Luxury Villas with Pool in Castiglion Fiorentino, Italy
Results 61 - 75 of 75
Villa Fabbri
Amazing private vacation rental with private pool, WIFI, A/C, TV, patio and panoramic view
- 22
- 9
- 9
Description
Villa Fabbri is located 4 km (3 mi) from Montebenichi, Italy and only 33 km (20 mi) from Siena in the tourist area "Siena And Surroundings". Holiday rental Villa Fabbri is a lovely stone building (565 sq m) that includes private pool, WiFi internet and air conditioning. The property can sleep up to 22 people comfortably in nine bedrooms with nine bathrooms.
What to Expect
After arriving at Villa Fabbri 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, shopping, sightseeing or just driving in the countryside, when you arrive home you can relax with your family and friends at the pool for a perfect ending to another day in Tuscany. For your pleasure, on the grounds there is a barbecue grill and patio. 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 22 people. Dine 'al fresco' like a real Tuscan, the fully furnished veranda is the ideal setting to enjoy food, family and the nice Tuscan weather.
Places Nearby
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Siena 33 km (20 mi), Arezzo 37 km (23 mi), Montepulciano 48 km (30 mi), Cortona 58 km (36 mi) and Greve In Chianti 59 km (37 mi).
Some other major tourist destinations you should consider visiting are: Florence 83 km (52 mi), Viareggio 170 km (106 mi), Forte Dei Marmi 177 km (110 mi), Rome 224 km (139 mi), Milan 371 km (230 mi) and Naples 415 km (258 mi).
Additional Information
Check-In Time: 16:00 - 19:00
Check-Out Time: 09:30 - 10:00
Pool Open: 15 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) 89 km (55 mi), Pisa (psa) 151 km (94 mi), Bologna (blq) 175 km (109 mi), Roma Ciampino (cia) 233 km (145 mi) and Roma Fiumicino (fco) 246 km (153 mi).
More Services
Cooking Lessons - If you're interested in discovering more about Tuscan cooking, inquire about the cooking lessons that can be scheduled at the property. It's a fun way to spend time with friends and family while discovering the techniques required to master Tuscan cuisine. For more details and the extra cost, please contact us.
Professional Chef - Are you looking for a real treat during your vacation? Why not book a professional chef to prepare and serve you a delicious meal using local produce? The chef will arrange the meal based on your preferences and dietary requirements. The chef will offer suggestions for the various courses and the wine. Ask for more details and the supplemental costs.
Tours - Custom tours can be scheduled by the owner for your group. For more details about the tours available, speak to the owner when you arrive or inquire prior to booking. The cost will vary depending in the exact tour and number of people.
Maid Service - Upgrade your holiday with maid service. This service can be arranged by the owner. Ask for more details about the 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 supplemental cost and how to arrange this service.
Baby Sitting - If you're traveling with children and would like an evening alone, a babysitter can be scheduled. Speak to the owner directly about this service when you arrive.
Villa Fabbri
Appartamento Il Nido di Giulia
Comfortable accommodation with WIFI, A/C, pool, TV, patio and panoramic view
- 4
- 2
- 2
Description
Vacation rental Appartamento Il Nido Di Giulia is a lovely stone building (70 sq m) that includes air conditioning and WiFi internet. The property can sleep up to four people comfortably in two bedrooms with two bathrooms. Appartamento Il Nido Di Giulia is located 7 km (5 mi) from Asciano, Italy and only 29 km (18 mi) from Siena in the tourist area "Orcia Valley". If playing a round of golf is important while on holiday, you are in luck because there is a course nearby.
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 perfect for a peaceful vacation in Tuscany. Regardless of how you spend your days - visiting museums, shopping, sightseeing or just driving in the countryside, when you arrive home you can unwind with your family and friends at the pool for a perfect ending to another day in Tuscany. For your pleasure, on the grounds there is a barbecue grill and patio. Sharing a meal with friends and family is a huge part of the Tuscan culture. Take advantage of the kitchen to prepare meals using local produce while on your holiday. The kitchen includes microwave, 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 patio 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: Siena 29 km (18 mi), Montalcino 36 km (23 mi), Montepulciano 43 km (27 mi), Arezzo 52 km (33 mi) and Cortona 55 km (34 mi).
