
Vacation rentals in Zona San Gregorio
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Top-rated vacation rentals in Zona San Gregorio
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Casa al Gianni - The Simignano Barn
Converted from an old 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 looking for a unique experience, it combines rustic charm with modern comforts. Perfect for families or groups, it promises magical evenings under the stars, including relaxation in the hot tub and outdoor dinners. A memorable getaway awaits you in this slice of paradise!
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Podere Vergianoni immerso nelChianti con piscina
Podere Vergianoni is an ancient family-run property from the 1600s located in the beautiful hills of Chianti in Tuscany, with the possibility 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 incomparable sunsets.
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Two bedrooms aparment in farmhouse ground floor
The apartment is located on the ground floor of our agriturismo, just 2 km from the sea and the center of San Vincenzo. It is the ideal solution for those who wish to enjoy a relaxing holiday surrounded by nature, tranquility, and beautiful views. The apartment hastwo bedrooms, a cozy living room, a bathroom, and a patio with sea view, perfect for outdoor breakfasts or for enjoying the sunset. The location is strategic: immersed in the Tuscan countryside yet close to the beaches and the town.
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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.
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[Relax] Modern suite with garden, A/C and Wi-Fi
Elegance and simplicity meet in this delightful apartment for two, nestled in a quiet area of San Vincenzo. Just 1.5 km from the beach, it offers every comfort: air conditioning, a reserved space in the garden for your moments of relaxation, and free parking on the property. Perfect for travelers from around the world looking for relaxation, a short distance from the sea and an ideal base for exploring villages, nature and local flavors. Experience the authentic magic of the Tuscan coast.
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Luxury penthouse - 100 sqm 2 bedrooms 2 bathrooms
Located in the heart of San Vincenzo, a small tourist village on the Tuscan coast, a 5-minute walk from the sea and a few minutes by car from one of the most famous wine areas (Bolgheri, Castagneto Carducci..) The apartment is NEW (completed at the beginning of July 2024), and has a size of 100 square meters It is composed of: 2 double rooms with a king-size bed 1 Living room with TV, table and sofa 1 Kitchen complete with everything 2 Bathrooms 2 terraces with table, sun loungers
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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.
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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.
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Glamping Villa Oliveta Tent l' Erica Sea view
Agriturismo Villa Oliveta offers its guests a small and charming glamping area surrounded by wild olive trees and other typical Mediterranean plants. Thanks to the elevated position of the tents, you can enjoy a panoramic view of the estate's centuries-old olive grove, the sea, and the islands that characterize this splendid stretch of the Etruscan Coast. The historic center of San Vincenzo, the sea, and its beaches are just 1.3 km away and can be reached in just a few minutes.
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Il Fienile, Luxury Apartment in the Tuscan Hills
‘Il Fienile’ is in an enchanting position immersed in the beauty of the Tuscan hills, with a breathtaking view of the surrounding countryside. It is located in the hamlet of Catignano in Gambassi Terme, just a few kilometres from San Gimignano. The house sits in a protected oasis surrounded by a beautiful private park with olive trees, a pond, pine trees and woods, where you can walk, relax and enjoy the pleasures of unspoilt nature. A unique experience entirely to be enjoyed.
LocationFamilyWalkability

AnticaVista, Luxury Apartment with Tower Views
A hidden gem nestled within the ancient walls of a 14th-century tower house, right in the heart of San Gimignano, a UNESCO World Heritage Site. This one-of-a-kind apartment is where history meets contemporary elegance. Look out the window and you’ll feel like you can almost touch the medieval towers. The view is breathtaking: unforgettable glimpses of the majestic Torre Grossa, framed by the iconic skyline that earned San Gimignano its nickname, the “Medieval Manhattan.”
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The Tower
Nestled in the Tuscan countryside, 2 km from the beaches of San Vincenzo and close to the Gulf of Baratti, the apartment in the turret of a farmhouse offers an exclusive and relaxing stay. Garden view, well-kept and bright rooms, terrace and shared pool make the experience unique. Ideal for those looking for tranquility, nature and the authentic charm of Tuscany, between the sea and the hills. We're sorry, but we can't accept dogs or other pets.
LocationQuietHospitality
Popular amenities for Zona San Gregorio vacation rentals
Other great vacation rentals in Zona San Gregorio

Luxury Medieval Tower - Penthouse
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One-Bedroom Apartment with Patio
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Enjoy Amazing View in Tuscany in Our Country House
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Villa of the Hydrangeas
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Villa il Pellicano by Interhome.
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Herons Superior Apartment - Splendid view!
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Spacious Flat just 15 Minutes from the Sea
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Glamping house "Il bosco" with whirlpool
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Destinations to explore
- Elba
- Piazza del Duomo (Pisa)
- Cala Violina
- Parco Regionale Della Maremma
- Pisa Centrale Railway Station
- Spiagge Bianche
- Gulf of Baratti
- Gorgona
- Capraia
- Pianosa
- Spiaggia di Capo Bianco
- Spiaggia di Marina di Campo
- Piazza dei Cavalieri
- Antinori nel Chianti Classico
- CavallinoMatto
- Siena Cathedral
- Palazzo Pubblico
- Quercetano
- Rimigliano Natural Park
- Riserva Naturale Diaccia Botrona
- Spiaggia di Fetovaia
- Abbey of Sant'Antimo
- Antiporto Camollia
- Piazza del Campo





