Vacation Rentals with Air Conditioning in Monte S. Marie, Italy
Results 281 - 300 of 328
Villa Sonia
Private Property with A/C, private pool, WIFI, TV, patio, panoramic view, near Greve In Chianti
- 12
- 6
- 5
Description
Large villa with private swimming pool located in the Chianti area.
The property was recently modernised and has a fantastic garden to offer, with a beautiful view over the Chianti landscape of vineyards, olive groves and luscious woods.
Villa Sonia is 1 km from San Donato in Poggio, a small medieval town full of charm and very good restaurants.
Outside, guests can enjoy a beautiful swimming pool surrounded by perfectly kept grass.
The property is comprised of a main building along with an apartment and 2 units and can sleep up to 12 guests to sleep.
The villa has air-conditioning and Wi-Fi internet connection.
Villa Sonia lies half-way between Florence and Siena – an ideal choice for those interested in a holiday discovering art, wine and good Tuscan food.
Available to guests: swimming pool reserved for the exclusive use of guests (13 x 5 m – depth 1.5 m), outdoor shower near the pool, outside area furnished with table and chairs for outdoor dining, ping pong table, room containing treadmill and exercise bike, wood burning oven. The villa has a Wi-Fi internet connection and parking.
Distances: there is a restaurant 50m from the property, shops of every kind and more restaurants - 1km, Greve in Chianti - 15 km, beautiful San Gimignano - 18 km, Florence - 20 km, Siena - 35 km, Volterra - 50 km, Pisa (airport) - 95 km, Arezzo - 100 km, Cortona - 140 km. The distance to Rome is approx. 300 km.
Note: the villa has an outdoor video surveillance system
Please carefully check if there are any extra costs to be paid on site! Villa Sonia
Book 15 days or less before the arrival date and receive a 15 % discount off the published rental rates.
This Offer is valid only for stays of 4 nights minimum and can not be combined with any other special offers.
Villa Portole Due
Wonderful private villa rental with private pool, A/C, WIFI, TV, patio, panoramic view, near Cortona
- 4
- 2
- 2
Description
Nice indipendent stone villa which have been recently restored. This property is situated in panoramic location on the hills surrounding the beautiful medieval town of Cortona which is only 10 km away. The villa offers comfortable interiors furnished in a rustic style and provide a private furnished outdoor area.
A secondary road connecting the small villages on the hills surrounding Cortona passes nearby.
The property, thanks to its spacious interiors and its large exteriors, guarantees a pleasure and safe stay. All the areas, including the swimming pool, are carefully sanitized and sterilized for the health and tranquility of guests.
Distances: Portole with a food shops and a restaurant 500 m away, Cortona with all kinds of shops 9 km, Lake Trasimeno approx. 20 km away, Città di Castello 30 km away. Arezzo 35 km away.
At guests’ disposal: private furnished outdoor area, private and fenced swimming-pool (8 x 4 m - maximum depth 1,40 m – open from 29/04 to 28/10), barbecue, playground for children. Parking within the grounds. The villa is provided with a laundry room and with air-conditioning.
Extra Services: baby bed available on request (free of charge). Maid service available by arrangement at € 18,- / per hour to be paid on the spot.
Please carefully check if there are any extra costs to be paid on site! Villa Portole Due
Book your vacation for the period from 25 April 2026 to 30 May 2026 and save 5% (minimum 7 nights).
Villa Torreone
Amazing holiday rental with WIFI, A/C, private pool, TV and panoramic view, near Cortona
- 8
- 4
- 4
Description
Conveniently located 2 km (1 mi) from Torreone, Italy in the tourist area "Cortona And Surroundings" and only 4 km (3 mi) from Cortona. Property Villa Torreone is a nice stone building (300 sq m) that includes private pool, air conditioning and WiFi internet. The property can sleep up to eight people comfortably in four bedrooms with four bathrooms.
What to Expect
When you arrive you will be greeted by the owner or manager where you’ll find a lovely clean well-maintained property with views of the hills and the mountains perfect 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 unwind at the end the day. 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 garden where you can enjoy the weather while dining outdoors.
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 4 km (3 mi), Arezzo 32 km (20 mi), Montepulciano 34 km (21 mi), Perugia 55 km (34 mi) and Montalcino 68 km (42 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 214 km (133 mi), Venice 361 km (224 mi) and Milan 406 km (252 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 1 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 127 km (79 mi), Pisa (psa) 190 km (118 mi), Bologna (blq) 214 km (133 mi), Roma Ciampino (cia) 223 km (138 mi) and Roma Fiumicino (fco) 235 km (146 mi).
Special Services
Cooking Lessons - Learn 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 learning the secrets required 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 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. Ask for more details and the additional costs.
Tours - Custom tours can be scheduled 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 individual tour and number of people.
