Luxury Villas with Pool in Ponte a Bozzone, Italy
Results 41 - 60 of 70
Villa San Giovanni
Independent Holiday rental with A/C, WIFI, private pool, TV, patio, panoramic view, near Montalcino
- 10
- 5
- 6
Someone just enquired about this property!
Description
Property Villa San Giovanni is a lovely property (320 sq m) that includes air conditioning, WiFi internet and private pool. The property can accommodate up to ten guests comfortably in five bedrooms with six bathrooms. Villa San Giovanni is located 1 km (4171 ft) from San Giovanni D'asso, Italy and only 19 km (12 mi) from Montalcino in the tourist area "Orcia Valley".
What to Expect
Upon arrival at Villa San Giovanni you’ll find a nice clean well-maintained property with views of the hills perfect for a splendid vacation in Tuscany. Regardless of how you spend your days - shopping, sightseeing, visiting museums or just driving in the countryside, when you arrive home you can unwind with your family and friends at the pool for a perfect ending to another day in Tuscany. Outside you will also find a barbecue grill and patio. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to ten 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: Montalcino 19 km (12 mi), Montepulciano 33 km (21 mi), Siena 44 km (27 mi), Cortona 50 km (31 mi) and Arezzo 55 km (34 mi).
Some other major tourist destinations you should consider visiting are: Florence 111 km (69 mi), Viareggio 221 km (137 mi), Forte Dei Marmi 228 km (142 mi), Rome 216 km (134 mi), Milan 421 km (262 mi) and Naples 407 km (253 mi).
Additional Information
Check-In Time: 16:00 - 19:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 15 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 140 km (87 mi), Pisa (psa) 159 km (99 mi), Roma Ciampino (cia) 225 km (140 mi), Bologna (blq) 226 km (141 mi) and Roma Fiumicino (fco) 238 km (148 mi).
More Services
Tours The owner can organize custom truffle hunting tours followed by truffle, wine and olive oil tasting for your group. To learn about the tours available, inquire prior to booking to ensure availability. The cost will vary depending on the specific tour and number of people.
Tasting The owner can organize custom truffle, wine and olive oil tasting for your group. To learn more, inquire prior to booking. The cost will vary depending on the number of people.
Painting lessons The owner can organize custom painting lessons with a talented artist for your group. To learn more, inquire prior to booking. The cost will vary depending on the number of people.
Cooking Lessons - If you're interested in discovering more about Tuscan cooking, inquire about the cooking lessons that can be arranged 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.
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a sumptuous meal using local produce? The chef will organize 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 extra costs.
Maid Service - If you'd like maid service during your visit that can be arranged by the owner. Inquire for more details about the additional cost.
Il Tribbio
Villa delle Palme
Independent Property with WIFI, A/C, private pool, TV, terrace, panoramic view, near Montalcino
- 14
- 8
- 7
Description
Vacation rental Villa Delle Palme is a beautiful property (500 sq m) that includes WiFi internet, air conditioning and private pool. The property can sleep up to 14 people comfortably in eight bedrooms with seven bathrooms. Villa Delle Palme is located in San Giovanni D'asso, Italy and only 18 km (11 mi) from Montalcino in the tourist area "Orcia Valley".
What to Expect
Upon arrival 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. After a busy day of sightseeing, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day. 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, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to 14 people. Dine 'al fresco' like a real Tuscan, the fully furnished terrace is the perfect setting to enjoy food, family and the beautiful Tuscan weather.
Places Nearby
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montalcino 18 km (11 mi), Montepulciano 32 km (20 mi), Siena 45 km (28 mi), Cortona 49 km (30 mi) and Arezzo 54 km (34 mi).
Some other major tourist destinations you should consider visiting are: Florence 133 km (83 mi), Viareggio 220 km (137 mi), Forte Dei Marmi 227 km (141 mi), Rome 215 km (134 mi), Milan 420 km (261 mi) and Naples 406 km (252 mi).
Additional Information
Check-In Time: 16:00 - 19:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 15 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 138 km (86 mi), Pisa (psa) 160 km (99 mi), Roma Ciampino (cia) 224 km (139 mi), Bologna (blq) 225 km (140 mi) and Roma Fiumicino (fco) 237 km (147 mi).
Special Services
Maid Service daily maid service included in the rental price.
Tours The owner can organize custom truffle hunting tours followed by truffle, wine and olive oil tasting for your group. To learn about the tours available, inquire prior to booking to ensure availability. The cost will vary depending on the specific tour and number of people.
Tasting The owner can organize custom truffle, wine and olive oil tasting for your group. To learn more, inquire prior to booking. The cost will vary depending on the number of people.
Painting lessons The owner can organize custom painting lessons with a talented artist for your group. To learn more, inquire prior to booking. The cost will vary depending on the number of people.
Cooking Lessons - If you're interested in discovering more about Tuscan cooking, inquire about the cooking lessons that can be organized at the property. It's a pleasant way to spend time with friends and family while learning the techniques required to master Tuscan cuisine. For more details and the additional cost, please contact us.
