A narrow street with stone buildings, Italian flags, and a shop with ceramic plates.

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for San Gimignano villas

A stone building with a large glass door, a wooden deck, and a stone wall.

1. Villa "Arnilù" with Private Pool & Wi-Fi

Villa "Arnilù" with Private Pool & Wi-Fi
San Gimignano
The price is AED 20,629
AED 22,178 total
includes taxes & fees
30 Sep - 1 Oct
Villa "Arnilù" with Private Pool & Wi-Fi
A stone building with an arched entrance, surrounded by gravel, potted plants, and trees.

2. Villa Montecastello

Villa Montecastello
Monteriggioni
8.0 out of 10, Very good, (3 reviews)
"Amazing stay! Teh apartment is HUGE and GORGEOUS. The whole villa is amazing. The view , unbeatable. The host , super warm. Highly recommend!"
United States
Alvaro
The price is AED 622
AED 697 total
includes taxes & fees
3 Oct - 4 Oct
Villa Montecastello
A two-story building with a garden, a gazebo, and a statue.

3. Villa Borgo Il Castagno – Historic Villa with Private Pool in the Tuscan Hills

Villa Borgo Il Castagno – Historic Villa with Private Pool in the Tuscan Hills
Gambassi Terme
The price is AED 17,998
AED 18,011 total
includes taxes & fees
8 Oct - 9 Oct
Villa Borgo Il Castagno – Historic Villa with Private Pool in the Tuscan Hills
A swimming pool with blue lounge chairs and umbrellas, surrounded by greenery and a view of distant hills.

4. "Villa Bellavista" with Private Pool, Private Whirlpool & Wi-Fi

"Villa Bellavista" with Private Pool, Private Whirlpool & Wi-Fi
Certaldo
The price is AED 21,051
AED 23,068 total
includes taxes & fees
25 Oct - 26 Oct
"Villa Bellavista" with Private Pool, Private Whirlpool & Wi-Fi
A garden with outdoor seating, a shade structure, and a view of the surrounding landscape.

5. Rooster House, cooking classes and opera

Rooster House, cooking classes and opera
Tavarnelle Val di Pesa
The price is AED 459
AED 547 total
includes taxes & fees
1 Oct - 2 Oct
Rooster House, cooking classes and opera
A villa with a swimming pool, surrounded by lush greenery and hills.

6. Villa Linchiano with Private Pool for 11 Guests

Villa Linchiano with Private Pool for 11 Guests
Gambassi Terme
The price is AED 5,831
AED 5,843 total
includes taxes & fees
27 Oct - 28 Oct
Villa Linchiano with Private Pool for 11 Guests
A villa with a swimming pool, surrounded by lush greenery and vineyards.

7. Villa with Guesthouse: Private Pool, Air Conditioning, 13 Bedrooms for up to 30 Guests

Villa with Guesthouse: Private Pool, Air Conditioning, 13 Bedrooms for up to 30 Guests
Montespertoli
The price is AED 25,060
AED 25,077 total
includes taxes & fees
27 Oct - 28 Oct
Villa with Guesthouse: Private Pool, Air Conditioning, 13 Bedrooms for up to 30 Guests
A covered balcony with a brick railing, a bench, and a view of lush greenery.

8. Villa in the Heart of Chianti — Peace, Views, and Authentic Tuscany

Villa in the Heart of Chianti — Peace, Views, and Authentic Tuscany
Certaldo - Firenze
2.0 out of 10, (1 review)
"House is very nice and clean , but not equipped for rental, kitchen is poorly equipped, towels are like napkins , no toilet paper, no soap , nothing "
United States
Kelly C.
The price is AED 1,925
AED 2,435 total
includes taxes & fees
1 Oct - 2 Oct
Villa in the Heart of Chianti — Peace, Views, and Authentic Tuscany
A person in a swimming pool with a view of a vineyard and hills.

9. "A Casa di Franca Villa con piscina"

"A Casa di Franca Villa con piscina"
Gambassi Terme
10.0 out of 10, Exceptional, (1 review)
"Pros: La estancia en la casa fue muy bonita. Estaba cerca de Florencia, Siena, Sant Gimigano, etc. Viajamos toda la familia y los propietarios fueron muy acogedores. La piscina es un sitio perfecto para relajarse y bañarse después de ver la Toscana. Nuestros hijos y sobrinos jugaron porque tenían de todo. La casa muy equipada y limpia con televisión en todas las habitaciones. Los propietarios además nos ayudaron con un pequeño contratiempo que tuvimos. Nos sentimos como en casa, muchas...
Spain
Anonymous traveler
The price is AED 4,024
AED 5,819 total
includes taxes & fees
30 Sep - 1 Oct
"A Casa di Franca Villa con piscina"
A swimming pool with a view of the landscape, surrounded by greenery and a pergola structure.

10. Villa Le Polle di Meletro

Villa Le Polle di Meletro
Rivalto
The price is AED 629
AED 875 total
includes taxes & fees
7 Oct - 8 Oct
Villa Le Polle di Meletro
A rural property with stone buildings, a garden, and a view of rolling hills.

11. Villetta Leonardo: Independence, Garden & Relaxation in Tuscany

Villetta Leonardo: Independence, Garden & Relaxation in Tuscany
Montaione
The price is AED 1,436
AED 1,846 total
includes taxes & fees
30 Sep - 1 Oct
Villetta Leonardo: Independence, Garden & Relaxation in Tuscany
A building with a large entrance, potted plants, and a statue in the foreground.

