Pistrino Villas with Pool
Results 61 - 80 of 177
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Description
La Casa di Pino, a small jewel of rural architecture dating back to the year 1200, is located in the heart of the Val di Chio, on the border between Tuscany and Umbria and a few kilometers from the town of Castiglion Fiorentino. All around green woods that are part of the farm, where you can also admire the beautiful 'Majesty' in the grove, a few hundred meters from the house.
In our opinion the main feature of Casa di Pino, which makes it perfect for couples and romantic holidays, is the atmosphere that the owners have managed to create in this small space. In addition to the fact that it resembles a nest, the warm colors chosen for the rooms and the furniture itself, give the feeling of being at home, in an intimate and welcoming place.
In the wide garden the beautiful swimming pool (size 4x8 m., depth 1,20-1,50 m. - open from 01st May to 30th September) with Jacuzzi corner, barbecue and wood burning oven next to the gazebo and an equipped porch. A few meters from the house passes a panoramic side road that crosses the hills and connects Castiglion Fiorentino to the town of Cortona and the nearby region of Umbria. The property accepts small size pets. La Casa di Pino
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Someone else is looking at this property right now!
Description
From the village of Castiglion Fiorentino, with its shops and services, following the suggestive road that crosses the entire Val di Chio and climbs the wooded hills and represent the natural border between Tuscany and Umbria, you will arrive at a small cluster of houses set on the slopes of the hill and overlooking a beautiful wooded landscape. The last stretch of road, about 200 m, is unpaved and sloping. La Casa del Nonno is a small, old stone house that is part of this original rural settlement once inhabited by farming families. Here you will find guaranteed peace; lazy summer days by the pool and in the solarium enjoying the sun, without hearing any noise except those of nature.
A careful renovation has brought La Casa del Nonno back to life. Rustic style furniture, old beams on the ceilings, the old fireplace in the living room, give it a warm atmosphere reminiscent of times gone by, when the house and the open fire were the shelter of the farmers after a hard day's work.
The house will be your own little nest, well-finished, comfortable and cosy and will immediately give you the feeling of being welcome.
In front of the house there is an outdoor area arranged on natural terraces connected by steps, completely fenced and equipped with garden furniture, barbecue and a small house with laundry. For your exclusive use there is also a beautiful swimming pool (size 6x4 m, depth 1.20 m - open from 1 May to 30th September), with a panoramic view and equipped with sunbeds, deckchairs and sunshade.
For your open-air dinners in the summer evenings, the owners have organised a special corner on a terrace in the garden, equipped with a wrought iron table and chairs and covered by a large parasol. La Casa del Nonno
Casa Angela
Private Villa rental with A/C, private pool, WIFI, TV, balcony, pets allowed, near Cortona
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Description
An old farmhouse completely renovated, located near Castiglion Fiorentino. Casa Angela will be the ideal place where you can rediscover the flavours of the past, of a simple and quiet life. You will have at your disposal a large vegetable garden where you can pick up genuine fresh seasonal vegetables every morning. In the vicinity of the farmhouse there are farmyard animals, fruit trees and vineyards, making your stay a true country life experience.
Of this holiday you will surely remember the slow and warm days that village life, still regulated with rhythms of other times, gives us.
For your lazy summer days the beautiful swimming pool completely fenced and for your exclusive use (size mt. 6x12, depth mt. 1,20-1,50 - open from 16 May to 30th September) will be the ideal place also for your evening aperitifs, relaxed in the gazebo, with a good red wine in your glass and with the lights of Castiglion Fiorentino, which climbs up the hill, as a backdrop.
For children there is a large green outdoor space to explore with a five-a-side football goal for fun times with friends. The house is definitely perfect, in our opinion, for family holiday with children or for a small group of friends who want to discover the beauty of Tuscany and the nearby Umbria, renting a villa with private pool.
Pets are welcome (extra charge could be required).
We guarantee that you will leave your heart in Castiglion Fiorentino. A small town of steep, paved alleyways, ancient buildings, stone stairways and arches and mighty walls dominated by the imposing Cassero tower, guarding the valley. Many trattorias and restaurants invite you to go out in the evening and enjoy a dish of fresh, handmade pasta or a famous Florentine steak.
In Castiglion Fiorentino you will also find supermarkets for your daily shopping, other shops and all necessary services. From the house you can easily walk to a restaurant which is just 1 km far.
