
Holiday rentals in Sasso di Simone
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Top-rated holiday rentals in Sasso di Simone
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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.

Tuscan charm of villa - countryside - Villa Senaia
In the charming Tuscan countryside, among olive trees and vineyards, a stone villa, in a strategic position to grasp the secrets of Tuscany and Umbria air conditioning and swimming pool with wellness area for your relaxation and comfort Villa Senaia is a large house with wooden beams, in a beautiful hillside location with idyllic views overlooking one of the favorite places in the Tuscan countryside, an attractive setting for outdoor dining, drinking Tuscan wine and listening to crickets and cicadas

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

Dimora Virgili - Urbino - (Full Historic Centre)
Dimora Virgili is a large 80 sqm apartment located in the heart of Urbino's historic centre, in one of the city's oldest buildings. The spaces are generous and equipped with all comforts, designed for a comfortable and relaxed stay. Set in a highly valuable historical context, the residence combines well-kept and functional rooms with a quiet and elegant atmosphere. Ideal for those who want to experience Urbino at a leisurely pace, immersing themselves in its history without sacrificing comfort.

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.

Piazza Grande Boutique Apartment
Overlooking the most beautiful square in the historic center of Arezzo, where the re-enactment of the Giostra del Saracino takes place, the Piazza Grande Boutique Apartment is located on the second floor of a medieval building, overlooking the beautiful palaces and the Vasari Loggias and is a unique location of its kind. The decor, the work of Countess Cesaroni Venanzi, was created with beautiful antique furniture reinterpreted in a modern way and enriched with contemporary influences.

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

The house on the bridge
You will live in a house hundreds of years ago, built on the Romanesque bridge of the village. Large walls, oak beams, terraces under the arches of the bridge and bowls on the road in the warm embrace of a medieval village. Madies, pastry chefs, chests wisely renovated to leave all the flavor of the crafts that still belong to us. Breakfast with the best traditional desserts and pleasant breaks by the lit fireplace. Time will seem to stop with you.

Glamping Pandaland - Sisley
This cozy 18-square-meter wooden mini house offers a perfect retreat for those seeking relaxation and simplicity. Inside you will find everything you need for a comfortable stay: bed, equipped kitchenette and private bathroom. Outside, surrounded by trees, a heated hot tub, ideal for relaxing under the stars or after a day outdoors. A peaceful corner where you can rediscover silence and contact with nature, without sacrificing essential comforts.

[Bridgerton Atmosphere] Historic residence in the village
Welcome to my beautiful new home in Sansepolcro! Just completely renovated, it's as fresh as a daisy, but with a bit of a Bridgerton style, so it's historical, themed and classic 😃 🌿 An oasis of natural coolness: Located in a historic building in the centre of Sansepolcro, the apartment boasts thick original stone walls. This traditional insulation keeps the house beautifully cool and pleasant (around 24°C) even on the hottest summer days.

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.

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.
Popular amenities for Sasso di Simone holiday rentals
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Destinations to explore
- Lake Trasimeno
- Pinarella Di Cervia
- Mirabilandia
- Mugello Circuit
- Fiera Di Rimini
- Misano World Circuit
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Senigallia Beach
- Autodromo Enzo e Dino Ferrari
- Basilica of St Francis
- Palacongressi Della Riviera Di Rimini
- Frasassi Caves
- Italia in Miniatura
- Oltremare
- Furlo Gorge Nature Reserve
- Eremo Di Camaldoli
- Fiabilandia
- Avignonesi Winery Fattoria Le Capezzine
- Parco Naturale del Monte San Bartolo
- Val di Chiana
- Papeete Beach
- Valdichiana Outlet Village
- Ugolino Golf Club
- Rocca Roveresca





