Guistrigona Villas with Pool
Results 301 - 320 of 591
Casale del Timignano, Private Villa with Huge Gard
Fabulous private house with WIFI, private pool, TV and patio, near San Gimignano
- 14
- 7
- 6
Description
Vacation rental Casale del Timignano, Private Villa with Huge Gard is a nice property (450 sq m) that includes private pool and WiFi internet. The property can sleep up to 14 people comfortably in seven bedrooms with six bathrooms. Conveniently located 4 km (3 mi) from Le Grazie, Italy in the tourist area "San Gimignano And Surroundings" and only 17 km (11 mi) from San Gimignano.
Your Experience
When you arrive you’ll find a lovely clean well-maintained property ideal for a peaceful vacation in Tuscany. Regardless of how you spend your days - shopping, sightseeing, visiting museums or just driving in the countryside, when you arrive home you can unwind 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 14 people. If you prefer to dine 'al fresco', there is a fully furnished veranda where you can enjoy the weather while dining outdoors.
What's Nearby?
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: San Gimignano 17 km (11 mi), Siena 37 km (23 mi), Greve In Chianti 45 km (28 mi), Florence 58 km (36 mi) and Montalcino 73 km (45 mi).
Some other major tourist destinations you should consider visiting are: Florence 58 km (36 mi), Viareggio 152 km (94 mi), Forte Dei Marmi 159 km (99 mi), Rome 271 km (168 mi), Venice 308 km (191 mi) and Milan 352 km (218 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 30 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) 70 km (44 mi), Pisa (psa) 89 km (55 mi), Bologna (blq) 157 km (97 mi), Roma Ciampino (cia) 280 km (174 mi) and Genova (goa) 290 km (180 mi).
Special Services
Pre-Stocked Fridge - Take advantage of the pre-stocking service to save time and start your holiday hassle-free after a long trip. Inquire for more details, including the extra cost and how to schedule this service.
The approximately 1km dirt access road is the old pilgrim road and in the woods, so it is not suitable for low or sports cars. Casale del Timignano, Private Villa with Huge Gard
Book your vacation for the period from 15 May 2026 to 18 May 2026 and save 10% (minimum 3 nights).
Book your vacation for the period from 10 April 2026 to 25 April 2026 and save 15% (minimum 4 nights).
Book your vacation for the period from 04 May 2026 to 10 May 2026 and save 10% (minimum 4 nights).
Book your vacation for the period from 29 May 2026 to 04 June 2026 and save 10% (minimum 4 nights).
Book your vacation for the period from 07 June 2026 to 12 June 2026 and save 10% (minimum 4 nights).
Book your vacation for the period from 17 June 2026 to 26 June 2026 and save 10% (minimum 4 nights).
Book your vacation for the period from 14 June 2026 to 18 June 2026 and save 10% (minimum 4 nights).
Book your vacation for the period from 21 August 2026 to 25 August 2026 and save 10% (minimum 4 nights).
Book your vacation for the period from 28 August 2026 to 31 August 2026 and save 10% (minimum 4 nights).
Book your vacation for the period from 01 September 2026 to 18 September 2026 and save 10% (minimum 4 nights).
Dimora di Castroncello
Pretty private holiday villa with WIFI, A/C, private pool, veranda and panoramic view, near Cortona
- 12
- 6
- 4
Description
Dimora Di Castroncello is located 2 km (1 mi) from Castroncello, Italy and only 15 km (9 mi) from Cortona in the tourist area "Cortona And Surroundings". Dimora Di Castroncello is a beautiful vacation rental (300 sq m) with private pool, WiFi internet and air conditioning. The property can accommodate up to 12 guests comfortably in six bedrooms with four bathrooms.
What to Expect
Upon arrival 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 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. 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 12 people. Dine 'al fresco' like a real Tuscan, the fully furnished veranda is the ideal setting to enjoy food, family and the nice Tuscan weather.
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: Cortona 15 km (9 mi), Arezzo 21 km (13 mi), Montepulciano 38 km (24 mi), Montalcino 58 km (36 mi) and Perugia 70 km (44 mi).
Some other major tourist destinations you should consider visiting are: Florence 108 km (67 mi), Viareggio 195 km (121 mi), Forte Dei Marmi 202 km (125 mi), Rome 206 km (128 mi), Venice 351 km (218 mi) and Milan 395 km (245 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 30 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) 113 km (70 mi), Pisa (psa) 176 km (109 mi), Bologna (blq) 200 km (124 mi), Roma Ciampino (cia) 215 km (134 mi) and Roma Fiumicino (fco) 227 km (141 mi).
Dimora Di Castroncello
Book now and save 10%. Offer valid until 05 April 2026 and for a minimum stay of 5 nights.
Casa Catia
Pretty private property with WIFI, private pool, TV, pets allowed, panoramic view, near Arezzo
- 12
- 5
- 4
Description
Comfortable holiday home ideally located close to the traditional village of Castiglion Fiorentino. From this area located south of Siena, known as “Chiana Valley”, guests can easily reach Cortona, Siena, Orcia Valley, Umbria, etc.
