Holiday rentals in Sasso di Simone

Villa overlooking Rimini and San Marino

A recently renovated rustic villa overlooking the Romagna Riviera and San Marino. Three spacious bedrooms, two bathrooms with two showers, a large living room with a sofa, and a fully equipped kitchen. Immerse yourself in nature and take advantage of the large porch on starry nights. Access the swimming pool just 900 metres away with an adjacent restaurant, at discounted prices. Explore San Marino, Verucchio, Santarcangelo di Romagna, Rimini, Riccione and much more in just a few minutes. Cin: IT099028C1V8NP8K8F

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.

Casa La Ciucola – Stone House in Tuscany with Pool

Casa La Ciucola è un’incantevole casa vacanze toscana, parte di una piccola proprietà storica con piscina in comune e spazi esterni privati. Immersa nella natura, offre un soggiorno autentico e rilassante nel borgo medievale di Raggiolo, nella Valle del Casentino. Gli alloggi indipendenti sono ristrutturati nel rispetto della tradizione e della sostenibilità, con pietra a vista, legno e atmosfera rustica. Il borgo è pedonale e garantisce un’esperienza autentica, lontana dal turismo di massa.

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

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.

PIETRASERENA Loft in the heart of the historic center

In the heart of medieval Arezzo, PIETRASERENA is a one-of-a-kind vacation home. Located in a prestigious historic building, a stone's throw from Piazza Grande, it was born from the restoration and reuse of what were once artisan and merchant shops since ancient times. A loft characterized by the perspective sequence of vaulted rooms, functionally distinct but left without separations, where pietraserena dominates both in the cladding and in the decorative elements of the cross vaults.

Casa Tondino | Ground floor 2-bedroom apartment (4

La Foresteria is a historical rural estate located near Arezzo in southeast Tuscany. Surrounded by lush countryside and fruit orchards, it offers guests serenity and peace. The property features ten carefully restored apartments, a private swimming pool, and an on-site restaurant where guests can enjoy breakfast and dinner. Its location is perfect for relaxing or exploring Tuscany’s art, culture, and nearby cities like Cortona, Florence, Siena, and Montepulciano.

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.

V&E • Hot tub • Gym

Modern and luxurious villa between the green hills and the city's profile. 10 minutes from the Equestrian Center and 5 minutes from the historic center. A design corner surrounded by a large garden, with romantic corners of olive trees and lavender. Activities, nature, comfort, and well-being. On summer nights when the stars and city lights meet, immerse yourself in the warm waters of the hot tub, letting yourself be lulled by the sound of the trees.

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.

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.&

Casa Rosmarino Eco-Wellness Country Home

Price includes: - Infrared Sauna - Wood for Fireplace - Fire starters - 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.