Luxury Villas in San Regolo, Italy
Results 101 - 120 of 153
Villa Belvedere
Superb independent vacation home with A/C, WIFI, private pool, TV and patio, close to San Gimignano
- 8
- 4
- 3
Description
Villa Belvedere is located 11 km (7 mi) from Gambassi Terme, Italy and only 13 km (8 mi) from San Gimignano. Villa Belvedere is a beautiful stone building (250 sq m) with air conditioning, private pool and WiFi internet. The property can accommodate up to eight people comfortably in four bedrooms with three bathrooms.
What to Expect
Upon arrival at Villa Belvedere you’ll find a lovely clean well-maintained property with views of the hills ideal for a splendid holiday in Tuscany. After a hectic day of visiting museums, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. 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 eight 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: San Gimignano 13 km (8 mi), Siena 57 km (36 mi), Pisa 61 km (38 mi), Greve In Chianti 61 km (38 mi) and Florence 67 km (41 mi).
Some other major tourist destinations you should consider visiting are: Florence 67 km (41 mi), Viareggio 90 km (56 mi), Forte Dei Marmi 101 km (63 mi), Rome 292 km (181 mi), Milan 355 km (221 mi) and Naples 483 km (300 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): Pisa (psa) 62 km (39 mi), Firenze Peretola (flr) 68 km (42 mi), Bologna (blq) 160 km (100 mi), Genova (goa) 232 km (144 mi) and Roma Ciampino (cia) 301 km (187 mi).
Special Services
Tours - The owner can organize custom tours for your group. To learn about the tours offered, speak to the owner upon arrival or ask prior to booking. The cost will vary depending in the individual tour and number of people.
Villa Belvedere
Villa Melinda
Superb private house with A/C, WIFI, private pool, TV, terrace, pets allowed, close to San Gimignano
- 6
- 3
- 3
Description
Beautiful villa located in the countryside between Siena and Florence, renovated in 2015 maintaining and enhancing the rustic style and at the same time equipping it with all comforts to ensure a relaxing and welcoming environment. The house is arranged over three floors and has an attractive design with a taste of modern combined with some antique furniture. The property also has a small fenced garden of 1,000 sq m. equipped with pool for exclusive use of the guests (11m. x 5m. prof. 150cm.), there is also a nice loggia equipped for outdoor dining with barbecue.
Possibility to arrange chef service and cooking classes (upon request and to be paid on the spot); possibility of massages by professionals (to be arranged directly on the spot).
Free Wi-Fi internet. Air conditioning throughout. Parking near the property (30 meters). Access to the house with 150m. of unpaved road. The property is located at 8km. from the center of "Certaldo", at 19km. from "San Gimignano", at 20km. from the golf course, at 55km. from Siena and 59km. from Florence. Villa Della Meletta
Book 42 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.
- 6
- 3
- 3
Description
Property Casa Meletta is a beautiful stone building (140 sq m) that includes hot tub, air conditioning and private pool. The property can sleep up to six people comfortably in three bedrooms with three bathrooms. Casa Meletta is located 2 km (1 mi) from Gambassi Terme, Italy and only 19 km (12 mi) from San Gimignano.
Your Experience
Upon arrival you’ll find a lovely 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 - 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 hot tub, barbecue grill and patio. Dining with friends and family is a huge part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your holiday. The kitchen includes coffee machine, microwave, stove and refrigerator, as well as, plenty of tableware and cutlery for up to six people. Dine 'al fresco' like a real Tuscan, the fully furnished patio is the perfect setting to enjoy food, family and the lovely Tuscan weather.
Places Nearby
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: San Gimignano 19 km (12 mi), Greve In Chianti 50 km (31 mi), Siena 55 km (34 mi), Florence 57 km (35 mi) and Pisa 73 km (45 mi).
Some other major tourist destinations you should consider visiting are: Florence 57 km (35 mi), Viareggio 102 km (63 mi), Forte Dei Marmi 114 km (71 mi), Rome 290 km (180 mi), Venice 301 km (187 mi) and Milan 347 km (216 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 April - 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) 58 km (36 mi), Pisa (psa) 75 km (46 mi), Bologna (blq) 162 km (100 mi), Genova (goa) 247 km (154 mi) and Roma Ciampino (cia) 299 km (186 mi).
