Search Villas in Siena

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Compare Villas in Siena with updated reviews, rates, and availability.

Il Boschetto an oasis of peace and nature in Siena

9.8 out of 10, Exceptional, (31)
"The location was excellent, 30 minute walk (2.1 km) to the main gate of Siena or 15 minute bus ride (bus stop 25 meters from the house). The home is beautiful, lots of amenities, it was very rustic. The pool area could use a good trimming, the online photos showed the property better than it actually was but not too far off."
Il Boschetto an oasis of peace and nature in Siena

Luxury converted barn with hilltop views in chianti wine region, Tuscany

10.0 out of 10, Exceptional, (87)
"I wish we could have stayed longer; such a beautiful location. The villa was very nice and comfortable. We enjoyed meals prepared by Serena twice during our visit; she cooked multi-course dinners that were delicious. Highly recommend the property and Serena’s cooking. We look forward to going back!"
Luxury converted barn with hilltop views in chianti wine region, Tuscany

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

9.6 out of 10, Exceptional, (29)
"Lovely rustic property in scenic location, large garden grounds and decent swimming pool. Property worked well for our family of 7 adults ranging three generations."
Villa "Le Vallecchie" overlooking Siena and with private swimming pool

Villa Larniano, With Private Pool And View On Vineyard

10.0 out of 10, Exceptional, (64)
"We had a lovely stay with 7 of us. There was plenty of area to walk and explore. We loved our wine tour with Lorenzo and our dinner with chef Robin. The house is close to the big grocery store and Siena."
Villa Larniano, With Private Pool And View On Vineyard

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

10.0 out of 10, Exceptional, (7)
"Our Anglican Church friends (three couples) from Texas began our Italy tour in Rome and then continued to Florence for a few days. We spent our final four days at the beautiful Villa Santa Chiara, a short walk from the gates of downtown Siena, Italy. This wonderful villa could accommodate more people than our group of six, but it was an excellent choice for our three couples. Each couple had their own private apartment with a bathroom, kitchen, and spacious living area. The villa was...
Siena Exclusive Luxury Villa. Private Pool, Garden, Relax, Holiday, Tuscany!

Stunning private villa with private pool, WIFI, TV, patio, panoramic view, parking, close to Siena

10.0 out of 10, Exceptional, (15)
Stunning private villa with private pool, WIFI, TV, patio, panoramic view, parking, close to Siena

Villa luna with pool and garden near the center of Siena

9.0 out of 10, Wonderful, (27)
"The home had everything we needed. The view from the villa was truly picturesque. A+++++!"
Villa luna with pool and garden near the center of Siena

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

10.0 out of 10, Exceptional, (94)
"We had the most amazing stay at this beautiful villa. Everything about it was picturesque and relaxing. This villa has all of the modern amenities but still exudes Tuscan charm. Pre- visit communication was smooth and very prompt. The highlight of the stay was the dinner cooked for us the first night by Chef Vanna and Francesca. I am not exaggerating when I say it was by far the best meal we had during our trip to Tuscany and we ate at many very nice restaurants. If you are booking a stay I...
Fienile: luxury countryside villa, shared pool, ideal base to discover Tuscany

Villa Montelisi, With The most Unique View On Siena (6km)

10.0 out of 10, Exceptional, (66)
"Villa Montelisi is now part of our family history. Everything about our stay was wonderful. Our host Lavinia made check in easy even though we arrived late. The villa with its old world charm, high ceilings, and amazing views overwhelmed us. We loved waking up to a beautiful painting of the Tuscan countryside, the large windows, balconies and patios enhanced the view, making us feel like we were in a movie. The kitchen had all the modern conveniences, so making breakfast or a late night snack...
Villa Montelisi, With The most Unique View On Siena (6km)

Villa with unique view of Siena with private pool

10.0 out of 10, Exceptional, (6)
"I booked Letizia's amazing Villa for a week-long birthday celebration and we loved every minute of our time in the Tuscan sun! It was great to be able to relax by the pool in the peace of the countryside amongst the olive groves while still being only a short walk away from Siena, we just wish we could have stayed for longer!"
Villa with unique view of Siena with private pool

Beautiful villa with private pool immersed in the Tuscan countryside

10.0 out of 10, Exceptional, (105)
"We had a great stay in this home enjoying the views of the Tuscan country side. It is located close to Siena and is a perfect place to stay to make day trips to many towns and villages in Tuscany. Francesca was very attentive and helpful in explaining everything about the house and property. We would definitely stay again if ever in the area. "
Beautiful villa with private pool immersed in the Tuscan countryside

Detached villa with swimming pool and pizza oven for groups up to fourteen people.

