Skip to main content
View on Map

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

  • Sleeps
    8
  • Bedrooms
    4
  • Bathrooms
    3
  • Floor Area
    189 m2
  • Private Pool
From € 518per Night

Description

Tenuta Pomona is a nice stone building (189 sq m) with private pool, WiFi internet and air conditioning. The property can accommodate up to eight people comfortably in four bedrooms with three bathrooms. Conveniently located 9 km (5 mi) from Cortona, Italy in the tourist area "Cortona And Surroundings" and only 28 km (18 mi) from Arezzo.

The accommodation consists of the main villa in stone, which can comfortably accommodate up to 6 people and a dependance, where 2 additional guests can stay.

Your Experience
After arriving you’ll find a lovely clean well-maintained property with views of the city and the hills ideal for a relaxing 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 relax with your family and friends at the pool for a perfect ending to another day in Tuscany. Outside you will also find a patio and barbecue grill. Dining with friends and family is a huge part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to eight 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 holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Arezzo 28 km (18 mi), Montepulciano 33 km (20 mi), Perugia 55 km (34 mi), Montalcino 67 km (42 mi) and Assisi 72 km (45 mi).

Some other major tourist destinations you should consider visiting are: Florence 118 km (74 mi), Viareggio 205 km (127 mi), Forte Dei Marmi 212 km (132 mi), Rome 213 km (132 mi), Venice 362 km (225 mi) and Milan 405 km (251 mi).

Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 126 km (78 mi), Pisa (psa) 186 km (116 mi), Bologna (blq) 210 km (131 mi), Roma Ciampino (cia) 220 km (137 mi) and Roma Fiumicino (fco) 232 km (144 mi).

More Services
Tours - The owner can arrange custom tours for your group. To learn about the tours offered, speak to the owner when you arrive or inquire prior to booking. The cost will vary depending in the exact tour and number of people.
Pre-Stocked Fridge - If you'd like to have the fridge and pantry stocked before you check-in that is possible at Tenuta Pomona. Ask 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 arranged. Speak to the owner directly about this service after arriving.

Tenuta Pomona

View on Map

Villa Elena

: EAS210081

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

  • Sleeps
    7
  • Bedrooms
    4
  • Bathrooms
    2
  • Floor Area
    120 m2
  • Private Pool
From € 290per Night

Description

Villa Elena is located 15 km (9 mi) from Cortona, Italy and only 19 km (12 mi) from Montepulciano. Vacation rental Villa Elena is a beautiful property (120 sq m) that includes WiFi internet, private pool and air conditioning. The property can sleep up to seven people comfortably in four bedrooms with two bathrooms.

The Experience
After arriving you’ll find a nice 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 relax while enjoying a nice cold beverage after a busy 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 seven 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: Montepulciano 19 km (12 mi), Perugia 49 km (30 mi), Arezzo 53 km (33 mi), Montalcino 55 km (34 mi) and Assisi 70 km (44 mi).

Some other major tourist destinations you should consider visiting are: Florence 125 km (78 mi), Viareggio 212 km (132 mi), Forte Dei Marmi 219 km (136 mi), Rome 207 km (129 mi), Milan 412 km (256 mi) and Naples 398 km (247 mi).

Additional Information

Pool Open: 1 April - 31 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 130 km (81 mi), Pisa (psa) 193 km (120 mi), Roma Ciampino (cia) 216 km (134 mi), Bologna (blq) 217 km (135 mi) and Roma Fiumicino (fco) 229 km (142 mi).

Additional Services
Tours - Custom tours can be organized 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 specific tour and number of people.

Villa Elena

View on Map

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

  • Sleeps
    8
  • Bedrooms
    4
  • Bathrooms
    4
  • Floor Area
    240 m2
  • Private Pool
From € 662per Night

Description

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

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

The Experience
Upon arrival you’ll find a nice clean well-maintained property with views of the hills perfect for a relaxing holiday in Tuscany. For your enjoyment you will find a private pool where you can relax while enjoying a nice cold beverage after a hectic day of sightseeing. For your pleasure, on the grounds there is a patio and barbecue grill. 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 perfect 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 holiday 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).

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 learning the techniques required to master Tuscan cuisine. For more details and the additional cost, please contact us.
Professional Chef - Are you looking for a real treat during your 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 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 individual tour and number of people.
Baby Sitting - A babysitter can be organized at Villa Il Borgo. If you're traveling with kids and would like some alone time, talk to the owner directly about this option after arriving.

