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House vacation rentals in San Gimignano

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Top-rated house rentals in San Gimignano

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

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Top guest favorite
A charming garden area features a round table surrounded by four wrought iron chairs. Vibrant flowers bloom in planters, and lush greenery adds to the tranquil environment. A rustic stone wall and traditional rooftops provide a picturesque backdrop, enhancing the sense of privacy.
Home in San Gimignano
4.99 out of 5 average rating, 202 reviews

Garden House

"Casa del giardino" ...... a blooming oasis within the medieval walls.. The owners Mario and Donella would like to offer you a unique vacation in San Gimignano. You can enjoy the wonderful garden, an extraordinary oasis of peace and silence, in the city center, for the exclusive use of those who rent the apartment. Thus, reading a book, relaxing in the sun, sipping an excellent glass of Chianti or having breakfast surrounded by greenery and among the flowers of this garden will be a memorable experience!

Top guest favorite
A decorative wall shelf is embedded in a stone wall, featuring a small potted plant and a light fixture above. Below the plant, a set of wine glasses is arranged on a glass surface, adding a touch of elegance to the rustic backdrop.
Home in Colle di Val d'Elsa
4.96 out of 5 average rating, 267 reviews

House for the Coast

In the center, a completely renovated, cozy and quiet historic house from the 1300s, equipped with every comfort. Independent entrance, kitchen, living room and bathroom and upstairs double bedroom and bathroom. Located 100 meters from Piazza Arnolfo and 200 meters from the historic center, for those traveling by bus the stop is just 200 meters away. Convenient location for visiting Siena, Florence, San Gimignano, Volterra, Chianti and for walking the Via Francigena or taking the Elsa Trail.

Top guest favorite
A stone structure with a tiled roof is framed by greenery, surrounded by rolling hills. A spacious outdoor area features a wooden table, inviting relaxation. Large trees and thriving shrubs enhance the tranquil setting, with a backdrop of a serene sunset illuminating the landscape.
Home in San Casciano In Val di Pesa
4.98 out of 5 average rating, 220 reviews

The Chianti Classico Sunset

Se cercate una location idilliaca nel cuore del Chianti classico, immersi nei vigneti e oliveti delle splendide colline toscane, nel podere di una Villa storica del ‘500, allora venite nel nostro fienile!! Ha una posizione dominante con una vista strepitosa, dove è possibile godersi tramonti mozzafiato. La totale indipendenza della casa, l'accogliente giardino, il grande loggiato permettono di trascorrere soggiorni in totale tranquillità. Le nostre recensioni sono la vostra migliore garanzia.

Top guest favorite
A spacious terrace is surrounded by lush greenery, featuring terracotta pots filled with plants. Comfortable wooden chairs are positioned to invite relaxation, overlooking scenic hills in the distance. A soft canopy provides shade, enhancing the tranquil atmosphere of this outdoor space.
Home in Peccioli
4.99 out of 5 average rating, 134 reviews

House with a breathless view in Tuscany

Halfway between Pisa and Florence this house comes with a large panoramic terrace, equipped with sunchairs and a large table for outdoor dining. Below, an hanging garden on the property overlooks one of the most striking views in Tuscany. The location is strategic, in the beating heart of an ancient medieval village, now home to an open-air contemporary art museum. Peccioli is a great starting point for those who want to visit the art cities of Tuscany, or immerse yourself in local life,

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, 203 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.

Top guest favorite
Home in San Gimignano
4.88 out of 5 average rating, 137 reviews

Giovanna apartment 100m from San Gimignano

Renovated in 2010 (bathroom February 2024), the Giovanna apartment is located on the first floor of a building about 100 meters from the centre. The apartment is equipped with fiber Wifi, microwave oven, toaster, iron and ironing board, fans, sheets, blankets, towels, hairdryer, shower gel and more. The proximity to the town and the possibility of free parking make it very convenient. THE TOURIST TAX OF € 2.50 IS NOT INCLUDED SEE FURTHER INFORMATION IN THE INFORMATION

Top guest favorite
The image showcases a refreshing pool surrounded by lounge chairs and umbrellas, enhancing the outdoor relaxation area. The pool is framed by lush greenery and a stone wall, with the charming rustic house visible in the background under a clear blue sky.
Home in Barberino Tavarnelle
5 out of 5 average rating, 122 reviews

Infinity pool in Chianti area

On the Chianti hills, portion of an old stone farmhouse from the 1800s, located in S. Filippo, a small hamlet of Barberino Tavarnelle, halfway between Florence and Siena, a 30-minute drive from Florence airport, 1 hour from Pisa airport. Three bedrooms, two bathrooms, large living room with fireplace, eat-in kitchen and dining room. Magnificent view of the hills from every window! Beautiful infinity pool with whirlpool area, unheated and open from April to October.

