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Holiday rentals in San Carlo

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Top-rated holiday rentals in San Carlo

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

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Top guest favourite
An outdoor patio area features rustic furnishings and is framed by gracefully draping curtains. The space is adorned with comfortable seating and a communal dining table, set against a backdrop of tall cypress trees and a clear blue sky, inviting relaxation in a serene environment.
Home in Simignano
4.97 out of 5 average rating, 192 reviews

Casa al Gianni - The Simignano Barn

Converted from a former barn, this luxurious retreat offers 5 bedrooms, 4 bathrooms, a large, fully equipped kitchen, a spacious living room, a large private garden with parking, a hot tub, a patio with sofas, a BBQ, a fire pit and an outdoor kitchen. Ideal for those seeking a unique experience, it combines rustic charm with modern comforts. Perfect for families or groups, it promises magical evenings under the stars, with relaxation in the hot tub and al fresco dining. A memorable getaway awaits you in this little slice of paradise!

Top guest favourite
A stone house is positioned on a hillside overlooking the deep blue sea. Lush green terrain surrounds the structure, and a large umbrella provides shade near the entrance. The coastline and distant boats can be seen in the background under a clear sky.
Home in Rio Marina
5.0 out of 5 average rating, 117 reviews

Captain's House | Monte Grosso, Elba

The Casa del Capitano is located on the top of Monte Grosso in the National park of the tuscan archipelago. The location is unique on the island and from here you have a fantastic view of the city of Portoferraio, Piombino, Corsica, Capraia and Gorgona. The house was restored during a project lasting several years, in close collaboration with the National Park and was designed to be self-sufficient and ecological. Here you use purely the energy of the sun, without having to renounce luxury.

Top guest favourite
Apartment in San Vincenzo
5.0 out of 5 average rating, 20 reviews

[Comfort & modern]House with terrace and garden

Welcome to this wonderful apartment in San Vincenzo! Ideal for 6 guests, it’s perfect for those who love the sea, tranquility, and authentic Tuscany. Suitable for travelers from all over the world, it welcomes families with children, two couples, or a small group of friends. A perfect location to relax on the terrace after a day at the beach, discover charming villages, and experience unique food and wine adventures. Let yourself be enchanted by the magic of the Etruscan Coast!

Top guest favourite
Home in Massa Marittima
5.0 out of 5 average rating, 74 reviews

Design loft with private SPA in Tuscany

Welcome to Loft SPA, your personal refuge in the heart of Massa Marittima, an exclusive accommodation equipped with a private indoor swimming pool. This unique property offers an unparalleled stay experience, combining elegance and comfort, the accommodation has been designed with attention to detail and quality, The highlight is the indoor swimming pool with its accessories, an oasis of relaxation. This exclusive accommodation offers a stay experience you will not easily forget.

Guest favourite
A two-story yellow house is framed by lush greenery and colorful flowers. The front porch features a railing and a stone pathway leading to the entrance. Vibrant orange and pink blooms enhance the welcoming atmosphere of the garden, set against a clear blue sky.
Farm stay in San Vincenzo
5.0 out of 5 average rating, 11 reviews

Apartment for 9 people Agriturismo Villa Oliveta

In San Vincenzo on the Tuscan coast in a slightly hilly area – 1.3 km from the beach – between the green olive trees and cultivated fields. The Villa Oliveta agriturismo offers a large apartment for 9 people with a beautiful view that ranges from the countryside to the sea. From the house, which is slightly on a hill, you can enjoy a wonderful view that embraces all the hills up to the sea and the surrounding islands. The center and beaches can be reached in just a few minutes.

Top guest favourite
A historic tower rises prominently against a blue sky dotted with fluffy clouds. Surrounding greenery complements the stone structure, with trees and small buildings visible along the hillside, collectively conveying a sense of tranquility.
Villa in Montecatini Val di Cecina
4.99 out of 5 average rating, 137 reviews

Belforti Tower

Torre dei Belforti is the perfect place for people who love beauty, nature and art. Sleeping at the Tower is like traveling trough the time, between knights and princesses. The wonder of this place is enriched by a big garden, with its swimming pool, the cypresses alleys and the olive trees. The village is also a magic place well preserved and still alive. We are Emilia and Luca, we live here and our mission is to give the best to our guests, to fully enjoy this marvelous place.

