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Wonderful independent villa rental with private pool, A/C and TV

  • Sleeps
    12
  • Bedrooms
    6
  • Bathrooms
    6
  • Floor Area
    420 m2
  • Private Pool
From € 875per Night

Description

Casale le Fonti is a lovely property (420 sq m) with air conditioning and private pool. The property can accommodate up to 12 people comfortably in six bedrooms with six bathrooms. Casale le Fonti is located 3 km (2 mi) from Moiano, Italy and only 33 km (21 mi) from Montepulciano.

The Experience
When you arrive at Casale le Fonti you’ll find a beautiful clean well-maintained property perfect for a splendid holiday in Umbria. 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 and refrigerator, as well as, plenty of tableware and cutlery for up to 12 people. If you prefer to dine 'al fresco', there is a fully furnished garden where you can enjoy the weather while dining outdoors.

What's Nearby?
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montepulciano 33 km (21 mi), Cortona 38 km (23 mi), Perugia 46 km (29 mi), Montalcino 62 km (38 mi) and Assisi 68 km (42 mi).

Some other major tourist destinations you should consider visiting are: Florence 145 km (90 mi), Viareggio 232 km (144 mi), Forte Dei Marmi 239 km (149 mi), Rome 173 km (107 mi), Milan 432 km (268 mi) and Naples 364 km (226 mi).

Additional Information
Check-In Time: 16:00 - 19:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 1 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 151 km (94 mi), Roma Ciampino (cia) 189 km (117 mi), Roma Fiumicino (fco) 194 km (121 mi), Pisa (psa) 213 km (132 mi) and Bologna (blq) 237 km (147 mi).


Casale le Fonti

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Amazing independent vacation home with WIFI, private pool, A/C, TV, patio and panoramic view

  • Sleeps
    12
  • Bedrooms
    5
  • Bathrooms
    5
  • Floor Area
    500 m2
  • Private Pool
5 /5 Excellent 4 Reviews
Someone just enquired about this property!
From € 1928per Night

Description

Conveniently located , Italy in the tourist area "Arno Valley" and only 33 km (21 mi) from Arezzo. Holiday home Villa Dorothea is a beautiful stone building (500 sq m) that includes WiFi internet, air conditioning and private pool. The property can accommodate up to 12 guests comfortably in five bedrooms with five bathrooms.

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 perfect for a splendid vacation in Tuscany. For your enjoyment you will find a private pool where you can unwind while enjoying a nice cold beverage after a hectic day of visiting museums. For your pleasure, on the grounds there is a patio and barbecue grill. 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 12 people. Dine 'al fresco' like a real Tuscan, the fully furnished veranda is the ideal setting to enjoy food, family and the lovely Tuscan weather.

Places Nearby
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Arezzo 33 km (21 mi), Siena 38 km (24 mi), Greve In Chianti 47 km (29 mi), Montepulciano 55 km (34 mi) and Cortona 66 km (41 mi).

Some other major tourist destinations you should consider visiting are: Florence 75 km (47 mi), Viareggio 162 km (100 mi), Forte Dei Marmi 169 km (105 mi), Rome 232 km (144 mi), Venice 318 km (198 mi) and Milan 360 km (224 mi).

Additional Information
Check-In Time: 15:30 - 19:00
Check-Out Time: 06:00 - 10:00
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 81 km (50 mi), Pisa (psa) 143 km (89 mi), Bologna (blq) 167 km (104 mi), Roma Ciampino (cia) 241 km (150 mi) and Roma Fiumicino (fco) 253 km (157 mi).

