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Holiday rentals 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.

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Guest favourite
The image features a contemporary house positioned near a serene lake, surrounded by lush greenery. The building's large windows reflect beautifully on the water's surface, while tall trees frame the scene, creating a peaceful atmosphere in nature.
Cottage
4.95 out of 5 average rating, 20 reviews

House on the lake Springs in the woods

House by the lake in a unique and evocative environment in close contact with nature and the surrounding greenery. New construction with all the comparisons to ensure a fairytale stay. The location is secluded and quiet, it transmits relaxation and peace even if only 1 km from the state road to Gubbio. A well-equipped kitchen where you can cook and dine with a view of the lake, in a beautifully appointed space. It will be the setting for an unforgettable holiday. Dogs are welcome, and they stay for free.

Top guest favourite
A charming green cottage is nestled amidst trees, surrounded by well-maintained greenery. The building features wooden shutters and a rustic stone pathway leading to a private entry. Sunlight filters through the leaves, creating a serene atmosphere in the garden area.
Tiny home
4.99 out of 5 average rating, 115 reviews

A house with every comfort surrounded by greenery

Ideal house for those looking for intimacy and relaxation. Only one!Well-kept environment equipped with every comfort. It accommodates two people and a child up to 3 years old. An English bathtub in the double bedroom. Perfect home for bikers with a bicycle garage. Outside, a large fully fenced garden and an exclusive patio where breakfast is served. Barbecue available. Adjacent to the Marecchia River bike path, which can be reached from the garden. Ideal accommodation for exploring the Marecchia Valley.

Top guest favourite
A charming outdoor dining area features a round table set with delicate dishware and a pink tablecloth. Surrounding the table are intricately designed white chairs. A gazebo provides shade, and lush greenery is visible in the background, creating a serene setting for leisurely meals.
Farm stay
4.99 out of 5 average rating, 509 reviews

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.

Guest favourite
Home
4.98 out of 5 average rating, 178 reviews

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

Top guest favourite
Flat
5 out of 5 average rating, 10 reviews

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.

Top guest favourite
Villa
4.97 out of 5 average rating, 79 reviews

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.

Guest favourite
Villa
5 out of 5 average rating, 20 reviews

Stunning house with pool, final summer discounts

40 mins from Perugia airport and Terontola railway station Charming and tastefully restored farmhouse with panoramic views. Large heated private swimming pool. Outdoor terraces with pergolas for shade. BBQ and pizza oven Security gate and cameras Four bedrooms with air-conditioning, three bathrooms. Two sitting rooms. Full equipped kitchen. Parking up to four cars. Wi-fi throughout. Weekly cleaning included. Washing Machine and Dishwasher Table tennis, Sky TV, indoor and outdoor games.

Top guest favourite
A spacious piazza is surrounded by elegant medieval architecture, featuring a central hexagonal area with open-air seating. Stone pathways lead to various shaded spots, while umbrellas provide shelter for patrons. Beautiful clouds drift overhead, enhancing the vibrant scene of daily life in the historical center.
Flat
5 out of 5 average rating, 150 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.

Guest favourite
A bright living area features a spacious white sofa adorned with decorative pillows. A round glass coffee table sits in front, surrounded by a light-colored rug. A bookshelf filled with various books and decorative items is visible in the background, complementing the overall modern decor.
Loft
4.93 out of 5 average rating, 107 reviews

Suite 64

L'appartamento di 80mq è ubicato in una caratteristica via del centro storico, con uno splendido affaccio sulla vallata e sul Mausoleo dei Duchi di Urbino. É composto da una camera matrimoniale con cabina armadio, ampio living con cucina a penisola e ampio bagno. L'arco che ingloba la cucina è di epoca romana mentre in camera si possono trovare travi in legno di epoca rinascimentale L’alloggio è ubicato nel quartiere di San Bartolo e dista 100 metri dalla zona monumentale di Urbino.

Top guest favourite
The farmhouse entrance is framed by two potted plants and orange pumpkins. A stone facade features a wooden door with gray shutters, complemented by a tiled roof. Natural surroundings are visible in the background, emphasizing the peaceful rural setting.
Home
4.98 out of 5 average rating, 143 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.

Top guest favourite
A stone terrace is framed by arched supports, illuminated by gentle lighting. Wooden furniture is arranged for relaxation, with potted plants adding natural elements. The backdrop showcases the medieval bridge, seamlessly integrating the outdoor space with the historic architecture.
Home
4.96 out of 5 average rating, 54 reviews

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.

Top guest favourite
The outdoor pool area is surrounded by neatly trimmed cypress trees and colorful gardens. A gentle slope leads to the pool, with views of the rolling green hills in the background. Sun loungers and umbrellas are placed around the pool, creating a serene atmosphere.
Farm stay
5 out of 5 average rating, 49 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.&

Popular amenities for Sasso di Simone holiday rentals

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