The villa is independent, furnished in a traditional rustic Tuscan style and is provided with a private garden and private swimming pool. Access to the property is via 300m of unpaved road in good conditions. Next to the villa, a landing path for ultralight aircrafts is available on request and at disposal of the guests in case they wish to live the unusual experience of a flight over the surrounding countryside.
At guests’ disposal: large furnished garden, gazebo, barbecue, wood oven, private swimming pool for the exclusive use of the guests (size: 10mx5m; depth: 1,5m; open from 01/05 to 30/09), outdoor shower (cold water); baby cot; pets are allowed.
Distances: Castiglion Firoentino (with shops of any kind) 7 km away, Arezzo 18 km away, Cortona 19 km away, Lake Trasimeno 35 km away, Rapolano Terme (with thermal spas) 32 km away, Montepulciano 35 km away, Pienza 42 km away, Siena 55 km away, Montalcino (famous for its “Brunello” wine) 58 km away, Florence 95 km away, Orvieto 105 km away.
Please carefully check if there are any extra costs to be paid on site! Casa Catia
Villa Cassia
Wonderful holiday villa with WIFI, private pool, TV and panoramic view, near Montepulciano
- 8
- 4
- 4
Description
Independent portion of a stone farmhouse dating back to the 15th century. This property, which has been, completely restored in 2012, offers 2 independent units separated by fences and hedgerows. Outside guests can enjoy use of a large furnished garden ideal for al-fresco dining and of a nice private pool.
This property is situated in the splendid Val d’Orcia region, in easy access to the charming towns of Pienza, San Quirico d’Orcia, San Casciano dei Bagni.
The access to the property is via an unpaved but well-maintained road suitable to any cars.
Distances: San Quirico with general stores 8 km away, Bagno Vignoni 4 km, Pienza 10 km away, Montepulciano 16 km, Siena 50 km away, Cortona 52 km, Arezzo 70 km, Florence (airport) 135 km, Rome (airport) 190 km.
At guests’ disposal: large furnished garden with table, chairs barbecue and swing, private swimming-pool (12 x 6 m – min. depth 1,1 m – max. depth 1,3 m – open from 01/05 to 30/09), open-air shower by the pool (only cold water).
Parking within the grounds.
Please carefully check if there are any extra costs to be paid on site! Villa Cassia
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.
- 4
- 2
- 2
Description
Villa Camelia is a lovely holiday rental (100 sq m) with air conditioning, private pool and WiFi internet. The property can sleep up to four guests comfortably in two bedrooms with two bathrooms. Villa Camelia is located , Italy and only 15 km (9 mi) from Cortona in the tourist area "Cortona And Surroundings".
The owner (1 person) lives in a house near Villa Camelia (50m away), in the same park. In any case he doesn’t use neither the swimming pool nor the garden.
The Experience
When you arrive you’ll find a nice clean well-maintained property with views of the hills and the city ideal for a peaceful holiday in Tuscany. Regardless of how you spend your days - sightseeing, visiting museums, shopping or just driving in the countryside, when you arrive home you can 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, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to four people. If you prefer to dine 'al fresco', there is a fully furnished garden where you can enjoy the weather while dining outdoors.
Places Nearby
Most people enjoy visiting 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: Cortona 15 km (9 mi), Montepulciano 20 km (12 mi), Arezzo 34 km (21 mi), Montalcino 51 km (31 mi) and Perugia 59 km (37 mi).
Some other major tourist destinations you should consider visiting are: Florence 108 km (67 mi), Viareggio 201 km (125 mi), Forte Dei Marmi 209 km (130 mi), Rome 197 km (122 mi), Venice 358 km (222 mi) and Milan 401 km (249 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 122 km (76 mi), Pisa (psa) 182 km (113 mi), Bologna (blq) 203 km (126 mi), Roma Ciampino (cia) 206 km (128 mi) and Roma Fiumicino (fco) 218 km (135 mi).
Special Services
Cooking Lessons - If you're interested in learning more about Tuscan cooking, inquire about the cooking lessons that can be organized at the property. It's a enjoyable way to spend time with friends and family while learning the techniques required to master Tuscan cuisine. For more details and the additional cost, please contact us.
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a mouth-watering meal using local produce? The chef will arrange the meal based on your preferences and dietary needs. The chef will offer suggestions for the various courses and the wine. Ask for more details and the supplemental costs.
Tours - The owner can organize custom tours for your group. To learn about the tours offered, speak to the owner after arriving or ask prior to booking. The cost will vary depending in the exact tour and number of people.
Baby Sitting - A babysitter can be arranged at Villa Camelia. If you're traveling with kids and would like some alone time, talk to the owner directly about this option when you arrive.
Villa Camelia
Passignano
Fabulous multi-unit holiday villa with pool, WIFI, TV, patio, panoramic view, near Greve In Chianti
- 17
- 51
- 25
- 20
Description
Conveniently located 4 km (2 mi) from Badia A Passignano, Italy in the tourist area "Chianti" and only 11 km (7 mi) from Greve In Chianti. Passignano is a lovely property with WiFi internet and pool. Passignano is a villa having a total of 17 independent apartments. The property can accommodate up to 51 guests comfortably in 25 bedrooms with 20 bathrooms.
