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Holiday houses in Zona San Gregorio

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Top-rated holiday rentals in Zona San Gregorio

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Top Guest favourite
A bright living area is highlighted by a white sectional sofa, complemented by red throw pillows. An elegant area rug sits on terracotta tiles, with wooden beams and a staircase leading to the upper level visible. Light streams through a window, enhancing the warm atmosphere.
Home in Tavarnelle Val di Pesa
4.95 out of 5 average rating, 110 reviews

Casa Luigi Suite with exclusive pool

Come to this apartment: you will be welcomed by centuries of tranquility, and appreciate nature and relaxation. Carefully modernized (and with a swimming pool), this space embodies the roots of good Tuscan living – an equipped olive grove consisting of a pergola with a table and bathroom, a garden with a hammock and in the shade of pine and cypress trees, with chairs, deck chairs and a rocking chair, you can admire the rolling Chianti hills. Courtyard equipped with table and chairs. There is a beautiful elevated swimming pool with some games and a barbecue In addition to the farmhouse, the property includes an olive grove of about 1 hectare, in which equipped spaces have been created for complete relaxation. The Suite has a private entrance that leads directly to the upper floor of the farmhouse, allowing maximum privacy for guests. The farmhouse is part of a small old village inhabited by 4 very discreet and friendly family units. The suite's surface area is 90 square meters and consists of a dining room with kitchenette, large living room, double bedroom, bathroom with shower and a large attic (the door is 1.2 meters wide) with 3 single beds. A very bright environment and immersed in the complete tranquility of the countryside, it is equipped with air conditioning, satellite TV, and free 24-hour Wi-Fi. The owners provide the laundry area. Uncovered private parking. The owners are happy to welcome their guests and are available to resolve any issues. The small village is inhabited by three other very kind and discreet families, ready to help the guest. Tavarnelle is 25 km from Florence, 15 km from San Gimignano, 35 km from Siena. - Images of the exterior, swimming pool, garden and equipped olive grove will be visible soon. We kindly ask you to wait. The accommodation is about 5 km from the center of Tavarnelle. The historic center is equipped with all the services for the citizen and tourist: post office, police, municipality, emergency room, supermarket, trattorias, pizzerias, banks, etc. In addition, in the summer there are various musical events, small craft markets, and finally, every Thursday morning, the classic municipal market takes place. Places of interest (medieval villages) around Tavarnelle: San Donato in Poggio about 12 km. Barberino Val d'Elsa 6 km. Distances from art cities: Tavarnelle - Florence about 25 km Tavarnelle - San Gimignano/Monteriggioni about 20 km Tavarnelle - Siena about 35 km. In the organized outdoor spaces there is an ABOVE GROUND pool, the dimensions are: 10 meters X 5 meters, with a depth of 1.20 meters. A bathroom with shower completes the pool area. In the courtyard, guests have a nice table with barbecue. The entire olive grove area is at their disposal with maximum privacy. The owners, at the guest's request, can book hiking tours or wine-testing tours with the help of professionals. The price of any tour booking is not included in the price of the stay. The small village was once a military fortress, then a parish church or place of worship and from the beginning of the 20th century inhabited by farmers. Today it is inhabited by four very nice and discreet families ready to help the guest. Florence is 15.5 miles away and Siena is 21.7 miles away

Top Guest favourite
A rustic building is seen under a starry night sky, with a partial roof providing shelter. Soft light glows from the interior, illuminating the entrance. Lush greenery and trees surround the scene, adding depth to the serene nighttime landscape.
Farm stay in Simignano
4.92 out of 5 average rating, 266 reviews

Casa al Gianni - Hut

Hi, we're Cristina and Carmelo! We look forward to welcoming you to “Casa al Gianni,” our agritourism facility located 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 vacation; it's a return to our roots. This peaceful haven will stay with you in your heart. We look forward to welcoming you!

Guest favourite
A spacious sleeping area features a large bed dressed in white linens, accented by two bedside lamps. Natural light enters through large glass doors, revealing views of the surrounding olive grove. The wooden ceiling adds warmth to the room's calming atmosphere.
Farm stay in San Vincenzo
4.78 out of 5 average rating, 37 reviews

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.

