San Cerbone Villas with Pool
Results 381 - 400 of 416
Podere Sant'Angelo
Amazing private accommodation with WIFI, private pool, TV, patio, pets allowed and panoramic view
- 15
- 6
- 7
Description
Perched in a prime location, this exquisite farmhouse offers the perfect starting point for immersive nature excursions in the stunning Parco Nazionale delle Foreste Casentinesi. Within minutes, guests can explore the historic medieval towns of Poppi, Bibbiena, and Stia, or visit the spiritual sanctuaries of Camaldoli and La Verna. A scenic drive of just over an hour leads to the renowned cultural cities of Florence and Siena, while Arezzo is easily reachable in under 30 minutes.
Podere Sant’Angelo is the perfect retreat for groups of friends seeking a shared escape, offering both elegant communal spaces and private areas to ensure a balance of togetherness and tranquility.
Distances: Poppi (all kind of shops) 3 km, Soci 3 km, Bibbiena 5 km.
At guests disposal:
Private swimming pool:12 x 6 m, depth 1.5 m.
Private tennis court on the property
The farmhouse is located beside an expansive woodland and there is access to the tennis court and lake via a footpath.
Guests are welcome to wander the estate and enjoy scenic walks around the lake. They have full access to the private tennis courts and can explore the organic vegetable garden, cultivated with traditional local farming techniques for an authentic experience.
Please carefully check if there are any extra costs to be paid on site! Podere Sant'angelo
Villa Noemi
Private Holiday villa with WIFI, A/C, private pool, TV, patio, panoramic view, near San Gimignano
- 10
- 5
- 6
Description
Villa Noemi is a beautiful holiday rental (160 sq m) with air conditioning, private pool and WiFi internet. The property can sleep up to ten guests comfortably in five bedrooms with six bathrooms. Conveniently located in Pillo, Italy and only 21 km (13 mi) from San Gimignano.
What to Expect
After arriving 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 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. Outside 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 vacation. The kitchen includes coffee machine, stove and refrigerator, as well as, plenty of tableware and cutlery for up to ten 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 21 km (13 mi), Greve In Chianti 49 km (30 mi), Florence 52 km (32 mi), Siena 59 km (37 mi) and Pisa 69 km (43 mi).
Some other major tourist destinations you should consider visiting are: Florence 52 km (32 mi), Viareggio 98 km (61 mi), Forte Dei Marmi 102 km (63 mi), Rome 294 km (182 mi), Venice 293 km (182 mi) and Milan 338 km (210 mi).
Additional Information
Check-In Time: 16:00 - 19:00
Check-Out Time: 07:00 - 10:00
Pool Open: 20 April - 13 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) 53 km (33 mi), Pisa (psa) 70 km (44 mi), Bologna (blq) 146 km (90 mi), Genova (goa) 235 km (146 mi) and Venezia (vce) 299 km (186 mi).
Villa Noemi
- 8
- 4
- 2
Description
You will discover La Boutique del Cardinale in the green heart of Casentino, located less than a km from the village of Bibbiena. You can reach the village, for a dinner out or shopping, even on foot with a short walk through the countryside, among cultivated fields of a thousand colours. Close to the major attractions in the valley, such as the Sanctuary of the Madonna del Sasso, the Sanctuary of La Verna dear to Saint Francis of Assisi, the Castle of Poppi of the Conti Guidi and the beautiful Pieve of Romena, the villa is about 30 km from Arezzo and 60 km from Firenze and will be perfect, as a starting point, for your trips to discover Tuscany.
A large, well-kept green park will be at your disposal, perfect for moments of leisure with the children, with a table tennis and table football. In the garden there is a characteristic gazebo, excellent when you feel like having dinner outdoors, and several furnished corners designed for relaxing summer evenings in the company of a good bottle of red wine.
The panoramic swimming pool ( size mt 7x14 - depth mt 1,20-1,60 - open from 01st May to 30th September) the beautiful equipped solarium and 6-seater Jacuzzi offer a view of the ancient village of Bibbiena, perched on the top of the hill. Covered parking and fully fenced property.
The villa has been furnished by the owners with taste, exclusive care and attention to details. The décor recalls what, according to documents of the time, appears to be the birthplace of one of the most important figures to whom Casentino gave birth: Cardinal Dovizi, a member of the Medici family, also known as 'Bibbiena'. In the villa you will find high standard facilities, such as air conditioning, and will be an ideal destination for an unforgettable holiday.