Villa Il Borgo

View on Map

Beautiful independent house with WIFI, private pool, TV and pets allowed

  • Sleeps
    10
  • Bedrooms
    4
  • Bathrooms
    4
  • Floor Area
    240 m2
  • Private Pool
From € 188per Night

Description

Palazzolo Alto is a beautiful villa on the edge of the tiny village of Palazzuolo, located in the area north of Monte San Savino. It has always been the natural border between the provinces of Arezzo and Siena, two of the most important cities in Tuscany, equidistant from the villa and easily reachable in about 30 minutes driving. Moreover, if you like cycling or if you love motorbikes, the road between Monte San Savino and Siena offers beautiful views and breathtaking landscapes.
In Palazzolo Alto you will find a large, panoramic garden. On hot summer days you can relax on the sun terrace of the private swimming pool (size 6x12 m, depth 1.00-1.40 m, completely fenced - open from 17 May to 30th September) and enjoy a refreshing dip. The barbecue in front of the large porch is great for delicious meals with your family or friends, or if you prefer you can enjoy a good Tuscan dinner cooked by one of our chefs. The villa is spacious and well furnished with local antiques.
But what will strike you most about this villa is undoubtedly the view from the house, the garden and also from the swimming pool. A view that overlooks natural landscapes of intense beauty, from the Crete Senesi to the gates of Siena. An entire valley to satisfy the eye, prosperous vineyards, green wooded areas, silver olive trees, in short, Tuscany from your window! Palazzolo Alto

View on Map

Civitella

: EAS77081

Private Villa rental with private pool, WIFI, hot tub, TV, panoramic view, close to Arezzo

  • Sleeps
    8
  • Bedrooms
    4
  • Bathrooms
    2
  • Floor Area
    120 m2
  • Private Pool
From € 229per Night

Description

Independent house with private swimming pool located in a very scenic area in Valdichiana and surrounded by the countryside of Arezzo. Hectares of woodlands that circle the property ensure maximum privacy and a closeness with nature. The interior is in a rustic style. Outside, the guests can enjoy a private garden and a beautiful swimming pool with a great view and wooden solarium furnished with tables and chairs. Beside the swimming pool there is also a hot tub to enjoy.
This is an ideal set-up for those looking to spend a holiday in absolute tranquility.
The house is accessed via a stretch of roughly 4km of dirt road which is not adapted to low-lying/sports cars.
Distances: Civitella della Chiana with food stores and restaurants - 6 km, Battifolle with a wide variety of shops - roughly 15 km, Arezzo (train station) - 25 km, Monte San Savino - 25 km, Siena – roughly 75 km, Florence (airport) - 80 km, Perugia - 100 km.
Available: outdoor private and furnished area with tables, chairs and sun umbrellas, swimming pool reserved for the exclusive use of guests (9 x 3 m - depth 1,1 m – open from 01/04 to 15/10), outdoor shower with hot water (solar heated), barbecue, wood-burning pizza oven.
Onsite parking.

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

View on Map

Beautiful private property with WIFI, A/C, private pool, TV, patio, panoramic view, near Cortona

  • Sleeps
    8
  • Bedrooms
    4
  • Bathrooms
    5
  • Floor Area
    170 m2
  • Private Pool
From € 282per Night

Description

Villa Eleonora is located 2 km (5121 ft) from Il Castagno, Italy and only 6 km (4 mi) from Cortona. Villa Eleonora is a nice holiday rental (170 sq m) with WiFi internet, private pool and air conditioning. The property can sleep up to eight guests comfortably in four bedrooms with five bathrooms.

What to Expect
Upon arrival you’ll find a beautiful clean well-maintained property with views of the hills and the mountains ideal for a relaxing holiday in Tuscany. Regardless of how you spend your days - sightseeing, shopping, visiting museums or just driving in the countryside, when you arrive home you can 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. 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, 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 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 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 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), Bologna (blq) 218 km (136 mi), Roma Ciampino (cia) 221 km (138 mi) and Roma Fiumicino (fco) 234 km (145 mi).

Additional Services
Tours - Custom tours can be scheduled by the owner for your group. For more details about the tours offered, speak to the owner when you arrive or inquire prior to booking. The cost will vary depending in the specific 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 when you arrive.

Villa Eleonora

View on Map

Amazing private vacation home with private pool, A/C, WIFI, TV and pets allowed, near Arezzo

  • Sleeps
    9
  • Bedrooms
    4
  • Bathrooms
    3
  • Floor Area
    150 m2
  • Private Pool
From € 340per Night

Description

SPECIAL OFFER 10% DISCOUNT From 01st until 25 September 2026 - FOR 1 WEEK BOOKINGS

Collina dei Fiori is the result of a painstaking restructuring of an old country house situated in an extremely panoramic position, waiting for you to spend unforgettable holidays with your family or friends. This beautiful villa is at the top of a hillside covered in age-old olive trees and green woods, where many small roads climb up the steep hills revealing enchanting views at every turn.

