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

Our top choices for Siena villas

Exterior

1. GuestHost - Porta Romana Elegant House with Private Parking!

GuestHost - Porta Romana Elegant House with Private Parking!
Siena
9.0 out of 10, Wonderful, (4 reviews)
"Excellent location 15 mi minute walk to the center of town. Towels and linens were fresh and fragrant. On site parking was super convenient because of limited parking around the town. The property manager was immediately available by phone and delivered an extra blanket which in 5 minutes of our request."
United States
Kathleen M.
The price is AU$566
includes taxes & fees
7 Sept - 8 Sept
GuestHost - Porta Romana Elegant House with Private Parking!
Property grounds

2. VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30

VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30
Siena
The price is AU$7,891
includes taxes & fees
21 Aug - 22 Aug
VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30
Outdoor dining

3. Villa Mami: A Tuscan Retreat of Elegance and Charm

Villa Mami: A Tuscan Retreat of Elegance and Charm
Toscana
10.0 out of 10, Exceptional, (1 review)
The price is AU$6,938
includes taxes & fees
12 Sept - 13 Sept
Villa Mami: A Tuscan Retreat of Elegance and Charm
Exterior

4. Villa Torre Among the Hills of Siena

Villa Torre Among the Hills of Siena
Vico dʼArbia
The price is AU$3,156
includes taxes & fees
30 Aug - 31 Aug
Villa Torre Among the Hills of Siena
Property grounds

5. 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 AU$2,102
includes taxes & fees
24 Aug - 25 Aug
Villa Capannina with Private Pool, Wi-Fi and Air Conditioning
Outdoor dining

6. Villa Capanna: A Window onto Tuscany

Villa Capanna: A Window onto Tuscany
Vico dʼArbia
The price is AU$2,885
includes taxes & fees
21 Aug - 22 Aug
Villa Capanna: A Window onto Tuscany
Exterior

7. The San Leonino House

The San Leonino House
Castellina in Chianti
The price is AU$2,157
includes taxes & fees
27 Aug - 28 Aug
The San Leonino House
Exterior

8. 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$6,653
includes taxes & fees
14 Sept - 15 Sept
Villa Borgo Il Castagno – Historic Villa with Private Pool in the Tuscan Hills
Villa, Air conditioning, Courtyard View | Exterior

9. 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$299
includes taxes & fees
31 Aug - 1 Sept
Villa Montecastello
Property grounds

10. Rooster House, cooking classes and opera

Rooster House, cooking classes and opera
Toscana
The price is AU$216
includes taxes & fees
20 Aug - 21 Aug
Rooster House, cooking classes and opera
Exterior

11. 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 AU$655
includes taxes & fees
1 Sept - 2 Sept
Villa 'La Casa Nel Bosco - Antiche Dimore' with Shared Pool, Wi-Fi & Air Conditioning
Pool

12. VILLA CHIGI - Seven Bedroom Villa, Sleeps 14

VILLA CHIGI - Seven Bedroom Villa, Sleeps 14
Siena
The price is AU$8,894
includes taxes & fees
21 Aug - 22 Aug
VILLA CHIGI - Seven Bedroom Villa, Sleeps 14
Pool

13. 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$1,663
includes taxes & fees
17 Sept - 18 Sept
Villa 'La Petrosa' with Private Pool, Private Garden and Balcony
Property grounds

14. VILLA BRUNELLO - Luxury Country Retreat 10 minutes to Montalcino

VILLA BRUNELLO - Luxury Country Retreat 10 minutes to Montalcino
Montalcino
The price is AU$9,660
includes taxes & fees
20 Aug - 21 Aug
VILLA BRUNELLO - Luxury Country Retreat 10 minutes to Montalcino
Exterior

15. 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 AU$727
includes taxes & fees
1 Sept - 2 Sept
Villa Il Signorino
Exterior

16. 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 AU$515
includes taxes & fees
27 Aug - 28 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
Outdoor dining

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 AU$620
includes taxes & fees
30 Aug - 31 Aug
Luxury Villa in the Florentine hills
Exterior

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

Villa "Arnilù" with Private Pool & Wi-Fi
San Gimignano
The price is AU$8,652
includes taxes & fees
27 Aug - 28 Aug
Villa "Arnilù" with Private Pool & Wi-Fi
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 AU$2,239
includes taxes & fees
23 Aug - 24 Aug
"Villa Erbolino" with Private Garden, Outdoor Stone Tub, 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

Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

10/10 Excellent
"Everything was absolutely perfect, this is our newest favorite hotel in sienna and we will definitely come back"
Tyler 1-night trip
Posted 17 hours ago
Grand Hotel Continental Siena – Starhotels Collezione

Find out more about Siena

Siena Villas information

Number of reviews
171
Accommodation
73 Villas
Lowest Price
AU$216
Highest Price
AU$9,660

Frequently asked questions

How much do villas in Siena cost?
Villas in Siena cost between AU$216 and AU$9,660 per night. These getaways provide the privacy to enjoy your own space at a price that won't stretch the budget. 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 Siena?
Pack your suitcase and pick from 73 villas in Siena. For a family escape, a romantic break or anything in between, Expedia will help you find the perfect place in just a few clicks.
What is there to do near my villa in Siena?
No matter your interests, Siena has lots of things to keep you entertained. Siena Cathedral, Monteriggioni Castle and Palazzo Pubblico are on many visitors' sightseeing itineraries. Don't forget to explore Civic Museum, Museo dellOpera del Duomo and Terra di Seta either. With Expedia's hotel deals in Siena, you can see more popular attractions like these with the cash you save.

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