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House holiday rentals in San Gimignano

Find and book unique houses on Airbnb

Quick stats about house rentals in San Gimignano

  • Total holiday rentals

    Explore 150 holiday rentals in San Gimignano

  • Nightly prices starting at

    San Gimignano holiday rentals start at $70 AUD per night before taxes and fees

  • Verified guest reviews

    Over 4,010 verified reviews to help you choose

  • Family-friendly holiday rentals

    110 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 60 rentals that welcome pets

  • Holiday rentals with a pool

    90 properties feature pools

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    150 of San Gimignano holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across San Gimignano rentals

  • 4.8 Average rating

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

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 favourite
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 San Filippo a Ponzano
5.0 out of 5 average rating, 141 reviews

Infinity pool in Chianti 1

Our house is a part of a stone farmhouse completely independent from the rest of the adjacent property. Arranged on three floors, on the ground floor there is a large entrance hall, a large living room with fireplace, a bedroom with 1 double bed and a bathroom with window. On the first floor there are two bedrooms (2 +2 beds) with a bathroom with window. In the basement, at garden level, there is the kitchen and the dining room. From the kitchen you access the outside where you will find an area for outdoor dining with a large dining table under a pergola. You then go down towards the garden with barbecue area.

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Top Guest favourite
An outdoor patio area features rustic furnishings and is framed by gracefully draping curtains. The space is adorned with comfortable seating and a communal dining table, set against a backdrop of tall cypress trees and a clear blue sky, inviting relaxation in a serene environment.
Home in Simignano
4.97 out of 5 average rating, 194 reviews

Casa al Gianni - The Simignano Barn

Transformed from a historic barn, this luxurious retreat offers 5 bedrooms, 4 bathrooms, a large, fully equipped kitchen, a spacious living area, and a large private garden with parking, a hot tub, a patio with sofas, a BBQ, a fire pit and an outdoor kitchen. Ideal for those looking for a unique experience, it combines rustic charm with modern comforts. Perfect for families or groups, it promises magical evenings under the stars, with relaxation in the hot tub and outdoor dinners. A memorable getaway awaits you in this little slice of paradise!

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Top Guest favourite
Home in Greve in Chianti
4.99 out of 5 average rating, 113 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.

Guest favourite
A rustic stone house sits amidst lush greenery, surrounded by rolling hills and distant mountains. The landscape showcases varying shades of green, while a clear sky with scattered clouds adds to the serene environment. The area is spacious, offering a sense of tranquility.
Home in Pievescola
4.91 out of 5 average rating, 99 reviews

Borgo Ripostena – No. 10 Hut

Charming cottage in the heart of Tuscany on a peaceful property. It is surrounded by a big private garden and has a marvelous panoramic terrace with stunning views over San Gimignano and the Chianti Hills. PRIVACY: EACH APARTMENT HAS A PRIVATE ENTRANCE AND TERRACE FOR TOTAL PRIVACY CLEANING: APARTMENTS ARE DISINFECTED WITH CERTIFIED EQUIPMENT BEFORE EACH ARRIVAL POOL: EACH APARTMENT HAS A DESIGNATED SPACE RESERVED AT THE POOL. SMART SERVICES: WEB CHECK-IN AND GUEST ASSISTANCE VIA SMARTPHONE APP

Top Guest favourite
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, 243 reviews

The Chianti Classico Sunset

If you are looking for an idyllic location in the heart of the Chianti Classico region, surrounded by the vineyards and olive groves of the beautiful Tuscan hills, on the estate of a historic 16th-century villa, then come to our barn!! It has a dominant position with an amazing view, where you can enjoy breathtaking sunsets. The complete independence of the house, the welcoming garden and the large loggia allow you to enjoy your stay in total tranquillity. Our reviews are your best guarantee.

Guest favourite
A rustic kitchen features a wooden dining table with matching chairs, inviting guests to enjoy meals together. Sunlight filters through an open window with wooden shutters, illuminating the space. The kitchen is equipped with modern appliances integrated into dark cabinetry, blending functionality with traditional charm.
Home in San Gimignano
4.85 out of 5 average rating, 101 reviews

A stone's throw from the towers

Brand new gem just outside the ancient walls of SAN GIMIGNANO, one of the most beautiful villages in the world and a UNESCO World Heritage site since 1990. Beautifully renovated with high-quality materials to offer a perfect balance of comfort and functionality, making it the ideal choice for those visiting the city for leisure or business. Strategic location to explore some of the most important cities and discover cultural, scenic, and gastronomic itineraries of the wonderful Tuscany!

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
5.0 out of 5 average rating, 232 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 favourite
Home in San Gimignano
4.88 out of 5 average rating, 144 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 favourite
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, 133 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.

Superhost
Home in Barberino Tavarnelle
4.87 out of 5 average rating, 215 reviews

Nada Home

3 comfortable, fully air-conditioned double bedrooms, each with its own private bathroom, in the heart of Chianti, ideally located between Florence, Siena and San Gimignano. A welcoming, well-kept home in the peaceful Tuscan countryside. Fully equipped kitchen with dishwasher, oven and bar area, plus a laundry room with washing machine and dryer. Private garden for your exclusive use with a private hydromassage pool, heated in winter upon request 🌷

Top Guest favourite
Home in San Gimignano
4.95 out of 5 average rating, 250 reviews

My country house: garden, quiet, sun, towers view!

This was my grandparents' house. In one of the rooms, my grandmother gave birth to my father. I won't host you in a "renovated" house for tourists, but I want you to experience what was once my family's home, left authentic in many details. You'll be surrounded by nature and tranquility, and you'll be able to appreciate the view of the towers of San Gimignano. The ideal place to experience nature and tradition. You're welcome!

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, 126 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 San Gimignano house rentals

When is the best time to visit San Gimignano?

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Avg. price$267 AUD$264 AUD$214 AUD$261 AUD$297 AUD$321 AUD$251 AUD$240 AUD$236 AUD$219 AUD$228 AUD$268 AUD
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