In a few minutes’ drive from the house you can easily reach Castiglion Fiorentino, Cortona, Arezzo and Lake Trasimeno, ideal destinations for day trips, to alternate with relaxing days at the swimming pool (size 5x10 m, depth 1,20-2,20 m - open from 01st May to 30th September) and funny tennis and table tennis tournaments. 

For tennis lovers—or anyone who simply wants to have fun with friends—a private tennis court is available about 800 meters from the villa, accessible upon reservation.
Adjacent to the kitchen there is a pergola furnished with table and benches and a barbecue where you can spend your evenings together with family and friends, enjoying grilled meats and sipping a glass of wine. The large enclosed garden offers privacy and security for your family and your four-legged friends (a supplement may be charged for pets). If you want to stretch your legs in the hills around the house there are countless hiking trails, also suitable for children. Collina dei Fiori

View on Map

Superb independent holiday villa with WIFI, private pool, A/C, TV, terrace and panoramic view

  • Sleeps
    8
  • Bedrooms
    4
  • Bathrooms
    4
  • Floor Area
    185 m2
  • Private Pool
From € 330per Night

Description

Villa i Cocciai is a beautiful stone building (185 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. Conveniently located in Cortona, Italy in the tourist area "Cortona And Surroundings" and only 29 km (18 mi) from Arezzo.

Your Experience
When you arrive 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 holiday in Tuscany. Regardless of how you spend your days - sightseeing, shopping, visiting museums or just driving in the countryside, when you arrive home you can relax with your family and friends at the pool for a perfect ending to another day in Tuscany. 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 terrace where you can enjoy the weather while dining outdoors.

Visit the Area
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Arezzo 29 km (18 mi), Montepulciano 30 km (18 mi), Perugia 52 km (32 mi), Montalcino 64 km (40 mi) and Gubbio 69 km (43 mi).

Some other major tourist destinations you should consider visiting are: Florence 128 km (79 mi), Viareggio 214 km (133 mi), Forte Dei Marmi 222 km (138 mi), Rome 210 km (130 mi), Venice 371 km (230 mi) and Milan 414 km (257 mi).

Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 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) 126 km (78 mi), Pisa (psa) 187 km (116 mi), Bologna (blq) 211 km (131 mi), Roma Ciampino (cia) 218 km (135 mi) and Roma Fiumicino (fco) 231 km (143 mi).

More Services
Cooking Lessons - If you're interested in learning more about Tuscan cooking, ask about the cooking lessons that can be organized at the property. It's a fun way to spend time with friends and family while learning the techniques required to master Tuscan cuisine. For more details and the additional cost, please contact us.
Tours - Custom tours can be organized by the owner for your group. For more details about the tours offered, speak to the owner when you arrive or inquire prior to booking. The cost will vary depending in the exact 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 after arriving.

Villa i Cocciai

View on Map

Private Holiday home with WIFI, private pool, A/C, patio, pets allowed, panoramic view, near Arezzo

  • Sleeps
    9
  • Bedrooms
    4
  • Bathrooms
    4
  • Floor Area
    400 m2
  • Private Pool
From € 413per Night

Description

This is an independent villa boasting beautiful views and its own swimming pool. Its dominating position, overlooking the Val di Chiana, is not far from the town of Civitella.
The villa itself has been recently refurbished however, it still holds its original character such as terracotta floors, wooden beams and stone arches.
Outside there is a large terrace and a large garden, both offering privacy and somewhere to relax in the open air. The property is surrounded by fencing.
Villa Crispinino is perfectly positioned for anyone hoping to visit Tuscany’s famous sites. About 20 km from the property, in the town of Arezzo, you can catch a train to destinations such as Rome, Florence, Orvieto and Siena.
Access to the property is via a dirt road (in great condition).
Distances: The nearby town of Civitella (4 km) can offer you food shops while Battifolle (10 km) can offer a large selection of shops. Arezzo lies 20 km away and slightly further afield are the cities of Siena (50 km), Florence (80 km), Assisi and Perugia (90 km).
Available to guests: Large, well-kept and furnished garden, swimming pool reserved exclusively for guests (10 x 5 m - depth 1.4 m) and barbecue.
The rental has free WI-FI and a Play Station.
Parking available on the grounds of the property.
Extra Services: Upon request, two children’s cots are available at no extra charge.