L'antica Meletta
Book now and save 10%. Offer valid until 30 June 2026 and for a minimum stay of 14 nights.
Villa Bartolomeo
Wonderful private vacation rental with A/C, hot tub, sauna, private pool, WIFI, TV, veranda
- 12
- 6
- 6
Description
Villa Bartolomeo is located 3 km (2 mi) from Bivio Di San Biagio, Italy and only 5 km (3 mi) from Montepulciano in the tourist area "Orcia Valley". Villa Bartolomeo is a lovely stone building (400 sq m) with private pool, WiFi internet and air conditioning. The property can sleep up to 12 guests comfortably in six bedrooms with six bathrooms.
The Experience
After arriving you’ll find a lovely clean well-maintained property with views of the hills ideal for a relaxing vacation in Tuscany. For your enjoyment you will find a private pool where you can unwind while enjoying a nice cold beverage after a hectic day of shopping.
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: Montepulciano 5 km (3 mi), Cortona 36 km (22 mi), Montalcino 36 km (23 mi), Arezzo 55 km (34 mi) and Siena 70 km (44 mi).
Some other major tourist destinations you should consider visiting are: Florence 127 km (79 mi), Viareggio 211 km (131 mi), Forte Dei Marmi 221 km (137 mi), Rome 186 km (115 mi), Venice 366 km (228 mi) and Milan 414 km (257 mi).
Additional Information
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) 133 km (82 mi), Pisa (psa) 195 km (121 mi), Roma Ciampino (cia) 195 km (121 mi), Roma Fiumicino (fco) 207 km (129 mi) and Bologna (blq) 219 km (136 mi).
Additional Services
Cooking Lessons - Learn from a local chef the techniques required to master Tuscan cuisine. The owner can schedule to have a chef come to the property for a cooking lesson for any number of people in your group. It's a fun way to spend time with friends and family while learning the secrets vital to prepare sumptuous Tuscan meals when you return home. For more details and the additional cost, please contact us.
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a mouth-watering meal using local produce? The chef will schedule the meal based on your preferences and dietary needs. The chef will offer advice for the various courses and the wine. Inquire for more details and the supplemental costs.
Villa Benefizio
Fonte di Pillo
Wonderful private property with WIFI, private pool, A/C, TV, terrace and panoramic view
- 14
- 6
- 6
Description
Property Summary
Villa Fonte di Pillo is a stunning vacation rental located just 4 kilometers from Gambassi Terme and Castelfiorentino, and 20 kilometers from San Gimignano. This villa offers a peaceful retreat with excellent amenities such as a swimming pool, yard, internet WiFi, parking, and an EV charging station.
Outdoors
The property boasts an impressive 60,000 square meters of land with a well-maintained garden featuring a lawn and various trees. The highlight of the outdoor area is the 12 x 6 meter swimming pool with a depth of 150 centimeters, available seasonally from April 22nd to October 14th. The pool is equipped with an outdoor shower, and the owner/gardener ensures it is always in pristine condition.
Other Information
Inside the villa, guests can enjoy air conditioning and a burglar alarm system for added comfort and security. Access to the property is via a 200-meter-long unmade road, and covered parking is available for up to 2 cars.
Distances and Attractions
Nearby attractions include the cities of Volterra, Firenze, Pisa, and Livorno. Additionally, there is an 18-hole golf course located just 15 kilometers away, making Villa Fonte di Pillo an ideal vacation rental for those seeking relaxation and luxury in a convenient location. Fonte di Pillo
Villa Toppani del Sodo
Pretty independent house with private pool, A/C, WIFI, TV, patio and panoramic view, near Cortona
- 21
- 11
- 12
Description
Conveniently located in Sodo, Italy in the tourist area "Cortona And Surroundings" and only 3 km (2 mi) from Cortona. Villa Toppani Del Sodo is a lovely stone building (300 sq m) with WiFi internet, air conditioning and private pool. The property can accommodate up to 21 people comfortably in 11 bedrooms with 12 bathrooms.
The Experience
When you arrive you’ll find a nice clean well-maintained property with views of the hills ideal for a splendid holiday in Tuscany. For your enjoyment you will find a private pool where you can unwind while enjoying a nice cold beverage after a busy day of visiting museums. For your pleasure, on the grounds there is a barbecue grill and patio. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 21 people.
