
House vacation rentals in San Gimignano
Find and book unique houses on Airbnb
Quick stats about house rentals in San Gimignano

Total vacation rentals
Explore 150 vacation rentals in San Gimignano

Nightly prices starting at
San Gimignano vacation rentals start at ﺩ.ﺇ 184 per night before taxes and fees

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

Family-friendly vacation rentals
100 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 60 rentals that welcome pets

Vacation 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 vacation 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
Converted from an old barn, this luxurious retreat offers 5 bedrooms, 4 bathrooms, a large fully equipped kitchen, a spacious living room, 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, including relaxation in the hot tub and outdoor dinners. A memorable getaway awaits you in this slice of paradise!

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.

Love in Chianti
Welcome to the delightful cottage of Riccardo and Pauline, a small corner of love where colors and details are designed to give peace and quiet. You will find yourself immersed in the green Tuscan hills, in a breathtaking landscape where the renowned Chianti Classico wine is born. The area is ideal for walking and cycling. You will be close to the cities of art, such as Florence, Siena and Arezzo. Upon request and according to availability, we offer a paid shuttle service. We look forward to seeing you ❤️

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.

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.

La Casa di Nada - Suite
From every window of the house, beautiful views open onto the rolling Tuscan hills, a constant delight throughout the stay. The home is bright and welcoming, with comfortable bedrooms each featuring a private bathroom, a living room with a fireplace, and a fully equipped kitchen, the true heart of the home. For those who wish, it is possible—upon request—to enjoy a simple and authentic moment of cooking together, just like in a family home. A peaceful retreat in the heart of Chianti.

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.

The Chianti Classico Sunset
If you are looking for an idyllic location in the heart of Chianti Classico, 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 a breathtaking view, where you can enjoy stunning sunsets. The total independence of the house, the cozy garden, and the large loggia allow you to spend your stay in total peace of mind. Our reviews are your best guarantee.

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.

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.

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.

"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.
Popular amenities for San Gimignano house rentals
House rentals with a pool

Private Chianti Cottage, Garden & Vineyard Views

Infinity pool in Chianti area

Ancient Barn in Chianti with Pool

Private villa/swimming pool in Tuscany

Explore Chianti from a Charming Stone House

Leonardo - Chianti/Siena, Florence, San Gimignano.

Collina Power

Casa Luigi Suite with exclusive pool
Weekly house rentals

Casa del Giardino

Giovanna apartment 100m from San Gimignano

House with a breathless view in Tuscany

Casa Al Poggio in Chianti Shire

The charming cottage in Tuscany with breathtaking views

Toscana country house: garden, relax, towers view

Casa Dante – Authentic Chianti Stay | Views & Relaxation

Amazing Cott. in the heart of Siena
Private house rentals

Luxury Villa Jacuzzi: Iconic Vineyard Views

Torretta Apartment

Farmhouse in Chianti, Siena Tuscany

Fabulous farmhouse in Chianti, panoramic garden

Tuscany stoned house with private pool

Relax in Tuscany Country Home with a Stunning View

Charming converted Hayloft overlooking the Chianti Hills

Poggiolo
When is the best time to visit San Gimignano?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 701 | ﺩ.ﺇ 694 | ﺩ.ﺇ 562 | ﺩ.ﺇ 562 | ﺩ.ﺇ 547 | ﺩ.ﺇ 617 | ﺩ.ﺇ 661 | ﺩ.ﺇ 632 | ﺩ.ﺇ 621 | ﺩ.ﺇ 577 | ﺩ.ﺇ 599 | ﺩ.ﺇ 705 |
| 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
- Vacation home rentals San Gimignano
- Family-friendly 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 washer 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
- Stazione Santa Maria Novella
- Fortezza da Basso
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Piazza della Repubblica
- Spiagge Bianche
- Parco delle Cascine
- Del Chianti
- Piazzale Michelangelo
- Gulf of Baratti
- Pitti Palace
- Boboli's Garden
- Palazzo Vecchio
- Piazza della Signoria
- Things to do San Gimignano
- Tours San Gimignano
- Nature and outdoors San Gimignano
- Food and drink San Gimignano
- Art and culture San Gimignano
- Things to do Siena
- Sports activities Siena
- Sightseeing Siena
- Art and culture Siena
- Entertainment Siena
- Nature and outdoors Siena
- Food and drink Siena
- Tours 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
- Entertainment Italy
- Food and drink Italy
- Wellness Italy
- Art and culture Italy
- Nature and outdoors Italy
- Sports activities Italy
- Sightseeing Italy
- Tours Italy







