
Holiday rentals in San Carlo
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Top-rated holiday rentals in San Carlo
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Podere Vergianoni nestled in Chianti with a pool
Podere Vergianoni is an ancient and authentic farmhouse dating back to the 17th century located in the beautiful hills of Chianti in Tuscany. The apartment is impeccably furnished in the traditional local style of old Tuscany: ancient wooden beams, terracotta floors, and unique furniture. In the large outdoor courtyard, you'll find a large swimming pool on a panoramic terrace at your disposal, overlooking the valley with breathtaking views of vineyards and olive groves, where you can enjoy spectacular sunsets.

The garden by the sea
A 150-square-meter villa on the Tuscan sea of Prato Ranieri, surrounded by a wonderful and well-kept garden, located in a quiet pedestrian area, with a sandy beach right in front of the gate. Equipped with two parking spaces, it is perfect for families and groups of friends, with a private solarium, a relaxation area and a dining area under a cozy patio. The property is enhanced by a panoramic terrace overlooking the sunset. Within walking distance are beach resorts, ice cream parlors, bars and restaurants.

Piccionaia apartment with garden for 2 people
In Montespertoli, among the rolling hills of Chianti, there is Podere Paglieri, a small family-run farm where wine and oil have been produced for generations. We are located halfway between Florence and Siena, in a perfect position to discover San Giminiano, Volterra, Siena, Lucca, and the Tyrrhenian coast, which are just a few kilometers away. The farm is surrounded by vineyards, olive groves and woods where you can walk freely, has a large and well-kept garden and a beautiful shaded terrace.

The Chianti Classico Sunset
Se cercate una location idilliaca nel cuore del Chianti classico, immersi nei vigneti e oliveti delle splendide colline toscane, nel podere di una Villa storica del ‘500, allora venite nel nostro fienile!! Ha una posizione dominante con una vista strepitosa, dove è possibile godersi tramonti mozzafiato. La totale indipendenza della casa, l'accogliente giardino, il grande loggiato permettono di trascorrere soggiorni in totale tranquillità. Le nostre recensioni sono la vostra migliore garanzia.

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.

Collina Power
Collina is an ancient stone farmhouse, the house is surrounded by fields and olive groves. It has a large garden with swimming pool and a terrace where you can have pleasant lunches and dinners. A barbecue and garden furniture are available. The road to get to the house in the last stretch is not paved and is therefore not suitable for sports cars or particularly low ones. The route lends itself to pleasant walks during the day, while at night we recommend using a car because it is not lit.

Raffaello Apt. in the Tuscany Hills ~ Le Fraine
Treat yourself to a break in the wild Tuscan hills, just 15 km from the sea. Agriturismo Le Fraine offers its guests 4 apartments and a large park with swimming pool overlooking the vineyards. The Raffaello apartment has everything you need to enjoy a stay in the company of the people closest to you. Equipped with 2 bedrooms (1 with double bed - 1 with 2 single beds) bathroom and living room with kitchen and sofa bed. Enjoy moments of relaxation on your private eucalyptus veranda

Apartment Gorgoli, relax and peacefulness
A two-storey apartment, comprised of a large living room, kitchen with dining table and corner chimney made. Climbing the internal staircase made of Florentine terracotta tiles you reach the first floor with two double bedrooms. One of the rooms has a private terrace and each room has a bathroom with a glass shower stall and tiles in travertine and marble. From both bedrooms of this apartment, you will enjoy the wonderful view of the swimming pool surrounded of Chianti hills.

Infinity pool in Chianti area
On the Chianti hills, portion of an old stone farmhouse from the 1800s, located in S. Filippo, a small hamlet of Barberino Tavarnelle, halfway between Florence and Siena, a 30-minute drive from Florence airport, 1 hour from Pisa airport. Three bedrooms, two bathrooms, large living room with fireplace, eat-in kitchen and dining room. Magnificent view of the hills from every window! Beautiful infinity pool with whirlpool area, unheated and open from April to October.

La Torre-Luxury attic - BEACH FRONT - Tuscany
La Torre è un appartamento unico, selezionato dalle riviste del settore travel in tutta Italia. Sulla Spiaggia ed in centro. Ha 2 camere (una matrimoniale ed una singola), un bagno, una cucina ed un soggiorno tutto vista mare. La terrazza è abitabile, con tavolo, sedie e zona relax con divanetti. La casa è situata al secondo ed ultimo piano, senza ascensore. A 2 minuti a piedi dalla casa c'è un box auto privato da prenotare, €12/notte.

Cosy Tuscany 2-bedroom home with a private pool
Relax with the whole family or relish romantic elope at this peaceful place. Just 15 min from historical center of Volterra and 20 min from San Gimignano lies this charming Tuscan country house , built of local stones and terracotta, in a most quiet location. Enjoy the refreshing swimming pool during the day and a breeze with a glass of Prosecco on the terrace in the evening.

Casa al Gianni - Hut
Hi, we're Cristina & Carmelo! We invite you to live an authentic experience in our farmhouse “Casa al Gianni” located 20 minutes from Siena. Our hallmark is simple life in close contact with nature and the animals of our farm. Immersed in the woods and the beautiful Tuscan countryside, you will spend an unforgettable vacation. This slice of paradise will remain in your heart!
Popular amenities for San Carlo holiday rentals
Other great holiday rentals in San Carlo

Luxury Medieval Tower - Penthouse

Casa La Terrazza – Le Fornaci –

Frontemare house with exclusive sea access

Podere Guidi

Villa Ginestra Private Luxury Farm Stay + Services

Romantic Villa with private pool - "Il Pollaio"

Belvedere Sea view

Tower dating back to 1212 in the heart of Tuscany
Destinations to explore
- Elba
- Marina di Cecina
- Del Chianti
- Pisa Centrale Railway Station
- Cala Violina
- Piazza del Duomo (Pisa)
- Gorgona
- Spiaggia Di Sansone
- Gulf of Baratti
- Spiaggia di Capo Bianco
- Spiagge Bianche
- Spiaggia Di Barbarossa
- Spiaggia di Marina di Campo
- Spiaggia della Padulella
- Capraia
- Palazzo Pubblico
- Arcipelago Toscano National Park
- CavallinoMatto
- Santa Maria della Scala
- Pianosa
- Piazza dei Cavalieri
- Castello di Verrazzano
- Siena Cathedral
- Antinori nel Chianti Classico




