
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.

Domus Nannini - Loggia Salimbeni SPA
Apartment of 200 sqm furnished with precious classical furniture and very spacious rooms: 13 windows overlooking the old town, each window offers a unique view of the city. Big and spacious lounge with peerless view on the begin of Banchi di Sopra, Piazza Salimbeni and the headquarter of the Monte dei Paschi, formed by the noble palaces Tantucci, Salimbeni and Spannocchi. Second lounge with library, sofa-bed and the same exclusive view. 2 large bedrooms with city-views and king-size beds. 3 bathrooms one with jacuzzi and one with shower. A long corridor that crosses the apartment, spacious entrance and private terrace on the internal courtyard. Third lounge with sofa-bed and city-view. Dining room with panoramic views of the Duomo of Siena and Basilica of San Domenico which stand out over the medieval roofs of Siena a few meters from us. Fully equipped kitchen with laundry area. It occupies the entire second floor our 1600's palace and offers unique and privileged views of Siena and its architectural wonders. We are on Banchi sopra Sopra, the main course of the historical center of Siena, below the house you will find the best shops in the center with all the brands of high fashion, lots of restaurants; Wineries, Bars and Supermarkets with typical Tuscan products.
FamilyLocationNearby
4.96 out of 5 average rating, 156 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.
ValueFamilyWi-Fi
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!
FamilyValueQuiet
4.97 out of 5 average rating, 198 reviews
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.
FamilyLocationCheck-in
4.96 out of 5 average rating, 142 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!
LocationValueAccuracy
4.85 out of 5 average rating, 105 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 commanding position with an amazing view, where you can enjoy breathtaking sunsets. The complete privacy of the house, the cozy garden, and the large loggia allow you to enjoy your stay in total tranquility. Our reviews are your best guarantee.
FamilyValueQuiet
4.98 out of 5 average rating, 244 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.
ValueLocationCleanliness
5.0 out of 5 average rating, 233 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.
FamilyValueGetting around
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 🌷
ValueFamilySleep quality
4.87 out of 5 average rating, 217 reviews
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
FamilyLocationWalkability
4.94 out of 5 average rating, 200 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!
FamilyValueAir conditioning
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.
ValueLocationCheckout
4.96 out of 5 average rating, 147 reviewsPopular amenities for San Gimignano house rentals
House rentals with a pool

Relaxation and charm in the Chianti hills
FamilyLocationBreakfast
4.99 out of 5 average rating, 115 reviews
Borgo Ripostena – No. 9 Oil Mill
FamilyLocationAccess
4.94 out of 5 average rating, 118 reviews
SuiteLouise.pool, Hot Tub,homeGym & private Garden
LocationFamilyHot tub
4.91 out of 5 average rating, 128 reviews
Collina Power
FamilyValueShared spaces
4.93 out of 5 average rating, 204 reviews
Ancient Barn in Chianti with Pool
FamilyLocationQuiet
4.89 out of 5 average rating, 125 reviews
Casa Giulia di Sopra Farmhouse
LocationFamilyAir conditioning
4.95 out of 5 average rating, 106 reviews
Open space surrounded by nature
LocationFamilyAmenities
4.96 out of 5 average rating, 137 reviews
Explore Chianti from a Charming Stone House
FamilyValueHiking
4.98 out of 5 average rating, 123 reviewsWeekly house rentals

Casa del Giardino
LocationFamilyWi-Fi
4.95 out of 5 average rating, 512 reviews
"La limonaia" - Romantic Suite
ValueLocationBiking
4.99 out of 5 average rating, 320 reviews
Charming converted Hayloft overlooking the Chianti Hills
FamilyValueWi-Fi
4.97 out of 5 average rating, 308 reviews
The Chianti window
LocationFamilyOutdoor spaces
4.9 out of 5 average rating, 136 reviews
Costalmandorlo, a rustic home in the heart of Tuscany
LocationFamilyGetting around
4.91 out of 5 average rating, 126 reviews
Casa Al Poggio in Chianti Shire
LocationValueGetting around
4.96 out of 5 average rating, 332 reviews
I Limoni Apartment in Tuscany
LocationValueWalkability
4.85 out of 5 average rating, 151 reviews
Japandi apartment with a view!
LocationGetting aroundBathroom
5.0 out of 5 average rating, 28 reviewsPrivate house rentals

Luxury Villa Jacuzzi: Iconic Vineyard Views
FamilyLocationAir conditioning
5.0 out of 5 average rating, 16 reviews
Casa La Selva
FamilyLocationOutdoor spaces
4.97 out of 5 average rating, 29 reviews
Charming Tuscan Villa with pool
LocationFamilyBarbecue
5.0 out of 5 average rating, 23 reviews
Villa of the Hydrangeas
LocationFamilyAmenities
4.98 out of 5 average rating, 48 reviews
The independent Cottage on the Tuscan hills
LocationFamilyAccuracy
4.92 out of 5 average rating, 24 reviews
Tuscany stoned house with private pool
FamilyLocationBathroom
4.98 out of 5 average rating, 58 reviews
Private House for 4P – La Capanna Di Azzurra
LocationValueGetting around
4.96 out of 5 average rating, 27 reviews
Poggiolo
ValueFamilyTV
5.0 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
- Luxury rentals San Gimignano
- Pet-friendly rentals San Gimignano
- Rentals with breakfast San Gimignano
- Bed and breakfasts San Gimignano
- Villa rentals San Gimignano
- Apartment rentals San Gimignano
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- 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)
- 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
- Tastings Siena
- Museums Siena
- Food tours Siena
- Cultural tours Siena
- Art workshops Siena
- Outdoors Siena
- Dining Siena
- Landmarks Siena
- Wildlife Siena
- Cooking Siena
- Things to do Tuscany
- Water sports Tuscany
- Flying Tuscany
- Cooking Tuscany
- Wildlife Tuscany
- Landmarks Tuscany
- Tastings Tuscany
- Galleries Tuscany
- Outdoors Tuscany
- Museums Tuscany
- Workouts Tuscany
- Art workshops Tuscany
- Food tours Tuscany
- Shopping and fashion Tuscany
- Dining Tuscany
- Performances Tuscany
- Cultural tours Tuscany
- Things to do Italy
- Workouts Italy
- Shopping and fashion Italy
- Cooking Italy
- Cultural tours Italy
- Flying Italy
- Tastings Italy
- Wildlife Italy
- Food tours Italy
- Museums Italy
- Performances Italy
- Wellness Italy
- Art workshops Italy
- Dining Italy
- Galleries Italy
- Landmarks Italy
- Architecture Italy
- Outdoors Italy
- Water sports Italy







