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Check prices for these dates

Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug
In one month
12 Sept - 14 Sept
In two months
10 Oct - 12 Oct
Villa in Poggiarello-ripa with 3 bedrooms sleeps 5
Terrace/patio

Villa in Poggiarello-ripa with 3 bedrooms sleeps 5

10.0 out of 10, Exceptional, (110)
"We had a large group of family and friends comfortably stay here. The host was very available and helpful, and personally showed us around the property upon our arrival. The property description is accurate. "
Villa in Poggiarello-ripa with 3 bedrooms sleeps 5
Fienile: luxury countryside villa, shared pool, ideal base to discover Tuscany
Outdoor dining

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

10.0 out of 10, Exceptional, (103)
"Beautiful home, beautiful views. "
Fienile: luxury countryside villa, shared pool, ideal base to discover Tuscany
Siena Exclusive Luxury Villa. Private Pool, Garden, Relax, Holiday, Tuscany!
Outdoor pool

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

10.0 out of 10, Exceptional, (7)
"Fabulous place to stay with a big group of family and friends. Very easy walk to town and the beautiful treasures of Siena."
Siena Exclusive Luxury Villa. Private Pool, Garden, Relax, Holiday, Tuscany!
Villa with unique view of Siena with private pool
Property grounds

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

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

8.0 out of 10, Very good, (1)
"We spent a great family time at Adme’s house.The house has everything. Was very clean and well maintained . Will highly recommend."
4-bedroom stonehouse with stunning pool in the Chianti countryside with WiFi, AC
Villa "Le Vallecchie" overlooking Siena and with private swimming pool
Exterior

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

9.6 out of 10, Exceptional, (35)
"Really enjoyed our stay. A great place to relax."
Villa "Le Vallecchie" overlooking Siena and with private swimming pool
XIII Century Tower with Private Panoramic Pool
Exterior

XIII Century Tower with Private Panoramic Pool

XIII Century Tower with Private Panoramic Pool
Villa Larniano, With Private Pool And View On Vineyard
Outdoor dining

Villa Larniano, With Private Pool And View On Vineyard

10.0 out of 10, Exceptional, (65)
"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
Villa luna with pool and garden near the center of Siena
Property grounds

Villa luna with pool and garden near the center of Siena

9.0 out of 10, Wonderful, (27)
"We had a great time "
Villa luna with pool and garden near the center of Siena
Private villa in the heart of chianti with view of siena
Pool

Private villa in the heart of chianti with view of siena

10.0 out of 10, Exceptional, (1)
"Fantastiskt boende med underbar trädgård och utsikt, nära vingårdar och historiska städer!"
Private villa in the heart of chianti with view of siena
Luxury converted barn with hilltop views in chianti wine region, Tuscany
Outdoor pool, a heated pool

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

10.0 out of 10, Exceptional, (90)
"We felt so at home and at peace here. Everything was perfect and location is ideal for day trips around Tuscany. Highly recommend!"
Luxury converted barn with hilltop views in chianti wine region, Tuscany
VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30
Property grounds

VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30

VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30
Villa in Siena with 4 bedrooms sleeps 8
Outdoor spa tub

Villa in Siena with 4 bedrooms sleeps 8

10.0 out of 10, Exceptional, (42)
"Beautiful location! Owners very friendly and helpful. Would suggest this place for anyone visiting Sienna."
Villa in Siena with 4 bedrooms sleeps 8
VILLA SIENA is 4 km from Siena 10PAX AC, POOL & SPA total privacy.
Outdoor dining

VILLA SIENA is 4 km from Siena 10PAX AC, POOL & SPA total privacy.

9.6 out of 10, Exceptional, (14)
"Well equiped comfortable villa, conveniently close to the city that offers spectacular views of Tuscany. Perfect for friends and family. The location is ideally suited to explore the surrounding villages and cities. The villa is furnished with all the conveniences expected from a country home and more! We really enjoyed our stay and could not fault any of the home's features. Thanks to our host Marco."
VILLA SIENA is 4 km from Siena 10PAX AC, POOL & SPA total privacy.
Il Boschetto an oasis of peace and nature in Siena
Outdoor pool

Il Boschetto an oasis of peace and nature in Siena

9.8 out of 10, Exceptional, (35)
"My family of 7 had a lovely stay at il Boschetto. The house is as described with well- loved and charming older furniture. We didn't care. We had plenty of room to spread out.The view from the upstairs windows is beautiful. We knew the pool would not be open yet, but still spent time with cocktails out in the yard and enjoyed walking the property (saw wild boar, quail, owls!). My son cooked dinner on the outdoor brick grill. We had some chilly weather and made a fire in the living room. Michael...
Il Boschetto an oasis of peace and nature in Siena
Le Redi: sustainable geothermal country villa, amazing views over Chianti hills
Interior

Le Redi: sustainable geothermal country villa, amazing views over Chianti hills

9.8 out of 10, Exceptional, (44)
"Our stay in Sara's house was wonderful! She's was very helpful and responsive during our visit. She had to wait over an hour for us to arrive because we got lost and was so patient and kind! The house is lovely! It's spacious and comfortable and over looks the stunning Tuscan hillside. The views take your breath away! The outside patio area is beautifully landscaped with several seating areas to relax and take in the beauty. We had our breakfast outside every morning. The outside seating area is...
Le Redi: sustainable geothermal country villa, amazing views over Chianti hills
Stunning Villa, With Private Pool At 6km From Siena
Exterior

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
Porta Romana Elegant House with Private Parking!
Interior

Porta Romana Elegant House with Private Parking!

8.8 out of 10, Excellent, (3)
"Excellent location 15 mi minute walk to the center of town. Towels and linens were fresh and fragrant. On site parking was super convenient because of limited parking around the town. The property manager was immediately available by phone and delivered an extra blanket which in 5 minutes of our request."
Porta Romana Elegant House with Private Parking!
Detached villa with swimming pool and pizza oven for groups up to fourteen people.
Outdoor dining

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.
Wonderful private villa with private pool, WIFI, TV, patio, panoramic view, parking, close to Siena
Pool

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

10.0 out of 10, Exceptional, (15)
"Die Villa befindet sich in einer wunderbaren typischen Toskana Gegend. Objekt ist problemlos erreichbar am Ende über eine unbefestigte Strasse zwischen Reben und Zypressen. Simonetta ist sehr nett und half uns jederzeit falls Probleme bestanden."
Wonderful private villa with private pool, WIFI, TV, patio, panoramic view, parking, close to Siena
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 Athena

Hotel Athena

10/10 Excellent
"We stayed here Aug 2025, coming in from Florence. Siena is absolutely gorgeous and Hotel Athena was the perfect hotel to explore the area. The hotel itself was very nice, updated, good sized rooms with nice bathroom. Tea kettle in the room and water in the fridge (at no extra cost) was appreciated after long days on the hills of the town. We dined at the rooftop restaurant twice and the food was excellent, views were unbelievable. As to the hotel staff- I can’t give them enough stars! The front desk staff were so welcoming and helped us arrange a day tour, figure out our return to the train station etc. The restaurant staff was also very good and always checked on us. Oh- the breakfast buffet can’t be missed. Well worth it and no extra charge. Excellent hotel- highly recommend "
Mischelle 3-night trip
Posted 2 days ago
Hotel Athena

Frequently asked questions

How much do villas in Siena cost?
You can expect to pay between and 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 96 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.