The landlords, a safe but discreet reference point, live in a completely separate part of the villa, and will always be available and happy to spoil their guests with fresh produce from the garden or a bottle of good wine. La Boutique del Cardinale
Villa Leo
Independent House with private pool, WIFI, A/C, TV, patio, pets allowed, panoramic view, near Arezzo
- 8
- 4
- 2
Description
Villa Leo is a lovely vacation rental (125 sq m) with WiFi internet, private pool and air conditioning. The property can accommodate up to eight guests comfortably in four bedrooms with two bathrooms. Conveniently located 520 m (1689 ft) from Pieve San Giovanni, Italy in the tourist area "Arezzo And Surroundings" and only 15 km (9 mi) from Arezzo.
Your Experience
Upon arrival you’ll find a lovely clean well-maintained property perfect for a peaceful 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. For your pleasure, on the grounds there is a patio and barbecue grill.
The entire property is fenced, so ideal for groups who arrive with a dog. The privacy offered is very good here.
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: Arezzo 15 km (9 mi), Cortona 41 km (26 mi), Montepulciano 61 km (38 mi), Siena 71 km (44 mi) and Greve In Chianti 81 km (50 mi).
Some other major tourist destinations you should consider visiting are: Florence 98 km (61 mi), Viareggio 184 km (115 mi), Forte Dei Marmi 192 km (119 mi), Rome 234 km (145 mi), Venice 341 km (212 mi) and Milan 384 km (238 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Villa Leo. If you have a large dog or multiple pets, please ask for permission prior to booking.
Check-In Time: 15:00 - 19:00
Check-Out Time: 09:00 - 10:00
Pool Open: 15 May - 15 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) 105 km (65 mi), Pisa (psa) 165 km (103 mi), Bologna (blq) 186 km (115 mi), Roma Ciampino (cia) 243 km (151 mi) and Roma Fiumicino (fco) 255 km (159 mi).
Villa Leo
Book 7 days or less before the arrival date and receive a 10 % 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 Melinda
Independent House with private pool, WIFI, A/C, TV, terrace, pets allowed, close to San Gimignano
- 6
- 3
- 3
Description
Beautiful villa located in the countryside between Siena and Florence, renovated in 2015 maintaining and enhancing the rustic style and at the same time equipping it with all comforts to ensure a relaxing and welcoming environment. The house is arranged over three floors and has an attractive design with a taste of modern combined with some antique furniture. The property also has a small fenced garden of 1,000 sq m. equipped with pool for exclusive use of the guests (11m. x 5m. prof. 150cm.), there is also a nice loggia equipped for outdoor dining with barbecue.
Possibility to arrange chef service and cooking classes (upon request and to be paid on the spot); possibility of massages by professionals (to be arranged directly on the spot).
Free Wi-Fi internet. Air conditioning throughout. Parking near the property (30 meters). Access to the house with 150m. of unpaved road. The property is located at 8km. from the center of "Certaldo", at 19km. from "San Gimignano", at 20km. from the golf course, at 55km. from Siena and 59km. from Florence. Villa Della Meletta
Book 42 days or less before the arrival date and receive a 10 % 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 Luana
Superb private vacation home with WIFI, A/C, private pool, TV, panoramic view, near San Gimignano
- 9
- 4
- 2
Description
Villa Luana is a nice stone building (220 sq m) with air conditioning, private pool and WiFi internet. The property can accommodate up to nine guests comfortably in four bedrooms with two bathrooms. Villa Luana is located in Gambassi Terme, Italy and only 16 km (10 mi) from San Gimignano.
What to Expect
When you arrive at Villa Luana you’ll find a nice clean well-maintained property with views of the hills perfect for a peaceful vacation in Tuscany. After a hectic day of visiting museums, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to nine 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 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 16 km (10 mi), Florence 57 km (35 mi), Greve In Chianti 57 km (35 mi), Siena 58 km (36 mi) and Pisa 74 km (46 mi).
Some other major tourist destinations you should consider visiting are: Florence 57 km (35 mi), Viareggio 103 km (64 mi), Forte Dei Marmi 114 km (71 mi), Rome 292 km (182 mi), Venice 302 km (188 mi) and Milan 345 km (214 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 30 April - 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) 60 km (37 mi), Pisa (psa) 75 km (47 mi), Bologna (blq) 151 km (94 mi), Genova (goa) 245 km (152 mi) and Roma Ciampino (cia) 301 km (187 mi).
Villa Edi
Casa Meletta
Private Villa with private pool, WIFI, A/C, hot tub, TV, patio, panoramic view, near San Gimignano
- 6
- 3
- 3
Description
Conveniently located 2 km (1 mi) from Gambassi Terme, Italy and only 19 km (12 mi) from San Gimignano. Vacation rental Casa Meletta is a lovely stone building (140 sq m) that includes WiFi internet, hot tub and air conditioning. The property can sleep up to six guests comfortably in three bedrooms with three bathrooms.