Your Experience
After arriving you will be welcomed by the owner or manager where you’ll find a lovely clean well-maintained property with views of the hills ideal for a 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. 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 unit has its own kitchen with plenty of utensils, tableware and cutlery.
Places Nearby
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Greve In Chianti 11 km (7 mi), Florence 29 km (18 mi), San Gimignano 31 km (19 mi), Siena 50 km (31 mi) and Montalcino 86 km (53 mi).
Some other major tourist destinations you should consider visiting are: Florence 29 km (18 mi), Viareggio 123 km (77 mi), Forte Dei Marmi 131 km (81 mi), Rome 285 km (177 mi), Venice 280 km (174 mi) and Milan 323 km (200 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 June - 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) 42 km (26 mi), Pisa (psa) 89 km (55 mi), Bologna (blq) 129 km (80 mi), Genova (goa) 264 km (164 mi) and Venezia (vce) 282 km (175 mi).
The property has two splendid swimming pools and a large panoramic terrace, perfect for sunset aperitifs.
There is an electric vehicle charging station on the property, Pay-per-use. Relais Badia a Passignano
Villa Fusai
Wonderful independent vacation home with private pool, WIFI, TV, patio and panoramic view
- 8
- 3
- 3
Description
Conveniently located 9 km (5 mi) from Arezzo, Italy in the tourist area "Arezzo And Surroundings" and only 36 km (23 mi) from Cortona. Vacation rental Villa Fusai is a nice property (150 sq m) that includes WiFi internet and private pool. The property can sleep up to eight people comfortably in three bedrooms with three bathrooms. If playing a round of golf is important while on vacation, you are in luck because there is a course nearby.
The Experience
After arriving you’ll find a nice clean well-maintained property with views of the hills ideal for a peaceful holiday in Tuscany. Regardless of how you spend your days - sightseeing, shopping, visiting museums or just driving in the countryside, when you arrive home you can relax with your family and friends at the pool for a perfect ending to another day in Tuscany. Also available outside are a patio and barbecue grill.
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: Cortona 36 km (23 mi), Montepulciano 57 km (35 mi), Montalcino 78 km (49 mi), Siena 80 km (50 mi) and Greve In Chianti 81 km (50 mi).
Some other major tourist destinations you should consider visiting are: Florence 98 km (61 mi), Viareggio 185 km (115 mi), Forte Dei Marmi 192 km (119 mi), Rome 230 km (143 mi), Venice 341 km (212 mi) and Milan 384 km (239 mi).
Additional Information
Check-In Time: 14:00 - 17:00
Check-Out Time: 08:00 - 11:00
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 105 km (65 mi), Pisa (psa) 166 km (103 mi), Bologna (blq) 201 km (125 mi), Roma Ciampino (cia) 239 km (148 mi) and Roma Fiumicino (fco) 251 km (156 mi).
Podere Fusai
Villa Nibbiano
Amazing private holiday rental with private pool, WIFI, TV, patio, pets allowed and panoramic view
- 6
- 3
- 3
Description
Villa Nibbiano is a lovely holiday home (250 sq m) with private pool and WiFi internet. The property can sleep up to six people comfortably in three bedrooms with three bathrooms. Conveniently located 2 km (1 mi) from Montepulciano, Italy in the tourist area "Orcia Valley" and only 31 km (19 mi) from Cortona.
Montepulciano can be reached on foot in about 25 minutes, or 200 mt from the villa you can take a bus that takes you into town.
What to Expect
Upon arrival you will be greeted by the owner or manager where you’ll find a nice clean well-maintained property with views of the city and the hills perfect for a peaceful holiday in Tuscany. 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. For your pleasure, on the grounds there is a patio, barbecue grill and playground. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to six people.
Visit the Area
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 31 km (19 mi), Montalcino 38 km (24 mi), Arezzo 50 km (31 mi), Siena 65 km (40 mi) and Perugia 66 km (41 mi).
Some other major tourist destinations you should consider visiting are: Florence 122 km (76 mi), Viareggio 209 km (130 mi), Forte Dei Marmi 216 km (134 mi), Rome 189 km (117 mi), Venice 361 km (224 mi) and Milan 406 km (252 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Villa Nibbiano. 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: 09:00 - 10:00
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) 127 km (79 mi), Pisa (psa) 190 km (118 mi), Roma Ciampino (cia) 198 km (123 mi), Roma Fiumicino (fco) 210 km (131 mi) and Bologna (blq) 214 km (133 mi).
Special Services
Cooking Lessons - Discover from a local chef the techniques vital to master Tuscan cuisine. The owner can arrange to have a chef come to the property for a cooking lesson for any number of people in your group. It's a pleasant way to spend time with friends and family while discovering the secrets needed to prepare mouth-watering Tuscan meals when you return home. For more details and the supplemental cost, please contact us.
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a sumptuous meal using local produce? The chef will schedule the meal based on your preferences and dietary needs. The chef will offer advice for the various courses and the wine. Ask for more details and the additional costs.