Visit the Area
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 3 km (2 mi), Arezzo 26 km (16 mi), Montepulciano 31 km (19 mi), Perugia 52 km (32 mi) and Montalcino 66 km (41 mi).
If you'd like to visit the beautiful Tuscan coast, it's just a short driving distance to the sea from the property, only 15 km (9 mi).
Some other major tourist destinations you should consider visiting are: Florence 108 km (67 mi), Viareggio 192 km (119 mi), Forte Dei Marmi 202 km (125 mi), Rome 211 km (131 mi), Venice 351 km (218 mi) and Milan 395 km (245 mi).
Additional Information
Check-In Time: 15:00 - 20:00
Check-Out Time: 08:00 - 09:00
Pool Open: 1 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) 115 km (72 mi), Pisa (psa) 176 km (109 mi), Bologna (blq) 200 km (124 mi), Roma Ciampino (cia) 220 km (137 mi) and Roma Fiumicino (fco) 233 km (145 mi).
More Services
Cooking Lessons - Discover from a local chef the techniques vital to master Tuscan cuisine. The owner can organize to have a chef come to the property for a cooking lesson for any number of people in your group. It's a fun way to spend time with friends and family while learning the secrets required to prepare delicious 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 sumptuous meal using local produce? The chef will schedule 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 supplemental costs.
Tours - The owner can schedule custom tours for your group. To learn about the tours available, speak to the owner upon arrival or ask prior to booking. The cost will vary depending in the individual tour and number of people.
Maid Service - Upgrade your vacation with maid service. This service can be scheduled by the owner. 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. Ask 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 organized. Speak to the owner directly about this service upon arrival.
Il Sole Del Sodo
Podere Palazzo
Superb private accommodation with private pool, A/C, WIFI and panoramic view, close to Montalcino
- 8
- 3
- 3
Description
Podere Palazzo is a beautiful holiday rental (200 sq m) with air conditioning, WiFi internet and private pool. The property can sleep up to eight guests comfortably in three bedrooms with three bathrooms. Conveniently located 3 km (2 mi) from Castiglione D'orcia, Italy in the tourist area "Orcia Valley" and only 24 km (15 mi) from Montalcino.
The Ground Floor can't be rented and it is closed, as the owners live there occasionally.
They may use the pool too, when they are at the villa.
The Experience
Upon arrival you will be welcomed by the owner or manager where you’ll find a beautiful clean well-maintained property ideal 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 shopping.
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: Montalcino 24 km (15 mi), Montepulciano 31 km (19 mi), Siena 58 km (36 mi), Cortona 70 km (43 mi) and Arezzo 92 km (57 mi).
Some other major tourist destinations you should consider visiting are: Florence 125 km (78 mi), Viareggio 220 km (137 mi), Forte Dei Marmi 227 km (141 mi), Rome 197 km (123 mi), Venice 376 km (234 mi) and Milan 419 km (260 mi).
Additional Information
Check-In Time: 16:00 - 19:00
Check-Out Time: 07:00 - 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) 140 km (87 mi), Pisa (psa) 185 km (115 mi), Roma Ciampino (cia) 206 km (128 mi), Roma Fiumicino (fco) 219 km (136 mi) and Bologna (blq) 221 km (137 mi).
Birthdays and parties are generally not accepted, especially for groups of young people under the age of 30.
Podere Palazzo
Villa Margherita
Unique independent accommodation with WIFI, private pool, TV, patio, pets allowed and panoramic view
- 4
- 2
- 2
Description
Charming independent villa with private swimming-pool situated in panoramic location, on the hills around the beautiful medieval town of Cortona, approx. 750 m above sea level. This property is surrounded by beautiful woods and offers tastefully furnished interiors and a cosy atmosphere. The location is ideal to enjoy the peace of the Tuscan landscape and at the same time to visit the most important historical cities of the area.
The access to the property is via an unpaved but well-maintained road.
Distances: the small village of Portole with food shops 6 km away, Cortona with al kinds of shops 13 km, Città di Castello and Arezzo approx. 40 km. Lake Trasimeno is about 30 km away.