Maid Service - If you'd like maid service during your visit that can be arranged by the owner. Inquire for more details about the extra cost.
Pre-Stocked Fridge - If you'd like to have the fridge and pantry stocked before you check-in that is possible at Villa Torreone. Inquire for more details, including the extra cost and how to organize 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 when you arrive.
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.
The owner lives in the property on the third floor of the villa and has an independent access to the property. Villa Torreone
Villa Il Palazzone
Amazing private house with WIFI, A/C, private pool, TV, terrace, panoramic view, close to Cortona
- 7
- 3
- 2
Description
Villa Il Palazzone is a lovely stone building (110 sq m) with WiFi internet, private pool and air conditioning. The property can accommodate up to seven guests comfortably in three bedrooms with two bathrooms. Villa Il Palazzone is located 750 m (2428 ft) from Le Contesse, Italy and only 2 km (1 mi) from Cortona in the tourist area "Cortona And Surroundings".
Your Experience
When you arrive you will be welcomed by the owner or manager where you’ll find a beautiful clean well-maintained property with views of the hills ideal for a 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. 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 seven people. Dine 'al fresco' like a real Tuscan, the fully furnished veranda is the ideal setting to enjoy food, family and the nice Tuscan weather.
Places Nearby
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 2 km (1 mi), Arezzo 33 km (21 mi), Montepulciano 33 km (21 mi), Perugia 52 km (32 mi) and Gubbio 67 km (41 mi).
Some other major tourist destinations you should consider visiting are: Florence 134 km (83 mi), Viareggio 221 km (137 mi), Forte Dei Marmi 228 km (141 mi), Rome 216 km (134 mi), Venice 377 km (234 mi) and Milan 420 km (261 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Villa Il Palazzone. 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: 15 May - 15 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 141 km (88 mi), Pisa (psa) 202 km (125 mi), Roma Ciampino (cia) 225 km (140 mi), Bologna (blq) 229 km (142 mi) and Roma Fiumicino (fco) 237 km (147 mi).
Special Services
Cooking Lessons - Discover from a local chef the techniques required 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 learning the secrets needed to prepare delicious Tuscan meals when you return home. For more details and the additional cost, please contact us.
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 individual 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. Ask for more details, including the additional 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 when you arrive.
Villa Il Palazzone
Podere Peteglia
Independent Villa rental with private pool, WIFI, A/C, patio, panoramic view, close to Montalcino
- 16
- 7
- 7
Description
Comfortable, renovated country house from the 1800s in a scenic spot in the Val d’Orcia hills.
It is part of a large, 77-hectare farm with vineyards, olive groves, and fields of grain, which produces excellent wine and extra virgin olive oil that can be purchased on site. The owners also raise Chianina cattle.
Podere Peteglia is made up of a Main house and a cottage, and has a private pool exclusively for guests.
Thanks to 7 bedrooms, each with a private bathroom, the property can accommodate up to 16/18 people.
It offers tasteful, rustic Tuscan-style interiors equipped with all amenities.
Guests can taste traditional Tuscan delicacies at the farm restaurant on the ground floor of the main House (open only to property guests, reservation required).
The property’s strategic location allows you to reach the charming villages of the Val D’Orcia and Tuscany, such as Pienza, Montalcino, Montepulciano, Bagno Vignoni, Bagni San Filippo, San Quirico d'Orcia, and Siena, as well as Umbria and Lake Trasimeno.
Distances: Montenero d’Orcia (shops of all kinds) 1 km, Castel del Piano (shops of all kinds) 13 km, Montalcino 22 km, San Filippo (thermal spas) 39 km, Bagno Vignoni (thermal spas) 40 km, Pienza 44 km, Saturnia (thermal spas) 46 km, Chianciano Terme (thermal spas) 56 km, Montepulciano 58 km, San Casciano dei Bagni 59 km, Pitigliano 60 km, Siena 63 km, Castiglion della Pescaia (sea) 65 km, Orvieto 84 km, Florence 138 km.
Please check carefully for any extras that must be paid at the property! Podere Peteglia
Villa del Sole
Pretty private vacation home with hot tub, sauna, pool, A/C, WIFI, TV, terrace, close to Cortona
- 10
- 4
- 5
Description
Villa Del Sole is a lovely stone building (280 sq m) with WiFi internet and air conditioning. The property can sleep up to ten people comfortably in four bedrooms with five bathrooms. Conveniently located 1 km (4276 ft) from Torreone, Italy in the tourist area "Cortona And Surroundings" and only 4 km (2 mi) from Cortona.
On site there is a further apartment occasionally used by the owner, which has a separate entrance and garden.
