San Regolo Villas with Pool
Results 41 - 60 of 424
Villa Ulivacci
Fabulous independent property with WIFI, A/C, private pool, TV, patio and panoramic view
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- 5
- 2
In high demand!
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- 6
- 6
Description
Conveniently located 3 km (2 mi) from Volpaia, Italy in the tourist area "Chianti" and only 21 km (13 mi) from Greve In Chianti. Holiday rental Casavecchia is a nice stone building (284 sq m) that includes private pool and WiFi internet. The property can accommodate up to 12 guests comfortably in six bedrooms with six bathrooms.
Your Experience
This beautiful farmhouse is located in a very quiet and secluded position on the Castello di Volpaia estate, where we have successfully been renting two other properties, La Pozza and Il Casetto for many years. Guests can enjoy incredible views from the covered terrace, which is furnished for outdoor eating and is also very practical for families as it overlooks the pool, allowing parents to relax while keeping an eye on the pool area. The fortified hamlet of Volpaia offers two nice restaurants, one of which owned by the estate. The English speaking estate staff can organize cooking lessons, visits to the wine cellars and will be glad to assist guests during their stay.
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 ideal for a peaceful 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 relax with your family and friends at the pool for a perfect ending to another day in Tuscany. Dining with friends and family is a big part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 12 people. Dine 'al fresco' like a real Tuscan, the fully furnished veranda is the ideal setting to enjoy food, family and the nice Tuscan weather.
Places Nearby
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Greve In Chianti 21 km (13 mi), Siena 40 km (25 mi), San Gimignano 50 km (31 mi), Florence 53 km (33 mi) and Arezzo 64 km (40 mi).
Some other major tourist destinations you should consider visiting are: Florence 53 km (33 mi), Viareggio 148 km (92 mi), Forte Dei Marmi 155 km (96 mi), Rome 255 km (158 mi), Venice 304 km (189 mi) and Milan 347 km (216 mi).
Additional Information
Pool Open: 15 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) 68 km (42 mi), Pisa (psa) 113 km (70 mi), Bologna (blq) 155 km (96 mi), Roma Ciampino (cia) 264 km (164 mi) and Roma Fiumicino (fco) 276 km (172 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 enjoyable way to spend time with friends and family while learning the techniques needed to master Tuscan cuisine. For more details and the additional cost, please contact us.
Maid Service - Upgrade your vacation with maid service. This service can be arranged by the owner. Inquire for more details about the supplemental cost.
The property can also be rented with a cooking service (breakfast and another meal) at extra cost.
Cleaning service is included 4 hours a day, 5 days a week. Casavecchia 12
Pozza di Volpaia
Private Vacation home with private pool, WIFI, TV, terrace, panoramic view, near Greve In Chianti
- 11
- 6
- 5
Description
Property Pozza Di Volpaia is a nice stone building (300 sq m) that includes private pool and WiFi internet. The property can sleep up to 11 people comfortably in six bedrooms with five bathrooms. Conveniently located in the centre of Volpaia, Italy in the tourist area "Chianti" and only 23 km (14 mi) from Greve In Chianti.
The Experience
This property is located in the fortified medieval hamlet of Volpaia, in the Chianti Classico area, in a secluded position ensuring complete privacy. It is just a 300 m walk to the centre of the hamlet, with 2 restaurants, one of which managed by the Castello di Volpaia farm, where it is possible to taste the local cuisine. Cooking classes are also arranged, on request, by the English-speaking local office.
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 ideal for a peaceful vacation in Tuscany. Regardless of how you spend your days - sightseeing, visiting museums, shopping or just driving in the countryside, when you arrive home you can unwind with your family and friends at the pool for a perfect ending to another day in Tuscany. Dining with friends and family is a big part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine, microwave, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to 11 people. Dine 'al fresco' like a real Tuscan, the fully furnished veranda is the perfect setting to enjoy food, family and the lovely Tuscan weather.
Visit the Area
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Greve In Chianti 23 km (14 mi), Siena 41 km (26 mi), San Gimignano 51 km (32 mi), Florence 53 km (33 mi) and Arezzo 66 km (41 mi).
Some other major tourist destinations you should consider visiting are: Florence 53 km (33 mi), Viareggio 149 km (93 mi), Forte Dei Marmi 156 km (97 mi), Rome 257 km (159 mi), Venice 305 km (190 mi) and Milan 348 km (216 mi).
Additional Information
Pool Open: 15 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) 70 km (43 mi), Pisa (psa) 114 km (71 mi), Bologna (blq) 150 km (93 mi), Roma Ciampino (cia) 272 km (169 mi) and Roma Fiumicino (fco) 284 km (177 mi).
Additional Services
Cooking Lessons - Discover 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 enjoyable 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 supplemental cost, please contact us.
Tours - The owner can arrange custom tours for your group. To learn about the tours available, speak to the owner when you arrive or ask 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. Ask for more details about the extra cost.
