Luxury Villas with Pool in Monte Benichi, Italy

Excellent 399 Guest Reviews 4.74 /5

Results 101 - 116 of 116

Total Results: 116


Villa Agnola: Water, Sky, Swimming Pool, Plant, Rectangle, Shade, Residential Area, Grass, Tree, Cloud 0% Interest Installments € 1467 - € 1680/night

Stunning independent holiday home with WIFI, A/C, private pool, TV and patio, near Greve In Chianti

  •   11
  •   6
  •   6
: EAS190988
€ 1467 - € 1680per Night

Description

Villa Agnola is located in the centre of San Casciano In Val Di Pesa, Italy and only 20 km (12 mi) from Greve In Chianti in the tourist area "Florence And Surroundings". Villa Agnola is a nice stone building (400 sq m) with WiFi internet, air conditioning and private pool. The property can accommodate up to 11 people comfortably in six bedrooms with six bathrooms.

The villa is on one single level on the ground floor. The 1st floor of the villa is closed and cannot be used by guests.

The Experience
Upon arrival at Villa Agnola you’ll find a beautiful clean well-maintained property with views of the hills ideal for a peaceful holiday in Tuscany. For your enjoyment you will find a private pool where you can relax while enjoying a nice cold beverage after a hectic day of shopping. 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 vacation. The kitchen includes microwave and refrigerator, as well as, plenty of tableware and cutlery for up to 11 people. Dine 'al fresco' like a real Tuscan, the fully furnished patio is the ideal setting to enjoy food, family and the beautiful Tuscan weather.

Places Nearby
Most people enjoy visiting 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: Greve In Chianti 20 km (12 mi), Florence 21 km (13 mi), San Gimignano 41 km (25 mi), Siena 61 km (38 mi) and Pisa 75 km (47 mi).

Some other major tourist destinations you should consider visiting are: Florence 21 km (13 mi), Viareggio 115 km (71 mi), Forte Dei Marmi 122 km (76 mi), Rome 290 km (180 mi), Venice 271 km (169 mi) and Milan 313 km (194 mi).

Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 31 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 34 km (21 mi), Pisa (psa) 76 km (48 mi), Bologna (blq) 120 km (75 mi), Genova (goa) 255 km (158 mi) and Venezia (vce) 274 km (170 mi).


Villa D'agnola

Cafaggio di Sopra: Water, Cloud, Property, Sky, Plant, Swimming Pool, Azure, Botany, Natural Landscape, Shade 0% Interest Installments € 380 - € 793/night

Superb private villa rental with WIFI, private pool, TV and balcony, close to Florence

  •   11
  •   6
  •   3
€ 380 - € 793per Night

Description

Property Summary
This stunning vacation rental property, featuring a main house and an annex building, offers a total of 9 rooms spanning 455 m2. Originally a watchtower in the Middle Ages, the main building has been fully renovated and carefully furnished with a combination of antique and rustic furniture. The property boasts amenities such as a Swimming Pool, Yard, Internet Wifi, and Parking, making it an ideal choice for your stay.

Outdoors
Situated at an altitude of 400 m above sea level, the property offers breathtaking panoramic views of the hilly countryside around Florence. Surrounded by olive groves, woods, and meadows, the outdoor areas are equipped with a pergola and pizza oven, perfect for alfresco dining. Additionally, the property features forest paths with a lake, providing guests with ample opportunities for outdoor exploration.

Other Information
The main house and outbuilding are part of the farm estate ''Cafaggio di Sopra'' and offer a range of amenities, including a private 6 x 12 m swimming pool, table tennis, garden furniture, barbecue, and children's playground. Guests can also enjoy internet access and central heating, available only from 01.11. to 07.04. Motor access to the property is via a 1 km unmade road, and parking is available on-site. Midweek cleaning is available upon request for an extra fee.

