
Holiday houses in Sasso di Simone
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Top-rated holiday rentals in Sasso di Simone
Guests agree: these stays are highly rated for location, cleanliness and more.

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
4.98 out of 5 average rating, 203 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.
4.99 out of 5 average rating, 531 reviews
Tuscan charm of villa - countryside - Villa Senaia
Nell’affascinante campagna Toscana,tra ulivi e vigneti una villa in pietra,in posizione strategica per cogliere i segreti di Toscana e Umbria aria condizionata e piscina con area wellness per il vostro relax e confort Villa Senaia è una grande casa con travi in legno, in una splendida posizione in collina con vista idilliaca che affaccia su uno dei luoghi preferiti della campagna toscana, un ambiente attraente per mangiare all'aperto, bevendo vino toscano e ascoltando i grilli e le cicale
4.9 out of 5 average rating, 241 reviews
Piazza Grande Boutique Apartment
Affacciato sulla più bella piazza del centro storico di Arezzo, dove si svolge la rievocazione della Giostra del Saracino, il Piazza Grande Boutique Apartment è situato al secondo piano di un palazzo medievale, con vista sui bellissimi palazzi e le Logge Vasariane ed è una location unica nel suo genere. L'arredamento, opera della contessa Cesaroni Venanzi è stato realizzato con bellissimi mobili antichi reinterpretrati in chiave moderna ed arricchiti da contaminazioni contemporanee.
5.0 out of 5 average rating, 155 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.
4.95 out of 5 average rating, 59 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.
4.98 out of 5 average rating, 145 reviews
Villa Montanina - relax in esclusiva in Toscana
A typical Tuscan villa exclusively immersed in the views, greenery and peace of the Casentino Valley where you can spend moments of relax, fun and experiences where nature, culture and taste come together. During your stay you can enjoy cooking classes, yoga classes, wine tastings, massages, personalized experiences and relax in the large swimming pool. The Villa with its many large green spaces is also perfect for celebrating your dream wedding in Tuscany.
4.99 out of 5 average rating, 85 reviews
Villa del Duca - Private villa with pool
Surrounded by the harmonious landscape of Le Marche region, Villa del Duca is a private villa with a swimming pool, located just a few kilometers from Urbania, a peaceful and welcoming town offering all the services needed for a comfortable stay. Set in the countryside, the villa features an infinity pool with panoramic views, accessible via a scenic path lined with aromatic herbs, plants, and flowers, making the walk a true delight for all the senses.
4.94 out of 5 average rating, 18 reviews
Experience rustic off-grid life in the wilderness
This ancient rustic farmhouse lies within a national park in one of the largest areas of forests in Europe. Solar power, wood stoves, the bumpy road and the lack of phone signal offer an authentic off-grid experience. A rare privilege to go into the wild and take a break from urban life and modern conveniences. Hike to the monastery of St.Francis and the sacred forests of La Verna...or simply sit and enjoy the peace of this magical remote place.
4.97 out of 5 average rating, 159 reviews
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.
4.87 out of 5 average rating, 167 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.
5.0 out of 5 average rating, 56 reviews
Casa Rosmarino Eco-Wellness Country Home
Price includes: - Infrared Sauna - Wood for Fireplace - 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.
4.99 out of 5 average rating, 273 reviewsPopular amenities for Sasso di Simone holiday rentals
Other great holiday rentals in Sasso di Simone

Villa con Piscina Privata per 12 ospiti:Urbania
4.92 out of 5 average rating, 12 reviews
Casa Bianchini | Duplex 6-bedroom apartment (12 +1
4.93 out of 5 average rating, 58 reviews
Villa ai Caprioli Mondaino
5.0 out of 5 average rating, 16 reviews
Podere Chiappasonno
4.94 out of 5 average rating, 93 reviews
Due Torri, Umbrian elegance
5.0 out of 5 average rating, 27 reviews
Peschiera: una casa sul Lago
4.95 out of 5 average rating, 92 reviews
Almifiole
5.0 out of 5 average rating, 21 reviews
Appartamento i due parchi
4.86 out of 5 average rating, 66 reviewsDestinations to explore
- Lake Trasimeno
- Pinarella Di Cervia
- Mirabilandia
- Misano World Circuit
- Mugello Circuit
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Senigallia Beach
- Palacongressi Della Riviera Di Rimini
- Basilica of St Francis
- Frasassi Caves
- Autodromo Enzo e Dino Ferrari
- Italia in Miniatura
- Furlo Gorge Nature Reserve
- Eremo Di Camaldoli
- Fiabilandia
- Oltremare
- Parco Naturale del Monte San Bartolo
- Avignonesi Winery Fattoria Le Capezzine
- Val di Chiana
- Papeete Beach
- Valdichiana Outlet Village
- Gola del Furlo
- Basilica di Sant'Apollinare in Classe
- Castello di Gradara