What to Expect
When you arrive you will be greeted by the owner or manager where you’ll find a beautiful clean well-maintained property with views of the hills and the mountains perfect for a peaceful vacation in Tuscany. After a hectic day of sightseeing, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to ten people. If you prefer to dine 'al fresco', there is a fully furnished 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: Cortona 4 km (2 mi), Arezzo 31 km (19 mi), Montepulciano 33 km (21 mi), Perugia 55 km (34 mi) and Montalcino 67 km (42 mi).
Some other major tourist destinations you should consider visiting are: Florence 125 km (77 mi), Viareggio 218 km (135 mi), Forte Dei Marmi 225 km (140 mi), Rome 213 km (132 mi), Venice 374 km (233 mi) and Milan 418 km (259 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Villa Del Sole. If you have a large dog or multiple pets, please ask for permission prior to booking.
Check-In Time: 17:00 - 19:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 138 km (86 mi), Pisa (psa) 199 km (124 mi), Bologna (blq) 219 km (136 mi), Roma Ciampino (cia) 222 km (138 mi) and Roma Fiumicino (fco) 235 km (146 mi).
Additional 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 advice for the various courses and the wine. Ask for more details and the extra costs.
Tours - The owner can arrange 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 - If you're traveling with children and would like an evening alone, a babysitter can be scheduled. Speak to the owner directly about this service upon arrival.
Villa Del Sole
Villa Patrizia
Superb private villa rental with private pool, hot tub, A/C, WIFI, TV, panoramic view, near Cortona
- 12
- 5
- 4
Description
Conveniently located 600 m (1953 ft) from Sant'angiolo, Italy in the tourist area "Cortona And Surroundings" and only 3 km (2 mi) from Cortona. Holiday rental Villa Patrizia is a lovely stone building (250 sq m) that includes hot tub, air conditioning and private pool. The property can accommodate up to 12 guests comfortably in five bedrooms with four bathrooms.
Your Experience
Upon arrival you’ll find a nice clean well-maintained property with views of the hills and the mountains ideal for a splendid 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 visiting museums. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 12 people.
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 3 km (2 mi), Arezzo 31 km (19 mi), Montepulciano 33 km (21 mi), Perugia 51 km (32 mi) and Gubbio 67 km (42 mi).
Some other major tourist destinations you should consider visiting are: Florence 134 km (83 mi), Viareggio 220 km (137 mi), Forte Dei Marmi 228 km (141 mi), Rome 216 km (134 mi), Venice 373 km (232 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 Villa Patrizia. 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 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) 139 km (87 mi), Pisa (psa) 201 km (125 mi), Roma Ciampino (cia) 225 km (140 mi), Bologna (blq) 226 km (140 mi) and Roma Fiumicino (fco) 237 km (147 mi).
Additional Services
Cooking Lessons - If you're interested in discovering more about Tuscan cooking, ask about the cooking lessons that can be scheduled at the property. It's a fun way to spend time with friends and family while discovering the techniques needed to master Tuscan cuisine. For more details and the 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 suggestions for the various courses and the wine. Inquire for more details and the additional costs.
Tours - The owner can schedule 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.
Pre-Stocked Fridge - If you'd like to have the fridge and pantry stocked before you arrive that is possible at Villa Patrizia. Inquire for more details, including the extra cost and how to arrange this service.
Baby Sitting - If you're traveling with children and would like an evening alone, a babysitter can be scheduled. Speak to the owner directly about this service after arriving.
Villa Patrizia
Portanuova Home, Colle Val D'Elsa
Beautiful apartment with A/C, WIFI and TV, close to San Gimignano
- 5
- 2
- 2
Description
Portanuova Home, Colle Val D'elsa is located in Colle Di Val D'elsa, Italy and only 18 km (11 mi) from San Gimignano in the tourist area "San Gimignano And Surroundings". Property Portanuova Home, Colle Val D'elsa is a lovely property (160 sq m) that includes air conditioning and WiFi internet. The property can accommodate up to five people comfortably in two bedrooms with two bathrooms.
The Experience
When you arrive you’ll find a nice clean well-maintained property with views of the city ideal for a splendid vacation in Tuscany. Regardless of how you spend your days - visiting museums, shopping, sightseeing or just driving in the countryside, when you arrive home you can unwind with your family and friends 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, stove and refrigerator, as well as, plenty of tableware and cutlery for up to five 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: San Gimignano 18 km (11 mi), Siena 31 km (19 mi), Greve In Chianti 40 km (25 mi), Florence 53 km (33 mi) and Montalcino 67 km (41 mi).
Some other major tourist destinations you should consider visiting are: Florence 53 km (33 mi), Viareggio 147 km (91 mi), Forte Dei Marmi 154 km (96 mi), Rome 265 km (165 mi), Venice 303 km (188 mi) and Milan 344 km (214 mi).
