Compare Siena Villas

Start date: Check-in selected.
To Date
End date: Check-out

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Featured Villas in Siena

Fienile: luxury countryside villa, shared pool, ideal base to discover Tuscany

Fienile: luxury countryside villa, shared pool, ideal base to discover Tuscany

Siena Toscana
At this villa, guests have access to an outdoor pool, laundry facilities, and a garden. This family-friendly villa also has barbecue grills.
Pool
Kitchen
Private villa in the heart of chianti with view of siena

Private villa in the heart of chianti with view of siena

Fonterutoli Provincia di Siena
At this villa, guests have access to features like laundry facilities.
Washer
Dryer
4-bedroom stonehouse with stunning pool in the Chianti countryside with WiFi, AC

4-bedroom stonehouse with stunning pool in the Chianti countryside with WiFi, AC

Radda in Chianti Italy
At this villa, guests have access to an outdoor pool, laundry facilities, and barbecue grills. This family-friendly villa also has a garden.
Pool
Kitchen
Villa Larniano, With Private Pool And View On Vineyard

Villa Larniano, With Private Pool And View On Vineyard

Siena
At this villa, guests have access to an arcade/game room, laundry facilities, and a garden. This family-friendly villa also has barbecue grills.
Pool
Kitchen
Villa "Le Vallecchie" overlooking Siena and with private swimming pool

Villa "Le Vallecchie" overlooking Siena and with private swimming pool

Siena Tuscany
At this villa, guests have access to an outdoor pool, laundry facilities, and barbecue grills. This smoke-free villa also has a garden.
Pool
Kitchen
Siena Exclusive Luxury Villa. Private Pool, Garden, Relax, Holiday, Tuscany!

Siena Exclusive Luxury Villa. Private Pool, Garden, Relax, Holiday, Tuscany!

Siena Toscana
Guests of this villa have access to an outdoor pool, a gym, and a sauna. Other amenities at this family-friendly villa include a hot tub, express check-in, and express check-out.
Pool
Hot Tub
Il Boschetto an oasis of peace and nature in Siena

Il Boschetto an oasis of peace and nature in Siena

Siena Provincia di Siena
Guests staying at this villa enjoy an outdoor pool, laundry facilities, and local meal delivery service. Other amenities at this family-friendly villa include barbecue grills and a garden.
Pool
Kitchen
Villa in Siena with 4 bedrooms sleeps 8

Villa in Siena with 4 bedrooms sleeps 8

Siena Provincia di Siena
Guests staying at this villa enjoy a hot tub, laundry facilities, and a garden. Transportation is made easy with limo/town car service. This family-friendly villa also has barbecue grills.
Hot Tub
Kitchen
Villa in Poggiarello-ripa with 3 bedrooms sleeps 5

Villa in Poggiarello-ripa with 3 bedrooms sleeps 5

Toscana Provincia di Siena
Guests of this villa enjoy features like an outdoor pool, a hot tub, and laundry facilities. Staff members can answer questions about accommodations, and also provide concierge services. Other amenities at this family-friendly villa include a garden and barbecue grills.
Pool
Hot Tub
Don't see what you're looking for?
See all available properties in Siena
View all properties
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.

Hotel Options in Siena

    Hotel Athena

    Hotel Athena

    P Mascagni 55 Siena SI
    $96 nightly
    The price is $110 total per night from Feb 22 to Feb 23
    $110 total
    Feb 22 - Feb 23
    Total with taxes and fees
    9.2/10 Wonderful! (1,001 reviews)
    Grand Hotel Continental Siena – Starhotels Collezione

    Grand Hotel Continental Siena – Starhotels Collezione

    Banchi Di Sopra 85 Siena SI
    $291 nightly
    The price is $328 total per night from Feb 26 to Feb 27
    $328 total
    Feb 26 - Feb 27
    Total with taxes and fees
    9.2/10 Wonderful! (578 reviews)
    Hotel Chiusarelli

    Hotel Chiusarelli

    Viale Curtatone 15 Siena SI
    $74 nightly
    The price is $85 total per night from Feb 4 to Feb 5
    $85 total
    Feb 4 - Feb 5
    Total with taxes and fees
    8.8/10 Excellent! (985 reviews)

Luxury Villas

Book luxury villas in Siena
There are plenty of ways to up your vacation game, but one of the best is by staying in a luxury villa in Siena. Villas, with their thoughtful layout and elegant décor, let you travel in style. They come in a variety of sizes and offer a great experience, whether you’re traveling on your own or with a group of friends. Orbitz has fantastic deals on villas in Siena, so book one now. You’ll feel like a million bucks before you even check in.

Spacious luxury villas in Siena
You won’t have a problem finding your own space in Siena. If you’re traveling in a group, go for a three-bedroom or larger villa; separate bedrooms can make it that much easier to keep the peace, especially when you’re all staying in one house. You can also explore Siena on your own and use a one-bedroom villa as your home base.

A top-end villa experience in Siena rivals that of a luxury resort. Float in a swimming pool with an elaborate mosaic bottom, work out in your own gym, and let the daily housekeeping staff clean up after you while a private chef whips up one delicious meal after another. This is the life!

Siena Villas essential information

Accommodation
85 Villas
Lowest Price
$85
Highest Price
$328
Popular accommodation
Fienile: luxury countryside villa, shared pool, ideal base to discover Tuscany, Private villa in the heart of chianti with view of siena, 4-bedroom stonehouse with stunning pool in the Chianti countryside with WiFi, AC, Villa Larniano, With Private Pool And View On Vineyard, Villa "Le Vallecchie" overlooking Siena and with private swimming pool, Siena Exclusive Luxury Villa. Private Pool, Garden, Relax, Holiday, Tuscany!, Il Boschetto an oasis of peace and nature in Siena, Villa in Siena with 4 bedrooms sleeps 8, Villa in Poggiarello-ripa with 3 bedrooms sleeps 5