At guests’ disposal: furnished garden, beautiful irregular-shaped swimming-pool (ca. 7 x 14 m – maximum depth 2,4 m), veranda equipped with tables and chairs for “al fresco” dining, barbecue. Use of a washing-machine and ironing facilities. Parking with the grounds.
Extra Services: Baby bed available on request. Upon request chef service available for nice Tuscan dinners.
Please carefully check if there are any extra costs to be paid on site! Villa Margherita
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.
- 8
- 3
- 4
Description
Villa Luana is located 3 km (2 mi) from Cortona, Italy and only 29 km (18 mi) from Arezzo in the tourist area "Cortona And Surroundings". Property Villa Luana is a beautiful stone building (150 sq m) that includes WiFi internet, private pool and air conditioning. The property can accommodate up to eight people comfortably in three bedrooms with four bathrooms.
The Experience
After arriving you’ll find a beautiful clean well-maintained property with views of the hills and the city perfect for a splendid 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 visiting museums.
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: Arezzo 29 km (18 mi), Montepulciano 32 km (20 mi), Perugia 54 km (33 mi), Montalcino 67 km (42 mi) and Gubbio 72 km (44 mi).
Some other major tourist destinations you should consider visiting are: Florence 120 km (75 mi), Viareggio 204 km (127 mi), Forte Dei Marmi 214 km (133 mi), Rome 212 km (132 mi), Venice 360 km (224 mi) and Milan 407 km (253 mi).
Additional Information
Pool Open: 15 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) 188 km (117 mi), Bologna (blq) 212 km (132 mi), Roma Ciampino (cia) 221 km (138 mi) and Roma Fiumicino (fco) 234 km (145 mi).
Additional Services
Tours - Custom tours can be arranged by the owner for your group. For more details about the tours offered, speak to the owner when you arrive or ask prior to booking. The cost will vary depending in the individual tour and number of people.
Villa Luana
La Montanina
Fabulous private vacation rental with private pool, A/C, WIFI, TV, veranda and panoramic view
- 4
- 2
- 2
Description
Property La Montanina is a lovely stone building (75 sq m) that includes private pool, air conditioning and WiFi internet. The property can accommodate up to four people comfortably in two bedrooms with two bathrooms. Conveniently located 9 km (5 mi) from Cortona, Italy in the tourist area "Cortona And Surroundings" and only 36 km (22 mi) from Arezzo.
Your Experience
Upon arrival at La Montanina you’ll find a beautiful clean well-maintained property with views of the mountains and the lake perfect for a peaceful vacation 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 shopping. Outside you will also find a barbecue grill and playground.
Visit the Area
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Arezzo 36 km (22 mi), Montepulciano 38 km (24 mi), Perugia 59 km (37 mi), Gubbio 67 km (41 mi) and Montalcino 73 km (45 mi).
Some other major tourist destinations you should consider visiting are: Florence 118 km (73 mi), Viareggio 204 km (127 mi), Forte Dei Marmi 211 km (131 mi), Rome 218 km (136 mi), Milan 404 km (251 mi) and Naples 409 km (254 mi).
Additional Information
Pool Open: 26 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) 123 km (76 mi), Pisa (psa) 185 km (115 mi), Bologna (blq) 209 km (130 mi), Roma Ciampino (cia) 227 km (141 mi) and Roma Fiumicino (fco) 240 km (149 mi).
Special Services
Tours - Custom tours can be arranged by the owner for your group. For more details about the tours offered, speak to the owner after arriving or ask prior to booking. The cost will vary depending in the exact tour and number of people.
La Montanina
- 6
- 3
- 3
Description
Conveniently located 9 km (5 mi) from Cortona, Italy in the tourist area "Cortona And Surroundings" and only 36 km (22 mi) from Arezzo. Property La Montana is a nice stone building (145 sq m) that includes private pool, WiFi internet and air conditioning. The property can sleep up to six people comfortably in three bedrooms with three bathrooms.
What to Expect
When you arrive you’ll find a lovely clean well-maintained property with views of the hills and the mountains perfect for a relaxing holiday in Tuscany. After a hectic day of sightseeing, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. For your pleasure, on the grounds there is a barbecue grill and playground.
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 36 km (22 mi), Montepulciano 38 km (24 mi), Perugia 59 km (37 mi), Gubbio 67 km (41 mi) and Montalcino 73 km (45 mi).
