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Gaiole in Chianti

109 cottages

San Gimignano

107 cottages

Siena

87 cottages

Montepulciano

87 cottages

Pienza

53 cottages

Radda in Chianti

50 cottages

Montalcino

50 cottages

Cetona

39 cottages

Asciano

39 cottages

Sarteano

37 cottages

Poggibonsi

36 cottages

Chiusi

34 cottages

Rapolano Terme

33 cottages

The best cottages in Siena Area

Check out our pick of great cottages in Siena Area

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Casa Di Campagna In Toscana

Sovicille

Set 9 km 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.

J
Jan
From
Canada
Great refuge from the busy area, quiet, tranquil, great owners and staff. Super breakfast....spectacular. Amazing restaurant.....must eat dinner there!
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 1,151 reviews
Price from
US$152.97
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.

A
Ausra
From
Norway
We had an amazing experience from the moment we arrived to when we left. The service, the atmosphere and place was breathtaking. Food and wine was amazing. Apartment was lovely with great space and comfort. In general we are very pleased and happy to have stayed at Villa Nottola and will definitely be returning!
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 2,103 reviews
Price from
US$123.91
1 night, 2 adults

Agriturismo San Sano

Gaiole in Chianti

Set within 24 km of Piazza del Campo and 29 km of Piazza Matteotti, Agriturismo San Sano offers rooms with air conditioning and a private bathroom in Gaiole in Chianti.

S
Scott
From
Canada
breakfast was lovely. coffee and treats
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 1,259 reviews
Price from
US$125.25
1 night, 2 adults

Podere Grotta Antica

Chiusi

Set in Chiusi and only 18 km from Terme di Montepulciano, Podere Grotta Antica offers accommodation with garden views, free WiFi and free private parking. Wellness packages is available for guests.

M
Mia
From
Australia
Great location and exceptional hosts. They had plenty of recommendations for local activities according to our own interests and itinerary
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 110 reviews
Price from
US$150.67
1 night, 2 adults

Agriturismo Casalino18

Tognazza

Offering garden views, Agriturismo Casalino18 is an accommodation set in Tognazza, 10 km from Piazza del Campo and 43 km from Piazza Matteotti.

R
Romane
From
France
Our room was beautiful, very clean and warm (in December it was nice). The whole location is lovely, and the staff was extremely nice and accomodating. The breakfast is delicious, with lots of different options, homemade plates. Thank you very much, we would definiteley come back another time.
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 359 reviews
Price from
US$146.07
1 night, 2 adults

L’ Aia del Principe

Montepulciano

Featuring a spa bath, L’ Aia del Principe is set in Montepulciano. A hot tub is available for guests. The farm stay offers rooms with air conditioning, free private parking and free WiFi.

R
Riccardo
From
Italy
This was the perfect place for a romantic trip to Montepulciano. The room was beautiful with a nice view of olive trees out the window. We real enjoyed the jacuzzi. Gloria was very welcoming and accommodating; the breakfast was great as well.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 247 reviews
Price from
US$274.14
1 night, 2 adults

BORGO A MONTI di Sotto

Gaiole in Chianti

20 km from Piazza del Campo, BORGO A MONTI di Sotto is a recently renovated property located in Gaiole in Chianti and provides air-conditioned rooms with free WiFi and private parking.

M
Manca
From
Slovenia
Really nice staff. In apartment is plenty of welcome drinks and some food for quick snack or small breakfast. Beautiful location with a view on the tuscany hills. Nice pool area. In town is a small shop where you can get almost everything. We loved everything about this place. Would love to stay longer and chill on the terrace or explore surrounding with our bikes.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 155 reviews
Price from
US$250.73
1 night, 2 adults

La balena bianca house

Bagni San Filippo

Situated in Bagni San Filippo and only 20 km from Mount Amiata, La balena bianca house features accommodation with garden views, free WiFi and free private parking.

