Fossa Villas with Pool
Results 61 - 80 of 261
- 6
- 3
- 3
Description
Villa Chio is located 4 km (3 mi) from Castiglion Fiorentino, Italy and only 14 km (9 mi) from Cortona in the tourist area "Cortona And Surroundings". Vacation rental Villa Chio is a beautiful stone building (200 sq m) that includes WiFi internet and private pool. The property can accommodate up to six people comfortably in three bedrooms with three bathrooms.
Your Experience
Upon arrival at Villa Chio you’ll find a lovely clean well-maintained property perfect for a splendid holiday in Tuscany. For your enjoyment you will find a private pool where you can unwind while enjoying a nice cold beverage after a busy day of visiting museums. There is a kitchen including microwave, toaster 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.
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 14 km (9 mi), Arezzo 21 km (13 mi), Montepulciano 40 km (25 mi), Perugia 63 km (39 mi) and Montalcino 65 km (40 mi).
Some other major tourist destinations you should consider visiting are: Florence 112 km (70 mi), Viareggio 199 km (123 mi), Forte Dei Marmi 206 km (128 mi), Rome 213 km (132 mi), Venice 355 km (221 mi) and Milan 396 km (246 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 09:00
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) 118 km (73 mi), Pisa (psa) 180 km (112 mi), Bologna (blq) 204 km (127 mi), Roma Ciampino (cia) 222 km (138 mi) and Roma Fiumicino (fco) 235 km (146 mi).
It is forbidden to organize parties and events. Villa La Ghiandaia
Collina dei Fiori
Stunning independent holiday villa with WIFI, A/C, private pool, TV and pets allowed, near Arezzo
- 9
- 4
- 3
Description
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. The tennis court is located a few hundred meters from the house and is shared only with the guests of the other two houses VILLA DEGLI OLIVI and VILLA GIOTTO.
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
Podere i Gigli
Unique private holiday rental with private pool, A/C, WIFI, TV and terrace, near Cortona
- 6
- 3
- 3
Description
Podere I Gigli is a farmhouse just a few steps away from the centre of Castiglion Fiorentino, which you can easily reach on foot in less than 10 minutes when you want to stretch your legs. The railway station, which is 500 metres from the property, is also within easy reach and makes the house particularly suitable for all types of travel should you wish to visit Tuscany and Central Italy without taking a car.
The farm mainly produces cereals, but around the house you can also enjoy the view of vineyards, olive groves and fruit trees. The owners will be happy to let you taste and buy their pure Sangiovese wine, extra virgin olive oil and other products of the farm, proudly handed down from father to daughter.
The house is surrounded by a large, well-kept garden, shaded and filled with flowers and plants. In the relaxation area, furnished with table and chairs, you can comfortably enjoy your meals in the open air. At the back of the house, in a sunny position, there is a swimming pool measuring 4.5x9m, 1.50m deep and completely fenced ( open from 16 May to 30 September) for the safety of your children.
Another corner that we think you will appreciate is the sun terrace on the first floor, where you will find a small lounge with a sun umbrella, table and chairs, ideal for aperitifs in the cool of summer evenings.
There is also a vegetable garden with fresh seasonal vegetables that you can pick daily.
Podere I Gigli is an old stone farmhouse, dating back to the early 1900s, which has recently been renovated and brought back to life while maintaining the structure, which still exudes ancient history and farming traditions. The grit floors and exposed beams have been preserved and together with the rustic furnishings and antiques and local crafts, personally and carefully chosen by the owner, make the house a truly ideal place for your holidays.
The owners who live next door, although discreet, will be a sure reference point for any need you may have. Podere i Gigli
Villa degli Olivi
Private Property with A/C, WIFI, private pool, TV, terrace, pets allowed, near Arezzo
- 14
- 7
- 7
Description
Villa degli Olivi is a beautiful holiday villa with attractive architectural features situated just outside Castiglion Fiorentino, a typical Tuscan town on the hills of the Valdichiana, surrounded by age-old olive groves and ancient cypress trees. The origins of the town date back in history. Today it's a quiet town which offers its visitors numerous cultural and eno-gastronomic events planned throughout the whole year.
The villa is situated on the slopes of a hill looking onto the Valdichiana below and is certainly the ideal spot for anyone wanting to spend their holiday in a charming country villa, without sacrificing any of the comforts of modern life. The internal fittings, equipment and furnishings of the house are of an high standard and ensure the maximum comfort.