Some other major tourist destinations you should consider visiting are: Florence 98 km (61 mi), Viareggio 192 km (119 mi), Forte Dei Marmi 199 km (124 mi), Rome 220 km (136 mi), Venice 348 km (216 mi) and Milan 392 km (243 mi).
Additional Information
Check-In Time: 15:00 - 19:00
Check-Out Time: 09:00 - 10:00
Pool Open: 1 June - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 113 km (70 mi), Pisa (psa) 145 km (90 mi), Bologna (blq) 197 km (122 mi), Roma Ciampino (cia) 229 km (142 mi) and Roma Fiumicino (fco) 241 km (150 mi).
Swimming-pool
'Il Nido di Giulia' shares the pool with further seven apartments.
Il Nido Di Giulia
Villa Trasimena
Private Vacation home with A/C, sauna, private pool, TV, veranda, panoramic view, close to Perugia
- 10
- 5
- 6
Someone just enquired about this property!
Description
Villa Trasimena is a nice vacation rental (400 sq m) with private pool and air conditioning. The property can accommodate up to ten guests comfortably in five bedrooms with six bathrooms. Villa Trasimena is located in the centre of Magione, Italy and only 22 km (14 mi) from Perugia in the tourist area "Trasimeno Lake".
The Experience
When you arrive you’ll find a lovely clean well-maintained property perfect for a splendid vacation in Umbria. For your pleasure you will find a private pool where you can unwind while enjoying a nice cold beverage after a hectic day of sightseeing. 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 vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Perugia 22 km (14 mi), Cortona 32 km (20 mi), Assisi 43 km (27 mi), Montepulciano 46 km (29 mi) and Gubbio 70 km (43 mi).
Some other major tourist destinations you should consider visiting are: Florence 147 km (91 mi), Viareggio 233 km (145 mi), Forte Dei Marmi 240 km (149 mi), Rome 196 km (122 mi), Milan 433 km (269 mi) and Naples 387 km (240 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Villa Trasimena. If you have a large dog or multiple pets, please ask for permission prior to booking.
Check-In Time: 16:00 - 19:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 152 km (94 mi), Roma Ciampino (cia) 205 km (127 mi), Pisa (psa) 214 km (133 mi), Roma Fiumicino (fco) 217 km (135 mi) and Bologna (blq) 238 km (148 mi).
Villa Trasimena
Villa Fontanelle
Independent Property with internet, private pool, A/C, TV, patio, panoramic view, near Montepulciano
- 14
- 7
- 9
Someone else is looking at this property right now!
Description
Villa Fontanelle is located 2 km (1 mi) from Monticchiello, Italy and only 14 km (9 mi) from Montepulciano in the tourist area "Orcia Valley". Villa Fontanelle is a beautiful holiday rental with internet, private pool and air conditioning. The property can sleep up to 14 guests comfortably in seven bedrooms with nine bathrooms.
The Experience
Upon arrival you will be welcomed by the owner or manager where you’ll find a nice clean well-maintained property perfect for a peaceful vacation in Tuscany. 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. Outdoors you will also find a barbecue grill and patio. If you enjoy cooking for family and friends there is a well-equipped kitchen including microwave and refrigerator, as well as, plenty of tableware and cutlery for up to 14 people.
What's Nearby?
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montepulciano 14 km (9 mi), Montalcino 28 km (17 mi), Cortona 46 km (29 mi), Siena 62 km (38 mi) and Arezzo 64 km (40 mi).
Some other major tourist destinations you should consider visiting are: Florence 136 km (85 mi), Viareggio 220 km (137 mi), Forte Dei Marmi 230 km (143 mi), Rome 186 km (116 mi), Venice 380 km (236 mi) and Milan 423 km (263 mi).
