Upacchi Villas with Pool
Results 81 - 100 of 284
Villa Crispinino
Private Accommodation with WIFI, private pool, A/C, patio, pets allowed, panoramic view, near Arezzo
- 9
- 4
- 4
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
Book your vacation for the period from 04 April 2026 to 30 May 2026 and save 10% (minimum 7 nights).
Book 15 days or less before the arrival date and receive a 15 % discount off the published rental rates.
This Offer is valid only for stays of 7 nights minimum and can not be combined with any other special offers.
Villa del Sole
Pretty private vacation home with hot tub, sauna, pool, A/C, WIFI, TV, terrace, close to Cortona
- 10
- 4
- 5
Description
Villa Del Sole is a lovely stone building (280 sq m) with WiFi internet and air conditioning. The property can sleep up to ten people comfortably in four bedrooms with five bathrooms. Conveniently located 1 km (4276 ft) from Torreone, Italy in the tourist area "Cortona And Surroundings" and only 4 km (2 mi) from Cortona.
On site there is a further apartment occasionally used by the owner, which has a separate entrance and garden.
What to Expect
When you arrive you will be greeted by the owner or manager where you’ll find a beautiful clean well-maintained property with views of the hills and the mountains perfect for a peaceful vacation in Tuscany. After a hectic day of sightseeing, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to ten people. If you prefer to dine 'al fresco', there is a fully furnished terrace where you can enjoy the weather while dining outdoors.
Visit the Area
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 4 km (2 mi), Arezzo 31 km (19 mi), Montepulciano 33 km (21 mi), Perugia 55 km (34 mi) and Montalcino 67 km (42 mi).
Some other major tourist destinations you should consider visiting are: Florence 125 km (77 mi), Viareggio 218 km (135 mi), Forte Dei Marmi 225 km (140 mi), Rome 213 km (132 mi), Venice 374 km (233 mi) and Milan 418 km (259 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Villa Del Sole. If you have a large dog or multiple pets, please ask for permission prior to booking.
Check-In Time: 17:00 - 19:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 138 km (86 mi), Pisa (psa) 199 km (124 mi), Bologna (blq) 219 km (136 mi), Roma Ciampino (cia) 222 km (138 mi) and Roma Fiumicino (fco) 235 km (146 mi).
Additional Services
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a mouth-watering meal using local produce? The chef will arrange the meal based on your preferences and dietary needs. The chef will offer advice for the various courses and the wine. Ask for more details and the extra costs.
Tours - The owner can arrange custom tours for your group. To learn about the tours offered, speak to the owner after arriving or ask prior to booking. The cost will vary depending in the exact tour and number of people.
Baby Sitting - If you're traveling with children and would like an evening alone, a babysitter can be scheduled. Speak to the owner directly about this service upon arrival.
Villa Del Sole
Civitella
Unique independent house with hot tub, WIFI, private pool, TV, panoramic view, close to Arezzo
- 8
- 4
- 2
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
Casale Il Giglio
Unique private villa rental with WIFI, private pool, TV, pets allowed and panoramic view
- 10
- 5
- 5
Description
Property Summary
Civitella In Val Di Chiana, Italy is home to a charming cottage that has recently undergone renovations. Divided into two spacious parts, each with its own private garden spanning 400 square meters, this property offers a peaceful retreat surrounded by a large fenced garden shared with the owner's nearby residence. The cottage boasts well-maintained interiors, featuring terracotta and parquet flooring, beamed ceilings, stone archways, and bedrooms equipped with ceiling fans and wrought iron beds. A highlight is the refreshing swimming pool, complemented by an outdoor hot water shower, offering stunning views of the sunflower fields that characterize the Tuscan landscape. Additionally, guests can enjoy private gated access and a video entry phone for added security and convenience during their vacation rental stay.
Outdoors
The outdoor spaces of this property are truly remarkable. Guests can indulge in a refreshing swim in the stunning swimming pool, complete with an outdoor hot water shower while taking in the breathtaking views of the sunflower fields, a quintessential part of the Tuscan landscape. As the sun sets, the famous Gargonza castle provides a picturesque backdrop. The property also features a spacious, fenced garden of 800 square meters, providing ample space for outdoor activities and relaxation. The uniquely shaped pool is surrounded by various amenities, including an outdoor shower, table tennis, boules, and comfortable garden furniture, ensuring a delightful holiday rental experience.
