Aiola Villas with Pool
Results 361 - 380 of 442
Casa dei Ciliegi
Private Property with private pool, TV, patio, panoramic view, close to San Gimignano
- 13
- 6
- 5
Description
Property Summary
Nestled in the rolling Tuscan countryside of Gambassi Terme, Italy, Casa dei Ciliegi is a breathtaking 18th-century farmhouse that has been meticulously renovated to offer an exceptional holiday rental experience. Surrounded by lush fields and vineyards, this remarkable property sits on 5 hectares of land and enjoys a secluded, quiet, and sunny position, making it an ideal retreat for those seeking both relaxation and exploration. The villa features a private swimming pool measuring 5 x 10 meters with a depth of 140 cm, available seasonally from April 24th to October 9th, providing the perfect setting for leisurely afternoons under the Tuscan sun. The expansive yard envelops the property in natural beauty, offering generous outdoor spaces for guests to unwind and connect with the surrounding landscape. Parking is conveniently available on the premises, ensuring a seamless and comfortable arrival for all guests.
Outdoors
The outdoor spaces of Casa dei Ciliegi are thoughtfully designed to complement the natural splendor of the Tuscan countryside. The private swimming pool, set within the beautifully maintained garden, is accompanied by an outdoor shower for added convenience. A spacious terrace furnished with garden furniture provides an inviting setting for al fresco dining and relaxation, while a barbecue area allows guests to enjoy memorable outdoor meals in a truly picturesque environment. Younger guests will delight in the dedicated children's playground, complete with a swing, while table tennis offers additional recreational enjoyment for guests of all ages. The surrounding garden, set across the vast 5-hectare estate, provides ample space for leisurely strolls and quiet moments of reflection amidst the vineyards and open fields.
Other Information
Casa dei Ciliegi offers a range of thoughtful amenities to ensure a comfortable and enjoyable stay. Inside the property, guests will find a table football table, providing entertainment for all ages during quieter evenings indoors. Heating is available exclusively from November 1st to April 15th, making the property a welcoming retreat during the cooler months of the year. To maintain the highest standards of comfort, linen is changed on a weekly basis throughout the duration of each stay. Guests should be aware that access to the property is via an unpaved driveway approximately 300 meters in length, and it is advisable to plan accordingly when traveling with standard vehicles.
Distances and Attractions
Casa dei Ciliegi benefits from an enviable location within easy reach of some of Tuscany's most celebrated towns and attractions. The nearest shops are located just 4 km away, with a supermarket reachable within 5 km, and a restaurant available at the same 4 km distance, ensuring that everyday conveniences are never far from hand. The Castelfiorentino railway station is also 4 km away, offering straightforward access to the wider regional rail network. The historic town of San Gimignano, renowned for its medieval towers and vibrant atmosphere, lies just 15 km from the property. The cultural and artistic treasures of Florence are within reach at 45 km, while the magnificent city of Siena can be found approximately 50 km away. Sports enthusiasts will appreciate the proximity of tennis courts and horseback riding facilities, both available 4 km from the property, as well as an 18-hole golf course located 18 km away, making Casa dei Ciliegi an ideal base for an active and culturally enriching Tuscan escape. Casa dei Ciliegi
Fonte di Pillo
Unique private holiday villa with private pool, A/C, WIFI, TV, terrace and panoramic view
- 14
- 6
- 6
Description
Property Summary
Villa Fonte di Pillo is a stunning vacation rental located just 4 kilometers from Gambassi Terme and Castelfiorentino, and 20 kilometers from San Gimignano. This villa offers a peaceful retreat with excellent amenities such as a swimming pool, yard, internet WiFi, parking, and an EV charging station.
Outdoors
The property boasts an impressive 60,000 square meters of land with a well-maintained garden featuring a lawn and various trees. The highlight of the outdoor area is the 12 x 6 meter swimming pool with a depth of 150 centimeters, available seasonally from April 22nd to October 14th. The pool is equipped with an outdoor shower, and the owner/gardener ensures it is always in pristine condition.
Other Information
Inside the villa, guests can enjoy air conditioning and a burglar alarm system for added comfort and security. Access to the property is via a 200-meter-long unmade road, and covered parking is available for up to 2 cars.
Distances and Attractions
Nearby attractions include the cities of Volterra, Firenze, Pisa, and Livorno. Additionally, there is an 18-hole golf course located just 15 kilometers away, making Villa Fonte di Pillo an ideal vacation rental for those seeking relaxation and luxury in a convenient location. Fonte di Pillo
Pillo di Sopra
Unique private accommodation with WIFI, private pool, A/C, TV, patio and pets allowed
- 10
- 5
- 6
Description
Property Summary
Pillo di Sopra is a charming vacation rental property surrounded by trees and fields, offering a cosy and comfortable country house experience. The fully fenced private property boasts a terraced garden with lush lawns, trees, and a refreshing swimming pool (8 x 4 meters, depth 140 cm) available seasonally from April 29th to October 14th. Guests can enjoy outdoor amenities such as a shower, pergola, garden furniture, and parking for up to 3 cars. The property also provides internet WiFi for your convenience.