Top guest favourite
Flat in Suvereto
5.0 out of 5 average rating, 18 reviews

Suvereto Suite with private roof top terrace

Suite apartment with private roof top terrace. Charming little Suite fro couples, situated in the heart of Suvereto in a tranquil, natural and highly private setting. Unique panorama with stunning postcard views, ​overlooking vineyards, olive groves and the ocean in the distance. Secure Bike Storage for Cyclists in Suvereto's Historic Center For a small fee of €10 per day, you can safely store your bike and enjoy your ride without worrying about your vehicle's security.

Top guest favourite
A large swimming pool surrounded by a brick patio and manicured lawns is highlighted in this image. Sun loungers are positioned along the pool's edge, with lush greenery and trees creating a serene backdrop. The villa's charming structure is visible in the distance under a partly cloudy sky.
Villa in Barberino Tavarnelle
4.98 out of 5 average rating, 104 reviews

Podere Tignano, 4-bedroom villa in the Chianti!

Nestled among the rolling hills of Chianti between Florence and Siena, Podere Tignano offers breathtaking views over vineyards, olive groves, and golden grain fields. This charming Tuscan stone villa blends authentic rural character with modern comfort and welcomes up to 8 guests in 4 bedrooms. Surrounded by peaceful countryside and featuring a private swimming pool, it is the perfect retreat for those seeking relaxation, nature, and the true spirit of Tuscany.

Guest favourite
An outdoor dining area is set on a terrace with a sea view, featuring a wooden table surrounded by metallic chairs. Soft lighting from candles and lanterns creates a warm ambiance. The horizon is illuminated by the fading light of dusk, while palm trees and moored boats are visible in the background.
Flat in San Vincenzo
4.95 out of 5 average rating, 20 reviews

La Torre-Luxury attic - BEACH FRONT - Tuscany

La Torre is a unique apartment, selected from travel magazines throughout Italy. On the beach and in the centre. It has 2 bedrooms (one double and one single), a bathroom, a kitchen and a living room with sea view. The terrace is habitable, with a table, chairs and a relaxation area with sofas. The house is located on the second and top floor, without a lift. A 2-minute walk from the house there is a private garage to book, €12/night.

Guest favourite
Dome in Volterra
4.95 out of 5 average rating, 159 reviews

Green Dome @ The Land Before Time Retreats

Nestled among Tuscan olive groves between Volterra and San Gimignano, The Land Before Time – Quad & Saddle Retreats offers 4 Green Domes with private jacuzzi, en-suite bathroom, air conditioning and Wi-Fi. Enjoy breakfast each morning in the Cupola Lounge with stunning views. During your stay, experience horseback rides through scenic trails, quad tours to discover hidden Tuscany, or simply relax under the starry sky.

Top guest favourite
A terrace overlooking the coastline is equipped with a large umbrella, sun loungers, and a small pool. The rocky coastline and clear blue water are visible, while lush greenery frames the outdoor area, creating a serene environment for relaxation.
Home in Rosignano Marittimo
4.95 out of 5 average rating, 107 reviews

Frontemare house with exclusive sea access

Casa Frontemare is a completely renovated property with direct access to the sea, from which you can enjoy a panoramic view of the sea, the Tuscan islands and wonderful sunsets. It is a perfect place for those who love a relaxing and private vacation. The proximity to the Tuscan art cities and the small typical villages means that it is also possible to discover new places and discover the flavors of Italian cuisine.

Guest favourite
Villa in Morcone
5.0 out of 5 average rating, 9 reviews

Luxury Villa with swimming pool ModdissiCharme IsolaElba

Villa with infinity pool surrounded by greenery, just a few minutes from Morcone Beach. Comfortable sleeping area offers 3 double bedrooms and one with single beds, each with a full private bathroom, TV and air conditioning. In the living area there is a large equipped kitchen, dining table with relaxation area and smart TV; from here access to the outdoor terrace ideal for enjoying a great aperitif Parking lot

Popular amenities for San Carlo holiday rentals