Villa Ludovica
Villa Leo
Independent House with private pool, WIFI, A/C, TV, patio, pets allowed, panoramic view, near Arezzo
- 8
- 4
- 2
Description
Villa Leo is a lovely vacation rental (125 sq m) with WiFi internet, private pool and air conditioning. The property can accommodate up to eight guests comfortably in four bedrooms with two bathrooms. Conveniently located 520 m (1689 ft) from Pieve San Giovanni, Italy in the tourist area "Arezzo And Surroundings" and only 15 km (9 mi) from Arezzo.
Your Experience
Upon arrival you’ll find a lovely clean well-maintained property perfect for a peaceful holiday in Tuscany. For your enjoyment you will find a private pool where you can relax while enjoying a nice cold beverage after a hectic day of sightseeing. For your pleasure, on the grounds there is a patio and barbecue grill.
The entire property is fenced, so ideal for groups who arrive with a dog. The privacy offered is very good here.
Places Nearby
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Arezzo 15 km (9 mi), Cortona 41 km (26 mi), Montepulciano 61 km (38 mi), Siena 71 km (44 mi) and Greve In Chianti 81 km (50 mi).
Some other major tourist destinations you should consider visiting are: Florence 98 km (61 mi), Viareggio 184 km (115 mi), Forte Dei Marmi 192 km (119 mi), Rome 234 km (145 mi), Venice 341 km (212 mi) and Milan 384 km (238 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Villa Leo. If you have a large dog or multiple pets, please ask for permission prior to booking.
Check-In Time: 15:00 - 19:00
Check-Out Time: 09:00 - 10:00
Pool Open: 15 May - 15 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 105 km (65 mi), Pisa (psa) 165 km (103 mi), Bologna (blq) 186 km (115 mi), Roma Ciampino (cia) 243 km (151 mi) and Roma Fiumicino (fco) 255 km (159 mi).
Villa Leo
Book 7 days or less before the arrival date and receive a 10 % discount off the published rental rates.
This Offer is valid only for stays of 7 nights minimum and can not be combined with any other special offers.
Villa Ardene
Private Villa rental with hot tub, private pool, A/C, WIFI, TV, patio, pets allowed, panoramic view
- 14
- 7
- 7
Description
Conveniently located 3 km (2 mi) from Montepulciano, Italy in the tourist area "Orcia Valley" and only 34 km (21 mi) from Cortona. Vacation rental Villa Ardene is a nice stone building that includes air conditioning, private pool and WiFi internet. The property can sleep up to 14 people comfortably in seven bedrooms with seven bathrooms.
The Villa staff can organize various customized services such as: guided tours of wineries in Montepulciano, tasting tours, E-bike rental or tour, airport shuttle services and much more.
The Villa consists of a main building and a dependance surrounded by a beautiful garden, each one offering several apartments and bedrooms with bathrooms. A communal dining-room with kitchen is available, accessible only from the outside and not connected with the rest of the property from the inside.
There is also an external barbecue, equipped with wood oven and pick-nick area .
Montepulciano can be reached on foot by the villa if you like walking.
It is part of a working farm, the owners breed animals and grow fruit trees and vegetables. Some cats are present on site.
What to Expect
Upon arrival 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 holiday in Tuscany. Regardless of how you spend your days - shopping, visiting museums, sightseeing or just driving in the countryside, when you arrive home you can relax with your family and friends at the pool for a perfect ending to another day in Tuscany. For your pleasure, on the grounds there is a barbecue grill and patio. Dining with friends and family is a big part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your holiday. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 14 people.
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: Cortona 34 km (21 mi), Montalcino 37 km (23 mi), Arezzo 53 km (33 mi), Siena 69 km (43 mi) and Perugia 70 km (43 mi).
Some other major tourist destinations you should consider visiting are: Florence 114 km (71 mi), Viareggio 212 km (131 mi), Forte Dei Marmi 219 km (136 mi), Rome 178 km (110 mi), Venice 368 km (229 mi) and Milan 410 km (255 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Villa Ardene. If you have a large dog or multiple pets, please inquire for permission prior to booking.
Check-In Time: 15:00 - 17:00
Check-Out Time: 08:00 - 11:00
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) 132 km (82 mi), Pisa (psa) 193 km (120 mi), Roma Ciampino (cia) 193 km (120 mi), Roma Fiumicino (fco) 205 km (127 mi) and Bologna (blq) 213 km (132 mi).
Special Services
Cooking Lessons - Learn 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 discovering the secrets vital to prepare mouth-watering Tuscan meals when you return home. For more details and the additional cost, please contact us.
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a delicious meal using local produce? The chef will arrange the meal based on your preferences and dietary requirements. The chef will offer advice for the various courses and the wine. Inquire for more details and the supplemental costs.
Tours - Custom tours can be organized by the owner for your group. For more details about the tours offered, speak to the owner after arriving or inquire prior to booking. The cost will vary depending in the specific tour and number of people.
Maid Service - If you'd like maid service during your stay that can be organized by the owner. Inquire for more details about the supplemental cost.