Additional Information
Check-In Time: 15:00 - 18:00
Check-Out Time: 09:00 - 10:00
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 65 km (41 mi), Pisa (psa) 102 km (64 mi), Bologna (blq) 152 km (94 mi), Roma Ciampino (cia) 274 km (170 mi) and Genova (goa) 285 km (177 mi).
Portanuova Home, Colle Val D'elsa
Book your vacation for the period from 13 June 2025 to 06 January 2027 and save 10% (minimum 7 nights).
Book your vacation for the period from 13 June 2025 to 06 January 2027 and save 15% (minimum 14 nights).
- 22
- 9
- 11
Description
Conveniently located 5 km (3 mi) from Figline Valdarno, Italy in the tourist area "Chianti" and only 17 km (10 mi) from Greve In Chianti. Vacation rental Podere La Torre is a beautiful stone building (800 sq m) that includes private pool, WiFi internet and hot tub. The property can sleep up to 22 people comfortably in nine bedrooms with 11 bathrooms.
The property consists of a main building and two residential units, each with independent entrance.
Your Experience
After arriving you’ll find a lovely clean well-maintained property with views of the hills and the mountains perfect for a splendid vacation in Tuscany. Regardless of how you spend your days - visiting museums, shopping, sightseeing or just driving in the countryside, when you arrive home you can unwind with your family and friends at the pool for a perfect ending to another day in Tuscany. Outdoors you will also find a barbecue grill, hot tub and patio. Sharing a meal with friends and family is a huge part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your holiday. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 22 people.
Places Nearby
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Greve In Chianti 17 km (10 mi), Florence 50 km (31 mi), Siena 58 km (36 mi), Arezzo 59 km (37 mi) and San Gimignano 80 km (49 mi).
Some other major tourist destinations you should consider visiting are: Florence 50 km (31 mi), Viareggio 134 km (83 mi), Forte Dei Marmi 144 km (89 mi), Rome 263 km (163 mi), Venice 293 km (182 mi) and Milan 334 km (208 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 07:00 - 10:00
Pool Open: 1 May - 1 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 55 km (34 mi), Pisa (psa) 117 km (73 mi), Bologna (blq) 142 km (88 mi), Roma Ciampino (cia) 272 km (169 mi) and Genova (goa) 276 km (172 mi).
More Services
Cooking Lessons - Discover from a local chef the techniques vital to master Tuscan cuisine. The owner can organize to have a chef come to the property for a cooking lesson for any number of people in your group. It's a enjoyable way to spend time with friends and family while discovering the secrets required to prepare mouth-watering Tuscan meals when you return home. For more details and the supplemental cost, please contact us.
Professional Chef - Are you looking for a real treat during your vacation? Why not book a professional chef to prepare and serve you a delicious meal using local produce? The chef will schedule the meal based on your preferences and dietary requirements. The chef will offer advice for the various courses and the wine. Inquire for more details and the additional costs.
Tours - The owner can organize custom tours for your group. To learn about the tours available, speak to the owner after arriving or ask prior to booking. The cost will vary depending in the individual tour and number of people.
Maid Service - Upgrade your vacation with maid service. This service can be scheduled by the owner. Inquire for more details about the supplemental cost.
Pre-Stocked Fridge - If you'd like to have the fridge and pantry stocked before you arrive that is possible at Podere La Torre. Inquire for more details, including the supplemental cost and how to arrange this service.
Baby Sitting - A babysitter can be arranged at Podere La Torre. If you're traveling with kids and would like some alone time, speak to the owner directly about this option after arriving.
Owner Assistance - Since the owner lives nearby, he is always available to offer advice and suggestions during your visit. In case you need assistance, it's nice to have someone available to help. In any case, the owner will always respect your privacy.
On one side of the property, with independent access, live the friendly owners who take care of the maintenance of the park and pool without interfering in the privacy of the guests. Villa La Torre - Podere La Specola
Agriturismo la Pieve
Superb multi-unit villa with WIFI, pool, A/C, TV, patio and panoramic view, near San Gimignano
- 3
- 6
- 3
- 3
| Accommodation | |||||
|---|---|---|---|---|---|
| Suite del Duca | 2 | 1 | 1 | ||
| Ermitage | 2 | 1 | 1 | ||
| Appartamento dei Cavalieri | 2 | 1 | 1 | ||
| All 3 Accommodations | 6 | 3 | 3 |
Description
Holiday rental Agriturismo La Pieve is a beautiful property that includes shared pool, WiFi internet and air conditioning. The villa / farmhouse / home has been divided into a total of three private apartments. The property can sleep up to six guests comfortably in three bedrooms with three bathrooms. Conveniently located 8 km (5 mi) from Colle Di Val D’elsa, Italy in the tourist area "San Gimignano And Surroundings" and only 17 km (10 mi) from San Gimignano. If playing a round of golf is important while on holiday, you are in luck because there is a course nearby.
