Skip to main content

Holiday Rentals in San Sano

Find the holiday rentals that appeal to you the most

Holiday Rentals for every style

Find the right holiday rental for you in San Sano

The best holiday rentals in San Sano

Check out our pick of great holiday rentals in San Sano

Filter by:

Review score

BORGO A MONTI di Sotto

Gaiole in Chianti (Near San Sano)

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
Matt Thurston
From
United Kingdom
Staff were incredibly friendly and hospitable, were were travelling with our baby for the first time and they couldn't do enough for us.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 153 reviews
Price from
US$240.66
1 night, 2 adults

Casa Vacanze Squarcialupi

Castellina in Chianti (Near San Sano)

Offering a garden and garden view, Casa Vacanze Squarcialupi is set in Castellina in Chianti, 20 km from Piazza Matteotti and 22 km from Piazza del Campo.

E
Elias
From
Belgium
Beautiful view on the mountains, very nice and modern house with goodworking airco.
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 251 reviews
Price from
US$139.37
1 night, 2 adults

Tenuta Cortedomina

Radda in Chianti (Near San Sano)

Set within 18 km of Piazza Matteotti and 36 km of Piazza del Campo, Tenuta Cortedomina features rooms with air conditioning and a private bathroom in Radda in Chianti.

H
Heather
From
New Zealand
The beautiful scenery, the relaxing feeling and the kind welcoming staff. The food was also exceptional.
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 189 reviews
Price from
US$268.56
1 night, 2 adults

Cavarchino B&B

Gaiole in Chianti (Near San Sano)

Featuring a garden and views of pool, Cavarchino B&B is a bed and breakfast situated in a historic building in Gaiole in Chianti, 30 km from Piazza Matteotti.

S
Sharon
From
Israel
Everything was beyond expected The most beautiful place, the nicest host, great location. We will be back, that’s for sure!
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 129 reviews
Price from
US$174.39
1 night, 2 adults

Collelungo

Castellina in Chianti (Near San Sano)

Providing garden views, Collelungo in Castellina in Chianti provides accommodation, pool with a view, a garden, a bar, barbecue facilities and a shared lounge.

k
kayreenz
From
New Zealand
Collelungo, a slice of paradise in the heart of Chianti country! We took advantage of the Prima Spesa service on arrival, a great selection that fed us amply for two dinners, two breakfasts, morning, afternoon and pre-dinner snacks, and we gave away the extras to our neighbours. Fabiola is an absolute gem. We hadn't realised that there were no taxis in Castellina in Chianti and Fabiola was wonderful helping us to work around that. You really do need a vehicle here, so don't be tempted to do without one! We had a fabulous stay, sampling not only Collelungo's fine wines but those on offer from other vineyards. We also highly recommend visiting the Pomona winery which Fabiola can help arrange. Thoroughly enjoyed our pool time also and have no hesitation recommending Collelungo to anyone wanting an authentic Tuscany experience. Thank you so much Fabiola! ❤️
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 210 reviews
Price from
US$160.44
1 night, 2 adults

Casalgallo

Quercegrossa (Near San Sano)

Boasting a garden and views of garden, Casalgallo is a farm stay set in a historic building in Quercegrossa, 15 km from Piazza del Campo.

A
Arjola
From
Germany
Everything, the best place to live the Toscana hills atmosphere. Close to Siena, clean, spacious and with a delicious wine and olive oil. The owner is very friendly and ready to help at anytime. We will definitely come back here again!
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 540 reviews
Price from
US$87.20
1 night, 2 adults

Agriturismo Amina, Winery & Hiking

Vagliagli (Near San Sano)

Featuring an outdoor swimming pool and a garden with BBQ facilities and children’s playground, Agriturismo Amina, Winery & Hiking offers rooms a 5-minute drive from Vagliagli.

A
Anna
From
Latvia
The hosts were really nice and helpful, and the place itself was lovely. Every evening we had some wine on the terrace, enjoying the beautiful view and watching the sunset - it was a wonderful experience. It didn’t feel like a luxury hotel, but it was very comfortable and the price was good.
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 253 reviews
Price from
US$170.03
1 night, 2 adults

Villa Di Capovento

Castellina in Chianti (Near San Sano)

Set in the Chianti area, in the middle of the Tuscan countryside, Villa Di Capovento is an antique stone villa with outdoor pool. It is a 30-minute drive from Siena.

