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Featured vacation home destinations

Destination inspiration for your trip – find a vacation home

Gaiole in Chianti

113 vacation homes

Siena

68 vacation homes

San Gimignano

64 vacation homes

Castellina in Chianti

52 vacation homes

Radda in Chianti

50 vacation homes

Montepulciano

47 vacation homes

Castelnuovo Berardenga

41 vacation homes

Cetona

38 vacation homes

Sarteano

31 vacation homes

Montalcino

28 vacation homes

Poggibonsi

26 vacation homes

Pienza

25 vacation homes

Asciano

25 vacation homes

Chiusi

24 vacation homes

San Casciano dei Bagni

22 vacation homes

Colle di Val d'Elsa

21 vacation homes

The best vacation homes in Siena Area

Check out our selection of great vacation homes in Siena Area

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La balena bianca house

Bagni San Filippo

La balena bianca house offers accommodations in Bagni San Filippo, 12 miles from Mount Amiata and a 11-minute walk from Bagni San Filippo. This vacation home provides a garden.

q
qiong
From
France
The location is very close to the spring, the room is very clean and heater works well. the host also prepare snacks and coffee for the breakfast.
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 160 reviews
Price from
$108.08
1 night, 2 adults

Casetta di Ghino

Radicofani

Casetta di Ghino in Radicofani provides accommodations with free Wifi 18 miles from Mount Amiata, 8.1 miles from Bagni San Filippo, and 15 miles from Bagno Vignoni.

B
Bronagh
From
Ireland
Absolutely beautiful location. Our host was amazing and the apartment had everything we needed. Would definitely stay here again.
Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 165 reviews
Price from
$99.68
1 night, 2 adults

CASAILCAMBIO

San Marziale

CASAILCAMBIO is located in San Marziale, just 16 miles from Piazza del Campo and 24 miles from Piazza Matteotti. This property offers access to a balcony, free private parking, and free Wifi.

В
Вероника
From
Bulgaria
Perfect location for exploring Tuscany. Wonderful host. We had everything we needed in the property.
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 103 reviews
Price from
$91.18
1 night, 2 adults

La Casa del susino

Castiglione dʼOrcia

La Casa del susino is located in Castiglione dʼOrcia, just 6 miles from Bagno Vignoni and 10 miles from Bagni San Filippo. Offering a garden, the property is located within 16 miles of Mount Amiata.

M
Murillo
From
Brazil
Everything was great. Fantastic reception and breakfast
Scored out of 10, guest rating 9.4
Wonderful - What previous guests thought, 113 reviews
Price from
$109.54
1 night, 2 adults

Casa della piazza

Radicofani

Casa della piazza offers accommodations in Radicofani, 18 miles from Mount Amiata and 8 miles from Bagni San Filippo. With city views, this accommodation features a balcony. Guests can use a terrace.

R
Roman
From
Germany
We really enjoyed our stay at Casa della Piazza. Fausto and Adriano created more than just comfortable conditions — everything we needed was provided, and the place itself was filled with a magical and historic atmosphere. The accommodation is quiet and cosy, facing the main square with a charming restaurant, a small park and a church. We had absolutely no trouble finding a free parking spot nearby. The bathroom was recently renovated — bright, clean, and spacious. You should be aware that there is no WiFi in the apartment.
Scored out of 10, guest rating 9.4
Wonderful - What previous guests thought, 181 reviews
Price from
$91.18
1 night, 2 adults

Casa del Ciliegio

Radicofani

Casa del Ciliegio offers accommodations in Radicofani, 18 miles from Mount Amiata and 8 miles from Bagni San Filippo.

C
Carmen Lawler
From
United States
Fausto, the owner, was very helpful and accommodated He helpful to find transportation from Radicofani to Acquapendente We really enjoyed thanks to him
Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 199 reviews
Price from
$75.55
1 night, 2 adults

La Casa di Gigliola

Monticiano

Offering quiet street views, La Casa di Gigliola in Monticiano offers accommodations and a garden. This property offers access to a balcony, free private parking, and free Wifi.

D
David
From
United States
La Casa di Gigliola was amazing! The landlady is someone everyone should meet, she is amazing. The unit was perfectly located for touring Tuscano! Hishky recommend!
Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 131 reviews
Price from
$118.83
1 night, 2 adults

Casa Guaitoli

Terme di Petriolo

Casa Guaitoli in Terme di Petriolo provides accommodations with pool with a view, a garden, and barbecue facilities. This vacation home features free private parking and luggage storage space.