Distances and Attractions
The property is located just 8 km from Sieci and 19 km from Florence, in a quiet and elevated position on top of a hill in Pontassieve, Italy. It is conveniently located near transportation links, with a train connection to Florence and good connections to/from Pisa airport and/or Florence. Nearby attractions include Monteloro, Luxury Outlet The Mall, Fiesole, Vallombrosa, San Casciano in Val di Pesa, and Greve in Chianti. Cafaggio di Sopra

Villa Pancole: Water, Plant, Property, Sky, Swimming Pool, Azure, Natural Landscape, Building, Tree, Rectangle 0% Interest Installments € 1020 - € 1231/night

Pretty private holiday rental with WIFI, A/C, private pool, TV and patio, near San Gimignano

  •   10
  •   5
  •   4
€ 1020 - € 1231per Night

Description

Conveniently located 7 km (4 mi) from Strada, Italy in the tourist area "San Gimignano And Surroundings" and only 6 km (4 mi) from San Gimignano. Villa Pancole is a beautiful stone building (300 sq m) with WiFi internet, air conditioning and private pool. The property can accommodate up to ten guests comfortably in five bedrooms with four bathrooms.

The Experience
Upon arrival you’ll find a nice clean well-maintained property perfect 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. Outdoors you will also find a barbecue grill, tennis court and patio. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to ten 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 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 6 km (4 mi), Greve In Chianti 39 km (24 mi), Siena 43 km (27 mi), Florence 54 km (34 mi) and Pisa 82 km (51 mi).

Some other major tourist destinations you should consider visiting are: Florence 54 km (34 mi), Viareggio 111 km (69 mi), Forte Dei Marmi 114 km (71 mi), Rome 282 km (175 mi), Venice 305 km (190 mi) and Milan 347 km (215 mi).

Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 January - 31 December
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 68 km (42 mi), Pisa (psa) 83 km (52 mi), Bologna (blq) 154 km (96 mi), Genova (goa) 246 km (153 mi) and Roma Ciampino (cia) 291 km (181 mi).


There is a private restaurant with a dedicated private chef located about 100 meters from the villa. The service is exclusively reserved for villa guests and requires advance reservation. It is available for dinner service and for private cooking classes.

Villa San Gimignano View

Villa Chiara: Property, House, Building, Home, Estate, Real Estate, Residential Area, Architecture, Villa, Swimming Pool € 427 - € 629/night

Independent Property with private pool, WIFI, A/C, TV, terrace, panoramic view, near Cortona

  •   8
  •   3
  •   3
€ 427 - € 629per Night

Description

Conveniently located 890 m (2904 ft) from Il Castagno, Italy and only 5 km (3 mi) from Cortona. Villa Chiara is a nice stone building (120 sq m) with private pool, WiFi internet and air conditioning. The property can accommodate up to eight people comfortably in three bedrooms with three bathrooms.

The Experience
When you arrive you’ll find a nice clean well-maintained property with views of the hills ideal for a relaxing vacation in Tuscany. After a busy day of shopping, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax 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 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 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 - Learn from a local chef the techniques required 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 learning the secrets needed to prepare mouth-watering Tuscan meals when you return home. For more details and the extra cost, please contact us.
Professional Chef - Are you looking for a real treat during your vacation? Why not book a professional chef to prepare and serve you a sumptuous meal using local produce? The chef will arrange the meal based on your preferences and dietary requirements. The chef will offer advice for the various courses and the wine. Ask for more details and the supplemental 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 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 Chiara. Inquire for more details, including the supplemental 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 arranged. Speak to the owner directly about this service upon arrival.

Villa Chiara

Villa Albertina: Swimming Pool, Hacienda, Estate, Villa, Garden, Shade, Mansion, Landscaping, Farmhouse, Eco Hotel € 785 - € 1457/night

Holiday home with private pool, WIFI, A/C, TV, patio, panoramic view, close to San Gimignano

  •   14
  •   5
  •   6
: EAS213331
€ 785 - € 1457per Night

Description

Property Villa Albertina is a beautiful stone building (390 sq m) that includes private pool, air conditioning and WiFi internet. The property can accommodate up to 14 guests comfortably in five bedrooms with six bathrooms. Conveniently located 730 m (2376 ft) from Trecento, Italy in the tourist area "Florence And Surroundings" and only 24 km (15 mi) from San Gimignano.

The Experience
When you arrive at Villa Albertina you’ll find a lovely clean well-maintained property with views of the hills ideal for a relaxing holiday in Tuscany. Regardless of how you spend your days - visiting museums, sightseeing, shopping or just driving in the countryside, when you arrive home you can relax with your family and friends at the pool for a perfect ending to another day in Tuscany. Outside you will also find a 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 14 people. If you prefer to dine 'al fresco', there is a fully furnished veranda where you can enjoy the weather while dining outdoors.