Your Experience
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 city and the hills ideal for a relaxing vacation in Tuscany. Regardless of how you spend your days - visiting museums, shopping, sightseeing 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. Also available outside are a patio, hot tub and barbecue grill. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, stove and refrigerator, as well as, plenty of tableware and cutlery for up to six people. If you prefer to dine 'al fresco', there is a fully furnished patio where you can enjoy the weather while dining outdoors.
Visit the Area
Most people enjoy visiting 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: San Gimignano 19 km (12 mi), Greve In Chianti 50 km (31 mi), Siena 55 km (34 mi), Florence 57 km (35 mi) and Pisa 73 km (45 mi).
Some other major tourist destinations you should consider visiting are: Florence 57 km (35 mi), Viareggio 102 km (63 mi), Forte Dei Marmi 114 km (71 mi), Rome 290 km (180 mi), Venice 301 km (187 mi) and Milan 347 km (216 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 April - 1 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 58 km (36 mi), Pisa (psa) 75 km (46 mi), Bologna (blq) 162 km (100 mi), Genova (goa) 247 km (154 mi) and Roma Ciampino (cia) 299 km (186 mi).
L'antica Meletta
Book now and save 10%. Offer valid until 30 June 2026 and for a minimum stay of 14 nights.
Villa di Pillo
Pretty private villa with private pool, WIFI, A/C, TV, balcony, close to San Gimignano
- 8
- 3
- 3
Description
Villa Di Pillo is located 4 km (2 mi) from Gambassi Terme, Italy and only 20 km (13 mi) from San Gimignano. Villa Di Pillo is a lovely holiday home (140 sq m) with private pool, WiFi internet and air conditioning. The property can accommodate up to eight guests comfortably in three bedrooms with three bathrooms.
The Experience
After arriving at Villa Di Pillo you’ll find a lovely clean well-maintained property with views of 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 relax 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, microwave, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to eight people. If you prefer to dine 'al fresco', there is a fully furnished balcony where you can enjoy the weather while dining outdoors.
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: San Gimignano 20 km (13 mi), Greve In Chianti 51 km (31 mi), Florence 52 km (32 mi), Siena 59 km (37 mi) and Pisa 69 km (43 mi).
Some other major tourist destinations you should consider visiting are: Florence 52 km (32 mi), Viareggio 98 km (61 mi), Forte Dei Marmi 110 km (68 mi), Rome 294 km (182 mi), Venice 293 km (182 mi) and Milan 338 km (210 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Villa Di Pillo. If you have a large dog or multiple pets, please inquire for permission prior to booking.
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 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) 54 km (33 mi), Pisa (psa) 70 km (44 mi), Bologna (blq) 146 km (91 mi), Genova (goa) 243 km (151 mi) and Venezia (vce) 299 km (186 mi).
Special Services
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a delicious 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. Ask for more details and the additional costs.
La Capannina Di Pillo
Villa Medicea Lo Sprocco
Unique independent vacation home with hot tub, WIFI, A/C, private pool and TV
- 18
- 9
- 9
Description
Villa Medicea Lo Sprocco is located 6 km (4 mi) from Scarperia, Italy and only 49 km (30 mi) from Florence. Vacation rental Villa Medicea Lo Sprocco is a nice stone building that includes air conditioning, WiFi internet and private pool. The property can sleep up to 18 people comfortably in nine bedrooms with nine bathrooms.
History
The foundations of Villa Medicea Lo Sprocco date back to the 1400s, commissioned by Lorenzo and Giovanni de' Medici, sons of Pier Francesco, and later sold to Taddeo Ducci in 1494. A cornerstone of the ancient Medici lineage, the Villa incorporates an 11th-century Ubaldina tower and was chosen by Lorenzo the Magnificent as a hunting lodge. After passing through the Gherardi family, the property was acquired by the Bolognese de' Bianchi family. Major restorations were initiated in 1898 by Count Filippo Sassoli de' Bianchi to restore its 15th-century appearance, despite significant 18th-century refurbishments, including the still-consecrated Chapel dated 1729. Key internal features include the Salone dei Medici with a 14th-century pietra serena fireplace bearing the Medici coat of arms, and the Papal Apartment which once hosted Popes Leo X and Clement VII.