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

View on Map

La Rogaia

: EAS48419

Wonderful private villa with private pool, WIFI, TV and pets allowed, close to Arezzo

  • Sleeps
    8
  • Bedrooms
    4
  • Bathrooms
    2
  • Floor Area
    150 m2
  • Private Pool
From € 165per Night

Description

La Rogaia is a country villa located in a secluded, hilly position close to the city of Arezzo, between the Val d'Ambra and the Valdichiana. Placed in an unspoilt environment, the villa is surrounded by olive groves, vineyards and lush woods. You reach La Rogaia through an unpaved road that winds through the woods, well-maintained and only a little steep, and once you are there you will be rewarded with true peace and tranquillity. The villa is furnished with taste and care by the owners who also produce an excellent organic extra virgin olive oil.
We recommend that you don't miss a visit to the nearby city of Arezzo, only 10 km away, to the works of art by Piero della Francesca, Giorgio Vasari, Cimabue, a walk along the narrow streets of the historic centre and a glass of wine enjoyed in the wonderful medieval setting of Piazza Grande.
The real icing on the cake here is, however, the breathtaking view from the very panoramic private swimming pool (size 5x10 m, depth 0.90-1.95 m, completely fenced in and equipped with sun shower - open from 1st June to 30 August). From the pool terrace, your eye will wander over the valley as far as the gates of the city of Arezzo. The wrought-iron outdoor furniture, the parasols, the barbecue area and a gazebo with sitting area will allow you to spend unforgettable moments with your family and friends in total privacy. La Rogaia

View on Map

San Lorenzo

: EAS190001

Private Villa with private pool, WIFI, A/C, TV, terrace, pets allowed, panoramic view, near Arezzo

  • Sleeps
    8
  • Bedrooms
    4
  • Bathrooms
    3
  • Floor Area
    300 m2
  • Private Pool
From € 257per Night

Description

Special Offer
For all new reservations made from the 20th of June, this property offers a complimentary pizza party and lesson with a professional chef ! This unique experience includes using an antique wooden fire oven, providing you with an authentic taste of traditional pizza-making. This offer is valid for stays with arrivals up to the 15th of October 2024. Don’t miss this opportunity to enhance your stay with an unforgettable culinary experience.

Holiday rental San Lorenzo is a nice stone building (300 sq m) that includes air conditioning, private pool and WiFi internet. The property can sleep up to eight guests comfortably in four bedrooms with three bathrooms. San Lorenzo is located 2 km (1 mi) from Monte San Savino, Italy and only 23 km (14 mi) from Arezzo in the tourist area "Central Tuscany".

Your Experience
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 hills ideal for a relaxing vacation in Tuscany. Regardless of how you spend your days - visiting museums, sightseeing, shopping or just driving in the countryside, when you arrive home you can unwind with your family and friends at the pool for a perfect ending to another day in Tuscany. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to eight people.

Visit the Area
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Arezzo 23 km (14 mi), Cortona 31 km (19 mi), Montepulciano 35 km (22 mi), Siena 47 km (29 mi) and Montalcino 55 km (34 mi).

Some other major tourist destinations you should consider visiting are: Florence 98 km (61 mi), Viareggio 185 km (115 mi), Forte Dei Marmi 192 km (119 mi), Rome 208 km (129 mi), Venice 341 km (212 mi) and Milan 383 km (238 mi).

Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at San Lorenzo. If you have a large dog or multiple pets, please ask for permission prior to booking.
Check-In Time: 15:00 - 19:00
Check-Out Time: 07:00 - 10:00
Pool Open: 1 April - 31 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 104 km (64 mi), Pisa (psa) 166 km (103 mi), Bologna (blq) 190 km (118 mi), Roma Ciampino (cia) 217 km (135 mi) and Roma Fiumicino (fco) 229 km (142 mi).

More 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 fun way to spend time with friends and family while discovering the secrets vital to prepare sumptuous Tuscan meals when you return home. For more details and the additional cost, please contact us.
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a 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 additional costs.
Tours - The owner can arrange 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 exact tour and number of people.
Maid Service - If you'd like maid service during your trip that can be arranged 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 San Lorenzo. Ask for more details, including the additional cost and how to arrange this service.

The garden is fully enclosed.
Up to 2 dogs are permitted.
San Lorenzo

View on Map

Unique villa rental with WIFI, private pool, TV and panoramic view, close to Montepulciano

  • Sleeps
    8
  • Bedrooms
    4
  • Bathrooms
    4
  • Floor Area
    150 m2
  • Private Pool
From € 238per Night

Description

Independent portion of a stone farmhouse dating back to the 15th century. This property, which has been, completely restored in 2012, offers 2 independent units separated by fences and hedgerows. Outside guests can enjoy use of a large furnished garden ideal for al-fresco dining and of a nice private pool.
This property is situated in the splendid Val d’Orcia region, in easy access to the charming towns of Pienza, San Quirico d’Orcia, San Casciano dei Bagni.
The access to the property is via an unpaved but well-maintained road suitable to any cars.
Distances: San Quirico with general stores 8 km away, Bagno Vignoni 4 km, Pienza 10 km away, Montepulciano 16 km, Siena 50 km away, Cortona 52 km, Arezzo 70 km, Florence (airport) 135 km, Rome (airport) 190 km.
At guests’ disposal: large furnished garden with table, chairs barbecue and swing, private swimming-pool (12 x 6 m – min. depth 1,1 m – max. depth 1,3 m – open from 01/05 to 30/09), open-air shower by the pool (only cold water).
Parking within the grounds.