Other Information
The charming working farm "Casale il Giglio" offers a cozy and authentic experience for guests. Renovated in 2004, this property is conveniently located just 5 kilometers from the center of Monte San Savino. Guests can enjoy a range of amenities during their stay, including WiFi, table football, and bicycles (4). Heating is available for an additional fee from November 1st to April 15th. The property is well-suited for families and seniors, and the owner resides on the same premises.
Distances and Attractions
The property's prime location offers easy access to numerous attractions in the surrounding areas. Lucignano is just 12 kilometers away, while Rapolano Terme is 28 kilometers from the property. Cortona (32 km), Montepulciano (37 km), and Gaiole in Chianti (45 km) are also within convenient driving distances. Guests should note that having a car is recommended to fully explore the region's charms during their vacation rental stay. With its proximity to renowned destinations, this property provides an ideal base for discovering the rich cultural heritage and natural beauty of Tuscany. Casale Il Giglio
Le Terrazze
Amazing private holiday rental with A/C, private pool, hot tub, WIFI, TV, patio and pets allowed
- 6
- 3
- 3
Description
Property Summary
Le Terrazze is a charming rustic house with two storeys, terraced and located just 4 kilometers away from the center of Monte San Savino and 5 kilometers away from the center of Civitella Val di Chiana in Italy. It boasts a beautiful garden with a lawn and trees, as well as a large seasonal swimming pool measuring 12 x 5 meters. Guests can enjoy internet access, parking on the premises, and the option for breakfast and half board meals for an additional fee. The vacation rental also offers a pre-arrival grocery service for added convenience.
Outdoors
The property is situated on a massive 2-hectare lot that features a natural pond for shared use. The private property is fenced and covers an area of 600 square meters. Guests can enjoy the outdoor shower, table tennis, arbour, and garden furniture in the spacious outdoor area.
Other Information
The nearest shop, restaurant, and bar are all just 600 meters away, while the railway station "Albergo" is only 1 kilometer away. For those interested in horseback riding, a riding stable is located just 700 meters from the property. Farm products are available for local sale, and a permit is required for fishing, with an additional fee. The owner of the property lives on the same lot, and there are animals in the neighborhood.
Distances and Attractions
Nearby attractions include Arezzo, which is just 15 kilometers away, Montepulciano, located 40 kilometers away, and well-known lakes such as Trasimeno, easily accessible at just 50 kilometers away. Additionally, a lovely lake is situated just 500 meters away from the property. Le Terrazze
Il Borgo di Gebbia
Independent Holiday rental with private pool, WIFI, TV, terrace, panoramic view, near Arezzo
- 10
- 5
- 6
Description
Property Summary
Nestled within a picturesque Tuscan village and perched atop a hill overlooking the breathtaking landscapes of the Val Di Chiana countryside, Il Borgo di Gebbia is a charming country house that offers an exceptional vacation rental experience in Civitella In Val Di Chiana, Italy. Thoughtfully renovated in 2014, this elegant retreat sits 500 meters above sea level, providing a tranquil and private atmosphere that perfectly complements the natural beauty of its surroundings. The property extends across more than 2 hectares of land, ensuring ample space and a genuine sense of seclusion. Guests benefit from convenient on-site parking, allowing for effortless arrivals and easy exploration of the surrounding region. Reliable internet and WiFi connectivity are available throughout the property, keeping you connected whenever needed. The fenced above-ground swimming pool, measuring 7 x 4 meters with a depth of 120 cm, serves as a centerpiece of outdoor leisure and is open seasonally from May to September, offering a refreshing retreat during the warmer months.
Outdoors
The outdoor spaces at Il Borgo di Gebbia are a true reflection of the Tuscan countryside that surrounds them. The above-ground swimming pool, enclosed by a safety fence, provides a secure and inviting environment for relaxation and recreation throughout its seasonal availability from May to September. Set against the backdrop of rolling hills and open countryside, the expansive grounds spanning over 2 hectares invite you to explore, unwind, and fully immerse yourself in the serene natural environment. The elevated position of the property, at 500 meters above sea level, ensures that the outdoor areas are graced with sweeping panoramic views of the Val Di Chiana valley, making every moment spent outside a genuinely memorable experience.
Other Information
Il Borgo di Gebbia offers a selection of thoughtful services designed to enhance your stay. Weekly room cleaning is included, ensuring that the property remains comfortable and well-maintained throughout your visit. For those who wish to enjoy home-cooked meals without the effort, a cook can be arranged upon request for an additional fee. Breakfast service is also available at an extra charge, providing a convenient and pleasant way to start each morning.