Your Experience
After arriving you will be greeted by the owner or manager where you’ll find a beautiful clean well-maintained property with views of the hills ideal for a peaceful vacation in Tuscany. Regardless of how you spend your days - visiting museums, sightseeing, 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.
The owners
Massimo
As the villa's sommelier and maître, his focus is to introduce you to Tuscan wines and extra virgin olive oil, and to explain the dishes prepared by the villa's master chef and presented at the buffet. He is also particularly interested in rum and high-end spirits, which he serves at the villa bar alongside aperitifs, cocktails and appetisers.
Renata
Renata is nicknamed Nonna Renata (Grandmother Renata) because of her age, but also because of the way she makes you feel at home in the villa. She is like a sweet grandmother who makes delicious dishes to make you taste Medici's dishes and ancient Tuscan dishes.
Lorella
The queen of breakfast. Her cakes are among the best reviewed aspects of the villa. They are homemade and made early in the morning, just before the customers arrive in the salon near the kitchen. You will be greeted by an unbeatable scent of sweet cakes.
She is always prepared to demonstrate her techniques for baking delicious cakes, which you can then recreate when you return home.
The staff
Claudio
The gardener, lawnmower operator, BBQ chef, fireplace maintainer and person who provides you with fresh produce from our garden, such as tomatoes and courgettes, every day. He is Lorella's husband.
Valentino
The head chef, with a background in the best restaurants and five-star hotels, has been brought in by the villa to captivate your senses with a wide variety of unforgettable, refined dishes.
Places Nearby
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Florence 49 km (30 mi), Greve In Chianti 72 km (44 mi), Bologna 75 km (47 mi), San Gimignano 96 km (60 mi) and Lucca 99 km (62 mi).
Some other major tourist destinations you should consider visiting are: Florence 49 km (30 mi), Viareggio 120 km (75 mi), Forte Dei Marmi 128 km (79 mi), Rome 327 km (203 mi), Venice 227 km (141 mi) and Milan 277 km (172 mi).
Additional Information
Check-In Time: 15:00 - 20:00
Check-Out Time: 08:00 - 11:00
Pool Open: 25 April - 31 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 42 km (26 mi), Bologna (blq) 80 km (49 mi), Pisa (psa) 116 km (72 mi), Venezia (vce) 233 km (145 mi) and Treviso (tsf) 235 km (146 mi).
Additional Services
Cooking Lessons - Learn from a local chef the techniques required to master Tuscan cuisine. The owner can organize 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 discovering 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 holiday? Why not book a professional chef to prepare and serve you a mouth-watering 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. Ask for more details and the supplemental costs.
Meals - If you'd like to have meals provided during your trip, either half-board or full-board is available. If you prefer only breakfast be provided, that can be arranged as well. Ask about the additional costs.
Tours - The owner can organize custom tours for your group. To learn about the tours offered, speak to the owner after arriving or ask 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 trip that can be organized by the owner. Inquire for more details about the extra cost.
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.
Villa Medicea Lo Sprocco
Book your vacation for the period from 05 February 2026 to 03 October 2026 and save 10% (minimum 7 nights).
- 6
- 2
- 2
Description
Casa Livia is a nice stone building (100 sq m) with WiFi internet and private pool. The property can sleep up to six guests comfortably in two bedrooms with two bathrooms. Conveniently located in Gambassi Terme, Italy and only 16 km (10 mi) from San Gimignano.
The Experience
Upon arrival 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 peaceful vacation in Tuscany. Regardless of how you spend your days - shopping, visiting museums, sightseeing 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.
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: San Gimignano 16 km (10 mi), Greve In Chianti 53 km (33 mi), Florence 57 km (36 mi), Siena 58 km (36 mi) and Pisa 74 km (46 mi).
Some other major tourist destinations you should consider visiting are: Florence 57 km (36 mi), Viareggio 103 km (64 mi), Forte Dei Marmi 114 km (71 mi), Rome 292 km (182 mi), Venice 302 km (188 mi) and Milan 348 km (216 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 25 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) 58 km (36 mi), Pisa (psa) 75 km (47 mi), Bologna (blq) 151 km (94 mi), Genova (goa) 245 km (152 mi) and Roma Ciampino (cia) 301 km (187 mi).
Casa Ceneruzzi
Villa Crispinino
Pretty independent property with private pool, WIFI, A/C, patio, 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.
Grace Home, Pool, Wifi, Gambassi Terme
Fabulous private villa rental with A/C, WIFI, private pool, TV, terrace, close to San Gimignano
- 12
- 5
- 5
Description
Grace Home, Pool, Wifi, Gambassi Terme is located 6 km (4 mi) from Gambassi Terme, Italy and only 11 km (7 mi) from San Gimignano. Grace Home, Pool, Wifi, Gambassi Terme is a lovely vacation rental (200 sq m) with WiFi internet, private pool and air conditioning. The property can sleep up to 12 people comfortably in five bedrooms with five bathrooms.
