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Check prices for these dates

In two weeks
17 Oct - 19 Oct
In two months
28 Nov - 30 Nov
In three months
26 Dec - 28 Dec
In four months
23 Jan - 25 Jan

Featured Villas in Siena

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."
The price is AU$2,330
includes taxes & fees
14 Oct - 15 Oct
4-bedroom stonehouse with stunning pool in the Chianti countryside with WiFi, AC
VILLA BRUNELLO - Luxury Country Retreat 10 minutes to Montalcino
Exterior

VILLA BRUNELLO - Luxury Country Retreat 10 minutes to Montalcino

The price is AU$11,460
includes taxes & fees
17 Oct - 18 Oct
VILLA BRUNELLO - Luxury Country Retreat 10 minutes to Montalcino
panoramica casa con piscina privata
Pool

panoramica casa con piscina privata

7.0 out of 10, Good, (10)
"We had a lovely stay and the hosts were warm, accommodating and responsive. The location is incredible -- extensive views from both sides of the property; the hilltop village setting is out of a postcard with lovely little streets and nooks to explore; and the local shops, market days, restaurants provide everything needed locally. The property is adequate, a little rustic, but well suited to time outdoors by the lovely pool and as a springboard for day trips throughout amazing Tuscany....
The price is AU$270
includes taxes & fees
14 Oct - 15 Oct
panoramica casa con piscina privata
Il Poggio dell'Eremita
Exterior

Il Poggio dell'Eremita

10.0 out of 10, Exceptional, (56)
"Located in a peaceful location, the house is charming and homey. The hosts are very kind and accommodating, and we had a wonderful stay. The view from the bedroom balcony is spectacular."
The price is AU$248
includes taxes & fees
11 Oct - 12 Oct
Il Poggio dell'Eremita
VILLA CHIGI - Seven Bedroom Villa, Sleeps 14
Pool

VILLA CHIGI - Seven Bedroom Villa, Sleeps 14

The price is AU$10,631
includes taxes & fees
16 Oct - 17 Oct
VILLA CHIGI - Seven Bedroom Villa, Sleeps 14
Villa Dei Pavoni - Luxury Villa on top of hills in Florence
Outdoor spa tub

Villa Dei Pavoni - Luxury Villa on top of hills in Florence

10.0 out of 10, Exceptional, (1)
"The host was amazing! The property was beautiful. All was seamless! All of our needs were met. Highly recommend! "
The price is AU$3,663
includes taxes & fees
14 Oct - 15 Oct
Villa Dei Pavoni - Luxury Villa on top of hills in Florence
Lovely house in the heart of Chianti
Outdoor dining

Lovely house in the heart of Chianti

Lovely house in the heart of Chianti
Antico Brunello
Terrace/patio

Antico Brunello

The price is AU$12,917
includes taxes & fees
6 Oct - 7 Oct
Antico Brunello
Luxury,Charming,in true Chianti, sleeps 21 or +people with Sw-Pool,Wi-Fi,Airco
Exterior

Luxury,Charming,in true Chianti, sleeps 21 or +people with Sw-Pool,Wi-Fi,Airco

10.0 out of 10, Exceptional, (12)
"Amazing Property! The house was impeccably clean, with spacious bedrooms and comfortable beds. Our gracious host Nicola spoiled us with his generosity. He went beyond our expectations to ensure that our stay was perfect. He and his wife welcomed us with a delicious homemade apple cake. He drove us to the nearby town of Montespertoli to pick-up groceries and provisions. He recommended a local chef to cook for us at the villa. The meal was amazing and memorable. We will be back!"
The price is AU$2,578
includes taxes & fees
3 Nov - 4 Nov
Luxury,Charming,in true Chianti, sleeps 21 or +people with Sw-Pool,Wi-Fi,Airco
Luxury Villa with Swimmingpool in Chianti/Sleeps 21 - or more in extra suites
Exterior

Luxury Villa with Swimmingpool in Chianti/Sleeps 21 - or more in extra suites

10.0 out of 10, Exceptional, (38)
"Our family of 17 stayed at a villa near Montespertoli. In fact the villa also was a winery and olive oil producer. Nicola was the host as well as the owner. He was available for everyone of our guest. Requests from laundry to suggestions for restaurants, to taxi services to Florence...Nicola was always available to take care of us. I couldn't have asked for a more perfect venue and host."
The price is AU$3,606
includes taxes & fees
8 Oct - 9 Oct
Luxury Villa with Swimmingpool in Chianti/Sleeps 21 - or more in extra suites
Villa con Piscina, Sauna, Jacuzzi
Exterior