Cleaning service is included 4 hours a day 5 days a week. Pozza Di Volpaia
La Corte di Campalli
Superb private vacation rental with WIFI, private pool, TV, patio and panoramic view, near Siena
- 12
- 6
- 5
Description
Holiday rental La Corte Di Campalli is a lovely property (600 sq m) that includes WiFi internet and private pool. The property can accommodate up to 12 guests comfortably in six bedrooms with five bathrooms. La Corte Di Campalli is located 4 km (2 mi) from San Leonino, Italy and only 17 km (11 mi) from Siena in the tourist area "Siena And Surroundings". There is a golf course nearby if you'd like to get in a round or two while on holiday.
The Experience
This beautiful property belongs to the Campalli estate, a huge farm of 750 acres that produces Chianti Classico wine, and includes the Castle of Campalli. The 360° view from each point on the estate ranges over endless rolling hills, vineyards and olive groves. Guided tours of the estate and the castle, including Tuscan wine tasting, can also be arranged.
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 hectic day of sightseeing, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day. Outdoors you will also find a patio and barbecue grill. 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 12 people. Dine 'al fresco' like a real Tuscan, the fully furnished patio is the perfect setting to enjoy food, family and the beautiful Tuscan weather.
Places Nearby
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Siena 17 km (11 mi), Greve In Chianti 31 km (19 mi), San Gimignano 41 km (26 mi), Montalcino 57 km (36 mi) and Florence 66 km (41 mi).
Some other major tourist destinations you should consider visiting are: Florence 66 km (41 mi), Viareggio 160 km (99 mi), Forte Dei Marmi 167 km (104 mi), Rome 256 km (159 mi), Venice 316 km (196 mi) and Milan 360 km (223 mi).
Additional Information
Pool Open: 15 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) 81 km (50 mi), Pisa (psa) 113 km (70 mi), Bologna (blq) 165 km (102 mi), Roma Ciampino (cia) 265 km (164 mi) and Roma Fiumicino (fco) 277 km (172 mi).
Special Services
Tours - The owner can organize custom tours for your group. To learn about the tours offered, speak to the owner upon arrival or ask prior to booking. The cost will vary depending in the exact tour and number of people.
Maid Service - Upgrade your holiday with maid service. This service can be arranged by the owner. Ask for more details about the additional 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.
Cleaning service is included 9 hours a week. La Corte Di Campalli
Villa Tregole
Amazing private vacation rental with private pool, WIFI, A/C, TV and veranda, near Siena
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- 7
- 6
Description
Villa Tregole is located 3 km (2 mi) from Fonterutoli, Italy and only 21 km (13 mi) from Siena in the tourist area "Siena And Surroundings". Villa Tregole is a lovely stone building (270 sq m) with private pool, air conditioning and WiFi internet. The property can sleep up to 16 people comfortably in seven bedrooms with six bathrooms.
The Experience
After arriving at Villa Tregole you’ll find a beautiful clean well-maintained property with views of the hills ideal for a splendid vacation in Tuscany. After a hectic day of visiting museums, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day.
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: Siena 21 km (13 mi), Greve In Chianti 26 km (16 mi), San Gimignano 42 km (26 mi), Florence 50 km (31 mi) and Montalcino 63 km (39 mi).
Some other major tourist destinations you should consider visiting are: Florence 50 km (31 mi), Viareggio 144 km (90 mi), Forte Dei Marmi 152 km (94 mi), Rome 261 km (162 mi), Milan 345 km (214 mi) and Naples 452 km (281 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 March - 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) 63 km (39 mi), Pisa (psa) 110 km (68 mi), Bologna (blq) 150 km (93 mi), Roma Ciampino (cia) 270 km (168 mi) and Genova (goa) 283 km (175 mi).
Villa Tregole
Capanna al Lago
Stunning independent property with hot tub, WIFI, A/C, private pool, TV, patio and panoramic view
- 6
- 3
- 3
Description
Vacation rental Capanna Al Lago is a lovely stone building (200 sq m) that includes private pool, air conditioning and hot tub. The property can sleep up to six people comfortably in three bedrooms with three bathrooms. Conveniently located 8 km (5 mi) from Siena, Italy in the tourist area "Siena And Surroundings" and only 35 km (22 mi) from Greve In Chianti.
The Experience
When you arrive at Capanna Al Lago you’ll find a lovely clean well-maintained property with views of the hills and the lake 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. Also available outside are a playground, patio, hot tub and barbecue grill. Sharing a meal with friends and family is a huge part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your holiday. The kitchen includes coffee machine, microwave, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to six 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: Greve In Chianti 35 km (22 mi), San Gimignano 36 km (22 mi), Montalcino 48 km (30 mi), Florence 66 km (41 mi) and Montepulciano 67 km (42 mi).
