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
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for San Gimignano villas

Exterior

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

Villa "Arnilù" with Private Pool & Wi-Fi
San Gimignano
The price is £4,548
includes taxes & fees
9 Aug - 10 Aug
Villa "Arnilù" with Private Pool & Wi-Fi
Villa, Air conditioning, Courtyard View | Exterior

2. Villa Montecastello

Villa Montecastello
Monteriggioni
7.0 out of 10, Good, (2 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 £159
includes taxes & fees
10 Aug - 11 Aug
Villa Montecastello
Terrace/patio

3. 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 £509
includes taxes & fees
9 Aug - 10 Aug
Villa in the Heart of Chianti — Peace, Views, and Authentic Tuscany
Exterior

4. Nice apartment in villa with A/C, WIFI, pool, TV, terrace and panoramic view, close to San Gimig...

Nice apartment in villa with A/C, WIFI, pool, TV, terrace and panoramic view, close to San Gimig...
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 £141
includes taxes & fees
21 Aug - 22 Aug
Nice apartment in villa with A/C, WIFI, pool, TV, terrace and panoramic view, close to San Gimig...
Pool

5. "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 £763
includes taxes & fees
24 Aug - 25 Aug
"A Casa di Franca Villa con piscina"
Property grounds

6. Rooster House, cooking classes and opera

Rooster House, cooking classes and opera
Toscana
The price is £115
includes taxes & fees
10 Aug - 11 Aug
Rooster House, cooking classes and opera
Property grounds

7. 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 £821
includes taxes & fees
27 Aug - 28 Aug
Villino Tre Pini | Panoramic Private Pool, Nature & Privacy
Exterior

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

Villetta Leonardo: Independence, Garden & Relaxation in Tuscany
Montaione
The price is £327
includes taxes & fees
26 Aug - 27 Aug
Villetta Leonardo: Independence, Garden & Relaxation in Tuscany
Exterior

9. 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 £1,553
includes taxes & fees
19 Aug - 20 Aug
Villa 'Eleonora' with Private Pool, Private Garden and Wi-Fi
Exterior

10. Villa Marcolina

Villa Marcolina
Castelnuovo Berardenga
The price is £701
includes taxes & fees
10 Aug - 11 Aug
Villa Marcolina
Exterior

11. Luxury Villa with Swimmingpool in Chianti/Sleeps 21 - or more in extra suites

Luxury Villa with Swimmingpool in Chianti/Sleeps 21 - or more in extra suites
Montespertoli
10.0 out of 10, Exceptional, (40 reviews)
"Absolutely fabulous! Beautiful location, exceptional host and the Tuscan countryside dream. Room for all 11 of our ladies, dreamy grounds. We all felt like we were living our Eat, Love, Pray best life!"
United States
Krista G.
The price is £1,649
includes taxes & fees
9 Aug - 10 Aug
Luxury Villa with Swimmingpool in Chianti/Sleeps 21 - or more in extra suites
Seasonal outdoor pool

12. AWESHOMEITALY - VILLA SAN MARTINO

AWESHOMEITALY - VILLA SAN MARTINO
La Fornace
The price is £1,080
includes taxes & fees
4 Sept - 5 Sept
AWESHOMEITALY - VILLA SAN MARTINO
Outdoor dining

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
Outdoor dining

14. 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 £326
includes taxes & fees
11 Aug - 12 Aug
Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~
Seasonal outdoor pool, pool umbrellas, pool loungers

15. Villa Tosca

Villa Tosca
Peccioli
The price is £1,008
includes taxes & fees
23 Aug - 24 Aug
Villa Tosca
Property grounds

16. Wonderful private villa with private pool, WIFI, A/C, TV, patio, pets allowed and panoramic view

Wonderful private villa with private pool, WIFI, A/C, TV, patio, pets allowed and panoramic view
San Miniato
The price is £975
includes taxes & fees
23 Aug - 24 Aug
Wonderful private villa with private pool, WIFI, A/C, TV, patio, pets allowed and panoramic view
Exterior

17. 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 £2,007
includes taxes & fees
13 Aug - 14 Aug
Villa Milani with Shared Pool, Private Terrace & Wi-Fi
Pool

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 £1,331
additional charges may apply
1 Sept - 2 Sept
Villa 'La Petrosa' with Private Pool, Private Garden and Balcony
Exterior

19. Villetta Brunelleschi: Privacy and Comfort on Two Levels

Villetta Brunelleschi: Privacy and Comfort on Two Levels
Montaione
The price is £411
includes taxes & fees
3 Sept - 4 Sept
Villetta Brunelleschi: Privacy and Comfort on Two Levels
Outdoor dining

20. Villa Cielo Toscano in San Miniato with Exclusive Pool

Villa Cielo Toscano in San Miniato with Exclusive Pool
San Miniato
The price is £1,165
includes taxes & fees
3 Sept - 4 Sept
Villa Cielo Toscano in San Miniato with Exclusive Pool
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

Torraccia di Chiusi

Torraccia di Chiusi

10/10 Excellent
"After the drive from Pisa airport, the drive up the 4km track led to a most stunning property. We were immediately welcomed by Stefano (and two cold beers!) and the hospitality continued throughout our stay. The five course Tuscan dinner every evening was worth every cent and how amazing were the team in making sure everything was perfect?! The pool was beautiful with stunning views. Truly an incredible location, breakfast, hosts, staff and home-grown, home-made food and drink. Thank you for making our stay so memorable!"
David 3-night trip
Posted 2 days ago
Torraccia di Chiusi

Find out more about San Gimignano

San Gimignano Villas information

Number of reviews
55
Accommodation
64 Villas
Lowest Price
£115
Highest Price
£4,548

Frequently asked questions

How much do villas in San Gimignano cost?
Prices for villas in San Gimignano range between £115 and £4,548 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 64 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 holiday? 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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