What to Expect
When you arrive you will be greeted by the owner or manager where you’ll find a lovely clean well-maintained property ideal for a peaceful holiday 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 shopping. 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 12 people.
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 11 km (7 mi), Siena 55 km (34 mi), Greve In Chianti 57 km (36 mi), Florence 62 km (38 mi) and Pisa 63 km (39 mi).
Some other major tourist destinations you should consider visiting are: Florence 62 km (38 mi), Viareggio 92 km (57 mi), Forte Dei Marmi 104 km (65 mi), Rome 290 km (180 mi), Venice 307 km (190 mi) and Milan 350 km (218 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Grace Home, Pool, Wifi, Gambassi Terme. If you have a large dog or multiple pets, please ask for permission prior to booking.
Check-In Time: 16:00 - 19:00
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) 63 km (39 mi), Pisa (psa) 65 km (40 mi), Bologna (blq) 158 km (98 mi), Genova (goa) 235 km (146 mi) and Roma Ciampino (cia) 299 km (186 mi).
Additional Services
Tours - Custom tours can be scheduled by the owner for your group. For more details about the tours offered, speak to the owner after arriving or inquire prior to booking. The cost will vary depending in the exact tour and number of people.
Grace Home, Pool, Wifi, Gambassi Terme
Book your vacation for the period from 31 January 2026 to 10 June 2026 and save 15% (minimum 4 nights).
Civitella
Unique independent house with hot tub, WIFI, private pool, TV, panoramic view, close to Arezzo
- 8
- 4
- 2
Description
Independent house with private swimming pool located in a very scenic area in Valdichiana and surrounded by the countryside of Arezzo. Hectares of woodlands that circle the property ensure maximum privacy and a closeness with nature. The interior is in a rustic style. Outside, the guests can enjoy a private garden and a beautiful swimming pool with a great view and wooden solarium furnished with tables and chairs. Beside the swimming pool there is also a hot tub to enjoy.
This is an ideal set-up for those looking to spend a holiday in absolute tranquility.
The house is accessed via a stretch of roughly 4km of dirt road which is not adapted to low-lying/sports cars.
Distances: Civitella della Chiana with food stores and restaurants - 6 km, Battifolle with a wide variety of shops - roughly 15 km, Arezzo (train station) - 25 km, Monte San Savino - 25 km, Siena – roughly 75 km, Florence (airport) - 80 km, Perugia - 100 km.
Available: outdoor private and furnished area with tables, chairs and sun umbrellas, swimming pool reserved for the exclusive use of guests (9 x 3 m - depth 1,1 m – open from 01/04 to 15/10), outdoor shower with hot water (solar heated), barbecue, wood-burning pizza oven.
Onsite parking.
Please carefully check if there are any extra costs to be paid on site! Civitella
Villa le Ripe - Gambassi Terme, Toscana
Unique private vacation rental with WIFI, A/C, pool, TV and pets allowed, close to San Gimignano
- 19
- 7
- 6
Description
Conveniently located in Gambassi Terme, Italy and only 18 km (11 mi) from San Gimignano. Villa Le Ripe - Gambassi Terme, Toscana is a lovely property (290 sq m) with air conditioning and WiFi internet. The property can sleep up to 19 guests comfortably in seven bedrooms with six bathrooms.
Your Experience
After arriving you will be welcomed by the owner or manager where you’ll find a nice clean well-maintained property with views of the hills perfect for a peaceful holiday 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. 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 19 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 18 km (11 mi), Greve In Chianti 55 km (34 mi), Florence 55 km (34 mi), Siena 56 km (35 mi) and Pisa 72 km (45 mi).
Some other major tourist destinations you should consider visiting are: Florence 55 km (34 mi), Viareggio 101 km (63 mi), Forte Dei Marmi 113 km (70 mi), Rome 290 km (180 mi), Venice 297 km (184 mi) and Milan 344 km (214 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Villa Le Ripe - Gambassi Terme, Toscana. 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: 1 April - 31 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 57 km (35 mi), Pisa (psa) 74 km (46 mi), Bologna (blq) 149 km (93 mi), Genova (goa) 244 km (151 mi) and Roma Ciampino (cia) 299 km (186 mi).
Villa Le Ripe - Gambassi Terme, Toscana
Book your vacation for the period from 07 April 2026 to 10 April 2026 and save 10% (minimum 2 nights).