Some other major tourist destinations you should consider visiting are: Florence 66 km (41 mi), Viareggio 160 km (99 mi), Forte Dei Marmi 167 km (104 mi), Rome 244 km (151 mi), Venice 316 km (196 mi) and Milan 360 km (224 mi).
Additional Information
Check-In Time: 16:00 - 21:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 10 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) 79 km (49 mi), Pisa (psa) 114 km (71 mi), Bologna (blq) 165 km (103 mi), Roma Ciampino (cia) 253 km (157 mi) and Roma Fiumicino (fco) 265 km (165 mi).
Special Services
Pre-Stocked Fridge - If you'd like to have the fridge and pantry stocked before you check-in that is possible at Capanna Al Lago. Ask for more details, including the supplemental cost and how to schedule this service.
Capanna Al Lago
Book now and save 10%. Offer valid until 31 March 2026 and for a minimum stay of 6 nights.
Book your vacation for the period from 08 April 2026 to 23 April 2026 and save 10% (minimum 3 nights).
Book your vacation for the period from 01 March 2026 to 10 March 2026 and save 10% (minimum 3 nights).
Book your vacation for the period from 29 June 2026 to 10 July 2026 and save 10% (minimum 5 nights).
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Description
Podere Le Muricce is located 8 km (5 mi) from Siena, Italy and only 34 km (21 mi) from San Gimignano in the tourist area "Siena And Surroundings". Podere Le Muricce is a lovely stone building (300 sq m) with private pool, air conditioning and WiFi internet. The property can accommodate up to 12 guests comfortably in five bedrooms with four bathrooms.
Your Experience
After arriving you will be welcomed by the owner or manager where you’ll find a nice clean well-maintained property 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 relax at the end the day. Also available outside are a patio and barbecue grill. Dining with friends and family is a big part of the Tuscan culture. Take advantage of the kitchen to prepare meals using local produce while on your holiday. The kitchen includes coffee machine, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to 12 people.
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 34 km (21 mi), Greve In Chianti 34 km (21 mi), Montalcino 52 km (32 mi), Florence 64 km (40 mi) and Montepulciano 73 km (45 mi).
Some other major tourist destinations you should consider visiting are: Florence 64 km (40 mi), Viareggio 158 km (98 mi), Forte Dei Marmi 166 km (103 mi), Rome 250 km (156 mi), Milan 358 km (223 mi) and Naples 441 km (274 mi).
Additional Information
Check-In Time: 16:00 - 19:30
Check-Out Time: 08:00 - 10:00
Pool Open: 11 May - 5 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) 77 km (48 mi), Pisa (psa) 112 km (70 mi), Bologna (blq) 164 km (102 mi), Roma Ciampino (cia) 260 km (161 mi) and Roma Fiumicino (fco) 272 km (169 mi).
Special Services
Professional Chef - Are you looking for a real treat during your vacation? Why not book a professional chef to prepare and serve you a sumptuous meal using local produce? The chef will arrange 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.
Pre-Stocked Fridge - If you'd like to have the fridge and pantry stocked before you check-in that is possible at Podere Le Muricce. Ask for more details, including the additional cost and how to organize this service.
Podere Le Muricce
Casa di Luca, Pool, Castelnuovo Berardenga
Private Accommodation with A/C, WIFI, private pool, TV, patio, pets allowed, panoramic view
- 10
- 4
- 3
Description
Holiday home Casa Di Luca, Pool, Castelnuovo Berardenga is a lovely stone building (160 sq m) that includes private pool, air conditioning and WiFi internet. The property can accommodate up to ten people comfortably in four bedrooms with three bathrooms. Casa Di Luca, Pool, Castelnuovo Berardenga is located 14 km (9 mi) from Siena, Italy and only 39 km (24 mi) from Greve In Chianti in the tourist area "Siena And Surroundings".
Your Experience
Upon arrival you’ll find a nice clean well-maintained property with views of the hills ideal for a relaxing vacation in Tuscany. For your pleasure you will find a private pool where you can relax while enjoying a nice cold beverage after a busy day of visiting museums. Also available outdoors are a barbecue grill, patio and playground. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to ten people.
Visit the Area
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Greve In Chianti 39 km (24 mi), San Gimignano 51 km (31 mi), Montalcino 54 km (34 mi), Montepulciano 63 km (39 mi) and Arezzo 72 km (45 mi).
Some other major tourist destinations you should consider visiting are: Florence 80 km (50 mi), Viareggio 175 km (108 mi), Forte Dei Marmi 182 km (113 mi), Rome 240 km (149 mi), Milan 375 km (233 mi) and Naples 430 km (267 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Casa Di Luca, Pool, Castelnuovo Berardenga. 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 - 6 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) 93 km (58 mi), Pisa (psa) 128 km (79 mi), Bologna (blq) 180 km (112 mi), Roma Ciampino (cia) 249 km (154 mi) and Roma Fiumicino (fco) 261 km (162 mi).