Outdoors
The property features a terraced garden with lush lawns and trees, creating a serene outdoor environment. Guests can take advantage of the refreshing swimming pool, measuring 8 x 4 meters with a depth of 140 cm, which is available seasonally from April 29th to October 14th. Additionally, there is an outdoor shower, pergola, and garden furniture for your enjoyment. Pool maintenance is handled by the owner or gardener.
Other Information
Baby equipment is included with the property, ensuring a comfortable stay for families with young children. For those interested in culinary experiences, cooking courses can be booked upon request. Access to the property is via an 80-meter-long unpaved road.
Distances and Attractions
The secluded location of Pillo di Sopra is ideal for a relaxing getaway, yet conveniently situated near various amenities and attractions. The property is just 4 kilometers from both Gambassi Terme and Castelfiorentino, and 20 kilometers from the center of San Gimignano. A supermarket is located 4 kilometers away, and a restaurant is just 100 meters from the property. Castelfiorentino railway station is 6 kilometers away, and an 18-hole golf course is 15 kilometers from the property. Nearby attractions include Volterra (30 km), Florence (40 km), Pisa (60 km), and Livorno (70 km). Pillo di Sopra
- 12
- 6
- 6
Description
Property Summary
The Fienile di Policleto is a charming single-family house located in Bagno A Ripoli, Italy, just 6 kilometers from both San Polo in Chianti and Grassina. It is perfect for families or groups of friends seeking a cozy vacation rental in Tuscany. The property consists of a main house and outbuilding situated on a secluded 10,000 square meter plot of land with a terraced garden filled with trees and a courtyard. It offers amenities such as a swimming pool, yard, internet WiFi, and parking.
Outdoors
One of the highlights of this vacation rental is the private swimming pool, which measures 17 x 4 meters and has a depth ranging from 120 to 220 centimeters. The pool is available for use from May 1st to October 15th and features a salt-electrolysis pool-cleaning system. There's also an outdoor shower, and pool maintenance is provided by the owner/gardener.
Other Information
The motor access road to the property is bumpy and 30 meters long. The owner lives on the same property and has a dog, and there may be animals in the neighborhood. A shop is located just 2 kilometers away, with a supermarket 6 kilometers from the property.
Distances and Attractions
The Fienile di Policleto is conveniently located just 15 kilometers from the center of Florence and within easy driving distance of popular attractions like Greve in Chianti (15 km), San Gimignano (55 km), and Siena (70 km). A car is recommended for exploring the surrounding area. Policleto
Villa Il Casalino, Florentine Hills with Pool
Superb private property with private pool, WIFI, pets allowed, panoramic view, close to Florence
- 14
- 7
- 4
Description
Villa Il Casalino, Florentine Hills with Pool is a nice holiday home (700 sq m) with WiFi internet and private pool. The property can sleep up to 14 guests comfortably in seven bedrooms with four bathrooms. Villa Il Casalino, Florentine Hills with Pool is located 9 km (6 mi) from Bagno A Ripoli, Italy and only 17 km (10 mi) from Florence in the tourist area "Florence And Surroundings".
The Experience
Upon arrival at Villa Il Casalino, Florentine Hills with Pool you’ll find a beautiful clean well-maintained property with views of the hills ideal for a splendid vacation in Tuscany. Regardless of how you spend your days - sightseeing, visiting museums, shopping or just driving in the countryside, when you arrive home you can unwind with your family and friends at the pool for a perfect ending to another day in Tuscany. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 14 people.
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: Florence 17 km (10 mi), Greve In Chianti 23 km (14 mi), San Gimignano 61 km (38 mi), Arezzo 78 km (48 mi) and Siena 80 km (49 mi).
Some other major tourist destinations you should consider visiting are: Florence 17 km (10 mi), Viareggio 117 km (72 mi), Forte Dei Marmi 124 km (77 mi), Rome 281 km (175 mi), Venice 269 km (167 mi) and Milan 319 km (198 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Villa Il Casalino, Florentine Hills with Pool. If you have a large dog or multiple pets, please inquire for permission prior to booking.
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 31 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 35 km (22 mi), Pisa (psa) 98 km (61 mi), Bologna (blq) 122 km (76 mi), Genova (goa) 255 km (158 mi) and Venezia (vce) 275 km (171 mi).
