
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.

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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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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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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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!
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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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The House in the Alley – Colle di Val d'Elsa
Very central location, house completely renovated in 2023, cozy and quiet, equipped with every comfort. Independent entrance. Located 50 meters from Piazza Arnolfo di Cambio and 300 meters from the historic center (reachable on foot or by elevator), for those traveling by bus the stop is only 100 meters away. Strategic location for visiting Siena, Florence, San Gimignano, Volterra, Chianti Hills and for those who want to travel the Via Francigena or visit the Elsa River Park.
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SuiteLouise.pool, Hot Tub,homeGym & private Garden
SuiteLouise, in the chianti region is the perfect retreat for those seeking design,comfort and authentic tuscan vibes.Relax in the outdoor lounge,enjoy a bbq in the rose garden, or unwind in the private hot tub or home gym. Feel at home embraced by the rolling tuscan hills, whille i help you create tailor-made stays with 10+experiences. Contact me to craft your tuscan escape and create unforgettable memories in this strategic and amazing area between Florence and Siena.
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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.
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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 🌷
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Casa Aurora 100m from San Gimignano
JUST RENOVATED (JUNE 2021) located on the first floor of a building about 100 meters from the center. The apartment is equipped with Wifi with fiber, 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 parking for free, make it very convenient. THE TOURIST TAX OF € 2.50 IS NOT INCLUDED SEE MORE INFORMATION IN THE INFORMATION
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My country home: 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!
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Cercis - La Palmierina
The apartment is part of a completely fenced estate of 60 hectares of unspoiled nature: more than 1000 olive trees, countless cypresses and fragrant forests create an idyllic environment for those seeking tranquility and silence. The Palmierina estate is near Castelfalfi (a true jewel of medieval architecture) and close to Florence (50 Km), Siena (50 Km), and Pisa (50 Km). There are two golf courses nearby.
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Popular amenities for San Gimignano house rentals
House rentals with a pool

Lovely house in a scenic and paiceful location
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Borgo Ripostena – No. 8 Casa Vecchia
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Collina Power
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I Limoni Apartment in Tuscany
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Private Chianti Cottage, Garden & Vineyard Views
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Explore Chianti from a Charming Stone House
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Casa Giulia di Sopra Farmhouse
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TREEhouse / casaBARTHEL
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Weekly house rentals

The Chianti Classico Sunset
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Domus Nannini - Loggia Salimbeni SPA
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Casa Al Poggio in Chianti Shire
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Casa del Giardino
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Gorgeous Villa with Postcard Views in Historical Florence
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Costalmandorlo, a rustic home in the heart of Tuscany
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Japandi apartment with a view!
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Casa Margheri
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Private house rentals

Entire home in San Gimignano
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La Moraiola - Characteristic Tuscan barn
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Casa La Selva
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Charming Tuscan Villa with pool
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Villa of the Hydrangeas
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Villetta ai Colli – San Martino *Chianti*
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Sangi Home
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Private House for 4P – La Capanna Di Azzurra
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When is the best time to visit San Gimignano?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $268 AUD | $265 AUD | $214 AUD | $262 AUD | $298 AUD | $322 AUD | $252 AUD | $241 AUD | $237 AUD | $220 AUD | $228 AUD | $269 AUD |
| Avg. temp | 7°C | 8°C | 11°C | 14°C | 18°C | 23°C | 25°C | 25°C | 21°C | 16°C | 11°C | 7°C |
Destinations to explore
- Rentals with a hot tub San Gimignano
- Farmstay rentals San Gimignano
- Holiday home rentals San Gimignano
- Rentals with pools San Gimignano
- Family-friendly rentals San Gimignano
- Rentals with breakfast San Gimignano
- Luxury rentals San Gimignano
- Bed and breakfasts San Gimignano
- Villa rentals San Gimignano
- Pet-friendly rentals San Gimignano
- Cottage rentals San Gimignano
- Apartment rentals San Gimignano
- Condo rentals San Gimignano
- Hotel rooms San Gimignano
- House rentals Siena
- House rentals Tuscany
- House rentals Italy
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Piazza del Duomo (Pisa)
- Cala Violina
- Stazione Santa Maria Novella
- Mugello Circuit
- Mercato Centrale
- Spiagge Bianche
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Pisa Centrale Railway Station
- Fortezza da Basso
- Gulf of Baratti
- Uffizi Gallery
- Piazza della Repubblica
- Parco delle Cascine
- Piazzale Michelangelo
- Del Chianti
- Palazzo Vecchio
- Piazza della Signoria
- Pitti Palace
- Boboli's Garden
- Things to do San Gimignano
- Tastings San Gimignano
- Cooking San Gimignano
- Outdoors San Gimignano
- Food tours San Gimignano
- Things to do Siena
- Art workshops Siena
- Tastings Siena
- Food tours Siena
- Museums Siena
- Cultural tours Siena
- Landmarks Siena
- Wildlife Siena
- Cooking Siena
- Outdoors Siena
- Dining Siena
- Things to do Tuscany
- Flying Tuscany
- Water sports Tuscany
- Workouts Tuscany
- Tastings Tuscany
- Outdoors Tuscany
- Galleries Tuscany
- Wildlife Tuscany
- Dining Tuscany
- Museums Tuscany
- Performances Tuscany
- Food tours Tuscany
- Art workshops Tuscany
- Cultural tours Tuscany
- Shopping and fashion Tuscany
- Cooking Tuscany
- Landmarks Tuscany
- Things to do Italy
- Workouts Italy
- Cooking Italy
- Shopping and fashion Italy
- Cultural tours Italy
- Tastings Italy
- Wildlife Italy
- Flying Italy
- Landmarks Italy
- Museums Italy
- Performances Italy
- Art workshops Italy
- Dining Italy
- Galleries Italy
- Outdoors Italy
- Water sports Italy
- Wellness Italy
- Architecture Italy
- Food tours Italy







