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Vacation rentals in San Gersolè

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Top-rated vacation rentals in San Gersolè

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
Home in Greve in Chianti
4.99 out of 5 average rating, 109 reviews

Relaxation and charm in the Chianti hills

Beautiful stone farmhouse, detached, surrounded by olive trees and the Chianti hills, with private garden and panoramic swimming pool. Ground floor with large living rooms, antique fireplace and wood-burning oven, bright living room and fully equipped kitchen. On the first floor, three suites consisting of a bedroom, study and private bathroom. Access via gate and white road on private property just 500 meters from the village of Strada in Chianti. Ideal for peace and relaxation. Convenient location for visiting Tuscany.

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Guest favorite
Townhouse in Scandicci
4.88 out of 5 average rating, 337 reviews

Florence Sunset Hills • Giogoli

Escape to the peaceful hills of Giogoli where authentic Tuscan charm meets breathtaking views of Florence.Just 15 minutes from the city center and the Chianti countryside, this elegant home is the perfect base for exploring Tuscany while enjoying quiet mornings, unforgettable sunsets, and the beauty of the surrounding landscape. Surrounded by nature but close to the region's most iconic spots, it's the ideal retreat for anyone looking for comfort, tranquility, and a genuinely Tuscan experience

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Top guest favorite
A spacious terrace is furnished with a large, comfortable sofa and a stylish dining table surrounded by six chairs. Various plants add greenery to the setting. The view over the cityscape, with rooftops and distant landmarks, creates an inviting outdoor living space.
Condo in Centro
4.99 out of 5 average rating, 114 reviews

Acciaiuoli Penthouse Florence Terrace View

Nel cuore del centro storico di Firenze, attico di lusso con terrazza esclusiva ed emozionanti vedute del Duomo,di Palazzo Vecchio e dell’intero panorama della città. Perfetto per famiglie e amici questo appartamento è completamente ristrutturato con finiture di alto pregio, situato al quinto e ultimo piano senza ascensore, si devono salire 106 comodi scalini per arrivare in paradiso ( l’host vi darà una mano a portare le valigie ), tutte le finestre offrono bellissime viste sul centro storico.

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Guest favorite
An expansive courtyard features a brick-paved surface, bordered by traditional terracotta pots filled with greenery. Nearby, a rustic yellow building with green shutters and arched windows stands prominently, creating a welcoming atmosphere. Trees and plants enhance the tranquil setting.
Home in Galluzzo
4.87 out of 5 average rating, 255 reviews

Country House "Il Sabatino" on Florence's hills.

19th Century House located on the beautiful hills on the outskirts of Florence, only 15 minutes drive from the city centre and 10-15 minutes walk from the closest bus stop. Ideal for someone traveling around Tuscany with his/her own car, this house is provided with restored kitchen and bedroomsfurnished with traditional pieces; surrounded by our family wineyard and olive tree orchard, we want to deliver our idea of hosting and hospitality through attention to details, by making you feel at home.

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Top guest favorite
A shaded terrace offers panoramic views of rolling hills and lush greenery, with terracotta rooftops visible in the foreground. The clear sky enhances the vibrant landscape, highlighting the rich textures of the countryside.
Home in Impruneta
4.98 out of 5 average rating, 184 reviews

Tiny romantic tower on the hills of Florence

Think of a tiny charming ancient tower, embedded in a time into a small XIX century tuscan villa on the florentine hills. Think of a romantic place for a couple, with a bedroom and a living room which opens onto a breathtaking terrace in the countryside, with a bathroom and a tiny kitchen. Also think that in 20 minutes drive you are into Florence downtown. Well, this is the place! To get all this you have to climb three flights of stairs with no lift. But you'll see it surely worth the effort.

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Superhost
A unique treehouse is highlighted among vibrant green grass adorned with clusters of purple flowers. Towering trees provide shade, and the structure features a deck that overlooks the surrounding natural landscape, inviting a sense of tranquility and harmony with nature.
Home in Galluzzo
4.88 out of 5 average rating, 818 reviews

TREEhouse / casaBARTHEL

casaBARTHEL is a perfect place for a vacation and an artist residency, immersed in the Tuscan landscape only 15' from the florentine Duomo. Come and live with us; enjoy the olive trees, the kitchen garden, our horse Astro and our family life style, away from the working rhythm. By providing wifi only in the communal courtyard we suggest to take a break from been connected with elsewhere and enjoy the 'here and now' . But if you need to work you can rent a portable private connection from us.

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Guest favorite
A serene pool area captures the warm hues of a sunset, with tall umbrellas providing shade beside sun loungers. The still water reflects the vibrant colors of the sky and surrounding trees, creating a peaceful atmosphere for relaxation.
Condo in San Gersolè-Torre Rosse
4.97 out of 5 average rating, 64 reviews

Red Tower - Michelangelo with private garden

In the green hills around Florence, a ten-minute drive from the city center, it is the ideal place for those looking for a typical modern Tuscan property with all the comforts you can have at home. Suitable for families or groups of friends. Panoramic swimming pool always open with reserved spaces (unheated), equipped kitchen, air conditioning in all rooms, Wi-Fi connection (50 Mbps speed), large garden with the possibility of eating outdoors and enjoying the view while lying in the sun.

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Guest favorite
Home in Barberino Tavarnelle
4.95 out of 5 average rating, 44 reviews

Beautiful farmhouse in the Chianti panoramic garden

"BADIA A PASSIGNANO DWELLING" You will enjoy a relaxing and restorative stay in the heart of the Chianti Classico area. You will stay in a fully restored old stone barn with a large fenced garden and an old gazebo, suitable for large groups and families. The rooms are comfortable and spacious for 8 people. The renovation was carried out with great care, taking into account every aesthetic detail to allow you to experience the ancient Tuscan tradition mixed with comfortable modernity.

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Top guest favorite
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, 228 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.

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Top guest favorite
A spacious outdoor area features a swimming pool surrounded by lush green lawns and dotted with comfortable sun loungers. Umbrellas provide shade, and the serene landscape is framed by tall trees and gentle hills in the background.
Farm stay in Greve in Chianti
4.99 out of 5 average rating, 429 reviews

Typical Tuscan country house

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 just 35 minutes by car This apartment is one level, totally independent with private garden. Restored and furnished with great care to make the guest's stay as comfortable and relaxing as possible, in the full respect of the Tuscan rural style.

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Top guest favorite
A spacious living area is adorned with intricate frescoes and elegant decor, featuring a comfortable cream-colored sofa and a wooden coffee table. Light filters through large windows, illuminating the room’s artistic details. In the background, a cozy sleeping area with a canopy bed is visible.
Condo in Florence
5 out of 5 average rating, 155 reviews

[SAN LORENZO-DUOMO] Prestigious Historic Residence

Make your stay a unique experience and give yourself an emotion that will last for life. Located in the heart of Florence, this magnificent historic residence is the ideal solution for those looking for an exclusive and prestigious location to combine with a central position, perfect for easily visiting the main sites of interest, reachable in less than 10 minutes on foot. The apartment enjoys exclusive views of the Medici Chapels, offering a unique view.

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Top guest favorite
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, 186 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.

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