Pre-Stocked Fridge - Take advantage of the pre-stocking service to save time and start your vacation hassle-free after a long trip. Inquire for more details, including the extra cost and how to organize this service.
Villa Ardene
Book 14 days or less before the arrival date and receive a 25 % 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 Agazzi
Stunning independent vacation home with WIFI, private pool, A/C, TV, patio and panoramic view
- 8
- 4
- 4
Description
Beautiful, recently restored villa situated on a hill top overlooking the city of Arezzo and the Chiana valley. This property is entirely fenced in and comprises the owners’ house and a charming small church dating back to the 7th century. Outside guests can enjoy use of a large, well-groomed garden with a beautiful, private swimming-pool set in panoramic location. The villa was divided into 4 apartments which are connected internally and are rentable only together as a private accommodation. The interiors are welcoming and tastefully furnished. On the ground floor there is a large, furnished portico ideal for al-fresco dining.
A railway line runs in the bottom of the valley. Easy train connections to Florence and Rome are available from the city of Arezzo.
The access to the property is via an unpaved but well-maintained road.
Distances: Arezzo with shops of all kinds and railway station 8 km away, Civitella Valdichiana 16 km, Cortona 32 km away, Montepulciano 50 km, the Val d’Orcia area is within 50 – 80 km, Florence 80 km away, Siena 80 km, Orvieto 90 km away, Rome 220 km away.
At guests’ disposal: large garden, beautiful, private, irregular-shaped swimming-pool (circa 16 x 8 m – min. depth 1,2 m – max. depth 3 m –salt-water purification system- open from 01/04 through 30/10), heated hydromassage area on request and for a fee, large furnished solarium with a pergola and a small house with dressing-room, toilet, 2 showers and a small kitchen corner, nice portico ideal for al-fresco dining. This villa provides WI-FI internet connection (free of charge).
The property owners run a farming estate and the can organize olive oil, wine, balsamic vinegar and spirits tasting.
Parking within the grounds.
Extra Services: Maid service available by arrangement at € 12,- / per hour. The sofa-bed on the first floor bed is available at € 150,- / per person / per week – payment on site.
Note: The villa has an outdoor video surveillance system
Please carefully check if there are any extra costs to be paid on site! Villa Agazzi
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 Fontanelle
Independent Property with internet, private pool, A/C, TV, patio, panoramic view, near Montepulciano
- 14
- 7
- 9
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
Villa Milluzzi
Amazing independent holiday villa with WIFI, private pool, A/C and TV, close to Cortona
- 10
- 5
- 5
Description
Holiday home Villa Milluzzi is a beautiful property (320 sq m) that includes WiFi internet, private pool and air conditioning. The property can accommodate up to ten guests comfortably in five bedrooms with five bathrooms. Villa Milluzzi is located 1 km (3432 ft) from Ronzano, Italy and only 12 km (8 mi) from Cortona in the tourist area "Cortona And Surroundings".
Your Experience
After arriving you will be greeted by the owner or manager where you’ll find a nice clean well-maintained property ideal for a peaceful holiday in Tuscany. After a busy day of visiting museums, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day. Dining with friends and family is a big part of the Tuscan culture. Take advantage of the kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine, toaster, 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 holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 12 km (8 mi), Montepulciano 27 km (17 mi), Arezzo 28 km (17 mi), Montalcino 55 km (34 mi) and Perugia 63 km (39 mi).
If you'd like to visit the beautiful Tuscan coast, it's just a short driving distance to the sea from the vacation rental, only 15 km (9 mi).
Some other major tourist destinations you should consider visiting are: Florence 119 km (74 mi), Viareggio 203 km (126 mi), Forte Dei Marmi 213 km (132 mi), Rome 201 km (125 mi), Venice 362 km (225 mi) and Milan 405 km (252 mi).
Additional Information
Pool Open: 3 April - 30 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) 126 km (78 mi), Pisa (psa) 186 km (116 mi), Roma Ciampino (cia) 210 km (130 mi), Bologna (blq) 211 km (131 mi) and Roma Fiumicino (fco) 222 km (138 mi).
More Services
Tours - The owner can arrange custom tours for your group. To learn about the tours available, speak to the owner upon arrival or inquire prior to booking. The cost will vary depending in the specific tour and number of people.
Villa Milluzzi
Villa Montepulciano Vineyard and Pool Retreat
Unique independent accommodation with private pool, A/C, WIFI, hot tub, TV and patio
- 10
- 4
- 3
Description
Villa Montepulciano Vineyard and Pool Retreat is located 2 km (1 mi) from Montepulciano, Italy and only 34 km (21 mi) from Montalcino in the tourist area "Orcia Valley". Villa Montepulciano Vineyard and Pool Retreat is a beautiful vacation rental (300 sq m) with private pool, WiFi internet and air conditioning. The property can sleep up to ten guests comfortably in four bedrooms with three bathrooms.
What to Expect
Upon arrival you’ll find a lovely clean well-maintained property perfect for a peaceful holiday in Tuscany. For your pleasure you will find a private pool where you can unwind while enjoying a nice cold beverage after a busy day of sightseeing. Sharing a meal with friends and family is a huge part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to ten people.