Additional Services
Cooking Lessons - If you're interested in learning more about Tuscan cooking, inquire about the cooking lessons that can be organized at the property. It's a pleasant way to spend time with friends and family while learning the techniques vital to master Tuscan cuisine. For more details and the supplemental 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 after arriving or ask prior to booking. The cost will vary depending in the exact tour and number of people.
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 Italian caretaker lives on site and will accommodate you with travel information to historic towns, organising private Tuscan cooking classes and wine tastings. Villa Dorothea

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Unique holiday rental with A/C, private pool, WIFI, TV, patio and panoramic view

  • Sleeps
    16
  • Bedrooms
    7
  • Bathrooms
    7
  • Floor Area
    650 m2
  • Private Pool
From € 1122per Night

Description

La Maccinaia 14 is a beautiful stone building (650 sq m) with private pool, air conditioning and WiFi internet. The property can accommodate up to 16 guests comfortably in seven bedrooms with seven bathrooms. Conveniently located 980 m (3168 ft) from San Vincenti, Italy in the tourist area "Siena And Surroundings" and only 38 km (24 mi) from Siena.

What to Expect
The property is equipped with the highest standard of modern comforts, including air-conditioning on the ground floor & second floor, wi-fi technology, a large flat screen television with satellite tv, and an especially well equipped kitchen.
Just across from the main villa there is a guest house built of stone that can sleep up to 6 people. This part of the property is of more recent construction, but maintains the same high level of the main villa.
The English speaking caretaker lives on the premises in an apartment with a separate entrance.
When you arrive at La Maccinaia 14 you’ll find a beautiful clean well-maintained property with views of the hills ideal for a peaceful holiday in Tuscany. After a hectic day of visiting museums, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day. Also available outside are a patio, playground and barbecue grill. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to 16 people. If you prefer to dine 'al fresco', there is a fully furnished veranda where you can enjoy the weather while dining outdoors.

Places Nearby
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Siena 38 km (24 mi), Greve In Chianti 44 km (27 mi), Arezzo 45 km (28 mi), Montepulciano 55 km (34 mi) and Montalcino 67 km (42 mi).

Some other major tourist destinations you should consider visiting are: Florence 82 km (51 mi), Viareggio 169 km (105 mi), Forte Dei Marmi 176 km (109 mi), Rome 232 km (144 mi), Venice 325 km (202 mi) and Milan 368 km (229 mi).

Additional Information

Pool Open: 15 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 89 km (55 mi), Pisa (psa) 150 km (93 mi), Bologna (blq) 174 km (108 mi), Roma Ciampino (cia) 241 km (149 mi) and Roma Fiumicino (fco) 253 km (157 mi).

Additional Services
Maid Service - If you'd like maid service during your stay that can be organized by the owner. Inquire for more details about the supplemental cost.

Cleaning service is included 3 hours a day, 5 days a week. La Maccinaia 14

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Private House with private pool, WIFI, A/C, TV, patio, pets allowed, panoramic view, near Cortona

  • Sleeps
    8
  • Bedrooms
    4
  • Bathrooms
    4
  • Floor Area
    240 m2
  • Private Pool
5 /5 Excellent 1 Reviews
Someone else is looking at this property right now!
From € 662per Night

Description

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

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

What to Expect
Upon arrival you will be greeted by the owner or manager where you’ll find a lovely clean well-maintained property with views of the hills perfect for a relaxing 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. Outdoors you will also find a barbecue grill and patio. Dining with friends and family is a big part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your holiday. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to eight people. Dine 'al fresco' like a real Tuscan, the fully furnished patio is the ideal setting to enjoy food, family and the lovely Tuscan weather.

Visit the Area
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 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 - 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) 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).

Special Services
Cooking Lessons - If you're interested in learning more about Tuscan cooking, inquire about the cooking lessons that can be arranged at the property. It's a enjoyable 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 sumptuous meal using local produce? The chef will arrange the meal based on your preferences and dietary needs. The chef will offer advice for the various courses and the wine. Inquire for more details and the supplemental costs.
Tours - The owner can arrange 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.
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 Il Borgo

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Fabulous private property with private pool, WIFI, A/C, terrace and panoramic view

  -10% Special Offer
  • Sleeps
    11
  • Bedrooms
    6
  • Bathrooms
    6
  • Floor Area
    400 m2
  • Private Pool
From € 2300 per Night

Description

Experience the ultimate Tuscan escape at Villa del Mangia, a stunning, fully renovated luxury villa rental near Siena. Seamlessly blending 2024 modern sophistication with authentic rustic charm, this 400 sqm (4,300 sq. ft.) estate offers an unrivaled vantage point over the iconic Siena skyline, all just a 10-minute drive from the city's historic heart.

