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House holiday rentals in Sestino

Find and book unique houses on Airbnb

Top-rated house rentals in Sestino

Guests agree: These houses are highly rated for location, cleanliness and more.

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Top Guest favourite
Home in San Marino
4.98 out of 5 average rating, 197 reviews

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

ValueFamilyOutdoor spaces

Guest favourite
The exterior of a spacious villa is displayed, featuring a large garden and a swimming pool in the foreground. Lounge chairs are arranged around the pool area, and the building showcases a combination of stone and plaster finishes under a clear blue sky.
Home in Tavullia
5.0 out of 5 average rating, 20 reviews

Almifiole

Casa indipendente ecosostenibile immersa nelle verdi colline tra Emilia Romagna e Marche, dove poter trascorrere momenti indimenticabili. Ampi spazi interni, 5 camere ognuna con servizi privati, cucina attrezzata e sala da pranzo, salone dove condividere momenti in allegria. All'esterno troverete il porticato, con poltrone e divano, giardino e barbecue. La piscina, con idromassaggio, affaccia su una splendida vista panoramica. Un paesaggio unico, un territorio ricco di storia e tradizione.

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Top Guest favourite
A serene outdoor swimming pool reflects the surrounding greenery, flanked by lounge chairs and shaded areas. The historic building in the background is surrounded by tall cypress trees, overlooking the gently rolling hills of Tuscany.
Home in Farneta
5.0 out of 5 average rating, 48 reviews

Podere Bocci residenza in Casentino - Villa Intera

Un territorio ricco di storia e tradizioni...il Casentino. La volontà di condividere con gli altri l’amore per le cose semplici ma ricercate. Da tutto ciò nasce Podere Bocci, un luogo antico dove la scrittrice Emma Perodi ha immaginato proprio in questa casa i racconti delle sue novelle. Se cercate un luogo dove soggiornare in esclusiva per il vostro nucleo familiare immersi nella quiete delle colline toscane in un ambiente riservato, Podere Bocci è la location ideale per il vostro soggiorno.

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Guest favourite
The image showcases a rustic stone building surrounded by a gravel courtyard. Flower pots with vibrant geraniums decorate the area, and a large tree provides shade. Sunlight illuminates the brick facade, creating a warm and inviting atmosphere in the outdoor space.
Home in Foiano della Chiana
4.94 out of 5 average rating, 135 reviews

La Lisa: country house surrounded by fields

La Lisa is a traditional farm house that has been wisely restored. It is surrounded by Tuscan countryside hills, in a quiet, out of time atmosphere. At the same time it is well connected with the A1 motorway and the highway Siena – Perugia (6 km). A large yard with a barbecue and pizza oven, is ideal for evenings under the stars. There's also a tavern with kitchen, living and dining room can host up to 30 people. During warm season enjoy the HEATED POOL equipped with loungers and umbrellas.

ValueLocationIndoor spaces

Top Guest favourite
An aerial view of a rustic villa is framed by lush greenery, showcasing a stone exterior and terracotta roof tiles. A salt-water pool is situated nearby, surrounded by outdoor seating. The tranquil landscape of hills is visible in the background under warm evening light.
Home in Poppi
5.0 out of 5 average rating, 66 reviews

Villa Podere Cerretino

Podere Cerretino è il luogo perfetto dove ritrovare e scoprire la propria tranquillità e relax. Un angolo di paradiso circondato dalle suggestive colline della toscana in un contesto paesaggistico da incanto, situato in una posizione centrale e strategica per visitare i luoghi di maggiore interesse della Toscana, come Firenze, Siena, Arezzo. La Villa è composta da 4 appartamenti completamente indipendenti ed un elegante veranda panoramica dove potersi riunire e concedersi una vacanza unica.

LocationFamilyGetting around

Top Guest favourite
The rustic stone building is set amidst lush gardens, framed by tall cypress trees. A winding pathway leads through the greenery, guiding towards the entrance. The structure showcases rustic charm with climbing vines and an inviting, well-maintained outdoor space. A small dog is seen wandering nearby.
Home in Città di Castello
5.0 out of 5 average rating, 25 reviews

Due Torri, Umbrian elegance

Due Torri oozes rustic Italian elegance and charm amongst the rolling hills of the Umbrian/Tuscan border. A private estate with vineyard, immersed in nature, Due Torri is the perfect place to relax and unwind. Comprising two original watch towers dating back to the 13th century, the property has been painstakingly renovated in a way which preserves the character and features of this historic building, whilst providing a modern level of comfort, style and convenience (air-con throughout).

