
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 $87 NZD 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.
ValueFamilyAmenities
5.0 out of 5 average rating, 143 reviews
Casa al Gianni - The Simignano Barn
Transformed from a former barn, this luxurious retreat offers 5 bedrooms, 4 bathrooms, a large, fully equipped kitchen, a spacious living room, 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 seeking a unique experience, it combines rustic charm with modern comforts. Perfect for families or groups, it promises magical evenings under the stars, complete with relaxation in the hot tub and al fresco dining. A memorable getaway awaits you in this slice of paradise!
LocationValueOutdoor spaces
4.97 out of 5 average rating, 198 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.
LocationValuePool
4.99 out of 5 average rating, 115 reviews
Collina Power
Collina is an ancient stone farmhouse, the house is surrounded by fields and olive groves. It has a large garden with swimming pool and a terrace where you can have pleasant lunches and dinners. A barbecue and garden furniture are available. The road to get to the house in the last stretch is not paved and is therefore not suitable for sports cars or particularly low ones. The route lends itself to pleasant walks during the day, while at night we recommend using a car because it is not lit.
FamilyValueOutdoor spaces
4.93 out of 5 average rating, 203 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!
FamilyLocationAmenities
4.85 out of 5 average rating, 105 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.
FamilyLocationCheck-in
5.0 out of 5 average rating, 233 reviews
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.
ValueLocationView
4.91 out of 5 average rating, 128 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
LocationValueAccuracy
4.88 out of 5 average rating, 144 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.
FamilyValueLaundry
4.97 out of 5 average rating, 134 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 🌷
ValueLocationBarbecue
4.87 out of 5 average rating, 217 reviews
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!
FamilyLocationRiver
4.95 out of 5 average rating, 252 reviews
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.
FamilyLocationWi-Fi
4.96 out of 5 average rating, 146 reviewsPopular amenities for San Gimignano house rentals
House rentals with a pool

Lovely house in a scenic and paiceful location
FamilyLocationBackyard
4.93 out of 5 average rating, 123 reviews
I Limoni Apartment in Tuscany
LocationValueAir conditioning
4.85 out of 5 average rating, 151 reviews
Country Rentals - La Canonica
LocationFamilyPool
4.86 out of 5 average rating, 101 reviews
Explore Chianti from a Charming Stone House
FamilyValueAir conditioning
4.98 out of 5 average rating, 123 reviews
Paluffo Tower House
FamilyValueQuiet
4.89 out of 5 average rating, 81 reviews
Private villa/swimming pool in Tuscany
LocationFamilyCleanliness
4.93 out of 5 average rating, 164 reviews
Private Chianti Cottage, Garden & Vineyard Views
FamilyLocationView
4.99 out of 5 average rating, 137 reviews
Open space surrounded by nature
FamilyValueBarbecue
4.96 out of 5 average rating, 137 reviewsWeekly house rentals

The House in the Alley – Colle di Val d'Elsa
ValueFamilyDecor
4.99 out of 5 average rating, 135 reviews
La Cipressina Relax in Tuscany
LocationFamilyHot tub
5.0 out of 5 average rating, 121 reviews
Domus Nannini - Loggia Salimbeni SPA
LocationFamilyLong stay
4.96 out of 5 average rating, 156 reviews
Casa del Giardino
FamilyLocationShared spaces
4.95 out of 5 average rating, 512 reviews
Tuscan Villa 15 min from Florence, Parking, Garden
FamilyLocationTV
4.97 out of 5 average rating, 142 reviews
Casa Al Poggio in Chianti Shire
ValueFamilyDecor
4.96 out of 5 average rating, 330 reviews
Farmhouse in Chianti, Siena Tuscany
FamilyLocationHospitality
4.83 out of 5 average rating, 168 reviews
Costalmandorlo, a rustic home in the heart of Tuscany
ValueFamilyAmenities
4.91 out of 5 average rating, 126 reviewsPrivate house rentals

Casa La Selva
LocationFamilyBarbecue
4.97 out of 5 average rating, 29 reviews
"The Winery"
ValueLocationLong stay
4.87 out of 5 average rating, 91 reviews
Peaceful and Relaxing Tuscan Retreat with Views
ValueFamilyKitchen
5.0 out of 5 average rating, 90 reviews
Charming Tuscan Villa with pool
FamilyLocationHospitality
5.0 out of 5 average rating, 23 reviews
Historical Palace 13° century San Gimignano
ValueFamilyBreakfast
4.75 out of 5 average rating, 60 reviews
Entire home in San Gimignano
HospitalityViewBathroom
5.0 out of 5 average rating, 6 reviews
Villa of the Hydrangeas
FamilyLocationHospitality
4.98 out of 5 average rating, 47 reviews
Villetta ai Colli – San Martino *Chianti*
FamilyLocationHospitality
4.91 out of 5 average rating, 35 reviewsWhen is the best time to visit San Gimignano?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $334 NZD | $330 NZD | $267 NZD | $327 NZD | $372 NZD | $402 NZD | $315 NZD | $301 NZD | $295 NZD | $274 NZD | $285 NZD | $336 NZD |
| 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
- Family-friendly rentals San Gimignano
- Holiday home rentals San Gimignano
- Farmstay rentals San Gimignano
- Rentals with pools San Gimignano
- Rentals with breakfast San Gimignano
- Luxury rentals San Gimignano
- Condo rentals San Gimignano
- Hotel rooms San Gimignano
- Pet-friendly rentals San Gimignano
- Apartment rentals San Gimignano
- Bed and breakfasts San Gimignano
- Villa rentals San Gimignano
- Cottage rentals 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)
- Stazione Santa Maria Novella
- Cala Violina
- Mugello Circuit
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Mercato Centrale
- Spiagge Bianche
- Pisa Centrale Railway Station
- Fortezza da Basso
- Gulf of Baratti
- Uffizi Gallery
- Piazza della Repubblica
- Parco delle Cascine
- Piazzale Michelangelo
- Palazzo Vecchio
- Del Chianti
- 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
- Museums Siena
- Food tours Siena
- Dining Siena
- Cultural tours Siena
- Outdoors Siena
- Landmarks Siena
- Wildlife Siena
- Cooking Siena
- Things to do Tuscany
- Water sports Tuscany
- Flying Tuscany
- Cooking Tuscany
- Wildlife Tuscany
- Landmarks Tuscany
- Workouts Tuscany
- Tastings Tuscany
- Galleries Tuscany
- Outdoors Tuscany
- Food tours Tuscany
- Dining Tuscany
- Museums Tuscany
- Performances Tuscany
- Shopping and fashion Tuscany
- Art workshops Tuscany
- Cultural tours Tuscany
- Things to do Italy
- Workouts Italy
- Shopping and fashion Italy
- Food tours Italy
- Cooking Italy
- Flying Italy
- Cultural tours Italy
- Wellness Italy
- Tastings Italy
- Wildlife Italy
- Landmarks Italy
- Museums Italy
- Performances Italy
- Art workshops Italy
- Dining Italy
- Galleries Italy
- Outdoors Italy
- Architecture Italy
- Water sports Italy