Book your vacation for the period from 25 April 2026 to 01 May 2026 and save 10% (minimum 2 nights).
Book your vacation for the period from 12 April 2026 to 14 April 2026 and save 10% (minimum 2 nights).
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Description
Conveniently located in La Chiesa Collegozzi, Italy in the tourist area "Florence And Surroundings" and only 34 km (21 mi) from Florence. Le Due Ville is a nice holiday rental (550 sq m) with WiFi internet, air conditioning and private pool. The property can sleep up to 23 guests comfortably in eight bedrooms with six bathrooms.
The property is made up of two separate villas that are close to each other and share a single pool.
The Experience
Upon arrival you’ll find a nice 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. For your pleasure, on the grounds there is a patio and barbecue grill. 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 23 people. If you prefer to dine 'al fresco', there is a fully furnished veranda where you can enjoy the weather while dining outdoors.
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: Florence 34 km (21 mi), Greve In Chianti 46 km (28 mi), San Gimignano 47 km (29 mi), Lucca 55 km (34 mi) and Pisa 56 km (35 mi).
Some other major tourist destinations you should consider visiting are: Florence 34 km (21 mi), Viareggio 85 km (53 mi), Forte Dei Marmi 83 km (51 mi), Rome 315 km (196 mi), Venice 279 km (173 mi) and Milan 320 km (199 mi).
Additional Information
Pool Open: 1 May - 1 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 36 km (22 mi), Pisa (psa) 58 km (36 mi), Bologna (blq) 128 km (79 mi), Genova (goa) 216 km (134 mi) and Venezia (vce) 281 km (175 mi).
Villa Del Granduca
L'Antica Chiesa
Independent Villa with private pool, WIFI, TV, terrace, panoramic view, close to San Gimignano
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Description
Property Summary
Nestled among trees, fields, and vineyards in the serene Tuscan countryside of Gambassi Terme, Italy, L'Antica Chiesa is a beautifully renovated 14th-century semi-detached house offering an exceptional holiday rental experience. This historic 2-family property sits in a secluded and elevated position, providing a peaceful and tranquil atmosphere that perfectly complements the timeless charm of its surroundings. The estate extends across 1 hectare of land in its natural state, filled with a rich variety of plants and trees, creating an immersive connection with the Tuscan landscape. Guests have access to a shared swimming pool measuring 9 x 5 meters, available seasonally from May 18th to September 30th, ideal for cooling off during warm summer days. The property is further enhanced by a private fenced garden of 1,000 square meters featuring a well-maintained lawn and flowers, offering a welcoming outdoor retreat. Wireless internet and WiFi connectivity are available throughout the property, ensuring guests remain connected during their stay. Parking is conveniently provided on the premises, and electric gates ensure a secure and private environment for all residents.
Outdoors
The outdoor spaces at L'Antica Chiesa are a true reflection of the Tuscan countryside at its finest. The shared swimming pool, measuring 9 x 5 meters with a uniform depth of 120 cm, is available for guest use from May 18th through September 30th, offering a refreshing escape during the warmer months. Surrounding the pool and throughout the grounds, the 1-hectare natural estate provides an expansive and tranquil setting, rich with native plants and trees that enhance the sense of seclusion and serenity. The private fenced garden of 1,000 square meters is thoughtfully landscaped with a lush lawn and flowering plants, creating a beautiful and intimate outdoor space. Garden furniture is provided for relaxation and al fresco enjoyment, and a barbecue is also available, making the outdoor area perfectly suited for leisurely meals and gatherings in the open air.
Other Information
L'Antica Chiesa offers a range of services and practical amenities designed to ensure a comfortable and well-appointed stay. Heating is available at the property and is charged on-site based on consumption. Linen changes are provided on a weekly basis, maintaining a high standard of comfort throughout the duration of the stay. For guests seeking additional indulgence, massage services can be arranged for an extra fee, and a private cook is also available upon request at an additional cost. It is worth noting that the owner resides on the same property, which contributes to the attentive and personal character of the accommodation. The property is secured by electric gates, providing guests with a reassuring level of privacy and safety.
