Villas in Siena

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Check prices for these dates

In two weeks
Dec 12 - Dec 14
In two months
Jan 23 - Jan 25
In three months
Feb 20 - Feb 22
In four months
Mar 20 - Mar 22

Villas in Siena

Pool
panoramica casa con piscina privata

Villa in siena

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....
United Kingdom
Olivier B.
$173 nightly
The price is $173
Dec 1 - Dec 2
Total with taxes and fees
panoramica casa con piscina privata
Exterior
Il Poggio dell'Eremita

Villa in Sinalunga

10.0 out of 10, Exceptional, (58)
"Amazing property! Could not recommend more."
United States
Annika P.
$156 nightly
The price is $159
Nov 30 - Dec 1
Total with taxes and fees
Il Poggio dell'Eremita
Terrace/patio
"Villa Erbolino" with Private Garden, Outdoor Stone Bathtub & Wi-Fi

Villa in Gaiole in Chianti

10.0 out of 10, Exceptional, (7)
"Country location but easy access to a great local winery/restaurant and the town of Gaiole."
Canada
russ h.
$665 nightly
The price is $670
Dec 1 - Dec 2
Total with taxes and fees
"Villa Erbolino" with Private Garden, Outdoor Stone Bathtub & Wi-Fi
Terrace/patio
Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~

Villa in Impruneta

10.0 out of 10, Exceptional, (3)
"Pictures do not do it justice, this house and location is absolutely beautiful. Very comfortable beds, clean house, beauty views, nice fireplace.owner goes above and beyond to make you feel welcome. She had her local wine, cooked us a delishes breakfast, and also brought her olive oil to do tasting. We will definitely be back, i thank you for an amazing experience and a beautiful house."
United States
Lidija M.
$461 nightly
The price is $461
Nov 25 - Nov 26
Total with taxes and fees
Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~
Exterior
Villa con Piscina, Sauna, Jacuzzi

Villa in Toscana

6.0 out of 10, (2)
"Beautiful property, highly recommended. "
United States
Magdalena
$682 nightly
The price is $687
Nov 27 - Nov 28
Total with taxes and fees
Villa con Piscina, Sauna, Jacuzzi
Pool
"A Casa di Franca Villa con piscina"

Villa in Gambassi Terme

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...
Spain
Anonymous traveler
$842 nightly
The price is $846
Nov 25 - Nov 26
Total with taxes and fees
"A Casa di Franca Villa con piscina"
Outdoor pool
Beautiful Tuscan home between Florence & Siena

Villa in Florence

10.0 out of 10, Exceptional, (6)
"From the moment we entered to our last day everything was perfect. Group of 15 and we all fit comfortably. "
United States
Debra P.
$1,643 nightly
The price is $1,643
Dec 23 - Dec 24
Total with taxes and fees
Beautiful Tuscan home between Florence & Siena
Exterior
Red Heart - relax with those you love in Tuscany.

Villa in Trequanda

$1,052 nightly
The price is $1,056
Nov 25 - Nov 26
Total with taxes and fees
Red Heart - relax with those you love in Tuscany.
Outdoor dining
Villa "Il Fornacino" with Pool, Garden & Wi-Fi

Villa in Rapolano Terme

9.0 out of 10, Wonderful, (4)
"Wonderful house. Big, cool even with 36 degrees outside. Very Nice swimming pool with shaddow places if needed. Very friendly and helpfull host."
Netherlands
Toon M.
$842 nightly
The price is $847
Dec 14 - Dec 15
Total with taxes and fees
Villa "Il Fornacino" with Pool, Garden & Wi-Fi
Exterior
Villa 'Cascina Gretaio' with Mountain View, Private Pool and Wi-Fi

Villa in Reggello

$702 nightly
The price is $705
Nov 25 - Nov 26
Total with taxes and fees
Villa 'Cascina Gretaio' with Mountain View, Private Pool and Wi-Fi
Exterior
Villa Storica Volterra

Villa in Volterra

$2,269 nightly
The price is $2,501
Nov 25 - Nov 26
Total with taxes and fees
Villa Storica Volterra
Exterior
Elegant and spacious two-storey villa of 142 m2 composed on the ground floor of a large living room, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer.On the first floor we find a double bedroom w

Villa in Trequanda

$249 nightly
The price is $304
Nov 29 - Nov 30
Total with taxes and fees
Elegant and spacious two-storey villa of 142 m2 composed on the ground floor of a large living room, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer.On the first floor we find a double bedroom w
Exterior
Luxury,Charming,in true Chianti, sleeps 22 or +/- pople., with AIR-CONDITION!!!!