Recently renovated, the villa combines traditional architecture with refined, modern interiors.
Original features such as exposed beams and stone walls sit alongside clean lines, natural materials, and carefully selected finishes, including Carrara marble and travertine. The result is a space that feels both elegant and comfortable, designed for relaxed stays without losing its connection to place.

The outdoor spaces invite the dolce far niente: time by the pool, unhurried meals, and evenings spent watching the light change over Siena.
● Panoramic infinity pool (14 × 4 m), positioned directly towards Siena
● Fully private and fenced, surrounded by olive trees and terraced gardens
● Open lawns and shaded areas for dining and relaxing

Days naturally unfold between the pool, the garden, and the changing light over the city, from morning calm to sunset over the skyline.

The pool is reserved exclusively for your group, set within a manicured lawn and fully enclosed for added safety and privacy.

Set in the countryside just outside Siena, the villa offers both privacy and easy access to some of Tuscany’s most iconic destinations:
● Siena centre: approx. 10 minutes by car
● San Gimignano: around 45 minutes
● Florence: about 1 hour
● Chianti wine region: at your doorstep


Your villa booking includes dedicated support from our local travel experts Francesca and Ambra before, during, and after your stay. Included in your rental rate is a custom pre-arrival itinerary tailored to your personal style, as well as full assistance with extra services and logistics along the way: from airport transfers and private chef to guided wine and bike tours. You’ll also enjoy a smooth, in-person check-in with a dedicated vila representative and 7-day concierge support, giving you total freedom with complete peace of mind. Villa del Mangia - Luxury Villa with Infinity Pool

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Superb independent holiday home with WIFI, private pool, TV, patio and panoramic view

  • Sleeps
    10
  • Bedrooms
    5
  • Bathrooms
    4
  • Private Pool
From € 319per Night

Description

Villa Il Troscione is located 7 km (4 mi) from San Casciano Dei Bagni, Italy and only 33 km (20 mi) from Montepulciano in the tourist area "Orcia Valley". Villa Il Troscione is a beautiful stone building with private pool and WiFi internet. The property can sleep up to ten people comfortably in five bedrooms with four bathrooms.

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 relaxing vacation in Tuscany. For your enjoyment you will find a private pool where you can unwind while enjoying a nice cold beverage after a hectic day of shopping. For your pleasure, on the grounds there is a barbecue grill and patio.

Visit the Area
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montepulciano 33 km (20 mi), Perugia 62 km (39 mi), Montalcino 64 km (40 mi), Cortona 67 km (41 mi) and Arezzo 78 km (48 mi).

Some other major tourist destinations you should consider visiting are: Florence 149 km (93 mi), Viareggio 236 km (147 mi), Forte Dei Marmi 243 km (151 mi), Rome 169 km (105 mi), Milan 436 km (271 mi) and Naples 360 km (224 mi).

Additional Information

Pool Open: 4 April - 4 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) 155 km (96 mi), Roma Ciampino (cia) 178 km (111 mi), Roma Fiumicino (fco) 191 km (119 mi), Pisa (psa) 217 km (135 mi) and Bologna (blq) 241 km (150 mi).

Special Services
Cooking Lessons - If you're interested in learning more about Tuscan cooking, inquire about the cooking lessons that can be arranged at the property. It's a fun way to spend time with friends and family while discovering the techniques required to master Tuscan cuisine. For more details and the extra cost, please contact us.
Professional Chef - Are you looking for a real treat during your vacation? Why not book a professional chef to prepare and serve you a 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. Ask for more details and the supplemental costs.

