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
Sep 4 - Sep 6
In two months
Oct 16 - Oct 18
In three months
Nov 13 - Nov 15
In four months
Dec 11 - Dec 13

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 CA $7,933
CA $8,529 total
includes taxes & fees
Aug 25 - Aug 26
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 CA $258
CA $289 total
includes taxes & fees
Aug 29 - Aug 30
Villa Montecastello
A stone building with a sloped roof, arched windows, and a small garden with flowers and shrubs.

3. Apartment in villa with pool, A/C, WIFI, TV, terrace, panoramic view, close to San Gimignano

Apartment in villa with pool, A/C, WIFI, TV, terrace, panoramic view, close to San Gimignano
Montaione
10.0 out of 10, Exceptional, (5 reviews)
"We spend a great time, marvellous place and people"
United States
Carole G.
The price is CA $231
CA $264 total
includes taxes & fees
Aug 21 - Aug 22
Apartment in villa with pool, A/C, WIFI, TV, terrace, panoramic view, close to San Gimignano
A garden with outdoor seating, a shade structure, and a view of the surrounding landscape.

4. Rooster House, cooking classes and opera

Rooster House, cooking classes and opera
Toscana
The price is CA $177
CA $210 total
includes taxes & fees
Aug 20 - Aug 21
Rooster House, cooking classes and opera
A covered balcony with a brick railing, a bench, and a view of lush greenery.

5. 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 CA $758
CA $954 total
includes taxes & fees
Aug 23 - Aug 24
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.

6. "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 traveller
The price is CA $837
CA $1,430 total
includes taxes & fees
Aug 24 - Aug 25
"A Casa di Franca Villa con piscina"
A modern two-story house with a balcony, a well-maintained lawn, and potted plants.

7. Villa 'Eleonora' with Private Pool, Private Garden and Wi-Fi

Villa 'Eleonora' with Private Pool, Private Garden and Wi-Fi
San Vivaldo
The price is CA $3,287
CA $3,806 total
includes taxes & fees
Aug 31 - Sep 1
Villa 'Eleonora' with Private Pool, Private Garden and Wi-Fi
A rural property with stone buildings, a garden, and a view of rolling hills.

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

Villetta Leonardo: Independence, Garden & Relaxation in Tuscany
Montaione
The price is CA $411
CA $569 total
includes taxes & fees
Aug 28 - Aug 29
Villetta Leonardo: Independence, Garden & Relaxation in Tuscany
A building with a large entrance, potted plants, and a statue in the foreground.

9. 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 CA $3,469
CA $3,473 total
includes taxes & fees
Sep 1 - Sep 2
Villa Milani with Shared Pool, Private Terrace & Wi-Fi
A stone building with a tiled roof, surrounded by trees and potted plants.

10. Villino Tre Pini | Panoramic Private Pool, Nature & Privacy

Villino Tre Pini | Panoramic Private Pool, Nature & Privacy
Toscana
10.0 out of 10, Exceptional, (1 review)
The price is CA $579
CA $1,463 total
includes taxes & fees
Aug 27 - Aug 28
Villino Tre Pini | Panoramic Private Pool, Nature & Privacy
A multi-story residential building with a stone wall in front, a balcony on the second floor, and a lit entrance.

11. Villa Cattleya

Villa Cattleya
Casciana Terme
10.0 out of 10, Exceptional, (1 review)
"Tout était impeccable. "
France
Stéphane S.
The price is CA $145
CA $202 total
includes taxes & fees
Aug 23 - Aug 24
Villa Cattleya
A pathway leading to a building with a brick base and a tiled upper section.

12. Villa Bonriposo with Private Pool, Wi-Fi, and Air Conditioning

Villa Bonriposo with Private Pool, Wi-Fi, and Air Conditioning
Legoli
The price is CA $3,919
CA $4,401 total
includes taxes & fees
Sep 17 - Sep 18
Villa Bonriposo with Private Pool, Wi-Fi, and Air Conditioning
An outdoor dining area with a covered table and chairs, set against a scenic backdrop of hills and a clear sky.