Some other major tourist destinations you should consider visiting are: Florence 118 km (73 mi), Viareggio 204 km (127 mi), Forte Dei Marmi 211 km (131 mi), Rome 218 km (136 mi), Milan 404 km (251 mi) and Naples 409 km (254 mi).
Additional Information
Pool Open: 26 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) 123 km (76 mi), Pisa (psa) 185 km (115 mi), Bologna (blq) 209 km (130 mi), Roma Ciampino (cia) 227 km (141 mi) and Roma Fiumicino (fco) 240 km (149 mi).
Additional Services
Tours - Custom tours can be organized by the owner for your group. For more details about the tours available, speak to the owner when you arrive or inquire prior to booking. The cost will vary depending in the individual tour and number of people.
La Montana
Orangerie degli Ulivi
Unique private villa with A/C, WIFI, private pool, terrace, pets allowed, panoramic view
- 4
- 2
- 1
Description
Orangerie Degli Ulivi is located in Cortona, Italy and only 29 km (18 mi) from Arezzo in the tourist area "Cortona And Surroundings". Property Orangerie Degli Ulivi is a nice stone building (60 sq m) that includes WiFi internet, air conditioning and private pool. The property can sleep up to four people comfortably in two bedrooms with one bathroom.
The owner lives on the property, but both the pool and the garden are for the guests' exclusive use; only the parking space is to be shared.
Your Experience
When you arrive at Orangerie Degli Ulivi 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, sightseeing, shopping or just driving in the countryside, when you arrive home you can unwind with your family and friends at the pool for a perfect ending to another day in Tuscany. 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 terrace where you can enjoy the weather while dining outdoors.
Visit the Area
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Arezzo 29 km (18 mi), Montepulciano 31 km (19 mi), Perugia 52 km (33 mi), Montalcino 66 km (41 mi) and Gubbio 71 km (44 mi).
Some other major tourist destinations you should consider visiting are: Florence 119 km (74 mi), Viareggio 206 km (128 mi), Forte Dei Marmi 213 km (132 mi), Rome 211 km (131 mi), Venice 359 km (223 mi) and Milan 404 km (251 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Orangerie Degli Ulivi. If you have a large dog or multiple pets, please ask for permission prior to booking.
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 April - 31 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 125 km (77 mi), Pisa (psa) 187 km (116 mi), Bologna (blq) 211 km (131 mi), Roma Ciampino (cia) 220 km (137 mi) and Roma Fiumicino (fco) 233 km (145 mi).
More Services
Cooking Lessons - Discover from a local chef the techniques needed 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 pleasant way to spend time with friends and family while discovering the secrets needed to prepare delicious 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 sumptuous meal using local produce? The chef will organize the meal based on your preferences and dietary needs. The chef will offer suggestions for the various courses and the wine. Ask for more details and the additional costs.
Tours - The owner can organize 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.
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 schedule this service.
Baby Sitting - If you're traveling with children and would like an evening alone, a babysitter can be arranged. Speak to the owner directly about this service after arriving.
Owner Assistance - Since the owner lives nearby, he is always available to offer advice and suggestions during your visit. In case you need assistance, it's nice to have someone available to help. In any case, the owner will always respect your privacy.
Orangerie Degli Ulivi
Tenuta Pomona
Beautiful independent holiday home with A/C, WIFI, private pool, TV, patio and panoramic view
- 8
- 4
- 3
Description
Tenuta Pomona is located 9 km (5 mi) from Cortona, Italy and only 28 km (18 mi) from Arezzo in the tourist area "Cortona And Surroundings". Tenuta Pomona is a lovely stone building (189 sq m) with WiFi internet, air conditioning and private pool. The property can sleep up to eight guests comfortably in four bedrooms with three bathrooms.
The accommodation consists of the main villa in stone, which can comfortably accommodate up to 6 people and a dependance, where 2 additional guests can stay.
Your Experience
After arriving you will be greeted by the owner or manager where you’ll find a beautiful clean well-maintained property with views of the city and the hills ideal for a peaceful holiday 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 unwind at the end the day. For your pleasure, on the grounds there is a patio and barbecue grill. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to eight people. If you prefer to dine 'al fresco', there is a fully furnished veranda where you can enjoy the weather while dining outdoors.