What's Nearby?
Most people enjoy visiting 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 24 km (15 mi), Greve In Chianti 31 km (19 mi), Florence 38 km (24 mi), Siena 53 km (33 mi) and Pisa 79 km (49 mi).

Some other major tourist destinations you should consider visiting are: Florence 38 km (24 mi), Viareggio 108 km (67 mi), Forte Dei Marmi 120 km (74 mi), Rome 288 km (179 mi), Venice 283 km (176 mi) and Milan 326 km (202 mi).

Additional Information
Check-In Time: 15:00 - 21:00
Check-Out Time: 07:00 - 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) 39 km (25 mi), Pisa (psa) 81 km (50 mi), Bologna (blq) 132 km (82 mi), Genova (goa) 250 km (156 mi) and Venezia (vce) 285 km (177 mi).

Special 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 delicious 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 extra costs.

Villa Albertina

Le Fonti di Santa Lucia: Property, House, Swimming Pool, Building, Real Estate, Farmhouse, Villa, Residential Area, Land Lot, Home 0% Interest Installments € 535/night

Amazing private house with private pool, WIFI, A/C, TV, terrace, pets allowed, panoramic view

  •   10
  •   5
  •   6
: EAS175896
€ 535per Night

Description

Property Summary
Le Fonti di Santa Lucia is a stunning detached villa located in the district of Santa Lucia, just 2.5 km from the center of San Gimignano, Italy, and 10 km from the center of Poggibonsi. This vacation rental offers a secluded and elevated position on a slope, surrounded by meadows and vineyards, making it the perfect countryside retreat. The villa boasts a spacious and fenced garden of 3,000 m2, complete with colorful flowers, trees, a natural pond, and a large swimming pool (14 x 6 m) with seasonal availability from 25.Apr. - 10.Oct. Guests can enjoy an outdoor shower, terrace, and parking for up to 4 cars under the roofed area. The villa offers internet WiFi access and linen changes once a week.

Outdoors
The property features a spacious and fenced garden of 3,000 m2, complete with an array of colorful flowers and trees, a natural pond, and a large swimming pool (14 x 6 m) with seasonal availability from 25.Apr. - 10.Oct. For added convenience, an outdoor shower and terrace are also available, and the pool maintenance is taken care of by the owner/gardener. Guests can park up to 4 cars under the roofed parking area located at the house.

Other Information
The villa can only be accessed through a 300 m long steep motor road via an unmade road. Linen changes are provided once a week.

Distances and Attractions
The villa is ideally located just 47 km from the center of Siena and 68 km from the sandy beach of Cecina Mare. The nearest bus stop is 2.5 km away, while the railway station ''Poggibonsi'' is 10 km away. The villa is situated in the district of Santa Lucia, just 2.5 km from the center of San Gimignano, Italy, and 10 km from the center of Poggibonsi. Le Fonti di Santa Lucia

Podere Palazzo: Architecture, Property, House, Tree, Grass, Building, Estate, Home, Plant, Landscape 0% Interest Installments € 250 - € 371/night

Amazing private vacation home with WIFI, A/C, private pool and panoramic view, close to Montalcino

  •   8
  •   3
  •   3
€ 250 - € 371per Night

Description

Holiday rental Podere Palazzo is a nice property (200 sq m) that includes private pool, air conditioning and WiFi internet. The property can accommodate up to eight people 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.

Your Experience
When you arrive you’ll find a beautiful clean well-maintained property 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 shopping.

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: 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 Ivana - Cortona: Property, Building, House, Real Estate, Home, Estate, Villa, Mansion, Neighbourhood, Tree 0% Interest Installments € 1263 - € 1928/night

Amazing private villa with WIFI, private pool, A/C, hot tub, TV, patio, panoramic view, near Cortona

  •   18
  •   9
  •   10
€ 1263 - € 1928per Night

Description

Villa Ivana - Cortona is a lovely holiday home (1052 sq m) with air conditioning, private pool and WiFi internet. The property can sleep up to 18 people comfortably in nine bedrooms with ten bathrooms. Conveniently located 2 km (5174 ft) from Ossaia, Italy and only 5 km (3 mi) from Cortona. If playing a round of golf is important while on holiday, you are in luck because there is a course nearby.