Villa Il Casalino, Florentine Hills with Pool
Villa le Ripe Apartments - Gambassi Terme, Toscana
Fantastic home with WIFI, pool, A/C, TV, balcony and pets allowed, close to San Gimignano
- 4
- 19
- 7
- 6
| Accommodation | |||||
|---|---|---|---|---|---|
| La Nonna - Villa le Ripe | 6 | 2 | 2 | ||
| La Tinaia - Villa le Ripe | 3 | 1 | 1 | ||
| Le Volte - Villa le Ripe | 6 | 2 | 1 | ||
| San Gimignano - Villa le Ripe | 4 | 2 | 2 | ||
| All 4 Accommodations | 19 | 7 | 6 |
Description
Conveniently located in Gambassi Terme, Italy and only 18 km (11 mi) from San Gimignano. Vacation rental Villa Le Ripe Apartments - Gambassi Terme, Toscana is a beautiful property that includes WiFi internet, air conditioning and shared pool. Villa Le Ripe Apartments - Gambassi Terme, Toscana is a apartment that has a total of four independent units. The property can sleep up to 19 people comfortably in seven bedrooms with six bathrooms.
Your Experience
Upon arrival you’ll find a beautiful clean well-maintained property with views of the hills ideal for a relaxing 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 relax at the end the day. A lot of people traveling with friends prefer a multi-unit holiday rental where they can spend time together in the common areas, such as the pool or garden, but still have their own private living quarters with bedroom and bathroom. In addition, each apartment has its own kitchen with plenty of utensils, tableware and cutlery.
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: San Gimignano 18 km (11 mi), Florence 50 km (31 mi), Greve In Chianti 55 km (34 mi), Siena 56 km (35 mi) and Pisa 73 km (45 mi).
Some other major tourist destinations you should consider visiting are: Florence 50 km (31 mi), Viareggio 102 km (63 mi), Forte Dei Marmi 114 km (71 mi), Rome 290 km (180 mi), Venice 291 km (181 mi) and Milan 339 km (210 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Villa Le Ripe Apartments - Gambassi Terme, Toscana. If you have a large dog or multiple pets, please ask for permission prior to booking.
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 April - 31 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 51 km (32 mi), Pisa (psa) 75 km (46 mi), Bologna (blq) 144 km (89 mi), Genova (goa) 251 km (156 mi) and Venezia (vce) 297 km (185 mi).
Villa Le Ripe Apartments - Gambassi Terme, Toscana
Special Offer for La Nonna - Villa le Ripe
Book your vacation for the period from 07 April 2026 to 18 April 2026 and save 10% (minimum 2 nights).
Book your vacation for the period from 25 April 2026 to 01 May 2026 and save 10% (minimum 2 nights).
Apartment:
La Tinaia - Villa le Ripe
Le Volte - Villa le Ripe
San Gimignano - Villa le Ripe
Gambassi Terme 840
Multi-unit property with pool, WIFI, TV, patio, pets allowed, panoramic view, close to San Gimignano
- 2
- 4
- 2
- 2
| Accommodation | |||||
|---|---|---|---|---|---|
| Cielo Terra 840.1 | 2 | 1 | 1 | ||
| Veranda 840.2 | 2 | 1 | 1 | ||
| All 2 Accommodations | 4 | 2 | 2 |
Description
Property Summary
Nestled on top of a hill in the heart of the Tuscan countryside, Old Farmhouse "I Ceneruzzi" is a charming vacation rental that offers a truly peaceful retreat surrounded by vineyards and breathtaking panoramic views. Located just 1 km from the center of Gambassi Terme, in Italy, this recently renovated property combines rustic character with modern comforts, making it an ideal choice for guests seeking tranquility and authenticity. The estate is set within a beautifully maintained 2,000 m2 fenced yard, providing a private and secure environment where you can unwind and enjoy the natural surroundings at your leisure. A refreshing swimming pool measuring 5 x 9 m with a depth of 130 cm is available seasonally from May 8th to October 9th, offering the perfect setting for leisurely afternoons in the sun. The property also features a tennis court located 2 km away for those who enjoy an active stay, while Wi-Fi internet connectivity ensures you remain comfortably connected throughout your visit.
Outdoors
The outdoor spaces at Old Farmhouse "I Ceneruzzi" are thoughtfully designed to make the most of the property's stunning hillside setting and the sweeping views of the Tuscan landscape. The expansive 2,000 m2 fenced garden provides ample space for relaxation, leisurely strolls, and outdoor dining, all within a secure and private environment. Garden furniture is available for your comfort, allowing you to sit back and soak in the serene atmosphere at any time of day. The barbecue area invites you to enjoy al fresco meals with family or friends, while the terrace serves as an elegant outdoor living space perfectly suited for morning coffees or evening aperitivos as the sun sets over the vineyards. The swimming pool, measuring 5 x 9 m with a depth of 130 cm, is the centerpiece of the outdoor area and is open seasonally from May 8th to October 9th, providing a refreshing escape during the warmer months. For guests who enjoy recreational activities, a table tennis table is also available on the property, adding a fun and social dimension to your outdoor experience.