Places Nearby
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Arezzo 28 km (18 mi), Montepulciano 33 km (20 mi), Perugia 55 km (34 mi), Montalcino 67 km (42 mi) and Assisi 72 km (45 mi).
Some other major tourist destinations you should consider visiting are: Florence 118 km (74 mi), Viareggio 205 km (127 mi), Forte Dei Marmi 212 km (132 mi), Rome 213 km (132 mi), Venice 362 km (225 mi) and Milan 405 km (251 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) 126 km (78 mi), Pisa (psa) 186 km (116 mi), Bologna (blq) 210 km (131 mi), Roma Ciampino (cia) 220 km (137 mi) and Roma Fiumicino (fco) 232 km (144 mi).
More Services
Tours - The owner can schedule custom tours for your group. To learn about the tours available, speak to the owner after arriving or ask prior to booking. The cost will vary depending in the exact tour and number of people.
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 additional cost and how to organize this service.
Baby Sitting - A babysitter can be organized at Tenuta Pomona. If you're traveling with kids and would like some alone time, speak to the owner directly about this option after arriving.
Tenuta Pomona
- 13
- 7
- 5
Description
Conveniently located in Cortona, Italy in the tourist area "Cortona And Surroundings" and only 29 km (18 mi) from Montepulciano. Villa Il Sasso is a beautiful stone building (450 sq m) with WiFi internet, air conditioning and private pool. The property can sleep up to 13 people comfortably in seven bedrooms with five bathrooms.
Your Experience
After arriving you will be greeted by the owner or manager where you’ll find a lovely clean well-maintained property with views of the city and the hills perfect for a splendid vacation in Tuscany. After a hectic day of shopping, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to 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 coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 13 people. Dine 'al fresco' like a real Tuscan, the fully furnished terrace is the perfect setting to enjoy food, family and the nice Tuscan weather.
Places Nearby
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montepulciano 29 km (18 mi), Arezzo 30 km (18 mi), Perugia 51 km (32 mi), Montalcino 63 km (39 mi) and Gubbio 69 km (43 mi).
Some other major tourist destinations you should consider visiting are: Florence 127 km (79 mi), Viareggio 214 km (133 mi), Forte Dei Marmi 221 km (137 mi), Rome 209 km (130 mi), Venice 370 km (230 mi) and Milan 414 km (257 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 30 April - 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) 135 km (84 mi), Pisa (psa) 195 km (121 mi), Roma Ciampino (cia) 218 km (136 mi), Bologna (blq) 219 km (136 mi) and Roma Fiumicino (fco) 231 km (143 mi).
More Services
Tours - Custom tours can be organized by the owner for your group. For more details about the tours offered, speak to the owner when you arrive or inquire prior to booking. The cost will vary depending in the individual tour and number of people.
Baby Sitting - A babysitter can be scheduled at Villa Il Sasso. If you're traveling with kids and would like some alone time, talk to the owner directly about this option when you arrive.
Villa Il Sasso
- 7
- 4
- 2
Description
Conveniently located 15 km (9 mi) from Cortona, Italy and only 19 km (12 mi) from Montepulciano. Property Villa Elena is a beautiful property (120 sq m) that includes WiFi internet, air conditioning and private pool. The property can accommodate up to seven people comfortably in four bedrooms with two bathrooms.
Your Experience
After arriving you’ll find a beautiful clean well-maintained property with views of the hills perfect for a peaceful vacation in Tuscany. For your enjoyment you will find a private pool where you can unwind while enjoying a nice cold beverage after a busy day of visiting museums. Also available outdoors 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 seven 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: Montepulciano 19 km (12 mi), Perugia 49 km (30 mi), Arezzo 53 km (33 mi), Montalcino 55 km (34 mi) and Assisi 70 km (44 mi).
Some other major tourist destinations you should consider visiting are: Florence 125 km (78 mi), Viareggio 212 km (132 mi), Forte Dei Marmi 219 km (136 mi), Rome 207 km (129 mi), Milan 412 km (256 mi) and Naples 398 km (247 mi).
Additional Information
Pool Open: 1 April - 31 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 130 km (81 mi), Pisa (psa) 193 km (120 mi), Roma Ciampino (cia) 216 km (134 mi), Bologna (blq) 217 km (135 mi) and Roma Fiumicino (fco) 229 km (142 mi).