Distances and Attractions
Il Borgo di Gebbia enjoys an enviable location that places a wealth of Tuscan destinations and local amenities within easy reach. The center of Civitella in Val di Chiana, a quaint village offering a genuine glimpse into traditional Tuscan life, is just 3.5 km from the property. Everyday conveniences are close at hand, with the nearest shop located 3.5 km away and a supermarket reachable within 8 km. A restaurant can be found within just 2 km of the property, making dining out a simple and enjoyable option. For those who enjoy an active lifestyle, tennis courts are situated 14 km away, horseback riding opportunities are available 6 km from the property, and an 18-hole golf course can be found 23 km away. The renowned thermal baths of Rapolano Terme are located 44 km from Il Borgo di Gebbia, while the Castiglion del Lago bathing lake is 69 km away. The historic city of Arezzo lies 23 km from the property, and the celebrated city of Siena is 52 km away. Art and history enthusiasts will appreciate the proximity of Cortona at 42 km, Castelnuovo Berardenga at 36 km, and the charming towns of Gaiole in Chianti, Montepulciano, and Pienza, all within 63 km. Florence, the magnificent capital of Tuscany, is located 84 km away and is easily accessible by car, making it an ideal destination for a day trip. Il Borgo di Gebbia
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- 4
- 3
Description
Property Summary
Casa Clotilde is a charming, renovated country house located in the tranquil countryside just 4 km from the center of Monte San Savino and 5 km from the center of Civitella In Val Di Chiana, Italy. This vacation rental features a private, fenced garden of 350 m2 with a lawn and trees, as well as a large swimming pool (13 x 7 m) available from 09.Apr. to 30.Sep. with a depth of 120 - 180 cm, ideal for both adults and children. Guests can enjoy internet access and central heating system within the house.
Outdoors
The property boasts a private, fenced garden of 350 m2 with a lawn and trees, as well as a large swimming pool (13 x 7 m) that is available from 09.Apr. to 30.Sep. The pool has a depth of 120 - 180 cm, making it ideal for both adults and children. The garden also features an outdoor shower, volleyball court, arbour, garden furniture and a barbecue, providing plenty of opportunities for outdoor activities and relaxation.
Other Information
Breakfast and half board are available upon request at an extra cost, as well as a pre-arrival grocery service. The property also has a roofed parking area for two cars. For those who enjoy fishing, a permit is required and the property offers the option of purchasing local farm products.
Distances and Attractions
Nearby attractions include the beautiful city of Arezzo, situated only 15 km away, and the picturesque town of Montepulciano, which can be reached in 40 km. There is also an equestrian center in Arezzo, just 10 km away, making it a convenient location for those interested in horseback riding. Casa Clotilde
Monte San Savino 880
Multi-unit villa rental with WIFI, pool, TV, terrace, pets allowed, panoramic view, near Arezzo
- 2
- 10
- 5
- 5
| Accommodation | |||||
|---|---|---|---|---|---|
| Casale Il Giglio 880.1 | 6 | 3 | 3 | ||
| Casale Il Giglio 880.2 | 4 | 2 | 2 | ||
| All 2 Accommodations | 10 | 5 | 5 |
Description
Property Summary
Nestled in the picturesque Tuscan countryside of Civitella In Val Di Chiana, Italy, "Casale il Giglio" is a recently renovated, cosy cottage offering an exceptional holiday rental experience for families and seniors. This charming working farm was carefully renovated in 2004 and is divided into 2 spacious parts, each benefiting from a private fenced garden of 400 m2. The property is located under a conservation act, ensuring the preservation of its authentic rural character and the stunning natural surroundings. The interiors are thoughtfully maintained and feature terracotta and parquet floorings, beamed ceilings, stone archways, and bedrooms with ceiling fans and wrought iron beds, all of which contribute to the warm and timeless atmosphere of the cottage. Guests can connect effortlessly throughout their stay thanks to the WiFi available across the complex. The property also features a shared 11 x 5 m swimming pool equipped with a salt-electrolysis pool-cleaning system and an unconventional shape that adds a distinctive character to the outdoor experience. The surrounding yard is fully fenced and generously sized, encompassing the owner's house located nearby, and offers sweeping views of the sunflower fields so typical of the Tuscan landscape, as well as breathtaking sunsets over the renowned Gargonza Castle. The property benefits from a private gate, and each apartment is equipped with a video entry phone for added security and peace of mind.