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a delicious meal using local produce? The chef will arrange the meal based on your preferences and dietary needs. The chef will offer advice for the various courses and the wine. Inquire for more details and the additional costs.
Villa La Consuma
Book your vacation for the period from 17 April 2026 to 09 May 2026 and save 20% (minimum 6 nights). Offer valid until 13 April 2026.
Book your vacation for the period from 10 May 2026 to 30 May 2026 and save 20% (minimum 7 nights). Offer valid until 06 May 2026.
Book your vacation for the period from 06 June 2026 to 20 June 2026 and save 20% (minimum 7 nights). Offer valid until 02 June 2026.
Podere D'Asso
Private Holiday rental with A/C, WIFI, private pool, TV, patio, panoramic view, close to Montalcino
- 12
- 6
- 8
Description
Vacation rental Podere D'Asso is a nice stone building (778 sq m) that includes air conditioning, WiFi internet and private pool. The property can accommodate up to 12 guests comfortably in six bedrooms with eight bathrooms. Podere D'Asso is located 2 km (2 mi) from San Giovanni D'asso, Italy and only 20 km (12 mi) from Montalcino in the tourist area "Orcia Valley".
Your Experience
Upon arrival you’ll find a nice clean well-maintained property with views of the hills perfect for a relaxing holiday 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 unwind with your family and friends at the pool for a perfect ending to another day in Tuscany. Also available outdoors are a barbecue grill and patio. Dining with friends and family is a big part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your holiday. The kitchen includes coffee machine, 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 beautiful Tuscan weather.
What's Nearby?
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montalcino 20 km (12 mi), Montepulciano 31 km (19 mi), Siena 47 km (29 mi), Cortona 47 km (29 mi) and Arezzo 53 km (33 mi).
Some other major tourist destinations you should consider visiting are: Florence 132 km (82 mi), Viareggio 219 km (136 mi), Forte Dei Marmi 226 km (140 mi), Rome 214 km (133 mi), Milan 419 km (260 mi) and Naples 405 km (251 mi).
Additional Information
Check-In Time: 15:00 - 20:00
Check-Out Time: 09:00 - 12:00
Pool Open: 20 May - 1 November (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) 137 km (85 mi), Pisa (psa) 200 km (124 mi), Roma Ciampino (cia) 223 km (138 mi), Bologna (blq) 224 km (139 mi) and Roma Fiumicino (fco) 235 km (146 mi).
More Services
Cooking Lessons - If you're interested in learning more about Tuscan cooking, inquire about the cooking lessons that can be scheduled at the property. It's a fun way to spend time with friends and family while discovering the techniques needed to master Tuscan cuisine. For more details and the extra cost, please contact us.
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a delicious meal using local produce? The chef will schedule the meal based on your preferences and dietary requirements. The chef will offer advice for the various courses and the wine. Ask for more details and the additional costs.
Tours - Custom tours can be arranged 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 specific tour and number of people.
Maid Service - Upgrade your vacation with maid service. This service can be organized by the owner. Inquire for more details about the extra cost.
Pre-Stocked Fridge - Take advantage of the pre-stocking service to save time and start your holiday hassle-free after a long trip. Inquire for more details, including the supplemental cost and how to organize this service.
Baby Sitting - A babysitter can be scheduled at Podere D'Asso. If you're traveling with kids and would like some alone time, talk to the owner directly about this option when you arrive.
Podere Verninelle
Villa Dell'Abate
Amazing independent holiday home with WIFI, private pool, A/C and TV, near Greve In Chianti
- 14
- 7
- 6
Description
Holiday home Villa Dell'abate is a beautiful property that includes air conditioning, private pool and WiFi internet. The property can sleep up to 14 people comfortably in seven bedrooms with six bathrooms. Villa Dell'abate is located 3 km (2 mi) from Sambuca, Italy and only 13 km (8 mi) from Greve In Chianti in the tourist area "San Gimignano And Surroundings".
What to Expect
Upon arrival you’ll find a nice clean well-maintained property perfect for a peaceful vacation in Tuscany. After a hectic day of shopping, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day.
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: Greve In Chianti 13 km (8 mi), Florence 31 km (19 mi), San Gimignano 31 km (19 mi), Siena 45 km (28 mi) and Montalcino 86 km (53 mi).
Some other major tourist destinations you should consider visiting are: Florence 31 km (19 mi), Viareggio 125 km (78 mi), Forte Dei Marmi 132 km (82 mi), Rome 284 km (177 mi), Venice 282 km (175 mi) and Milan 327 km (203 mi).
Additional Information
Pool Open: 1 April - 1 November (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) 44 km (27 mi), Pisa (psa) 90 km (56 mi), Bologna (blq) 133 km (83 mi), Genova (goa) 263 km (163 mi) and Venezia (vce) 286 km (178 mi).
Additional 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 mouth-watering meal using local produce? The chef will organize the meal based on your preferences and dietary requirements. The chef will offer advice for the various courses and the wine. Inquire for more details and the supplemental costs.
Maid Service - If you'd like maid service during your stay that can be organized by the owner. Inquire for more details about the supplemental cost.
