A historic town with terracotta-roof buildings, a prominent church, and a hilltop fortress.

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Check prices for these dates

In two weeks
11 Sep - 13 Sep
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Siena villas

Property grounds

1. VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30

VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30
Siena
The price is AED 18,477
AED 20,605 total
includes taxes & fees
9 Sep - 10 Sep
VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30
TV, books

2. Villa Liberty in The Centre - No Ztl

Villa Liberty in The Centre - No Ztl
Siena Historical Center
Villa Liberty in The Centre - No Ztl
Outdoor dining

3. Villa Capanna: A Window onto Tuscany

Villa Capanna: A Window onto Tuscany
Vico dʼArbia
Villa Capanna: A Window onto Tuscany
Exterior

4. Villa Torre Among the Hills of Siena

Villa Torre Among the Hills of Siena
Vico dʼArbia
The price is AED 6,611
AED 7,557 total
includes taxes & fees
30 Aug - 31 Aug
Villa Torre Among the Hills of Siena
Exterior

5. The San Leonino House

The San Leonino House
Castellina in Chianti
The San Leonino House
Property grounds

6. Villa Capannina with Private Pool, Wi-Fi and Air Conditioning

Villa Capannina with Private Pool, Wi-Fi and Air Conditioning
Vico dʼArbia
10.0 out of 10, Exceptional, (1 review)
"Lovely house in the Montechiaro property, very close to Siena, but far enough to enjoy the night sky in Tuscany. Communication was great."
United States
Marina O.
The price is AED 5,055
AED 5,995 total
includes taxes & fees
29 Sep - 30 Sep
Villa Capannina with Private Pool, Wi-Fi and Air Conditioning
Villa, Air conditioning, Courtyard View | Exterior

7. 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 698
AED 780 total
includes taxes & fees
30 Aug - 31 Aug
Villa Montecastello
Property grounds

8. Rooster House, cooking classes and opera

Rooster House, cooking classes and opera
Toscana
The price is AED 468
AED 557 total
includes taxes & fees
31 Aug - 1 Sep
Rooster House, cooking classes and opera
Exterior

9. Il Poggio dell'Eremita

Il Poggio dell'Eremita
Sinalunga
10.0 out of 10, Exceptional, (69 reviews)
"Fantastic place! Great location. "
Canada
Paul Q.
The price is AED 574
AED 663 total
includes taxes & fees
6 Sep - 7 Sep
Il Poggio dell'Eremita
Pool

10. VILLA CHIGI - Seven Bedroom Villa, Sleeps 14

VILLA CHIGI - Seven Bedroom Villa, Sleeps 14
Siena
The price is AED 23,226
AED 23,226 total
includes taxes & fees
22 Sep - 23 Sep
VILLA CHIGI - Seven Bedroom Villa, Sleeps 14
Pool

11. 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 AED 2,055
AED 4,101 total
includes taxes & fees
17 Sep - 18 Sep
Villa 'La Petrosa' with Private Pool, Private Garden and Balcony
Exterior

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

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

13. VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24

VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24
Montalcino
The price is AED 23,097
AED 25,224 total
includes taxes & fees
30 Aug - 31 Aug
VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24
Exterior

14. Villa 'La Casa Nel Bosco - Antiche Dimore' with Shared Pool, Wi-Fi & Air Conditioning

Villa 'La Casa Nel Bosco - Antiche Dimore' with Shared Pool, Wi-Fi & Air Conditioning
Siena
The price is AED 1,712
AED 1,721 total
includes taxes & fees
4 Sep - 5 Sep
Villa 'La Casa Nel Bosco - Antiche Dimore' with Shared Pool, Wi-Fi & Air Conditioning
Outdoor dining

15. 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 AED 685
AED 1,241 total
includes taxes & fees
30 Aug - 31 Aug
Luxury Villa in the Florentine hills
Exterior

16. Villa Il Signorino

Villa Il Signorino
GREVE IN CHIANTI
9.4 out of 10, Exceptional, (3 reviews)
"Nice place 👌 "
United States
Avi A.
The price is AED 1,340
AED 1,936 total
includes taxes & fees
1 Sep - 2 Sep
Villa Il Signorino
Exterior

17. 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 16,687
AED 16,700 total
includes taxes & fees
29 Sep - 30 Sep
Villa Borgo Il Castagno – Historic Villa with Private Pool in the Tuscan Hills
Exterior

18. Elegant ground floor villa of 93 m2 consisting of a large living room with sofas and fireplace, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer.Indoor and outdoor dining area, a double bedroom w

Elegant ground floor villa of 93 m2 consisting of a large living room with sofas and fireplace, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer.Indoor and outdoor dining area, a double bedroom w
Trequanda
The price is AED 1,103
AED 1,345 total
includes taxes & fees
30 Aug - 31 Aug
Elegant ground floor villa of 93 m2 consisting of a large living room with sofas and fireplace, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer.Indoor and outdoor dining area, a double bedroom w
Property grounds

19. "Villa Erbolino" with Private Garden, Outdoor Stone Tub, and Wi-Fi

"Villa Erbolino" with Private Garden, Outdoor Stone Tub, and Wi-Fi
Gaiole in Chianti
10.0 out of 10, Exceptional, (9 reviews)
"Best view in TuscanyIt was all new on the inside and very rustic exterior Beautiful villa!!!Great Host "
United States
Bernard K.
The price is AED 9,857
AED 9,959 total
includes taxes & fees
2 Sep - 3 Sep
"Villa Erbolino" with Private Garden, Outdoor Stone Tub, and Wi-Fi
Outdoor dining

20. Villa 'Casa Alta Esclusiva' with Private Pool, Private Terrace and Wi-Fi

Villa 'Casa Alta Esclusiva' with Private Pool, Private Terrace and Wi-Fi
Murlo
10.0 out of 10, Exceptional, (1 review)
"Our stay at this property was absolutely excellent! The home was spotless, beautifully decorated, and even more spacious than the photos showed. Every amenity listed was fully functional, and the brand new swimming pool was amazing. The location was perfect— isolated peaceful and quiet, yet just a short drive from the Buonconvento .The host was wonderful to work with. Communication was lightning-fast, and the check-in and checkout instructions were crystal clear. They truly went above and beyond...
United States
martina p.
The price is AED 8,489
AED 9,153 total
includes taxes & fees
29 Sep - 30 Sep
Villa 'Casa Alta Esclusiva' with Private Pool, Private Terrace and Wi-Fi
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 Siena Hotel Reviews

Palazzo Ravizza

Palazzo Ravizza

10/10 Excellent
"Wonderful hotel hopefully be back"
susan 2-night trip
Posted 8 hours ago
Palazzo Ravizza

Frequently asked questions

How much do villas in Siena cost?
You can expect to pay between AED 557 and AED 25,224 per night for villas in Siena. Whatever your budget, the perfect getaway is only clicks away 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 Siena?
Siena has 89 villas to select from. Find your ideal stay quickly and easily by checking the "Villa" box under the "Property type" tab in our filter tool.
Why book your villa in Siena with Expedia?
Booking a villa in Siena is as simple as working out your travel dates and selecting an option that meets your needs. Searching for something luxurious or low cost, or a property that also comes with free WiFi? Use Expedia's search filters to narrow your results and find the ideal fit.
How can I find cheap villas in Siena?
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