Other Information
Old Farmhouse "I Ceneruzzi" is equipped with a central heating system to ensure your comfort during cooler periods, and a television is available inside the property for your entertainment. Parking is conveniently available directly at the house, making arrivals and departures straightforward and stress-free. It is worth noting that the owner also resides on the property, which means that any questions or concerns you may have during your stay can be addressed promptly and personally, ensuring a smooth and attentive experience throughout your visit.
Distances and Attractions
Old Farmhouse "I Ceneruzzi" enjoys an exceptionally convenient location that places a wide range of attractions and essential services within easy reach. The center of Gambassi Terme is just 1 km away, where you will find local shops and everyday amenities, including a store reachable within the same 1 km distance. The renowned medieval town of San Gimignano, famous for its iconic towers and vibrant cultural scene, is located 12 km from the property and is well worth a visit during your stay. The Certaldo and Castelfiorentino railway station is 10 km away, offering convenient access to the broader Tuscan rail network and making it easy to explore the region without a car. Golf enthusiasts will appreciate the proximity of a golf course just 15 km from the property, while a tennis court is available 2 km away for those who wish to enjoy a game during their holiday. Gambassi Terme 840
Special Offer for Cielo Terra 840.1
Apartment:
Veranda 840.2
Last-Minute Offer for Cielo Terra 840.1
Other apartments with last-minute offers:
Veranda 840.2
Villa Noemi
Private Holiday villa with WIFI, A/C, private pool, TV, patio, panoramic view, near San Gimignano
- 10
- 5
- 6
Description
Villa Noemi is a beautiful holiday rental (160 sq m) with air conditioning, private pool and WiFi internet. The property can sleep up to ten guests comfortably in five bedrooms with six bathrooms. Conveniently located in Pillo, Italy and only 21 km (13 mi) from San Gimignano.
What to Expect
After arriving you’ll find a beautiful clean well-maintained property with views of the hills perfect for a relaxing vacation in Tuscany. After a busy day of visiting museums, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day. Outside you will also find a barbecue grill and patio. Dining with friends and family is a big part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine, stove and refrigerator, as well as, plenty of tableware and cutlery for up to ten people.
Places Nearby
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: San Gimignano 21 km (13 mi), Greve In Chianti 49 km (30 mi), Florence 52 km (32 mi), Siena 59 km (37 mi) and Pisa 69 km (43 mi).
Some other major tourist destinations you should consider visiting are: Florence 52 km (32 mi), Viareggio 98 km (61 mi), Forte Dei Marmi 102 km (63 mi), Rome 294 km (182 mi), Venice 293 km (182 mi) and Milan 338 km (210 mi).
Additional Information
Check-In Time: 16:00 - 19:00
Check-Out Time: 07:00 - 10:00
Pool Open: 20 April - 13 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 53 km (33 mi), Pisa (psa) 70 km (44 mi), Bologna (blq) 146 km (90 mi), Genova (goa) 235 km (146 mi) and Venezia (vce) 299 km (186 mi).
Villa Noemi
La Rogaia
Superb independent holiday rental with private pool, WIFI, TV and pets allowed, close to Arezzo
- 9
- 4
- 2
Description
La Rogaia is a country villa located in a secluded, hilly position close to the city of Arezzo, between the Val d'Ambra and the Valdichiana. Placed in an unspoilt environment, the villa is surrounded by olive groves, vineyards and lush woods. You reach La Rogaia through an unpaved road that winds through the woods, well-maintained and only a little steep, and once you are there you will be rewarded with true peace and tranquillity. The villa is furnished with taste and care by the owners who also produce an excellent organic extra virgin olive oil.
We recommend that you don't miss a visit to the nearby city of Arezzo, only 10 km away, to the works of art by Piero della Francesca, Giorgio Vasari, Cimabue, a walk along the narrow streets of the historic centre and a glass of wine enjoyed in the wonderful medieval setting of Piazza Grande.
The real icing on the cake here is, however, the breathtaking view from the very panoramic private swimming pool (size 5x10 m, depth 0.90-1.95 m, completely fenced in and equipped with sun shower - open from 1st June to 30 August). From the pool terrace, your eye will wander over the valley as far as the gates of the city of Arezzo. The wrought-iron outdoor furniture, the parasols, the barbecue area and a gazebo with sitting area will allow you to spend unforgettable moments with your family and friends in total privacy. La Rogaia
- 4
- 2
- 1
Description
Conveniently located in Santa Maria, Italy in the tourist area "Orcia Valley" and only 27 km (17 mi) from Montepulciano. Vacation rental La Pergola is a beautiful stone building (90 sq m) that includes WiFi internet and air conditioning. The property can accommodate up to four people comfortably in two bedrooms with one bathroom.