Distances and Attractions
L'Antica Chiesa enjoys a privileged location just 8 km from the center of San Gimignano, the iconic medieval town renowned for its historic towers and vibrant cultural heritage. The property is also within comfortable driving distance of several major Tuscan destinations, including the celebrated cities of Siena and Florence, each approximately 45 km away, as well as the ancient Etruscan town of Volterra, situated 25 km from the property. For everyday conveniences, the nearest restaurant is just 2 km away, while the nearest café can be reached within 8 km. Guests wishing to travel by rail will find the Poggibonsi railway station approximately 20 km from the property. For those seeking a seaside escape, a sandy beach is available in Cecina, offering a pleasant day trip option from this idyllic Tuscan retreat. L'Antica Chiesa
Villa D'Elsa
Beautiful multi-unit property with pool, WIFI, TV, terrace, panoramic view, near San Gimignano
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Description
Villa D'elsa is located 11 km (7 mi) from Gambassi Terme, Italy and only 13 km (8 mi) from San Gimignano. Villa D'elsa is a beautiful vacation rental with WiFi internet and shared pool. The villa / farmhouse / home has been divided into a total of two private apartments. The property can accommodate up to 12 guests comfortably in six bedrooms with four bathrooms.
Your Experience
Upon arrival you will be welcomed by the owner or manager where you’ll find a lovely clean well-maintained property with views of the hills ideal for a relaxing vacation in Tuscany. After a busy 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. Many people traveling with friends prefer a multi-unit property where they can spend time together in the common areas, like the pool or garden, but still have their own private living quarters with bedroom and bathroom. In addition, each unit has its own kitchen with plenty of utensils, tableware and cutlery.
Places Nearby
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: San Gimignano 13 km (8 mi), Siena 58 km (36 mi), Greve In Chianti 62 km (38 mi), Pisa 62 km (38 mi) and Florence 66 km (41 mi).
Some other major tourist destinations you should consider visiting are: Florence 66 km (41 mi), Viareggio 91 km (56 mi), Forte Dei Marmi 102 km (64 mi), Rome 292 km (182 mi), Milan 355 km (221 mi) and Naples 483 km (300 mi).
Additional Information
Pool Open: 2 May - 16 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): Pisa (psa) 63 km (39 mi), Firenze Peretola (flr) 68 km (42 mi), Bologna (blq) 160 km (100 mi), Genova (goa) 236 km (146 mi) and Roma Ciampino (cia) 301 km (187 mi).
Fattoria La Striscia
Il Borgo di Gebbia
Independent Holiday rental with private pool, WIFI, TV, terrace, panoramic view, near Arezzo
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Description
Property Summary
Nestled within a picturesque Tuscan village and perched atop a hill overlooking the breathtaking landscapes of the Val Di Chiana countryside, Il Borgo di Gebbia is a charming country house that offers an exceptional vacation rental experience in Civitella In Val Di Chiana, Italy. Thoughtfully renovated in 2014, this elegant retreat sits 500 meters above sea level, providing a tranquil and private atmosphere that perfectly complements the natural beauty of its surroundings. The property extends across more than 2 hectares of land, ensuring ample space and a genuine sense of seclusion. Guests benefit from convenient on-site parking, allowing for effortless arrivals and easy exploration of the surrounding region. Reliable internet and WiFi connectivity are available throughout the property, keeping you connected whenever needed. The fenced above-ground swimming pool, measuring 7 x 4 meters with a depth of 120 cm, serves as a centerpiece of outdoor leisure and is open seasonally from May to September, offering a refreshing retreat during the warmer months.
Outdoors
The outdoor spaces at Il Borgo di Gebbia are a true reflection of the Tuscan countryside that surrounds them. The above-ground swimming pool, enclosed by a safety fence, provides a secure and inviting environment for relaxation and recreation throughout its seasonal availability from May to September. Set against the backdrop of rolling hills and open countryside, the expansive grounds spanning over 2 hectares invite you to explore, unwind, and fully immerse yourself in the serene natural environment. The elevated position of the property, at 500 meters above sea level, ensures that the outdoor areas are graced with sweeping panoramic views of the Val Di Chiana valley, making every moment spent outside a genuinely memorable experience.
Other Information
Il Borgo di Gebbia offers a selection of thoughtful services designed to enhance your stay. Weekly room cleaning is included, ensuring that the property remains comfortable and well-maintained throughout your visit. For those who wish to enjoy home-cooked meals without the effort, a cook can be arranged upon request for an additional fee. Breakfast service is also available at an extra charge, providing a convenient and pleasant way to start each morning.