Additional Information
Pool Open: 9 May - 3 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) 144 km (89 mi), Roma Ciampino (cia) 195 km (121 mi), Pisa (psa) 204 km (127 mi), Roma Fiumicino (fco) 208 km (129 mi) and Bologna (blq) 228 km (142 mi).
More Services
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a mouth-watering meal using local produce? The chef will arrange the meal based on your preferences and dietary needs. The chef will offer suggestions for the various courses and the wine. Ask for more details and the additional 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 supplemental cost.
Le Fontanelle
- 16
- 7
- 7
Description
Holiday home La Maccinaia 14 is a nice stone building (650 sq m) that includes WiFi internet, private pool and air conditioning. The property can accommodate up to 16 guests comfortably in seven bedrooms with seven bathrooms. La Maccinaia 14 is located 980 m (3168 ft) from San Vincenti, Italy and only 38 km (24 mi) from Siena in the tourist area "Siena And Surroundings".
Your Experience
The property is equipped with the highest standard of modern comforts, including air-conditioning on the ground floor & second floor, wi-fi technology, a large flat screen television with satellite tv, and an especially well equipped kitchen.
Just across from the main villa there is a guest house built of stone that can sleep up to 6 people. This part of the property is of more recent construction, but maintains the same high level of the main villa.
The English speaking caretaker lives on the premises in an apartment with a separate entrance.
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 perfect for a peaceful 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 unwind at the end the day. For your pleasure, on the grounds there is a playground, patio and barbecue grill. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to 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 close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Siena 38 km (24 mi), Greve In Chianti 44 km (27 mi), Arezzo 45 km (28 mi), Montepulciano 55 km (34 mi) and Montalcino 67 km (42 mi).
Some other major tourist destinations you should consider visiting are: Florence 82 km (51 mi), Viareggio 169 km (105 mi), Forte Dei Marmi 176 km (109 mi), Rome 232 km (144 mi), Venice 325 km (202 mi) and Milan 368 km (229 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) 89 km (55 mi), Pisa (psa) 150 km (93 mi), Bologna (blq) 174 km (108 mi), Roma Ciampino (cia) 241 km (149 mi) and Roma Fiumicino (fco) 253 km (157 mi).
Additional Services
Maid Service - Upgrade your holiday with maid service. This service can be scheduled by the owner. Ask for more details about the extra cost.
Cleaning service is included 3 hours a day, 5 days a week. La Maccinaia 14
Villa Gaeta
Pretty private property with A/C, private pool, WIFI, TV, panoramic view, close to Montepulciano
- 10
- 5
- 5
Description
Large Tuscan farmhouse dating back to the 15trh century built on the ruins of an ancient convent of the year 1200. This property with a charming inner courtyard, is situated in quiet and panoramic location on a large 100-hectare estate producing olive oil and wine.
This villa has been tastefully restored preserving its original architectural features and ancient materials such as the beautiful terracotta-tiles floors and beamed ceilings and has been converted into a welcoming country-side residence. The interiors are tastefully furnished with some antique pieces.
Outside, guests can enjoy use of a nice garden with a private pool.
The access to the property is via an upaved but well-maintained road of approx. 1,5 km.
Distances: Montefollonico with groceries 4,5 km away, Montepulciano 9 km, Torrita di Siena with general store and Pienza 12 km away, Cortona 40 km, Lake Trasimeno 50 km away, Siena 65 km, Perugia 75 km away, Marina di Grosetto (beaches) 107 km Florence (airport) 110 km away, Pisa (airport) 200 km away, Rome (airport) 215 km away.
At guests’ disposal: furnished garden (lawn) with private swimming-pool (10 x 7 m – depth 1,5 m), barbecue. Guests can also enjoy use of a charming inner courtyard with ancient bread oven and nice loggia. Laundry (accessible from the outside).