Visit the Area
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montalcino 34 km (21 mi), Cortona 40 km (25 mi), Arezzo 52 km (32 mi), Siena 68 km (42 mi) and Perugia 77 km (48 mi).
Some other major tourist destinations you should consider visiting are: Florence 125 km (78 mi), Viareggio 211 km (131 mi), Forte Dei Marmi 218 km (136 mi), Rome 183 km (114 mi), Venice 364 km (226 mi) and Milan 414 km (257 mi).
Additional Information
Check-In Time: 17:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 June - 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) 126 km (78 mi), Pisa (psa) 192 km (119 mi), Roma Ciampino (cia) 192 km (119 mi), Roma Fiumicino (fco) 205 km (127 mi) and Bologna (blq) 216 km (134 mi).
Villa Montepulciano Vineyard and Pool Retreat
Book your vacation for the period from 02 April 2026 to 19 December 2026 and save 15% (minimum 2 nights).
Villa Recanati, Val D'Orcia, Private Pool, Jacuzzi
Independent House with hot tub, WIFI, A/C, private pool, TV, terrace, pets allowed, panoramic view
- 14
- 6
- 6
Description
Holiday rental Villa Recanati, Val D'orcia, Private Pool, Jacuzzi is a beautiful property (500 sq m) that includes hot tub, private pool and air conditioning. The property can accommodate up to 14 people comfortably in six bedrooms with six bathrooms. Conveniently located 18 km (11 mi) from Montepulciano, Italy and only 45 km (28 mi) from Montalcino.
The janitor resides in the annex and takes care of guests only when requested or needed. He can provide guests with their privacy, but at the same time ensure timely assistance in case of need.
Your Experience
After arriving at Villa Recanati, Val D'orcia, Private Pool, Jacuzzi you’ll find a nice clean well-maintained property with views of the hills ideal for a splendid vacation in Tuscany. After a busy day of shopping, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. Also available outdoors are a hot tub, barbecue grill and playground. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 14 people.
Visit the Area
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montalcino 45 km (28 mi), Cortona 52 km (32 mi), Perugia 58 km (36 mi), Arezzo 62 km (38 mi) and Assisi 77 km (48 mi).
Some other major tourist destinations you should consider visiting are: Florence 134 km (83 mi), Viareggio 218 km (136 mi), Forte Dei Marmi 228 km (142 mi), Rome 168 km (104 mi), Venice 374 km (232 mi) and Milan 422 km (262 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Villa Recanati, Val D'orcia, Private Pool, Jacuzzi. 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 April - 1 November (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 140 km (87 mi), Roma Ciampino (cia) 177 km (110 mi), Roma Fiumicino (fco) 189 km (118 mi), Pisa (psa) 202 km (126 mi) and Bologna (blq) 226 km (141 mi).
Special Services
Tours - The owner can arrange custom tours for your group. To learn about the tours available, speak to the owner after arriving or inquire prior to booking. The cost will vary depending in the specific tour and number of people.
Villa Recanati, Val D'orcia, Private Pool, Jacuzzi
- 12
- 6
- 7
Description
Property Summary
This independent farmhouse vacation rental spans 450 square meters and is nestled on the slopes of Monte Cappuccini, which divides the Val d'Orcia from the Val di Chiana in Montepulciano, Italy. The property has been recently restored with meticulous attention to interior decoration, featuring authentic antique furniture, traditional terracotta ceilings, and antique parquet floors that embody true Tuscan style. You will find this detached residence offers both relaxation and easy access to explore the surrounding vineyards and olive groves that characterize the hills and plains of the region. The property provides convenient parking on site and complimentary Internet Wifi connection throughout your stay, ensuring you remain connected while enjoying the tranquility of the Tuscan countryside.
Outdoors
The property features a private non-heated swimming pool measuring 8 by 16 meters with a depth of 1.4 meters, available for your enjoyment from May 15 to September 30. You will discover a natural pond within the expansive garden, which is beautifully bordered by woods and olive groves, creating a serene environment for outdoor relaxation. A gazebo equipped with tables and chairs is positioned directly in front of the kitchen, offering an ideal space for al fresco dining while taking in the picturesque Tuscan landscape. Pool towels are provided for your convenience, and the entire property is fenced, ensuring privacy and security during your stay.
Unit Layout
The residence accommodates up to 12 guests across 6 bedrooms and 7 bathrooms, distributed thoughtfully over two levels. On the ground floor, you will find a reading and television lounge, a large kitchen seamlessly connected to a very spacious dining room, and 2 suites, each featuring a private bathroom with bathtub and an additional reading living room. An extra bathroom with laundry facilities is also located on this level. The first floor comprises 2 double bedrooms, each with a private bathroom equipped with a shower, and 2 junior suites, each also offering a private bathroom with shower. The entire villa showcases exceptional furnishings, including furniture dating from the 1800s combined with contemporary design elements. Upon request, the property can accommodate up to 17 guests for an additional cost, utilizing a double sofa bed and a single sofa bed in the ground floor suite, as well as single pouf beds in both junior suites on the first floor. A crib is also available upon request.
