
Holiday rentals in Zona San Gregorio
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Zona San Gregorio
Guests agree: these stays are highly rated for location, cleanliness and more.

Dream villa in Chianti with panoramic garden
"BADIA A PASSIGNANO DWELLING" You will enjoy a dreamlike, restorative, and elegant stay in the heart of the Chianti Classico area. You will stay in a fully restored, historic stone barn with a large fenced garden and an old gazebo, perfect for large groups and families. The rooms are comfortable and spacious for up to 8 people. The renovation was carried out with great care, paying attention to every aesthetic detail to allow you to experience the combination of ancient Tuscan tradition and comfortable modernity.

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.

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.

Villa la scuderia quiet luxury private garden pool
Once a 19th-century horse stable, this Tuscan home was discovered by my mother : a Dutch artist and traveller, she moved here in search of beauty, nature and light. She stayed for twenty years. My brother and my daughter grew up running barefoot on these ancient terracotta floors. Even today I still fall in love with the light that enters through the old arches and reflects into the house and the flower-filled private garden.its not an hotel is a lifetime experience, welcome to” La scuderia “.

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.

[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.

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 in early July 2024) and measures 100 square meters (1,076 square feet). 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

Glamping Villa Oliveta Tent il MIRTO sea view
The Agriturismo Villa Oliveta offers its guests a small and charming Glamping area surrounded by olive trees and other typical essences of the Mediterranean scrub. Thanks to the elevated position of the tents, with a single glance you can admire the company'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 1.3 km away and can be reached in just a few minutes.

Peaceful tuscan house with pool in Tuscany
An oasis of peace located in the heart of Tuscany on the wine roads! -A strategic area between Certaldo, San Gimignano, Siena and Florence. -Casa Valentina is hidden in a grove where you will enjoy fresh air, a stream with the chirping of birds -A newly renovated house that meets the historicity of the property, the comfort and the contemporaneity that makes it unique in its style - The warmth of the wood-burning fireplace - Heated whirlpool tub embraced by your own private garden.

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.

Casa al Gianni - The Simignano Barn
Trasformato da un antico fienile, questo rifugio lussuoso offre 5 camere, 4 bagni, grande cucina attrezzata, ampio living, un ampio giardino privato con parcheggio, hot tub, patio con divani, BBQ, fire pit e cucina esterna. Ideale per chi cerca un'esperienza unica, unisce fascino rustico a comfort moderni. Perfetto per famiglie o gruppi, promette serate magiche sotto le stelle, tra relax nell'hot tub e cene all'aperto. Una fuga memorabile vi aspetta in questo angolo di paradiso!

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.
Popular amenities for Zona San Gregorio holiday rentals
Other great holiday rentals in Zona San Gregorio

Luxury Medieval Tower - Penthouse

[Amazing panoramic view] Authentic Tuscan house

[Wonderful Sea View] Villa with Terrace, Wi-Fi

Villa il Pellicano by Interhome.

glamping San Bart

Stunning Tuscan Villa☼Amazing view and patio

[Sea & Tuscan villages 6 min] Garden, BBQ and A/C

Relax Private Villa w/Pool Biliardo and Lake View
Destinations to explore
- Elba
- Marina di Cecina
- Piazza del Duomo (Pisa)
- Cala Violina
- Pisa Centrale Railway Station
- Gorgona
- Spiaggia Di Sansone
- Spiagge Bianche
- Gulf of Baratti
- Spiaggia di Capo Bianco
- Spiaggia Di Barbarossa
- Spiaggia di Marina di Campo
- Capraia
- Spiaggia della Padulella
- Palazzo Pubblico
- Siena Cathedral
- Piazza dei Cavalieri
- Arcipelago Toscano National Park
- Santa Maria della Scala
- CavallinoMatto
- Parco Regionale Della Maremma
- Antinori nel Chianti Classico
- Pianosa
- Rimigliano Natural Park