Your Experience
When you arrive you will be welcomed by the owner or manager where you’ll find a beautiful clean well-maintained property with views of the hills ideal for a 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 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, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to four 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.
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 27 km (17 mi), Arezzo 27 km (17 mi), Cortona 36 km (22 mi), Montalcino 47 km (29 mi) and Siena 47 km (29 mi).
Some other major tourist destinations you should consider visiting are: Florence 103 km (64 mi), Viareggio 190 km (118 mi), Forte Dei Marmi 197 km (122 mi), Rome 202 km (126 mi), Milan 390 km (242 mi) and Naples 393 km (244 mi).
Additional Information
Check-In Time: 16:00 - 19:00
Check-Out Time: 06:00 - 10:00
Pool Open: 15 April - 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) 108 km (67 mi), Pisa (psa) 171 km (106 mi), Bologna (blq) 195 km (121 mi), Roma Ciampino (cia) 211 km (131 mi) and Roma Fiumicino (fco) 224 km (139 mi).
La Pergola
Casa le Crete
Independent Holiday rental with A/C, WIFI, private pool, TV, patio, panoramic view, near Montalcino
- 5
- 3
- 3
Description
Casa Le Crete is located in San Giovanni D'asso, Italy and only 18 km (11 mi) from Montalcino in the tourist area "Orcia Valley". Property Casa Le Crete is a beautiful stone building (130 sq m) that includes private pool, WiFi internet and air conditioning. The property can accommodate up to five people comfortably in three bedrooms with three bathrooms.
The Experience
When you arrive you’ll find a nice clean well-maintained property with views of the hills ideal for a relaxing vacation in Tuscany. After a busy day of sightseeing, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. 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 five people. If you prefer to dine 'al fresco', there is a fully furnished patio where you can enjoy the weather while dining outdoors.
Places Nearby
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montalcino 18 km (11 mi), Montepulciano 32 km (20 mi), Siena 45 km (28 mi), Cortona 48 km (30 mi) and Arezzo 54 km (33 mi).
Some other major tourist destinations you should consider visiting are: Florence 133 km (82 mi), Viareggio 220 km (136 mi), Forte Dei Marmi 227 km (141 mi), Rome 215 km (133 mi), Milan 420 km (261 mi) and Naples 406 km (252 mi).
Additional Information
Check-In Time: 16:00 - 19:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 15 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 138 km (86 mi), Pisa (psa) 160 km (99 mi), Roma Ciampino (cia) 224 km (139 mi), Bologna (blq) 225 km (140 mi) and Roma Fiumicino (fco) 236 km (147 mi).
Additional Services
Tours The owner can organize custom truffle hunting tours followed by truffle, wine and olive oil tasting for your group. To learn about the tours available, inquire prior to booking to ensure availability. The cost will vary depending on the specific tour and number of people.
Painting lessons The owner can organize custom painting lessons with a talented artist for your group. To learn more, inquire prior to booking. The cost will vary depending on the number of people.
Cooking Lessons - 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 fun way to spend time with friends and family while learning the techniques vital 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 arrange the meal based on your preferences and dietary needs. The chef will offer suggestions for the various courses and the wine. Ask for more details and the supplemental costs.
Maid Service - Upgrade your holiday with maid service. This service can be scheduled by the owner. Inquire for more details about the extra cost.
La Capanna
Villa San Giovanni
Independent Holiday rental with A/C, WIFI, private pool, TV, patio, panoramic view, near Montalcino
- 10
- 5
- 6
Description
Holiday home 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 people comfortably in five bedrooms with six bathrooms. Conveniently located 1 km (4171 ft) from San Giovanni D'asso, Italy in the tourist area "Orcia Valley" and only 19 km (12 mi) from Montalcino.
Your Experience
After arriving you will be welcomed by the owner or manager where you’ll find a beautiful clean well-maintained property with views of the hills perfect for a splendid 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 relax with your family and friends at the pool for a perfect ending to another day in Tuscany. Outside you will also find a patio and barbecue grill. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to ten people. If you prefer to dine 'al fresco', there is a fully furnished veranda where you can enjoy the weather while dining outdoors.
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 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 - 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 pleasant way to spend time with friends and family while learning the secrets required to prepare sumptuous Tuscan meals when you return home. For more details and the 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 suggestions for the various courses and the wine. Ask for more details and the supplemental costs.
