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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 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, 98 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.

Top Guest favourite
A spacious outdoor pool surrounded by deck chairs offers a serene view of the countryside. Thatched umbrellas provide shade, while the warm hues of sunset illuminate the rustic buildings in the background, emphasizing the tranquility of the setting.
Apartment in Santa Luce
4.93 out of 5 average rating, 45 reviews

Michelangelo apt ~ wild Tuscany Hills ~ Le Fraine

Take 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 a pool overlooking the vineyards. The Michelangelo apartment is the perfect solution for a holiday to enjoy with your loved ones. It features two bedrooms (1 double bed - 2 single beds), a bathroom with a shower, a living room with a kitchen, and a sofa bed. From the private veranda, let your gaze wander over the hills and vineyards.

Top Guest favourite
A private terrace is showcased with a scenic view of the sea at sunset. Outdoor furniture, including a dining table and sun loungers, is set up beneath a spacious awning. Potted plants are placed around the perimeter, creating an inviting outdoor space.
Apartment in San Vincenzo
5 out of 5 average rating, 8 reviews

Florida Apartments - Cinque

La nostra suite al piano primo caratterizzata da un esclusiva terrazza privata di 40 mq sul mare vi farร  godere dall'alba al tramonto la brezza marina. Si compone di due zone, cucina soggiorno con divano letto e zona notte con bagno con possibilitร  di aggiungere un terzo letto. Puรฒ ospitare comodamente coppie, famiglie con massimo 2 bambini e viaggiatori singoli. Ogni alloggio include il servizio spiaggia allo stabilimento balneare Florida con ombrellone e due lettini.

Top Guest favourite
Two individuals are seated in comfortable chairs on a wooden deck, enjoying a serene moment as the sun sets. A bottle of wine and two glasses are placed on a small table nearby, surrounded by lush greenery and vibrant flowers.
Home in Greve in Chianti
4.99 out of 5 average rating, 70 reviews

Relaxation and comfort in the hills of Florence

Apartment in a typical Tuscan stone farmhouse: measuring 160 square meters, it is finished with typical Tuscan materials, pietra serena and terracotta. It consists of a large living room at the entrance, dining room, kitchen, 2 bathrooms, storage room, 3 bedrooms, and a study area. Arranged in an east-west position thanks to a large terrace, a patio and a large private garden, it allows you to enjoy the sunrise for your breakfast and the sunset for a pleasant aperitif.

Top Guest favourite
The countryside property is nestled among lush greenery, featuring rustic architecture and terracotta roofs. Surrounded by rolling hills and trees, the natural landscape creates a peaceful setting. A gravel path leads to the house, enhancing the connection to the serene outdoor environment.
Farm stay in Sovicille
4.93 out of 5 average rating, 163 reviews

House at Gianni - Olmo

Hi, we're Cristina & Carmelo! We invite you to discover the rustic charm and authenticity of "Casa al Gianni," our farmhouse in the heart of the Tuscan countryside, 20 minutes from Siena. After a recent renovation, our accommodations are ready to welcome you with all modern comforts without losing the essence of tradition. In the Olmo Apartment, brand new beds await you, a promise of peaceful and regenerating sleep, a new kitchen and a new bathroom.

Guest favourite
A serene garden area features two lounge chairs positioned on lush green grass, overlooking the sea in the distance. White lilies bloom in the foreground, complemented by a rustic shade structure nearby, providing a tranquil setting for relaxation.
Farm stay in Castagneto Carducci
4.95 out of 5 average rating, 151 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.

Superhost
A rustic stone building features a charming entrance adorned with blooming flowers and lush greenery. The structure showcases traditional architecture with arched doorways and a tiled roof, set against a clear blue sky and surrounded by serene natural beauty.
Holiday home in Casole d'Elsa (SI)
4.91 out of 5 average rating, 218 reviews

Charming farmhouse with garden, views & pool

Agriturismo Timignano is a beautiful farmhouse surrounded by stunning unspoilt countryside. The stone farmhouse has been restored over the years to create 3 totally separate apartments, each with independent entrance , private terraces and garden space. The farm is surrounded by unspoilt countryside with spectacular views and magnificent sunsets. It is a calm, relaxed place, an idyllic retreat away from the crowds ideal for couples.

Superhost
Condo in San Vincenzo
4.74 out of 5 average rating, 19 reviews

A stone's throw from the sea, with parking and garden

Carefree holidays just a stone's throw from the beach. This spacious house, with three bedrooms, two kitchens and two bathrooms, is the ideal solution for those seeking comfort and practicality. Located in a strategic area, it allows you to reach the beach and all the main services on foot, without needing a car. The private garden, furnished with table and chairs, is perfect for pleasant moments of conviviality with family or friends.

Guest favourite
Farm stay in Campiglia Marittima
5 out of 5 average rating, 5 reviews

Glamping tent with a view of the Etruscan Coast

The tent is designed to offer you an experience of authentic comfort, where the warmth of a welcome meets the elegant simplicity of nature. The spaces are spacious, meticulously maintained, and designed to adapt to your rhythms: whether you want to rest, cook outdoors, or simply be lulled by the silence of the olive trees, you'll find your balance here.

Guest favourite
A bright bedroom features a spacious bed covered with a textured beige blanket. Two decorative wreaths are mounted on the wall above the headboard, while sunlight filters through a window draped in light gray curtains, creating a calm and inviting atmosphere.
Apartment in San Vincenzo
4.92 out of 5 average rating, 102 reviews

BucaDelleFate-House on the beach!

๐ŸŒŠ๐Ÿš "Casa del Mare": Your private escape on the sand! โœจ Beachfront Bliss in San Vincenzo! ๐ŸŒ… Step out of your door and feel the sand beneath your feet instantly. ๐Ÿ‘ฃ The perfect blend of seaside relaxation and city center convenience. ๐Ÿ›๏ธ๐Ÿ–๏ธ Sleep to the soothing sound of the waves in your exclusive seaside retreat! ๐ŸŒ™๐Ÿ’™

Top Guest favourite
A solitary tree stands prominently in the foreground, framed against a vast landscape. Below, the coastline stretches toward the horizon, with the sea shimmering in the distance. The view includes a charming town nestled among the lush greenery of the surrounding hills.
Farm stay in Castagneto Carducci
4.99 out of 5 average rating, 114 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.

Top Guest favourite
An infinity pool reflects the sky, surrounded by olive trees and well-manicured gardens. Comfortable lounge chairs are placed neatly along the pool deck under shaded umbrellas. A gradual elevation creates a seamless transition between the pool area and scenic countryside views.
Farm stay in Palaia
4.98 out of 5 average rating, 179 reviews

Countryside Dream farm in Tuscany

Great place in the middle of Tuscan Hills, you will be surrounded by nature but close to all the beautiful cities of Tuscany! We rent two apartments, one on the upper floor called Balla and one on the ground floor called Modigliani. Tell us which one you prefer. PLEASE NOTE YOU WILL NEED A CAR DURING YOUR STAY.

Popular amenities for Zona San Gregorio holiday rentals

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