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

View on Map

Beautiful independent property with private pool, WIFI, TV, pets allowed and panoramic view

  • Sleeps
    11
  • Bedrooms
    4
  • Bathrooms
    2
  • Floor Area
    200 m2
  • Private Pool
From € 142per Night

Description

La Gropina Di Loro Ciuffenna is a beautiful holiday home (200 sq m) with private pool and WiFi internet. The property can accommodate up to 11 people comfortably in four bedrooms with two bathrooms. La Gropina Di Loro Ciuffenna is located 2 km (1 mi) from Loro Ciuffenna, Italy and only 42 km (26 mi) from Greve In Chianti in the tourist area "Arno Valley".

The Experience
After arriving you will be welcomed by the owner or manager where you’ll find a beautiful clean well-maintained property ideal for a peaceful holiday in Tuscany. After a busy day of visiting museums, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day. Dining with friends and family is a huge part of the Tuscan culture. Take advantage of the kitchen to prepare meals using local produce while on your holiday. The kitchen includes coffee machine, microwave, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 11 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 42 km (26 mi), Arezzo 44 km (27 mi), Florence 60 km (37 mi), Siena 64 km (40 mi) and Montepulciano 75 km (47 mi).

Some other major tourist destinations you should consider visiting are: Florence 60 km (37 mi), Viareggio 153 km (95 mi), Forte Dei Marmi 160 km (100 mi), Rome 248 km (154 mi), Venice 310 km (192 mi) and Milan 353 km (219 mi).

Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at La Gropina Di Loro Ciuffenna. If you have a large dog or multiple pets, please ask for permission prior to booking.
Check-In Time: 14:00 - 17:00
Check-Out Time: 09:00 - 09:30
Pool Open: 12 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) 73 km (46 mi), Pisa (psa) 134 km (83 mi), Bologna (blq) 154 km (96 mi), Roma Ciampino (cia) 257 km (160 mi) and Roma Fiumicino (fco) 270 km (167 mi).

Additional Services
Cooking Lessons - If you're interested in discovering 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 discovering the techniques required 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 mouth-watering 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. Ask for more details and the extra costs.
Maid Service - Upgrade your holiday with maid service. This service can be scheduled by the owner. Inquire for more details about the extra cost.
Baby Sitting - A babysitter can be scheduled at La Gropina Di Loro Ciuffenna. If you're traveling with kids and would like some alone time, talk to the owner directly about this option when you arrive.

We accept a maximum of 2 dogs. Villa Gropina

View on Map

Unique private holiday villa with private pool, WIFI, A/C 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

View on Map

Wonderful private holiday home with A/C, private pool, TV, patio and panoramic view

  • Sleeps
    8
  • Bedrooms
    4
  • Bathrooms
    6
  • Floor Area
    600 m2
  • Private Pool
From € 1339 per Night

Description

Podere Vigna Nuova is a beautiful property (600 sq m) with air conditioning and private pool. The property can sleep up to eight guests comfortably in four bedrooms with six bathrooms. Podere Vigna Nuova is located 910 m (2956 ft) from Madonna Della Sanità, Italy and only 36 km (22 mi) from Montepulciano.

Your Experience
When you arrive you will be greeted by the owner or manager where you’ll find a beautiful clean well-maintained property ideal for a splendid holiday in Umbria. Regardless of how you spend your days - shopping, sightseeing, visiting museums or just driving in the countryside, when you arrive home you can relax with your family and friends at the pool for a perfect ending to another day in Umbria. 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 veranda 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: Montepulciano 36 km (22 mi), Perugia 45 km (28 mi), Cortona 45 km (28 mi), Montalcino 64 km (40 mi) and Assisi 66 km (41 mi).

Some other major tourist destinations you should consider visiting are: Florence 148 km (92 mi), Viareggio 235 km (146 mi), Forte Dei Marmi 242 km (150 mi), Rome 161 km (100 mi), Milan 435 km (270 mi) and Naples 352 km (219 mi).

Additional Information
Check-In Time: 16:00 - 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) 153 km (95 mi), Roma Ciampino (cia) 170 km (106 mi), Roma Fiumicino (fco) 182 km (113 mi), Pisa (psa) 216 km (134 mi) and Bologna (blq) 240 km (149 mi).