In case the Villa is booked at the reduced price (for groups up to 14 people), the Floor 2 will remain closed.

What to Expect
After arriving you’ll find a lovely 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. Also available outdoors are a barbecue grill and patio.

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 5 km (3 mi), Montepulciano 29 km (18 mi), Arezzo 32 km (20 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 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), Roma Ciampino (cia) 221 km (137 mi), Bologna (blq) 222 km (138 mi) and Roma Fiumicino (fco) 233 km (145 mi).


Villa Ivana - Cortona

Case Sant'anna: Swimming Pool, Property, Leisure, Real Estate, Resort, Water, Vacation, House, Estate, Home 0% Interest Installments € 660 - € 1020/night

Independent Property with hot tub, private pool, A/C, WIFI, TV, patio, panoramic view, near Cortona

  •   18
  •   9
  •   8
€ 660 - € 1020per Night

Description

Case Sant'anna is a lovely holiday rental (300 sq m) with air conditioning, WiFi internet and hot tub. The property can accommodate up to 18 people comfortably in nine bedrooms with eight bathrooms. Conveniently located 9 km (6 mi) from Terontola, Italy and only 12 km (8 mi) from Cortona. There is a golf course nearby if you'd like to get in a round or two while on holiday.

Outdoor Jacuzzi, Included in rental price. Open during the same period of the swimming pool.

Please note that the garden is not fenced.

Truffle hunting experience in the proximity of the property, to be requested at the time of booking

What to Expect
After arriving at Case Sant'anna you’ll find a nice clean well-maintained property ideal for a relaxing vacation 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 hot tub, barbecue grill and patio.

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 12 km (8 mi), Montepulciano 26 km (16 mi), Arezzo 36 km (22 mi), Perugia 52 km (32 mi) and Montalcino 60 km (37 mi).

Some other major tourist destinations you should consider visiting are: Florence 124 km (77 mi), Viareggio 211 km (131 mi), Forte Dei Marmi 218 km (135 mi), Rome 206 km (128 mi), Venice 367 km (228 mi) and Milan 410 km (255 mi).

Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Case Sant'anna. If you have a large dog or multiple pets, please inquire for permission prior to booking.
Check-In Time: 16:30 - 21:00
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) 131 km (82 mi), Pisa (psa) 192 km (119 mi), Roma Ciampino (cia) 215 km (134 mi), Bologna (blq) 218 km (135 mi) and Roma Fiumicino (fco) 228 km (141 mi).


Case Sant'anna

Villa Il Borgo: Water, Sky, Plant, Property, Outdoor Bench, Azure, Swimming Pool, Natural Landscape, Tree, Grass € 662 - € 898/night

Pretty private accommodation with A/C, private pool, WIFI, TV, patio, panoramic view, near Cortona

  •   8
  •   4
  •   4
€ 662 - € 898per Night

Description

Villa Il Borgo is located 3 km (2 mi) from Pergo, Italy and only 8 km (5 mi) from Cortona. Villa Il Borgo is a beautiful stone building (240 sq m) with WiFi internet, air conditioning and private pool. The property can sleep up to eight guests comfortably in four bedrooms with four bathrooms.

The Property is composed of the main Villa and an annex.

Your Experience
After arriving you’ll find a lovely clean well-maintained property with views of the hills perfect 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 shopping. Outside you will also find a patio and barbecue grill. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to eight people. If you prefer to dine 'al fresco', there is a fully furnished patio 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 8 km (5 mi), Arezzo 35 km (22 mi), Montepulciano 37 km (23 mi), Perugia 54 km (34 mi) and Gubbio 64 km (40 mi).

Some other major tourist destinations you should consider visiting are: Florence 137 km (85 mi), Viareggio 224 km (139 mi), Forte Dei Marmi 231 km (143 mi), Rome 219 km (136 mi), Venice 380 km (236 mi) and Milan 422 km (262 mi).

Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Villa Il Borgo. 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) 142 km (88 mi), Pisa (psa) 205 km (127 mi), Roma Ciampino (cia) 228 km (142 mi), Bologna (blq) 229 km (142 mi) and Roma Fiumicino (fco) 240 km (149 mi).