W
Weronika
From
Poland
Absolutely wonderful place, great hosts, amazing views and delicious food. We loved spending these few days in the villa and we are looking forward to come back.
Scored out of 10, guest rating 9.9
Exceptional - What previous guests thought, 129 reviews
Price from
US$527.82
1 night, 2 adults

Wine Resort Dievole

Vagliagli (Near San Sano)

Set in 600 hectares of beautiful Chianti countryside 20 minutes from Siena, Wine Resort Dievole offers different types of recently renovated apartment-suites and rooms in a large complex.

C
Chongah
From
Australia
A beautiful property with classic touches, luxury finish. We’ve came with my two teenager kids so we booked two rooms. Although the one bedroom apartment which kids stayed were good for people who needs kitchenette, we would highly recommend a villa as they are so spacious and absolutely luxury. Probably the most spacious room we’ve stayed and would be in top 5 best rooms we’ve ever stayed! Beautiful pool and surroundings. Initially we were worried that it’s not good option if you don’t have a car but we find it’s still not bad without rent car as the cab to Siena town costs only about 40 euro.
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 599 reviews
Price from
US$408.07
1 night, 2 adults

Rifugio sulla via di Volpaia

Radda in Chianti (Near San Sano)

Featuring garden views, Rifugio sulla via di Volpaia features accommodation with a garden and a terrace, around 21 km from Piazza Matteotti.

Я
Янева
From
Bulgaria
The place is amazing! If you want to experience Toscan, that's the place! Location is perfect - just about an hour away from Florence, Siena, Pisa and much less away from little villages such as San Gemigniano and all Chianti villages. View is breathtaking! The host is very nice and always ready to help. You can buy wine and olive oil and enjoy nature and real silence. The apartment has everything a family needs for a week stay - fully equipped kitchen, washing machine, iron, ironing table, hair dryer. We had amazing time in Rifugio sulla via di Volpaia and we would come back again!
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 19 reviews
Price from
US$388.02
1 night, 2 adults
All holiday rentals in San Sano

Most booked holiday rentals in San Sano and surroundings in the past month

See all

Popular with guests booking holiday rentals in San Sano

Popular with guests booking holiday rentals in San Sano

Scored out of 10, guest rating 7.0
Good - What previous guests thought, 38 reviews

Popular with guests booking holiday rentals in San Sano

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

Popular with guests booking holiday rentals in San Sano

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 12 reviews

Popular with guests booking holiday rentals in San Sano

Scored out of 10, guest rating 9.9
Exceptional - What previous guests thought, 38 reviews

Popular with guests booking holiday rentals in San Sano

Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 1 review

Popular with guests booking holiday rentals in Castellina in Chianti

Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 1,003 reviews

Popular with guests booking holiday rentals in Vagliagli

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 599 reviews

Popular with guests booking holiday rentals in Monteriggioni

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 370 reviews

Popular with guests booking holiday rentals in Gaiole in Chianti

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 1,237 reviews

Enjoy breakfast in San Sano and nearby

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 599 reviews

Set in 600 hectares of beautiful Chianti countryside 20 minutes from Siena, Wine Resort Dievole offers different types of recently renovated apartment-suites and rooms in a large complex.

From US$678.96 per night
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 511 reviews

Featuring a garden, Agriturismo Oliviera Winery is located in Vagliagli in the Tuscany region, 13 km from Piazza del Campo and 30 km from Piazza Matteotti.

From US$126.74 per night
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 255 reviews

Featuring an outdoor swimming pool and a garden with BBQ facilities and children’s playground, Agriturismo Amina, Winery & Hiking offers rooms a 5-minute drive from Vagliagli.

From US$159.86 per night
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 672 reviews

Offering an open-air bath and garden view, Castello Di Meleto is set in Gaiole in Chianti, 29 km from Piazza Matteotti and 30 km from Piazza del Campo.

