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Check prices for these dates

Next weekend
31 Jan - 2 Feb
In two weeks
7 Feb - 9 Feb
In one month
21 Feb - 23 Feb
In two months
21 Mar - 23 Mar

Compare 87 Villas in San Gimignano with updated reviews, rates, and availability.

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

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

10.0 out of 10, Exceptional, (95)
"Our host was responsive to our questions and needs. He also arranged a women to come to the property and prepare dinner for us on two separate nights.To our host, thank you."
Villa with pool, 4 rooms en suite, WiFi A/C, walking distance from San Gimignano
San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view
POOL

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

10.0 out of 10, Exceptional, (84)
"Alessandro was a fantastic host! He always made us feel right at home. Addressing all of our questions regarding the local area. The property was exactly what we expected. The surrounding area was magnificent. "
San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view
VILLA IRIS LUXURY SAN GIMIGNANO, 6 EN SUITE ROOMS, SWIMMING POOL, SPA, SAUNA.
Pool

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

10.0 out of 10, Exceptional, (113)
"From the first contact until our checkout, the communication was excellent. The Villa was very well decorated and provided an excellent venue for our 12 person group. The chef and hostess prepared a delicious meal and extraordinary service. The Villa provided an excellent place to rest for our group. Everyone had their own bedroom and bathroom. Caterina, Gabriel and Carolina were EXCELLENT to work with! I would definitely recommend this Villa to anyone looking for a central location in...
VILLA IRIS LUXURY SAN GIMIGNANO, 6 EN SUITE ROOMS, SWIMMING POOL, SPA, SAUNA.
- Top Location - Villa in San Gimignano, Top View, 4 DBL En-Suite, Pool, A. C, WiFi
Exterior detail

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

10.0 out of 10, Exceptional, (98)
"The entire experience (pre-booking, booking, and our stay) was positive. Barbara quickly responded to my inquiries before and after booking and greeted us upon arrival. Plus, she prepared two delicious meals for our group that we enjoyed at the outside dining area—from which we had gorgeous views of the San Gimignano skyline. There are uninterrupted views of San Gimignano from inside, too: from the kitchen, the living room, and one of the bedrooms. We savored those views our entire stay. The...
- Top Location - Villa in San Gimignano, Top View, 4 DBL En-Suite, Pool, A. C, WiFi
Villa Sarah Luxury Villa a San Gimignano 5 room en suite swimming pool spa
Pool

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

10.0 out of 10, Exceptional, (39)
"Villa Sarah is one of those once in a lifetime experiences. Even after seven blissful days, we still couldn’t believe we had the privilege of staying here. The views from the house of the rolling Tuscan hills and enchanting San Gimignano in the distance is a sight we will all treasure forever. The house is so thoughtfully designed and furnished by the owner, Gabriele. You really feel at home, but with every luxury, including five whimsical bedrooms with en suite bathrooms, stunning views around...
Villa Sarah Luxury Villa a San Gimignano 5 room en suite swimming pool spa
San Gimignano - Panoramic garden and beautiful pool!
panoramic pool and garden

San Gimignano - Panoramic garden and beautiful pool!

9.8 out of 10, Exceptional, (36)
"This magnificent villa and the hosts, Cristina and Simone, surpassed our expectations and made a blissful stay in beautiful San Gimignano. The 300+ year old home was clean, charming and authentic and the grounds were well maintained and serene. The views of the countryside were breathtaking! At our request, the hosts arranged for a chef, Patrizia, to come to prepare dinner on 3 evenings. She was delightful and used fresh produce and ingredients from her own farm in the multi-course meals she...
San Gimignano - Panoramic garden and beautiful pool!
Macinella Friendly and Artistic apartment "Sunflower 1"
Living area

Macinella Friendly and Artistic apartment "Sunflower 1"

9.0 out of 10, Wonderful, (21)
"I rated as a 4 instead of 5 for two reasons. 1) the beds were fine but could have been better. (2) the drive on gravel roads were a bit iffy when it rained. Stelio and the rest of the group were very friendly and responsive and the views were amazing . If you walk across the road you can see San Gimignano which was very cool. Also convenient to many of the towns."
Macinella Friendly and Artistic apartment "Sunflower 1"
Entire Tuscan farmhouse with private pool between Siena and Florence
Pool

Entire Tuscan farmhouse with private pool between Siena and Florence

10.0 out of 10, Exceptional, (3)
"We had a wonderful visit to the area and loved the home and property. The check-in and departure was very easy. We had many questions before our arrival and every time we received a prompt reply"
Entire Tuscan farmhouse with private pool between Siena and Florence
Villa Sabrina - Luxury Villa Rental with private swimming pool in San Gimignano, Tuscany
Garden, Pool

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

10.0 out of 10, Exceptional, (73)
"Great place. Great host Driveway….needs work "
Villa Sabrina - Luxury Villa Rental with private swimming pool in San Gimignano, Tuscany
Villa Panizzi – Vacation Rental with swimming pool in San Gimignano, Chianti
Building Exterior

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

9.2 out of 10, Wonderful, (11)
"Villa was beautiful. However, listing should specificaaly say need a car. All the taxi's were booked so we needed to rely on tours we booked and a lovely restaurant that actually picked us up. If you need consistent wifi this is not the place for you."
Villa Panizzi – Vacation Rental with swimming pool in San Gimignano, Chianti
Lilium, splendid villa with outdoor space, on the hills of San Giminiano
Pool