Around the villa a large park of centuries-old olive trees, completely fenced in with a fence and equipped with gazebo, garden furniture, barbecue and wood-burning oven will be the ideal place to spend relaxing evenings in good company. For the amusement of adults and children there are: the beautiful fenced-in infinity pool (size m. 6 x 12, depth m. 1,20-3,00 - open from 01st May to 30th September), the table tennis and approx. 2 km far the private tennis court (size 18x36 m.) to be shared only with the guests of other 3 villas COLLINA DEI FIORI, CASALE IL TRECENTO and VILLA GIOTTO. Villa degli Olivi
- 3
- 10
- 3
- 3
| Accommodation | |||||
|---|---|---|---|---|---|
| Il Susino | 2 | 1 | 1 | ||
| Il Ciliegio | 4 | 1 | 1 | ||
| Il Pesco | 4 | 1 | 1 | ||
| All 3 Accommodations | 10 | 3 | 3 |
Description
Pozzonovo is an old farmhouse divided into 3 comfortable apartments and is the result of the skilful and careful renovation of a stone building. The three units have independent entrances and in the garden their own area equipped with a table, chairs, sun umbrella and barbecue, perfect for enjoying your meals in the open air.
You will find the farmhouse immersed in the Valdichiana countryside and, at the same time, close to the village of Castiglion Fiorentino, which can be easily reached on foot with a walk of about 1.5 km. From the railway station in Castiglion Fiorentino it will be easy to travel by train for day trips to Florence, Rome and other interesting cities in central Italy.
We advise you to immerse yourself in the life of the small village, its shops, bars and restaurants; you will get a glimpse of country life that still harks back to ancient traditions and customs.
The stone walls, wooden and brick ceilings and simple but comfortable furnishings give the apartments a special charm. You will immediately feel at home, welcomed by a warm atmosphere and by Mrs Rita, the owner, who is always ready to assist her guests in times of need.
Together with the owner, you will be able to make use of the large outdoor area, a cool, large 6 x 12 m swimming pool (depth 0.90-1.40 m - open from 01 May to 30 September) located in front of the house, the badminton court, table tennis and bowling green.
Internet access available only in the garden. Pozzonovo
- 8
- 4
- 2
Description
Villa San Leo is a nice stone building (250 sq m) with private pool and WiFi internet. The property can accommodate up to eight people comfortably in four bedrooms with two bathrooms. Villa San Leo is located 4 km (2 mi) from San Leo Bastia, Italy and only 30 km (19 mi) from Cortona.
What to Expect
After arriving at Villa San Leo you’ll find a lovely clean well-maintained property with views of the hills ideal for a peaceful holiday in Umbria. 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. Dining with friends and family is a big part of the Italian culture. Take advantage of the kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine, microwave, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to eight people. Dine 'al fresco' like a real Italian, the fully furnished garden is the perfect setting to enjoy food, family and the lovely Italian weather.
Places 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 30 km (19 mi), Perugia 48 km (30 mi), Gubbio 52 km (32 mi), Montepulciano 55 km (34 mi) and Arezzo 63 km (39 mi).
Some other major tourist destinations you should consider visiting are: Florence 156 km (97 mi), Viareggio 242 km (150 mi), Forte Dei Marmi 249 km (155 mi), Rome 237 km (147 mi), Venice 363 km (226 mi) and Milan 423 km (263 mi).
Additional Information
Check-In Time: 15:30 - 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) 161 km (100 mi), Bologna (blq) 222 km (138 mi), Pisa (psa) 223 km (139 mi), Roma Ciampino (cia) 246 km (153 mi) and Roma Fiumicino (fco) 259 km (161 mi).
Villa Betta
Villa Mezzavia
Private Holiday home with private pool, WIFI, A/C, TV, patio, panoramic view, close to Cortona
- 11
- 6
- 4
Description
Villa Mezzavia is a nice property (300 sq m) with WiFi internet, private pool and air conditioning. The property can sleep up to 11 guests comfortably in six bedrooms with four bathrooms. Villa Mezzavia is located 840 m (2745 ft) from Fonte Del Mazza, Italy and only 11 km (7 mi) from Cortona in the tourist area "Cortona And Surroundings".
The Experience
When you arrive you’ll find a nice clean well-maintained property perfect for a relaxing holiday in Tuscany. After a busy day of shopping, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day. Outdoors you will also find a barbecue grill and patio.
