
Holiday rentals 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 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.

Amazing Tuscany Villa, FREE parking
Modern villa with panoramic view in Montepulciano, a few steps from San Biagio. The villa is lovingly furnished and equipped with all comforts for a pleasant holiday. Enjoy breathtaking views of the surrounding countryside from the terrace, or relax in the two spacious gardens at your disposal. You will also have at your disposal a large kitchen to dabble in the magnificent art of cooking, something much loved by us Italians!!! Also available: Free Wi-fi Self check-in Reserved car parking

Luxurious Medieval Tower & Private Concierge
It’s rare to find a place that’s not only romantic but also historic & truly one of a kind. La Torretta is part of Toscana a Due—a medieval tower with a huge garden & olive trees, right in the heart of San Quirico, overlooking the Val d’Orcia. The 1000-year-old building has been redesigned as a blend of heritage & antique luxury. With our unique tailored concierge service and a warm welcome into our family’s life, we share our traditions, history, and Tuscany’s hidden treasures with you.

Apartment in an old farmhouse 4 km from Urbino
Charming 45 sqm apartment in a finely renovated old farmhouse. On the hills, a 5-minute drive from Urbino, the accommodation is equipped with a kitchen and living room, private bathroom with shower and double bed. Third bed on the mezzanine. Wi-Fi, TV, free on-site parking, mosquito nets, fan, library, informational material for discovering the area. Breakfast is offered for the first 2 days of the stay, after which it will be the customer's responsibility to provide it.

Tofanello Turquoise Luxury 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 orange apartment. Orange: https://www.airbnb.com/rooms/plus/9429730

Mascagni Farmhouse in Val d'Orcia, Pienza
Climb the iconic Tuscan hills to Mascagni Organic Farm, an organic farm where your new home awaits: a finely restored 16th-century barn nestled among olive trees and wheat fields. Relax with a cup of tea, pick rosemary and lavender in the garden with breathtaking views of the Val d'Orcia. Rediscover your true nature among the pristine fields and olive trees: here, walks and bike rides have no limits! Ready to create memories that will last a lifetime?

Tower Penthouse in small castle near Florence
900 year old tower-penthouse apartment in Chianti Villa, spacious & super-scenic historical home that combines magical atmosphere with space, light, character, convenience. Painting-like 360° views of Tuscan Hills all the way to Florence; sun-filled, private grounds. Perfect location for an unforgettable family stay. Ample private property (including forest). Walking distance from village shops. Convenient location, Florence in sight.

Barrel Suite Tuscany • Hot Tub • Vineyard View
Sleep inside a wine barrel in Tuscany — one of the largest in the world (3.5 m × 8 m) — nestled in an olive grove in Reggello, with panoramic views over the hills and vineyard. Private bathroom, kitchenette, veranda, private courtyard and exclusive hot tub: everything for a total escape from the world. 40 min from Florence, with Siena, Arezzo, The Mall Luxury Outlet and Vallombrosa all within easy reach. Free private parking included.

Cortona Shabby Chic House - independent & balcony-
Questo è un appartamento curato da una Superhost che vive Cortona ogni giorno. Il mio alloggio è situato in pieno centro storico a soli pochi passi dalle piazze e vie principali. Questo grazioso appartamento è di recente ristrutturazione e può ospitare fino a 3 persone. Appartamento indipendente con entrata singola tutto in un solo piano, con balcone. Arredato con cura, dotato di tutti i comfort per un totale relax

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

Ca Paravento - Cabin in the Forest

Hamlet San Biagio a Colle – House of Venus

Casa AlMa: air conditioning and private terrace

Tower House

The house on the bridge

Villa Cerfoglio, peace in the Romagna hills

Villa marielena chianti farnhouse - villa marielen

Agriturismo La Casetta del Sole - Blue Apartment
Destinations to explore
- Lake Trasimeno
- Pinarella Di Cervia
- Fiera Di Rimini
- Mirabilandia
- Misano World Circuit
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Del Chianti
- Senigallia Beach
- Frasassi Caves
- Basilica of St Francis
- Palacongressi Della Riviera Di Rimini
- Italia in Miniatura
- Avignonesi Winery Fattoria Le Capezzine
- Oltremare
- Furlo Gorge Nature Reserve
- Fiabilandia
- Papeete Beach
- Mount Subasio
- Eremo Di Camaldoli
- Ugolino Golf Club
- Val di Chiana
- Valdichiana Outlet Village
- Parco Naturale del Monte San Bartolo
- Basilica di San Vitale