Front outdoor space of about 100 square meters private and fenced.
Backyard space and pool (4x10 m) occasionally shared with the owner who has reserved a small portion of the house.
Casa Di Luca, Pool, Castelnuovo Berardenga
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- 4
- 3
Someone just enquired about this property!
Description
Property Summary
The large, rustic cottage "Casino di Lecceto" is a detached property nestled amidst trees at an elevation of 400 meters above sea level. Spanning three floors, this vacation rental is situated in a secluded hilltop location, surrounded by natural beauty and offering amenities such as a swimming pool, yard, internet WiFi, and parking facilities. The property boasts a private, fenced 2-hectare estate with a garden featuring wildlife areas, natural landscapes, and a meadow. A courtyard and terrace provide ample outdoor spaces for relaxation, complete with garden furniture and a barbecue area.
Outdoors
Immerse yourself in the tranquil surroundings of this property, where a 10 x 5-meter seasonal swimming pool (available from April 24 to October 4) awaits you. Enjoy the pool maintenance services provided by the owner/gardener. Explore the vast 2-hectare fenced natural estate, including a garden with wildlife areas, trees, a natural garden, and a meadow. Relax in the courtyard or on the terrace, equipped with garden furniture and a barbecue area.
Other Information
Please note that the property features a 400-meter long, very bumpy motor access (via an unmade road), making a 4x4 car recommended during the winter months. The tap water is not suitable for drinking, so plan accordingly. Additionally, part of the house remains closed and unoccupied. Baby equipment is included, and groups of teenagers are accepted upon request.
Distances and Attractions
Siena, Italy, the city center, is located 8 kilometers away from the property, while Florence and San Gimignano are 80 kilometers and 50 kilometers away, respectively. The sandy beach at Follonica is 80 kilometers away, and the thermal baths of Rapolano Terme are 37 kilometers from the property. Nearby attractions include a former hermitage with 15th-century frescoes (1 kilometer), Monteriggioni (14 kilometers), San Galgano (28 kilometers), and Volterra (50 kilometers). Golfers can enjoy an 18-hole golf course situated 16 kilometers away, and walking paths start from the house, just 1 kilometer away. Casino di Lecceto
Villa del Mangia, 5Panoramic Pool and Chef Service
Beautiful independent holiday home with A/C, WIFI, private pool, terrace and panoramic view
- 11
- 6
- 6
Description
Villa del Mangia is a villa located just a few kilometers from Siena.
The villa consists of a main building spread over two floors and an external annex, a former stone barn, which serves as the guesthouse. The total area of the property is 400 sqm. The entire complex was fully renovated in 2024, with incredible attention to detail and the use of high-quality materials, skillfully combining the charm of Tuscan tradition with modern comforts, furnishings, and top-tier materials, offering a luxurious and sophisticated environment. The villa, meticulously curated in every detail, reflects the refined taste of the owner and an emphasis on rare, high-quality materials.
The outdoor spaces have been designed with great care, creating a harmonious connection between the villa and the surrounding natural environment. The garden features lush terraced areas, olive trees, and spacious open areas, ideal for hosting large families or groups of friends seeking a relaxing and convivial vacation.
The interiors, enhanced by marbles that provide luminosity and contemporary design, are equipped with a floor heating and cooling system to ensure maximum comfort. At the same time, original elements such as the ceilings and exposed beams preserve the villa's historic charm, offering a perfect balance between the old and the new.
The annexed barn is equally welcoming, with a breathtaking view of Siena: every window in this building frames a picture-perfect scene.
The spacious indoor and outdoor areas provide the opportunity to enjoy moments together without sacrificing tranquility or the possibility of retreating to more intimate spaces. Ideal for large families or groups wanting to spend a pleasant vacation together while maintaining privacy, this villa allows you to fully enjoy the Sienese countryside, while being just a short drive from some of Tuscany's most famous destinations, such as Siena, San Gimignano, and Florence. Villa del Mangia, 5Panoramic Pool and Chef Service
Book your vacation for the period from 01 June 2026 to 26 June 2026 and save 10% (minimum 3 nights).
Book your vacation for the period from 01 July 2026 to 31 July 2026 and save 10% (minimum 3 nights).
Book your vacation for the period from 09 September 2026 to 19 September 2026 and save 10% (minimum 3 nights).
Book your vacation for the period from 13 October 2026 to 31 October 2026 and save 10% (minimum 3 nights).
Villa Pietrafitta
Superb private villa with WIFI, private pool, TV and patio, close to Greve In Chianti
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- 6
- 6
Description
Villa Pietrafitta is located 5 km (3 mi) from Castellina In Chianti, Italy and only 17 km (11 mi) from Greve In Chianti in the tourist area "Siena And Surroundings". Holiday home Villa Pietrafitta is a beautiful stone building (200 sq m) that includes private pool and WiFi internet. The property can sleep up to 12 guests comfortably in six bedrooms with six bathrooms.
