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Featured Villas in 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

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

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

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!

Villa Mami: A Tuscan Retreat of Elegance and Charm

Villa Mami: A Tuscan Retreat of Elegance and Charm

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

10.0 out of 10, Exceptional, (93)
"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

Double room with private parking within walking distance of downtown!

7.6 out of 10, Good, (5)
"Easy Walking to all there is to see in Siena!!! Car is parked safely in front of villa no extra charge. Quiet Apartment is in the basement bathroom is upstairs. Monica is very welcoming and informative. "
The price is AU$217
includes taxes & fees
14 Dec - 15 Dec
Double room with private parking within walking distance of downtown!

Villas with garden and pool in the heart of Tuscany in Siena for 16 people

9.0 out of 10, Wonderful, (2)
"Maison très bien préparé et situé. Propriétaire sympa et arrangeant. Nous avons passé un agréable séjour dans cette belle maison au cœur de la Toscane"
Villas with garden and pool in the heart of Tuscany in Siena for 16 people

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 "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

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.

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

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

VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30

VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30

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

House the Arches with garden in the old convent in Siena

8.8 out of 10, Excellent, (15)
"Close proximity to the city with wonderful views. Car parking and bike storage area suited us perfectly for our cycling trip. We very much enjoyed our stay. Well facilitated by Alessia and Francesco."
House the Arches with garden in the old convent in 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

Borgo Gallinaio 32, Emma Villas

Borgo Gallinaio 32, Emma Villas

Exclusive villa, private garden in Siena. The "Dependance" of Villa il Borghetto

Exclusive villa, private garden in Siena. The "Dependance" of Villa il Borghetto
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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Other property types in Siena

Il Battistero Siena - Residenza d'Epoca

9.6 out of 10, Exceptional, (143)
"The service at this hotel was impeccable. We were running late for our wine tasting but they were still SO accommodating! The rooms were beautiful and the view from the hotel are amazing. It was super accessible to everything. Also, the parking options were great - highly recommend. They're so responsive through texting and it was great to have this level of service. Highly rec! "
The price is AU$202
includes taxes & fees
5 Dec - 6 Dec
Il Battistero Siena - Residenza d'Epoca

ApartHotel Anghel

8.2 out of 10, Very good, (305)
"Nice place, quiet and clean!"
The price is AU$141
includes taxes & fees
4 Dec - 5 Dec
ApartHotel Anghel

Residenza d'Epoca Palazzo Borghesi

9.6 out of 10, Exceptional, (107)
"This property is gorgeous and the stay here was amazing! Our room had the private terrace and we had breakfast out there the next morning! I can’t tell you how picturesque, stunning and just plain peaceful our breakfast was out in the terrace! The morning fog covered the valley, all you could see were the church steeples peaking through, you heard the nice old ladies talking in the streets below while going out for morning bread, the birds were tweeting and cooing. I’m serious here, it was a...
The price is AU$240
includes taxes & fees
4 Dec - 5 Dec
Residenza d'Epoca Palazzo Borghesi
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.
Beautiful view of the beach with palm trees

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Frequently asked questions

How much do villas in Siena cost?
Villas in Siena cost between AU$217 and AU$217 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 60 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.