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Holiday rentals in Bertinoro

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Top-rated holiday rentals in Bertinoro

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

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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
4.99 out of 5 average rating, 147 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

Guest favourite
An expansive outdoor deck offers a serene view of rolling hills under a clear sky. An infinity pool transitions seamlessly into the landscape, with two soft seating cushions placed nearby, inviting relaxation and contemplation of the stunning panoramic scenery.
Home
4.88 out of 5 average rating, 189 reviews

Infinity view

Completamente ristrutturata posizione con vista mozzafiato sul Valdarno. Il piano terra è composto da soggiorno con due vetrate che danno sul patio, camino, divano letto, bagno con grande doccia e cucina moderna con isola in acciaio, con tre porte finestre per accedere alla zona pranzo esterna con bbq. Il primo piano è composto da due camere matrimoniali ognuna dotata del proprio bagno con doccia. Giardino è moto curato,ci sono vari angoli relax, prendisole è una piscina infinity ad idrolisi

Top guest favourite
Villa
4.97 out of 5 average rating, 71 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.

Top guest favourite
An infinity pool sits on a green terrace, surrounded by lush greenery and olive groves. Several loungers are positioned on the lawn, offering views of the expansive valley and distant hills under a clear blue sky.
Villa
4.96 out of 5 average rating, 56 reviews

The Lazy Oak

Perched on a hillside above the Valdarno area, between the cities of Florence, Arezzo and Siena, the Lazy Oak villa is surrounded by acres of olive groves. The main house on two level has been fitted with bedrooms, bathrooms and new kitchen whilst retaining its old terracotta floors and beamed ceilings. A dining loggia for al fresco meals enjoys a breathtaking view of the countryside. The infinity pool is set just a few steps from the house on a green terrace furnished with loungers.

Guest favourite
Holiday home
4.89 out of 5 average rating, 167 reviews

Barrel Suite Tuscany • Hot Tub • Vineyard View

Wooden barrel suite in Tuscany, nestled in an olive grove in Reggello: breathtaking views over hills and vineyards, total peace. One of the largest barrels in the world (3.5 m x 8 m) with a private bathroom, kitchenette, veranda and small courtyard. All barrels have a hot tub pool for your relaxation. Strategic location: Florence ~40 min, Siena and Arezzo for day trips. Private parking on the property and a welcome Tuscan cold cuts and cheese board. Close to The Mall Luxury Outlet.

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, 66 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 bright seating area is visible with a striped couch adorned with a turquoise cushion. Potted plants are placed nearby, adding greenery to the space. Light filters through large windows, illuminating the room and creating a serene atmosphere. A staircase can be seen in the background.
Flat
4.84 out of 5 average rating, 182 reviews

At Morena's house

Large apartment, located in San Mauro in Valle di Cesena, a stone's throw from the historic center. Living area with kitchen and living room, bathroom with shower, sleeping area with two bedrooms (double + triple and a bed to be added if necessary). Closed terrace area for smokers. Independent entrance. Free parking. Bright and welcoming. It can also be rented for a few days. Breakfast is self-service: moka with coffee, various types of tea, rusks, jams and cookies.

Top guest favourite
The exterior of the castle is showcased at sunset, with vibrant orange and purple skies providing a dramatic backdrop. Stone towers rise from the landscape, surrounded by greenery and colorful flora, reflecting the historic charm of the property.
Castle
4.99 out of 5 average rating, 210 reviews

Il Castello di Ferrano - Castle in Tuscany

Try the experience of staying in a real Castle! Il Castello di Ferrano offers to its hosts the chance of living an unforgettable experience: you will be the only guests in the castle, and everything will be for you (private pool from June to September, gardens etc..). Historical building, surrounded by nature, finely decorated, frescoes/moulding on the ceiling, ample terrace w/ stone and terracotta floor, private outdoor pool.. Good position. Preferably come by car.

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, 254 reviews

The Teodorano 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
A cozy living area features a soft gray sofa adorned with decorative pillows in warm hues. A wooden coffee table sits in front, while a stylish lamp and a modern barstool add functional decor. Natural light floods the space through a window with sheer curtains.
Flat
5 out of 5 average rating, 40 reviews

Maison De Bosch

Welcome to Maison De Bosch, a haven where local craftsmanship and Gambettola's history intertwine to create a unique experience. Located in the heart of the city, this house is a tribute to the creativity and culture of the community. Discover exclusive works of art, sculptures and handcrafted furnishings that tell unique stories. Perfect for those looking for a relaxing, beautiful and authentic stay.

Top guest favourite
Villa
5 out of 5 average rating, 42 reviews

Tuscan retreat surrounded by peace and nature

🌿 Il Friscello | Nature, Relax & Wellbeing in the Heart of Tuscany Imagine waking up to the gentle sound of flowing water, opening the windows, and breathing in the scent of the Tuscan countryside. At Il Friscello, you don’t simply stay in a house — you experience something truly authentic, far from the rush of everyday life and fully immersed in unspoiled nature.

Guest favourite
Farm stay
4.88 out of 5 average rating, 309 reviews

Romantic apartment in the Tuscan village

The house is located in an ancient medieval village that has been completely renovated while maintaining the charm of its history. In the village you will find two swimming pools, a restaurant, many gardens and much more... It is in a strategic position to be able to reach the main attractions such as the Chianti Region, Florence, Arezzo and Siena!

Popular amenities for Bertinoro holiday rentals

  1. Airbnb
  2. Italy
  3. Emilia-Romagna
  4. Bertinoro