Villa Antico Mulino
Villa Petrognano
Superb private house with A/C, WIFI, hot tub, private pool, TV, patio, near San Gimignano
- 16
- 8
- 8
Description
Beautiful private villa with swimming-pool situated in panoramic location on the Tuscan hills, between Florence and Siena. This splendid property has been recently restored preserving its original architectural features and has been turned into an elegant villa sleeping up to 16 people and an adjoining outbuilding for 8 people (rentable upon request only together with the main villa) allowing a total number of 24 guests. Both the villa and the outbuilding are tastefully furnished and offer spacious and extremely comfortable interiors.
This property provides all comforts and is an ideal destination for those who wish to spend a relaxing holiday in close contact with the surrounding landscape.
Distances: the charming small town of Barberino val D’Elsa with all kinds of shops 3 km away, Poggibonsi (railway station) 7 km, Florence (airport) 38 km away, Siena approx. 40 km, San Gimignano 19 km away, Volterra 47 km, Pisa (airport) 85 km away.
At guests’ disposal: large panoramic garden offering beautiful furnished terraces and pergolas, private swimming-pool (8 x 16 m – maximum depth 2,3 m – open from 01/05 to 30/09) with Jacuzzi area and swimming-pool for children (diameter 8 m - ), dress-room with sauna and toilet, table tennis. Laundry with ironing facilities. The villa is provided with fast internet connection (ADSL) and air-conditioning.
Large covered parking space (garage for 8 cars).
Extra services: Baby bed available upon request (free of charge). By arrangement: cooking classes, breakfast, lunch and dinner service. Baby-sitting available upon request.
The rental price includes 3 hours maid service every day.
Please carefully check if there are any extra costs to be paid on site! Villa Petrognano
Casa Lucia
Private Holiday rental with A/C, WIFI, pool, balcony, panoramic view, near Greve In Chianti
- 4
- 2
- 1
Description
Nice independent house with pool situated in a fantastic position offering beautiful panoramic views over the Tuscan hills and the towers of San Gimignano in the distance.
This beautiful house sits on a large estate (10.000 square meters) with olive groves and vineyards. The pool is approx. 20 m from the house away and it is to be shared with the owners. The house provides a nice, well-kept private garden.
Casa Lucia is sets on 2 levels (both with access on to the outside) and offers welcoming, nicely furnished interiors.
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 location is ideal for those who want to enjoy the peace of the Tuscan countryside and at the same time wish to visit all the Chianti little towns such as Castellina in Chianti, Radda in Chianti, Greve in Chianti, Gaiole in Chianti.
Distances: Tavarnelle with general stores 2 km away, San Gimignano 20 km, Florence (airport) 33 km away, Siena 39 km, Pisa (airport) 95 km, Lucca 105 km away.
At guests’ disposal: large outside areas with furnished garden (ideal for al-fresco dining), panoramic swimming-pool (13 x 6 m – min. depth 1,3 m – max. depth 2,1 m – open from 01/06 to 30/09) to be shared with the owners, open-air shower (only cold water available) and barbecue. Parking within the grounds.
Pets are not allowed.
Please carefully check if there are any extra costs to be paid on site! Casa Lucia
Book 14 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.
Chianti Fornace 1
Private Accommodation with sauna, hot tub, WIFI, A/C, private pool, TV, patio, near Greve In Chianti
- 12
- 6
- 5
Description
Conveniently located in Tavarnelle Val Di Pesa, Italy in the tourist area "San Gimignano And Surroundings" and only 17 km (11 mi) from Greve In Chianti. Vacation rental Chianti Fornace 1 is a beautiful stone building (400 sq m) that includes air conditioning, private pool and hot tub. The property can sleep up to 12 guests comfortably in six bedrooms with five bathrooms. There is a golf course nearby if you'd like to get in a round or two while on holiday.
The Experience
After arriving you’ll find a beautiful clean well-maintained property with views of the hills and the mountains perfect for a relaxing vacation in Tuscany. For your enjoyment you will find a private pool where you can unwind while enjoying a nice cold beverage after a busy day of shopping. Also available outdoors are a hot tub, barbecue grill, patio and playground. Dining with friends and family is a big part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 12 people. Dine 'al fresco' like a real Tuscan, the fully furnished veranda is the perfect setting to enjoy food, family and the beautiful Tuscan weather.
Places Nearby
Most people enjoy visiting 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: Greve In Chianti 17 km (11 mi), San Gimignano 29 km (18 mi), Florence 32 km (20 mi), Siena 49 km (31 mi) and Pisa 85 km (53 mi).
Some other major tourist destinations you should consider visiting are: Florence 32 km (20 mi), Viareggio 126 km (78 mi), Forte Dei Marmi 133 km (83 mi), Rome 284 km (176 mi), Venice 283 km (176 mi) and Milan 324 km (201 mi).