Outdoors
The outdoor spaces at "Casale il Giglio" are designed to make the most of the magnificent Tuscan countryside setting. The shared swimming pool measures 11 x 5 m and features a salt-electrolysis pool-cleaning system along with an unconventional shape, creating a visually distinctive and enjoyable bathing environment. An outdoor hot water shower is conveniently available for guests returning from a swim. Each of the 2 apartments has access to its own private fenced garden of 400 m2, furnished with garden furniture that invites relaxation and outdoor dining in a peaceful and private setting. The wider fenced grounds surrounding the property provide ample space for leisure and recreation. Guests can enjoy a game of table tennis or boccia, and bicycles as well as table football are also available for use throughout the complex. The outdoor areas offer uninterrupted views of the sunflower fields that characterise the Tuscan landscape, and the position of the property allows guests to witness the breathtaking sunset over the famous Gargonza Castle directly from the grounds.
Other Information
"Casale il Giglio" is a working farm situated under a conservation act, which reflects the commitment to preserving the integrity of the property and its natural environment. The owner resides on the same property, ensuring attentive and personal management of the estate. The complex also includes another house available for rent. Heating is available at the property between 1 November and 15 April and is to be paid on the spot. Parking is available directly at the house at no additional inconvenience to guests. The property is particularly well suited for families and seniors. Each apartment is fitted with a video entry phone, and the property is accessed through a private gate, providing a secure and private environment throughout the stay.
Distances and Attractions
"Casale il Giglio" enjoys a privileged countryside location that places guests within easy reach of some of Tuscany's most celebrated destinations. The centre of Monte San Savino is 5 km away, offering convenient access to local amenities, while the historic city of Arezzo is 19 km from the property. Terme di Rapolano, known for its thermal baths, is 30 km away. Siena is approximately 50 km from the property, and Florence is 60 km away, both offering world-class art, architecture, and gastronomy. Rome can be reached in approximately 2 hours by car, making it a feasible destination for a day trip. The nearest shop, restaurant, and café are all located 5 km from the property, as is the Monte San Savino railway station, providing a practical public transport connection for those wishing to explore the region. A riding stable is situated 10 km away, offering guests the opportunity to experience the Tuscan landscape on horseback. Given the rural setting of the property, the use of a car is recommended during the stay. Monte San Savino 880
Special Offer for Casale Il Giglio 880.1
Last-Minute Offer for Casale Il Giglio 880.1
Other apartments with last-minute offers:
Casale Il Giglio 880.2
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- 4
- 2
Description
You will discover La Boutique del Cardinale in the green heart of Casentino, located less than a km from the village of Bibbiena. You can reach the village, for a dinner out or shopping, even on foot with a short walk through the countryside, among cultivated fields of a thousand colours. Close to the major attractions in the valley, such as the Sanctuary of the Madonna del Sasso, the Sanctuary of La Verna dear to Saint Francis of Assisi, the Castle of Poppi of the Conti Guidi and the beautiful Pieve of Romena, the villa is about 30 km from Arezzo and 60 km from Firenze and will be perfect, as a starting point, for your trips to discover Tuscany.
A large, well-kept green park will be at your disposal, perfect for moments of leisure with the children, with a table tennis and table football. In the garden there is a characteristic gazebo, excellent when you feel like having dinner outdoors, and several furnished corners designed for relaxing summer evenings in the company of a good bottle of red wine.
The panoramic swimming pool ( size mt 7x14 - depth mt 1,20-1,60 - open from 01st May to 30th September) the beautiful equipped solarium and 6-seater Jacuzzi offer a view of the ancient village of Bibbiena, perched on the top of the hill. Covered parking and fully fenced property.
The villa has been furnished by the owners with taste, exclusive care and attention to details. The décor recalls what, according to documents of the time, appears to be the birthplace of one of the most important figures to whom Casentino gave birth: Cardinal Dovizi, a member of the Medici family, also known as 'Bibbiena'. In the villa you will find high standard facilities, such as air conditioning, and will be an ideal destination for an unforgettable holiday.
