
Holiday rentals in San Carlo
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Top-rated holiday rentals in San Carlo
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Casa al Gianni - Hut
Hello, we’re Cristina and Carmelo! We look forward to welcoming you to ‘Casa al Gianni’, our farmhouse in the woods of the Montagnola Senese, just 20 minutes from Siena. Here, life slows down: there is only the scent of the earth, the song of the birds, and the companionship of our animals. It is an invitation to rediscover the beauty of the little things, surrounded by the greenery of the most authentic Tuscany. It’s not just a holiday; it’s a return to our roots. This peaceful haven will stay with you forever. We look forward to welcoming you!
4.93 out of 5 average rating, 294 reviews
Podere Vergianoni nestled in Chianti with a pool
Podere Vergianoni is a family-run, historic 17th-century property located in the beautiful Chianti hills of Tuscany, with the option of arranging a private shuttle and local experiences directly with our family. The apartment is available for 2 adults with the possibility of adding a sofa bed for 2 children under 12 years of age. In the large outdoor courtyard you'll find a saltwater pool with a relaxation area on a panoramic terrace overlooking the castle and vineyards with unique sunsets.
5.0 out of 5 average rating, 352 reviews
[Amazing panoramic view] Authentic Tuscan house
It is an elegant apartment located in the heart of one of Italy’s most beautiful medieval villages. With a breathtaking view that gently unfolds over the Tuscan hills all the way to the sea, it offers a haven of silence and beauty, ideal for those seeking peace, authenticity and charm. A residence where time seems to stand still, it is perfect for couples, families with children, small group of friends or as well as travelers from around the world. The apartment can accommodate up to 4 guests.
4.96 out of 5 average rating, 24 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, 118 reviews
Open space surrounded by nature
Casa Namaste is a small stone cottage with well-kept interiors 1 km from the medieval village of Montescudaio. The house is completely surrounded by woods and centuries-old oaks. 150 meters away flows the Cecina river. In the 5000 square meter garden there is a natural spring with a large stone tub to cool off and an outdoor hot shower surrounded by greenery. We have a Vodafone adsl line with download 33 and upload 1.4. Smart TV and air conditioning are also available starting this spring
4.96 out of 5 average rating, 137 reviews
Casa Pineta Elba, a short walk from the sea
Casa Pineta is immersed in umbrella pinewood trees in front of the beautiful sandy beach of Campo beach. The center of the village is within walking distance while a 1-minute path in the woods will get you under your umbrella by the sea! Casa Pineta is immersed in a maritime pine forest in front of the beautiful sandy beach of Marina di Campo. The center of the village is a few minutes' walk away, while 50 steps in the car-free pine forest will take you under your umbrella by the sea!
5.0 out of 5 average rating, 43 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, 77 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.
4.99 out of 5 average rating, 138 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, 21 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, 107 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, 190 reviewsPopular amenities for San Carlo holiday rentals
Other great holiday rentals in San Carlo

Rosa: Tuscan Views & Pool, Walk to Town
5.0 out of 5 average rating, 41 reviews
Beachfront Tuscany
5.0 out of 5 average rating, 48 reviews
The House in the Castle and the Terrace overlooking the Village
5.0 out of 5 average rating, 18 reviews
Astonishing beachfront villa with private garden
5.0 out of 5 average rating, 7 reviews
The Tower above the sea
4.96 out of 5 average rating, 23 reviews
Peaceful and Relaxing Tuscan Retreat with Views
5.0 out of 5 average rating, 90 reviews
AnticaVista, Luxury Apartment with Tower Views
5.0 out of 5 average rating, 71 reviews
Leo's vintage home
4.71 out of 5 average rating, 42 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
- Capraia
- Gorgona
- Del Chianti
- Pianosa
- Spiaggia di Marina di Campo
- Spiaggia di Capo Bianco
- Piazza dei Cavalieri
- Antinori nel Chianti Classico
- Siena Cathedral
- CavallinoMatto
- Palazzo Pubblico
- Quercetano
- Rimigliano Natural Park
- Riserva Naturale Diaccia Botrona
- Abbey of Sant'Antimo
- Abbey of Monte Oliveto Maggiore