Your Experience
Upon arrival you will be greeted by the owner or manager where you’ll find a lovely clean well-maintained property perfect 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. For your pleasure, on the grounds there is a barbecue grill and patio. This holiday rental is a multi-unit property which is ideal for a group of friends or acquaintances traveling together that want to have private living and sleeping quarters while sharing the common areas, such as the pool or garden, with the group. Each apartment is equipped with its own fully-equipped kitchen for meal preparation.
What's Nearby?
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: San Gimignano 17 km (10 mi), Siena 37 km (23 mi), Greve In Chianti 51 km (32 mi), Florence 57 km (36 mi) and Montalcino 73 km (45 mi).
Some other major tourist destinations you should consider visiting are: Florence 57 km (36 mi), Viareggio 153 km (95 mi), Forte Dei Marmi 160 km (99 mi), Rome 271 km (169 mi), Venice 309 km (192 mi) and Milan 352 km (219 mi).
Additional Information
Check-In Time: 14:30 - 21:00
Check-Out Time: 06:00 - 10:00
Pool Open: 1 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) 73 km (45 mi), Pisa (psa) 91 km (57 mi), Bologna (blq) 154 km (96 mi), Roma Ciampino (cia) 280 km (174 mi) and Genova (goa) 293 km (182 mi).
Agriturismo La Pieve
Special Offer for Ermitage
Book your vacation for the period from 01 April 2026 to 15 June 2026 and save 10% (minimum 3 nights).
Book your vacation for the period from 01 October 2026 to 03 November 2026 and save 10% (minimum 2 nights).
Casa Alfredo
Fabulous independent villa rental with WIFI, private pool, A/C, TV, patio and panoramic view
- 6
- 3
- 2
Description
Property Summary
Casa Alfredo is a two-story vacation rental located in the hamlet of Castel San Gimignano, Colle Di Val D'elsa, Italy. This sunny property boasts a private, well-kept terraced garden with a fenced lawn and wildlife area. You can enjoy a fenced swimming pool (4 x 8 m) available seasonally from May 1 to October 15, along with amenities like an outdoor shower, patio, terrace, garden furniture, and barbecue. The rental also features Internet WiFi, parking for up to three cars, and baby equipment included.
Outdoors
Immerse yourself in the beauty of Tuscany with Casa Alfredo's stunning outdoor spaces. The private, well-kept terraced garden is fenced and features a lawn and wildlife garden, perfect for relaxation and exploration. Soak up the sun and take a refreshing dip in the fenced swimming pool (4 x 8 m), available seasonally from May 1 to October 15. Enjoy outdoor living with an outdoor shower, patio, terrace, garden furniture, and barbecue area. The owner/gardener ensures the pool is well-maintained for your enjoyment.
Other Information
Casa Alfredo offers a convenient location near essential amenities. A grocery store and bar are just 50 meters away, while a supermarket and restaurant are within 11 kilometers. For transportation, you can rent bicycles 12 kilometers away, catch a bus from the Castel San Gimignano stop (50 m), or take a train from the Colle di Val d'Elsa railway station (11 km). Stay active with indoor swimming, tennis, indoor tennis options 11 kilometers away, and walking paths starting just 100 meters from the vacation rental.
Distances and Attractions
Explore the rich history and culture of the region with nearby attractions. Volterra is 15 kilometers away, Certaldo is 30 kilometers, Siena is 40 kilometers, Florence is 65 kilometers, and Pisa is 80 kilometers from Casa Alfredo. This vacation rental is suitable for families and groups, but groups of teenagers are allowed only by request. The owner lives on the same property, ensuring a welcoming and comfortable stay. Casa Alfredo
Villa le Capanne
Multi-unit holiday villa with pool, WIFI, A/C, pets allowed, panoramic view, close to Cortona
- 4
- 21
- 8
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Description
Property Villa Le Capanne is a beautiful property that includes air conditioning, WiFi internet and pool. Villa Le Capanne is a vacation home with a total of four private apartments. The property can accommodate up to 21 people comfortably. Conveniently located 1 km (4382 ft) from Pieve Di Chio, Italy in the tourist area "Cortona And Surroundings" and only 17 km (11 mi) from Cortona.
The Experience
When you arrive you’ll find a beautiful clean well-maintained property ideal for a peaceful vacation in Tuscany. After a busy day of sightseeing, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. This vacation rental is a multi-unit property which is perfect for a group of friends or acquaintances traveling together that prefer to have private living and sleeping quarters while sharing the common areas, such as the pool or garden, with the group.
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: Cortona 17 km (11 mi), Arezzo 25 km (15 mi), Montepulciano 44 km (27 mi), Montalcino 68 km (43 mi) and Perugia 72 km (44 mi).
