Some info has been automatically translated. Show original language

Holiday rentals in Sasso di Simone

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Sasso di Simone

Guests agree: these stays are highly rated for location, cleanliness and more.

1 of 1 pages1 / 1
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, 503 reviews

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.

Guest favourite
A spacious bedroom is presented featuring two beds, one being convertible, and artwork depicting a mountain landscape. Natural light enters through a nearby window, enhancing the modern decor. A small bedside table and decorative elements, including a plant, add warmth to the space.
Home in San Marino
4.98 out of 5 average rating, 172 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
Villa in Bertinoro
4.97 out of 5 average rating, 76 reviews

LUXURY VILLA BELVEDERE - Sea View with Pool & Spa

Providing a truly authentic italian experience, the spacious and gorgeously decorated Villa Belvedere is magnificently set in a unique corner of the ancient village of Bertinoro, with breathtaking views of the peaceful and pictoresque Romagna hills, sea and coastline. Infinity pool heated upon request, hot tub, sauna, steambath, professional gym; cinema room, billiard, bar corner with wine cellar, fully furnished and carefully designed and maintaned garden with barbecue and outdoor games.

Guest favourite
Home in Torriana
4.97 out of 5 average rating, 35 reviews

Villa overlooking Rimini and San Marino

Una villa rustica recentemente ristrutturata con vista sulla riviera Romagnola e su San Marino. Tre ampie camere, due bagni con due docce, un grande salone con divano e cucina attrezzata. Immergiti nella natura e sfrutta il grande portico nelle notti stellate. Accedi alla piscina a soli 900 metri con ristorante adiacente, a prezzi convenzionati. Visita San Marino, Verucchio, Santarcangelo di Romagna, Rimini, Riccione e tanto altro in pochi minuti. Cin: IT099028C1V8NP8K8F

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, 54 reviews

The house on the bridge

You will live in a house from hundreds of years ago, built on the Romanesque bridge of the village. Large walls, oak beams, terraces under the arches of the bridge and pebbles on the street in the warm embrace of a medieval village. Cupboards, pastiere, cassapanche wisely restructured to leave all the flavor of the crafts that still belong to us. Breakfast with the best traditional desserts and pleasant breaks by the fireplace. Time will seem to stand still with you.

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.

Top guest favourite
A spacious bedroom features a king-size bed with neutral bedding, complemented by decorative pillows. Soft lighting is provided by wall sconces, while natural stone walls add texture. A small bedside table and an armchair enhance the inviting ambiance.
Home in Sarsina
4.98 out of 5 average rating, 59 reviews

Nature Retreat | Peace & Relax in the Hills

A stone house immersed in nature, in the heart of Romagna, between the Apennines and historic villages. A peaceful and quiet place for those seeking slow living, intimacy and relaxation, with a private hot tub. La Cappelletta holds generations of memories and is now a space to live slowly: sleep, cook, taste, meditate and enjoy the silence. Perfect for romantic stays, escapes from the city, retreats with friends or weekends away from the noise.

Guest favourite
A spacious living area is highlighted by rustic wooden beams and a cozy fireplace. A light-colored sofa is positioned near large windows, allowing natural light to fill the space. A dining table is set with fresh produce and a decorative vase, enhancing the inviting atmosphere.
Home in Anghiari
4.89 out of 5 average rating, 151 reviews

Poggiodoro, your charming villa in Tuscany

Welcome to Poggiodoro, our 16th century stones' villa located in the countryside of Anghiari. The House offers stunning views, charming and furnished interiors providing all type of comfort, a big privateterrace and garden where you can enjoy the open air and have lunch under the shade of pergola, with BBQ, fantastic in the warm seasons, a panoramic pool to spend great moments with friends, to be shared with the hamlet guests (5 houses)

Guest favourite
Tower in Santarcangelo di Romagna
4.92 out of 5 average rating, 13 reviews

Torre dei Battagli-Dormi in a medieval tower

On the bike path that leads from Rimini to Valmarecchia, there is a medieval tower dating back to the 14th century. Done erected from a wealthy Raminese Fusso de’ Battagli. Once on the watchtower of an extensive fortified farm, guarded wheat and produce from the land. People came here to cook bread. Today this no longer happens but the tower maintains its charm as a fortress place to relax and feel protected.

Guest favourite
Home in Monte Santa Maria Tiberina
5 out of 5 average rating, 10 reviews

CASA PRINE Luxury design guesthouse in Umbria

PLEASE CONTACT US PRIOR TO SEND AN ENQUIRY, Casa Prine holiday home - located in the medieval hamlet of Prine, in Umbria. NOTE if your booking is for 2 guests, one bedroom will be prepared by default. If you would like to use both bedrooms, please let us know. There is an additional charge to cover extra cleaning and bed linens. For the comfort and safety, we kindly welcome visitors aged 12 and above.

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, 47 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 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, 119 reviews

Mafuccio Farmhouse - "Casa di Rigo"

Casa di Rigo is the smallest apartment of Agriturismo Mafuccio, a farmhouse immersed in unspoiled nature in the Sovara Valley, a stone's throw from the Rognosi Mountains nature reserve and nestled at the foot of Monte Castello. A quiet and peaceful place like the streams that cross the valley, where you can find peace, and fully experience nature... in the company of the Valley Kids!

Popular amenities for Sasso di Simone holiday rentals

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Sasso di Simone