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
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

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
Villa "Arnilù" with Private Pool & Wi-Fi
Villa, Air conditioning, Courtyard View | Exterior

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 AU$270
includes taxes & fees
15 Sept - 16 Sept
Villa Montecastello
Exterior

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 AU$5,876
includes taxes & fees
1 Oct - 2 Oct
Villa Borgo Il Castagno – Historic Villa with Private Pool in the Tuscan Hills
Pool

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

"Villa Bellavista" with Private Pool, Private Whirlpool & Wi-Fi
Certaldo
The price is AU$8,936
includes taxes & fees
12 Oct - 13 Oct
"Villa Bellavista" with Private Pool, Private Whirlpool & Wi-Fi
Property grounds

5. Rooster House, cooking classes and opera

Rooster House, cooking classes and opera
Tavarnelle Val di Pesa
The price is AU$215
includes taxes & fees
15 Sept - 16 Sept
Rooster House, cooking classes and opera
Exterior

6. 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 AU$9,714
includes taxes & fees
14 Oct - 15 Oct
Villa with Guesthouse: Private Pool, Air Conditioning, 13 Bedrooms for up to 30 Guests
Terrace/patio

7. 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 AU$943
includes taxes & fees
1 Oct - 2 Oct
Villa in the Heart of Chianti — Peace, Views, and Authentic Tuscany
Exterior

8. 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 AU$3,833
includes taxes & fees
17 Sept - 18 Sept
Villa 'Eleonora' with Private Pool, Private Garden and Wi-Fi
Pool

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 traveller
The price is AU$2,773
includes taxes & fees
19 Sept - 20 Sept
"A Casa di Franca Villa con piscina"
Exterior

10. Villa Linchiano with Historic Tower and Private Pool

Villa Linchiano with Historic Tower and Private Pool
Gambassi Terme
The price is AU$4,001
includes taxes & fees
19 Sept - 20 Sept
Villa Linchiano with Historic Tower and Private Pool
Property grounds

11. 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 AU$1,324
includes taxes & fees
4 Oct - 5 Oct
Villino Tre Pini | Panoramic Private Pool, Nature & Privacy
Pool

12. Villa Le Polle di Meletro

Villa Le Polle di Meletro
Rivalto
The price is AU$322
includes taxes & fees
29 Sept - 30 Sept
Villa Le Polle di Meletro
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 AU$3,207
includes taxes & fees
30 Sept - 1 Oct
Villa Milani with Shared Pool, Private Terrace & Wi-Fi
Exterior

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

Villetta Leonardo: Independence, Garden & Relaxation in Tuscany
Montaione
The price is AU$4,042
includes taxes & fees
10 Oct - 11 Oct
Villetta Leonardo: Independence, Garden & Relaxation in Tuscany
Exterior

15. Villa Cattleya

Villa Cattleya
Casciana Terme
10.0 out of 10, Exceptional, (1 review)
"Tout était impeccable. "
France
Stéphane S.
The price is AU$207
includes taxes & fees
15 Sept - 16 Sept
Villa Cattleya
Outdoor dining

16. Luxury Villa in the Florentine hills

Luxury Villa in the Florentine hills
Florence
9.8 out of 10, Exceptional, (149 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 AU$532
includes taxes & fees
12 Oct - 13 Oct
Luxury Villa in the Florentine hills
Outdoor dining

17. Tuscan Sky Villa in San Miniato with Private Pool

Tuscan Sky Villa in San Miniato with Private Pool
San Miniato
The price is AU$1,014
includes taxes & fees
15 Sept - 16 Sept
Tuscan Sky Villa in San Miniato with Private Pool
Property grounds

18. VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30

VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30
Siena
The price is AU$7,835
includes taxes & fees
15 Sept - 16 Sept
VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30
Exterior

19. Stunning villa with large pool in the heart of Chianti 12km from Siena

Stunning villa with large pool in the heart of Chianti 12km from Siena
Radda in Chianti
8.0 out of 10, Very good, (1 review)
"We spent a great family time at Adme’s house.The house has everything. Was very clean and well maintained . Will highly recommend."
United States
ana r.
The price is AU$1,172
includes taxes & fees
14 Oct - 15 Oct
Stunning villa with large pool in the heart of Chianti 12km from Siena
Pool

20. 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 AU$1,559
includes taxes & fees
17 Sept - 18 Sept
Villa 'La Petrosa' with Private Pool, Private Garden and Balcony
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
"Very friendly and supportive staff and excellent location in the heart of the historic center."
CINTHIA ELAINE DE 1-night trip
Posted 9 hours ago
Hotel Leon Bianco

Find out more about San Gimignano

San Gimignano Villas information

Number of reviews
159
Accommodation
58 Villas
Lowest Price
AU$207
Highest Price
AU$9,714

Frequently asked questions

How much do villas in San Gimignano cost?
Villas in San Gimignano cost between AU$207 and AU$9,714 per night. These stays give you the privacy of your own space at a price you can afford. This price was 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?
There are 58 villas in San Gimignano. Whether you're holidaying with the family or planning a weekend escape with some friends, Expedia will help you find the ideal base for your crew.
What is there to do near my villa in San Gimignano?
There are plenty of fun things to fill your itinerary with in San Gimignano. You won't want to miss renowned attractions like Tenuta Torciano Winery, Sovestro in Poggio Winery and Castello di Monsanto. Castello della Paneretta, Museo Civico and Castle of Oliveto also appeal to many visitors.