More Services
Cooking Lessons - Learn from a local chef the techniques needed 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 enjoyable 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 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 mouth-watering meal using local produce? The chef will arrange the meal based on your preferences and dietary requirements. The chef will offer advice for the various courses and the wine. Ask for more details and the additional costs.
Tours - The owner can schedule custom tours for your group. To learn about the tours available, speak to the owner when you arrive or ask 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 Il Borgo

Villa Lilli & Spa: Water, Sky, Plant, Property, Building, Window, Swimming Pool, Tree, Shade, Leisure € 1005 - € 1241/night

Independent House with A/C, private pool, sauna, WIFI, hot tub, TV, patio, near Cortona

  •   6
  •   3
  •   3
: EAS204956
€ 1005 - € 1241per Night

Description

Villa Lilli & Spa is located 1 km (4646 ft) from Terontola, Italy and only 10 km (6 mi) from Cortona. Property Villa Lilli & Spa is a nice stone building (200 sq m) that includes hot tub, air conditioning and private pool. The property can accommodate up to six people comfortably in three bedrooms with three bathrooms.

What to Expect
After arriving at Villa Lilli & Spa you’ll find a lovely clean well-maintained property with views of the hills and the city ideal 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 unwind at the end the day. For your pleasure, on the grounds there is a barbecue grill, hot tub 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 six people. If you prefer to dine 'al fresco', there is a fully furnished veranda where you can enjoy the weather while dining outdoors.

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 10 km (6 mi), Montepulciano 28 km (18 mi), Arezzo 35 km (21 mi), Perugia 44 km (27 mi) and Montalcino 65 km (40 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
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) 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).

More Services
Tours - The owner can schedule custom tours for your group. To learn 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.
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 organize this service.

Villa Lilli & Spa

Case Sant'anna 14: Swimming Pool, Property, Real Estate, Natural Landscape, Estate, House, Home, Leisure, Tree, Landscape 0% Interest Installments € 605 - € 1020/night

Independent Property with A/C, WIFI, private pool, hot tub, TV, patio, panoramic view, near Cortona

  •   14
  •   7
  •   6
€ 605 - € 1020per Night

Description

Case Sant'anna 14 is a beautiful property (230 sq m) with air conditioning, private pool and hot tub. The property can sleep up to 14 people comfortably in seven bedrooms with six bathrooms. Case Sant'anna 14 is located 9 km (6 mi) from Terontola, Italy and only 12 km (8 mi) from Cortona. If playing a round of golf is important while on holiday, you are in luck because there is a course nearby.

Your Experience
The property Case Sant'Anna is completely independent.
Truffle hunting experience in the proximity of the property, to be requested at the time of booking
Outdoor Jacuzzi, included in the rental price. Open during the same period of the swimming-pool.
When you arrive you will be welcomed by the owner or manager where you’ll find a nice clean well-maintained property perfect for a peaceful vacation in Tuscany. Regardless of how you spend your days - visiting museums, shopping, sightseeing or just driving in the countryside, when you arrive home you can unwind with your family and friends at the pool for a perfect ending to another day in Tuscany. For your pleasure, on the grounds there is a patio, barbecue grill and hot tub. 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 14 people. Dine 'al fresco' like a real Tuscan, the fully furnished patio is the ideal setting to enjoy food, family and the nice Tuscan weather.

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 12 km (8 mi), Montepulciano 26 km (16 mi), Arezzo 36 km (22 mi), Perugia 52 km (32 mi) and Montalcino 60 km (37 mi).

Some other major tourist destinations you should consider visiting are: Florence 124 km (77 mi), Viareggio 211 km (131 mi), Forte Dei Marmi 218 km (135 mi), Rome 206 km (128 mi), Venice 367 km (228 mi) and Milan 410 km (255 mi).

Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Case Sant'anna 14. If you have a large dog or multiple pets, please ask for permission prior to booking.
Check-In Time: 16:00 - 21:00
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) 131 km (82 mi), Pisa (psa) 192 km (119 mi), Roma Ciampino (cia) 215 km (134 mi), Bologna (blq) 218 km (135 mi) and Roma Fiumicino (fco) 228 km (141 mi).