13. Villa Marina with private pool, Borgo del Silenzio

Villa Marina with private pool, Borgo del Silenzio
Lajatico
"L’hébergement est situé au milieu de champs, superbe vue pour admirer le lever et coucher du soleil! La route en cailloux pour y accéder, dommage. C’est parfait pour les gens qui recherchent le calme! Maison propre. La literie pourrait être améliorée; matelas un peu durs. La piscine parfaite avec les enfants! L’accueil de Ludovica est agréable, très à l’écoute de nos besoins! Nous avons passé une belle semaine de vacances!"
Switzerland
Loic
Villa Marina with private pool, Borgo del Silenzio
A multi-story building with a stone pathway leading to the entrance, surrounded by lush greenery and flowering plants.

14. VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37

VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37
Firenze
The price is CA $20,925
CA $20,925 total
includes taxes & fees
Aug 20 - Aug 21
VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37
A landscaped garden with a central fountain, a pool, and a small building with a tiled roof.

15. VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30

VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30
Siena
The price is CA $6,975
CA $7,778 total
includes taxes & fees
Aug 23 - Aug 24
VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30
An open wooden door leading to a balcony with a round table and two chairs, overlooking a garden with trees and flowers.

16. 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 CA $413
CA $563 total
includes taxes & fees
Aug 21 - Aug 22
Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~
An outdoor patio with a table and chairs, surrounded by greenery and a view of distant hills.

17. Luxury Villa in the Florentine hills

Luxury Villa in the Florentine hills
Florence
9.8 out of 10, Exceptional, (149 reviews)
"This was everything that it promised! The property is amazing. David was a great host and having his sister right next door was a godsend. She was very helpful with tips of places to go and ideas of how to get there. She even helped us order a taxi one morning. We had a fantastic time! It is definitely worth the visit!"
United States
Dawn L.
The price is CA $402
CA $626 total
includes taxes & fees
Aug 29 - Aug 30
Luxury Villa in the Florentine hills
A stone building with a swimming pool, wooden deck, and a tall tree.

18. Villa 'La Petrosa' with Private Pool, Private Garden and Balcony

Villa 'La Petrosa' with Private Pool, Private Garden and Balcony
Radda in Chianti
10.0 out of 10, Exceptional, (2 reviews)
"A dream property come true. Breathtaking views, most accommodating hosts, Perfect Tuscan location."
United States
Amber M.
The price is CA $863
CA $1,637 total
includes taxes & fees
Sep 17 - Sep 18
Villa 'La Petrosa' with Private Pool, Private Garden and Balcony
An outdoor dining area with a table set for four, surrounded by brick pillars and white chairs.

19. Villa Ludovica with private pool, Borgo del Silenzio

Villa Ludovica with private pool, Borgo del Silenzio
Lajatico
10.0 out of 10, Exceptional, (1 review)
"Mooie villa met alle accommodatie op een unieke ligging"
Netherlands
Carl P.
Villa Ludovica with private pool, Borgo del Silenzio
A rural property with stone buildings, a garden, and a view of rolling hills.

20. Villetta Brunelleschi: Privacy and Comfort on Two Levels

Villetta Brunelleschi: Privacy and Comfort on Two Levels
Montaione
The price is CA $501
CA $659 total
includes taxes & fees
Aug 25 - Aug 26
Villetta Brunelleschi: Privacy and Comfort on Two Levels
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

Hotel Leon Bianco

Hotel Leon Bianco

10/10 Excellent
"super nice place,very clean, super safe"
Luigi 2-night trip
Posted 1 day ago
Hotel Leon Bianco

Find out more about San Gimignano

San Gimignano Villas information

Number of reviews
167
Accommodation
70 Villas
Lowest Price
CA $202
Highest Price
CA $20,925

Frequently asked questions

How much do villas in San Gimignano cost?
Prices for villas in San Gimignano range between CA $202 and CA $20,925 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 70 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?
The best way to locate cheap villas in San Gimignano is with Expedia's user-friendly filter tool. Narrow your search by star rating, budget and amenities to grab unbeatable rates in just a couple of clicks.
What is there to do near my villa in San Gimignano?
There are loads of awesome things to do and see in San Gimignano. Don't miss leading attractions like Sant'Agostino Church, Archaeological Museum - Spezieria Santa Fina - Raffaele De Grada Modern and Contemporary Art Gallery and Tenuta Torciano Winery. Ornithological Museum, Historical Torture Museum and Torre Grossa are also on many to-do lists.

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