IMPORTANT: there is a 1.3 km of gravel road, so sports cars are not recommended. Villa Il Troscione

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Stunning independent accommodation with A/C, private pool, WIFI and panoramic view

  • Sleeps
    10
  • Bedrooms
    4
  • Bathrooms
    5
  • Floor Area
    300 m2
  • Private Pool
From € 721per Night

Description

Villa rental with private pool in the hills of San Casciano dei Bagni. The villa has 4 bedrooms and can comfortably accommodate up to 8-10 people. It is located just 3 km from San Casciano dei Bagni, a town famous for its hot springs, very close to the splendid Val d’Orcia area in the province of Siena. The villa is tastefully furnished, and offers large outdoor spaces and a beautiful private pool.
Within a 50-100 km radius, you can visit the Val d’Orcia’s most important historical places of interest, such as Pienza, Montalcino, San Quirico d’Orcia, Contignano, Bagno Vignoni, Radicofani and the famous Crete Senesi area, which spans from the border of Siena and Arezzo provinces to Mount Amiata (1738 meters above sea level).
Access to the villa is via a 1,5 km unpaved road.
At guests’ disposal: private garden furnished for outdoor dining; private pool and outdoor shower; 4 bedrooms, each with air conditioning and private bathroom with shower; free Wi-fi internet; air conditioning in the entire house; barbecue; parking.
Access to the villa is via a 1,5 km stretch of unpaved road: the road is not suitable for sports cars or low riding vehicles.

Distances: San Casciano dei Bagni (food shops, restaurants and hot spring spa facility) 3 km away, Città della Pieve 20 km, Lake Trasimeno about 30 km, Pienza 40 km, Orvieto 50 km, Arezzo 85 km, Siena 90 km, Florence 142 km, Rome (airport) 150 km away.

Please carefully check if there are any extra costs to be paid on site! Villa Lucarella

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

  • Sleeps
    12
  • Bedrooms
    6
  • Bathrooms
    6
  • Floor Area
    300 m2
  • Private Pool
From € 500per Night

Description

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

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.

Your Experience
Upon arrival you’ll find a lovely clean well-maintained property with views of the hills ideal for a relaxing 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 relax at the end the day. Sharing a meal with friends and family is a huge part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your 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 perfect setting to enjoy food, family and the nice Tuscan weather.

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 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).

Additional Services
Cooking Lessons - If you're interested in discovering more about Tuscan cooking, ask about the cooking lessons that can be arranged at the property. It's a enjoyable 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.
Professional Chef - Are you looking for a real treat during your vacation? Why not book a professional chef to prepare and serve you a mouth-watering meal using local produce? The chef will organize the meal based on your preferences and dietary requirements. The chef will offer advice for the various courses and the wine. Inquire for more details and the supplemental costs.
Tours - The owner can arrange custom tours for your group. To learn about the tours offered, speak to the owner upon arrival or inquire prior to booking. The cost will vary depending in the specific 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, talk to the owner directly about this option after arriving.

Villa Rosmarino

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Private Property with A/C, WIFI, private pool, TV, veranda, pets allowed, close to Arezzo

  • Sleeps
    10
  • Bedrooms
    5
  • Bathrooms
    5
  • Floor Area
    220 m2
  • Private Pool
From € 424per Night

Description

Antica Villa Della Lana is a nice stone building (220 sq m) with private pool, WiFi internet and air conditioning. The property can accommodate up to ten people comfortably in five bedrooms with five bathrooms. Antica Villa Della Lana is located 960 m (3115 ft) from Santa Firmina, Italy and only 2 km (2 mi) from Arezzo in the tourist area "Arezzo And Surroundings".

The Experience
When you arrive at Antica Villa Della Lana you’ll find a lovely clean well-maintained property perfect for a relaxing holiday 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. 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.

Places Nearby
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Arezzo 2 km (2 mi), Cortona 29 km (18 mi), Montepulciano 51 km (31 mi), Montalcino 72 km (45 mi) and Siena 73 km (46 mi).

Some other major tourist destinations you should consider visiting are: Florence 93 km (58 mi), Viareggio 179 km (111 mi), Forte Dei Marmi 186 km (116 mi), Rome 232 km (144 mi), Venice 338 km (210 mi) and Milan 381 km (237 mi).

Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Antica Villa Della Lana. If you have a large dog or multiple pets, please ask for permission prior to booking.

Pool Open: 20 April - 7 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) 98 km (61 mi), Pisa (psa) 160 km (99 mi), Bologna (blq) 188 km (117 mi), Roma Ciampino (cia) 242 km (150 mi) and Roma Fiumicino (fco) 245 km (152 mi).


Antica Villa Della Lana

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Private Holiday villa with A/C, WIFI, private pool, TV, patio, panoramic view, close to Siena

  -10% Special Offer
  • Sleeps
    6
  • Bedrooms
    3
  • Bathrooms
    3
  • Floor Area
    200 m2
  • Private Pool
New Listing
From € 339per Night

Description

Holiday home San Sano Retreat, Chianti Vineyard Views & Diving is a beautiful stone building (200 sq m) that includes air conditioning, private pool and WiFi internet. The property can sleep up to six guests comfortably in three bedrooms with three bathrooms. Conveniently located in San Sano, Italy in the tourist area "Siena And Surroundings" and only 24 km (15 mi) from Siena.

What to Expect
When you arrive 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, 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. 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 six 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: Siena 24 km (15 mi), Greve In Chianti 29 km (18 mi), San Gimignano 55 km (34 mi), Montalcino 60 km (38 mi) and Florence 62 km (39 mi).

Some other major tourist destinations you should consider visiting are: Florence 62 km (39 mi), Viareggio 156 km (97 mi), Forte Dei Marmi 163 km (101 mi), Rome 246 km (153 mi), Venice 308 km (192 mi) and Milan 358 km (222 mi).

Additional Information

Pool Open: 1 June - 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) 74 km (46 mi), Pisa (psa) 121 km (75 mi), Bologna (blq) 161 km (100 mi), Roma Ciampino (cia) 255 km (158 mi) and Roma Fiumicino (fco) 267 km (166 mi).

More Services
Tours - Custom tours can be arranged by the owner for your group. For more details about the tours available, speak to the owner when you arrive or inquire prior to booking. The cost will vary depending in the specific tour and number of people.
Pre-Stocked Fridge - Take advantage of the pre-stocking service to save time and start your holiday hassle-free after a long trip. Inquire for more details, including the supplemental cost and how to organize this service.

San Sano Retreat, Chianti Vineyard Views & Diving

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Beautiful independent holiday rental with private pool, WIFI, A/C, TV, patio and panoramic view

  • Sleeps
    8
  • Bedrooms
    4
  • Bathrooms
    4
  • Floor Area
    250 m2
  • Private Pool
From € 428per Night

Description

Beautiful, recently restored villa situated on a hill top overlooking the city of Arezzo and the Chiana valley. This property is entirely fenced in and comprises the owners’ house and a charming small church dating back to the 7th century. Outside guests can enjoy use of a large, well-groomed garden with a beautiful, private swimming-pool set in panoramic location. The villa was divided into 4 apartments which are connected internally and are rentable only together as a private accommodation. The interiors are welcoming and tastefully furnished. On the ground floor there is a large, furnished portico ideal for al-fresco dining.
A railway line runs in the bottom of the valley. Easy train connections to Florence and Rome are available from the city of Arezzo.
The access to the property is via an unpaved but well-maintained road.
Distances: Arezzo with shops of all kinds and railway station 8 km away, Civitella Valdichiana 16 km, Cortona 32 km away, Montepulciano 50 km, the Val d’Orcia area is within 50 – 80 km, Florence 80 km away, Siena 80 km, Orvieto 90 km away, Rome 220 km away.
At guests’ disposal: large garden, beautiful, private, irregular-shaped swimming-pool (circa 16 x 8 m – min. depth 1,2 m – max. depth 3 m –salt-water purification system- open from 01/04 through 30/10), heated hydromassage area on request and for a fee, large furnished solarium with a pergola and a small house with dressing-room, toilet, 2 showers and a small kitchen corner, nice portico ideal for al-fresco dining. This villa provides WI-FI internet connection (free of charge).
The property owners run a farming estate and the can organize olive oil, wine, balsamic vinegar and spirits tasting.
Parking within the grounds.
The gardens and roofs of the villa feature an automated misting system for insect deterrence and control.
Extra Services: Maid service available by arrangement at € 12,- / per hour. The sofa-bed on the first floor bed is available at € 150,- / per person / per week – payment on site.