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 11 km (7 mi), Arezzo 23 km (14 mi), Montepulciano 35 km (22 mi), Perugia 57 km (36 mi) and Montalcino 70 km (43 mi).
Some other major tourist destinations you should consider visiting are: Florence 113 km (70 mi), Viareggio 199 km (124 mi), Forte Dei Marmi 207 km (128 mi), Rome 215 km (134 mi), Venice 356 km (221 mi) and Milan 399 km (248 mi).
Additional Information
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) 120 km (75 mi), Pisa (psa) 180 km (112 mi), Bologna (blq) 205 km (127 mi), Roma Ciampino (cia) 222 km (138 mi) and Roma Fiumicino (fco) 235 km (146 mi).
More Services
Villa Mezzavia
Book 15 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.
Casale San Martino
Superb independent property with WIFI, A/C, private pool, TV, panoramic view, close to Cortona
- 15
- 8
- 7
Description
Beautiful villa among the rolling hills surrounding Cortona.
The position of the villa is close to Cortona and the larger cities that both Tuscany and Umbria have to offer: Montepulciano, Siena, Florence, Assisi, Perugia, Montalcino, as well as Lake Trasimeno. Outside guests can enjoy a shaded area with barbecue and woodburing oven.
The property owners live nearby and while they are very friendly and welcoming people, at all times they respect the privacy of guests staying at the villa.
Available to guests: Private swimming pool (12 x 6 m – max. depth 2 m – min. depth 1.3 m), outisde area furnished for dining al fresco. The house has a laundry room, Wi-Fi internet connection and parking availability. Table tennis.
Pets are welcome, strictly upon request (at an extra charge)
Distances: Camucia with a wide variety of shops (bank, supermarket, statrain station) - 4.2 km, Cortona – 3.6 km, Arezzo - 30 km, Perugia - 55 km, Siena - 70 km, Florence - 70 km, Florence airport - 120 km.
Please carefully check if there are any extra costs to be paid on site! Casale San Martino
Book 15 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.
Villa Portole Due
Wonderful private villa rental with private pool, A/C, WIFI, TV, patio, panoramic view, near Cortona
- 4
- 2
- 2
Someone just enquired about this property!
Description
Nice indipendent stone villa which have been recently restored. This property is situated in panoramic location on the hills surrounding the beautiful medieval town of Cortona which is only 10 km away. The villa offers comfortable interiors furnished in a rustic style and provide a private furnished outdoor area.
A secondary road connecting the small villages on the hills surrounding Cortona passes nearby.
The property, thanks to its spacious interiors and its large exteriors, guarantees a pleasure and safe stay. All the areas, including the swimming pool, are carefully sanitized and sterilized for the health and tranquility of guests.
Distances: Portole with a food shops and a restaurant 500 m away, Cortona with all kinds of shops 9 km, Lake Trasimeno approx. 20 km away, Città di Castello 30 km away. Arezzo 35 km away.
At guests’ disposal: private furnished outdoor area, private and fenced swimming-pool (8 x 4 m - maximum depth 1,40 m – open from 29/04 to 28/10), barbecue, playground for children. Parking within the grounds. The villa is provided with a laundry room and with air-conditioning.
Extra Services: baby bed available on request (free of charge). Maid service available by arrangement at € 18,- / per hour to be paid on the spot.
Please carefully check if there are any extra costs to be paid on site! Villa Portole Due
Book your vacation for the period from 25 April 2026 to 30 May 2026 and save 5% (minimum 7 nights).
Podere Sant'Angelo
Amazing private accommodation with private pool, WIFI, TV, patio, pets allowed and panoramic view
- 15
- 6
- 7
Description
Perched in a prime location, this exquisite farmhouse offers the perfect starting point for immersive nature excursions in the stunning Parco Nazionale delle Foreste Casentinesi. Within minutes, guests can explore the historic medieval towns of Poppi, Bibbiena, and Stia, or visit the spiritual sanctuaries of Camaldoli and La Verna. A scenic drive of just over an hour leads to the renowned cultural cities of Florence and Siena, while Arezzo is easily reachable in under 30 minutes.
Podere Sant’Angelo is the perfect retreat for groups of friends seeking a shared escape, offering both elegant communal spaces and private areas to ensure a balance of togetherness and tranquility.
Distances: Poppi (all kind of shops) 3 km, Soci 3 km, Bibbiena 5 km.
At guests disposal:
Private swimming pool:12 x 6 m, depth 1.5 m.
Private tennis court on the property
The farmhouse is located beside an expansive woodland and there is access to the tennis court and lake via a footpath.