Villa con Piscina, Sauna, Jacuzzi

10.0 out of 10, Exceptional, (1)
"Beautiful property, highly recommended. "
The price is AU$1,061
includes taxes & fees
2 Nov - 3 Nov
Villa con Piscina, Sauna, Jacuzzi
Villino Tre Pini with private pool in Florence by TuscanyWeGo
Outdoor pool

Villino Tre Pini with private pool in Florence by TuscanyWeGo

The price is AU$1,076
includes taxes & fees
5 Oct - 6 Oct
Villino Tre Pini with private pool in Florence by TuscanyWeGo
Villa Milani with Shared Pool, Private Terrace & Wi-Fi
Pool

Villa Milani with Shared Pool, Private Terrace & Wi-Fi

10.0 out of 10, Exceptional, (1)
"The Villa was charming and absolutely bursting with character. We loved exploring the house and the grounds! It was quiet and relaxing, but still only a short drive from Florence, Sienna, San Gimignano and other favorite towns of Tuscany. A memorable stay in an absolutely unique villa!"
The price is AU$2,736
includes taxes & fees
6 Oct - 7 Oct
Villa Milani with Shared Pool, Private Terrace & Wi-Fi
CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28
Pool

CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28

The price is AU$11,460
includes taxes & fees
5 Oct - 6 Oct
CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28
Villa "Arnilù" with Private Pool & Wi-Fi
Exterior

Villa "Arnilù" with Private Pool & Wi-Fi

The price is AU$8,459
includes taxes & fees
16 Oct - 17 Oct
Villa "Arnilù" with Private Pool & Wi-Fi
Villa 'Il Frassine' with Private Pool, Wi-Fi and Air Conditioning
Property grounds

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

10.0 out of 10, Exceptional, (1)
The price is AU$3,758
includes taxes & fees
6 Oct - 7 Oct
Villa 'Il Frassine' with Private Pool, Wi-Fi and Air Conditioning
Cignella Villa Basil in Resort with pool
Exterior

Cignella Villa Basil in Resort with pool

The price is AU$450
includes taxes & fees
3 Nov - 4 Nov
Cignella Villa Basil in Resort with pool
Pet-Friendly Finca 'Flores' with Mountain View, Shared Pool & Wi-Fi
Exterior

Pet-Friendly Finca 'Flores' with Mountain View, Shared Pool & Wi-Fi

The price is AU$2,089
includes taxes & fees
5 Oct - 6 Oct
Pet-Friendly Finca 'Flores' with Mountain View, Shared Pool & Wi-Fi
"A Casa di Franca Villa con piscina"
Pool

"A Casa di Franca Villa con piscina"

10.0 out of 10, Exceptional, (1)
"Pros: La estancia en la casa fue muy bonita. Estaba cerca de Florencia, Siena, Sant Gimigano, etc. Viajamos toda la familia y los propietarios fueron muy acogedores. La piscina es un sitio perfecto para relajarse y bañarse después de ver la Toscana. Nuestros hijos y sobrinos jugaron porque tenían de todo. La casa muy equipada y limpia con televisión en todas las habitaciones. Los propietarios además nos ayudaron con un pequeño contratiempo que tuvimos. Nos sentimos como en casa, muchas...
The price is AU$1,241
includes taxes & fees
5 Oct - 6 Oct
"A Casa di Franca Villa con piscina"
"Villa Erbolino" with Private Garden, Outdoor Stone Bathtub & Wi-Fi
Terrace/patio

"Villa Erbolino" with Private Garden, Outdoor Stone Bathtub & Wi-Fi

10.0 out of 10, Exceptional, (7)
"Country location but easy access to a great local winery/restaurant and the town of Gaiole."
The price is AU$1,526
includes taxes & fees
7 Oct - 8 Oct
"Villa Erbolino" with Private Garden, Outdoor Stone Bathtub & 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

Siena Vip

Siena Vip

10/10 Excellent
"Our stay was great, included breakfast, able to walk up, yes, lots of uphill to the Cathedral. The Campo was a bit further past the Cathedral, easy downhill walk. The host greeted us as planned, our checkin was smooth. Check out was also easy.I had trouble getting a taxi back to the train station, a communication problem. The walk was not too bad, there are escalators and moving walkways."
Devon 2-night trip
Posted 1 day ago
Siena Vip

Find out more about Siena

Find out more about Siena

Siena Villas information

Number of reviews
85
Accommodation
77 Villas
Lowest Price
AU$248
Highest Price
AU$12,917

Frequently asked questions

How much do villas in Siena cost?
Villas in Siena cost between AU$248 and AU$12,917 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 77 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.

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