The landlords, a safe but discreet reference point, live in a completely separate part of the villa, and will always be available and happy to spoil their guests with fresh produce from the garden or a bottle of good wine. La Boutique del Cardinale
Podere della Crocchia
Beautiful independent house with WIFI, private pool, TV and pets allowed, near Arezzo
- 8
- 3
- 2
Description
Podere della Crocchia, a beautiful old stone villa in a very panoramic position, is immersed in a rural environment that embodies all the characteristics of typical Tuscan landscapes. Looking out over the valley you will see endless expanses of cereal, corn and sunflower fields, which blend in harmony with the high hills. The ancient villages, manor houses and farmhouses surrounded by vineyards and olive groves will immerse you in a dreamlike atmosphere. The owners themselves, Luca and Patrizia, in addition to excellent organic extra virgin olive oil, wine and other fine goods, also produce a natural food supplement based on olive leaf extract.
The villa is a combination of old, modern and hospitality: stylish furnishings and all the necessary comforts and facilities. In the cool pergola, in front of the kitchen, equipped with wooden furniture and barbecue, you can relax and dine al fresco. If you are looking for a villa with hotel services, Podere della Crocchia is the right place for you. Our guests are enthusiastic about the extras offered by the very friendly owners (starter pack of detergents, tea, coffee, sugar), fresh vegetables, homemade cakes, welcome drink... and consider them one of the bonuses of the villa.
In the wide garden you can spend your leisure days thanks to the beautiful private swimming pool (size mt. 6x12, depth mt. 1.20-1.80 - open from 01st April to 30th September), with comfortable wooden sunbeds, table tennis and games for children. In the surrounding area there are many paths suitable for cycling or trekking, with children as well, in the wonderful Tuscan landscape.
Possibility of dog sitter (on request and on payment). Podere della Crocchia
La Quiete
Unique private vacation home with WIFI, private pool, TV and pets allowed, close to Arezzo
- 16
- 8
- 4
Description
La Quiete is a very old farmhouse that preserves intact the characteristics of the rural architecture. The villa is lovingly preserved by its owners, and if you are lucky enough to stay here, its wooden ceilings, ancient brick arches, Tuscan terracotta floors and elegant furnishings will welcome you into a very special charm, made of old, simple and essential things. At La Quiete you will feel at home, in a warm and cosy atmosphere.
The villa is located at the foot of the first wooded hills, which mark the border between Valdichiana and Valdarno, from here you can make even daily excursions, towards the two valleys, dotted with small villages nestled in the Tuscan countryside. In Monte San Savino, which is just a few kilometres away, it will be pleasant to spend evenings out, dining in typical restaurants or enjoying an aperitif sitting at tables in the colourful cobbled streets.
From the windows of the villa you can admire the imposing Castello di Civitella with its characteristic 'Torre Spaccata'. We absolutely recommend a visit to this small village, a real jewel of the Valdichiana, with its ancient cistern, panoramic square and medieval buildings.
La Quiete, in our opinion, is perfectly suited for your holidays with children, or in the company of large groups of friends. Around the house you will find a large green area equipped with outdoor furniture, barbecue, table tennis, table football, children's games, volleyball court and five-a-side football pitch. A splendid swimming pool (size 6x12 m, depth 1.10-2.00 m - open from 01st May to 30th September) will brighten your summer days, and the large furnished portico outside will be the setting for your breakfasts, lunches and dinners in the open air. La Quiete
Villetta di Cortona
Unique independent house with private pool, WIFI, A/C, TV, patio, pets allowed and panoramic view
- 4
- 2
- 2
Description
Villetta Di Cortona is a beautiful holiday home (90 sq m) with private pool, WiFi internet and air conditioning. The property can accommodate up to four guests comfortably in two bedrooms with two bathrooms. Conveniently located 12 km (7 mi) from Cortona, Italy and only 22 km (14 mi) from Montepulciano.
What to Expect
When you arrive at Villetta Di Cortona you’ll find a lovely clean well-maintained property perfect for a peaceful vacation in Tuscany. After a busy day of shopping, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. Outside you will also find a barbecue grill and patio.
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 22 km (14 mi), Perugia 49 km (30 mi), Arezzo 49 km (30 mi), Montalcino 57 km (35 mi) and Siena 65 km (40 mi).
Some other major tourist destinations you should consider visiting are: Florence 121 km (75 mi), Viareggio 207 km (129 mi), Forte Dei Marmi 214 km (133 mi), Rome 202 km (126 mi), Venice 364 km (226 mi) and Milan 407 km (253 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Villetta Di Cortona. If you have a large dog or multiple pets, please ask for permission prior to booking.