Guests are welcome to wander the estate and enjoy scenic walks around the lake. They have full access to the private tennis courts and can explore the organic vegetable garden, cultivated with traditional local farming techniques for an authentic experience.
Please carefully check if there are any extra costs to be paid on site! Podere Sant'angelo
Villa San Pietro
Private Property with WIFI, A/C, private pool, TV, patio, pets allowed, panoramic view, near Cortona
- 14
- 7
- 5
Description
Conveniently located 770 m (2481 ft) from Cegliolo, Italy in the tourist area "Cortona And Surroundings" and only 5 km (3 mi) from Cortona. Property Villa San Pietro is a lovely property (300 sq m) that includes WiFi internet, private pool and air conditioning. The property can sleep up to 14 people comfortably in seven bedrooms with five bathrooms.
The Villa is composed of 3 apartments: 2 in the main Villa and 1 in the annex.
Your Experience
After arriving you’ll find a beautiful clean well-maintained property with views of the hills perfect for a peaceful holiday in Tuscany. For your enjoyment you will find a private pool where you can unwind while enjoying a nice cold beverage after a hectic day of sightseeing. For your pleasure, on the grounds there is a barbecue grill and patio. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 14 people. If you prefer to dine 'al fresco', there is a fully furnished patio 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: Cortona 5 km (3 mi), Arezzo 27 km (17 mi), Montepulciano 33 km (20 mi), Perugia 59 km (37 mi) and Montalcino 67 km (42 mi).
Some other major tourist destinations you should consider visiting are: Florence 110 km (68 mi), Viareggio 204 km (126 mi), Forte Dei Marmi 211 km (131 mi), Rome 213 km (132 mi), Venice 360 km (224 mi) and Milan 403 km (250 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Villa San Pietro. 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 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) 123 km (76 mi), Pisa (psa) 184 km (114 mi), Bologna (blq) 204 km (127 mi), Roma Ciampino (cia) 222 km (138 mi) and Roma Fiumicino (fco) 234 km (146 mi).
Additional Services
Cooking Lessons - Discover from a local chef the techniques required to master Tuscan cuisine. The owner can schedule to have a chef come to the property for a cooking lesson for any number of people in your group. It's a enjoyable way to spend time with friends and family while learning the secrets vital to prepare mouth-watering Tuscan meals when you return home. For more details and the 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 organize the meal based on your preferences and dietary requirements. The chef will offer suggestions for the various courses and the wine. Inquire for more details and the extra costs.
Tours - Custom tours can be arranged 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 individual tour and number of people.
Baby Sitting - A babysitter can be arranged at Villa San Pietro. If you're traveling with kids and would like some alone time, speak to the owner directly about this option when you arrive.
Villa San Pietro
Villa Torreone
Amazing holiday rental with WIFI, A/C, private pool, TV and panoramic view, near Cortona
- 8
- 4
- 4
Description
Conveniently located 2 km (1 mi) from Torreone, Italy in the tourist area "Cortona And Surroundings" and only 4 km (3 mi) from Cortona. Property Villa Torreone is a nice stone building (300 sq m) that includes private pool, air conditioning and WiFi internet. The property can sleep up to eight people comfortably in four bedrooms with four bathrooms.
What to Expect
When you arrive you will be greeted by the owner or manager where you’ll find a lovely clean well-maintained property with views of the hills and the mountains perfect for a splendid holiday in Tuscany. After a hectic day of visiting museums, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to eight people. If you prefer to dine 'al fresco', there is a fully furnished garden where you can enjoy the weather while dining outdoors.
Visit the Area
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 4 km (3 mi), Arezzo 32 km (20 mi), Montepulciano 34 km (21 mi), Perugia 55 km (34 mi) and Montalcino 68 km (42 mi).
Some other major tourist destinations you should consider visiting are: Florence 122 km (76 mi), Viareggio 209 km (130 mi), Forte Dei Marmi 216 km (134 mi), Rome 214 km (133 mi), Venice 361 km (224 mi) and Milan 406 km (252 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 1 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 127 km (79 mi), Pisa (psa) 190 km (118 mi), Bologna (blq) 214 km (133 mi), Roma Ciampino (cia) 223 km (138 mi) and Roma Fiumicino (fco) 235 km (146 mi).
