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Holiday houses in Sestino

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Sestino

Guests agree: these stays 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, 179 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

Top Guest favourite
A spacious bedroom features a king size bed adorned with light bedding, complemented by decorative pillows. A chair is positioned near the window, which opens to a small private terrace with greenery visible. Iroko wooden parquet flooring adds a warm touch.
Apartment in Cortona
4.99 out of 5 average rating, 177 reviews

Cortona’s Rooftop Nest

L’appartamento è sito in pieno centro storico proprio di fronte alla meravigliosa chiesa di San Francesco e a pochi passi dalla piazza principale.Arredato in stile country chic e dotato di tutti i comfort.Ospita 4 persone.Ventilatori nelle camer The apartment is located in the historic center right in front of the wonderful church of San Francesco and a few steps from the main square. Furnished in a country chic style and equipped with all comforts. It can host up to 4 people. Fan in the rooms.

Top Guest favourite
A charming outdoor dining area features a round table set with delicate dishware and a pink tablecloth. Surrounding the table are intricately designed white chairs. A gazebo provides shade, and lush greenery is visible in the background, creating a serene setting for leisurely meals.
Farm stay in Ruscello
4.99 out of 5 average rating, 510 reviews

Agriturismo Fattoria La Parita

Appartamento in stile provenzale immerso tra il vigneto e gli olivi. Godrete della tranquillità della campagna a 10 km dalla città e 4 dall'autostrada. Il canto di ghiandaie e cucù faranno da colonna sonora al soggiorno mentre i caprioli brucano tra gli olivi. E' inclusa una colazione base all'italiana (caffè, tè, latte, biscotti ecc.), se invece preferite una colazione più ricca e servita al tavolo il costo è 15€ a persona (10€ da 5 a 15 anni, gratis meno di 5 anni). Disponibile wallbox EV.

Guest favourite
A stone house with a rustic exterior is highlighted by a greenery-adorned entrance. The two-story structure features multiple windows and a staircase leading to an upper level. A cozy patio area is visible, surrounded by a lawn and natural landscape.
Home in Sansepolcro
4.97 out of 5 average rating, 59 reviews

Casetta nel bosco il Palazzo - pace e tranquillità

Appartamento indipendente immerso nel verde dell'Appennino toscano, ai limiti della riserva naturale dell'Alpe della Luna. Perfetto per singoli escursionisti, coppie o famiglie e amanti della natura e della tranquillità. La casa è a pochi minuti di cammino da due osterie in frazione Montagna, dove poter assaggiare i prodotti tipici locali e godere dell'ospitalità della gente di Montagna. Quotidianamente ci si imbatte in daini, caprioli, tassi, istrici e cinghiali... e il lupo che li caccia!

Top Guest favourite
Home in Cortona
5 out of 5 average rating, 22 reviews

Breathtaking views: Historic House w/Terrace & BBQ

Welcome to our longtime family home — an elegant, light-filled space in the heart of Cortona. Set in a quiet historical square just steps from the main piazza. Enjoy spectacular views of the valley, lake and city. This elegant house blends the character of Tuscany with warmth and comfort. Antique terracotta beamed ceilings floors, a terrace with panoramic views, a house that tells a story. It's a space for travelers who appreciate beauty, stillness, and the atmosphere of an authentic home.

Top Guest favourite
Home in Castiglion Fiorentino
5 out of 5 average rating, 15 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.

Top 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
4.96 out of 5 average rating, 55 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.

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, 143 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.

Guest favourite
A charming rural building is set against a backdrop of lush greenery at dusk. Soft lighting highlights the stone exterior and terracotta roof, while the surrounding trees and landscaped grounds enhance the tranquil environment.
Farm stay in Anghiari
4.95 out of 5 average rating, 122 reviews

Agriturismo Mafuccio - "Casa di Rigo"

Casa di Rigo è l'appartamento più piccolo dell'Agriturismo Mafuccio, un casolare immerso nella natura incontaminata nella Valle del Sovara, a due passi dalla riserva naturale dei Monti Rognosi e incastonato ai piedi del Monte Castello. Un luogo tranquillo e silenzioso come i ruscelli che attraversano la valle, dove è possibile trovare la pace, e vivere a pieno, per davvero, la natura... in compagnia dei Ragazzi della Valle!

Top Guest favourite
The outdoor pool area is surrounded by neatly trimmed cypress trees and colorful gardens. A gentle slope leads to the pool, with views of the rolling green hills in the background. Sun loungers and umbrellas are placed around the pool, creating a serene atmosphere.
Farm stay in Anghiari
5 out of 5 average rating, 51 reviews

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.&

Guest favourite
A view from a balcony showcases vibrant red flowers in pots against an iron railing. The landscape features lush greenery with trees and a distant building, under a clear blue sky. Natural light enhances the tranquil outdoor scene.
Apartment in Sestino
4.85 out of 5 average rating, 62 reviews

Appartamento i due parchi

Appartamento nel cuore di Sestino, un piccolo borgo immerso nella natura, ideale per gli amanti del verde e della tranquillità. Interni luminosi e accoglienti, stanze da letto che affacciano sul giardino, connessione wifi veloce, cucina completamente attrezzata e spazi esterni per rilassarsi. Un rifugio tranquillo e rigenerante per il vostro soggiorno. Numero di licenza: AR004544

Top Guest favourite
A rustic living area features a wooden table surrounded by two elegant armchairs and a beige sofa. A stone fireplace, stocked with logs, stands as a focal point, while wooden beams adorn the ceiling. An inviting atmosphere is created by warm, natural colors and soft furnishings.
Home in Anghiari
4.99 out of 5 average rating, 267 reviews

Casa Rosmarino Eco-Wellness Country Home

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.

Popular amenities for Sestino holiday rentals

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Arezzo
  5. Sestino