
Holiday houses in Sestino
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Top-rated holiday rentals in Sestino
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Galasterna; at the foot of the mountain
Recently renovated farmhouse that maintains original architectural features. The farmhouse is located in the Municipality of Pietrarubbia in the heart of Montefeltro and is surrounded by meadows and woods of evocative and pristine beauty. Recently renovated farmhouse that maintains all the architectural features of a rural agricultural building. Located in the Municipality of Pietrarubbia in the heart of Montefeltro on the north side with respect to the centre of the capital, in a wonderful panoramic position 700 m above sea level, it enjoys a cool and ideal climate to escape the summer aphids. From this position you can see the most beautiful mountains of the Apennine ridge to the south until you reach Monte Conero, and some typical towns of Montefeltro such as Sassocorvaro and Urbino. To the northwest is Mount Carpegna with its picturesque Ripa known as the "coast of jumps" that highlights the sandstone stratification of Mount Carpegna. It is possible to reach in a few kilometres small and important ancient villages such as San Leo, Montecerignone, Cavoleto, Frontino and many others that offer, especially in the summer, local festivals and medieval revisions for a dip in the past. The house is surrounded by meadows and woods of evocative beauty and a still pristine environment, inhabited in every corner by nature, a privileged guest and always present, offers an ideal place to rest your mind and body. Guests can access the entire structure using all the services provided Guests will be assisted by the staff of the structure for any eventuality or need. In addition, the staff will be happy to illustrate nature trails and itineraries and suggest popular events in the surrounding area. Pietrarubbia is a hilly town of medieval origins. The town is dominated by the majestic summit of Mount Carpegna, which shows steep slopes on this side, with thick beeches alternating with bare rock; allaround there is a varied mosaic of crops, forests and, here and there, sharp rocky spurs dominated by ancient fortresses. The ancient village is just steps away and deserves your attention. The vast territory around the house is magnificent to visit on horseback or with a beautiful walk. Horseback riding in the green lands of Montefeltro! Enjoy the wonderful views of the area on the saddle of a horse along the itineraries proposed by us.

Farmhouse Fattoria La Parita
Provencal-style apartment nestled between vineyards and olive trees. You will enjoy the tranquility of the countryside 10 km from the city and 4 km from the highway. The song of jays and cuckoos will be the soundtrack to the stay while the roe deer graze among the olive trees. A basic Italian breakfast is included (coffee, tea, milk, biscuits, etc.), but if you prefer a richer breakfast served at the table, the cost is €15 per person (€10 from 5 to 15 years, free under 5 years). EV wallbox available.

House "Independent" close to the Historic Center
This independent house, located a few steps from the walls surrounding the historic center of the Republic of San Marino, is the top place for those seeking relax, privacy and a breathtaking view of the surrounding mountains. The house, modern and with attention to detail, is perfect for families, couples or small groups who want to live an unforgettable experience. Large and well-organized spaces are designed for your every comfort. Free parking a few steps from the front door. Pets are welcome

PoggiodoroLoft, Tuscan dream e relax
Welcome to Poggiodoro Loft, 16th century stones' villa located in the countryside of Anghiari. Stunning views, charming and furnished interiors providing all type of comforts: a beautiful fireplace that will keep the ambient warm in winter, the relaxing sauna, the private garden where you can enjoy the open air and lunch under the pergola, BBQ, fantastic in the warm seasons, lounge with brazier a panoramic swimming pool to spend great moments with friends, to be shared with the hamlet guests.

Infinity view
Completamente ristrutturata posizione con vista mozzafiato sul Valdarno. Il piano terra è composto da soggiorno con due vetrate che danno sul patio, camino, divano letto, bagno con grande doccia e cucina moderna con isola in acciaio, con tre porte finestre per accedere alla zona pranzo esterna con bbq. Il primo piano è composto da due camere matrimoniali ognuna dotata del proprio bagno con doccia. Giardino è moto curato,ci sono vari angoli relax, prendisole è una piscina infinity ad idrolisi

Palazzo: a little house in the woods – peace and quiet
Independent apartment surrounded by greenery in the Tuscan Apennines, on the edge of the Alpe della Luna nature reserve. Perfect for single hikers, couples or families and lovers of nature and tranquility. The house is a few minutes' walk from two taverns in the hamlet of Montagna, where you can taste typical local products and enjoy the hospitality of the people of Montagna. Every day you come across fallow deer, roe deer, badgers, porcupines and wild boars... and the wolf that hunts them!