Note: The villa has an outdoor video surveillance system

Please carefully check if there are any extra costs to be paid on site! Villa Agazzi

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Stunning private vacation rental with A/C, private pool, WIFI and TV

  • Sleeps
    12
  • Bedrooms
    6
  • Bathrooms
    6
  • Floor Area
    450 m2
  • Private Pool
From € 510 per Night

Description

If you decide to spend your holiday at Villa Leopoldina, you can stay in a historic building, a splendid example of a typical Tuscan house designed in the 18th century by the architects of Grand Duke Leopold of Lorraine, with the characteristic four overlapping arches on the façade. It will be a plunge into the past, when families were very numerous and these huge homes housed several generations under the same roof.
In front of the villa you will find the private garden and on the right-hand side the beautiful swimming pool (size 12x5 m, depth 1.40 m, completely enclosed - open from 01st May to 30th September). From here, every day, you can enjoy a splendid panoramic view over the city of Arezzo and its valleys, a view that becomes even more suggestive at night with the thousands of tiny lights that seem to chase each other. You will reach the centre of Arezzo in less than 10 minutes by car and here you will find all the necessary amenities and services, as well as museums, magnificent churches, cathedrals and monuments to visit.
One of the villa's bonuses is certainly its location. It is located within the Pomaio winery, a renowned winery that produces its excellent wines following the rules of eco-sustainability. Pomaio is listed as one of the 13 most beautiful Design Cellars in the Region of Tuscany for the Toscana Wine Architecture project, and this Green philosophy was also followed for the renovation of the villa. In fact, thanks to the materials used, the villa has a high energy-saving rating, with positive effects both for the environment and for those who stay there in all seasons.
Therefore, in addition to living in the midst of an almost enchanted place, amidst splendid rows of vines that slope down towards the silhouette of the city, you will be able to taste the excellent wines in the wine cellar when you feel like taking a little walk and reaching it.
Villa Leopoldina is on two levels connected by a covered outdoor staircase. You will have two fully equipped kitchens, a washing machine and a dryer on each floor, Wi-Fi, air conditioning, and satellite TV. Villa Leopoldina is your perfect location for a holiday with all the comforts on an authentic 100-year-old residence.
On arrival day you will have the opportunity to enjoy a dinner offered by the owners (for stays of a minimum of 7 nights) and a welcome basket for breakfast the following day. Thanks to a wooden bridge at the back of the villa, the first floor is also accessible to persons with reduced mobility. Villa Leopoldina

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Beautiful independent holiday rental with A/C, WIFI, private pool and TV

  • Sleeps
    8
  • Bedrooms
    4
  • Bathrooms
    5
  • Floor Area
    200 m2
  • Private Pool
From € 706 per Night

Description

Conveniently located 5 km (3 mi) from Rietine, Italy in the tourist area "Siena And Surroundings" and only 27 km (17 mi) from Siena. Holiday rental Dimora Chianti Shire: Stunning Tuscan Villa on Vin is a nice property (200 sq m) that includes WiFi internet, air conditioning and private pool. The property can accommodate up to eight guests comfortably in four bedrooms with five bathrooms.

The Experience
After arriving at Dimora Chianti Shire: Stunning Tuscan Villa on Vin you’ll find a nice clean well-maintained property with views of the hills perfect for a relaxing vacation in Tuscany. Regardless of how you spend your days - shopping, sightseeing, visiting museums or just driving in the countryside, when you arrive home you can unwind with your family and friends at the pool for a perfect ending to another day in Tuscany. 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: Siena 27 km (17 mi), Greve In Chianti 33 km (21 mi), Arezzo 52 km (32 mi), San Gimignano 54 km (33 mi) and Montalcino 62 km (38 mi).

