Top 20 Sestino Vacation Rentals with Guest Reviews
Results 1 - 8 of 8
Torre del Cielo
Amazing private holiday rental with private pool, hot tub, WIFI, A/C, TV, patio and panoramic view
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Someone else is looking at this property right now!
Description
Holiday home Torre del Cielo is a beautiful stone building (250 sq m) that includes private pool, hot tub and WiFi internet. The property can sleep up to ten guests comfortably in five bedrooms with five bathrooms. Conveniently located 5 km (3 mi) from Monterchi, Italy in the tourist area "Arezzo And Surroundings" and only 29 km (18 mi) from Arezzo. There is a golf course nearby if you'd like to get in a round or two while on holiday.
Book your dream in Tuscany
Book an all-inclusive dream week in Tuscany from the transfer from the arrival/departure airport; to worry-free tours of Tuscany, enjoying the historical, scenic, and culinary wonders of this magnificent land, all without a care in your exclusive villa. This is available for a minimum of 6 people, fully customizable. Prices starting from Euro 2500 per person plus villa cost depending on the season.
Or enjoy everything included at the Villa, 7 breakfasts, 7 dinners with chef, with the freedom of personal organization starting from Euro 1000 per person, for a minimum of 6 people plus villa cost depending on the season.
The Experience
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), Cortona 48 km (30 mi), Gubbio 67 km (42 mi), Perugia 70 km (44 mi) and Montepulciano 77 km (48 mi).
Some other major tourist destinations you should consider visiting are: Florence 119 km (74 mi), Viareggio 206 km (128 mi), Forte Dei Marmi 213 km (132 mi), Rome 244 km (152 mi), Venice 343 km (213 mi) and Milan 405 km (252 mi).
Other services included in the rental price:
Valtiberina tour with the owner
Wine tasting in a local cellar
WELCOME BUFFET ON THE EVENING OF ARRIVAL
Please note that if additional space is needed, it is also possible to book the "Palazzo Rosadi" villa (for 12 people), located 50m away.Additional Information
Pool Open: 1 April - 28 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) 202 km (125 mi), Roma Ciampino (cia) 259 km (161 mi) and Roma Fiumicino (fco) 271 km (169 mi).
Additional Services
Maid Service - Upgrade your holiday with maid service. This service can be organized by the owner. Ask for more details about the additional cost.
The nearest town is Monterchi (2.5 km away) and can be reached on foot via a country road.
Torre del Cielo
Book your vacation for the period from 01 September 2026 to 31 October 2026 and save 10% (minimum 5 nights).
Palazzo Rosadi
Pretty independent holiday villa with WIFI, A/C, hot tub, private pool, TV, patio, panoramic view
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- 6
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Someone else is looking at this property right now!
Description
Palazzo Rosadi is a lovely stone building (500 sq m) with hot tub, private pool and air conditioning. The property can accommodate up to 12 people comfortably in six bedrooms with seven bathrooms. Palazzo Rosadi is located 5 km (3 mi) from Monterchi, Italy and only 29 km (18 mi) from Arezzo in the tourist area "Arezzo And Surroundings".
Book your dream in Tuscany
Book an all-inclusive dream week in Tuscany from the transfer from the arrival/departure airport; to worry-free tours of Tuscany, enjoying the historical, scenic, and culinary wonders of this magnificent land, all without a care in your exclusive villa. This is available for a minimum of 6 people, fully customizable. Prices starting from Euro 2500 per person plus villa cost depending on the season.
Or enjoy everything included at the Villa, 7 breakfasts, 7 dinners with chef, with the freedom of personal organization starting from Euro 1000 per person, for a minimum of 6 people plus villa cost depending on the season.
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), Cortona 48 km (30 mi), Gubbio 67 km (42 mi), Perugia 70 km (44 mi) and Montepulciano 77 km (48 mi).