Some other major tourist destinations you should consider visiting are: Florence 115 km (72 mi), Viareggio 202 km (126 mi), Forte Dei Marmi 209 km (130 mi), Rome 217 km (135 mi), Venice 359 km (223 mi) and Milan 402 km (250 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Villa Le Capanne. 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: 06:00 - 10:00
Pool Open: 20 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) 123 km (76 mi), Pisa (psa) 183 km (114 mi), Bologna (blq) 207 km (129 mi), Roma Ciampino (cia) 226 km (140 mi) and Roma Fiumicino (fco) 238 km (148 mi).
Special Services
Villa Le Capanne
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Description
Property Summary
Il Fienile di Leo is a beautiful, rustic house with two stories, recently renovated in 2025. Surrounded by meadows and vineyards, this vacation rental offers a private, natural state property with a terraced garden. Located in a hamlet just 1 km from the center of Castel San Gimignano and 12 km from San Gimignano itself, the property boasts a secluded, sunny position on a slope in the countryside. Enjoy the convenience of parking at the house, as well as amenities like a yard, internet Wi-Fi, and parking.
Outdoors
The property features a private, natural state property with a terraced garden, offering a serene outdoor space to relax and enjoy the surroundings. It is situated in a hamlet with three houses, providing a peaceful and tranquil setting.
Other Information
The property is suitable for two adults and two children, making it an ideal choice for a family vacation rental. Local farm products are available for purchase, allowing you to experience the region's fresh and authentic flavors. Please note that the owner resides on the same property. Baby equipment is included, ensuring a convenient and comfortable stay for families with young children.
Distances and Attractions
The property is conveniently located just 1 km from the center of Castel San Gimignano and 12 km from the center of San Gimignano, a charming town in the province of Siena, Italy. Nearby attractions include Volterra (20 km), Siena (50 km), and Florence (70 km), offering ample opportunities to explore the rich cultural heritage and scenic beauty of the region. Additionally, the sandy beach of Cecina Mare is approximately 60 km away, and an outdoor swimming pool is located within 10 km of the property. Il Fienile di Leo
Colle Val D'Elsa 620
Wonderful multi-unit villa rental with WIFI, A/C, private pool, TV, patio and panoramic view
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| Accommodation | |||||
|---|---|---|---|---|---|
| Podere San Giuseppe 620.1 | 16 | 8 | 9 | ||
| Podere San Giuseppe 620.2 | 12 | 6 | 7 | ||
| All 2 Accommodations | 28 | 14 | 16 |
Description
Property Summary
Podere San Giuseppe is a spacious and comfortable cottage situated in a tranquil location near Colle Di Val D'elsa, Italy. This vacation rental consists of a main house and an outbuilding, offering guests a private retreat surrounded by natural beauty. The property features a fenced swimming pool (6 x 12 m), available from May 15 to October 15, well-maintained grounds, convenient parking on the premises, and complimentary internet WiFi access.
Outdoors
The natural state property encompasses a serene garden setting positioned 100 meters from the forest edge. The outdoor amenities include a pool house with shower facilities, a dedicated area for table tennis, and a welcoming patio with terrace. Guests can enjoy the provided garden furniture and make use of the barbecue facilities. The pool and grounds are regularly maintained by the owner/gardener, ensuring a pristine environment throughout your stay.
Other Information
The property is particularly suitable for hosting events and comes equipped with baby equipment at no additional cost. Groups of teenagers are welcome but must make special arrangements prior to booking. Access to the property is via a 1-kilometer unpaved road, making a car essential for your stay.
Distances and Attractions
The property is situated 7 kilometers from the center of Colle di Val d'Elsa, where you'll also find the nearest bus stop. The secluded location offers both privacy and convenience, with easy access to the historic town center and local attractions. The positioning provides an ideal base for exploring the broader Tuscan region while maintaining a peaceful countryside retreat. Colle Val D'Elsa 620
Special Offer for Podere San Giuseppe 620.1
Apartment:
Podere San Giuseppe 620.2
Last-Minute Offer for Podere San Giuseppe 620.1
Other apartments with last-minute offers:
Podere San Giuseppe 620.2
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| Accommodation | |||||
|---|---|---|---|---|---|
| Girasole 2602 | 2 | 1 | 1 | ||
| Fiordaliso 2603 | 2 | 1 | 1 | ||
| Melograno 2604 | 4 | 2 | 1 | ||
| All 3 Accommodations | 8 | 4 | 3 |
Description
San Martino is located 9 km (6 mi) from Colle Di Val D'elsa, Italy and only 25 km (16 mi) from San Gimignano in the tourist area "San Gimignano And Surroundings". Vacation rental San Martino is a lovely stone building that includes shared pool and air conditioning. The apartment has been designed with a total of four private units. The property can accommodate up to ten guests comfortably in five bedrooms with four bathrooms. If you enjoy a round of golf while on holiday, then you will be happy to know there is a golf course nearby.
