimming pool surrounded by perfectly kept grass.
The property is comprised of a main building along with an apartment and 2 units and can sleep up to 12 guests to sleep.
The villa has air-conditioning and Wi-Fi internet connection.
Villa Sonia lies half-way between Florence and Siena – an ideal choice for those interested in a holiday discovering art, wine and good Tuscan food.
Available to guests: swimming pool reserved for the exclusive use of guests (13 x 5 m – depth 1.5 m), outdoor shower near the pool, outside area furnished with table and chairs for outdoor dining, ping pong table, room containing treadmill and exercise bike, wood burning oven. The villa has a Wi-Fi internet connection and parking.
Distances: there is a restaurant 50m from the property, shops of every kind and more restaurants - 1km, Greve in Chianti - 15 km, beautiful San Gimignano - 18 km, Florence - 20 km, Siena - 35 km, Volterra - 50 km, Pisa (airport) - 95 km, Arezzo - 100 km, Cortona - 140 km. The distance to Rome is approx. 300 km.
Note: the villa has an outdoor video surveillance system
Please carefully check if there are any extra costs to be paid on site! Villa Sonia
Book 15 days or less before the arrival date and receive a 15 % discount off the published rental rates.
This Offer is valid only for stays of 4 nights minimum and can not be combined with any other special offers.
Villa Lucolena
Amazing private villa rental with private pool, WIFI, TV, panoramic view, near Greve In Chianti
- 10
- 5
- 2
Description
Welcoming villa with private swimming pool in the heart of Chianti. The property is surrounded by farming estates and rolling hills, turning this area in one of the most sought after of Tuscany. From the terrace of this villa rental in Chianti, guests can enjoy panoramic views over the surrounding countryside. The town of Figline Valdarno is just 14km away and is provided with a train station with regular connections to Florence and Arezzo.
Inside, this villa rental is welcoming and perfect for families or small groups of friends.
The guests staying in Villa Lucolena have access to: private swimming pool: 14m x 7m; minimum depth: 1,3m; maximum depth: 2,5m., private garden, wi-fi internet connection (free wi-fi), panoramic terrace furnished for al-fresco dining, barbecue,, marble bathrooms, washing machine, parking
Distances: Lucolena (with food shop) just a few steps away, Greve in Chianti (shops of any kind) 13 km away, Figline Valdarno 14 km away, Florence 35 km away, Siena 45 km away, San Gimignano 60 km away, Arezzo 65 km away, Montalcino (famous for its Brunello wine) 90 km away, Cortona 100 km away, Rome 275 km away.
Please carefully check if there are any extra costs to be paid on site! Villa Lucolena
