
House vacation rentals in San Gimignano
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Top-rated house rentals in San Gimignano
Guests agree: these houses are highly rated for location, cleanliness, and more.

Garden House
"Casa del giardino" ...... a blooming oasis within the medieval walls.. The owners Mario and Donella would like to offer you a unique vacation in San Gimignano. You can enjoy the wonderful garden, an extraordinary oasis of peace and silence, in the city center, for the exclusive use of those who rent the apartment. Thus, reading a book, relaxing in the sun, sipping an excellent glass of Chianti or having breakfast surrounded by greenery and among the flowers of this garden will be a memorable experience!

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.

Old Farmhouse near Panzano Castle Abbacìo
The Abbacio apartment is part of an old farmhouse that has been restored respecting the original structure and style. Its location is just on the top of the hill, facing the valley. Surronded by vineyards and olive trees, but also attached to the village. From the house you can easily reach by feet wineries, farms and restaurants. Panzano is halfway between Florence and Siena, easily reached with car. By bus there is a good service from and to Florence, not from and to Siena. A very quiet spot!

House with a breathless view in Tuscany
Halfway between Pisa and Florence this house comes with a large panoramic terrace, equipped with sunchairs and a large table for outdoor dining. Below, an hanging garden on the property overlooks one of the most striking views in Tuscany. The location is strategic, in the beating heart of an ancient medieval village, now home to an open-air contemporary art museum. Peccioli is a great starting point for those who want to visit the art cities of Tuscany, or immerse yourself in local life,

Open space surrounded by nature
Casa Namaste is a small stone cottage with well-kept interiors 1 km from the medieval village of Montescudaio. The house is completely surrounded by woods and centuries-old oaks. 150 meters away flows the Cecina river. In the 5000 square meter garden there is a natural spring with a large stone tub to cool off and an outdoor hot shower surrounded by greenery. We have a Vodafone adsl line with download 33 and upload 1.4. Smart TV and air conditioning are also available starting this spring

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 the classic Chianti, immersed in the vineyards and olive groves of the beautiful Tuscan hills, in the farm of a historic Villa of the ‘500, then come to our barn!! It has a dominating position with a stunning view, where you can enjoy breathtaking sunsets. The total independence of the house, the cozy garden, the large loggia allow you to spend stays in complete peace of mind. Our reviews are your best guarantee.

The Chianti window
A wonderful place to spend a few days in pleasant company. A large living room with fireplace where you can relax after returning from beautiful walks, bike rides, and excursions. The independent apartment is 15 km from Siena, 20 km from the Thermal Baths and 40 minutes from the villages of San Gimignano and Monteriggioni. Overall, there is a farm that produces wines and oil with the possibility of guided tours and tasting of our products with themed dinners.

House in Tuscany: San Gimignano view
This was my grandparents' house...., here, in one of the rooms my grandmother gave birth to my father. I don't want to offer you a renovated apartment for tourists but I want to invite you to "live" in our house, surrounded by nature and to breathe that authentic atmosphere. You will find a house only partially renovated, but left authentic in many details. The ideal place to spend a holiday in close contact with nature and traditions. You will be welcome!

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.

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

Ancient Barn in Chianti with Pool

Private villa/swimming pool in Tuscany

Charming estate with views

Explore Chianti from a Charming Stone House

Casetta Melograno – Cozy farmhouse in Chianti

Casa di Lyndall - Entire house with exclusive pool

Leonardo - Chianti/Siena, Firenze, San Gimignano.

Gaiole in Chianti Poggio Casabianca
Weekly house rentals

The Roses of Montagnana

Villa in the Hills - San Martino *Chianti*

Podere Tignano, 4-bedroom villa in the Chianti!

Authentic Tuscany Experience in Our Country House

Charming Cottage with Splendid Private Pool

Agriturismo Podere San Martino (apartment for two)

Casa Maurino

La Cipressina Relax in Tuscany
Private house rentals

Family Forest - Pool in the Crete Senesi

House "Il Campanile"

SuiteLouise.pool, Hot Tub,homeGym & private Garden

Casa La Selva

The charming cottage in Tuscany with breathtaking views

"The Winery"

Tuscan vineyard house, near Florence

Chiantishire Cottage
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 $14 CAD per night before taxes and fees
Verified guest reviews
Over 3,950 verified reviews to help you choose
Family-friendly vacation rentals
110 properties offer extra space and 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
30 properties have a dedicated workspace
Wifi availability
140 of San Gimignano vacation rentals include wifi 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!
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- Santa Maria Novella
- Duomo di Firenze
- Piazza del Duomo (Pisa)
- Basilica of Santa Maria Novella
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Ponte Vecchio
- Cala Violina
- Gulf of Baratti
- Mercato Centrale
- Uffizi Gallery
- Fortezza da Basso
- Piazzale Michelangelo
- Piazza della Repubblica
- Pitti Palace
- Parco delle Cascine
- Mugello Circuit
- Spiaggia Libera
- Spiagge bianche
- Avignonesi Winery Fattoria Le Capezzine
- The Boboli Gardens
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- Spiaggia Marina di Cecina
- Medici Chapels
- Stadio Artemio Franchi
- Things to do San Gimignano
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