Some other major tourist destinations you should consider visiting are: Florence 65 km (41 mi), Viareggio 159 km (99 mi), Forte Dei Marmi 167 km (103 mi), Rome 240 km (149 mi), Venice 316 km (196 mi) and Milan 359 km (223 mi).

Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 19 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) 78 km (49 mi), Pisa (psa) 124 km (77 mi), Bologna (blq) 165 km (102 mi), Roma Ciampino (cia) 249 km (155 mi) and Roma Fiumicino (fco) 261 km (162 mi).


Dimora Chianti Shire: Stunning Tuscan Villa on Vin

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Unique independent vacation home with private pool, WIFI, A/C, TV and terrace

  • Sleeps
    10
  • Bedrooms
    5
  • Bathrooms
    6
  • Floor Area
    280 m2
  • Private Pool
From € 486 per Night

Description

You will find Villa Mandorlo inside the ancient Podere di Pomaio, just outside Arezzo. It is an old farmhouse that has been renovated following all of today's eco-sustainability standards, which are similarly applied to the entire estate, which produces and exports excellent Tuscan IGT and DOCG wines. Podere Pomaio's Bio-architecture winery is listed among the 14 most beautiful Design Cellars in Tuscany for the Toscana Wine Architecture project.
At the winery you can also book wine tastings and tours of the estate, we also recommend a visit to the beautiful vineyards, it is an experience not to be missed!
At Villa Mandorlo you will have at your disposal a private garden (about 5000 square metres) and a splendid swimming pool extremely panoramic, overlooking the valley, the surrounding chain of hills and the beautiful city of Arezzo, which, day and night, will offer you truly suggestive sceneries.
In Arezzo you will find all the conveniences of a big city. There are shops, supermarkets and typical restaurants, as well as valuable works of art by renowned artists such as Piero della Francesca and Giorgio Vasari.
The swimming pool, truly splendid, has the particularity of being shell-shaped (size 6.50x8.40 m - depth 1.30 m - open from 01st May to 30th September), and is just a few steps from the bright dining room, definitely one of the highlights of the villa. The dining room, with its large windows, offers not only a fantastic panorama but also the possibility of unforgettable dinners by the pool.
At Villa Mandorlo you will find yourself immersed in the atmosphere and charm of old Tuscan farmhouses. The excellent furnishings and equipment, as well as comfortable and functional, will allow you to spend a memorable holiday.
On the day of your arrival, the owners will be happy to offer you dinner (for stays of a minimum of 7 nights) and a welcome basket with ingredients for breakfast the following day. Villa Mandorlo

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Fantastic flat with private pool, A/C, WIFI, balcony and panoramic view, close to Siena

  • Sleeps
    12
  • Bedrooms
    6
  • Bathrooms
    6
  • Floor Area
    900 m2
  • Private Pool
From € 1369per Night

Description

Medieval Hamlet Poggiarelllo Swimming Pool & Rusti is a lovely stone building (900 sq m) with air conditioning, WiFi internet and private pool. The property can sleep up to 12 guests comfortably in six bedrooms with seven bathrooms. Medieval Hamlet Poggiarelllo Swimming Pool & Rusti is located 4 km (2 mi) from Sovicille, Italy and only 14 km (8 mi) from Siena in the tourist area "Siena And Surroundings".

Nestled in the lush greenery of the Montagnola Senese, this magnificent property is a masterfully preserved 13th-century castle located just a 15-minute drive from the historic heart of Siena. The estate has been meticulously restored by its owners, who reside in the main tower in a secluded area that remains entirely private and separate from guest accommodations.