The Experience
After arriving you’ll find a nice clean well-maintained property with views of the hills perfect for a relaxing 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 relax at the end the day. 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, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 12 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 vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Greve In Chianti 17 km (11 mi), Siena 26 km (16 mi), San Gimignano 33 km (20 mi), Florence 46 km (28 mi) and Montalcino 68 km (42 mi).
Some other major tourist destinations you should consider visiting are: Florence 46 km (28 mi), Viareggio 140 km (87 mi), Forte Dei Marmi 147 km (91 mi), Rome 267 km (166 mi), Milan 340 km (211 mi) and Naples 458 km (284 mi).
Additional Information
Check-In Time: 16:00 - 19:00
Check-Out Time: 09:00 - 10:00
Pool Open: 3 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) 59 km (36 mi), Pisa (psa) 105 km (65 mi), Bologna (blq) 145 km (90 mi), Roma Ciampino (cia) 276 km (171 mi) and Genova (goa) 278 km (173 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 sumptuous 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 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.
Villa Pietrafitta
Book your vacation for the period from 02 May 2026 to 30 May 2026 and save 20% (minimum 7 nights).
Book your vacation for the period from 04 July 2026 to 01 August 2026 and save 20% (minimum 7 nights).
Villa Ida
Fabulous independent house with A/C, WIFI, pool, TV, patio and pets allowed, near Greve In Chianti
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- 2
- 2
Description
Villa Ida is a beautiful stone building (120 sq m) with WiFi internet and air conditioning. The property can sleep up to six guests comfortably in two bedrooms with two bathrooms. Conveniently located 4 km (3 mi) from Castellina In Chianti, Italy in the tourist area "Siena And Surroundings" and only 19 km (12 mi) from Greve In Chianti.
The pool is shared with another villa for 5 people, which is only used occasionally.
What to Expect
Upon arrival at Villa Ida you’ll find a beautiful clean well-maintained property with views of the hills perfect for a splendid vacation 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. For your pleasure, on the grounds there is a patio and barbecue grill.
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: Greve In Chianti 19 km (12 mi), Siena 26 km (16 mi), San Gimignano 32 km (20 mi), Florence 48 km (30 mi) and Montalcino 68 km (42 mi).
Some other major tourist destinations you should consider visiting are: Florence 48 km (30 mi), Viareggio 142 km (88 mi), Forte Dei Marmi 149 km (93 mi), Rome 266 km (165 mi), Milan 342 km (212 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 Villa Ida. 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 - 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) 61 km (38 mi), Pisa (psa) 107 km (66 mi), Bologna (blq) 147 km (91 mi), Roma Ciampino (cia) 275 km (171 mi) and Genova (goa) 280 km (174 mi).
A Casa Dell'ida
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- 1
- 1
Description
Pagliazzone is a cottage with private and fenced garden and is located in the hills of the Val d'Ambra, dominated by the ancient ruins of the Cennina Castle and immersed in the peace and quiet of the countryside. A short walk will take you to the characteristic village of Bucine. When you feel like leaving the swimming pool and the peace of the garden for a while, the small, typical villages of the Val d'Ambra and Chianti are easy and quick to reach, and Arezzo, Florence and Siena are excellent day trips.
The little house is surrounded by a fully-fenced garden with a well-kept lawn, shaded by tall pines and filled with flowers, where your pets can run freely. A view of the surrounding vineyards and hills will accompany your lazy summer days, along with several corners designed for relaxing in peace. You decide which is the best spot to enjoy the view... whether it is from the cool water of your private swimming pool (5x11 m, depth 1.20-1.80 m - open from 01st May to 30th September), or from an armchair under the pergolas, perhaps from the shady gazebo hidden among the trees, or from a sun lounger by the pool...
The typical Tuscan furnishings, with their rustic charm, together with good equipment complete the whole. The cottage is particularly suitable for couples.
The owners live next door and are very attentive to the well-being of their guests and clean the pool and garden every morning. Pagliazzone
Casa Fioraie
Private Villa rental with WIFI, private pool, A/C, TV, patio, panoramic view, near Greve In Chianti
- 6
- 2
- 2
In high demand!
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
Casa Anita - Castellina in Chianti - Granaio, Tosc
Private Holiday villa with pool, A/C, WIFI, TV, veranda, panoramic view, near San Gimignano
- 4
- 2
- 1
Description
Conveniently located 14 km (9 mi) from Castellina In Chianti, Italy in the tourist area "San Gimignano And Surroundings" and only 24 km (15 mi) from San Gimignano. Casa Anita - Castellina In Chianti - Granaio, Tosc is a beautiful stone building (70 sq m) with WiFi internet and air conditioning. The property can accommodate up to four guests comfortably in two bedrooms with one bathroom.