LocationFamilyAir conditioning

Top Guest favourite
Home in Castiglion Fiorentino
5.0 out of 5 average rating, 22 reviews

Villa with Private Pool in the Tuscan Countryside

Modern villa with private pool, waterfall, large garden and relaxation area. Divided into: Suite with hydromassage bathtub, private bathroom and small refreshment corner; Apartment with 2 bedrooms, equipped kitchen and a second bathroom in elegant white faux marble. Perfect for families and groups up to 7. Features American BBQ, panoramic gazebo, ping pong, outdoor dining area and poolside shower. Close to Cortona, Arezzo, Montepulciano, Siena and the Crete Senesi.

LocationValueSleep quality

Guest favourite
A stone terrace is framed by arched supports, illuminated by gentle lighting. Wooden furniture is arranged for relaxation, with potted plants adding natural elements. The backdrop showcases the medieval bridge, seamlessly integrating the outdoor space with the historic architecture.
Home in Mercatello sul Metauro
4.95 out of 5 average rating, 59 reviews

La casa sul ponte

Abiterete una casa di centinaia di anni fa, costruita sul ponte romanico del paese. Grandi mura, travi di quercia, terrazzi sotto le arcate del ponte e ciotoli sulla strada nel caldo abbraccio di un borgo medioevale. Madie, pastiere, cassapanche saggiamente ristrutturati per lasciare tutto il sapore dei mestieri che ancora ci appartengono. Colazione con i migliori dolci della tradizione e piacevoli pause vicino al camino acceso. Il tempo sembrerà fermarsi con voi.

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Top Guest favourite
The farmhouse entrance is framed by two potted plants and orange pumpkins. A stone facade features a wooden door with gray shutters, complemented by a tiled roof. Natural surroundings are visible in the background, emphasizing the peaceful rural setting.
Home in Prato
4.98 out of 5 average rating, 144 reviews

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.

ValueFamilyView

Guest favourite
A charming stone house with a terracotta roof features a welcoming entryway, shaded by umbrellas and surrounded by colorful flowers. In the background, a serene saltwater infinity pool is framed by landscaped greenery, complementing the tranquil rural setting.
Home in Foiano della Chiana
4.92 out of 5 average rating, 172 reviews

Conca d'Oro villa with private pool, sleeps 4

Just 2 km from the village, cozy typical Tuscan farmhouse, tastefully furnished and equipped. The farmhouse is located in a panoramic position immersed in the peaceful Tuscan countryside. Guests have access to a beautiful infinity pool for their exclusive use, equipped with sun loungers, and a lovely garden with a patio furnished for outdoor dining and enjoying fantastic sunsets. A strategic location for tourists. Free high-speed satellite Wi-Fi

LocationFamilyGetting around

Top Guest favourite
The rustic exterior of a restored mill is framed by blooming lilac flowers. The two-story building features stone walls with wooden doors and windows, surrounded by lush greenery and a gravel pathway. Sunlight illuminates the quaint structure, reflecting the peaceful rural setting.
Home in Anghiari
4.91 out of 5 average rating, 114 reviews

Il Vecchio Mulino

Bongiorno! Il Vecchio Mulino is a restored mill in the Anghiari area. Set in the valley surrounded by sunflower fields and a stream behind the villa, Il Vecchio Mulino is a quiet oasis from the metropolitan cities of Florence and Rome. Take a cooling dip in your own private pool (pool opens mid-May and is closed during the winter), stroll about the lawned gardens and enjoy the rural setting – this is the perfect place to relax and unwind.

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Guest favourite
A rustic dining area features a long wooden table set for eight, with simple tableware and napkins. A large window allows natural light to fill the space, offering a view of the vibrant garden outside, where a hammock is visible in the background.
Home in Anghiari
4.87 out of 5 average rating, 164 reviews

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, 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.

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Popular amenities for Sestino house rentals