
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.

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.

Palazzo: A Little House in the Woods – Peace and Tranquillity
Independent apartment surrounded by greenery in the Tuscan Apennines, on the edge of the Alpe della Luna nature reserve. Perfect for single hikers, couples or families and lovers of nature and tranquility. The house is a few minutes' walk from two taverns in the hamlet of Montagna, where you can taste typical local products and enjoy the hospitality of the people of Montagna. Every day you come across fallow deer, roe deer, badgers, porcupines and wild boars... and the wolf that hunts them!

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.

Luxury private 1-bedroom app with pool in Tuscany
This stylish 1-bedroom house on a 15 hectares estate, surrounded by vineyards & Tuscan hills, is beautifully decorated; has access to the swimming pool & private outside patio. The house has an open sitting/dinning area, double bedroom , bathroom, WiFi & everything you need for a luxurious, relaxing Tuscan holiday. With lots of hiking routes & nature; the ancient, historical town of Anghiari is only 5 minutes drive, it’s a perfect spot for anyone looking for a perfect Italian holiday.

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.

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.

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.

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
Other great holiday rentals in Sasso di Simone

Il Borghetto

La Casa nel Roccione

[Piazza Grande] Prestigious Apartment with a View

Historic Arched Apartment in the Heart of Arezzo

Montefiorentino Farmhouse with Private Pool

Galasterna, at the foot of the mountain

Villa Medici Donnini Deluxe Apartment

Villa Spogna
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
- Frasassi Caves
- Palacongressi Della Riviera Di Rimini
- Italia in Miniatura
- Avignonesi Winery Fattoria Le Capezzine
- Oltremare
- Fiabilandia
- Furlo Gorge Nature Reserve
- Eremo Di Camaldoli
- Papeete Beach
- Parco Naturale del Monte San Bartolo
- Ugolino Golf Club
- Val di Chiana
- Valdichiana Outlet Village
- Gola del Furlo