Your Experience
After arriving at Casa Anita - Castellina In Chianti - Granaio, Tosc you’ll find a nice clean well-maintained property with views of the hills perfect for a relaxing holiday in Tuscany. For your enjoyment you will find a pool where you can relax while enjoying a nice cold beverage after a busy day of sightseeing. 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 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 24 km (15 mi), Greve In Chianti 27 km (17 mi), Siena 45 km (28 mi), Florence 52 km (32 mi) and Montalcino 81 km (50 mi).
Some other major tourist destinations you should consider visiting are: Florence 52 km (32 mi), Viareggio 143 km (89 mi), Forte Dei Marmi 153 km (95 mi), Rome 280 km (174 mi), Venice 299 km (186 mi) and Milan 346 km (215 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 18 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) 65 km (40 mi), Pisa (psa) 99 km (61 mi), Bologna (blq) 151 km (94 mi), Genova (goa) 284 km (176 mi) and Roma Ciampino (cia) 289 km (179 mi).
Additional Services
Tours - Custom tours can be organized by the owner for your group. For more details about the tours available, speak to the owner after arriving or ask prior to booking. The cost will vary depending in the individual tour and number of people.
Casa Anita - Castellina In Chianti - Granaio, Tosc
- 10
- 5
- 5
Someone else is looking at this property right now!
Description
Property Summary
This beautiful holiday villa is a former mill nestled in the picturesque countryside of Val d'Ambra, perfectly positioned between the renowned Chianti wine region and the historic city of Arezzo near Bucine, Italy. The property has been meticulously restored with careful attention to every architectural detail, incorporating traditional materials such as wood, terracotta and stone that honor its historical heritage. You will enjoy exclusive access to this independent villa surrounded by a magnificent garden and sunflower fields that create an idyllic Tuscan landscape. The property features a heated swimming pool with hydromassage for ultimate relaxation, while convenient parking and Internet Wifi connectivity ensure modern comfort throughout your stay. The villa accommodates up to 10 guests comfortably with the possibility of hosting 2 additional guests.
Outdoors
The outdoor spaces of this exceptional property offer an impressive array of features designed for relaxation and entertainment. The centerpiece is a generous heated swimming pool measuring 7x17 meters with a depth of 1.40 meters, enhanced with hydromassage jets and surrounded by the golden hues of sunflower fields. The pool area is set within a secure 1-hectare fenced park that provides complete privacy and safety. Below the pool, you will discover a dedicated outbuilding equipped with a large barbecue area, a traditional wood-burning oven, a spacious sink, and a gas cooker with electric oven, perfect for outdoor culinary experiences. This outbuilding also features a comfortable dining room where you can enjoy alfresco meals while taking in the stunning countryside views. The beautiful garden provides direct access from the main living areas, offering multiple spots for outdoor relaxation and enjoyment of the authentic Tuscan atmosphere.
Unit Layout
This independent villa is thoughtfully designed across two levels to accommodate 10 guests with the capacity to host 2 additional guests if needed, featuring 5 bedrooms and 5 bathrooms throughout. The ground floor welcomes you with a spacious living room complete with a welcoming fireplace, creating a warm and inviting atmosphere for gathering with family and friends. Adjacent to this is a large dining area that opens directly onto the garden, seamlessly connecting indoor and outdoor living spaces. The well-equipped kitchen on this level provides everything needed for preparing meals during your stay. Ascending to the upper floor, you will find five generously proportioned double bedrooms, two of which can accommodate an extra bed when required. Each bedroom benefits from its own private bathroom fitted with either a shower or bathtub, ensuring privacy and convenience for all guests. One of the bathrooms stands out as particularly luxurious, featuring a jacuzzi tub where you can unwind after a day of exploring the Tuscan countryside.
Amenities Included
Your comfort is ensured through a comprehensive range of modern amenities thoughtfully provided throughout the villa. Climate control is managed by sophisticated software that maintains an ideal temperature year-round, with Air Conditioning available for the warmer months and underfloor heating for cooler periods. The entertainment options include Satellite TV, a DVD player, VCR and Television, along with a hi-fi system for your enjoyment. The kitchen is fully equipped with essential appliances including a Dishwasher, Microwave, and oven to make meal preparation effortless. For longer stays, you will appreciate the convenience of a Washing Machine and dryer to keep your wardrobe fresh. The outdoor Barbecue area, complemented by the wood-burning oven in the poolside outbuilding, provides wonderful opportunities for outdoor cooking experiences. The living room Fireplace adds both warmth and ambiance to cooler evenings. Additional thoughtful touches include mosquito nets throughout the property, a safe for securing valuables, bicycles for exploring the surrounding countryside, games for children, and a complimentary GPS device to help you navigate the region with ease.
