
Holiday rentals in San Carlo
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Top-rated holiday rentals in San Carlo
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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!
4.97 out of 5 average rating, 194 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.
5.0 out of 5 average rating, 117 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.
5.0 out of 5 average rating, 11 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.
5.0 out of 5 average rating, 74 reviews
Villa Siloral a jewel in the Etruscan Coast
Our cozy and elegant Villa Siloral Blu is nestled among the vineyards overlooking Bolgheri, a village well known to lovers of wine and literature. The park where the villa is located is bordered by a line of olive trees Under the large outdoor patio there is a lounge area and veranda for unforgettable summer dinners. Given the thick walls and its position, the temperature is always pleasantly cool even during the hot summer months. It comfortably accommodates 8 persons.
4.89 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.
5.0 out of 5 average rating, 19 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.
4.98 out of 5 average rating, 105 reviews
Casa del Poggio, with a beautiful sea view
The Casa del Poggio (house at the hill) is located in the hills of Castagneto Carducci and is part of our organic farm. It is immersed in a peaceful countryside surrounded by olive groves, vineyards and woodland and enjoys a beautiful view of the sea and the castle of Castagneto Carducci. At the same time its position allows you to reach the village in just 10 minutes by foot and the beaches of Marina di Castagneto in 10 minutes by car or bus.
4.95 out of 5 average rating, 164 reviews
Casa Il Leccio – Relax and nature in Tuscany
Enjoy peace and nature in this beautiful countryside home surrounded by greenery. With a large private garden, it offers complete privacy and quiet. Just minutes from the sea, you can easily reach the beaches of Baratti, Sterpaia, and Rimigliano. Discover the wine villages of Bolgheri and Suvereto and the Etruscan sites of Populonia. Perfect all year round, with efficient heating, a cozy atmosphere, and an ideal location to explore Tuscany.
5.0 out of 5 average rating, 34 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.
4.95 out of 5 average rating, 170 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.
4.95 out of 5 average rating, 107 reviews
Antea Blu: beach house in Tuscany-2 bedrooms
98 sqm apartment, on the beach and 200 metres from the pedestrian street with shops. Private garage 2 minutes' walk from the house (€12/night) The house has: -a large living room with large sofa and 55-inch SMART TV - a beautiful and bright kitchen/dining area -2 bedrooms -2 baths -1 terrace with outdoor stone table and iron chairs, sea view
4.95 out of 5 average rating, 93 reviewsPopular amenities for San Carlo holiday rentals
Other great holiday rentals in San Carlo

Sea view penthouse with 130 sqm terrace
4.94 out of 5 average rating, 90 reviews
[Comfort & modern]House with terrace and garden
5.0 out of 5 average rating, 22 reviews
Country Chic Tuscan Oasis, Pool, Relax & Nature
4.93 out of 5 average rating, 29 reviews
Leo's vintage home
4.73 out of 5 average rating, 41 reviews
Casa Giorgiana in Bolgheri, Tuscany
5.0 out of 5 average rating, 8 reviews
glamping San Bart
4.97 out of 5 average rating, 63 reviews
Stunning Tuscan Villa☼Amazing view and patio
4.97 out of 5 average rating, 35 reviews
Tenuta Tegolaia
5.0 out of 5 average rating, 29 reviewsDestinations to explore
- Elba
- Piazza del Duomo (Pisa)
- Cala Violina
- Parco Regionale Della Maremma
- Spiagge Bianche
- Pisa Centrale Railway Station
- Gulf of Baratti
- Spiaggia Di Sansone
- Gorgona
- Capraia
- Del Chianti
- Pianosa
- Spiaggia di Capo Bianco
- Spiaggia di Marina di Campo
- Antinori nel Chianti Classico
- Piazza dei Cavalieri
- Siena Cathedral
- CavallinoMatto
- Quercetano
- Palazzo Pubblico
- Rimigliano Natural Park
- Riserva Naturale Diaccia Botrona
- Abbey of Monte Oliveto Maggiore
- Abbey of Sant'Antimo