Amenities Included
Your accommodation includes comprehensive climate control with Air Conditioning available throughout the villa and Heat Available during the permitted season. The kitchen is fully equipped with modern conveniences including a Dishwasher, Microwave, oven, toaster, coffee maker, and American coffee maker to facilitate meal preparation. Entertainment options feature Television with Satellite TV offering English channels available for your viewing pleasure. The interior Fireplace adds warmth and ambiance to the living spaces. Practical amenities include a Washing Machine, iron and ironing board to ensure comfort during extended stays. Outdoor cooking enthusiasts will appreciate the Barbecue facilities available on the property.
Other Information
Check-in begins at 3:00 PM on Saturday by appointment, and check-out is required by 9:00 AM. You must provide arrival details at least 2 weeks prior to your arrival date. Upon arrival at the property, you are required to pay a security deposit in cash to the property representative in the amount of 800 euro, which will be returned prior to departure, net of any accidental damage to the property. All guests must provide a photocopy of their passport and sign a form for the local authorities upon arrival. The property is within walking distance from the city center. Heating in Italy is allowed by law from November 1 to April 1, with some exceptions for extreme weather conditions. Please note that fans are not usable. Kitchen services, if desired, must be arranged at least 2 months before arrival. An arrival fee applies if you arrive outside the indicated hours. Occasionally you may hear some noise coming from the underlying spa. Animals are not allowed on the property. Baby beds and child chairs are available with an extra cost.
Distances and Attractions
The farmhouse is situated in an enviable location that allows you to explore both the Val d'Orcia and the Val di Chiana regions. The surrounding area is characterized by rolling hills covered with vineyards and olive groves, offering scenic routes for leisurely walks or cycling excursions. The property's position on Monte Cappuccini provides easy access to numerous attractions in the Montepulciano area, including local wineries that offer tours and tastings. The historic city center is within walking distance, where you can discover traditional restaurants, shops, and cultural landmarks that showcase the authentic character of Tuscany.
Costs & Services
Included services
- Pool towels
- Free parking on site
Extra costs
- Stay tax: 1 euro per person per day
- Tourist tax for adults or children: 100 euro per week
- Cleaning: 350 euro per week
- Air conditioning: Extra charge
- Heating: According to consumption, approximately 80 to 100 euro per day
- Gas: Based on consumption at market value
- Arrival fee: To be paid upon arrival for arrivals outside indicated hours
- Baby bed available: Extra cost
- Child chair available: Extra cost
On request
- Dog: 100 euro per week
- Cooking service: 70 euro per person
- Cooking classes: 120 euro per person
- Breakfast service: 25 euro per person
- Housekeeping: 25 euro per hour
- Pre-provided villa: 80 euro plus the cost of groceries
- Winery tours: 40 euro per person
- Bicycles: Available by reservation only
- Ping-pong table: Available by reservation only
- Catering services: Breakfast, on the road lunch, brunch in the villa, traditional dinner, gourmet dinner Podere Monti
- 5
- 2
- 2
Description
Property Summary
Single-family house "Cadellura" is a beautiful vacation rental located in the Santa Firmina district, just 4 km from the center of Arezzo, Italy. The property offers a peaceful retreat with a 10,000 m2 fenced terraced garden, lawn, trees, orchard, and a seasonal kidney-shaped swimming pool (10 x 5 m) available from May 1st to September 30th. The pool area includes an outdoor shower, a pool house with a fridge, and patio furniture. The house features a burglar alarm system, Internet WiFi, parking, and is within 500 m of a shop and 2 km of a supermarket.
Outdoors
The property boasts a 10,000 m2 fenced terraced garden lawn with trees and an orchard. The highlight is the seasonal kidney-shaped swimming pool, measuring 10 x 5 m, available from May 1st to September 30th. The pool area includes an outdoor shower, a pool house with a fridge, and patio furniture, providing the perfect spot to relax and soak up the Italian sun.
Other Information
The owner lives on the same property, ensuring a nearby presence for any assistance required. Public transportation is easily accessible, with a bus stop just 500 m away and the Arezzo railway station located 4 km from the property. The house is equipped with a burglar alarm system for added security and peace of mind.
Distances and Attractions
Located just 4 km from the center of Arezzo, the vacation rental is conveniently situated near essential amenities. A shop is within 500 m, and a supermarket is 2 km away, allowing easy access to supplies. Additionally, the property is in proximity to nearby attractions in Arezzo, a city known for its rich history and cultural offerings. Cadellura
Villa Silvana
Pretty independent house with A/C, hot tub, private pool, WIFI, TV, patio and panoramic view
- 8
- 4
- 5
Description
Property Summary
Villa Silvana is a stunning single-family house located just 3 km from Tavarnelle Val di Pesa. This three-story vacation rental offers a delightful combination of comfort and luxury, with a large, well-kept garden featuring a wildlife garden, trees, and a seasonal swimming pool. The property boasts a range of amenities, including an outdoor shower, hot tub, arbour, pergola, terrace, garden furniture, and a barbecue area. Inside, you'll find a fitness room and an additional hot tub, ensuring a truly indulgent experience.
