
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 $71 AUD per night before taxes and fees

Verified guest reviews
Over 3,760 verified reviews to help you choose

Family-friendly holiday rentals
100 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 60 rentals that welcome pets

Holiday rentals with a pool
80 properties feature pools

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
140 of San Gimignano holiday 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!
Top-rated house rentals in San Gimignano
Guests agree: These houses are highly rated for location, cleanliness and more.

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!
ValueLocationOutdoor spaces

Palazzo Monaci - Pool in the Crete Senesi
Welcome to Palazzo Monaci! An oasis of nature and unique beauty, in the heart of the Crete Senesi, in Tuscany. A residence with a pool and a breathtaking view of the Crete Senesi. Perfect for couples or families looking for a relaxing vacation. The location is perfect for exploring the surrounding areas. You can hike in the Tuscan countryside, visit the characteristic medieval villages, taste the delicious local wines, and immerse yourself in the culture and history of this fascinating region.
LocationFamilyAccess

The MOONLIT & SUNNY COTTAGE near Florence
IL COLLE DI FALTUGNANO: immersed in an olive grove on a Tuscan hills and with an amazing view of the valley, the stone cottage has been remarkably recovered a few months ago, a caravanserai a few century ago. In a strategic position close to Florence and Mugello is a good base for exploring Tuscany and be independent at the same time with supermarkets and restaurants just a few minutes away. Close to a farmhouse you can buy fresh local organic ingredients such as bio vegetables, eggs or cheese.
FamilyLocationParking

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.
ValueFamilyBackyard

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.
ValueLocationDecor

Private Chianti Cottage, Garden & Vineyard Views
Set in a picturesque hamlet, overlooking the Chianti hills, this charming country house is just 10 minutes from Siena and Castellina in Chianti. Recently renovated, it blends authentic Tuscan charm with modern comforts. The house features two bedrooms, two bathrooms, a cozy living area and a fully equipped kitchen with a dishwasher, two fridges, and a washing machine. Outside, enjoy a beautiful garden and relax in the outdoor marble hot tub, soaking in the breathtaking views.
LocationFamilyAir conditioning

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.
ValueLocationHospitality

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.
LocationValueComfort

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.
LocationFamilyIndoor spaces

Nada Home
My home is nestled in the Tuscan countryside, surrounded by olive trees and vineyards, in the heart of Chianti. All around, beautiful views and a peaceful, relaxing atmosphere. The garden is a special space, perfect for enjoying time outdoors. For those who wish, it is possible—upon request—to share moments of cooking and conviviality, such as carefully prepared dinners to be enjoyed together, even by candlelight, in an intimate and welcoming setting.
ValueFamilyAir conditioning

Cercis - La Palmierina
E' un appartamento facente parte di una tenuta completamente recintata di 60 ettari di natura incontaminata: più di 1000 ulivi, innumerevoli cipressi e foreste profumate creano un ambiente idilliaco per coloro che ricercano tranquillità e silenzi. La tenuta Palmierina è in prossimità di Castelfalfi (un vero gioiello di architettura medievale) e nelle vicinanze di Firenze (50 Km), Siena (50 Km), Pisa (50 Km). Nelle vicinanze ci sono due campi da golf.
LocationFamilyBeach

"La limonaia" - Romantic Suite
Romantic Suite immersed in the enchanting hills of Fiesole. It is the ideal place fot those looking for unique and exclusive experience of its kind characterized by suggestive views and unforgettable sunsets. The accommodation is part of an old 19th century Tuscan farmhouse surrounded by its own olive groves and woods. This is an ideal place for a relaxing holiday and privileged base for visiting the major centers of interest in Tuscany.
LocationValueBiking
Popular amenities for San Gimignano house rentals
House rentals with a pool

Italian Internal
ValueLocationBreakfast

Podere Scorno country house with swimming pool
LocationAir conditioningDecor

Ancient Barn in Chianti with Pool
FamilyLocationGetting around

I Limoni Apartment in Tuscany
LocationFamilyBeach

Private villa/swimming pool in Tuscany
FamilyLocationCleanliness

Borgo Ripostena – No. 5 Garage
LocationFamilyBarbecue

Relaxation and charm in the Chianti hills
FamilyValueAir conditioning

Collina Power
FamilyValueAmenities
Weekly house rentals

Love in Chianti
ValueLocationSleep quality

Torretta Apartment
ValueLocationOutdoor spaces

House with a breathless view in Tuscany
LocationFamilyDecor

Siena Countryside Colle Ciupi
ValueFamilyCheckout

"La Lambarda" tower Suite
ValueLocationNearby

Costalmandorlo, a rustic home in the heart of Tuscany
FamilyLocationNearby

Casa Al Poggio in Chianti Shire
LocationFamilyBreakfast

Casa Aurora 100m from San Gimignano
LocationValueAccuracy
Private house rentals
Gorgeous Villa with Postcard Views in Historical Florence
ValueLocationView

Casa del Giardino
LocationValueLayout

Frui Ruris Hut, San Gimignano
LocationValueBackyard

Entire home in San Gimignano
ViewHospitalityBathroom

picturesque farmhouse, Chianti, panoramic garden
LocationFamilyCondition

Tuscany stoned house with private pool
FamilyValueCleanliness

Relaxing Country Home in Tuscany with View
LocationValueIndoor spaces

Poggiolo
FamilyLocationShared spaces
When is the best time to visit San Gimignano?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $272 AUD | $270 AUD | $218 AUD | $218 AUD | $213 AUD | $240 AUD | $257 AUD | $245 AUD | $241 AUD | $224 AUD | $232 AUD | $274 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 outdoor seating San Gimignano
- Rentals with a fireplace San Gimignano
- Rentals with a hot tub San Gimignano
- Smoking-friendly rentals San Gimignano
- Rentals with an EV charger San Gimignano
- Family-friendly rentals San Gimignano
- Holiday home rentals San Gimignano
- Farmstay rentals San Gimignano
- Fitness-friendly rentals San Gimignano
- Rentals with pools San Gimignano
- Rentals with a patio San Gimignano
- Rentals with breakfast San Gimignano
- Rentals with a fire pit San Gimignano
- Luxury rentals San Gimignano
- Condo rentals San Gimignano
- Hotel rooms San Gimignano
- Pet-friendly rentals San Gimignano
- Apartment rentals San Gimignano
- Rentals with a washing machine and dryer 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)
- Mugello Circuit
- Cala Violina
- Mercato Centrale
- Pisa Centrale Railway Station
- Uffizi Gallery
- Fortezza da Basso
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Stazione Santa Maria Novella
- Del Chianti
- Piazza della Repubblica
- Spiagge Bianche
- Piazzale Michelangelo
- Parco delle Cascine
- Gulf of Baratti
- Pitti Palace
- Piazza della Signoria
- Boboli's Garden
- Palazzo Vecchio
- Things to do San Gimignano
- Tours San Gimignano
- Nature and outdoors San Gimignano
- Food and drink San Gimignano
- Things to do Siena
- Sightseeing Siena
- Art and culture Siena
- Nature and outdoors Siena
- Food and drink Siena
- Tours Siena
- Sports activities Siena
- Things to do Tuscany
- Nature and outdoors Tuscany
- Art and culture Tuscany
- Wellness Tuscany
- Sports activities Tuscany
- Tours Tuscany
- Entertainment Tuscany
- Food and drink Tuscany
- Sightseeing Tuscany
- Things to do Italy
- Food and drink Italy
- Wellness Italy
- Art and culture Italy
- Nature and outdoors Italy
- Sports activities Italy
- Sightseeing Italy
- Tours Italy
- Entertainment Italy