I
Igor
From
United States
Property felt like home in the countryside.. hosts were excellent, highly recommended.. Gracie mille
Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 174 reviews
Price from
$94.43
1 night, 2 adults

Montorio

Montepulciano

Montorio in Montepulciano provides accommodations with a garden and barbecue facilities. There's a private entrance at the vacation home for the convenience of those who stay.

M
Morgan
From
United States
So beautiful! This was a wonderful option to be close to town but have a small piece of Tuscan countryside living .
Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 145 reviews
Price from
$270.71
1 night, 2 adults

La Casetta dei Forni

Radicofani

La Casetta dei Forni is located in Radicofani, just 15 miles from Bagno Vignoni and 19 miles from Monte Rufeno Nature Reserve.

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 7 reviews
Price from
$97.58
1 night, 2 adults
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Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 174 reviews

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Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 87 reviews

FAQs about vacation homes in Siena Area

Vacation Homes That Guests Love in Siena Area

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Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 90 reviews
Very clean, modern, and comfortable house. Beautiful garden and patio with view in San giminiano. Excellent facilities and kitchen fully equipped with clean and new amenities. The owners are very wellcoming and friendly. We felt like we were hosted by our good friends! Very generous people! The location is excellent to explore Tuscany by car. Very close to Siena, Florence, wine roads. Very nice patio where we enjoyed our wine every night. We will definitely return to Casa Orneto! We thank the owners for making our stay unforgettable.
Guest review byStella
Family with young children
Scored out of 10, guest rating 8.8
Excellent - What previous guests thought, 55 reviews
II Vecchio Mulino Toscana is an island of peace, beauty and harmony. We were in the apartment that had a huge living room, two bedrooms, kitchen and a bathroom. The apartment was clean and nicely decorated. The kitchen was fully equipped. The garden, the swimming pool and barbecue place are all clean, looked after with great care and love. The owners are very kind and helpful people. We highly recommend this holiday house in the heart of Toscana. We have visited Florence, Siena and Pisa during our stay at the holiday house.
Guest review byJaszevin Viktor
Family with young children
Avg. price/night: $297.78
Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 439 reviews
The interior of the apartment was very clean and modern, kitchen was well-equipped with lots of kitchenware, and the baby bed provided was really great. There are many windows to view the scenery and has dark curtains to block out light when we want it. The surrounding scenery is breathtaking ans the host is very friendly.
Guest review byYoonsoo
Family with young children
Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 36 reviews
Fully equipped kitchen. Very clean house and comfortable beds. Laundromat on premises and ironing station available. Great pool - big enough for proper swimming. Very helpful hosts. Great restaurant recommendations for the nearby locations.
Guest review byAlina
Group
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 194 reviews
Beautiful serene property located in the Tuscan countryside. The hosts Tania and Marco are very kind and welcoming. We arrived as guests and left as friends. The apartment was very clean and well equipped for cooking meals. The location is convenient to exploring Tuscany. Spending relaxing afternoons lounging around the pool soaking in the views was magical.
Guest review byKIMBERLEY
Young couple
Avg. price/night: $115.42
Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 174 reviews
The view from the property is stunning. The hosts were very friendly. Place was very clean. There was every utensil possible in the kitchn and more.
Guest review byMajella
Young couple
Avg. price/night: $180.06
Scored out of 10, guest rating 9.4
Wonderful - What previous guests thought, 27 reviews
Beautifully decorated apartment. Very clean and well maintained. Emanuela was absolutely delightful. She met me in the piazza and walked me to the property, and made sure I had everything I needed. Lovely little touches like toiletries in the bathroom and drinks in the fridge - also coffee pods and tea bags. Perfect location and extremely quiet.
Guest review byCaroline
Solo traveler
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 30 reviews
Fantastic location and lovely views! Very clean and comfortable apartment and great host.
Guest review byAlex
Young couple
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 30 reviews
Everything was super nice at Villa Luisa. Me, my husband and my little son had a wonderful time. The host Emiliano was very welcoming. Thank you and your wife Claudia for the welcoming cake and wine and the groceries. The house has everything needed and it's very clean. It's a very nice and strategic location too for visiting Toscana. We felt like we were at our house. Definitely a place to revisit.
Guest review byOK0331
Family with young children
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 33 reviews
The apartment was very clean, spacious and well equipped with a beautiful view from the terrace. A private parking space is located in front of the main door. I really recommend this place!
Guest review byMonika
Family with young children