Some other major tourist destinations you should consider visiting are: Florence 119 km (74 mi), Viareggio 205 km (128 mi), Forte Dei Marmi 213 km (132 mi), Rome 244 km (152 mi), Venice 343 km (213 mi) and Milan 405 km (252 mi).
Other services included in the rental price:
Valtiberina tour with the owner
Wine tasting in a local cellar
WELCOME BUFFET ON THE EVENING OF ARRIVAL
Please note that if additional space is needed, it is also possible to book the "Torre del Cielo" villa (for 10 people), located 50m away.
Additional Information
Check-In Time: 16:00 - 18:00
Check-Out Time: 07:00 - 09:30
Pool Open: 1 April - 28 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) 202 km (125 mi), Roma Ciampino (cia) 259 km (161 mi) and Roma Fiumicino (fco) 271 km (169 mi).
Additional Services
Tours - Custom tours can be arranged by the owner for your group. For more details 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.
Maid Service - If you'd like maid service during your visit that can be scheduled by the owner. Ask for more details about the supplemental cost.
The nearest town is Monterchi (2.5 km away) and can be reached on foot via a country road.
Palazzo Rosadi
Book your vacation for the period from 01 August 2026 to 15 August 2026 and save 20% (minimum 7 nights).
Book 45 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 5 nights minimum and can not be combined with any other special offers.
La Casina del Bosco
Amazing independent holiday rental with WIFI, A/C, private pool and TV, close to Arezzo
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Description
You will find La Casina del Bosco in an extremely panoramic position, nestled among silver olive trees in the beautiful, green Alpe di Catenaia. The little house is located not far from the mountain pass that joins the two valleys of Casentino and Valtiberina and will allow you easy day trips in both valleys, in search of monasteries and castles and small, ancient villages carved in stone and unknown to most people. The splendid view that you will see every morning from your windows overlooks the surrounding luxuriant woods, thickets of ancient chestnut and oak trees, where wildlife still reigns supreme. All this makes the place extremely peaceful and almost enchanted.
The house is reached by a small unpaved road (approx. 2 km), which we do not recommend taking with sports cars. About 8 km away is Subbiano, an industrious village with supermarkets, restaurants and shops of all kinds, whose origins can be traced back to Roman times. In the small village of Falciano, just 3 km away, there is a typical Tuscan restaurant where you can enjoy pasta, meat and traditional dishes that we are sure you will not easily forget.
18 km away is the ancient city of Arezzo, to which we recommend you dedicate at least one day, strolling through its paved alleys and beautiful squares.
The little house that you will rent is the result of a recent restoration, built with ancient local stone but above all a depository of very distant origins, it was in fact once used by shepherds who stopped there during the transhumance.
For your days of complete relaxation, there is a panoramic swimming pool surrounded by olive trees ( size m. 6 x 2.70, depth m. 1.30 - open from 01st May to 30th September), a hydro-massage tub (5 seats, size m. 2.20 x 2.20 - available with extra charge), a pergola furnished with table and chairs to enjoy your meals in the open air, a barbecue and a fully equipped garden. The outdoor area (approx. 1200 sqm) is fully fenced and your small four-legged friends are very welcome. You will find the house decorated with antique furniture that perfectly matches its features, giving it a cosy and warm atmosphere.
At the Casina del Bosco you will experience your ideal holiday with your partner, in absolute relaxation, in a romantic and magical place. La Casina del Bosco
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Description
An original stone farmhouse at the gateway to the green Casentino valley and north of the city of Arezzo. The villa Casale Lorenzo with its beautiful fenced park, the large private swimming pool (size 15 x 8 m - depth 1,00 - 2,40 m - open from 01st May to 30th September) with changing room, bathroom with shower and equipped solarium, the relaxing Jacuzzi (Extra payment required) offers wide space for everyone to enjoy an unforgettable holiday with family or friends. You won't be able to give up a dip in the pool, a barbecue on the cool furnished porch or an afternoon in the Jacuzzi with a good glass of wine. Also your small size four-legged friends are welcome here (extra charge could be required).