Top Guest favourite
The image features a rustic stone house surrounded by lush greenery, with a wooden door and shuttered windows. A set of stairs leads to a raised outdoor area, partially enclosed by a stone wall, providing a serene view of the surrounding nature.
Holiday home in San Gimignano
4.97 out of 5 average rating, 72 reviews

Tuscan House with Private Jacuzzi in Chianti

An oasis of peace in the heart of Tuscany, along the wine route! - Exclusive Jacuzzi in your own private garden - Strategic location between the medieval towns of Certaldo, San Gimignano, Siena, and Florence - A 700 sqm private garden filled with the sweet sound of birds singing - A newly renovated home where history meets modern comfort and unique design - The warmth of a wood-burning fireplace to heat your beautiful winter dreams - The perfect place to regenerate and completely unplug

Top Guest favourite
A stone house is positioned on a hillside overlooking the deep blue sea. Lush green terrain surrounds the structure, and a large umbrella provides shade near the entrance. The coastline and distant boats can be seen in the background under a clear sky.
Home in Rio Marina
5 out of 5 average rating, 106 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.

Superhost
Tent in San Vincenzo
5 out of 5 average rating, 4 reviews

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.

Top Guest favourite
An aerial view of the property reveals a charming red house surrounded by lush greenery. Tall cypress trees and vibrant bushes create a tranquil landscape, while an expansive lawn features relaxing loungers, inviting guests to enjoy the serene atmosphere of the Tuscan countryside.
Home in Gambassi Terme
5 out of 5 average rating, 215 reviews

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.

Guest favourite
A spacious living area is highlighted by an inviting sofa and a unique decorative coffee table. Large glass doors open to a terrace, allowing natural light to flow in. Indoor plants add a touch of greenery, enhancing the relaxed atmosphere.
Apartment in San Vincenzo
5 out of 5 average rating, 17 reviews

Luxury penthouse - 100 sqm 2 bedrooms 2 bathrooms

Situato nel cuore di San Vincenzo, un piccolo paese turistico sulla costa Toscana, a 5 minuti a piedi dal mare ed a pochi minuti di auto da una delle più famose aree di vino (Bolgheri, Castagneto Carducci..) L'appartamento è NUOVO (Completato a inizio Luglio 2024), ed ha una dimensione di 100 mq E' composto da: 2 Camere matrimoniali con letto king size 1 Soggiorno con tv, tavolo e divano 1 Cucina completa di tutto 2 Bagni 2 terrazzi con tavolo, lettini prendi / sole

Guest favourite
Apartment in Prata
5 out of 5 average rating, 24 reviews

Country Chic Tuscan Oasis, Pool, Relax & Nature

A country-chic apartment nestled in the quiet Tuscan countryside, inside a beautiful, carefully renovated farmhouse. Here, time slows down: breakfasts on the porch, relaxing by the pool, and evenings in the quiet countryside. The views of nature and the green spaces convey a sense of peace and complete harmony with the surrounding landscape. A place designed for those seeking relaxation, silence, and nature, ideal for couples and families with children aged 12 and up.

Top Guest favourite
An inviting villa surrounded by lush greenery and vibrant flowers, featuring blooming rose bushes and olive trees. The gravel pathway leads to the entrance, showcasing a two-story structure with balconies. Sunlight highlights the colorful landscape, creating a serene atmosphere.
Villa in Impruneta
5 out of 5 average rating, 174 reviews

The Tower

Ancient Tuscan villa, beautiful, with exclusive private garden, completely renovated, surrounded by the beautiful and gentle Tuscan hills. The villa has a breathtaking view, is very sunny, well furnished and equipped with all amenities, quiet and not isolated. The house is located in Bagnolo, a small hamlet of Impruneta at the gates of Chianti, an area of olive groves, vineyards and peace. The house is about 10 km by car from the center of Florence.

Superhost
Home in San Vincenzo
5 out of 5 average rating, 5 reviews

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.

Guest favourite
An aerial view captures a rustic countryside villa nestled within lush greenery and olive groves. The structure features a tiled roof and surrounded by trees, with a separate building visible nearby. The serene landscape enhances the sense of privacy and tranquility.
Home in Montespertoli
4.91 out of 5 average rating, 124 reviews

Costalmandorlo, a rustic home in the heart of Tuscany

Costalmandorlo is your peaceful corner in the center of Tuscany. A charming country cottage restored and furnished with care and with a style that combines ancient and modern. Here you can slow down and relax surrounded by the sounds of nature, admiring beautiful sunsets and having long breakfasts in the garden. A short distance between Florence, Siena and Pisa, it is an excellent base for touring Tuscany.

Popular amenities for Zona San Gregorio holiday rentals

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Livorno
  5. Zona San Gregorio