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

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 ￥791,882
￥883,062 total
includes taxes & fees
Aug 10 - Aug 11
VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30
Exterior

2. Villa Torre Among the Hills of Siena

Villa Torre Among the Hills of Siena
Vico dʼArbia
The price is ￥302,809
￥343,110 total
includes taxes & fees
Aug 12 - Aug 13
Villa Torre Among the Hills of Siena
Outdoor dining

3. Villa Capanna: A Window onto Tuscany

Villa Capanna: A Window onto Tuscany
Vico dʼArbia
The price is ￥281,637
￥321,938 total
includes taxes & fees
Aug 10 - Aug 11
Villa Capanna: A Window onto Tuscany
Terrace/patio

4. The San Leonino House

The San Leonino House
Castellina in Chianti
The price is ￥123,090
￥241,351 total
includes taxes & fees
Aug 23 - Aug 24
The San Leonino House
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 ￥209,587
￥249,888 total
includes taxes & fees
Aug 16 - Aug 17
Villa Capannina with Private Pool, Wi-Fi and Air Conditioning
Villa, Air conditioning, Courtyard View | Exterior

6. 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 ￥30,199
￥33,766 total
includes taxes & fees
Aug 11 - Aug 12
Villa Montecastello
Exterior

7. Villa Marcolina

Villa Marcolina
Castelnuovo Berardenga
The price is ￥134,284
￥149,172 total
includes taxes & fees
Aug 10 - Aug 11
Villa Marcolina
Property grounds

8. Rooster House, cooking classes and opera

Rooster House, cooking classes and opera
Toscana
The price is ￥20,060
￥23,889 total
includes taxes & fees
Aug 11 - Aug 12
Rooster House, cooking classes and opera
Exterior

9. 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 ￥65,650
￥66,015 total
includes taxes & fees
Sep 1 - Sep 2
Villa 'La Casa Nel Bosco - Antiche Dimore' with Shared Pool, Wi-Fi & Air Conditioning
Pool

10. 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 ￥195,706
￥283,399 total
includes taxes & fees
Sep 1 - Sep 2
Villa 'La Petrosa' with Private Pool, Private Garden and Balcony
Exterior

11. Apartment in villa with A/C, WIFI, pool, TV, terrace, panoramic view, close to San Gimignano

Apartment in villa with A/C, WIFI, pool, TV, terrace, panoramic view, close to San Gimignano
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 ￥26,260
￥29,958 total
includes taxes & fees
Aug 21 - Aug 22
Apartment in villa with A/C, WIFI, pool, TV, terrace, panoramic view, close to San Gimignano
Exterior

12. Elegant and spacious two-storey villa of 142 m2 composed on the ground floor of a large living room, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer.On the first floor we find a double bedroom w

Elegant and spacious two-storey villa of 142 m2 composed on the ground floor of a large living room, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer.On the first floor we find a double bedroom w
Trequanda
The price is ￥50,299
￥61,365 total
includes taxes & fees
Aug 18 - Aug 19
Elegant and spacious two-storey villa of 142 m2 composed on the ground floor of a large living room, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer.On the first floor we find a double bedroom w
Outdoor dining

13. Luxury Villa in the Florentine hills

Luxury Villa in the Florentine hills
Florence
9.8 out of 10, Exceptional, (149 reviews)
"Lovely property, nicely appointed, would be happy to stay there again."
United States
David K.
The price is ￥45,590
￥71,121 total
includes taxes & fees
Aug 29 - Aug 30
Luxury Villa in the Florentine hills
Exterior

14. 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 ￥63,826
￥88,991 total
includes taxes & fees
Sep 1 - Sep 2
Villa Il Signorino
Pool

15. VILLA CHIGI - Seven Bedroom Villa, Sleeps 14

VILLA CHIGI - Seven Bedroom Villa, Sleeps 14
Siena
The price is ￥995,396
￥995,396 total
includes taxes & fees
Aug 10 - Aug 11
VILLA CHIGI - Seven Bedroom Villa, Sleeps 14
Property grounds

16. "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 ￥285,576
￥289,953 total
includes taxes & fees
Aug 13 - Aug 14
"Villa Erbolino" with Private Garden, Outdoor Stone Tub, and Wi-Fi
Outdoor dining

17. 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 ￥51,462
￥68,422 total
includes taxes & fees
Aug 16 - Aug 17
Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~
Exterior

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

Villetta Leonardo: Independence, Garden & Relaxation in Tuscany
Montaione
The price is ￥46,684
￥64,555 total
includes taxes & fees
Aug 28 - Aug 29
Villetta Leonardo: Independence, Garden & Relaxation in Tuscany
Property grounds

19. 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 ￥72,944
￥174,154 total
includes taxes & fees
Aug 27 - Aug 28
Villino Tre Pini | Panoramic Private Pool, Nature & Privacy
Outdoor dining

20. Villa 'Agriturismo Podere Terrena' with Mountain View, Private Pool and Wi-Fi

Villa 'Agriturismo Podere Terrena' with Mountain View, Private Pool and Wi-Fi
Gaiole in Chianti
8.0 out of 10, Very Good, (1 review)
"Pros: La casa è sita in una posizione super tranquilla in mezzo al verde e alla natura. Tutto è curato alla perfezione. Nota di merito per il verde e i fiori e per la gentilezza dei proprietari. Cons: La posizione che è un pregio per qualcuno per altri potrebbe non esserlo. In effetti per arrivare al podere ci sono 2 km di strada bianca molto stretta. Una volta arrivati si è però ripagati ampiamente del piccolo disagio!"
Italy
Anonymous traveler
The price is ￥174,933
￥209,021 total
includes taxes & fees
Aug 19 - Aug 20
Villa 'Agriturismo Podere Terrena' with Mountain View, Private Pool 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

Hotel Alma Domus

Hotel Alma Domus

10/10 Excellent
"The history of the hotel and its location is special, access is adjacent to famous historical Saint Catherine Church, with an exceptional view of the World Famous Cathedral Duomo de Siena!! The room and breakfast are fantastic for the very reasonable price! t's just outside the historical Piazza del Campo, walkable and truly enjoyable experience with multiple up stepping!!!"
John 2-night trip
Posted 20 hours ago
Hotel Alma Domus

Find out more about Siena

Siena Villas information

Number of reviews
175
Accommodation
89 Villas
Lowest Price
￥23,889
Highest Price
￥995,396

Frequently asked questions

How much do villas in Siena cost?
You can expect to pay between ￥23,889 and ￥995,396 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?
Expedia is here to help you easily source cheap villas in Siena. Use our convenient filter tool to select amenities, budget and star rating to refine your search and find the best place to stay in a matter of clicks.
What is there to do near my villa in Siena?
You'll find loads of terrific things to fill your days in Siena. Drop by big attractions like Museo dell'Acqua, Accademia Musicale Chigiana and Basilica dell'Osservanza. Palasport Mens Sana, Porta Romana and San Spirito are also visited by many.

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