What to Expect
Upon arrival you’ll find a lovely clean well-maintained property with views of the hills ideal for a splendid holiday in Tuscany. For your pleasure you will find a pool where you can unwind while enjoying a nice cold beverage after a hectic day of shopping. Outside you will also find a patio and barbecue grill. Many people traveling with friends prefer a multi-unit vacation 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.
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: San Gimignano 25 km (16 mi), Siena 35 km (22 mi), Greve In Chianti 52 km (33 mi), Florence 59 km (37 mi) and Montalcino 71 km (44 mi).
Some other major tourist destinations you should consider visiting are: Florence 59 km (37 mi), Viareggio 154 km (96 mi), Forte Dei Marmi 161 km (100 mi), Rome 269 km (167 mi), Venice 310 km (193 mi) and Milan 354 km (220 mi).
Additional Information
Check-In Time: 16:00 - 19:00
Check-Out Time: 09:00 - 09:30
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) 76 km (47 mi), Pisa (psa) 92 km (57 mi), Bologna (blq) 155 km (97 mi), Roma Ciampino (cia) 278 km (173 mi) and Roma Fiumicino (fco) 291 km (181 mi).
San Martino
Gellino
Unique independent property with private pool, WIFI, A/C, TV and panoramic view, close to Arezzo
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Description
Beautiful small independent house situated in quiet and panoramic location on the hills surrounding Arezzo with extensive views over the surrounding landscape and Arezzo in the distance. This property has been recently restored and offers welcoming, tastefully furnished and romantic interiors. Outside, guests can enjoy use of a well-groomed garden with nice swimming-pool and tennis court.
The property owners live approx. 10 meters away.
Distances: Antria with groceries 2 km away, Arezzo with general stores and railway station 12 km away, the charming town of Cortona 40 km away, Florence 70 km, Rome 150 km away.
At guests’ disposal: large garden with swimming-pool (15 x 8 m - min. depth 1,2 m – max. depth 2,4 m), private tennis court.
This property provides air conditioning.
Parking within the grounds.
Please carefully check if there are any extra costs to be paid on site! Gellino
Villa Chiara
Private Villa with WIFI, private pool, A/C, TV, terrace, panoramic view, close to Cortona
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Description
Conveniently located 890 m (2904 ft) from Il Castagno, Italy and only 5 km (3 mi) from Cortona. Villa Chiara is a beautiful stone building (120 sq m) with WiFi internet, air conditioning and private pool. The property can accommodate up to eight guests comfortably in three bedrooms with three bathrooms.
Your Experience
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 ideal for a splendid holiday in Tuscany. After a hectic day of sightseeing, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day. 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.
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: Cortona 5 km (3 mi), Montepulciano 29 km (18 mi), Arezzo 33 km (20 mi), Perugia 48 km (30 mi) and Assisi 65 km (41 mi).
Some other major tourist destinations you should consider visiting are: Florence 123 km (76 mi), Viareggio 216 km (134 mi), Forte Dei Marmi 223 km (139 mi), Rome 211 km (131 mi), Venice 373 km (231 mi) and Milan 416 km (258 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
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) 136 km (85 mi), Pisa (psa) 197 km (122 mi), Bologna (blq) 217 km (135 mi), Roma Ciampino (cia) 220 km (137 mi) and Roma Fiumicino (fco) 233 km (145 mi).
Special Services
Cooking Lessons - If you're interested in learning more about Tuscan cooking, ask about the cooking lessons that can be scheduled 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 extra cost, please contact us.
Professional Chef - Are you looking for a real treat during your vacation? Why not book a professional chef to prepare and serve you a delicious meal using local produce? The chef will organize the meal based on your preferences and dietary needs. The chef will offer advice for the various courses and the wine. Ask for more details and the additional costs.
Tours - Custom tours can be arranged by the owner for your group. For more details about the tours offered, speak to the owner after arriving or ask prior to booking. The cost will vary depending in the specific tour and number of people.
Pre-Stocked Fridge - If you'd like to have the fridge and pantry stocked before you arrive that is possible at Villa Chiara. Inquire for more details, including the supplemental cost and how to arrange this service.
Baby Sitting - A babysitter can be arranged at Villa Chiara. If you're traveling with kids and would like some alone time, speak to the owner directly about this option after arriving.
Villa Chiara
Book your vacation for the period from 30 May 2026 to 06 June 2026 and save 40% (minimum 7 nights). Offer valid until 28 May 2026.
Bigiolo a Melazzano
Wonderful private accommodation with WIFI, private pool, A/C, TV, patio and panoramic view
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Description
Nice country house with private pool situated on the hills near the small town of Greve in Chianti. This property is part of a small, ancient hamlet surrounded by olive groves and vineyards producing excellent olive oil and Chianti wine.