Podere Vigna Nuova

View on Map

Unique independent holiday home with WIFI, private pool, TV and veranda

  • Sleeps
    7
  • Bedrooms
    4
  • Bathrooms
    4
  • Floor Area
    300 m2
  • Private Pool
From € 290per Night

Description

Property La Piccola Rocca is a lovely stone building (300 sq m) that includes private pool and WiFi internet. The property can sleep up to seven people comfortably in four bedrooms with four bathrooms. Conveniently located in the centre of Cetona, Italy in the tourist area "Orcia Valley" and only 31 km (19 mi) from Montepulciano.

What to Expect
After arriving at La Piccola Rocca you’ll find a lovely clean well-maintained property with views of the hills ideal for a splendid 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. 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 toaster and refrigerator, as well as, plenty of tableware and cutlery for up to seven people.

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: Montepulciano 31 km (19 mi), Montalcino 54 km (34 mi), Perugia 57 km (35 mi), Cortona 59 km (37 mi) and Arezzo 70 km (44 mi).

Some other major tourist destinations you should consider visiting are: Florence 142 km (88 mi), Viareggio 229 km (142 mi), Forte Dei Marmi 236 km (146 mi), Rome 165 km (103 mi), Milan 430 km (267 mi) and Naples 356 km (221 mi).

Additional Information
Check-In Time: 15:00 - 18:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 June - 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) 147 km (91 mi), Roma Ciampino (cia) 174 km (108 mi), Roma Fiumicino (fco) 187 km (116 mi), Pisa (psa) 210 km (130 mi) and Bologna (blq) 235 km (146 mi).


La Piccola Rocca

View on Map

Pretty private accommodation with private pool, WIFI, TV, balcony and panoramic view

  • Sleeps
    8
  • Bedrooms
    4
  • Bathrooms
    2
  • Floor Area
    160 m2
  • Private Pool
From € 246per Night

Description

Nice farmhouse dating back to the beginning of the 20th century quietly situated on a large 6-hectare estate producing olive oil and wine. This villa, located in walking distance to the village of Ambra, was completely and tastefully restored in the 70’s and was turned into a welcoming country house offering nice interiors furnished in a rustic style.
Outside, guests can enjoy use of a large, entirely fenced-in park with century-old trees and a private and fenced pool.
The location is half-way between Siena and Arezzo in easy access to Florence, the Etruscan town of Cortona and the Chianti region.

Distances: Ambra with general stores 900 m away, Arezzo 33 km, Gaiole in Chianti 34 km away, Siena 36 km, Cortona and Radda in Chianti 63 km away, Florence 66 km, Lake Trasimeno 68 km away, San Gimignano 78 km, Marina di Grosseto (beaches) 120 km away, Pisa (airport) 170 km away, Rome 235 km away.

At guests’ disposal: fenced-in 5000-square-meter garden, private and fenced swimming-pool (6 x 12 m – depth from 1,2 to 2 m) with open-air shower (cold water), large solarium area, barbecue. Telephone available (payment on site), Wi Fi internet connection available in the house (free of charge).
Parking within the grounds.
Extra Services: Baby bed on request (free of charge). Maid service (€ 15,- / per hour to be paid on site). The olive oil and the wine produced on the estate are available for guests to be purchased.

Please carefully check if there are any extra costs to be paid on site! Casale Ambra

View on Map

Wonderful private villa with hot tub, A/C, private pool, WIFI and TV

  • Sleeps
    6
  • Bedrooms
    4
  • Bathrooms
    2
  • Floor Area
    170 m2
  • Private Pool
From € 478per Night

Description

Valdambra Villa is located in the centre of Vepri, Italy and only 29 km (18 mi) from Arezzo in the tourist area "Arno Valley". Valdambra Villa is a nice stone building (170 sq m) with WiFi internet, air conditioning and private pool. The property can accommodate up to six guests comfortably in four bedrooms with two bathrooms.

This villa can accommodate up to a maximum of 6 guests, infants included.
The owners live near the property and will always be available for any request.

What to Expect
When you arrive at Valdambra Villa you’ll find a nice clean well-maintained property with views of the hills perfect for a relaxing 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 relax with your family and friends at the pool for a perfect ending to another day in Tuscany. Also available outdoors are a hot tub and barbecue grill. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave 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 garden 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: Arezzo 29 km (18 mi), Siena 40 km (25 mi), Greve In Chianti 48 km (30 mi), Montepulciano 55 km (34 mi) and Cortona 66 km (41 mi).

