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
24 Jul - 26 Jul
In two months
4 Sept - 6 Sept
In three months
2 Oct - 4 Oct
In four months
30 Oct - 1 Nov

Our top choices for Siena villas

Exterior

Villa Torre Among the Hills of Siena

Villa Torre Among the Hills of Siena
Vico dʼArbia
The price is €1,937
includes taxes & fees
26 Jul - 27 Jul
Villa Torre Among the Hills of Siena
Property grounds

VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30

VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30
Siena
The price is €4,842
includes taxes & fees
24 Jul - 25 Jul
VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30
Interior

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 €1,409
includes taxes & fees
26 Jul - 27 Jul
Villa Capannina with Private Pool, Wi-Fi and Air Conditioning
Outdoor dining

Villa Capanna: A Window onto Tuscany

Villa Capanna: A Window onto Tuscany
Vico dʼArbia
The price is €1,765
includes taxes & fees
18 Jul - 19 Jul
Villa Capanna: A Window onto Tuscany
Property grounds

Rooster House, cooking classes and opera

Rooster House, cooking classes and opera
Toscana
The price is €124
includes taxes & fees
13 Jul - 14 Jul
Rooster House, cooking classes and opera
Villa, Air conditioning, Courtyard View | Exterior

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 €185
includes taxes & fees
14 Jul - 15 Jul
Villa Montecastello
Outdoor dining

Luxury Villa in the Florentine hills

Luxury Villa in the Florentine hills
Florence
9.8 out of 10, Exceptional, (147 reviews)
"Beautiful property and great experience "
United States
edward p.
The price is €377
includes taxes & fees
19 Jul - 20 Jul
Luxury Villa in the Florentine hills
Exterior

The three owls of san gimignano

The three owls of san gimignano
San Gimignano
The price is €203
includes taxes & fees
15 Jul - 16 Jul
The three owls of san gimignano
Exterior

Il Poggio dell'Eremita

Il Poggio dell'Eremita
Sinalunga
10.0 out of 10, Exceptional, (67 reviews)
"Fantastic place! Great location. "
Canada
Paul Q.
The price is €160
includes taxes & fees
19 Jul - 20 Jul
Il Poggio dell'Eremita
Outdoor spa tub

Villa 'Podere Sofia' with Mountain View, Private Terrace and Wi-Fi

Villa 'Podere Sofia' with Mountain View, Private Terrace and Wi-Fi
Gaiole in Chianti
Villa 'Podere Sofia' with Mountain View, Private Terrace and Wi-Fi
Exterior

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 €454
includes taxes & fees
14 Jul - 15 Jul
Villa Il Signorino
Outdoor dining

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 €365
includes taxes & fees
20 Jul - 21 Jul
Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~
Exterior

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 €337
includes taxes & fees
25 Jul - 26 Jul
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
Exterior

Villa Marcolina

Villa Marcolina
Castelnuovo Berardenga
The price is €818
includes taxes & fees
13 Jul - 14 Jul
Villa Marcolina
Pool

Podere Le Casette - Five Bedroom Villa, Sleeps 10

Podere Le Casette - Five Bedroom Villa, Sleeps 10
Cassia
10.0 out of 10, Exceptional, (1 review)
"The home was recently renovated immaculately and is an incredible place to enjoy Tuscany as well as Florence. The pictures don’t do it justice. We enjoyed our stay and would recommend to any group of any age. The views will last forever."
United States
Geoff B.
The price is €1,249
includes taxes & fees
19 Jul - 20 Jul
Podere Le Casette - Five Bedroom Villa, Sleeps 10
Exterior

Villa 'Il Conventino' with Private Pool, Wi-Fi, and Air Conditioning

Villa 'Il Conventino' with Private Pool, Wi-Fi, and Air Conditioning
San Casciano in Val di Pesa
The price is €6,559
includes taxes & fees
10 Aug - 11 Aug
Villa 'Il Conventino' with Private Pool, Wi-Fi, and Air Conditioning
Exterior

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 €203
includes taxes & fees
10 Aug - 11 Aug
Villa 'La Casa Nel Bosco - Antiche Dimore' with Shared Pool, Wi-Fi & Air Conditioning
Exterior

My Exclusive Italy - Classic Suite in a Luxury Wine Estate

My Exclusive Italy - Classic Suite in a Luxury Wine Estate
Rignano sull'Arno
The price is €499
includes taxes & fees
13 Jul - 14 Jul
My Exclusive Italy - Classic Suite in a Luxury Wine Estate
Property grounds

VILLA BRUNELLO - Luxury Country Retreat 10 minutes to Montalcino

VILLA BRUNELLO - Luxury Country Retreat 10 minutes to Montalcino
Montalcino
The price is €5,928
includes taxes & fees
13 Jul - 14 Jul
VILLA BRUNELLO - Luxury Country Retreat 10 minutes to Montalcino
Pool

Villa 'La Tinaia Il Sole Verde' with Shared Pool and Wi-Fi

Villa 'La Tinaia Il Sole Verde' with Shared Pool and Wi-Fi
Bucine
10.0 out of 10, Exceptional, (2 reviews)
"Upon arrival Guido had everything prepared for us. A bottle of his amazing wine that he makes along with 2 wine glasses we’re waiting on the farmhouse table. The home had 2 very comfortable bedrooms and a bathroom along with a living room and kitchen. Front porch overlooks the stunning Tuscany fields. The swimming pool was refreshing and everything was beyond perfect. This location was everything and more. The hosts were so helpful. I will come back her again..make sure to take time for the...
United States
Marianne H.
The price is €461
includes taxes & fees
13 Jul - 14 Jul
Villa 'La Tinaia Il Sole Verde' with Shared 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

Il Chiostro del Carmine

Il Chiostro del Carmine

10/10 Excellent
"Can’t beat a 700 year old monastery with all the necessary modern amenities. The staff is polite and helpful, parking is close and the location convenient to the best and most important Siena attraction: the Duomo church."
Rene 1-night trip
Posted 13 hours ago
Il Chiostro del Carmine

Find out more about Siena

Siena Villas information

Number of reviews
226
Accommodation
83 Villas
Lowest Price
€124
Highest Price
€6,559

Frequently asked questions

How much do villas in Siena cost?
You can expect to pay between €124 and €6,559 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 83 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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