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Featured cottage destinations

Destination inspiration for your trip – find a cottage

San Gimignano

130 cottages

Gaiole in Chianti

125 cottages

Siena

98 cottages

Montepulciano

98 cottages

Radda in Chianti

62 cottages

Pienza

62 cottages

Montalcino

60 cottages

Cetona

43 cottages

Asciano

41 cottages

Poggibonsi

38 cottages

Rapolano Terme

37 cottages

Chiusi

36 cottages

Sarteano

35 cottages

The best cottages in Siena Area

Check out our selection of great cottages in Siena Area

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Casa Di Campagna In Toscana

Sovicille

Set 5.6 mi from Siena, this 19th-century country house features a restaurant and outdoor pool. It offers traditional Tuscan rooms with wood-beamed ceilings, surrounded by sunflower fields.

M
Monika
From
Switzerland
Fantastic staff, wonderful restaurant, free bikes, quiet location, very clean
Scored out of 10, guest rating 9.4
Wonderful - What previous guests thought, 1,135 reviews
Price from
$111.10
1 night, 2 adults

Villa Nottola

Montepulciano

Villa Nottola is a former noble residence in the countryside of Montepulciano, besides the namesake winery. It offers a sun terrace with swimming pool.

T
Tereza
From
Denmark
Very nice area. Very helpful staff and a nice restaurant! Very nice place for a weekend getaway!
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 2,078 reviews
Price from
$181.96
1 night, 2 adults

Agriturismo San Sano

Gaiole in Chianti

Agriturismo San Sano offers a solarium and air-conditioned accommodations in Gaiole in Chianti, 15 miles from Piazza del Campo. This property offers a pool with a view and free private parking.

J
Justin W
From
Belgium
We absolutely loved this place! My family stayed in two rooms: one superior room with a terrace overlooking the vineyard, and one in the tower. It was incredible. The tower rooms actually let you see into the bird nests of the old dovecote. Breakfast was amazing, huge, and so delicious! Everything is local or from Italy. Just so good. Their wine is also exceptional. They even do a spritz with their vin santo!
Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 1,132 reviews
Price from
$137.46
1 night, 2 adults

Podere Grotta Antica

Chiusi

22 miles from Bagno Vignoni in Chiusi, Podere Grotta Antica provides accommodations with access to wellness packages. Offering free bikes, the property is located within 22 miles of Bagni San Filippo....

K
K
From
Canada
The owners, the view, the breakfast were all wonderful. Air conditioning also!
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 142 reviews
Price from
$115.14
1 night, 2 adults

Tenuta d'Arbia, Siena

Monteroni dʼArbia

10 miles from Piazza del Campo in Monteroni dʼArbia, Tenuta d'Arbia, Siena features accommodations with access to a solarium.

K
Karem
From
United Kingdom
One of the best hotels we have ever stayed at! Is the definition of a boutique hotel - only 10 rooms so service feels incredibly personalised and thoughtful. Breathtaking pool with beautiful views. All food and drink at the property is natural and/or made at the hotel (they even make their own aperol!) rooms super clean , we loved using the gym, had fantastic massages (and they turned the sauna on for us afterwards). Highly recommend having a picnic on the grounds of the hotel which they organise and prepare depending on your tastes! Overall beautiful trip - we will be back. Thank you to everyone that looked after us.
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 103 reviews
Price from
$460
1 night, 2 adults

Il Colombaiolo

Castelmuzio

Il Colombaiolo enjoys a location in Castelmuzio, 13 miles from Bagno Vignoni and 21 miles from Bagni San Filippo. This farm stay features a garden.

O
Oleg
From
Israel
The location, owner and everything around was excellent
Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 173 reviews
Price from
$69.83
1 night, 2 adults

Montebello degli Olivi

Chiusi

Montebello degli Olivi offers spa facilities and air-conditioned accommodations in Chiusi, 21 miles from Bagno Vignoni.

M
Mahajan
From
Australia
Silvia and Gigi provided a real taste of Italian hospitality, with a beautiful property, welcoming atmosphere, amazing food and wine and the added bonus of an amazing spa and sauna. They are both lovely, polite and make you feel right at home in this beautiful piece of Tuscan heaven.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 131 reviews
Price from
$126.01
1 night, 2 adults

L’ Aia del Principe

Montepulciano

30 miles from Mount Amiata in Montepulciano, L’ Aia del Principe features accommodations with access to a hot tub.

