
Holiday houses in Sasso di Simone
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Top-rated holiday rentals in Sasso di Simone
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Poggelleri the postcard on Poppi and Tuscan hills
Imagine waking up with the golden light of Tuscany filtering through the windows, the intoxicating scent of the countryside and the feeling of absolute peace. This villa awaits you for an unforgettable experience. Located in an exclusive and private location, it offers breathtaking views of rolling hills within walking distance of the most beautiful cities of art. If you are looking for a refuge where time seems to stand still, where beauty is everywhere and exclusivity is the watchword, you have found your ideal destination.

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.

Camelia Loft - Apartment in the historic center
New and beautiful apartment in the historic center of San Marino. Thanks to its location, you will be in the heart of this beautiful Republic and a stone's throw from the main attractions, museums, shops and clubs. You'll have a large living area, modern kitchen, Smart TV, beautiful double bedroom, bathroom, Wi-Fi and more! Possibility of parking at a discounted price reserved for our guests! Ideal accommodation for families or groups of friends. Perfect for vacation, leisure or work.

Montana House in Stone-Garden-Panorama-Jacuzzi
House on two levels connected by an internal staircase, with independent entrances. On the ground floor there is a fully equipped kitchen, a living area, and a bathroom with a whirlpool bathtub. Upstairs you’ll find two bedrooms, including one with a double bed, a versatile room that can be used as a living room or bedroom, and a second bathroom. Three satellite TVs. Spacious, well-kept and comfortable interiors, ideal for couples, families or small groups looking to relax.

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.

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.

Casa Isabella - Villa with pool and sauna
Welcome to beautiful Tuscany. The detached Casa Isabella is located on a picturesque hill between Cortona and Città di Castello. Nestled in 20,000 m² of forests and meadows, a stay invites you to long walks, bike rides and saunas. The sunny orientation of the terrace area with a large pool offers plenty of space for sunbathing. Around the Casa there are several cozy seating areas. The wonderful panoramic view is a constant companion.

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.

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 .

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.&

Chianti, elegant barn among vineyards and pool
Discover a unique sanctuary in Chianti, a historic barn where stone walls meet 80s vintage design. Fall in love with the canopy bedroom, cook in the modern kitchen, and enjoy vineyard views from the living area. Outside, private gazebos and an infinity pool await you in total silence. A perfect blend of Tuscan heritage, sophisticated style, and pure romance."

Casa Melograno 11+2, Emma Villas.
Set in the rolling hills of Montefelcino, in the Marche region, is Casa Melograno, a 19th century barn carefully restored by the owners in 2015. From the old barn, where once the animals sought shelter from the sun, has sprung a house with six bedrooms, designer kitchens, large living rooms and a beautiful swimming pool surrounded by a spectacular panorama.
Popular amenities for Sasso di Simone holiday rentals
Other great holiday rentals in Sasso di Simone

Casale La Querce-Tuscan Farmhouse with pool & view

Casa Kuraj

The house on the bridge

Glamping Bell Tent "La Cabana"

Il Poggio - Independent Tuscan Villa with Pool

Castle of Valialle-Casa della Contessa

Villa Verde - Private Pool

Villa overlooking Rimini and San Marino
Destinations to explore
- Lake Trasimeno
- Pinarella Di Cervia
- Mugello Circuit
- Fiera Di Rimini
- Mirabilandia
- Misano World Circuit
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Senigallia Beach
- Autodromo Enzo e Dino Ferrari
- 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
- Eremo Di Camaldoli
- Ugolino Golf Club
- Teatro Tuscanyhall
- Val di Chiana
- Valdichiana Outlet Village
- Parco Naturale del Monte San Bartolo