Maid Service - If you'd like maid service during your stay that can be scheduled by the owner. Ask for more details about the extra cost.
Il Tribbio
Villa delle Palme
Independent Property with WIFI, A/C, private pool, TV, terrace, panoramic view, near Montalcino
- 14
- 8
- 7
Description
Conveniently located in San Giovanni D'asso, Italy in the tourist area "Orcia Valley" and only 18 km (11 mi) from Montalcino. Holiday rental Villa Delle Palme is a beautiful property (500 sq m) that includes private pool, WiFi internet and air conditioning. The property can sleep up to 14 people comfortably in eight bedrooms with seven bathrooms.
The Experience
After arriving you’ll find a lovely 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. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to 14 people. If you prefer to dine 'al fresco', there is a fully furnished terrace 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 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).
Additional 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 - Discover from a local chef the techniques vital to master Tuscan cuisine. The owner can schedule to have a chef come to the property for a cooking lesson for any number of people in your group. It's a fun way to spend time with friends and family while learning the secrets needed to prepare sumptuous Tuscan meals when you return home. For more details and the supplemental cost, please contact us.
Professional Chef - Are you looking for a real treat during your vacation? Why not book a professional chef to prepare and serve you a sumptuous meal using local produce? The chef will organize the meal based on your preferences and dietary needs. The chef will offer suggestions 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.
Description
Property Summary
This charming vacation rental occupies a beautifully renovated portion of a traditional farmhouse set in an excellent panoramic position in the countryside near San Giovanni D'asso, Italy, close to the renowned town of Montalcino. The property comprises two adjoining apartments within an independent farmhouse structure, offering flexible accommodation for families or groups seeking an authentic Tuscan experience. You will enjoy convenient amenities including a private swimming pool and dedicated parking area within the fenced grounds. The elevated location provides sweeping views over the surrounding rural landscape, creating an idyllic setting for a relaxing retreat in one of Tuscany's most celebrated wine-producing regions.
Outdoors
The outdoor space features a refreshing non-heated swimming pool measuring 6.50 by 3.50 meters with a depth of 1.40 meters, available for your use from May 1st through October 31st. The property is surrounded by a 180 square meter fenced garden that ensures privacy and security throughout your stay. Within the garden you will find a gazebo providing shaded outdoor living space, perfect for relaxing during the warmest hours of the day. A barbecue is available for preparing al fresco meals, allowing you to dine outdoors while taking in the panoramic countryside views that characterize this exceptional location.
Unit Layout
The farmhouse is divided into two adjoining apartments that together accommodate a maximum capacity of 7 guests across 4 bedrooms and 2 bathrooms. Apartment A sleeps 4 guests and is arranged over two floors. On the ground floor you will find a living room and dining room with fireplace, television, and a kitchenette equipped with an oven. The first floor houses a double bedroom, a twin bedroom, and a bathroom with shower. Apartment B accommodates 3 guests and is similarly distributed across two levels. The ground floor contains a living room with kitchenette including an oven, a single bedroom, and a small bathroom. On the first floor there is a double bedroom. This configuration provides flexible sleeping arrangements suitable for families or groups traveling together while maintaining separate living spaces.
Amenities Included
Your accommodation is equipped with a washing machine for your convenience during longer stays. The barbecue facilities enable outdoor cooking and dining experiences in the garden setting. The fireplace in Apartment A provides both warmth and ambiance during cooler months. Heat is available throughout the property to ensure comfort during autumn, winter, and early spring visits. Television is provided in Apartment A for entertainment. The kitchenettes in both apartments include ovens for preparing meals. All windows are fitted with mosquito nets to ensure comfortable ventilation during warm weather while keeping insects out.
Other Information
Check-in is available between 3 pm and 7 pm, and check-out is required by 10 am. The rental price includes water, gas, final cleaning, and linen for both bedrooms and bathrooms, with linen changes provided on a weekly basis. Upon arrival you will be required to provide a security deposit which will be returned at the end of your stay minus the cost of any damages incurred. A tourist tax may be required upon arrival according to the regulations of the local municipality. The fenced garden provides secure outdoor space throughout the property.
Distances and Attractions
The property is located in the countryside near the historic hilltop town of Montalcino, one of Tuscany's most prestigious wine destinations famous for its Brunello wines. This excellent rural position offers panoramic views while maintaining convenient access to local amenities, wineries, restaurants, and the cultural attractions of southern Tuscany. The surrounding area provides opportunities for wine tasting, exploring medieval villages, and experiencing the authentic character of the Tuscan countryside.