Additional Services
Tours - Custom tours can be arranged by the owner for your group. For more details about the tours available, speak to the owner upon arrival or inquire prior to booking. The cost will vary depending in the exact tour and number of people.
Villa Elena
Book your vacation for the period from 04 April 2026 to 30 May 2026 and save 10% (minimum 7 nights). Offer valid until 30 May 2026.
- 11
- 6
- 5
Description
Villa Sole is a beautiful holiday rental (350 sq m) with WiFi internet, private pool and air conditioning. The property can sleep up to 11 guests comfortably in six bedrooms with five bathrooms. Villa Sole is located 6 km (4 mi) from Cortona, Italy and only 28 km (17 mi) from Arezzo in the tourist area "Cortona And Surroundings".
What to Expect
Upon arrival at Villa Sole you’ll find a beautiful clean well-maintained property perfect for a relaxing vacation in Tuscany. After a hectic day of shopping, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to 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 kitchen to prepare meals using local produce while on your holiday. The kitchen includes coffee machine, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 11 people.
Visit the Area
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Arezzo 28 km (17 mi), Montepulciano 33 km (21 mi), Perugia 54 km (34 mi), Montalcino 68 km (42 mi) and Assisi 75 km (47 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 110 km (68 mi), Viareggio 194 km (121 mi), Forte Dei Marmi 204 km (127 mi), Rome 213 km (133 mi), Venice 353 km (219 mi) and Milan 397 km (246 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) 118 km (73 mi), Pisa (psa) 178 km (111 mi), Bologna (blq) 202 km (126 mi), Roma Ciampino (cia) 222 km (138 mi) and Roma Fiumicino (fco) 235 km (146 mi).
More Services
Tours - The owner can organize custom tours for your group. To learn about the tours available, speak to the owner upon arrival or ask prior to booking. The cost will vary depending in the specific tour and number of people.
Villa Sole
- 6
- 3
- 3
Description
Appartamento La Corte is located in the centre of Cortona, Italy and only 29 km (18 mi) from Arezzo in the tourist area "Cortona And Surroundings". Appartamento La Corte is a beautiful stone building (180 sq m) with WiFi internet and air conditioning. The property can sleep up to six people comfortably in three bedrooms with three bathrooms.
The Experience
After arriving you will be welcomed by the owner or manager where you’ll find a lovely clean well-maintained property ideal for a peaceful vacation in Tuscany. Regardless of how you spend your days - visiting museums, shopping, sightseeing or just driving in the countryside, when you arrive home you can relax with your family and friends for a perfect ending to another day in Tuscany. Dining with friends and family is a big part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to six people.
Places Nearby
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Arezzo 29 km (18 mi), Montepulciano 31 km (19 mi), Perugia 52 km (32 mi), Montalcino 65 km (40 mi) and Gubbio 70 km (43 mi).
Some other major tourist destinations you should consider visiting are: Florence 119 km (74 mi), Viareggio 205 km (128 mi), Forte Dei Marmi 213 km (132 mi), Rome 219 km (136 mi), Venice 361 km (224 mi) and Milan 406 km (252 mi).
Additional Information
Check-In Time: 14:30 - 18:30
Check-Out Time: 08:00 - 10:00
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 124 km (77 mi), Pisa (psa) 186 km (116 mi), Bologna (blq) 213 km (133 mi), Roma Ciampino (cia) 221 km (137 mi) and Roma Fiumicino (fco) 231 km (144 mi).
Additional Services
Cooking Lessons - Discover from a local chef the techniques required to master Tuscan cuisine. The owner can schedule to have a chef come to the property for a cooking lesson for any number of people in your group. It's a fun way to spend time with friends and family while learning the secrets vital to prepare delicious 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 delicious meal using local produce? The chef will arrange the meal based on your preferences and dietary needs. The chef will offer advice for the various courses and the wine. Inquire for more details and the supplemental costs.
Tours - Custom tours can be organized by the owner for your group. For more details about the tours available, speak to the owner upon arrival or inquire prior to booking. The cost will vary depending in the exact tour and number of people.