Special Services
Cooking Lessons - Learn from a local chef the techniques vital to master Tuscan cuisine. The owner can arrange to have a chef come to the property for a cooking lesson for any number of people in your group. It's a pleasant way to spend time with friends and family while learning the secrets required to prepare delicious Tuscan meals when you return home. For more details and the supplemental cost, please contact us.
Professional Chef - Are you looking for a real treat during your vacation? Why not book a professional chef to prepare and serve you a sumptuous meal using local produce? The chef will schedule the meal based on your preferences and dietary needs. The chef will offer suggestions for the various courses and the wine. Ask for more details and the additional costs.
Tours - Custom tours can be scheduled by the owner for your group. For more details about the tours offered, speak to the owner after arriving or ask prior to booking. The cost will vary depending in the individual tour and number of people.
Maid Service - If you'd like maid service during your visit that can be arranged by the owner. Inquire for more details about the extra cost.
Pre-Stocked Fridge - If you'd like to have the fridge and pantry stocked before you check-in that is possible at Villa Torreone. Inquire for more details, including the extra cost and how to organize this service.
Baby Sitting - If you're traveling with children and would like an evening alone, a babysitter can be organized. Speak to the owner directly about this service when you arrive.
Owner Assistance - Since the owner lives nearby, he is always available to offer advice and suggestions during your visit. In case you need assistance, it's nice to have someone available to help. In any case, the owner will always respect your privacy.
The owner lives in the property on the third floor of the villa and has an independent access to the property. Villa Torreone
Villa 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
Casale Valentina
Unique multi-unit vacation home with hot tub, WIFI, A/C, pool, TV and panoramic view, near Cortona
- 2
- 5
- 2
- 2
Someone else is looking at this property right now!
| Accommodation | |||||
|---|---|---|---|---|---|
| Appartamento Valentina | 3 | 1 | 1 | ||
| Appartamento Valentino | 2 | 1 | 1 | ||
| All 2 Accommodations | 5 | 2 | 2 |
Description
Casale Valentina is a nice stone building with air conditioning, pool and WiFi internet. The villa / farmhouse / home has a total of two private apartments. The property can accommodate up to five guests comfortably in two bedrooms with two bathrooms. Casale Valentina is located 2 km (1 mi) from Cegliolo, Italy and only 8 km (5 mi) from Cortona in the tourist area "Cortona And Surroundings".
What to Expect
When you arrive at Casale Valentina you’ll find a nice clean well-maintained property with views of the mountains perfect 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. Also available outside are a barbecue grill and hot tub. Many people traveling with friends prefer a multi-unit property where they can spend time together in the common areas, such as the pool or garden, but still have their own private living quarters with bedroom and bathroom. In addition, each apartment has its own kitchen with plenty of utensils, tableware and cutlery.
What's Nearby?
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 8 km (5 mi), Arezzo 24 km (15 mi), Montepulciano 33 km (20 mi), Perugia 55 km (34 mi) and Montalcino 67 km (42 mi).
Some other major tourist destinations you should consider visiting are: Florence 114 km (71 mi), Viareggio 201 km (125 mi), Forte Dei Marmi 208 km (129 mi), Rome 213 km (132 mi), Venice 358 km (222 mi) and Milan 401 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) 122 km (76 mi), Pisa (psa) 182 km (113 mi), Bologna (blq) 206 km (128 mi), Roma Ciampino (cia) 222 km (138 mi) and Roma Fiumicino (fco) 234 km (146 mi).
Additional Services
Cooking Lessons - Discover from a local chef the techniques required to master Tuscan cuisine. The owner can arrange to have a chef come to the property for a cooking lesson for any number of people in your group. It's a fun way to spend time with friends and family while learning the secrets vital to prepare sumptuous Tuscan meals when you return home. For more details and the supplemental cost, please contact us.
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a sumptuous meal using local produce? The chef will arrange the meal based on your preferences and dietary requirements. The chef will offer advice for the various courses and the wine. Ask for more details and the additional costs.
Tours - The owner can arrange custom tours for your group. To learn about the tours offered, speak to the owner upon arrival or inquire prior to booking. The cost will vary depending in the 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 when you arrive.
Owner Assistance - Since the owner lives nearby, he is always available to offer advice and suggestions during your visit. In case you need assistance, it's nice to have someone available to help. In any case, the owner will always respect your privacy.
Casale Valentina
- 8
- 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
La Rogaia
Superb independent holiday rental with private pool, WIFI, TV and pets allowed, close to Arezzo
- 9
- 4
- 2
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
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 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.