C
Cheryl
From
United States
Beautiful villa located a few minutes by car outside of the town center. Nicoletta provided such exceptional hospitality. The room was very comfortable with jacuzzi and sensory shower. Could not have asked for a better stay. Thank you!
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 298 reviews
Price from
$246.10
1 night, 2 adults

Monastero Sant'Anna in Camprena

Pienza

Featuring a garden, Monastero Sant'Anna in Camprena features accommodations in Pienza. There's a sun terrace and guests can access free Wifi and free private parking.

W
Wai King
From
Hong Kong
I like this so much . A very special experience staying in monastery like this . Quiet , comfortable , relax stay. Room is clean and gives you a different experience to other hotels in the town . The staff is very friendly and the breakfast is excellent ! Highly recommended
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 405 reviews
Price from
$262.52
1 night, 2 adults

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
$108.16
1 night, 2 adults
All cottages in Siena Area

Most booked cottages in Siena Area this month

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Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 405 reviews

Popular with guests booking cottages in Siena Area

Scored out of 10, guest rating 9.4
Wonderful - What previous guests thought, 605 reviews

Popular with guests booking cottages in Siena Area

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 949 reviews

Popular with guests booking cottages in Siena Area

Scored out of 10, guest rating 8.9
Excellent - What previous guests thought, 948 reviews

Popular with guests booking cottages in Siena Area

Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 819 reviews

Popular with guests booking cottages in Siena Area

Scored out of 10, guest rating 8.8
Excellent - What previous guests thought, 1,026 reviews

Popular with guests booking cottages in Siena Area

Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 520 reviews

Popular with guests booking cottages in Siena Area

Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 2,078 reviews

Popular with guests booking cottages in Siena Area

Scored out of 10, guest rating 8.6
Excellent - What previous guests thought, 549 reviews

FAQs about cottages in Siena Area

Cottages That Guests Love in Siena Area

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Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 216 reviews
We had the best stay in the world Danny and Sofia were charming and pleasant, we were on every request and helped in every possible way. This place is just dreamy and so beautiful, close to many beautiful towns. Rooms were huge and cozy and clean.
Guest review byNaama Lili
Young couple
Avg. price/night: $138.61
Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 458 reviews
Beautiful location in the countryside, charming, helpful staff. Delicious dinner and breakfast.
Guest review byChloe
Family with young children
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 122 reviews
An idyllic location with a magnificent view of San Gimignano over a stunning Tuscan panorama. Florence and Sienna are within easy reach. The property has been lovingly and sympathetically restored and is comfortable and spacious even with our group of 5 adults. Fabio is a charming, welcoming but discreet host.
Guest review byGeorge
Group
Avg. price/night: $157.09
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 730 reviews
Cosy, quiet & super authentic! We loved everything about our stay in Antica! Staff were exceptionally friendly, attentive & helpful. The breakfast’s out in the vineyards was such a lovely touch to really feel immersed in the Tuscan countryside.
Guest review byNatalie
Young couple
Avg. price/night: $388.58
Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 543 reviews
We loved the quaintness of the property inside the cool stone cottages and the proximity to San Gimignano . Lots of classes for guests if interested in them eg cooking ..
Guest review byEmma
Young couple
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 29 reviews
1. Very nice location in a quiet, small village with restaurants just mere steps away 2. Beautiful, cosy cottage furnished with lots of care, it was very comfortable 3. Supplies were provided for cooking 4. Kasia was very helpful arranging wine tasting and truffle hunting activities for us
Guest review byLandy
Family with young children
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 217 reviews
Cozy, clean and romantic
Guest review byDaniel
Young couple
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 291 reviews
We stayed in the cottage in a gated private area of the owners. We had access to the main area and pool yet could enjoy the quiet of the countryside.
Guest review byDanny
Young couple
Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 396 reviews
Spacious and cozy apartment with the most spectacular views across the Tuscan countryside. Fantastic amenities for kids with lots of play areas and swimming pool.
Guest review byOlga
Family with young children
Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 358 reviews
I recently stayed at this charming B&B and it was fantastic. Nestled in a cozy, quiet, and safe location, it felt like a home away from home. The bed was super comfortable, and the facilities were spotless and well-maintained. Highly recommended for a peaceful and relaxing getaway.
Guest review byLeo
Young couple