This villa provides WI-FI internet connection (free of charge), air-conditioning in all of the bedrooms (with the exception of the one accessible from the courtyard), hairdryers.
Parking with the grounds.
Extra Services: Baby bed and high-chair upon request (free of charge). Maid service by arrangement (€ 15,- / per hour to the paid locally).
Small pets are allowed.
Note: The villa has an outdoor video surveillance system
Please carefully check if there are any extra costs to be paid on site! Villa Gaeta
Book 14 days or less before the arrival date and receive a 20 % discount off the published rental rates.
This Offer is valid only for stays of 7 nights minimum and can not be combined with any other special offers.
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.
Podere D'Asso
Independent Villa with A/C, WIFI, private pool, TV, patio, panoramic view, near Montalcino
- 12
- 6
- 8
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
Borgo Dolciano
Great home with private pool, A/C, WIFI, TV, veranda, pets allowed, near Montepulciano
- 35
- 16
- 17
Description
Vacation rental Borgo Dolciano is a nice stone building (600 sq m) that includes private pool, air conditioning and WiFi internet. The property can accommodate up to 35 guests comfortably in 16 bedrooms with 17 bathrooms. Borgo Dolciano is located 5 km (3 mi) from Chiusi, Italy and only 20 km (12 mi) from Montepulciano.
A residence made up of 16 apartments located in the park of the old Medici villa. Guests have at their disposal a park with a swimming pool, a barbecue area and two small internal gardens where they can relax.
Available on request:
LA LIMONAIA, a very bright room that can easily accommodate up to 65/70 people.
THE ANCIENT CELLARS, which can accommodate up to 120 people.
THE CHURCH, still consecrated, ideal for celebrations.
PRIVATE RESTAURANT: the property has a private restaurant available on request for private dinners with or without a chef.
The property is fenced and we accept more than one dog.
What to Expect
When you arrive you’ll find a beautiful clean well-maintained property with views of the hills ideal for a peaceful 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. 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 microwave and refrigerator, as well as, plenty of tableware and cutlery for up to 35 people. Dine 'al fresco' like a real Tuscan, the fully furnished veranda is the perfect setting to enjoy food, family and the nice 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 20 km (12 mi), Cortona 35 km (22 mi), Montalcino 51 km (32 mi), Perugia 65 km (40 mi) and Arezzo 66 km (41 mi).
Some other major tourist destinations you should consider visiting are: Florence 138 km (85 mi), Viareggio 224 km (139 mi), Forte Dei Marmi 231 km (144 mi), Rome 171 km (106 mi), Milan 424 km (264 mi) and Naples 361 km (224 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Borgo Dolciano. If you have a large dog or multiple pets, please ask for permission prior to booking.
Check-In Time: 15:00 - 18:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 31 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 143 km (89 mi), Roma Ciampino (cia) 180 km (112 mi), Roma Fiumicino (fco) 192 km (120 mi), Pisa (psa) 206 km (128 mi) and Bologna (blq) 229 km (143 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 extra costs.
Meals - If you'd like to have meals provided during your visit, either half-board or full-board is available. If you prefer only breakfast be provided, that can be organized as well. Inquire about the additional costs.
Tours - The owner can arrange custom tours for your group. To learn about the tours offered, speak to the owner upon arrival or inquire prior to booking. The cost will vary depending in the individual tour and number of people.
Maid Service - If you'd like maid service during your stay that can be scheduled by the owner. Ask for more details about the additional cost.
Baby Sitting - If you're traveling with children and would like an evening alone, a babysitter can be scheduled. Speak to the owner directly about this service upon arrival.
Borgo Dolciano
Villa della Regina
Pretty private holiday home with WIFI, private pool, hot tub, A/C, TV and patio, near Montepulciano
- 15
- 7
- 7
Description
Conveniently located 1 km (3273 ft) from Fonte Della Regina, Italy in the tourist area "Orcia Valley" and only 17 km (10 mi) from Montepulciano. Villa Della Regina is a beautiful vacation rental (600 sq m) with WiFi internet, private pool and air conditioning. The property can accommodate up to 15 people comfortably in seven bedrooms with seven bathrooms.