Check-In Time: 16:00 - 19:00
Check-Out Time: 06:00 - 09:00
Pool Open: 15 April - 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) 128 km (79 mi), Pisa (psa) 188 km (117 mi), Roma Ciampino (cia) 212 km (131 mi), Bologna (blq) 212 km (132 mi) and Roma Fiumicino (fco) 224 km (139 mi).
The garden is fully enclosed.
Up to 3 dogs are accepted. Villino Cortona
Book your vacation for the period from 04 April 2026 to 16 May 2026 and save 25% (minimum 3 nights).
Book your vacation for the period from 26 September 2026 to 28 November 2026 and save 25% (minimum 3 nights).
Villa Fracassini
Beautiful independent villa with private pool, WIFI, A/C, TV, patio, panoramic view, close to Arezzo
- 6
- 3
- 4
Description
VILLA FRACASSINI is a beautiful centuries' old building that will enchant you with its local traditional style that you can see in the stone walls, the red bricks, the landlords coat of arms in the garden, or the hidden well behind the elevator... you will be captured by the fusion of antique and modern style and mostly you will fall in love with the atmosphere of this small Tuscan village. Non touristic route, Pergine Valdarno, will show you the normal everyday life of the locals going to get an espresso in the morning or buying their fresh bread. everyone will make you feel welcome and if you're lucky enough to spend some days here, you will finally feel part of it. Villa Fracassini
Book your vacation for the period from 30 March 2026 to 31 May 2026 and save 10% (minimum 3 nights).
Book your vacation for the period from 30 March 2026 to 20 December 2026 and save 15% (minimum 7 nights).
Book 5 days or less before the arrival date and receive a 10 % discount off the published rental rates.
This Offer is valid only for stays of 2 nights minimum and can not be combined with any other special offers.
Residenza la Casuccia
Wonderful independent property with A/C, private pool, WIFI, TV, patio, panoramic view, near Arezzo
- 6
- 3
- 2
Description
Are you looking for a house in Tuscany, in the countryside but close to a typical Tuscan village? Where you can live like a local and savor the true Italian hospitality and lifestyle? Then La Casuccia is the place for you!
The recently restored house enjoys beautiful panoramic views and is just minutes from the historic center of the village of Pergine Valdarno, which can also be reached on foot.
La Casuccia is an independent house that is part of the farm of the same name that produces wine and extra virgin olive oil.
We are in the heart of the Tuscan region, in a beautiful and very authentic area, and strategic to reach all the most popular destinations of our famous region.
Here you can relax surrounded by nature, but you can also decide to meet and get to know local people simply by going to the bar to have breakfast or to have an aperitif in the afternoon, you can experience moments of daily life in contact with the local community! Residenza la Casuccia
Book your vacation for the period from 30 March 2026 to 20 December 2026 and save 15% (minimum 7 nights).
Book your vacation for the period from 30 March 2026 to 30 June 2026 and save 10% (minimum 3 nights).
Book 5 days or less before the arrival date and receive a 10 % discount off the published rental rates.
This Offer is valid only for stays of 2 nights minimum and can not be combined with any other special offers.
Villa Margherita
Pretty independent house with WIFI, private pool, TV, patio, pets allowed and panoramic view
- 4
- 2
- 2
Description
Charming independent villa with private swimming-pool situated in panoramic location, on the hills around the beautiful medieval town of Cortona, approx. 750 m above sea level. This property is surrounded by beautiful woods and offers tastefully furnished interiors and a cosy atmosphere. The location is ideal to enjoy the peace of the Tuscan landscape and at the same time to visit the most important historical cities of the area.
The access to the property is via an unpaved but well-maintained road.
Distances: the small village of Portole with food shops 6 km away, Cortona with al kinds of shops 13 km, Città di Castello and Arezzo approx. 40 km. Lake Trasimeno is about 30 km away.
At guests’ disposal: furnished garden, beautiful irregular-shaped swimming-pool (ca. 7 x 14 m – maximum depth 2,4 m), veranda equipped with tables and chairs for “al fresco” dining, barbecue. Use of a washing-machine and ironing facilities. Parking with the grounds.
Extra Services: Baby bed available on request. Upon request chef service available for nice Tuscan dinners.
Please carefully check if there are any extra costs to be paid on site! Villa Margherita
Book 14 days or less before the arrival date and receive a 20 % discount off the published rental rates.