Other Information
The villa operates with underfloor heating and temperature management controlled by advanced software to ensure optimal comfort throughout your stay. You are welcome to bring your pets to this property. The outbuilding below the pool area includes additional facilities such as a bathroom and a dedicated room featuring a sauna and shower, perfect for wellness and relaxation. An electric car charging station is available on the property for guests traveling with electric vehicles. Check-in is available between 15.00 and 19.00, and check-out is scheduled for 10.00. The swimming pool is open seasonally from 01/05 to 31/10. Upon arrival, you will be required to provide a security deposit of 1000 euros, which will be returned at the end of your stay minus any costs for damages that may have been incurred. A tourist tax may be required upon arrival in accordance with the regulations of the host municipality.
Distances and Attractions
The property enjoys an enviable location in the Val d'Ambra countryside, positioned harmoniously between two of Tuscany's most celebrated areas. To one side lies the famous Chianti region, renowned worldwide for its exceptional wines, rolling vineyards and charming medieval villages where you can sample local cuisine and explore historic wine cellars. To the other side, you will find the artistic city of Arezzo, a treasure trove of Renaissance art and architecture, offering museums, antique markets and authentic Tuscan culture. The surrounding countryside provides endless opportunities for scenic drives, cycling excursions using the bicycles provided at the villa, and discovering the authentic charm of rural Tuscany with its sunflower fields, olive groves and traditional farmhouses.
Costs & Services
Included services
- Consumption of water, gas and electricity
- Final cleaning
- Linen for bedrooms and bathrooms with weekly linen change
- Pizza party
Extra costs
- Air conditioning or heating consumption: €12.00 per day
- Pool heating: €450.00 per week
- Security deposit: €1000.00
- Pets: €25.00 per week
- Cot: €30.00 per week
- Extra bed: €80.00 per week
- Tourist tax: amount determined by local municipality regulations
On request
- Electric car charging: based on consumption Mulino della Villa
Podere Sangiovese, Pool and View in Chianti
Amazing private villa with private pool, WIFI, pets allowed and panoramic view
- 9
- 5
- 3
Description
Conveniently located 6 km (4 mi) from Castellina In Chianti, Italy in the tourist area "Siena And Surroundings" and only 27 km (17 mi) from Greve In Chianti. Podere Sangiovese, Pool and View in Chianti is a lovely holiday home (200 sq m) with private pool and WiFi internet. The property can sleep up to nine guests comfortably in five bedrooms with three bathrooms.
The Experience
After arriving at Podere Sangiovese, Pool and View in Chianti you’ll find a beautiful clean well-maintained property with views of the hills ideal for a splendid holiday in Tuscany. For your enjoyment you will find a private pool where you can relax while enjoying a nice cold beverage after a hectic day of visiting museums. Dining with friends and family is a huge part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your holiday. The kitchen includes coffee machine, stove and refrigerator, as well as, plenty of tableware and cutlery for up to nine people. Dine 'al fresco' like a real Tuscan, the fully furnished garden is the perfect setting to enjoy food, family and the lovely Tuscan weather.
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 27 km (17 mi), Siena 28 km (17 mi), San Gimignano 30 km (18 mi), Florence 61 km (38 mi) and Montalcino 64 km (40 mi).
Some other major tourist destinations you should consider visiting are: Florence 61 km (38 mi), Viareggio 154 km (96 mi), Forte Dei Marmi 161 km (100 mi), Rome 263 km (163 mi), Venice 307 km (191 mi) and Milan 357 km (222 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Podere Sangiovese, Pool and View in Chianti. 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: 08:00 - 10:00
Pool Open: 1 May - 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) 73 km (45 mi), Pisa (psa) 108 km (67 mi), Bologna (blq) 160 km (99 mi), Roma Ciampino (cia) 272 km (169 mi) and Roma Fiumicino (fco) 284 km (177 mi).
Podere Sangiovese, Pool and View in Chianti
- 4
- 2
- 1
Description
Property Summary
Nestled just 1 km from Ambra in the heart of Tuscany, this vacation rental is a charming and historic farmhouse known as "Il Lamone." It offers a truly immersive Tuscan experience with its typical furniture, large outdoor areas for al fresco dining, and a secluded, sunny position surrounded by trees and meadows. The property boasts 4 hectares of land, including a 2-hectare garden exclusively for guest use, and an above-ground swimming pool (7 x 3 m, depth 125 - 125 cm) available seasonally from April 27 to September 30. Garden furniture, a barbecue, and pool maintenance by the owner/gardener are included.
Outdoors
Guests can soak up the Tuscan sun while lounging in the spacious outdoor areas, which are ideal for al fresco dining. The property boasts 4 hectares of land, including a 2-hectare garden exclusively for guest use. Relax by the above-ground swimming pool (7 x 3 m, depth 125 - 125 cm), available seasonally from April 27 to September 30, or enjoy the provided garden furniture and barbecue facilities. The owner/gardener ensures the pool and outdoor areas are well-maintained.