A few km away is the border with the region of Umbria, in 15 minutes by car you will be able to reach the golden beaches of Lake Trasimeno, with its characteristic villages and islets to discover. Casa Angela
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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
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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
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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
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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
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| 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
Villa Marietta
Amazing private property with private pool, A/C, WIFI, TV and panoramic view, near Arezzo
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Description
Charming villa with private swimming pool on the hills near Arezzo, Tuscany.
This property has been recently renovated. Inside, this villa has lovely interiors and it's fuelly equipped with any possible comfort. Outside, it is provided a large garden with private swimming pool and an outdoor patio furnishe with barbecue, table and chair for al-fresco dining. Villa Marietta is just a short drive away from Arezzo, Castiglion Fiorentino, Cortona and Chiana Valley.
At guests' disposal WI-FI internet connection (free wi-fi), air-conditioning in each bedroom, large common areas, private swimming pool (14m x 5m; depth: 1,40m), private garden, outdoor area (by the kitchen) furnished with table and chairs for al-fresco dining, 2 baby beds (on request at the time of the reservation), shower room by the pool with 2 showers, parking
Distances:Frassineto (food bar) 1 km away, Cesa in Valdichiana (shops of any kind) 7 km away, Castiglion Fiorentino 10 km away, Arezzo 18 km away, Cortona 21 km away, Montepulciano 40 km away, Pienza 45 km away, Siena 60 km away, Firenze 85 km away, San Gimignano 100 km away, Volterra 115 km away.
Please carefully check if there are any extra costs to be paid on site! Villa Marietta
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.
Casale San Martino
Superb independent property with WIFI, A/C, private pool, TV, panoramic view, close to Cortona
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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
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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).
Villa Torreone
Amazing holiday rental with WIFI, A/C, private pool, TV and panoramic view, near Cortona
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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
Casale Montanare
Pretty independent property with private pool, WIFI, TV, patio and panoramic view, close to Cortona
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Someone just enquired about this property!
Description
Casale Montanare is a beautiful stone building (220 sq m) with WiFi internet and private pool. The property can accommodate up to ten people comfortably in five bedrooms with six bathrooms. Conveniently located 2 km (1 mi) from Montanare, Italy in the tourist area "Cortona And Surroundings" and only 9 km (6 mi) from Cortona.
The swimming pool site is a short walk up a beautiful garden path, 70 mt distant from the villa.
What to Expect
When you arrive at Casale Montanare you’ll find a beautiful clean well-maintained property with views of the mountains and the hills ideal for a relaxing vacation 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 shopping. Outdoors you will also find a barbecue grill and patio. Sharing a meal with friends and family is a huge part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your holiday. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to ten people.
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 9 km (6 mi), Arezzo 37 km (23 mi), Montepulciano 37 km (23 mi), Perugia 55 km (34 mi) and Gubbio 63 km (39 mi).
Some other major tourist destinations you should consider visiting are: Florence 136 km (84 mi), Viareggio 222 km (138 mi), Forte Dei Marmi 229 km (143 mi), Rome 217 km (135 mi), Venice 375 km (233 mi) and Milan 420 km (261 mi).
Additional Information
Check-In Time: 15:00 - 17:00
Check-Out Time: 07:00 - 10:00
Pool Open: 1 May - 31 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 141 km (88 mi), Pisa (psa) 203 km (126 mi), Roma Ciampino (cia) 226 km (141 mi), Bologna (blq) 227 km (141 mi) and Roma Fiumicino (fco) 239 km (148 mi).
More Services
Cooking Lessons - If you're interested in learning more about Tuscan cooking, inquire about the cooking lessons that can be arranged at the property. It's a pleasant way to spend time with friends and family while discovering the techniques needed to master Tuscan cuisine. For more details and the supplemental cost, please contact us.
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a mouth-watering meal using local produce? The chef will organize 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 additional costs.
Il Rifugio
Villa Rosmarino
Private Vacation home with WIFI, A/C, private pool, TV, terrace, panoramic view, close to Cortona
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Description
Villa Rosmarino is a beautiful stone building (300 sq m) with WiFi internet, air conditioning and private pool. The property can sleep up to 12 guests comfortably in six bedrooms with six bathrooms. Villa Rosmarino is located 6 km (3 mi) from Montanare, Italy and only 13 km (8 mi) from Cortona.
The property consists of a main villa (170 square meters) and a cottage (130 square meters) which can accommodate up to 12 people (6 bedrooms and 6 bathrooms); the two buildings are situated just a few meters away from each other.