This Offer is valid only for stays of 7 nights minimum and can not be combined with any other special offers.
- 15
- 9
- 8
Description
Conveniently located 3 km (2 mi) from Cortona, Italy in the tourist area "Cortona And Surroundings" and only 27 km (16 mi) from Arezzo. Holiday rental Villa Gelsi is a nice stone building (230 sq m) that includes private pool, air conditioning and WiFi internet. The property can sleep up to 15 people comfortably in nine bedrooms with eight bathrooms.
What to Expect
When you arrive you will be welcomed by the owner or manager where you’ll find a nice clean well-maintained property perfect for a 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 unwind at the end the day.
Visit the Area
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Arezzo 27 km (16 mi), Montepulciano 31 km (19 mi), Perugia 51 km (32 mi), Montalcino 65 km (40 mi) and Assisi 73 km (45 mi).
Some other major tourist destinations you should consider visiting are: Florence 118 km (73 mi), Viareggio 204 km (127 mi), Forte Dei Marmi 212 km (131 mi), Rome 211 km (131 mi), Milan 405 km (251 mi) and Naples 402 km (249 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 123 km (76 mi), Pisa (psa) 186 km (115 mi), Bologna (blq) 210 km (130 mi), Roma Ciampino (cia) 220 km (136 mi) and Roma Fiumicino (fco) 232 km (144 mi).
Villa Gelsi
Villa i Cocciai
Wonderful private accommodation with private pool, A/C, WIFI, TV, terrace and panoramic view
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Description
Villa i Cocciai is located in Cortona, Italy and only 29 km (18 mi) from Arezzo in the tourist area "Cortona And Surroundings". Vacation rental Villa i Cocciai is a beautiful stone building (185 sq m) that includes air conditioning, private pool and WiFi internet. The property can sleep up to eight guests comfortably in four bedrooms with four bathrooms.
What to Expect
When you arrive at Villa i Cocciai you’ll find a lovely clean well-maintained property with views of the hills ideal for a relaxing vacation in Tuscany. After a hectic day of visiting museums, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. 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.
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 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 - Discover 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 extra 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 ask prior to booking. The cost will vary depending in the specific tour and number of people.
Baby Sitting - A babysitter can be scheduled at Villa i Cocciai. If you're traveling with kids and would like some alone time, talk to the owner directly about this option after arriving.
Villa i Cocciai
Casa Cristina
Wonderful independent vacation rental with private pool, WIFI, TV, terrace and panoramic view
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- 1
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Description
Holiday rental Casa Cristina is a nice property that includes WiFi internet and private pool. The property can accommodate up to four guests comfortably. Conveniently located 7 km (4 mi) from Cortona, Italy in the tourist area "Cortona And Surroundings" and only 34 km (21 mi) from Arezzo.
Casa Cristina is the annex of a larger villa where the owners live, but at the same time it's totally independent and exclusively for the use of guests with private garden and pool only available to occupants of the cottage.
The Experience
Upon arrival you will be welcomed by the owner or manager where you’ll find a nice clean well-maintained property with views of the hills and the mountains perfect for a peaceful holiday in Tuscany. For your pleasure you will find a private pool where you can unwind while enjoying a nice cold beverage after a hectic day of sightseeing. Dining with friends and family is a big part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to four people. Dine 'al fresco' like a real Tuscan, the fully furnished terrace is the ideal setting to enjoy food, family and the nice Tuscan weather.
Places Nearby
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Arezzo 34 km (21 mi), Montepulciano 37 km (23 mi), Perugia 59 km (37 mi), Montalcino 71 km (44 mi) and Gubbio 75 km (47 mi).
Some other major tourist destinations you should consider visiting are: Florence 128 km (80 mi), Viareggio 222 km (138 mi), Forte Dei Marmi 229 km (142 mi), Rome 217 km (135 mi), Venice 378 km (235 mi) and Milan 421 km (262 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) 142 km (88 mi), Pisa (psa) 203 km (126 mi), Bologna (blq) 223 km (138 mi), Roma Ciampino (cia) 226 km (140 mi) and Roma Fiumicino (fco) 238 km (148 mi).
Additional Services
Cooking Lessons - Discover from a local chef the techniques needed to master Tuscan cuisine. The owner can arrange to have a chef come to the property for a cooking lesson for any number of people in your group. It's a pleasant way to spend time with friends and family while learning the secrets required to prepare delicious Tuscan meals when you return home. For more details and the supplemental cost, please contact us.