The Experience
After arriving you’ll find a lovely clean well-maintained property with views of the hills perfect for a relaxing vacation in Tuscany. After a hectic day of sightseeing, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. Also available outdoors are a barbecue grill and patio.
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: Montepulciano 17 km (10 mi), Montalcino 49 km (30 mi), Cortona 58 km (36 mi), Perugia 64 km (40 mi) and Arezzo 68 km (43 mi).
Some other major tourist destinations you should consider visiting are: Florence 141 km (88 mi), Viareggio 225 km (140 mi), Forte Dei Marmi 235 km (146 mi), Rome 174 km (108 mi), Venice 380 km (236 mi) and Milan 428 km (266 mi).
Additional Information
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) 147 km (91 mi), Roma Ciampino (cia) 183 km (114 mi), Roma Fiumicino (fco) 196 km (122 mi), Pisa (psa) 209 km (130 mi) and Bologna (blq) 233 km (145 mi).
More 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 needs. The chef will offer advice for the various courses and the wine. Inquire for more details and the additional costs.
Villa Conti Galgani
- 6
- 12
- 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
Last-Minute Offer for La Castellana
Book 5 days or less before the arrival date and receive a 10 % discount off the published rental rates.
This Offer is valid only for stays of 2 nights minimum and can not be combined with any other special offers.
Other apartments with last-minute offers:
Canto al Sole
Bellina
- 10
- 5
- 5
Description
Up to 10 guests, 5 beds / 5 baths: this old tuscan farmhouse is located in the heart of the Arno Valley, between Firenze/Florence, Arezzo, Chianti and Siena.
Very centrally located to explore the region, what make this area unique is its authenticity and opportunity to discover Tuscany off the beaten path, thank to our connections: ASK for our concierge service or service list!
Remote but yet very close to nearby towns (about 6 km away from shops, supermarket, train station and highway). You will get to the property by a short private dirt road, driving through vineyards and beautiful mountain and hills views.
Fully immersed in nature and countryside, this is THE getaway to rejoice with nature, silence and breathe Tuscany in every way. The villa is very big, with very spacious rooms and surrounded by greenery and birds singing.
The indoor is typical tuscan, with every comfort such as wifi, wood oven, television with streaming mode and a private Home Cinema!
Wide property with fields and woods for you to take lovely walks around the property, do your yoga sessions or to simply sit under the shade of the pergola. The villa is open also for private events, small weddings, ceremonies or any project we could help realize!
The private pool is 12*5 mt, open from May 1st until Sept 30, with decks, chairs and lots of reading corners!
PETS LIVE ON PROPERTY, housekeeper lives nearby. Villa Marina
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).
Book 5 days or less before the arrival date and receive a 10 % discount off the published rental rates.
This Offer is valid only for stays of 2 nights minimum and can not be combined with any other special offers.
- 12
- 6
- 6
Description
Vacation rental Casale le Fonti is a nice property (420 sq m) that includes air conditioning and private pool. The property can accommodate up to 12 people comfortably in six bedrooms with six bathrooms. Casale le Fonti is located 3 km (2 mi) from Moiano, Italy and only 33 km (21 mi) from Montepulciano.
Your Experience
When you arrive you will be greeted by the owner or manager where you’ll find a nice clean well-maintained property perfect for a relaxing holiday in Umbria. Regardless of how you spend your days - sightseeing, visiting museums, shopping or just driving in the countryside, when you arrive home you can relax with your family and friends at the pool for a perfect ending to another day in Umbria. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to 12 people. If you prefer to dine 'al fresco', there is a fully furnished garden where you can enjoy the weather while dining outdoors.
What's Nearby?