Your Experience
After arriving you will be greeted by the owner or manager where you’ll find a lovely clean well-maintained property with views of the hills perfect for a peaceful vacation in Tuscany. After a hectic day of shopping, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 12 people. If you prefer to dine 'al fresco', there is a fully furnished terrace where you can enjoy the weather while dining outdoors.
Places Nearby
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 13 km (8 mi), Arezzo 40 km (25 mi), Montepulciano 41 km (25 mi), Gubbio 58 km (36 mi) and Perugia 59 km (37 mi).
Some other major tourist destinations you should consider visiting are: Florence 135 km (84 mi), Viareggio 228 km (142 mi), Forte Dei Marmi 235 km (146 mi), Rome 223 km (139 mi), Venice 384 km (239 mi) and Milan 428 km (266 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 15 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 148 km (92 mi), Pisa (psa) 209 km (130 mi), Bologna (blq) 229 km (142 mi), Roma Ciampino (cia) 232 km (144 mi) and Roma Fiumicino (fco) 245 km (152 mi).
Special Services
Cooking Lessons - If you're interested in learning more about Tuscan cooking, inquire about the cooking lessons that can be organized at the property. It's a pleasant way to spend time with friends and family while learning the techniques vital to master Tuscan cuisine. For more details and the 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 schedule the meal based on your preferences and dietary needs. The chef will offer suggestions for the various courses and the wine. Inquire for more details and the supplemental costs.
Tours - The owner can arrange 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 specific tour and number of people.
Baby Sitting - A babysitter can be organized at Villa Rosmarino. If you're traveling with kids and would like some alone time, speak to the owner directly about this option when you arrive.
Villa Rosmarino
Villa del Sole
Pretty private vacation home with hot tub, sauna, pool, A/C, WIFI, TV, terrace, close to Cortona
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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
Villetta di Cortona
Unique independent house with private pool, WIFI, A/C, TV, patio, pets allowed and panoramic view
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- 2
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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 Leo
Independent House with private pool, WIFI, A/C, TV, patio, pets allowed, panoramic view, near Arezzo
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- 4
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Description
Villa Leo is a lovely vacation rental (125 sq m) with WiFi internet, private pool and air conditioning. The property can accommodate up to eight guests comfortably in four bedrooms with two bathrooms. Conveniently located 520 m (1689 ft) from Pieve San Giovanni, Italy in the tourist area "Arezzo And Surroundings" and only 15 km (9 mi) from Arezzo.
Your Experience
Upon arrival you’ll find a lovely clean well-maintained property perfect for a peaceful holiday in Tuscany. For your enjoyment you will find a private pool where you can relax while enjoying a nice cold beverage after a hectic day of sightseeing. For your pleasure, on the grounds there is a patio and barbecue grill.
The entire property is fenced, so ideal for groups who arrive with a dog. The privacy offered is very good here.
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 15 km (9 mi), Cortona 41 km (26 mi), Montepulciano 61 km (38 mi), Siena 71 km (44 mi) and Greve In Chianti 81 km (50 mi).
Some other major tourist destinations you should consider visiting are: Florence 98 km (61 mi), Viareggio 184 km (115 mi), Forte Dei Marmi 192 km (119 mi), Rome 234 km (145 mi), Venice 341 km (212 mi) and Milan 384 km (238 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Villa Leo. If you have a large dog or multiple pets, please ask for permission prior to booking.
Check-In Time: 15:00 - 19:00
Check-Out Time: 09:00 - 10:00
Pool Open: 15 May - 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) 105 km (65 mi), Pisa (psa) 165 km (103 mi), Bologna (blq) 186 km (115 mi), Roma Ciampino (cia) 243 km (151 mi) and Roma Fiumicino (fco) 255 km (159 mi).
Villa Leo
Book 7 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 7 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
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- 2
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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 Mezzavia
Private Holiday home with private pool, WIFI, A/C, TV, patio, panoramic view, close to Cortona
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- 6
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Description
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". Villa Mezzavia is a nice vacation rental (300 sq m) with WiFi internet, air conditioning and private pool. The property can sleep up to 11 guests comfortably in six bedrooms with four bathrooms.
What to Expect
After arriving at Villa Mezzavia you’ll find a lovely clean well-maintained property ideal for a relaxing vacation in Tuscany. After a hectic day of sightseeing, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. Also available outdoors are a patio and barbecue grill.
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 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).
Special 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.
Villa Toppani del Sodo
Private Vacation rental with A/C, private pool, WIFI, TV, patio, panoramic view, near Cortona
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- 11
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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