Professional Chef - Are you looking for a real treat during your vacation? Why not book a professional chef to prepare and serve you a sumptuous meal using local produce? The chef will 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 additional costs.
Tours - Custom tours can be scheduled 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 - If you're traveling with children and would like an evening alone, a babysitter can be arranged. Speak to the owner directly about this service after arriving.
Owner Assistance - Since the owner lives nearby, he is always available to offer advice and suggestions during your visit. In case you need assistance, it's nice to have someone available to help. In any case, the owner will always respect your privacy.
Casa Cristina
Casa i Pini
Pretty private villa rental with A/C, WIFI, private pool, TV, pets allowed and panoramic view
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- 4
- 4
Description
Casa i Pini is located 7 km (4 mi) from Cortona, Italy and only 29 km (18 mi) from Montepulciano in the tourist area "Cortona And Surroundings". Casa i Pini is a beautiful stone building (180 sq m) with private pool, air conditioning and WiFi internet. The property can accommodate up to eight people comfortably in four bedrooms with four bathrooms.
The accommodation consists of a main building and an annex and can accommodate up to 8 people: 6 in the main house (180 sq m) and 2 in the annex (50 square meters).
What to Expect
Upon arrival at Casa i Pini you’ll find a nice clean well-maintained property with views of the hills ideal for a peaceful vacation in Tuscany. After a busy day of shopping, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster 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.
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 29 km (18 mi), Arezzo 32 km (20 mi), Perugia 54 km (34 mi), Montalcino 58 km (36 mi) and Siena 66 km (41 mi).
Some other major tourist destinations you should consider visiting are: Florence 122 km (76 mi), Viareggio 209 km (130 mi), Forte Dei Marmi 216 km (134 mi), Rome 204 km (127 mi), Venice 361 km (224 mi) and Milan 406 km (252 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Casa i Pini. 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: 15 April - 15 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) 127 km (79 mi), Pisa (psa) 190 km (118 mi), Roma Ciampino (cia) 213 km (132 mi), Bologna (blq) 214 km (133 mi) and Roma Fiumicino (fco) 225 km (140 mi).
Additional Services
Cooking Lessons - If you're interested in discovering more about Tuscan cooking, inquire about the cooking lessons that can be scheduled 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 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 delicious meal using local produce? The chef will arrange the meal based on your preferences and dietary needs. The chef will offer advice for the various courses and the wine. Ask for more details and the supplemental costs.
Tours - The owner can organize custom tours for your group. To learn about the tours available, speak to the owner upon arrival or inquire prior to booking. The cost will vary depending in the individual tour and number of people.
Baby Sitting - A babysitter can be scheduled at Casa i Pini. If you're traveling with kids and would like some alone time, speak to the owner directly about this option upon arrival.
Casa i Pini
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Description
Property Villa Luana is a beautiful stone building (150 sq m) that includes air conditioning, private pool and WiFi internet. The property can sleep up to eight guests comfortably in three bedrooms with four bathrooms. Villa Luana is located 3 km (2 mi) from Cortona, Italy and only 29 km (18 mi) from Arezzo in the tourist area "Cortona And Surroundings".
What to Expect
When you arrive at Villa Luana you’ll find a nice clean well-maintained property with views of the city and the hills ideal for a splendid vacation in Tuscany. For your pleasure you will find a private pool where you can unwind while enjoying a nice cold beverage after a busy day of sightseeing.
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 29 km (18 mi), Montepulciano 32 km (20 mi), Perugia 54 km (33 mi), Montalcino 67 km (42 mi) and Gubbio 72 km (44 mi).
Some other major tourist destinations you should consider visiting are: Florence 120 km (75 mi), Viareggio 204 km (127 mi), Forte Dei Marmi 214 km (133 mi), Rome 212 km (132 mi), Venice 360 km (224 mi) and Milan 407 km (253 mi).
Additional Information
Pool Open: 15 April - 30 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 126 km (78 mi), Pisa (psa) 188 km (117 mi), Bologna (blq) 212 km (132 mi), Roma Ciampino (cia) 221 km (138 mi) and Roma Fiumicino (fco) 234 km (145 mi).
Additional Services
Tours - The owner can organize custom tours for your group. To learn about the tours offered, speak to the owner after arriving or ask prior to booking. The cost will vary depending in the specific tour and number of people.
Villa Luana