Some other major tourist destinations you should consider visiting are: Florence 76 km (47 mi), Viareggio 160 km (99 mi), Forte Dei Marmi 170 km (105 mi), Rome 232 km (144 mi), Venice 319 km (198 mi) and Milan 363 km (225 mi).

Additional Information
Check-In Time: 16:00 - 19:00
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) 83 km (52 mi), Pisa (psa) 144 km (89 mi), Bologna (blq) 168 km (104 mi), Roma Ciampino (cia) 241 km (150 mi) and Roma Fiumicino (fco) 253 km (157 mi).


Villa Vepri

View on Map

Fabulous independent property with A/C, private pool, WIFI and TV, near Montepulciano

  • Sleeps
    8
  • Bedrooms
    4
  • Bathrooms
    5
  • Floor Area
    104 m2
  • Private Pool
From € 245per Night

Description

SPECIAL OFFER 15% DISCOUNT From 22 TO 29 AUGUST 2026 - FOR 1 WEEK BOOKINGS

The agriturismo (farmhouse) La Casetta nel Bosco, divided into two independent units, is part of a farm including olive groves, woods, crops, a splendid horse riding school and a small horse and pony farm. It is situated just a few kilometers from the towns of Sinalunga and Trequanda, set in a hilly area of unspoiled woodland, rows of vines and olive trees sloping down to the Valdichiana, an area renowned for its wine, olive oil and Chianina beef, making it an ideal destination for lovers of Tuscan’s good food and good wine.
In the large, completely fenced garden there are various corners for relaxing, reading or entertaining yourself. Small but precious spaces in the olive grove or in the little wood, where you can comfortably enjoy a bottle of wine, or eat outside on summer evenings. The private swimming pool (size mt. 14x6, depth mt. 1,00-2,40) is finished off with a refreshing waterfall that will be fun for your children, and also has bathrooms and changing rooms available. A small vegetable garden where you can pick your own fresh seasonal vegetables will give you the opportunity to put red tomatoes and green salad on the table every day.
The Agriturismo for its division into 2 independent units is ideal for families with children, as well as also for couples of friends. The villa seems to be enclosed within a fairy tale, also equipped with air conditioning, it will be the perfect place to take a break from everyday life. If you need to rest, to get away from the daily hustle and bustle, this corner of paradise in the Tuscan hills is for you. A place of rare beauty and complete tranquility, just a few steps away from history and traditions, is waiting for you!

For horse lovers, there is also an equestrian center on the property with the possibility of horse riding in the surrounding hills, both for beginners and more experienced riders. La Casetta nel Bosco

View on Map

Fabulous villa rental with private pool, A/C, WIFI and pets allowed

  • Sleeps
    8
  • Bedrooms
    4
  • Bathrooms
    4
  • Floor Area
    160 m2
  • Private Pool
New Listing
From € 665per Night

Description

Property Summary

Nestled atop a gentle hill at 380 metres above sea level, Rosa dei Venti is an exceptional vacation rental that offers an extraordinary retreat in the heart of the Umbrian countryside, in the municipality of Fabro, Italy. Positioned at the end of a winding dirt track, this elegantly designed farmhouse stands as a harmonious presence within an enchanted rural landscape, where cultivated fields, rolling green hills, and ancient hilltop villages compose a living painting of timeless beauty. Built entirely in light local stone in full respect of the surrounding environment, the property combines all modern comforts with the warmth of traditional materials, including stripped chestnut wood-beamed ceilings, natural terracotta bricks, and warm parquet flooring throughout, all accented with a refined Provençal-inspired palette of white and grey enlivened by bright touches of colour. The luminous living spaces open through French windows onto a magnificent private yard of approximately 4,000 square metres, fully enclosed with wire mesh and chestnut-wood poles and set within a broader estate of around 2 hectares, where expertly designed gardens, fragrant Mediterranean shrubs, and elegant outdoor seating areas invite complete relaxation. A covered parking area is conveniently located immediately after the entrance gate, just a few steps from the house, ensuring effortless arrival. High-speed Internet WiFi is available throughout the property, keeping you connected while you enjoy the surrounding tranquillity.