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

9.6 out of 10, Exceptional, (5)
"The property was beautifully situated in the hills of Tuscany. It was in a lovely area of Tuscany offering beautiful views all around! The house was nicely furnished, well equiped and very comfortable. From the villa we drove to San Gimignano, Siena, Colle Val d'Este, all very close by. Our hostess, Concetta, was incredibly responsive and obviously cared about making sure our vacation was special."
Lilium, splendid villa with outdoor space, on the hills of San Giminiano
Villa with private pool overlooking San Gimignano. Exclusive use of the property
Villa San Gimignano, aereal view

Villa with private pool overlooking San Gimignano. Exclusive use of the property

10.0 out of 10, Exceptional, (20)
"The villa is beautiful and homey and well stocked — and Simon, Pham and Aliah were the most helpful and generous managers. I want to come back for longer!!"
Villa with private pool overlooking San Gimignano. Exclusive use of the property
Beautiful villa with private pool, WIFI, A/C, TV, patio, pets allowed, panoramic view and parking
Water, Cloud, Sky, Water Resources, Plant, Swimming Pool, Azure, Building, Natural Landscape, Tree

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 San Gimignano View by MMega
Pool

Villa San Gimignano View by MMega

Villa San Gimignano View by MMega
Villa Il Caggio - Villa with pool near san Gimignano in Tuscany
Main Entrance, Outdoor, Pool

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

9.6 out of 10, Exceptional, (9)
Villa Il Caggio - Villa with pool near san Gimignano in Tuscany
Wonderful private villa for 10 people with A/C, hot tub, WIFI, private pool, TV, patio and parking
Amenities, Autumn, Building Exterior, Garden, Pool, Spring, Summer

Wonderful private villa for 10 people with A/C, hot tub, WIFI, private pool, TV, patio and parking

8.0 out of 10, Very Good, (1)
Wonderful private villa for 10 people with A/C, hot tub, WIFI, private pool, TV, patio and parking
Il Pascolo, San Gimignano, Siena and Chianti
Pool

Il Pascolo, San Gimignano, Siena and Chianti

Il Pascolo, San Gimignano, Siena and Chianti
Villa Bandellina
Front of property

Villa Bandellina

Villa Bandellina
Exclusive Farmhouse Pool & View of San Gimignano
Outdoor dining

Exclusive Farmhouse Pool & View of San Gimignano

10.0 out of 10, Exceptional, (1)
Exclusive Farmhouse Pool & View of San Gimignano
Lovely apartment in villa for 4 people with A/C, pool, WIFI, TV, patio and parking
Amenities, Autumn, Bedroom, Room Detail, Spring, Summer

Lovely apartment in villa for 4 people with A/C, pool, WIFI, TV, patio and parking

Lovely apartment in villa for 4 people with A/C, pool, WIFI, TV, patio and parking
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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Other property types in San Gimignano

Camping Boschetto Di Piemma
Property entrance

Camping Boschetto Di Piemma

3.0 star property
8.8 out of 10, Excellent, (71)
"Nice quiet spot in the woods but very close to San Gimignano. Very clean. Comfortable beds. They don’t provide towels or soaps, but that is clear up front. You can rent towels if you want and they sell soap/ shampoo in the office. "
Camping Boschetto Di Piemma
Villa with pool, 4 rooms en suite, WiFi A/C, walking distance from San Gimignano
Exterior

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

10.0 out of 10, Exceptional, (95)
"Our host was responsive to our questions and needs. He also arranged a women to come to the property and prepare dinner for us on two separate nights.To our host, thank you."
Villa with pool, 4 rooms en suite, WiFi A/C, walking distance from San Gimignano
VILLA IRIS LUXURY SAN GIMIGNANO, 6 EN SUITE ROOMS, SWIMMING POOL, SPA, SAUNA.
Pool

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

10.0 out of 10, Exceptional, (113)
"From the first contact until our checkout, the communication was excellent. The Villa was very well decorated and provided an excellent venue for our 12 person group. The chef and hostess prepared a delicious meal and extraordinary service. The Villa provided an excellent place to rest for our group. Everyone had their own bedroom and bathroom. Caterina, Gabriel and Carolina were EXCELLENT to work with! I would definitely recommend this Villa to anyone looking for a central location in...
VILLA IRIS LUXURY SAN GIMIGNANO, 6 EN SUITE ROOMS, SWIMMING POOL, SPA, SAUNA.
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.

Frequently asked questions

How much do villas in San Gimignano cost?
Villas in San Gimignano range between and per night. These escapes give you the privacy of your own space at a price that won’t stretch the budget. 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?
You can choose from 87 villas in San Gimignano. No matter if you’re traveling with the family or organizing a weekend break with friends, Expedia can help you find the right space for your entire crew.
Why book your villa in San Gimignano with Expedia?
Expedia makes it easy to find your dream villa in San Gimignano. Vacationing with the family? Use our handy filters to search for stays with amenities like free WiFi. If you have a budget in mind, click on how much you want to spend and the star rating of the property. We’ll help you find the perfect pad that suits your style and taste.
How can I find cheap villas in San Gimignano?
With Expedia’s helpful filter tool, comparing cheap villas in San Gimignano couldn’t be simpler. To find stays that will keep some cash in your pocket, narrow your search results by budget, amenities and star rating.