Distances and Attractions
Il Borgo di Gebbia enjoys an enviable location that places a wealth of Tuscan destinations and local amenities within easy reach. The center of Civitella in Val di Chiana, a quaint village offering a genuine glimpse into traditional Tuscan life, is just 3.5 km from the property. Everyday conveniences are close at hand, with the nearest shop located 3.5 km away and a supermarket reachable within 8 km. A restaurant can be found within just 2 km of the property, making dining out a simple and enjoyable option. For those who enjoy an active lifestyle, tennis courts are situated 14 km away, horseback riding opportunities are available 6 km from the property, and an 18-hole golf course can be found 23 km away. The renowned thermal baths of Rapolano Terme are located 44 km from Il Borgo di Gebbia, while the Castiglion del Lago bathing lake is 69 km away. The historic city of Arezzo lies 23 km from the property, and the celebrated city of Siena is 52 km away. Art and history enthusiasts will appreciate the proximity of Cortona at 42 km, Castelnuovo Berardenga at 36 km, and the charming towns of Gaiole in Chianti, Montepulciano, and Pienza, all within 63 km. Florence, the magnificent capital of Tuscany, is located 84 km away and is easily accessible by car, making it an ideal destination for a day trip. Il Borgo di Gebbia
Casale Il Giglio
Unique private villa rental with WIFI, private pool, TV, pets allowed and panoramic view
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Description
Property Summary
Civitella In Val Di Chiana, Italy is home to a charming cottage that has recently undergone renovations. Divided into two spacious parts, each with its own private garden spanning 400 square meters, this property offers a peaceful retreat surrounded by a large fenced garden shared with the owner's nearby residence. The cottage boasts well-maintained interiors, featuring terracotta and parquet flooring, beamed ceilings, stone archways, and bedrooms equipped with ceiling fans and wrought iron beds. A highlight is the refreshing swimming pool, complemented by an outdoor hot water shower, offering stunning views of the sunflower fields that characterize the Tuscan landscape. Additionally, guests can enjoy private gated access and a video entry phone for added security and convenience during their vacation rental stay.
Outdoors
The outdoor spaces of this property are truly remarkable. Guests can indulge in a refreshing swim in the stunning swimming pool, complete with an outdoor hot water shower while taking in the breathtaking views of the sunflower fields, a quintessential part of the Tuscan landscape. As the sun sets, the famous Gargonza castle provides a picturesque backdrop. The property also features a spacious, fenced garden of 800 square meters, providing ample space for outdoor activities and relaxation. The uniquely shaped pool is surrounded by various amenities, including an outdoor shower, table tennis, boules, and comfortable garden furniture, ensuring a delightful holiday rental experience.
Other Information
The charming working farm "Casale il Giglio" offers a cozy and authentic experience for guests. Renovated in 2004, this property is conveniently located just 5 kilometers from the center of Monte San Savino. Guests can enjoy a range of amenities during their stay, including WiFi, table football, and bicycles (4). Heating is available for an additional fee from November 1st to April 15th. The property is well-suited for families and seniors, and the owner resides on the same premises.
Distances and Attractions
The property's prime location offers easy access to numerous attractions in the surrounding areas. Lucignano is just 12 kilometers away, while Rapolano Terme is 28 kilometers from the property. Cortona (32 km), Montepulciano (37 km), and Gaiole in Chianti (45 km) are also within convenient driving distances. Guests should note that having a car is recommended to fully explore the region's charms during their vacation rental stay. With its proximity to renowned destinations, this property provides an ideal base for discovering the rich cultural heritage and natural beauty of Tuscany. Casale Il Giglio
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Description
Property Summary
Cottage La Ginestra is a beautiful vacation rental located atop a hill in Gambassi Terme, Italy. The private and fenced property features a well-maintained terraced garden, a fantastic swimming pool (8 x 4 m, 110 - 180 cm deep) available from April 15 to October 9, an outdoor shower, a terrace, and a barbecue area. Enjoy amenities such as WiFi, parking on the premises, and a yard.
Outdoors
Immerse yourself in the tranquil surroundings of Cottage La Ginestra. The property boasts a fantastic swimming pool measuring 8 x 4 m with a depth of 110 - 180 cm, available for use from April 15 to October 9. Unwind on the terrace or host a barbecue gathering in the well-kept terraced garden.
Other Information
For your convenience, heating is available from November 1 to April 15. Access to the property is via an unmade road spanning 100 m, and ample parking is provided on the premises. The nearest shop is located 6 km away, and childminding services can be arranged for families with children (additional fee applies). Airport transfers to this holiday rental can also be organized upon request.
Distances and Attractions
Cottage La Ginestra is strategically positioned, offering easy access to nearby attractions. The centers of Gambassi Terme and Certaldo are both within a 6 km radius, while the historic town of San Gimignano is just 22 km away. Explore the charming towns of Gambassi and Certaldo, renowned for their rich cultural heritage and local attractions. Casa Daniela (Gam310)