Outdoors
The outdoor spaces at Villa Silvana are truly remarkable. The large, fenced garden is meticulously maintained, offering a tranquil oasis with a wildlife garden and an array of trees. The highlight of the outdoor area is the seasonal swimming pool, measuring 5 x 10 meters with a depth range of 100 to 250 cm, available from April 20th to October 15th. Enjoy a refreshing dip while soaking in the beautiful surroundings. Additionally, the property features an outdoor shower, hot tub, arbour, pergola, terrace, and garden furniture, providing ample spaces for relaxation and entertainment. A barbecue area is also available, perfect for alfresco dining.
Other Information
Villa Silvana offers a range of additional services to enhance your stay. Linen and towel changes are available at an extra charge, and room cleaning and housekeeping services can be requested for an additional fee. For those seeking culinary indulgence, a cook can be arranged upon request, and breakfast and half-board options are available at an extra cost. Parking is conveniently available at the house, with a single garage on the premises. The owner/gardener maintains the pool, ensuring a pristine swimming experience.
Distances and Attractions
Villa Silvana is ideally situated for exploring the region's rich cultural and natural attractions. Within 800 meters, you'll find shops, a grocery store, restaurants, and a bakery, while a bus stop is just 100 meters away. The Zambra railway station is 13 km from the property, providing easy access to nearby destinations. For beach lovers, the sandy shores of Cecina Mare are approximately 90 km away. Golf enthusiasts can tee off at a 14-hole golf course located 30 km from the villa. Nearby attractions include the charming towns of Certaldo (11 km), San Gimignano (22 km), and Volterra (47 km), as well as the iconic cities of Florence (36 km), Siena (46 km), and Pisa (86 km). Villa Silvana
Description
Property Summary
Agriturismo "Agriturismo del Talozzo" is a vacation rental located in the district of Sant'Anastasio, just 7 km from the center of Arezzo, Italy. This rental property offers a peaceful and serene environment, surrounded by beautiful countryside. It features a fenced yard, a garden with trees and a meadow, and a large swimming pool measuring 11 x 6 m, available from May 1st to September 30th. The pool is well-maintained by the owner/gardener, ensuring it is always in top condition for your enjoyment. Parking is available on the premises, accessible via a 50 m unmade road.
Outdoors
The vacation rental property boasts a stunning outdoor space, perfect for relaxation and enjoyment. The fenced premises feature a garden with trees, a meadow, and a large swimming pool measuring 11 x 6 m. The pool is available from May 1st to September 30th and is meticulously maintained by the owner/gardener, ensuring it is always in pristine condition for guests to enjoy. Additionally, the property offers parking on the premises, accessible via a 50 m unmade road.
Other Information
Guests at Agriturismo "Agriturismo del Talozzo" can observe animal husbandry activities on the estate, providing a unique and authentic experience. It is important to note that the owner of the vacation rental lives in a separate semi-detached house and owns a dog. However, guests can enjoy their holiday rental experience with privacy and peace of mind, as the rental property offers a serene and tranquil environment.
Distances and Attractions
The vacation rental is conveniently located near various attractions and amenities. It is situated just 1 km away from a shop and supermarket, making it easy to stock up on essentials. The "Arezzo" railway station is only 5 km away, providing easy access to explore the surrounding areas. Nearby attractions include the Equestrian Center Arezzo (3.5 km), Castiglion Fiorentino (15 km), and Lago Trasimeno (40 km), offering a wealth of activities and sights to enjoy during your stay. The rental's proximity to the center of Arezzo (7 km), Cortona (24 km), and Firenze (88 km) also provides ample opportunities for day trips and exploration. Agriturismo del Talozzo
- 3
- 15
- 7
- 7
Description
Welcoming farmhouse situated in panoramic location in the beautiful area of Val D’Orcia. This property comprises 4 units (one is occupied by the owners) and offers a well-groomed garden, a private furnished area for all of the 3 apartments and a nice pool.
This property is in easy access to charming little villages and small towns such as Pienza, San Quirico d’Orcia and Bagni Vignone (with nice spas). A secondary road passes nearby the property.
Distances: Pienza with general stores 5 km away, Bagni Vignone (spa) 5 km, Montepulciano 20 km, Montalcino (renowned for the production of Brunello wine) 25 km away, Chiusi (railway station with trains for Florence and Rome) 35 km, Siena 50 km away, Florence (airport) 120 km away, Rome 200 km away.
At guests’ disposal: private furnished outdoor area for all of the 3 apartments, garden with shared swimming-pool (12 x 6 m – depth 1,4 m – open from 01/05 to 30/09), barbecue. Shared laundry.
Extra Services: Baby bed available upon request € 26,- / per week (to be paid on the spot). Maid service by arrangement (€ 10,- / per hour payable locally).
Please carefully check if there are any extra costs to be paid on site! Pienza
Last-Minute Offer for Pienza a
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.
Other apartments with last-minute offers:
Pienza B
Pienza C