Costs & Services
Extra costs
- Heating consumption: payable locally based on consumption
- Security deposit: €500.00
- Pets: €25.00 per week
- Baby cot: €30.00 per week
- Extra bed: €80.00 per week Il Bosco
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Description
Vacation rental Il Roseto is a nice stone building (100 sq m) that includes air conditioning and WiFi internet. The property can accommodate up to four people comfortably in two bedrooms with two bathrooms. Il Roseto is located 500 m (1636 ft) from Santa Maria, Italy and only 27 km (17 mi) from Montepulciano in the tourist area "Orcia Valley".
What to Expect
When you arrive you will be greeted by the owner or manager where you’ll find a beautiful clean well-maintained property with views of the hills perfect for a relaxing holiday in Tuscany. For your enjoyment you will find a shared pool where you can relax while enjoying a nice cold beverage after a hectic 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 nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montepulciano 27 km (17 mi), Arezzo 28 km (17 mi), Cortona 37 km (23 mi), Montalcino 47 km (29 mi) and Siena 48 km (30 mi).
Some other major tourist destinations you should consider visiting are: Florence 103 km (64 mi), Viareggio 190 km (118 mi), Forte Dei Marmi 197 km (123 mi), Rome 203 km (126 mi), Milan 390 km (242 mi) and Naples 394 km (245 mi).
Additional Information
Check-In Time: 16:00 - 19:00
Check-Out Time: 06:00 - 10:00
Pool Open: 15 April - 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) 109 km (68 mi), Pisa (psa) 171 km (106 mi), Bologna (blq) 195 km (121 mi), Roma Ciampino (cia) 212 km (132 mi) and Roma Fiumicino (fco) 225 km (139 mi).
Il Roseto
Podere D'Asso
Independent Villa with A/C, WIFI, private pool, TV, patio, panoramic view, near Montalcino
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Description
Property Podere D'Asso is a lovely stone building (778 sq m) that includes WiFi internet, private pool and air conditioning. The property can accommodate up to 12 people 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".
What to Expect
When you arrive at Podere D'Asso 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, shopping, visiting museums or just driving in the countryside, when you arrive home you can relax with your family and friends at the pool for a perfect ending to another day in Tuscany. Also available outside are 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 12 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 vacation, 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 - Discover from a local chef the techniques vital to master Tuscan cuisine. The owner can schedule to have a chef come to the property for a cooking lesson for any number of people in your group. It's a enjoyable way to spend time with friends and family while learning the secrets needed to prepare mouth-watering Tuscan meals when you return home. For more details and the extra cost, please contact us.
Professional Chef - Are you looking for a real treat during your vacation? Why not book a professional chef to prepare and serve you a delicious meal using local produce? The chef will organize the meal based on your preferences and dietary requirements. The chef will offer advice for the various courses and the wine. Inquire for more details and the additional costs.
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.
Maid Service - Upgrade your vacation with maid service. This service can be organized 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 check-in that is possible at Podere D'Asso. Inquire for more details, including the extra cost and how to schedule this service.
Baby Sitting - A babysitter can be organized at Podere D'Asso. If you're traveling with kids and would like some alone time, speak to the owner directly about this option when you arrive.
Podere Verninelle
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Description
Il Noceto is located 500 m (1636 ft) from Santa Maria, Italy and only 27 km (17 mi) from Montepulciano in the tourist area "Orcia Valley". Vacation rental Il Noceto is a lovely stone building (90 sq m) that includes air conditioning and WiFi internet. The property can sleep up to four people comfortably in two bedrooms with two bathrooms.
Your Experience
When you arrive you will be greeted 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. For your enjoyment you will find a pool where you can relax while enjoying a nice cold beverage after a busy day of shopping. 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 vacation. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to four people.
What's Nearby?
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montepulciano 27 km (17 mi), Arezzo 28 km (17 mi), Cortona 37 km (23 mi), Montalcino 47 km (29 mi) and Siena 48 km (30 mi).
Some other major tourist destinations you should consider visiting are: Florence 103 km (64 mi), Viareggio 190 km (118 mi), Forte Dei Marmi 197 km (123 mi), Rome 203 km (126 mi), Milan 390 km (242 mi) and Naples 394 km (245 mi).
Additional Information
Check-In Time: 16:00 - 19:00
Check-Out Time: 06:00 - 10:00
Pool Open: 15 April - 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) 109 km (68 mi), Pisa (psa) 171 km (106 mi), Bologna (blq) 195 km (121 mi), Roma Ciampino (cia) 212 km (132 mi) and Roma Fiumicino (fco) 225 km (139 mi).
Il Noceto
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Description
La Limonaia is located 510 m (1636 ft) from Santa Maria, Italy and only 27 km (17 mi) from Montepulciano in the tourist area "Orcia Valley". La Limonaia is a nice stone building (90 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
When you arrive you will be greeted by the owner or manager where you’ll find a beautiful clean well-maintained property with views of the hills ideal for a splendid holiday in Tuscany. After a hectic day of visiting museums, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. There is a 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: Montepulciano 27 km (17 mi), Arezzo 28 km (17 mi), Cortona 37 km (23 mi), Montalcino 47 km (29 mi) and Siena 48 km (30 mi).