This house provides a private garden with pool and offers welcoming interiors furnished in a rustic style.
The property owners, who live nearby, run a farming estate with wine and olive oil production (the products of the estate are available for clients to be purchased).
The charming town of Greve in Chianti as well as the Chianti Classico area (Radda, Castellina, Gaiole etc…) are within a few kilometers.
The access to the property is via an unpaved but well-maintained road.
Distances: Greve in Chianti with shops of all kinds 2,5 km away, Florence 30 km, the Chianti Classico area with its charming towns and villages is within 30 km, Siena 45 km away, San Gimignano 50 km, Volterra 70 km away, Arezzo 75 km, Lucca 105 km away, Pisa 115 km away.
At guests’ disposal: large garden with private swimming-pool (9 x 5 m – depth 1,5 m – open from 01/05 through 30/09), gazebo and shower by the pool, covered, furnished terrace ideal for al-fresco dining, barbecue. The house provides WI-FI internet (free of charge).
Please carefully check if there are any extra costs to be paid on site! Bigiolo a Melazzano
Villa Eleonora
Pretty private holiday home with private pool, WIFI, A/C, TV, patio, panoramic view, near Cortona
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Description
Conveniently located 2 km (5121 ft) from Il Castagno, Italy and only 6 km (4 mi) from Cortona. Villa Eleonora is a nice vacation rental (170 sq m) with WiFi internet, air conditioning and private pool. The property can sleep up to eight people comfortably in four bedrooms with five bathrooms.
What to Expect
When you arrive you will be greeted by the owner or manager where you’ll find a nice clean well-maintained property with views of the mountains and the hills ideal for a relaxing holiday in Tuscany. For your pleasure you will find a private pool where you can relax while enjoying a nice cold beverage after a hectic day of visiting museums. Outdoors 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, 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.
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: Cortona 6 km (4 mi), Montepulciano 30 km (19 mi), Arezzo 33 km (21 mi), Perugia 49 km (30 mi) and Assisi 66 km (41 mi).
Some other major tourist destinations you should consider visiting are: Florence 124 km (77 mi), Viareggio 217 km (135 mi), Forte Dei Marmi 224 km (139 mi), Rome 212 km (132 mi), Venice 373 km (232 mi) and Milan 417 km (259 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Villa Eleonora. 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: 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) 137 km (85 mi), Pisa (psa) 198 km (123 mi), Bologna (blq) 218 km (136 mi), Roma Ciampino (cia) 221 km (138 mi) and Roma Fiumicino (fco) 234 km (145 mi).
Special 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.
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 when you arrive.
Villa Eleonora
Book your vacation for the period from 28 March 2026 to 02 May 2026 and save 10% (minimum 5 nights). Offer valid until 02 May 2026.
Villa del Castagno
Unique private holiday home with WIFI, A/C, private pool, TV, patio, panoramic view, near Cortona
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Description
Vacation rental Villa Del Castagno is a lovely stone building (190 sq m) that includes air conditioning, WiFi internet and private pool. The property can accommodate up to seven guests comfortably in three bedrooms with three bathrooms. Villa Del Castagno is located 1 km (4118 ft) from Il Castagno, Italy and only 6 km (4 mi) from Cortona.
The Experience
After arriving at Villa Del Castagno you’ll find a nice clean well-maintained property with views of the hills 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. Also available outside are a patio and barbecue grill. 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 seven people. If you prefer to dine 'al fresco', there is a fully furnished patio 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: Cortona 6 km (4 mi), Montepulciano 30 km (18 mi), Arezzo 33 km (21 mi), Perugia 48 km (30 mi) and Assisi 66 km (41 mi).
Some other major tourist destinations you should consider visiting are: Florence 130 km (81 mi), Viareggio 217 km (135 mi), Forte Dei Marmi 224 km (139 mi), Rome 212 km (132 mi), Venice 373 km (232 mi) and Milan 416 km (259 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) 137 km (85 mi), Pisa (psa) 198 km (123 mi), Roma Ciampino (cia) 221 km (137 mi), Bologna (blq) 225 km (140 mi) and Roma Fiumicino (fco) 234 km (145 mi).
Additional Services
Cooking Lessons - If you're interested in discovering more about Tuscan cooking, ask about the cooking lessons that can be scheduled at the property. It's a fun way to spend time with friends and family while learning the techniques needed to master Tuscan cuisine. For more details and the extra cost, please contact us.
Tours - Custom tours can be arranged by the owner for your group. For more details about the tours available, speak to the owner upon arrival or inquire 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 Del Castagno. If you're traveling with kids and would like some alone time, speak to the owner directly about this option upon arrival.
Villa Delle Fragole