The estate is thoughtfully designed to offer both community and privacy. The first floor of the main castle features two charming apartments. Adjacent to the castle is a separate cottage housing two additional apartments, providing an ideal retreat for couples or guests seeking extra seclusion. With fully equipped kitchens in every unit and expansive common areas, the property perfectly balances independent living with shared moments.

Surrounded by rolling vineyards producing a refined selection of "Super Tuscan" wines, the estate invites you to embrace the slow pace of Italy. The grounds are a masterpiece of landscape design, featuring manicured lawns, traditional terracotta planters, and vibrant blooms. At the heart of the garden lies a generous swimming pool, fully outfitted with elegant sun loungers and umbrellas.

This elegant and spacious holiday home is perfectly suited for a luxurious escape with family or friends. The property comfortably accommodates up to twelve guests (with capacity for an additional two guests upon request).

What to Expect
Upon arrival at Medieval Hamlet Poggiarelllo Swimming Pool & Rusti you’ll find a lovely clean well-maintained property with views of the hills ideal for a relaxing vacation in Tuscany. Regardless of how you spend your days - shopping, visiting museums, sightseeing or just driving in the countryside, when you arrive home you can relax with your family and friends at the pool for a perfect ending to another day in Tuscany. For your pleasure, on the grounds there is a playground 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 12 people. If you prefer to dine 'al fresco', there is a fully furnished balcony 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: Siena 14 km (8 mi), San Gimignano 46 km (28 mi), Montalcino 49 km (31 mi), Greve In Chianti 53 km (33 mi) and Montepulciano 72 km (45 mi).

Some other major tourist destinations you should consider visiting are: Florence 76 km (47 mi), Viareggio 170 km (105 mi), Forte Dei Marmi 177 km (110 mi), Rome 248 km (154 mi), Venice 322 km (200 mi) and Milan 372 km (231 mi).

Additional Information

Pool Open: 15 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 88 km (55 mi), Pisa (psa) 124 km (77 mi), Bologna (blq) 175 km (109 mi), Roma Ciampino (cia) 257 km (160 mi) and Roma Fiumicino (fco) 270 km (168 mi).

More Services
Cooking Lessons - If you're interested in discovering more about Tuscan cooking, ask about the cooking lessons that can be arranged at the property. It's a pleasant 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.
Professional Chef - Are you looking for a real treat during your vacation? Why not book a professional chef to prepare and serve you a delicious meal using local produce? The chef will arrange the meal based on your preferences and dietary requirements. The chef will offer advice for the various courses and the wine. Inquire for more details and the supplemental costs.
Meals - If you'd like to have meals provided during your visit, either half-board or full-board is available. If you prefer only breakfast be provided, that can be scheduled as well. Inquire about the additional costs.
Tours - Custom tours can be arranged by the owner for your group. For more details about the tours available, speak to the owner when you arrive or ask prior to booking. The cost will vary depending in the exact tour and number of people.
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.

Exclusive Estate Inclusions : elevate your stay, we offer these bespoke services upon reservation:
When you choose the Castle Experience, your stay includes a curated selection of authentic local luxuries:

- Gourmet Farm-to-Table Breakfast: Start your morning in the castle’s elegant common wing with a signature breakfast prepared by the Castellana (the Lady of the Castle). Every ingredient is organic and locally sourced ("Km 0"), with each dish prepared à la minute to your preference upon your arrival at the table.

- Estate Wine Tasting: Enjoy an exclusive guided tour of the castle with a private tasting in the castle’s historic cellar. This experience can be scheduled at your convenience with a simple advance reservation.

Bespoke Guest Experiences (Optional)
To further enhance your Tuscan retreat, we are pleased to arrange the following premium services:

- Dining with the Castellana: Enjoy an elegant, candlelit dinner hosted in the castle's private courtyard—an intimate glimpse into authentic noble life.
- Culinary Arts: Participate in private cooking classes or enjoy professionally catered buffet dinners.
- Outdoor Adventures: Explore the region with curated wine tours, guided bike excursions, or scenic hiking trips through the Montagnola Senese.
- Tuscan Traditions: Experience the thrill of a professional truffle hunting.

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