Additional Information
Check-In Time: 15:00 - 17:00
Check-Out Time: 07:00 - 10:00
Pool Open: 15 March - 15 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 45 km (28 mi), Pisa (psa) 87 km (54 mi), Bologna (blq) 131 km (82 mi), Genova (goa) 266 km (165 mi) and Venezia (vce) 285 km (177 mi).
Special Services
Cooking Lessons - If you're interested in discovering more about Tuscan cooking, ask about the cooking lessons that can be organized at the property. It's a pleasant way to spend time with friends and family while learning the techniques required to master Tuscan cuisine. For more details and the additional cost, please contact us.
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a delicious meal using local produce? The chef will arrange the meal based on your preferences and dietary needs. The chef will offer advice for the various courses and the wine. Inquire for more details and the extra costs.
Tours - Custom tours can be organized by the owner for your group. For more details about the tours offered, 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 - If you'd like maid service during your visit that can be arranged by the owner. Inquire for more details about the supplemental cost.
Pre-Stocked Fridge - Take advantage of the pre-stocking service to save time and start your vacation hassle-free after a long trip. Inquire for more details, including the additional cost and how to schedule this service.
Baby Sitting - A babysitter can be scheduled at Chianti Fornace 1. If you're traveling with kids and would like some alone time, speak to the owner directly about this option after arriving.
Chianti Fornace 1
- 6
- 3
- 3
Description
Property Summary
The modern and beautiful two-story Villa Montisi, built in 2020, is surrounded by trees and fields in Montisi, 15 km from Montalcino. It offers a private garden with flowers, trees, and a seasonal swimming pool (4 x 12 m, depth 120 - 150 cm, available from May 1 to September 30) with an internal staircase. Additionally, it features amenities such as air conditioning, a washing machine, a tumble dryer, and parking on the premises. The villa is an ideal vacation rental for those seeking a peaceful retreat in the Tuscan countryside.
Outdoors
The villa boasts a beautiful private garden with flowers and trees, providing a serene outdoor space for relaxation. The highlight is the seasonal swimming pool (4 x 12 m, depth 120 - 150 cm), available from May 1 to September 30, complete with an internal staircase for easy access. Outdoor amenities include a shower, garden furniture, and a barbecue area, ensuring a comfortable and enjoyable outdoor experience. The pool is maintained by the owner or gardener.
Other Information
Conveniently located just 500 m from the center of Montisi, the villa offers easy access to nearby amenities. A shop and grocery store are within 500 m, while a supermarket is 10 km away. Restaurants are also available within a 5-minute walk, and the bus stop "Montisi" is 500 m from the property. For those traveling with young children, baby equipment is included.
Distances and Attractions
The villa is situated in a desirable location, with several nearby attractions easily accessible. Montalcino, renowned for its wine production, is just 23 km away, while the charming towns of Pienza and Montapulciano are within 30 km and 25 km, respectively. The historic city of Siena is approximately 50 km from the property, offering rich cultural experiences and architectural marvels. Trequanda, Italy, is also in close proximity, adding to the region's appeal for travelers seeking an authentic Tuscan experience. Villa Montisi
- 22
- 9
- 11
Description
Conveniently located 5 km (3 mi) from Figline Valdarno, Italy in the tourist area "Chianti" and only 17 km (10 mi) from Greve In Chianti. Vacation rental Podere La Torre is a beautiful stone building (800 sq m) that includes private pool, WiFi internet and hot tub. The property can sleep up to 22 people comfortably in nine bedrooms with 11 bathrooms.
The property consists of a main building and two residential units, each with independent entrance.
Your Experience
After arriving you’ll find a lovely clean well-maintained property with views of the hills and the mountains perfect for a splendid 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. Outdoors you will also find a barbecue grill, hot tub and patio. 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, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 22 people.
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 17 km (10 mi), Florence 50 km (31 mi), Siena 58 km (36 mi), Arezzo 59 km (37 mi) and San Gimignano 80 km (49 mi).
Some other major tourist destinations you should consider visiting are: Florence 50 km (31 mi), Viareggio 134 km (83 mi), Forte Dei Marmi 144 km (89 mi), Rome 263 km (163 mi), Venice 293 km (182 mi) and Milan 334 km (208 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 07:00 - 10:00
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) 55 km (34 mi), Pisa (psa) 117 km (73 mi), Bologna (blq) 142 km (88 mi), Roma Ciampino (cia) 272 km (169 mi) and Genova (goa) 276 km (172 mi).
More Services
Cooking Lessons - Discover from a local chef the techniques vital 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 required to prepare mouth-watering Tuscan meals when you return home. For more details and the supplemental cost, please contact us.
Professional Chef - Are you looking for a real treat during your vacation? Why not book a professional chef to prepare and serve you a delicious meal using local produce? The chef will schedule the meal based on your preferences and dietary requirements. The chef will offer advice for the various courses and the wine. Inquire for more details and the additional costs.
Tours - The owner can organize custom tours for your group. To learn 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.
Maid Service - Upgrade your vacation with maid service. This service can be scheduled by the owner. Inquire for more details about the supplemental cost.
Pre-Stocked Fridge - If you'd like to have the fridge and pantry stocked before you arrive that is possible at Podere La Torre. Inquire for more details, including the supplemental cost and how to arrange this service.