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montepulciano 33 km (21 mi), Cortona 38 km (23 mi), Perugia 46 km (29 mi), Montalcino 62 km (38 mi) and Assisi 68 km (42 mi).
Some other major tourist destinations you should consider visiting are: Florence 145 km (90 mi), Viareggio 232 km (144 mi), Forte Dei Marmi 239 km (149 mi), Rome 173 km (107 mi), Milan 432 km (268 mi) and Naples 364 km (226 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) 151 km (94 mi), Roma Ciampino (cia) 189 km (117 mi), Roma Fiumicino (fco) 194 km (121 mi), Pisa (psa) 213 km (132 mi) and Bologna (blq) 237 km (147 mi).
Casale le Fonti
Villa le Buche
Private Holiday home with A/C, sauna, private pool, WIFI, TV, panoramic view, close to Montepulciano
- 26
- 13
- 13
Description
Villa Le Buche is a stunning vacation villa set on the grounds of a renowned wine and olive oil estate, just a few kilometers from Sarteano, Tuscany. Offering a picturesque setting amidst rolling hills, it is not only perfect for a relaxing getaway but also an exceptional venue for weddings, parties, and special events.
With 13 bedrooms and expansive common areas, Villa Le Buche comfortably accommodates up to 26 guests, making it ideal for family reunions or groups of friends. Designed for ultimate comfort, the villa provides all the amenities needed for a serene and rejuvenating stay, including a luxurious spa. The property consists of a main villa with 8 bedrooms and a guest annex, just meters away, with 5 additional bedrooms. Access is via a well-maintained 3 km unpaved road.
As part of a working farm, Villa Le Buche offers incredible experiences for food and wine enthusiasts, including guided tours and tastings of its exceptional local products.
This magnificent villa is perfect for those seeking a peaceful retreat surrounded by nature, while also serving as an excellent base for exploring the nearby towns and villages of the Val d’Orcia, such as Sarteano, Chiusi, and Montepulciano. Guests can also take day trips to Tuscany’s renowned art cities, including Florence, Siena, and Arezzo.
At guests’ disposal: 13 bedrooms, each with private bathroom, air conditioning, TV and safe; private infinity pool overlooking the panorama (15 x 5 meters; minimum depth 1,2 meters; maximum depth 1,5 meters); large indoor and outdoor spaces; panoramic views; free Wi-Fi internet; wellness center consisting of a gym with 3 Technogym machines (exercise bike, elliptical machine, weight machine), a relaxation area, 3 sensory showers, Finnish sauna, steam room, and heated pool with massage jets and counter-current system. The wellness center is open from 15:00 to 19:00.; laundry room with washing machine and dryer; elevator (alternative to the stairs) between the villa’s lower level, ground floor and first floor, the barbecue is located in the kitchen.
Extra services: A wide range of additional services is available at this exceptional Wine Resort with spa, including wine tastings, guided cellar tours, private dining experiences, massages, cooking classes, and reservations at the estate’s restaurant (4 km away). Contact us to customise your perfect Tuscan getaway!
Distances: supermarket and A1 motorway access 5 km, Sarteano (shops) 5 km, Chiusi 7 km, Chiusi Scalo (train station) 10 km, Chianciano Terme 12 km, Montepulciano 20 km, San Casciano dei Bagni 20 km, Pienza 30 km, Bagno Vignoni 35 km, Cortona 40 km, Montalcino 40 km, Orvieto 40 km, Perugia 60 km, Siena 80 km, Florence 125 km, Rome 160 km.
IMPORTANT Villa Le Buche can be rented in two configurations: for 16 guests (8 bedrooms) or 26 guests (13 bedrooms). Rental prices vary based on the number of guests and bedrooms required. For bookings with fewer than 26 guests, some bedrooms will remain closed.
Please carefully check if there are any extra costs to be paid on site! Villa Le Buche
Book 15 days or less before the arrival date and receive a 20 % discount off the published rental rates.
This Offer is valid only for stays of 7 nights minimum and can not be combined with any other special offers.