A
Amir
From
Austria
Staying at this apartment was an absolute delight! From the moment I arrived, I was greeted with warmth and hospitality. The host went above and beyond to accommodate my needs, offering remarkable flexibility with checkout times and providing invaluable assistance throughout my stay.Entering the apartment, I was immediately struck by its charming décor. Every corner was thoughtfully curated, creating an inviting and cozy atmosphere that felt like a true home away from home. Not only was the space beautifully decorated, but it was also immaculately clean and tidy, reflecting the host's dedication to ensuring a comfortable experience for guests.One of the highlights of my stay was the delightful surprise of a delicious breakfast each morning. It was a wonderful touch that added an extra layer of care and attention to detail. Waking up to freshly prepared breakfast made me feel truly pampered and set the tone for a fantastic day ahead.Overall, I cannot recommend this apartment highly enough. With its exceptional host, stylish décor, pristine cleanliness, and delightful breakfast surprises, it exceeded all my expectations. Whether you're visiting for business or leisure, this is the perfect place to stay for an unforgettable experience. I can't wait to return!
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 156 reviews
Price from
US$108.11
1 night, 2 adults

Podere La Quercia

San Gimignano

Featuring garden views, Podere La Quercia features accommodation with an open-air bath, a garden and a shared lounge, around 38 km from Piazza Matteotti.

F
Frank
From
United Kingdom
The property is new, very clean, rooms are big and the farm is situated on a hill where you can see Toscana from above. The family owning it is so nice and gentle and goes above and beyond for their guests. We really loved our stay at Podere La Quercia. Definitely coming back and recommending it to others.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 224 reviews
Price from
US$238.08
1 night, 2 adults

Tenuta CastelGiocondo

Montalcino

Tenuta CastelGiocondo provides a hot tub and free private parking, and is within 50 km of Piazza del Campo and 50 km of Mount Amiata.

G
Gerti
From
Albania
This is hiden gem among those beautiful Toscany hills full of grapes. The room is a great luxury room with planty of space. The breakfast is fantastic and the view from that all the sorroundings makes you feel for real that you are in Toscana. I loved it. Especially the back yard with the church. If you are looking for a great spot looks no further.
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 193 reviews
Price from
US$287.54
1 night, 2 adults
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FAQs about cottages in Siena Area

Cottages that guests love in Siena Area

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Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 118 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 by
George
Group
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 595 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 by
Emma
Young couple
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 37 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 by
Landy
Family with young children
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 245 reviews
Cozy, clean and romantic
Guest review by
Daniel
Young couple
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 246 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 by
Danny
Young couple
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 414 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 by
Olga
Family with young children
Scored out of 10, guest rating 6.9
Pleasant - What previous guests thought, 38 reviews
Brilliant location, in the country with excellent views of the countryside but only 7 minutes walk (up a fairly steep hill) to the delightful village of Lecchi in Chianti, with a good little supermarket and two nice restaurants. The layout of the little group of refurbished villas is charming in gardens, with a pool and plenty of seating areas, and it all looks great from the outside. The host, Ranjid, is very helpful and responds quickly to any request.
Guest review by
Clive
Young couple
Avg. price/night: US$87.41
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 369 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 by
Leo
Young couple
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 366 reviews
Podere Bellavista is in the most idyllic Tuscany countryside. The service and facilities are second to known. The food was amazing. Highly recommend staying in to enjoy the evening meals sitting in the open air, next to the Olive trees with the town San Gimignano in view. Great value for money, fine dining. The pool is magnificent. The rooms, modern and very clean, set amongst beautiful gardens. So many places to sit and relax and soak up all the beautiful surroundings.
Guest review by
Cherie
People with friends
Avg. price/night: US$223.13
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 1,010 reviews
Charming area, you really experience an authentic tuscan living, well-restored property in distinguished rustic style. Professional staff with some lack of attention to details at the Trattoria they partner up with.
Guest review by
Fabjol
Young couple