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
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

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 €5,310
includes taxes & fees
11 Sept - 12 Sept
Villa "Arnilù" with Private Pool & Wi-Fi
Exterior detail

2. The three owls of san gimignano

The three owls of san gimignano
San Gimignano
The price is €113
includes taxes & fees
18 Sept - 19 Sept
The three owls of san gimignano
Villa, Air conditioning, Courtyard View | Exterior

3. 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 €167
includes taxes & fees
6 Sept - 7 Sept
Villa Montecastello
Exterior

4. 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 €3,632
includes taxes & fees
1 Oct - 2 Oct
Villa Borgo Il Castagno – Historic Villa with Private Pool in the Tuscan Hills
Property grounds

5. Rooster House, cooking classes and opera

Rooster House, cooking classes and opera
Tavarnelle Val di Pesa
The price is €135
includes taxes & fees
7 Sept - 8 Sept
Rooster House, cooking classes and opera
Terrace/patio

6. 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 €627
includes taxes & fees
6 Sept - 7 Sept
Villa in the Heart of Chianti — Peace, Views, and Authentic Tuscany
Exterior

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 €2,597
includes taxes & fees
17 Sept - 18 Sept
Villa 'Eleonora' with Private Pool, Private Garden and Wi-Fi
Pool

8. "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 €1,856
includes taxes & fees
10 Sept - 11 Sept
"A Casa di Franca Villa con piscina"
Exterior

9. Villa Linchiano with Historic Tower and Private Pool

Villa Linchiano with Historic Tower and Private Pool
Gambassi Terme
The price is €2,603
includes taxes & fees
19 Sept - 20 Sept
Villa Linchiano with Historic Tower and Private Pool
Exterior

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

Villetta Leonardo: Independence, Garden & Relaxation in Tuscany
Montaione
The price is €441
includes taxes & fees
9 Sept - 10 Sept
Villetta Leonardo: Independence, Garden & Relaxation in Tuscany
Pool

11. Villa Le Polle di Meletro

Villa Le Polle di Meletro
Rivalto
The price is €225
includes taxes & fees
26 Sept - 27 Sept
Villa Le Polle di Meletro
Property grounds

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

Villino Tre Pini | Panoramic Private Pool, Nature & Privacy
Tavarnelle Val di Pesa
10.0 out of 10, Exceptional, (1 review)
The price is €844
includes taxes & fees
4 Oct - 5 Oct
Villino Tre Pini | Panoramic Private Pool, Nature & Privacy
Exterior

13. 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 €2,162
includes taxes & fees
8 Sept - 9 Sept
Villa Milani with Shared Pool, Private Terrace & Wi-Fi
Exterior

14. Villa Cattleya

Villa Cattleya
Casciana Terme
10.0 out of 10, Exceptional, (1 review)
"Tout était impeccable. "
France
Stéphane S.
The price is €130
includes taxes & fees
8 Sept - 9 Sept
Villa Cattleya
Property grounds

15. VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30

VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30
Siena
The price is €4,842
includes taxes & fees
8 Sept - 9 Sept
VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30
Outdoor dining

16. Luxury Villa in the Florentine hills

Luxury Villa in the Florentine hills
Florence
9.8 out of 10, Exceptional, (149 reviews)
"We loved this villa! David, our host, was very prompt in responding and providing additional information. The property was beautiful. We will definitely stay here again."
United States
John G.
The price is €405
includes taxes & fees
20 Sept - 21 Sept
Luxury Villa in the Florentine hills
Pool

17. 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 €964
includes taxes & fees
17 Sept - 18 Sept
Villa 'La Petrosa' with Private Pool, Private Garden and Balcony
Outdoor dining

18. Tuscan Sky Villa in San Miniato with Exclusive Private Pool

Tuscan Sky Villa in San Miniato with Exclusive Private Pool
San Miniato
The price is €627
includes taxes & fees
14 Sept - 15 Sept
Tuscan Sky Villa in San Miniato with Exclusive Private Pool
Terrace/patio

19. The San Leonino House

The San Leonino House
Castellina in Chianti
The price is €1,323
includes taxes & fees
7 Sept - 8 Sept
The San Leonino House
Exterior

20. Villa Belvedere with Private Pool and Volterra Views

Villa Belvedere with Private Pool and Volterra Views
Gambassi Terme
The price is €2,003
includes taxes & fees
26 Sept - 27 Sept
Villa Belvedere with Private Pool and Volterra Views
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
"The road to the property is beyond scary but well worth the drive."
Robert 2-night trip
Posted 20 hours ago
Torraccia di Chiusi

Find out more about San Gimignano

San Gimignano Villas information

Number of reviews
158
Accommodation
59 Villas
Lowest Price
€113
Highest Price
€5,310

Frequently asked questions

How much do villas in San Gimignano cost?
Prices for villas in San Gimignano range between €113 and €5,310 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 59 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.