Other Information
The farmhouse offers all the necessary amenities for a comfortable stay, including a TV, central heating system, and a washing machine. Heating is available from November 1 to April 15, and room cleaning can be arranged for an additional fee. Motor access to the house is possible, and parking is available on the grounds. Within 800 meters, guests will find a shop, grocery store, and restaurant for convenience.
Distances and Attractions
Ideally situated in the Florence-Siena-Arezzo cultural triangle, this vacation rental serves as an excellent base for day trips to these renowned art cities. The nearest railway station, "Bucine," is 9 km away, and outdoor recreational facilities such as a swimming pool, tennis court, and riding stable are within 4-5 km of the house. The surrounding area is known for its beautiful castles, including Cennina, Lupinari, and Gargonza, offering opportunities to explore the region's rich history and natural beauty. Il Lamone
Lunaria + Solaria + Nuvola
Stunning private property with private pool, WIFI, TV, patio, pets allowed and panoramic view
- 10
- 4
- 3
Description
Property Summary
La Casa di Life is a charming 16th-century country house in the hamlet of Cennina, just 2 kilometers from Ambra, Bucine, Italy. This two-story vacation rental offers three spacious apartments and boasts amenities like a Swimming Pool, Yard, Internet Wifi, Parking, and EV Charging Station. The property is surrounded by trees on a private 10,000 square meter fenced plot with a beautifully landscaped garden featuring a lawn and wildlife area.
Outdoors
Nature lovers will appreciate the property's elevated position, with the edge of the forest just 300 meters away. The large, fenced swimming pool (10 x 5 meters) is available seasonally from May to September, complemented by an outdoor shower, terrace, garden furniture, and barbecue area.
Other Information
The owner resides in a separate semi-detached house and has a dog. Baby equipment is provided, but groups of teenagers are allowed only upon request. The property is conveniently located near various amenities, including shops, groceries, supermarkets (3.5 kilometers), restaurants, bakeries, a bus stop (3.5 kilometers), and the Bucine railway station (6 kilometers).
Distances and Attractions
Nearby attractions include the sandy beach at Marina di Grosseto (100 kilometers), thermal baths at Rapolano Terme (23 kilometers), a 9-hole golf course (45 kilometers), and tennis courts (6 kilometers). The property also offers easy access to popular destinations like Siena (35 kilometers), Arezzo (35 kilometers), and Florence (63 kilometers). Lunaria + Solaria + Nuvola
Villa la Piaggia
Private House with private pool, WIFI, TV, balcony, panoramic view, close to Arezzo
- 10
- 4
- 2
Description
Property Summary
Enjoy the tranquility and charm of Villa La Piaggia, a beautifully renovated farmhouse nestled in the peaceful surroundings of Bucine, Italy. This cozy vacation rental offers a private and fenced garden of 900 square meters, complete with a stunning swimming pool measuring 5 x 10 meters, providing the perfect setting for outdoor relaxation and dining. The villa boasts rustic Tuscan furnishings complemented by ethnic-style pieces, creating a unique and authentic atmosphere. Additionally, it features amenities such as Internet WiFi, parking on the premises, and a yard area.
Outdoors
Villa La Piaggia offers a truly idyllic outdoor experience. Immerse yourself in the panoramic views of the valley, with the picturesque Monte S. Savino visible in the distance. The property's private and fenced garden spans an impressive 900 square meters, providing ample space for leisure and recreation. Enjoy the refreshing waters of the beautiful swimming pool, measuring 5 x 10 meters and with a depth of 140 - 250 centimeters, available for use from April 30th to October 25th. The garden also features an outdoor shower, garden furniture, and a barbecue area, ensuring a comfortable and convenient alfresco dining experience.
Other Information
Villa La Piaggia was thoughtfully renovated in 2000 and is situated at an altitude of 350 meters. Parking is conveniently available on the premises, and the property can be accessed via a 2.5-kilometer unmade road in good condition. The villa's heating is available from November 1st to April 15th, ensuring a cozy and comfortable stay during the cooler months. Please note that the nearest shop and grocery store are located 5 kilometers away, while the supermarket is 12 kilometers from the property.
Distances and Attractions
Villa La Piaggia is ideally situated near a variety of amenities and attractions, ensuring a memorable and enriching holiday experience. Within a 5-kilometer radius, you'll find a typical restaurant, small shops, and a bus stop. For those seeking recreational activities, tennis courts are located 20 kilometers away, and a riding stable is just 15 kilometers from the villa. Nearby attractions include the charming towns of Civitella in Val di Chiana (5 kilometers), Monte San Savino (16 kilometers), Castelnuovo Berardenga (28 kilometers), and Gaiole in Chianti (40 kilometers). Additionally, the renowned Rapolano Terme thermal baths are conveniently located 30 kilometers away, offering a relaxing and rejuvenating experience. Villa la Piaggia