Appartamento La Corte
- 8
- 4
- 4
Description
Property Villa Delle Rose is a lovely stone building (250 sq m) that includes WiFi internet, air conditioning and private pool. The property can accommodate up to eight people comfortably in four bedrooms with four bathrooms. Villa Delle Rose is located 6 km (3 mi) from Cortona, Italy and only 32 km (20 mi) from Arezzo.
What to Expect
When you arrive you’ll find a beautiful clean well-maintained property with views of the mountains and the hills ideal for a splendid vacation in Tuscany. After a busy day of sightseeing, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day.
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: Arezzo 32 km (20 mi), Montepulciano 33 km (20 mi), Perugia 50 km (31 mi), Gubbio 66 km (41 mi) and Montalcino 67 km (42 mi).
Some other major tourist destinations you should consider visiting are: Florence 131 km (81 mi), Viareggio 218 km (135 mi), Forte Dei Marmi 225 km (140 mi), Rome 213 km (132 mi), Milan 418 km (260 mi) and Naples 404 km (251 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) 136 km (85 mi), Pisa (psa) 199 km (123 mi), Roma Ciampino (cia) 222 km (138 mi), Bologna (blq) 223 km (139 mi) and Roma Fiumicino (fco) 235 km (146 mi).
Villa Delle Rose
- 3
- 2
- 1
Description
Conveniently located in the centre of Cortona, Italy in the tourist area "Cortona And Surroundings" and only 29 km (18 mi) from Arezzo. Holiday rental Terrazzino Margherita is a beautiful property (65 sq m) that includes WiFi internet and air conditioning. The property can sleep up to three people comfortably in two bedrooms with one bathroom.
The Experience
When you arrive at Terrazzino Margherita you’ll find a beautiful clean well-maintained property with views of the city perfect for a peaceful vacation in Tuscany. Regardless of how you spend your days - sightseeing, visiting museums, shopping or just driving in the countryside, when you arrive home you can unwind with your family and friends for a perfect ending to another day in Tuscany. 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 three 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: Arezzo 29 km (18 mi), Montepulciano 37 km (23 mi), Perugia 52 km (32 mi), Montalcino 65 km (40 mi) and Assisi 73 km (45 mi).
Some other major tourist destinations you should consider visiting are: Florence 130 km (81 mi), Viareggio 216 km (134 mi), Forte Dei Marmi 223 km (138 mi), Rome 211 km (131 mi), Venice 368 km (229 mi) and Milan 418 km (260 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Terrazzino Margherita. If you have a large dog or multiple pets, please inquire for permission prior to booking.
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 134 km (83 mi), Pisa (psa) 197 km (122 mi), Roma Ciampino (cia) 220 km (136 mi), Bologna (blq) 221 km (137 mi) and Roma Fiumicino (fco) 232 km (144 mi).
Terrazzino Margherita
Book your vacation for the period from 14 April 2026 to 30 April 2026 and save 10% (minimum 3 nights). Offer valid until 30 April 2026.
- 2
- 1
- 1
Description
Conveniently located in the centre of Cortona, Italy in the tourist area "Cortona And Surroundings" and only 29 km (18 mi) from Arezzo. Property Maccari Suite is a lovely stone building (35 sq m) that includes WiFi internet and air conditioning. The property can sleep up to two people comfortably in one bedroom with one bathroom.
What to Expect
After arriving you will be welcomed by the owner or manager where you’ll find a beautiful clean well-maintained property 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 unwind with your family and friends for a perfect ending to another day in Tuscany. 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 two people.
What's Nearby?
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Arezzo 29 km (18 mi), Montepulciano 31 km (19 mi), Perugia 51 km (32 mi), Montalcino 65 km (40 mi) and Gubbio 69 km (43 mi).
Some other major tourist destinations you should consider visiting are: Florence 129 km (80 mi), Viareggio 216 km (134 mi), Forte Dei Marmi 223 km (138 mi), Rome 211 km (131 mi), Milan 416 km (258 mi) and Naples 402 km (249 mi).
Additional Information
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 134 km (83 mi), Pisa (psa) 197 km (122 mi), Roma Ciampino (cia) 220 km (137 mi), Bologna (blq) 221 km (137 mi) and Roma Fiumicino (fco) 232 km (144 mi).
Maccari Suite