Some other major tourist destinations you should consider visiting are: Florence 103 km (64 mi), Viareggio 190 km (118 mi), Forte Dei Marmi 197 km (123 mi), Rome 203 km (126 mi), Milan 390 km (242 mi) and Naples 394 km (245 mi).
Additional Information
Check-In Time: 16:00 - 19:00
Check-Out Time: 06:00 - 10:00
Pool Open: 15 April - 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) 109 km (68 mi), Pisa (psa) 171 km (106 mi), Bologna (blq) 195 km (121 mi), Roma Ciampino (cia) 212 km (132 mi) and Roma Fiumicino (fco) 225 km (139 mi).
La Limonaia
Montalcino 17
Superb multi-unit vacation rental with pool, WIFI, TV, patio, pets allowed and panoramic view
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| Accommodation | |||||
|---|---|---|---|---|---|
| Torrenieri 17.1 | 6 | 2 | 2 | ||
| Asciano 17.2 | 6 | 2 | 2 | ||
| Siena 17.3 | 4 | 2 | 2 | ||
| Pienza 17.4 | 4 | 2 | 2 | ||
| Monteroni 17.5 | 4 | 2 | 2 | ||
| All 5 Accommodations | 24 | 10 | 10 |
Description
Property Summary
Podere San Giuseppe is a beautifully renovated country house featuring 6 distinct apartments situated in San Giovanni D'asso, Italy. The property offers essential amenities including a seasonal swimming pool, complimentary WiFi internet access throughout the residence, and convenient on-site parking. An installment plan is available for your holiday rental booking. The residence features a welcoming reception area and is positioned atop a hill, surrounded by picturesque fields and vineyards.
Outdoors
The natural grounds showcase a generously sized swimming pool measuring 8 x 16 meters with a consistent depth of 140 centimeters, available from April 1st to October 30th. A dedicated children's pool is also available. The outdoor area is enhanced with a convenient shower facility, expansive terrace, and regular pool maintenance provided by the owner/gardener. The photo is just an example.
Other Information
Additional services include optional linen changes, room cleaning, and cook services, all available for an extra charge. A washing machine is provided for guest convenience. Baby equipment is included in the stay. The property is suitable for events, and guests should note the requirement to wear bathing caps when using the pool facilities. Access to the property is via a 3-kilometer unpaved road.
Distances and Attractions
The property is conveniently located 7.5 kilometers from Buonconvento, where you'll find shops, groceries, supermarkets, restaurants, bus stops, and the railway station. The historic center of Montalcino is 16 kilometers away. Notable nearby attractions include the medieval city of Siena and the Renaissance town of Pienza, both 35 kilometers away, and Montepulciano at 50 kilometers distance. The residence enjoys a sunny hillside position in the tranquil countryside. Montalcino 17
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Description
Podere Vallino is located 8 km (5 mi) from Castelfiorentino, Italy and only 29 km (18 mi) from San Gimignano. Podere Vallino is a beautiful stone building (120 sq m) with private pool and WiFi internet. The property can sleep up to six guests comfortably in two bedrooms with two bathrooms.
The Experience
When you arrive at Podere Vallino you’ll find a beautiful clean well-maintained property with views of the hills perfect for a splendid holiday in Tuscany. Regardless of how you spend your days - shopping, sightseeing, visiting museums or just driving in the countryside, when you arrive home you can 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 toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to six people.
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: San Gimignano 29 km (18 mi), Florence 42 km (26 mi), Greve In Chianti 54 km (34 mi), Pisa 59 km (37 mi) and Lucca 63 km (39 mi).
Some other major tourist destinations you should consider visiting are: Florence 42 km (26 mi), Viareggio 88 km (55 mi), Forte Dei Marmi 100 km (62 mi), Rome 324 km (201 mi), Milan 331 km (206 mi) and Naples 515 km (320 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) 44 km (27 mi), Pisa (psa) 61 km (38 mi), Bologna (blq) 136 km (85 mi), Genova (goa) 231 km (143 mi) and Venezia (vce) 290 km (180 mi).
Special Services
Cooking Lessons - Learn from a local chef the techniques required to master Tuscan cuisine. The owner can schedule to have a chef come to the property for a cooking lesson for any number of people in your group. It's a fun way to spend time with friends and family while learning the secrets required to prepare mouth-watering Tuscan meals when you return home. For more details and the extra cost, please contact us.
Tours - Custom tours can be arranged 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 specific tour and number of people.
Podere Vallino
