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Check prices for these dates

Next weekend
13 Jun - 15 Jun
In two weeks
20 Jun - 22 Jun
In one month
4 Jul - 6 Jul
In two months
1 Aug - 3 Aug

Villas in San Gimignano

Villa Sarah Luxury Villa a San Gimignano 5 room en suite swimming pool spa
Outdoor pool

Villa Sarah Luxury Villa a San Gimignano 5 room en suite swimming pool spa

10.0 out of 10, Exceptional, (39)
"The villa is quiet and so picturesque. The views are incredible. The accommodations comfortable and the outdoor space absolutely amazing!"
Villa Sarah Luxury Villa a San Gimignano 5 room en suite swimming pool spa
Villa with pool, 4 rooms en suite, WiFi A/C, walking distance from San Gimignano
Outdoor pool

Villa with pool, 4 rooms en suite, WiFi A/C, walking distance from San Gimignano

10.0 out of 10, Exceptional, (101)
"The whole family were together and enjoyed the beauty that surrounded us. It was a wonderful place that made for wonderful memories."
Villa with pool, 4 rooms en suite, WiFi A/C, walking distance from San Gimignano
Macinella Friendly and Artistic apartment "Sunflower 1"
Pool

Macinella Friendly and Artistic apartment "Sunflower 1"

9.0 out of 10, Wonderful, (21)
"Traditional accommodation in a great location. In the middle of the sweet Tuscan hills. Very nice property, ambience Italian warmth and great atmosphere. always gladly again..."
Macinella Friendly and Artistic apartment "Sunflower 1"
VILLA IRIS LUXURY SAN GIMIGNANO, 6 EN SUITE ROOMS, SWIMMING POOL, SPA, SAUNA.
Outdoor pool

VILLA IRIS LUXURY SAN GIMIGNANO, 6 EN SUITE ROOMS, SWIMMING POOL, SPA, SAUNA.

10.0 out of 10, Exceptional, (114)
"We went as a group of 10 friends. The villa is outstanding. Enough rooms and private bathrooms for all. The most wonderful garden and pool area. Private chef was worth every penny. Wonderful experience."
VILLA IRIS LUXURY SAN GIMIGNANO, 6 EN SUITE ROOMS, SWIMMING POOL, SPA, SAUNA.
San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view
Outdoor pool

San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view

10.0 out of 10, Exceptional, (88)
"This house is beautiful, perfectly situated, and well maintained! Alessandro was so kind and we enjoyed every moment of our stay! "
San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view
Villa Sabrina - Luxury Villa Rental with private swimming pool in San Gimignano, Tuscany
Pool

Villa Sabrina - Luxury Villa Rental with private swimming pool in San Gimignano, Tuscany

10.0 out of 10, Exceptional, (76)
"Great place. Great host Driveway….needs work "
Villa Sabrina - Luxury Villa Rental with private swimming pool in San Gimignano, Tuscany
- Top Location - Villa in San Gimignano, Top View, 4 DBL En-Suite, Pool, A. C, WiFi
Outdoor pool

- Top Location - Villa in San Gimignano, Top View, 4 DBL En-Suite, Pool, A. C, WiFi

10.0 out of 10, Exceptional, (103)
"The spacious accommodation on the first floor offered captivating views over the Tuscan countryside to San Gimignano on the horizon.The garden with its spacious swimming pool and outdoor eating area was greatly enjoyed by everyone. San Gimignano itself was a lovely town to explore with great restaurants and cafes. And the meal prepared for us by Barbara was very special."
- Top Location - Villa in San Gimignano, Top View, 4 DBL En-Suite, Pool, A. C, WiFi
Exclusive Farmhouse Pool & View of San Gimignano
Outdoor pool

Exclusive Farmhouse Pool & View of San Gimignano

10.0 out of 10, Exceptional, (1)
Exclusive Farmhouse Pool & View of San Gimignano
Villa Montecarulli in San Gimignano private pool
Terrace/patio

Villa Montecarulli in San Gimignano private pool

Villa Montecarulli in San Gimignano private pool
Villa Panizzi – Vacation Rental with swimming pool in San Gimignano, Chianti
Pool

Villa Panizzi – Vacation Rental with swimming pool in San Gimignano, Chianti

9.4 out of 10, Exceptional, (13)
"Lots of space to spread out and different eating areas. Pool was lovely. A good base for sightseeing and a short hop into San gimignano for an aperitif."
Villa Panizzi – Vacation Rental with swimming pool in San Gimignano, Chianti
San Gimignano - Panoramic garden and beautiful pool!
Pool

San Gimignano - Panoramic garden and beautiful pool!