Case Sant'anna 14

Podere Galieni: Swimming Pool, Resort, Outdoor Furniture, Chair, Eco Hotel, Sunlounger, Kitchen & Dining Room Table, Villa, Hotel, Hacienda 0% Interest Installments € 686 - € 1362/night

Pretty independent accommodation with WIFI, A/C, private pool, TV, patio and panoramic view

  •   16
  •   6
  •   8
: EAS224587
€ 686 - € 1362per Night

Description

Certaldo: Agriturismo "Podere Galieni", renovated in 2025, surrounded by fields and vineyards. Property composed of main house and outbuilding 4 km from the centre of Certaldo, in a quiet, sunny, elevated position, 80 km from the sea. Private: property (fenced), terraced garden wildlife garden and flowers, swimming pool (10 x 15 m, seasonal availability: 01.Apr. - 31.Oct.) with internal staircase. Shower/WC in the pool area, outdoor shower, patio, garden furniture, pool maintenance by the owner/gardener. In the house: lounge with TV, internet access, WiFi, central heating system, air conditioning, washing machine, bicycle rental. Linen change (suppl. charge extra). Towel change (suppl. charge extra). Room cleaning on request (extra). House maid on request (extra). Cook on request (extra). 2 km long bumpy motor access to the house. Parking at the house. Shop 4 km, grocery 4 km, supermarket 4 km, restaurant 2 km, bicycle rental 4 km, bus stop 2 km, railway station "Certaldo" 4 km, sandy beach "Cecina Mare" 80 km. Marina 20 km, golf course (18 hole), tennis 4 km, walking paths from the house 100 m. Nearby attractions: San Gimignano 15 km, Volterra 30 km, Siena 35 km, Firenze 40 km. Please note: car recommended. Baby equipment (included). Groups of teenagers on request only. On request: airport transfer to the holiday accommodation. Local sale of farm products. Part of the house is closed and unoccupied. Residence with electric gates. Owner lives in separate semi-detached house. Podere Galieni

Villa Ginestra: Property, Nature, Grass, Green, House, Swimming Pool, Real Estate, Estate, Backyard, Lawn € 325 - € 483/night

Stunning independent house with private pool, A/C, WIFI, TV, patio, panoramic view, close to Cortona

  •   6
  •   3
  •   3
€ 325 - € 483per Night

Description

Villa Ginestra is a beautiful stone building (100 sq m) with air conditioning, private pool and WiFi internet. The property can accommodate up to six guests comfortably in three bedrooms with three bathrooms. Villa Ginestra is located 5 km (3 mi) from Poggioni, Italy and only 14 km (9 mi) from Cortona in the tourist area "Cortona And Surroundings".

What to Expect
After arriving you’ll find a lovely clean well-maintained property with views of the hills and the mountains ideal for a relaxing holiday in Tuscany. After a busy day of visiting museums, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day. Also available outside are a barbecue grill and patio. Sharing a meal with friends and family is a big part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your holiday. The kitchen includes coffee machine, microwave, toaster, 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 veranda is the perfect setting to enjoy food, family and the nice Tuscan weather.

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 14 km (9 mi), Arezzo 42 km (26 mi), Montepulciano 44 km (27 mi), Perugia 66 km (41 mi) and Gubbio 69 km (43 mi).

Some other major tourist destinations you should consider visiting are: Florence 135 km (84 mi), Viareggio 229 km (142 mi), Forte Dei Marmi 236 km (147 mi), Rome 224 km (139 mi), Venice 376 km (233 mi) and Milan 428 km (266 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) 149 km (93 mi), Pisa (psa) 210 km (130 mi), Bologna (blq) 230 km (143 mi), Roma Ciampino (cia) 233 km (145 mi) and Roma Fiumicino (fco) 245 km (152 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 enjoyable way to spend time with friends and family while learning the secrets vital to prepare mouth-watering Tuscan meals when you return home. For more details and the extra cost, please contact us.
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a mouth-watering meal using local produce? The chef will arrange the meal based on your preferences and dietary needs. The chef will offer suggestions for the various courses and the wine. Inquire for more details and the supplemental costs.
Tours - The owner can schedule 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 specific tour and number of people.
Baby Sitting - A babysitter can be arranged at Villa Ginestra. If you're traveling with kids and would like some alone time, talk to the owner directly about this option upon arrival.