Villa in Montespertoli

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!"
United States
Elise D.
$1,639 nightly
The price is $1,644
Nov 25 - Nov 26
Total with taxes and fees
Luxury,Charming,in true Chianti, sleeps 22 or +/- pople., with AIR-CONDITION!!!!
Pool
Villa 'La Petrosa' with Private Pool, Private Garden and Balcony

Villa in Radda in Chianti

10.0 out of 10, Exceptional, (1)
"Pros: Świetna lokalizacja i przyjemne otoczenie domu. Dom położony na wzniesieniu z którego roztaczał się piękny widok. Cons: Osoba opiekująca się domem nie mówiła po angielsku co utrudniało komunikację. Nie byliśmy świadomi że dom podzielony jest na 2 części góra i piwnica w której były dodatkowe 3 pokoje. Uszkodzona pralka która nie dopierała pranych ubrań - brudna woda z zanieczyszczeniami które dodatkowo brudziły ubrania."
Poland
Anonymous traveler
$2,022 nightly
The price is $2,027
Nov 27 - Nov 28
Total with taxes and fees
Villa 'La Petrosa' with Private Pool, Private Garden and Balcony
Exterior
Villa with concierge service & heated pool at 20 minute from Florence center

Villa in impruneta

10.0 out of 10, Exceptional, (105)
"Our host (Cate), along with her sister and mother, were fantastic. Very responsive, easy to get ahold of and worked very hard to ensure our visit was amazing. Cate was onsite and worked closely with the catering company and made sure all went well.."
Canada
Tom A.
$1,538 nightly
The price is $1,543
Nov 29 - Nov 30
Total with taxes and fees
Villa with concierge service & heated pool at 20 minute from Florence center
Exterior
Villa Gabriella Chianti Toscana

Villa in Città Metropolitana di Firenze

6.0 out of 10, (1)
"le gestionnaire ne répond que très peu a nos courriels. C’est une superbe résidence qui manque malheureusement d’entretien. Des fourmis a l’entrée aux toiles d’araignées, mais surtout une forte odeur de moisissure qui embaume le 2eme étage au complet et même les draps et les matelas. Dans la cuisine: une forte odeur de créosote est présente dès que l’on ferme la porte. Le four au gas ne fonctionne pas. Le plafond coule. La piscine est superbe mais tous les coussins du mobilier extérieur sont...
Canada
Gilles C.
$682 nightly
The price is $687
Nov 25 - Nov 26
Total with taxes and fees
Villa Gabriella Chianti Toscana
Pool
Villa Milani with Shared Pool, Private Terrace & Wi-Fi

Villa in Montespertoli

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!"
United States
Scott M.
$1,761 nightly
The price is $1,764
Nov 26 - Nov 27
Total with taxes and fees
Villa Milani with Shared Pool, Private Terrace & Wi-Fi
Pool
Villa 'Virgilio Colline Del Chianti' with Mountain View, Wi-Fi and Air Conditioning

Villa in Tavarnelle Val di Pesa

$1,480 nightly
The price is $1,480
Nov 26 - Nov 27
Total with taxes and fees
Villa 'Virgilio Colline Del Chianti' with Mountain View, Wi-Fi and Air Conditioning
Pool
Bagno a Ripoli, Italy. Entire accommodation: villa

Villa in Toscana

$912 nightly
The price is $912
Nov 25 - Nov 26
Total with taxes and fees
Bagno a Ripoli, Italy. Entire accommodation: villa
Exterior
Pet-Friendly Finca Etrusco with Mountain View, Pool, Garden & Wi-Fi

Villa in Roccastrada GR

$1,387 nightly
The price is $1,392
Nov 25 - Nov 26
Total with taxes and fees
Pet-Friendly Finca Etrusco with Mountain View, Pool, Garden & 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

Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

10/10 Excellent
"The Grand Hotel Continental in Siena is a rare gem,elegant, inviting, and steeped in history. From the beautifully preserved interiors to the warm, attentive staff, every detail makes you feel genuinely cared for. Its central location is unbeatable, placing Siena’s most charming sights just steps away. A perfect blend of luxury and authentic Tuscan character, this hotel transforms a stay in Siena into something truly unforgettable. The foods were yummy took! "
Betty 4-night trip
Posted 5 days ago
Grand Hotel Continental Siena – Starhotels Collezione

Find out more about Siena

Siena Villas information

Number of reviews
183
Accommodation
85 Villas
Lowest Price
$159
Highest Price
$2,501

Frequently asked questions

How much do villas in Siena cost?
You can expect to pay between $159 and $2,501 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 85 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.
How can I find cheap villas in Siena?
Expedia is here to help you easily source cheap villas in Siena. Use our convenient filter tool to select amenities, budget and star rating to refine your search and find the best place to stay in a matter of clicks.
What is there to do near my villa in Siena?
You'll find loads of terrific things to fill your days in Siena. Drop by big attractions like Museo dell'Acqua, Accademia Musicale Chigiana and Basilica dell'Osservanza. Palasport Mens Sana, Porta Romana and San Spirito are also visited by many.

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