Baby Sitting - A babysitter can be arranged at Podere La Torre. If you're traveling with kids and would like some alone time, speak to the owner directly about this option after arriving.
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.
On one side of the property, with independent access, live the friendly owners who take care of the maintenance of the park and pool without interfering in the privacy of the guests. Villa La Torre - Podere La Specola
Il Canto del Maggio
Comfortable apartment with WIFI, pool, A/C, TV, patio, pets allowed and panoramic view
- 6
- 14
- 6
- 6
| Accommodation | ||||
|---|---|---|---|---|
| La Castellana | 2 | 1 | 1 | |
| Canto al Sole | 2 | 1 | 1 | |
| Bellina | 2 | 1 | 1 | |
| All 3 Accommodations | 6 | 3 | 3 |
Description
Hospitality, Osteria "Gentile" with veg garden, Cooking School and a stunning infinity pool overlooking the valley: il Canto del Maggio, owned by Simona and her family, isn’t just a place to sleep — it’s a place where you meet a family deeply rooted in this land and in its rhythms.
Here guests are welcomed into six charming units that reflect a rare and authentic form of hospitality: the Albergo diffuso—literally, a ‘scattered hotel’. Developed in Italy, this model revitalizes once-abandoned villages by blending comfort with local tradition in a truly immersive experience- in fact the "borgo" is a shared community between locals that live here permanently, and travelers that was born in the late 1980's.
Our collaboration with this placa was born to promote a network of local chefs, farmers, winemakers, guides, and hospitality professionals — all working together to create meaningful moments that we hope will make your stay one to remember.
My team (I am Tuscany) and I will take care of the accommodation side of your experience — from the moment you book to the day you arrive. Before your stay, we’ll coordinate with you to plan any extra services or personalized experiences, so everything is ready and tailored to your needs before you arrive.
Simona, the soul of this place, will welcome you into her world: her home, her kitchen, around her table, or walking through the vegetable garden — the orto. On the plate, a cuisine that arises spontaneously: the garden decides the menu, and we simply follow its lead.
Together, we can plan special dinners in the garden or by the pool, enjoy breakfast on the terrace or your private patio, and explore much more — from local farmers’ markets and tastings to our favorite go-to places in the area.
Available experiences include:
-Harvesting ingredients directly from the garden and discovering the joy of simple, farm-to-table cooking
-Themed culinary workshops (vegetarian, pastry-making, regional cuisine)
-Activities that immerse you in the natural beauty, culture, and traditions of the area
-Private meals (including breakfast) served anywhere on the property
-Pop-up events hosted by the restaurant or the outdoor kitchen
-Private events and retreats tailored to your needs Il Canto Del Maggio
Special Offer for La Castellana
Book your vacation for the period from 30 March 2026 to 20 December 2026 and save 15% (minimum 7 nights).
Book your vacation for the period from 30 March 2026 to 30 June 2026 and save 10% (minimum 3 nights).
Apartment:
Canto al Sole
Bellina
Villa Pancole
Unique private vacation home with WIFI, A/C, private pool, TV and patio, near San Gimignano
- 10
- 5
- 4
Description
Villa Pancole is located 7 km (4 mi) from Strada, Italy and only 6 km (4 mi) from San Gimignano in the tourist area "San Gimignano And Surroundings". Villa Pancole is a beautiful stone building (300 sq m) with air conditioning, private pool and WiFi internet. The property can sleep up to ten guests comfortably in five bedrooms with four bathrooms.
The Experience
When you arrive at Villa Pancole you’ll find a nice clean well-maintained property perfect for a splendid holiday in Tuscany. After a hectic day of sightseeing, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. Also available outside are a barbecue grill, patio and tennis court. 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 and refrigerator, as well as, plenty of tableware and cutlery for up to ten people. Dine 'al fresco' like a real Tuscan, the fully furnished veranda is the perfect setting to enjoy food, family and the beautiful Tuscan weather.
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 6 km (4 mi), Greve In Chianti 39 km (24 mi), Siena 43 km (27 mi), Florence 54 km (34 mi) and Pisa 82 km (51 mi).
Some other major tourist destinations you should consider visiting are: Florence 54 km (34 mi), Viareggio 111 km (69 mi), Forte Dei Marmi 114 km (71 mi), Rome 282 km (175 mi), Venice 305 km (190 mi) and Milan 347 km (215 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 January - 31 December
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 68 km (42 mi), Pisa (psa) 83 km (52 mi), Bologna (blq) 154 km (96 mi), Genova (goa) 246 km (153 mi) and Roma Ciampino (cia) 291 km (181 mi).
There is a private restaurant with a dedicated private chef located about 100 meters from the villa. The service is exclusively reserved for villa guests and requires advance reservation. It is available for dinner service and for private cooking classes.