3 km away from the villa is the small village of Subbiano, where you will find shops, supermarkets and restaurants. Absolutely not to be missed, on hot summer days, is a trip to the nearby Park of the Casentino Forests, among ancient castles and remote monasteries, which will give you moments of true wonder.
The villa Casale Lorenzo is luxuriously equipped with air-conditioning, a billiard room, a large, well-equipped kitchen and an indoor barbecue. A décor composed of local antiques offers countless nooks and crannies for you to relax while reading your favourite book. For you and your children, there is an infinite, safe green space and a billiard table where you can play tournaments and games.
An extra touch comes from the extremely cordial welcome of Massimo and Nadia, the owners, who are always attentive to make you feel welcome and at home. Casale Lorenzo
Villa Lorenzo
Superb private property with WIFI, private pool, TV, balcony, panoramic view, close to Arezzo
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Description
Large independent country villa situated on the hills surrounding Arezzo, a short distance away from the small town of Anghiari. The interiors are spacious and furnished in a rustic style. Outside guests can enjoy use of a private swimming-pool and of entirely fenced-in garden.
A bar and a restaurant are in walking distance (100 m away).
Distances: Anghiari with general stores 10 km away, the charming town of Arezzo (railway station with daily connections to Florence and Rome) 18 km, Gubbio 80 km away, Perugia 85 km, Siena 90 km away, Florence 90 km away, the beautiful region of Val d’Orcia approx. 90 km away, Todi a 120 km.
At guests’ disposal: fenced-in garden, private swimming-pool (12 x 6 m – depth 1,2 m – open from 01/05 to 30/09), bathroom with shower by the pool, barbecue. Laundry (2 washing-machines).
The villa provides WI-FI internet connection (free of charge).
Parking within the grounds.
Extra Services: Baby bed available upon request.
Small pets are allowed (without any extra charges).
Please carefully check if there are any extra costs to be paid on site! Villa Lorenzo
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 Castelluccio - Arezzo, Toscana
Independent House with private pool, A/C, WIFI, hot tub, TV, patio, panoramic view, close to Arezzo
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Description
Villa Castelluccio - Arezzo, Toscana is a beautiful property (340 sq m) with hot tub, private pool and WiFi internet. The property can accommodate up to 14 people comfortably in seven bedrooms with nine bathrooms. Conveniently located 3 km (2 mi) from Vogognano, Italy in the tourist area "Casentino Valley" and only 23 km (14 mi) from Arezzo.
Your Experience
When you arrive you will be welcomed by the owner or manager where you’ll find a beautiful clean well-maintained property with views of the hills perfect for a relaxing holiday in Tuscany. After a hectic day of shopping, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day. For your pleasure, on the grounds there is a hot tub, playground, patio, tennis court and barbecue grill. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 14 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: Arezzo 23 km (14 mi), Cortona 48 km (30 mi), Montepulciano 70 km (44 mi), Greve In Chianti 91 km (56 mi) and Siena 95 km (59 mi).
Some other major tourist destinations you should consider visiting are: Florence 107 km (66 mi), Viareggio 194 km (120 mi), Forte Dei Marmi 201 km (125 mi), Rome 243 km (151 mi), Venice 346 km (215 mi) and Milan 391 km (243 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Villa Castelluccio - Arezzo, Toscana. 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: 25 April - 17 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) 112 km (70 mi), Pisa (psa) 175 km (108 mi), Bologna (blq) 199 km (123 mi), Roma Ciampino (cia) 252 km (157 mi) and Roma Fiumicino (fco) 265 km (164 mi).
Additional 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 pleasant way to spend time with friends and family while discovering the techniques vital to master Tuscan cuisine. For more details and the additional cost, please contact us.
Villa Castelluccio - Arezzo, Toscana
Montebello
Wonderful private property with WIFI, private pool, TV, patio, pets allowed and panoramic view
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In high demand!