9.8 out of 10, Exceptional, (36)
"It is a beautiful property. Charming house surrounded by a well maintained garden and with a spectacular pool. Very necessary after a day visit in a hot summer. The house has everything you may need. Very satisfied"
San Gimignano - Panoramic garden and beautiful pool!
Villa Simone - Luxury Villa with swimming pool
Spa

Villa Simone - Luxury Villa with swimming pool

9.8 out of 10, Exceptional, (9)
"Very nice and big house with a everything you need. Wonderful furniture en very good rooms and bathrooms. Everything is great. The bedroom next to the upstairs Livingroom has a problem when it is windy. The glass is not kitted and make a big noise."
Villa Simone - Luxury Villa with swimming pool
Villa Il Caggio - Villa with pool near san Gimignano in Tuscany
Pool

Villa Il Caggio - Villa with pool near san Gimignano in Tuscany

9.6 out of 10, Exceptional, (9)
"Villa Il Caggio was superb for us. We had twelve adults (all family) and allowed us to just spend the week together perfectly, most of it in the pool! With the towns of San Gimignano and Certaldo less than fifteen minutes away, this villa allows you to relax in peaceful and quiet surroundings, but also the Tuscan region is within reach quickly should you wish to explore, as several of our party did on other days."
Villa Il Caggio - Villa with pool near san Gimignano in Tuscany
Entire Tuscan farmhouse with private pool between Siena and Florence
Outdoor pool

Entire Tuscan farmhouse with private pool between Siena and Florence

10.0 out of 10, Exceptional, (3)
"Very nice!!!"
Entire Tuscan farmhouse with private pool between Siena and Florence
Lilium, splendid villa with outdoor space, on the hills of San Giminiano
Exterior

Lilium, splendid villa with outdoor space, on the hills of San Giminiano

9.8 out of 10, Exceptional, (6)
"I would come back again. Concetta made us a delicious Tuscan meal. We had their home made wine. Pool was beautiful don’t hesitate to stay "
Lilium, splendid villa with outdoor space, on the hills of San Giminiano
Il Pascolo, San Gimignano, Siena and Chianti
Pool

Il Pascolo, San Gimignano, Siena and Chianti

Il Pascolo, San Gimignano, Siena and Chianti
Beautiful villa with private pool, WIFI, A/C, TV, patio, pets allowed, panoramic view and parking
Bathroom

Beautiful villa with private pool, WIFI, A/C, TV, patio, pets allowed, panoramic view and parking

8.0 out of 10, Very Good, (2)
"The property is well-located for day trips in Tuscany, with easy on-off of the major roadways. It is not as easy to find as one would hope and the house itself lacks basic amenities we thought would be provided. The grounds are beautiful and sitting outside by the pool or on the patio was a wonderful way to begin or end a day."
Beautiful villa with private pool, WIFI, A/C, TV, patio, pets allowed, panoramic view and parking
Villa Sabrina
Outdoor pool

Villa Sabrina

Villa Sabrina
Luxury romantic cottage with a hot tub by San Gimignano
Outdoor dining

Luxury romantic cottage with a hot tub by San Gimignano

Luxury romantic cottage with a hot tub by San Gimignano
Villa San Gimignano View by MMega
Outdoor dining

Villa San Gimignano View by MMega

Villa San Gimignano View by MMega
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Frequently asked questions

How much do villas in San Gimignano cost?
Prices for villas in San Gimignano range between and per night. No matter your budget, you’re sure to find a place that fits your needs on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many villas are there in San Gimignano?
San Gimignano has 109 villas to pick from. Find a place that’s perfect quickly and easily by checking the “Villa” box under the “Property type” tab in our filter tool.
Why book your villa in San Gimignano with Expedia?
Expedia makes it a breeze to find your dream villa in San Gimignano. Taking the kids on vacation? Use our filters to look for stays with amenities like WiFi and a pool. If you have a set budget, decide on how much you’d like to spend and the star rating of the property. We’ll help you find a perfect place that matches your style and taste.