Villa San Martino, on the Tuscany/ Umbria border
Villa San Martino is not just another holiday in Tuscany or Umbria - this is a really special place. With spectacular views across the world famous Niccone Valley towards Mercatale di Cortona, relax in the infinity pool, or dine alfresco on the terrace. From the villa you can easily access the enchanting towns of Cortona, Pienza, Montepulciano, Siena, Perugia, Assisi and Florence. The Niccone valley is home to delightful restaurants and you can sample great local Tuscan & Umbrian cuisine.

Villa Ca’ Doccio - Ca’ Doccio Holiday
A private cottage (by Villa Ca Doccio Holiday) nestled in nature, with spectacular views of the Montefeltro. It has 4 comfortable beds, with an optional extra bed or a cot for your baby, and a Biodesign Natural Pool – shared with Villa Ida – with a secluded sunbathing area, so you can enjoy the pool in complete privacy. You’ll find everything you need for an authentic, relaxing holiday where time slows down: you can hear the animals, see the fields, and breathe in the magic of rural life.

Casa Rosmarino Eco-Wellness Country Home
Summer 2026 villas w/private pool available : airbnb.com/h/casaflavia10 airbnb.com/h/villaflaviaarezzo Price includes: - Infrared Sauna - Wood for Fireplace - Fire starters - Heating/Air Conditioning - Laundry/Dryer - Shower Gel/Shampoo/Bathrobes - Welcome Appetizer w/Wine - Treats during your stay Pool & parking lot are shared areas. We have 6 units for rent Extra activities (not included) : - Massages, Cooking Classes, Tours & Tasting Please INQUIRE for price & availability.

Tofanello Orange Luxury and Modern Comfort with Outdoor Pool
Escape to the rolling hills of Umbria in this updated farmhouse (90 m2 over 2 floors) that retains its original charm. The home features classic beamed vaulted ceilings, original stone finishes, an indoor wood-burning fireplace, private entrance and a private garden terrace. The shared pool has a large sun lounge area. If your favourite dates aren't available anymore take a look at our turquoise apartment. Turquoise: https://www.airbnb.com/rooms/plus/9430389.

Tuscan dream lux 2-bed, pool, private balcony.
Explore Tuscany in a beautifully decorated 2-bedroom, 2 bathroom apartment with all amenities & a log fire. Welcome to your luxurious home in the heart of Tuscany, Italy, where every moment will be a new adventure. This beautifully designed and well-furnished apartment is located in a restored farmhouse, surrounded by olive groves, vineyards, and rolling hills, offering you the best of Italian living.&

The Three Sources
This enchanting vacation home is housed inside a stone farmhouse with a rustic profile cared for in every detail nestled in the Tuscan countryside in an unspoiled environment overlooking the rows of vines placed at the foot of the Sasso Simone massif. A haven of peace and tranquility for those who wish to get away from the hustle and bustle of daily life.
Popular amenities for Sestino holiday rentals
Other great holiday rentals in Sestino

La Casa nel Roccione

Ca Paravento - Cabin in the Forest

Casa Kuraj

Dolce Vita Villa

Fusai Power,

Poggio Ancisa Relay

Podere Casina 9 - holiday home

LUXURY VILLA BELVEDERE - Sea View with Pool & Spa
Destinations to explore
- Lake Trasimeno
- Fiera Di Rimini
- Del Chianti
- Eremo Di Camaldoli
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Riminiterme
- Frasassi Caves
- Misano World Circuit
- Palacongressi Della Riviera Di Rimini
- Basilica of St Francis
- Avignonesi Winery Fattoria Le Capezzine
- Mirabilandia
- Italia in Miniatura
- Oltremare
- Papeete Beach
- Fiabilandia
- Mausoleo di Galla Placidia
- Mirabeach
- Furlo Gorge Nature Reserve
- Mount Subasio
- Basilica di San Vitale
- Basilica di Sant'Apollinare in Classe
- Basilica di Sant'Apollinare Nuovo
- Battistero Neoniano (o degli Ortodossi)




