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Vacation rentals in Sasso di Simone

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Top-rated vacation rentals in Sasso di Simone

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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 homes in Novafeltria
4.99 out of 5 average rating, 113 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 spacious bedroom is presented featuring two beds, one being convertible, and artwork depicting a mountain landscape. Natural light enters through a nearby window, enhancing the modern decor. A small bedside table and decorative elements, including a plant, add warmth to the space.
Home in San Marino
4.98 out of 5 average rating, 121 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
A stone house with a rustic exterior is highlighted by a greenery-adorned entrance. The two-story structure features multiple windows and a staircase leading to an upper level. A cozy patio area is visible, surrounded by a lawn and natural landscape.
Home in Sansepolcro
4.96 out of 5 average rating, 55 reviews

Cottage nestled in the woods - peace and quiet

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!

Guest favourite
A spacious living area is highlighted by rustic wooden beams and a cozy fireplace. A light-colored sofa is positioned near large windows, allowing natural light to fill the space. A dining table is set with fresh produce and a decorative vase, enhancing the inviting atmosphere.
Home in Anghiari
4.89 out of 5 average rating, 147 reviews

Poggiodoro, your charming villa in Tuscany

Welcome to Poggiodoro, our 16th century stones' villa located in the countryside of Anghiari. The House offers stunning views, charming and furnished interiors providing all type of comforts: a beautiful fireplace that will keep the ambient warm even in winter, a big private garden where you can enjoy the open air and have lunch under the shade of pergola, with BBQ, fantastic in the warm seasons, a panoramic pool to spend great moments with friends, to be shared with the hamlet guests

Top guest favourite
A rustic living area features a wooden table surrounded by two elegant armchairs and a beige sofa. A stone fireplace, stocked with logs, stands as a focal point, while wooden beams adorn the ceiling. An inviting atmosphere is created by warm, natural colors and soft furnishings.
Home in Anghiari
4.99 out of 5 average rating, 250 reviews

Casa Rosmarino Eco-Wellness Country Home

Price includes the WELLNESS & COMFORT package as follow: - Organic Wooden Fired Hot Tub w/Jacuzzi (1 water filling good for 4 days of use) - Infrared Sauna - Wood for Fireplace & Hot Tub - Fire starters - Heating/Air Conditioning - Laundry/Dryer - Shower Gel/Shampoo/Bathrobes - Welcome Appetizer w/Wine - Italian Ground Coffee - Treats during your stay Extra activities (not included) : - Massages, Cooking Classes, Tours & Tasting Please INQUIRE for price & availability.

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 in Prato
4.98 out of 5 average rating, 140 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 cozy bedroom features a rustic stone wall with warm lighting illuminating the space. A spacious bed is draped with a soft blanket, and a small dining area with two chairs and a table is positioned by a window. The room captures a blend of comfort and simplicity.
Condo in Teodorano
4.96 out of 5 average rating, 251 reviews

The Theodoran ruin, in the countryside.

This is a typical early 1900s Romagna farmhouse, nestled in the Romagna hills between Forlì and Cesena. 40 km from the Romagna Riviera, you are immersed in the middle of the green and sunny hills where in addition to relaxing in the available swimming pool (seasonal summer opening), you can practice various outdoor activities, including trekking, bike excursions and much more. A BBQ area and a shaded area for outdoor dining are available for guests.

Top guest favourite
The villa, set against a nighttime backdrop, features a well-lit pool that reflects the surrounding greenery. The stone structure is complemented by illuminated trees and soft garden lighting, enhancing the serene atmosphere of the outdoor space.
Villa in Cagli
5 out of 5 average rating, 55 reviews

La Poderina

Villa Poderina is a typical pink stone cottage furnished in a beautiful country chic style, gently nestled on the bank of the Candigliano river located in the Marche hinterland with a wonderful panoramic view. Set in the garden, spacious and very well cared for, the beautiful pool is located, while a few meters inside the property you can access the charming unspoiled river beach with private access where you can take relaxing baths or walk paths.

Guest favourite
The loft showcases a spacious open-plan design with exposed brick arches, creating a warm ambiance. A comfortable white sofa is positioned near a wooden dining table. A kitchen with modern appliances is visible, along with a lofted area featuring accessible sleeping accommodations.
Condo in Arezzo
4.95 out of 5 average rating, 216 reviews

Beautiful Loft "La Volta su Arezzo"

Charming home in the old stables of a 13th-century building located in the heart of Arezzo's historic center. Furnished in typical Tuscan style, it has a kitchen complete with all appliances with an island and snack area, sofa, SmartTV and loft with two double beds. Free WiFi. A stone's throw from the main tourist attractions and all the most renowned shops, restaurants and clubs in the city. Also perfect for enjoying the renowned Antiques Fair.

Guest favourite
The rustic exterior of a restored mill is framed by blooming lilac flowers. The two-story building features stone walls with wooden doors and windows, surrounded by lush greenery and a gravel pathway. Sunlight illuminates the quaint structure, reflecting the peaceful rural setting.
Home in Anghiari
4.9 out of 5 average rating, 102 reviews

Il Vecchio Mulino

Bongiorno! Il Vecchio Mulino is a restored mill in the Anghiari area. Set in the valley surrounded by sunflower fields and a stream behind the villa, Il Vecchio Mulino is a quiet oasis from the metropolitan cities of Florence and Rome. Take a cooling dip in your own private pool (pool opens mid-May and is closed during the winter), stroll about the lawned gardens and enjoy the rural setting – this is the perfect place to relax and unwind.

Top guest favourite
A stone house framed by lush greenery is seen in the background, complemented by a clear blue swimming pool in the foreground. Sunlight reflects off the pool's surface, creating a serene atmosphere. The home features multiple windows and a charming roof, adding to its appeal.
Apartment in Torricella
5 out of 5 average rating, 20 reviews

CASA DEL MONTE in total relaxation

La Casa del Monte is the place to spend a break in complete relaxation. The location adjacent to the Furlo National Park is strategic for visiting the province of Pesaro-Urbino. Comfortable and cozy, the mountain house is a charming location with a history of 800 years, where the combination of modern comfort and ancient customs is perfectly realized. You can enjoy independent solutions and maximum privacy. Your pets are welcome.

Guest favourite
An ancient stone farmhouse with a rustic red-tiled roof is surrounded by lush greenery. The building sits within a mountainous landscape, framed by trees. The open sky above reveals soft clouds and sunlight, hinting at the serene atmosphere of the rural environment.
Vacation home in Chiusi della Verna
4.96 out of 5 average rating, 141 reviews

Experience rustic off-grid life in the wilderness

This ancient farmhouse lies within a national park in one of the largest areas of forests in Europe. Solar power, wood stoves and the bumpy road 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.

Popular amenities for Sasso di Simone vacation rentals

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Sasso di Simone