Holiday rentals in Sestino

Galasterna; at the foot of the mountain

Recently renovated rural house that maintains original architectural characteristics. 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 cottage 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 center of the capital, in a wonderful panoramic position 700 m above sea level, it enjoys a cool climate and ideal for escaping the summer afe. From this location you can see to the south the most beautiful mountains of the Apennine ridge until you look at Monte Conero, and some typical towns of Montefeltro such as Sassocorvaro and Urbino. To the northwest is Mount Carpegna with its evocative Ripa called "Costa dei Salti" that highlights the arennial stratification of Mount Carpegna. You can reach in a few small kilometers and important ancient villages such as San Leo, Montecerignone, Cavoleto, Frontino and many others that offer, especially in the summer, local parties 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 of nature, privileged and always present, offers an ideal place for resting the mind and body. Guests can access the entire property with all the services provided Guests will be assisted by the facility staff for any eventuality or need. In addition, the staff will be happy to illustrate nature trails and itineraries and suggest popular nearby events. Pietrarubbia is a hilly village of medieval origins. The village is dominated by the majestic summit of Mount Carpegna, which shows on this steep slope side, with thick beech trees alternating with the bare rock; allaround there is a varied mosaic of crops, woodland and, here and there, of sharp rocky spikes dominated by ancient fortresses. The ancient village is a short walk away and deserves your attention. The extensive area around the house is magnificent to visit on horseback or with a beautiful walk. A horse ride in the green lands of Montefeltro! Enjoy the wonderful views of the area on a horse ride along the itineraries we proposed.

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 Tranquillity

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.