9.2 out of 10, Wonderful, (15)
"We arrived at the villa and were amazed at the views and the spacious house and pool. The weather was one of the hottest we've ever experienced so the pool was a godsend and we were able to rest and spend time together on the patio for all our meals. We had a lovely time and appreciate the many amenities that the house had."
Detached villa with swimming pool and pizza oven for groups up to fourteen people.

Villa Mami: A Tuscan Retreat of Elegance and Charm

Villa Mami: A Tuscan Retreat of Elegance and Charm

Stunning Villa, With Private Pool At 6km From Siena

10.0 out of 10, Exceptional, (61)
"This villa was perfect for three families! It had everything we needed and the pool was refreshing and lovely. The hosts were amazing and very helpful! Thank you!"
Stunning Villa, With Private Pool At 6km From Siena

VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30

VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30

Villa la Quercia By MMega

10.0 out of 10, Exceptional, (1)
"Our family of 11, all ages, loved our stay at La Quercia. The location worked well for us, with restaurants nearby and a short distance to Siena. The pool was critical given the heat and we spent many hours enjoying the pool and it’s views. The bedrooms and bathrooms were accommodating, although the beds themselves could use a refresh. Manlio was friendly and helpful attending to things we needed. (If someone has mobility issues, they will find access to the pool challenging.) The kitchen is...
Villa la Quercia By MMega

Borgo Gallinaio 32, Emma Villas

Borgo Gallinaio 32, Emma Villas

Villa Degli Olivi Siena

Villa Degli Olivi Siena

Villa Colombaio, Country-house In Wine Estate 5km from Siena

10.0 out of 10, Exceptional, (14)
"A true tuscan experience in the hills of Sienna. Located on a vineyard, this complex of homes spread out through the huge property offer privacy and memorable views. A car is required as taxi service is scarce, and restaurants are a 10 minute drive away. Lavinia and her family oversee the whole operation and are remarkable in their service. Our family will remember this property as the best part of our vacation."
Villa Colombaio, Country-house In Wine Estate 5km from Siena

15th century barn fully renovated in a stylish style with gorgeous swimming pool

10.0 out of 10, Exceptional, (5)
"Clean and modern home. My husband and I spent 3 nights at the villa. We had a blast playing fuzz ball. It was a little cold to swim but the pool is lovely. First day we relaxed at the villa and enjoyed a bottle of bubbly, compliments of Mido. We travel to Florence one day and toured wineries another. Mido was great to work with. We got an amazing recommendation to visit Brancaia winery; we had a wonderful tour and tasting. If you like cool, modern/rustic homes with a great location, you’ll...
15th century barn fully renovated in a stylish style with gorgeous swimming pool
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.
Don't see what you're looking for?
See all available properties in Siena
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Siena

Il Battistero Siena - Residenza d'Epoca

9.6 out of 10, Exceptional, (151)
"Wonderful location!!! Everything within walking distance. Friendly staff, clean modern room. Shower needs repairing. Will definitely return to stay here. If you are driving to the hotel, It’s a ZTL zone so contact the hotel to make arrangements for your car to be garaged. Don’t need a car here. It is in the best location!!!"
The price is AED 523
AED 591 total
includes taxes & fees
24 Feb - 25 Feb
Il Battistero Siena - Residenza d'Epoca

ApartHotel Anghel

8.2 out of 10, Very Good, (311)
"Nice place, quiet and clean!"
The price is AED 276
AED 318 total
includes taxes & fees
10 Mar - 11 Mar
ApartHotel Anghel

Beautiful stone house with garden and private pool.

9.6 out of 10, Exceptional, (58)
"Cottage is larger than described and outfitted nicely for a couple. We used the kitchen everyday for meals and while the bed was firm, it wasn’t bad. Directions to there were confusing. Basically, head to To"
Beautiful stone house with garden and private pool.
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.

Frequently asked questions

How much do villas in Siena cost?
Prices for villas in Siena range between and per night. No matter your budget, you can find someplace that matches your needs 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?
Work out your vacation dates and then pick from villas in Siena. For a family escape, a getaway with pals or anything in between, Expedia will help you find the right place in just a few clicks.
Why book your villa in Siena with Expedia?
We think organizing a vacation should be a breeze, so if you’re searching for villas at an affordable rate, Expedia is here to help. Save some cash and choose an all-inclusive stay, or splurge on a high-end villa to surprise your loved ones. Our search filters make it easy to find a property in Siena that suits you best.
How can I find cheap villas in Siena?
The simplest way to score cheap villas in Siena is with Expedia’s handy filter tool. Narrow your search results by budget, amenities and star rating to land unbeatable deals in only a few keystrokes.