Top guest favorite
The image showcases the exterior of an ancient stone building within the historical walls of San Gimignano. Sunlight illuminates the textured facade, highlighting the charming architectural details, including windows and balconies. A quiet pathway leads to the entrance, surrounded by greenery.
Home in San Gimignano
4.97 out of 5 average rating, 103 reviews

Casa Maurino

"Casa Maurino", in the historic center of San Gimignano, is a delightful apartment nestled in the ancient city walls. Ideal place to spend short stays, immersing yourself in the evocative atmosphere of the medieval village. Located in a quiet and peaceful position with a panoramic terrace overlooking the Tuscan hills to indulge in romantic moments of relaxation. Independent entrance from a characteristic stone staircase, panoramic terrace. Suitable for couples.

Top guest favorite
Home in San Gimignano
4.95 out of 5 average rating, 240 reviews

House Tuscany: San Gimignano tower view

This was my grandparents' house...., here, in one of the rooms my grandmother gave birth to my father. I don't want to offer you a renovated apartment for tourists but I want to invite you to "live" in our house, surrounded by nature and to breathe that authentic atmosphere. You will find a house only partially renovated, but left authentic in many details. The ideal place to spend a holiday in close contact with nature and traditions. You will be welcome!

Guest favorite
A spacious living area features exposed stone walls and a rustic fireplace with a television positioned nearby. A light-colored sideboard complements the warm tones of the wooden beams above. A dining table with red chairs is set beside large glass doors that open to a green outdoor space.
Home in Poggibonsi
4.89 out of 5 average rating, 272 reviews

Tuscan Counrtry Detached House. Wi-Fi Free

Update: Air conditioning starting June 1st, 2025. Enjoy the summer with a cool breeze! Do you want to spend your holiday in a typical Tuscan barn? This is your place! Charming renovated barn for families / groups. Located in the heart of the Tuscan countryside at 2km from Poggibonsi. Ideal for a relaxing holiday and in a great location for visiting San Gimignano (13km), Siena (25km), Florence (35km).

Guest favorite
A bright and welcoming main bedroom features a large bed with a layered blanket, complemented by a cozy sofa. An entrance with a large archway leads to the rustic living area. A mirrored wardrobe and windows provide ample natural light, enhancing the ambiance.
Home in Gambassi Terme
4.8 out of 5 average rating, 101 reviews

Autentica tra Pietre e Mattoni [Camino a legna]

Sognate di trascorrere una notte nel bel mezzo delle colline Toscane, davanti al calore di un autentico camino a legna? 🔥🪵 Questa struttura è la situazione ideale per voi! Pernotterete in una zona serena, lontana dal caos urbano, nel centro della Toscana a circa 1ora di macchina dalle principali città e dal mare: • Firenze 60km • Siena 52km • Pisa 65km • Volterra 27km • SanGimignano 18km

Top guest favorite
The exterior of the country house is framed by tall, narrow cypress trees and well-maintained gardens featuring various plants. A terracotta pot stands prominently, and gravel pathways lead to the entrance, which is characterized by stone walls and an arched doorway.
Home in Tavarnelle Val di Pesa
4.96 out of 5 average rating, 317 reviews

Casa Al Poggio & Chianti view

Casa al Poggio is a typical country house of Chianti area is spread in 145 square meters on two floors, the ground floor is a large living area, with kitchen and sofa ,fireplace ,up stairs there is 2 large double bedrooms and a sofa bed in the middle open room , always setable as 2 singles or a double bed bed and a relaxing bathroom with shower and bath with Chianti view.

Popular amenities for San Gimignano house rentals

When is the best time to visit San Gimignano?

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Avg. priceﺩ.ﺇ606ﺩ.ﺇ536ﺩ.ﺇ433ﺩ.ﺇ562ﺩ.ﺇ547ﺩ.ﺇ617ﺩ.ﺇ661ﺩ.ﺇ632ﺩ.ﺇ621ﺩ.ﺇ533ﺩ.ﺇ437ﺩ.ﺇ624
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Quick stats about house rentals in San Gimignano

  • Total vacation rentals

    Explore 140 vacation rentals in San Gimignano

  • Nightly prices starting at

    San Gimignano vacation rentals start at ﺩ.ﺇ184 per night before taxes and fees

  • Verified guest reviews

    Over 3,770 verified reviews to help you choose

  • Family-friendly vacation rentals

    100 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 60 rentals that welcome pets

  • Vacation rentals with a pool

    80 properties feature pools

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    140 of San Gimignano vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across San Gimignano rentals

  • 4.8 Average rating

    San Gimignano stays are highly rated by guests—averaging 4.8 out of 5!

Destinations to explore

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  3. Tuscany
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