Villa San Gimignano View
Le Fonti di Santa Lucia
Unique independent villa with A/C, WIFI, private pool, TV, terrace, pets allowed and panoramic view
- 10
- 5
- 6
Description
Property Summary
Nestled in the picturesque district of Santa Lucia, the villa known as "Le Fonti di Santa Lucia" is a stunning detached holiday rental set in the heart of the Tuscan countryside in San Gimignano, Italy. Elevated on a gentle slope and surrounded by rolling meadows and vineyards, this property offers a secluded and tranquil retreat that perfectly captures the essence of rural Tuscany. The villa sits within a beautifully maintained and fully fenced yard of 3,000 m2, adorned with colorful flowers, mature trees, and a charming natural pond, creating a serene and private atmosphere for guests seeking an authentic countryside escape. A large swimming pool measuring 14 x 6 m is available seasonally from 25 April to 10 October, providing a refreshing focal point for warm summer days, with pool maintenance handled directly by the owner and gardener. Guests benefit from reliable internet WiFi access throughout their stay, ensuring seamless connectivity without compromising the peaceful rural setting. For those arriving by car, a roofed parking area conveniently located at the house accommodates up to 4 vehicles, making arrivals and departures effortless for larger groups or families.
Outdoors
The outdoor spaces at "Le Fonti di Santa Lucia" are among the property's most captivating features, offering an exceptional blend of natural beauty and practical comfort. The expansive fenced garden of 3,000 m2 envelops the villa in lush greenery, with a diverse array of flowering plants, trees, and a peaceful natural pond that adds a distinctive charm to the landscape. The generously sized swimming pool, measuring 14 x 6 m, is available for use from 25 April to 10 October and is maintained by the owner and gardener, ensuring it remains in pristine condition throughout the season. An outdoor shower is conveniently positioned near the pool area, allowing guests to rinse off with ease after a swim. A terrace provides an inviting space for outdoor dining, relaxation, and enjoying the sweeping views of the surrounding vineyards and meadows, making it an ideal setting for leisurely mornings or al fresco evenings in the Tuscan countryside.
Other Information
Guests accessing "Le Fonti di Santa Lucia" should be aware that the villa is reached via a 300-metre-long steep motor road along an unmade road, which is an important consideration when planning arrival, particularly for low-clearance vehicles. Linen changes are provided once a week during the stay, ensuring a comfortable and well-maintained environment throughout the rental period.
Distances and Attractions
"Le Fonti di Santa Lucia" enjoys an exceptionally convenient location for guests wishing to explore the rich cultural and natural heritage of Tuscany. The historic center of San Gimignano, renowned for its medieval towers and vibrant local life, is just 2.5 km from the property, making it easily accessible for day trips, dining, and shopping. The town of Poggibonsi, offering a range of everyday amenities and services, is located 10 km away, while the magnificent city of Siena, with its world-famous Piazza del Campo and Gothic cathedral, can be reached in approximately 47 km. For those seeking sun and sea, the sandy beach of Cecina Mare lies 68 km from the villa, offering a wonderful coastal escape within comfortable driving distance. The nearest bus stop is situated 2.5 km from the property, and the railway station "Poggibonsi" is 10 km away, providing practical public transport connections for guests who prefer to travel without a car. Le Fonti di Santa Lucia
- 9
- 5
- 4
Description
Vacation rental Town House Garden is a nice stone building (350 sq m) that includes private pool and air conditioning. The property can sleep up to nine guests comfortably in five bedrooms with four bathrooms. Conveniently located , Italy in the tourist area "Orcia Valley" and only 21 km (13 mi) from Montepulciano.
What to Expect
Upon arrival at Town House Garden you’ll find a lovely clean well-maintained property 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 relax at the end the day. 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 vacation. The kitchen includes toaster 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 nice Tuscan weather.
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: Montepulciano 21 km (13 mi), Montalcino 27 km (17 mi), Cortona 43 km (27 mi), Arezzo 56 km (35 mi) and Siena 66 km (41 mi).
Some other major tourist destinations you should consider visiting are: Florence 128 km (79 mi), Viareggio 214 km (133 mi), Forte Dei Marmi 221 km (138 mi), Rome 209 km (130 mi), Milan 414 km (257 mi) and Naples 400 km (249 mi).
Additional Information
Check-In Time: 16:00 - 19:00
Check-Out Time: 08:00 - 10:00
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) 133 km (83 mi), Pisa (psa) 195 km (121 mi), Bologna (blq) 220 km (136 mi), Roma Ciampino (cia) 226 km (140 mi) and Roma Fiumicino (fco) 231 km (144 mi).
Town House Garden
- 12
- 6
- 5
Description
Conveniently located 12 km (7 mi) from Montalcino, Italy in the tourist area "Grosseto - Maremma" and only 48 km (30 mi) from Montepulciano. Vacation rental Lavacchio 12 is a nice stone building (360 sq m) that includes air conditioning, WiFi internet and private pool. The property can accommodate up to 12 people comfortably in six bedrooms with five bathrooms. If you enjoy a round of golf while on vacation, then you will be happy to know there is a golf course nearby.
What to Expect
This exceptionally beautiful property is located in a very quiet and spectacular position, just a few kilometres away from the lovely village of Montalcino. The property comprises both a large Tuscan stone-built farmhouse and a small guest house.