12. Villa Milani with Shared Pool, Private Terrace & Wi-Fi

Villa Milani with Shared Pool, Private Terrace & Wi-Fi
Montespertoli
10.0 out of 10, Exceptional, (1 review)
"The Villa was charming and absolutely bursting with character. We loved exploring the house and the grounds! It was quiet and relaxing, but still only a short drive from Florence, Sienna, San Gimignano and other favorite towns of Tuscany. A memorable stay in an absolutely unique villa!"
United States
Scott M.
The price is AED 8,284
AED 8,292 total
includes taxes & fees
30 Sep - 1 Oct
Villa Milani with Shared Pool, Private Terrace & Wi-Fi
A villa with a swimming pool, surrounded by lush greenery and hills.

13. Villa Belvedere with Private Pool and Volterra Views

Villa Belvedere with Private Pool and Volterra Views
Gambassi Terme
The price is AED 7,949
AED 7,962 total
includes taxes & fees
30 Sep - 1 Oct
Villa Belvedere with Private Pool and Volterra Views
A landscaped garden with a central fountain, a pool, and a small building with a tiled roof.

14. VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 32

VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 32
Siena
10.0 out of 10, Exceptional, (1 review)
"We celebrated our 20th Anniversary with 23 guests, all who stayed at the Property. The location and accommodations could not have been better and the staff and property manager were excellent. I would highly recommend staying here for any Tuscany adventures! Thank you so much to the owner and all involved!Ron and Wendy"
United States
Ron M.
The price is AED 27,205
AED 29,294 total
includes taxes & fees
30 Sep - 1 Oct
VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 32
An outdoor patio with a table and chairs, surrounded by greenery and a view of distant hills.

15. Luxury Villa in the Florentine hills

Luxury Villa in the Florentine hills
Florence
9.8 out of 10, Exceptional, (150 reviews)
"The villa is a nicely restored rustic home with a beautiful landscape. I would definitely stay there again!"
United States
melissa r.
The price is AED 966
AED 1,452 total
includes taxes & fees
12 Oct - 13 Oct
Luxury Villa in the Florentine hills
A table set for tea with a view of a garden and hills.

16. Tuscan Sky Villa in San Miniato with Private Pool

Tuscan Sky Villa in San Miniato with Private Pool
San Miniato
The price is AED 3,131
AED 4,343 total
includes taxes & fees
30 Sep - 1 Oct
Tuscan Sky Villa in San Miniato with Private Pool
A multi-story residential building with a stone wall in front, a balcony on the second floor, and a lit entrance.

17. Villa Cattleya

Villa Cattleya
Casciana Terme
10.0 out of 10, Exceptional, (1 review)
"Tout était impeccable. "
France
Stéphane S.
The price is AED 377
AED 527 total
includes taxes & fees
30 Sep - 1 Oct
Villa Cattleya
A villa with a swimming pool, surrounded by lush greenery and a scenic countryside view.

18. Luxury,Charming,in true Chianti, sleeps 22 or +/- pople., with AIR-CONDITION!!!!

Luxury,Charming,in true Chianti, sleeps 22 or +/- pople., with AIR-CONDITION!!!!
Montespertoli
10.0 out of 10, Exceptional, (12 reviews)
"Amazing Property! The house was impeccably clean, with spacious bedrooms and comfortable beds. Our gracious host Nicola spoiled us with his generosity. He went beyond our expectations to ensure that our stay was perfect. He and his wife welcomed us with a delicious homemade apple cake. He drove us to the nearby town of Montespertoli to pick-up groceries and provisions. He recommended a local chef to cook for us at the villa. The meal was amazing and memorable. We will be back!"
United States
Elise D.
The price is AED 7,309
AED 7,848 total
includes taxes & fees
3 Oct - 4 Oct
Luxury,Charming,in true Chianti, sleeps 22 or +/- pople., with AIR-CONDITION!!!!
An open wooden door leading to a balcony with a round table and two chairs, overlooking a garden with trees and flowers.

19. Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~

Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~
Impruneta
10.0 out of 10, Exceptional, (3 reviews)
"Super quaint, beatiful, designed, comfortable, not lacking anything house and location. Very informative and accessable host. Listen to the instructions on how to go to Firenze. No need to take your car tyere!"
United States
Maria H.
The price is AED 1,179
AED 1,488 total
includes taxes & fees
30 Sep - 1 Oct
Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~
A swimming pool with lounge chairs and an umbrella, surrounded by green hills and a clear sky.

20. Ludovica and Marina Villas with 2 pools

Ludovica and Marina Villas with 2 pools
Lajatico
Ludovica and Marina Villas with 2 pools
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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Top San Gimignano Hotel Reviews

Poderi Arcangelo

Poderi Arcangelo

8/10 Good
"We enjoyed our stay. The pool, hotel grounds and location were truly amazing. The food was okay but we enjoyed eating off site more. The farmhouse is very quaint and charming. You can hear others in the farmhouse. It was luxurious in many ways and more basic in other ways. But all together a wonderful stay. I would recommend for sure."
Kathy 5-night trip
Posted 13 hours ago
Poderi Arcangelo

Frequently asked questions

How much do villas in San Gimignano cost?
Prices for villas in San Gimignano range between AED 527 and AED 29,294 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 66 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.
How can I find cheap villas in San Gimignano?
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