Vacation rentals in Zona San Gregorio

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Top-rated vacation rentals in Zona San Gregorio

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Guest favorite

Home in Panzano In Chianti

4.98 out of 5 average rating, 400 reviews

Old farmhouse near Panzano Castle Abbacìo

The Abbacio apartment is part of an old farmhouse that has been restored respecting the original structure and style. Its location is just on the top of the hill, facing the valley. Surronded by vineyards and olive trees, but also attached to the village. From the house you can easily reach by feet wineries, farms and restaurants. Panzano is halfway between Florence and Siena, easily reached with car. By bus there is a good service from and to Florence, not from and to Siena. A very quiet spot!

Guest favorite

Villa in Castellina in Chianti

4.93 out of 5 average rating, 195 reviews

The Villino Farmhouse

Entire upper floor of the newly renovated Villa Padronale in traditional Tuscan style. High ceilings with exposed beams make it cozy and perfect for families or groups of friends. In the house there are two functional large fireplaces(in the living room and kitchen). Private accommodation, not shared. The house has a large covered terrace,garden with sofas,bbq,firepit, private parking. The pool among the olive trees and vineyards is ideal for relaxing and has a private access to the shared area

Guest favorite

Tower in San Gimignano

4.94 out of 5 average rating, 109 reviews

Medieval tower experience with panoramic rooftop

If you are looking for a memorable experience this is the right place for you! With its 42 mt high, the Salvucci Tower is one of the famous towers of San Gimignano and today the only one turned into a vertically-spread apartment divided into 11 floors, for a total of 143 steps. A unique and timeless place, ideal to experience something never tried before. The tower can hosts couples or small groups up to 3 guests. Its panoramic rooftop boasts an incredibly breathtaking view all over the town.

Guest favorite

Cottage in Geggiano

4.99 out of 5 average rating, 122 reviews

Villa di Geggiano - Guesthouse

The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idilic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa. PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR.

Guest favorite

Cottage in Monteriggioni

4.97 out of 5 average rating, 216 reviews

Monteriggioni Castello, holiday house in Tuscany

Il nostro alloggio è un edificio storico che risale alla costruzione del castello. È stato recentemente restaurato e arredato con cura in tutti i dettagli. È molto accogliente e dispone di tutti i più moderni servizi. I turisti che decideranno di essere nostri ospiti, avranno il vantaggio di vivere nell' ambiente medievale del castello, usufruendo di tutti i confort. Si sentiranno coccolati e avranno l'opportunità di tornare indientro vivendo un' esperienza unica e indimenticabile.

Guest favorite

Rental unit in Poggibonsi

4.99 out of 5 average rating, 227 reviews

Laura Chianti Vacanze

Laura Chianti Vacanze is the ideal solution for those looking for peace and tranquility immersed in the Chianti countryside. The apartment, halfway between Florence and Siena, is in a strategic position to quickly reach Florence, Siena, San Gimignano, Volterra, as well as the wonderful hills of Chianti. The apartment has ample private parking, two bedrooms, equipped kitchen, private bathroom, private garden, barbecue, and a wonderful view of the Chianti hills.

Guest favorite

Farm stay in Castagneto Carducci

4.97 out of 5 average rating, 128 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.

Guest favorite

Villa in Siena

4.95 out of 5 average rating, 138 reviews

The Lemonhouse: A Tuscan dream ~

If you are looking for a calm yet stimulating space to treat yourself while discovering Tuscany, this is the place for you. Formerly home of my family, we recently adibited the spaces of the lemonhouse to welcome guests in a warm yet professional manner. Hopefully you will not miss out on comfort while staying here. Siena 10' - Firenze 50'h - Montalcino 1h - Montepulciano 45' - Grosseto 1h 20'

Guest favorite

Farm stay in Simignano

4.88 out of 5 average rating, 156 reviews

Casa al Gianni - Hut

Hi, we are Cristina & Carmelo! We invite you to live an authentic experience in our farmhouse “Casa al Gianni” located 20 minutes from Siena. Our brand is simple living in close contact with the nature and animals of our farm. Nestled in the woods and the beautiful Tuscan countryside you will spend an unforgettable holiday. This corner of paradise will remain in your heart!

Guest favorite

Farm stay in Greve in Chianti

4.99 out of 5 average rating, 355 reviews

Old hayloft on the Chianti hills

Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, dominates the Chianti valleys and enjoys a splendid view of the surrounding hills and the city of Florence. Hayloft completely independent on two floors connected by an internal staircase. Private garden of 300 mq sorrounded by secolar oaks.

Guest favorite

Villa in Castagneto Carducci

4.99 out of 5 average rating, 104 reviews

sea view villa with private infinity pool

RENTALS ONLY FROM SATURDAY TO SATURDAY. The house is located within our farm, surrounded by forest is distance from the village of Castagneto Carducci only 3.5 km. Its unique location offers a wonderful view of the sea and the country, ensuring a pleasant tranquility, away from the heat and noise of the country.

Guest favorite

Rental unit in Ville di Corsano

4.96 out of 5 average rating, 230 reviews

"Red Rose" apartment with a view of Siena.

Caggiolo is a completely renovated farm consisting of several apartments, with a panoramic view of Siena. Located in the Villas di Corsano, just 14 km from the city. Ideal place to spend days in total relaxation and enjoy the wonders that this area offers (Chianti, Val d 'Orcia, Crete Senesi...).