Air conditioning is available in most of the bedrooms.
When you arrive you’ll find a beautiful clean well-maintained property with views of the hills perfect for a peaceful vacation in Tuscany. After a busy day of sightseeing, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. 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 garden is the perfect setting to enjoy food, family and the lovely Tuscan weather.
What's Nearby?
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montepulciano 48 km (30 mi), Siena 70 km (43 mi), Cortona 82 km (51 mi), Arezzo 83 km (51 mi) and Greve In Chianti 109 km (68 mi).
Some other major tourist destinations you should consider visiting are: Florence 136 km (85 mi), Viareggio 215 km (133 mi), Forte Dei Marmi 226 km (141 mi), Rome 235 km (146 mi), Venice 387 km (240 mi) and Milan 430 km (267 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) 151 km (94 mi), Pisa (psa) 194 km (121 mi), Roma Fiumicino (fco) 218 km (135 mi), Bologna (blq) 236 km (146 mi) and Roma Ciampino (cia) 240 km (149 mi).
Additional Services
Maid Service - If you'd like maid service during your trip that can be arranged by the owner. Inquire for more details about the additional cost.
Two extra bedrooms are available at extra cost.
Cleaning service is included 3 hours a day, 5 days a week. Lavacchio 12
- 18
- 9
- 8
In high demand!
Description
Lavacchio 18 is a beautiful stone building (450 sq m) with air conditioning, private pool and WiFi internet. The property can accommodate up to 18 guests comfortably in nine bedrooms with eight bathrooms. Lavacchio 18 is located 11 km (7 mi) from Montalcino, Italy and only 48 km (30 mi) from Montepulciano in the tourist area "Grosseto - Maremma". If you enjoy a round of golf while on holiday, then you will be happy to know there is a golf course nearby.
What to Expect
When you arrive you’ll find a lovely clean well-maintained property with views of the hills ideal 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 unwind at the end the day. 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 vacation. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 18 people. Dine 'al fresco' like a real Tuscan, the fully furnished garden is the ideal setting to enjoy food, family and the nice Tuscan weather.
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: Montepulciano 48 km (30 mi), Siena 70 km (43 mi), Cortona 82 km (51 mi), Arezzo 83 km (51 mi) and Greve In Chianti 109 km (68 mi).
Some other major tourist destinations you should consider visiting are: Florence 136 km (85 mi), Viareggio 214 km (133 mi), Forte Dei Marmi 226 km (140 mi), Rome 235 km (146 mi), Venice 387 km (240 mi) and Milan 430 km (267 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) 151 km (94 mi), Pisa (psa) 194 km (121 mi), Roma Fiumicino (fco) 218 km (135 mi), Bologna (blq) 236 km (146 mi) and Roma Ciampino (cia) 240 km (149 mi).
More Services
Maid Service - Upgrade your vacation with maid service. This service can be organized by the owner. Inquire for more details about the extra cost.
Maid service is included 15 hours per week. Lavacchio 18
Fontanelle 16
Fabulous private holiday villa with private pool, A/C, WIFI, TV, patio and panoramic view
- 16
- 8
- 8
Description
Holiday rental Fontanelle 16 is a beautiful stone building (500 sq m) that includes air conditioning, WiFi internet and private pool. The property can sleep up to 16 people comfortably in eight bedrooms with eight bathrooms. Conveniently located 10 km (6 mi) from Montalcino, Italy in the tourist area "Grosseto - Maremma" and only 47 km (29 mi) from Montepulciano.
The Experience
Upon arrival at Fontanelle 16 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 - sightseeing, shopping, 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. Outside you will also find a barbecue grill and patio. 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 16 people. If you prefer to dine 'al fresco', there is a fully furnished veranda where you can enjoy the weather while dining outdoors.
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: Montepulciano 47 km (29 mi), Siena 54 km (34 mi), Cortona 80 km (50 mi), Arezzo 82 km (51 mi) and Greve In Chianti 94 km (59 mi).
Some other major tourist destinations you should consider visiting are: Florence 121 km (75 mi), Viareggio 218 km (135 mi), Forte Dei Marmi 230 km (143 mi), Rome 223 km (138 mi), Venice 372 km (231 mi) and Milan 415 km (258 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) 154 km (96 mi), Pisa (psa) 197 km (123 mi), Roma Fiumicino (fco) 221 km (137 mi), Bologna (blq) 239 km (148 mi) and Roma Ciampino (cia) 243 km (151 mi).
More Services
Maid Service - Upgrade your holiday with maid service. This service can be arranged by the owner. Inquire for more details about the extra cost.
Cleaning service is included 15 hours a week. Fontanelle 16
- 14
- 7
- 6
In high demand!
Description
This really charming and elegant villa with private swimming pool is located in a very quiet and spectacular position, just a few kilometers away from the lovely village of Montalcino, the well known area for the famous worldwide red wine: Brunello di Montalcino. Just a five minutes drive away there is the famous Castello di Banfi where guests can visit the cellars and the hamlet while enjoying the great red wine, have lunch or dinner in one of their excellent restaurants.