Outdoors

The outdoor spaces of Rosa dei Venti are a true celebration of the Umbrian landscape and the art of open-air living. The garden surrounding the house is a succession of beautifully maintained grassy areas supported by shrubs of Mediterranean herbs, including lavender, rosemary, myrtle, and thyme, which adorn the wall-escarpment and fill the constant breeze with freshness and fragrance. Young olive trees, pomegranates, and cypress trees punctuate the large expanse of lawn, while winding paths lined with flowering tufts of gaura lead to the 2 ground floor entrances of the house. Two outdoor areas have been thoughtfully arranged beneath the porticos in front of the house: one dedicated to alfresco dining, positioned beside the dining room French window and equipped with a barbecue, and another designed for relaxation, furnished with a sofa and chairs. A short path climbs through the scenic lavender and rosemary-covered wall and over a small wooden ramp to reach the spectacular pool area, a natural terrace that stretches to the horizon and embraces the lands of the lower Val di Chiana. At its centre lies the stunning non-heated infinity pool, south-facing and equally enchanting by night, where a sophisticated interplay of internal and external lighting creates a magical atmosphere. The pool measures 6 x 13 metres with a constant depth of 1.40 metres, is bordered with ceramic tiles, lined in PVC, and features salt purification. Access to the water is via large steps. Elegant sunbeds and small tables are scattered throughout the surrounding area, which is further enhanced by a lovely wooden gazebo covered in climbing wisteria and roses. Please note that the photographs of the property were taken in spring, and therefore the blossoming of flowers and the colour of the garden grass may differ at the time of your arrival. The swimming pool is available to guests from the last Saturday in April until the first Saturday in October.

Unit Layout

Rosa dei Venti is configured to accommodate up to 8 guests across 4 beautifully appointed bedrooms and 4 bathrooms, distributed thoughtfully over multiple floors. A short paved terracotta path leads to the portico, which serves as the welcoming entrance to the living area. On the ground floor, a large and luminous living room furnished with elegant white sofas and a satellite TV opens into the dining room, which in turn connects to the fully fitted kitchen and communicates directly with the outdoor portico, ideal for alfresco meals. The ground floor is completed by 1 double bedroom and 1 bathroom with shower. An iron staircase with an original railing leads to the upper floor, where the sleeping area comprises 1 double bedroom and 1 twin bedroom with joinable beds, both featuring ensuite bathrooms with shower, as well as a further double bedroom served by an additional bathroom with shower. The laundry room is located in the basement and is accessible exclusively from the outside.

Amenities Included

Rosa dei Venti is equipped with a comprehensive range of amenities designed to ensure a comfortable and enjoyable stay. The property benefits from both air conditioning and heating available, guaranteeing a pleasant indoor climate throughout every season. In the kitchen and laundry areas, you will find a fully fitted dishwasher and a washing machine, making daily domestic tasks effortless. Outdoor entertaining is made easy with the barbecue set up under the alfresco dining portico, perfect for long summer evenings in the open air. The property warmly welcomes pets, allowing you to bring your animal companions along for a truly relaxing family retreat.

Other Information

Rosa dei Venti stands on the edge of a small hamlet comprising a few houses that are not always occupied, a presence that in no way disturbs the profound peace and silence of the location. The property sits in a borderland between Umbria, Tuscany, and Lazio, making it an ideal base for exploration. Acceptance of animals at the property must be previously authorised by the owner, and guests are required to communicate in advance the number, size, and breed of their animals. Only small-sized pets are permitted. The weekly rental price includes utilities covering electricity, water, and gas for kitchen use, as well as weekly linen, and both initial and final cleaning. The Zer0Dep Guarantee is also included, meaning guests are not required to pay a security deposit either on balance or upon arrival, and benefit from EuropAssistance coverage in the event of accidental damage to the property during the stay, up to a maximum of 1,500.00 euros and subject to the limitations provided.

Distances and Attractions

The strategic location of Rosa dei Venti places it within easy reach of a remarkable variety of destinations and points of interest. The town of Fabro is just a few kilometres away, as is Allerona, a picturesque borgo of medieval origin. The Autostrada del Sole is approximately 10 kilometres from the property, providing swift access to major Italian cities, including Florence and Rome, both of which make for rewarding day trips. The surrounding area is exceptionally rich in cultural, artistic, and natural attractions, including the renowned art cities of Orvieto, Assisi, Cortona, Montepulciano, Pienza, and San Casciano dei Bagni, as well as numerous natural parks located in close proximity to the property. The region also offers an abundance of places of religious significance, ancient villages, and landscapes of outstanding natural beauty, ensuring that every day of your stay can be filled with discovery and inspiration.

Costs & Services

Included services
- Utilities (electricity, water, gas for kitchen use): included in the rental price
- Weekly linen: included in the rental price
- Initial and final cleaning: included in the rental price
- Zer0Dep Guarantee (EuropAssistance coverage for accidental damage up to €1,500.00, subject to limitations provided): included in the rental price

Extra costs
- Mandatory extra cleaning in case of animals: €50.00 per animal per week, to be paid on site
- Tourist Tax: where applicable

On request
- Extra cleaning: €22.00 per hour per cleaner
- Extra linen: €15.00 per person
- Firewood: €20.00 per 100 kg Rosa dei Venti 8, Emma Villas

Read About Things To Do and See Near San Giovanni D'Asso

Chat on WhatsApp