Villa Toppani del Sodo
Private Vacation rental with A/C, private pool, WIFI, TV, patio, panoramic view, near Cortona
- 21
- 11
- 12
Description
Villa Toppani Del Sodo is located in Sodo, Italy and only 3 km (2 mi) from Cortona in the tourist area "Cortona And Surroundings". Vacation rental Villa Toppani Del Sodo is a nice stone building (300 sq m) that includes WiFi internet, air conditioning and private pool. The property can sleep up to 21 guests comfortably in 11 bedrooms with 12 bathrooms.
What to Expect
After arriving at Villa Toppani Del Sodo you’ll find a beautiful clean well-maintained property with views of the hills perfect for a splendid vacation in Tuscany. Regardless of how you spend your days - shopping, sightseeing, visiting museums or just driving in the countryside, when you arrive home you can relax with your family and friends at the pool for a perfect ending to another day in Tuscany. For your pleasure, on the grounds there is a patio and barbecue grill. Sharing a meal with friends and family is a big part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 21 people.
What's Nearby?
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 3 km (2 mi), Arezzo 26 km (16 mi), Montepulciano 31 km (19 mi), Perugia 52 km (32 mi) and Montalcino 66 km (41 mi).
If you'd like to visit the beautiful Tuscan coast, it's just a short driving distance to the sea from the holiday home, only 15 km (9 mi).
Some other major tourist destinations you should consider visiting are: Florence 108 km (67 mi), Viareggio 192 km (119 mi), Forte Dei Marmi 202 km (125 mi), Rome 211 km (131 mi), Venice 351 km (218 mi) and Milan 395 km (245 mi).
Additional Information
Check-In Time: 15:00 - 20:00
Check-Out Time: 08:00 - 09:00
Pool Open: 1 May - 1 November (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) 115 km (72 mi), Pisa (psa) 176 km (109 mi), Bologna (blq) 200 km (124 mi), Roma Ciampino (cia) 220 km (137 mi) and Roma Fiumicino (fco) 233 km (145 mi).
More Services
Cooking Lessons - If you're interested in discovering more about Tuscan cooking, inquire about the cooking lessons that can be arranged at the property. It's a fun way to spend time with friends and family while learning the techniques needed 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 arrange the meal based on your preferences and dietary needs. The chef will offer advice for the various courses and the wine. Inquire for more details and the extra costs.
Tours - Custom tours can be scheduled by the owner for your group. For more details about the tours offered, speak to the owner upon arrival or inquire prior to booking. The cost will vary depending in the individual tour and number of people.
Maid Service - If you'd like maid service during your 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 check-in that is possible at Villa Toppani Del Sodo. Inquire for more details, including the extra cost and how to organize this service.
Baby Sitting - A babysitter can be scheduled at Villa Toppani Del Sodo. If you're traveling with kids and would like some alone time, talk to the owner directly about this option upon arrival.
Il Sole Del Sodo
Dimora di Castroncello
Pretty private holiday villa with WIFI, A/C, private pool, veranda and panoramic view, near Cortona
- 12
- 6
- 4
Description
Dimora Di Castroncello is located 2 km (1 mi) from Castroncello, Italy and only 15 km (9 mi) from Cortona in the tourist area "Cortona And Surroundings". Dimora Di Castroncello is a beautiful vacation rental (300 sq m) with private pool, WiFi internet and air conditioning. The property can accommodate up to 12 guests comfortably in six bedrooms with four bathrooms.
What to Expect
Upon arrival you will be welcomed by the owner or manager where you’ll find a beautiful clean well-maintained property with views of the hills perfect for a relaxing holiday in Tuscany. After a hectic day of sightseeing, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day. 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 12 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.
Visit the Area
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 15 km (9 mi), Arezzo 21 km (13 mi), Montepulciano 38 km (24 mi), Montalcino 58 km (36 mi) and Perugia 70 km (44 mi).
Some other major tourist destinations you should consider visiting are: Florence 108 km (67 mi), Viareggio 195 km (121 mi), Forte Dei Marmi 202 km (125 mi), Rome 206 km (128 mi), Venice 351 km (218 mi) and Milan 395 km (245 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) 113 km (70 mi), Pisa (psa) 176 km (109 mi), Bologna (blq) 200 km (124 mi), Roma Ciampino (cia) 215 km (134 mi) and Roma Fiumicino (fco) 227 km (141 mi).
Dimora Di Castroncello
Book now and save 10%. Offer valid until 05 April 2026 and for a minimum stay of 5 nights.