The views from the house are outstanding taking in the Val d’Orcia and Crete Senesi, considered by many as the most beautiful areas of Tuscany. The owner a renowned Italian Architect and Interior Designer restored the villa in total respect to the Tuscan tradition and furnished it with an impressive combination of furniture personally designed and some antiques ones. The property comprises the main Tuscan stone-built farmhouse and a bedroom with en-suite bathroom in the guesthouse. Other bedrooms with en-suite bathroom can be rented at extra cost sleeping up to 18 people. Lavacchio has been restored and furnished to high standard all the first floor bedrooms have air-conditioning and two other portable units are available on request.
The photos of this beautiful property have been published over the years on many Interior Magazines.
Cleaning service is included 15 hours. Lavacchio 14
- 10
- 5
- 4
Description
Property Lavacchio 10 is a beautiful stone building (360 sq m) that includes WiFi internet, private pool and air conditioning. The property can sleep up to ten guests comfortably in five bedrooms with four bathrooms. Conveniently located 12 km (7 mi) from Montalcino, Italy in the tourist area "Grosseto - Maremma" and only 48 km (30 mi) from Montepulciano. There is a golf course nearby if you'd like to get in a round or two while on holiday.
Your Experience
Upon arrival at Lavacchio 10 you’ll find a beautiful clean well-maintained property with views of the hills ideal for a splendid holiday in Tuscany. After a busy day of visiting museums, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day. Dining with friends and family is a huge part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your holiday. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to ten people. Dine 'al fresco' like a real Tuscan, the fully furnished garden is the perfect setting to enjoy food, family and the beautiful Tuscan weather.
What's Nearby?
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montepulciano 48 km (30 mi), Siena 69 km (43 mi), Cortona 79 km (49 mi), Arezzo 82 km (51 mi) and San Gimignano 109 km (67 mi).
Some other major tourist destinations you should consider visiting are: Florence 136 km (85 mi), Viareggio 215 km (133 mi), Forte Dei Marmi 226 km (141 mi), Rome 235 km (146 mi), Venice 387 km (240 mi) and Milan 428 km (266 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) 149 km (93 mi), Pisa (psa) 191 km (119 mi), Roma Fiumicino (fco) 218 km (135 mi), Bologna (blq) 236 km (146 mi) and Roma Ciampino (cia) 240 km (149 mi).
Additional Services
Maid Service - Upgrade your holiday with maid service. This service can be arranged by the owner. Ask for more details about the supplemental cost.
Maid service is included 15 hours per week. Lavacchio 10
- 16
- 8
- 7
Description
This really charming and elegant villa with private swimming pool is located in a very quiet and spectacular position, just a few kilometers away from the lovely village of Montalcino, the well known area for the famous worldwide red wine: Brunello di Montalcino. Just a five minutes drive away there is the famous Castello di Banfi where guests can visit the cellars and the hamlet while enjoying the great red wine, have lunch or dinner in one of their excellent restaurants.
The views from the house are outstanding taking in the Val d’Orcia and Crete Senesi, considered by many as the most beautiful areas of Tuscany. The owner a renowned Italian Architect and Interior Designer restored the villa in total respect to the Tuscan tradition and furnished it with an impressive combination of furniture personally designed and some antiques ones. The property comprises the main Tuscan stone-built farmhouse and a bedroom with en-suite bathroom in the guesthouse. Other bedrooms with en-suite bathroom can be rented at extra cost sleeping up to 18 people. Lavacchio has been restored and furnished to high standard all the first floor bedrooms have air-conditioning and two other portable units are available on request.
The photos of this beautiful property have been published over the years on many Interior Magazines.
Cleaning service is included 15 hours. Lavacchio 16
- 8
- 3
- 3
Someone else is looking at this property right now!
Description
Beautiful and characteristic villa with a swimming pool located on the slopes of the well-known town of Montalcino. The hills where the rental is situated are home to the vines that produce the famous wine “Brunello di Montalcino”. The fantastic panoramic views from the villa stretch across Montalcino and the surrounding hills. A beautiful private swimming pool awaits guests for relaxing after days spent exploring the beauty of the area. The house dates back to the 17th century and it was transformed into a characteristic country home with large outdoor areas, well looked after and with numerous flowers and aromatic plants.
The property is surrounded by 3 hectares of olive groves.
This rental is ideal as a starting point for setting off to visit the most important places of interest that Tuscany has to offer (such as Pienza, Montepulciano, Siena, San Gimignano, Florence and the Chianti area)
Note: The villa has an outdoor video surveillance system
Available to guests: Garden and private swimming pool (5 m x 11 m – minimum depth 1.2m – maximum depth 1.5m). WI-FI connection available.
Parking available on the property.
Distances: Montalcino with a wide range of shops 2 km, Bagno Vignoni 18 km, Pienza 21 km, Montepulciano 35 km, Siena 41 km, Florence 105 km and Rome 200 km.
Please carefully check if there are any extra costs to be paid on site! Villa Montalcino