Description
Property Summary
Nestled among the characteristic hills of Umbria, on the border with Tuscany, "Montebello" is a cosy and comfortable single-family holiday rental that offers an ideal retreat for those seeking relaxation and the opportunity to explore two of Italy's most celebrated regions. Located in the hamlet of Citerna, this charming property is surrounded by trees, fields, and vineyards, enjoying a quiet and sunny position in the open countryside. The house benefits from a well-kept private garden with a spacious lawn, perfect for outdoor leisure and sunbathing, as well as a courtyard that adds to the sense of space and privacy. Guests have access to a private swimming pool measuring 12 x 6 metres with a depth of 130 cm, available seasonally from 15 May to 25 September. Internet Wi-Fi access is provided within the house, keeping you connected throughout your stay, while convenient parking is available directly on the premises.
Outdoors
The outdoor spaces of "Montebello" are thoughtfully arranged to make the most of the property's scenic natural surroundings. The private garden features a well-maintained lawn ideal for sunbathing and relaxing in the open air, while the courtyard provides an additional outdoor area to enjoy the tranquillity of the Umbrian countryside. The patio offers a welcoming space for outdoor dining and unwinding, perfectly complementing the lush landscape of trees, fields, and vineyards that frame the property. The private swimming pool, measuring 12 x 6 metres with a depth of 130 cm, is available seasonally from 15 May to 25 September, providing a refreshing retreat during the warmer months.
Other Information
The property is equipped with a washing machine for added convenience during longer stays. Please be aware that the owner does not accept any youth groups. The surrounding countryside setting ensures a peaceful and private atmosphere throughout your visit.
Distances and Attractions
"Montebello" enjoys an excellent location for exploring the rich cultural and natural heritage of both Umbria and Tuscany. The property is situated 14 km from Città di Castello, 10 km from the centre of Anghiari, 25 km from the centre of Arezzo, 40 km from the centre of Cortona, and approximately 60 km from the lake, making it an ideal base for a wide range of day trips and cultural itineraries across both regions. For everyday needs, a shop is located just 1 km away, a supermarket 4 km away, and a restaurant and café are each within 1 km of the property. Public transport is easily accessible, with a bus stop only 210 metres away and the railway station "San Giustino" situated 12 km from the house. Montebello
Description
At Poggio del Fabbro you will find yourself in the midst of the peace and beauty of green woods and hills. The old farmhouse is located in a hilly and panoramic position on the border between Tuscany and Umbria, in a secluded and quiet area ideal if you want to spend a relaxing holiday, in full contact with nature and disconnect from the hectic city life. All around the house there are meadows, cultivated fields and cool wooded areas, which will be perfect for your walks during the summer heat.
And if one evening you feel like resurfacing to real life, Cortona, about 20 km away, perched on a high hill, awaits you with its glorious past and its Etruscan origins, and will make you fall in love with its narrow cobbled streets. There are also two restaurants and a small grocery shop within a 10 km distance.
If you choose Poggio del Fabbro, you will choose an old stone farmhouse of peasant origin, dating back to the 1800s, which has recently been renovated and has maintained its architectural and stylistic features intact, respecting tradition. The warmth of the interiors, furnishings and furniture will leave you with an indelible memory of a holiday in Tuscany for years to come.
The owners, a sure point of reference for any need, live in the house next door and will be more than happy to provide you with their vegetable garden with fresh seasonal vegetables.
A few metres from the house, you can bask in the warm summer sun on the solarium of the beautiful swimming pool (size 10x5 m, depth 1.20-1.50 m - open from 01st May to 30th September), completely fenced, which together with table tennis, table football and covered parking are for your exclusive use.
In the beautiful wooden pergola in the garden, in front of the house, you can enjoy the view at sunset, with a good glass of wine, and maybe some local cold cuts and cheese or a nice grill. The pergola will be the ideal place for all your outdoor meals. Poggio del Fabbro