Villa Ginestra

Villa Rosmarino: Swimming Pool, Property, House, Resort, Real Estate, Estate, Vacation, Sky, Villa, Home € 500 - € 940/night

Independent Villa rental with WIFI, A/C, private pool, TV, terrace, panoramic view, close to Cortona

  •   12
  •   6
  •   6
: EAS147005
€ 500 - € 940per Night

Description

Property Villa Rosmarino is a nice stone building (300 sq m) that includes private pool, air conditioning and WiFi internet. The property can sleep up to 12 guests comfortably in six bedrooms with six bathrooms. Villa Rosmarino is located 6 km (3 mi) from Montanare, Italy and only 13 km (8 mi) from Cortona.

The property consists of a main villa (170 square meters) and a cottage (130 square meters) which can accommodate up to 12 people (6 bedrooms and 6 bathrooms); the two buildings are situated just a few meters away from each other.

What to Expect
Upon arrival you will be welcomed by the owner or manager where you’ll find a nice clean well-maintained property with views of the hills perfect for a relaxing vacation in Tuscany. After a hectic day of sightseeing, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind 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 vacation. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 12 people. Dine 'al fresco' like a real Tuscan, the fully furnished terrace is the ideal setting to enjoy food, family and the beautiful Tuscan weather.

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 13 km (8 mi), Arezzo 40 km (25 mi), Montepulciano 41 km (25 mi), Gubbio 58 km (36 mi) and Perugia 59 km (37 mi).

Some other major tourist destinations you should consider visiting are: Florence 135 km (84 mi), Viareggio 228 km (142 mi), Forte Dei Marmi 235 km (146 mi), Rome 223 km (139 mi), Venice 384 km (239 mi) and Milan 428 km (266 mi).

Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 15 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 148 km (92 mi), Pisa (psa) 209 km (130 mi), Bologna (blq) 229 km (142 mi), Roma Ciampino (cia) 232 km (144 mi) and Roma Fiumicino (fco) 245 km (152 mi).

Special 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 learning 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 sumptuous meal using local produce? The chef will schedule the meal based on your preferences and dietary needs. The chef will offer advice for the various courses and the wine. Inquire for more details and the extra costs.
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 exact tour and number of people.
Baby Sitting - A babysitter can be arranged at Villa Rosmarino. If you're traveling with kids and would like some alone time, speak to the owner directly about this option when you arrive.

Villa Rosmarino

Villa Della Regina: Sky, Plant, Cloud, Property, Building, Window, Water, Land Lot, Tree, House € 1464 - € 2392/night

Wonderful private villa rental with WIFI, A/C, private pool, hot tub, TV, patio, near Montepulciano

  •   15
  •   7
  •   7
: EAS203558
€ 1464 - € 2392per Night

Description

Villa Della Regina is located 1 km (3273 ft) from Fonte Della Regina, Italy and only 17 km (10 mi) from Montepulciano in the tourist area "Orcia Valley". Villa Della Regina is a lovely holiday rental (600 sq m) with private pool, WiFi internet and air conditioning. The property can accommodate up to 15 people comfortably in seven bedrooms with seven bathrooms.

What to Expect
When you arrive at Villa Della Regina you’ll find a lovely clean well-maintained property with views of the hills perfect for a splendid vacation in Tuscany. After a busy day of shopping, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. Outside you will also find a patio and barbecue grill.

What's Nearby?
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montepulciano 17 km (10 mi), Montalcino 49 km (30 mi), Cortona 58 km (36 mi), Perugia 64 km (40 mi) and Arezzo 68 km (43 mi).

Some other major tourist destinations you should consider visiting are: Florence 141 km (88 mi), Viareggio 225 km (140 mi), Forte Dei Marmi 235 km (146 mi), Rome 174 km (108 mi), Venice 380 km (236 mi) and Milan 428 km (266 mi).

Additional Information

Pool Open: 1 May - 15 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 147 km (91 mi), Roma Ciampino (cia) 183 km (114 mi), Roma Fiumicino (fco) 196 km (122 mi), Pisa (psa) 209 km (130 mi) and Bologna (blq) 233 km (145 mi).

More Services
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a sumptuous meal using local produce? The chef will schedule the meal based on your preferences and dietary requirements. The chef will offer suggestions for the various courses and the wine. Inquire for more details and the extra costs.

Villa Conti Galgani