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Holiday rentals in San Leo

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Top-rated holiday rentals in San Leo

Guests agree: these stays are highly rated for location, cleanliness and more.

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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 home
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
4.98 out of 5 average rating, 127 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 spacious bedroom features a king-size bed with neutral bedding, complemented by decorative pillows. Soft lighting is provided by wall sconces, while natural stone walls add texture. A small bedside table and an armchair enhance the inviting ambiance.
Home
4.98 out of 5 average rating, 52 reviews

[Hot Tub and Nature] Entire Home in the hills

A stone house surrounded by nature, in Romagna, between the Apennines and the villages. Here live the memories of generations, of a village, of three brothers who have decided to reopen their doors for those seeking intimacy, nature, taste. La Cappelletta is where you can sleep, cook, taste, meditate. Whether it is for a romantic getaway, an escape from the city, a vacation with grandparents, a retreat among friends, a corporate team building sprint, a weekend away from the chaos to find peace.

Top guest favourite
The elegant villa is set against a twilight sky, featuring an inviting infinity pool surrounded by stylish sun loungers. Lush gardens and pathways lead to the spacious terrace adorned with ambient lighting, enhancing the serene atmosphere of the outdoor space.
Villa
4.97 out of 5 average rating, 67 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.

Superhost
A stone house is framed by lush greenery and vibrant flowers in pots. A sun-soaked terrace leads to a serene view of the surrounding landscape, with a comfortable seating area visible in the distance under a canopy. Bright blue skies provide a tranquil backdrop.
Cottage
4.8 out of 5 average rating, 20 reviews

from the fortress to the sea, your home in San Leo

Matching house immersed in the green of the typical Apennine landscape, recently renovated in a rustic style.Located about 1 km from San Leo,a charming medieval village. From the park that surrounds the house you can enjoy the beauty of this territory.The stay is suitable for those who love tranquility and nature. Suitable for couples, families,groups and those who are alone.Here, trekking enthusiasts, cycling and motorcycling enthusiasts find satisfaction. Garage for motorcycles and bikes.

Top guest favourite
A tranquil bedroom features two spacious beds and rustic stone walls, complemented by soft curtains framing the windows. Natural light flows in, illuminating a simple wooden nightstand and a round mirror that reflects the serene view of a private garden.
Apartment
4.95 out of 5 average rating, 64 reviews

La Malvina ~5* historic center~ Private garden

La Malvina is the ideal place for those who want to spend quality time and relax in Romagna. It is located in the historic center of Santarcangelo in the Contrada dei Fabbri, in an ancient building recently restored with taste and style. It is the perfect place to stay to discover the beauty and amenities of the town and to enjoy the artistic and cultural excitement of the area in every season. By car or bicycle you can easily reach many places of interest from Rimini to Valmarecchia.

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
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
4.99 out of 5 average rating, 253 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.

Guest favourite
An old stone clock tower stands adjacent to a two-story building with wooden shutters. The surrounding area features greenery and steps leading up from the street, creating a welcoming entrance. A clear blue sky dominates the backdrop.
Flat
4.96 out of 5 average rating, 27 reviews

Antica Dimora di Mercatino. Living in Montefeltro

The apartment, in the 19th-century house of my ancestors, is located in Novafeltria, in the heart of Montefeltro and Valmarecchia. It offers an ideal stay to discover these lands. It overlooks the main square of the village and everything is close by: shops, cafes and restaurants for all budgets, the bus stop that leads to the Riviera, the river and the municipal swimming pool, bike or trekking routes to visit the enchanting villages of Val Marecchia

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.
Apartment
4.96 out of 5 average rating, 253 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.

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.
Holiday home
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.

Top guest favourite
A charming rural building is set against a backdrop of lush greenery at dusk. Soft lighting highlights the stone exterior and terracotta roof, while the surrounding trees and landscaped grounds enhance the tranquil environment.
Farm stay
4.96 out of 5 average rating, 112 reviews

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 San Leo holiday rentals

  1. Airbnb
  2. Italy
  3. Emilia-Romagna
  4. Rimini
  5. San Leo