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Vacation rentals in Castiglione

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Castiglione

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

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Guest favorite
Villa in Poppi
5.0 out of 5 average rating, 5 reviews

Poggelleri the postcard on Poppi and Tuscan hills

Imagine waking up with the golden light of Tuscany filtering through the windows, the intoxicating scent of the countryside and the feeling of absolute peace. This villa awaits you for an unforgettable experience. Located in an exclusive and private location, it offers breathtaking views of rolling hills within walking distance of the most beautiful cities of art. If you are looking for a refuge where time seems to stand still, where beauty is everywhere and exclusivity is the watchword, you have found your ideal destination.

Top guest favorite
Condo in Cesenatico
5.0 out of 5 average rating, 19 reviews

La Casetta di Roby · relaxation in the cool • park free

Roby's Cottage is the place to really slow down, where the private courtyard becomes your personal space and the walls tell stories of the sea and Romagna. Designed for those who want to experience Cesenatico authentically, in a quiet and convenient area, reaching the sea and the center in a few minutes by bike. Comfort and hospitality are the hallmarks of this place. The perfect place for couples, families, and travelers looking for a warm, personal, and unique experience. Just 20 minutes from the Rimini Fair

Top guest favorite
Home in San Marino
4.98 out of 5 average rating, 190 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

Superhost
Vacation home in Brisighella
5.0 out of 5 average rating, 4 reviews

Palazzo Metelli: Historic Art Flat & Garden Oasis

Historic residence where beauty, nature, and tradition come together. The Demetra apartment is part of a historic building protected under the Code of Cultural Heritage and Landscape (Legislative Decree 42/2004). It is located just 300 meters from the ancient Via degli Asini and the Medieval Village. The property features a secluded outdoor area nestled within the Palazzo. As our guest, this intimate space is yours to enjoy exclusively. ***Su richiesta è possibile aggiungere un letto.***

Top guest favorite
Villa in Bertinoro
4.98 out of 5 average rating, 81 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 favorite
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.
Condo in Santarcangelo
4.95 out of 5 average rating, 73 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.

Top guest favorite
A spacious bedroom features a large bed with light linens against a softly colored wall. Two bedside lamps provide gentle illumination. Natural light enters through a sheer curtain covering a window, while a small nightstand complements the overall decor.
Condo in Ravenna
5.0 out of 5 average rating, 27 reviews

B&B Bibò among the sea, parks and monuments

Elegant renovated apartment within walking distance of the center of Ravenna. Two double bedrooms, each with a private bathroom. Large living room, small well-equipped kitchen. The rooms are sanitized with ozone before use. Adjacent to a green area, a dog park 100m away, and with buses and shops nearby. Italian buffet breakfast included. Animals present, but separated from the B&B, your little friends are also welcome. Transfer from/to the station and two bicycles are available.

Top guest favorite
Apartment in Urbino
5.0 out of 5 average rating, 17 reviews

Dimora Virgili - Urbino - (Full Historic Center)

Dimora Virgili is a large 80-square-meter apartment located in the heart of Urbino's historic center, 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 historical context of great value, the residence combines well-kept and functional environments with a quiet and elegant atmosphere. Ideal for those who want to experience Urbino calmly, living its history without sacrificing comfort.

Top guest favorite
A bright and spacious living area is presented, featuring a comfortable sofa and a mounted television displaying the Netflix logo. Decorative shelves with plants and accessories are seen on the walls. A dining table with chairs is visible in the background, contributing to the open layout.
Apartment in Ravenna
4.97 out of 5 average rating, 159 reviews

Darsena Dream [Private Parking a Stone's Throw from the Center]

Welcome to the Darsena Dream apartment: 78 sqm with FREE PRIVATE parking in front of the house. The apartment is located behind the MAUSOLEUM OF TEODORICO and a few minutes' walk from the station and the historic center where you can visit the UNESCO heritage monuments of Ravenna Located in a quiet and strategic area, ideal for both work and vacation; served by restaurants, bars, supermarkets and pharmacy Well connected by bus to reach the sea or any place in Ravenna.

Guest favorite
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 in Sarsina
4.95 out of 5 average rating, 64 reviews

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.

Guest favorite
A modern living space is presented, featuring a gray sofa and a wooden dining table surrounded by chairs. Glass doors lead to a garden area, allowing natural light to fill the room. A pendant light adds subtle illumination to the inviting space.
Apartment in Cervia
4.92 out of 5 average rating, 64 reviews

CaBamboo surrounded by greenery

National Identification Code: IT039007C15XN2GQSO Independent apartment in a private villa surrounded by greenery, just a few minutes from the historic center of Cervia. It offers a double bedroom, a living room with a kitchen and a sofa bed (160x200), and a porch equipped for outdoor dining. The sea can be reached by a pleasant walk of about 0.8 miles. Station is a 5-minute walk away. 2 parking spaces available in the fenced garden.

Top guest favorite
A spacious living area features high ceilings and large arched windows allowing natural light to fill the room. Elegant furniture, including a leather sofa and a round coffee table, accentuates the open layout, which connects to a dining area visible through the windows.
Apartment in Ravenna
4.94 out of 5 average rating, 361 reviews

Spacious Historic Palazzo in the Heart of Ravenna

Experience authentic Italy in a spacious 2,500 sq ft home set in an elegant historic palazzo in the heart of Ravenna. 3 bedrooms, 3 bathrooms and a private terrace, steps from UNESCO mosaics, restaurants and cafés. Just 15–20 minutes from the Adriatic beaches and ideally located for exploring Bologna, Florence, Venice and Italy’s Motor Valley, home to Ferrari, Lamborghini and Ducati.

Popular amenities for Castiglione vacation rentals