From US$169.80 per night
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 163 reviews

Rocca di Castagnoli is surrounded by its vineyards and features a restaurant and free WiFi. It offers guest rooms and independent apartments.

From US$186.02 per night
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 1,003 reviews

Castello di Fonterutoli Wine Resort is a medieval country village in Tuscany's Chianti wine district 5 km outside Castellina in Chianti. It offers a restaurant and wine cellar to visit.

From US$266.24 per night
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 205 reviews

Located on a hillside and surrounded by vineyards and cypress trees, Capanelle Wine Resort is around 500mt from Gaiole in Chianti's town centre.

From US$338.90 per night
Scored out of 10, guest rating 7.1
Good - What previous guests thought, 421 reviews

The Relais Santa Cristina is a renovated country house in the heart of the Chianti wine country, outside Siena. It offers panoramic views, an outdoor pool and free parking.

From US$140.37 per night

Highly rated holiday rentals in San Sano and nearby

Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 107 reviews

Offering pool views, Agriturismo "Crocino in Chianti" is an accommodation located in Gaiole in Chianti, 26 km from Piazza del Campo and 27 km from Piazza Matteotti.

From US$110.45 per night
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 72 reviews

Boasting a spa bath, Villa Sofia & Spa is set in Gaiole in Chianti. Built in 13th century, the property includes hot tub and spa centre.

From US$309.25 per night
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 80 reviews

Located in Castelnuovo Berardenga, 14 km from Piazza del Campo, Agriturismo Podere Fornacino provides accommodation with a seasonal outdoor swimming pool, free private parking, a garden and barbecue...

From US$246.47 per night

Casalgallo

Quercegrossa
8.0+ review score
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 540 reviews

Boasting a garden and views of garden, Casalgallo is a farm stay set in a historic building in Quercegrossa, 15 km from Piazza del Campo.

From US$93.01 per night
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 54 reviews

Set just 26 km from Piazza Matteotti, Casa Vacanze Vertine offers accommodation in Gaiole in Chianti with access to a spa and wellness centre, an open-air bath, as well as a 24-hour front desk.

From US$133.70 per night
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 70 reviews

Featuring garden views, Castelli del Chianti provides accommodation with balcony, around 29 km from Piazza Matteotti.

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 12 reviews

Boasting air-conditioned accommodation with a private pool, Casa Vacanze Chianti Summer is situated in Gaiole in Chianti.

From US$641.93 per night
Scored out of 10, guest rating 8.1
Very good - What previous guests thought, 45 reviews

Located in Gaiole in Chianti, 27 km from Piazza Matteotti and 28 km from Piazza del Campo, Chianti chic offers air conditioning.

From US$226.71 per night

Holiday Rentals with swimming pools in San Sano and nearby

Scored out of 10, guest rating 7.0
Good - What previous guests thought, 58 reviews

Set in a historical hills of Chianti Classico, Castello di Selvole is a winery offering hospitality with an outdoor pool.

From US$162.76 per night
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 58 reviews

Set in Gaiole in Chianti and only 30 km from Piazza Matteotti, La Loggetta - Apartments offers accommodation with pool views, free WiFi and free private parking.

From US$140.93 per night
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 145 reviews

Set in Quercegrossa, in a historic building, 14 km from Piazza del Campo, Agriturismo La Magione is an apartment with a seasonal outdoor swimming pool and garden.

From US$104.63 per night
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 157 reviews

Boasting pool views, Fattoria Lornano Winery offers accommodation with patio, around 15 km from Piazza del Campo. This property offers access to a terrace, free private parking and free WiFi.

From US$152.07 per night
Scored out of 10, guest rating 7.2
Good - What previous guests thought, 68 reviews

Featuring an infinity pool, garden and views of garden, Appartamenti Villa Abbraccio is located in Siena, 6.6 km from Piazza del Campo.

From US$145.33 per night
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 1,237 reviews

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.

Set in Gaiole in Chianti, 24 km from Piazza del Campo and 29 km from Piazza Matteotti, Mastro 3 offers air-conditioned accommodation with a balcony and free WiFi.

Set in Gaiole in Chianti in the Tuscany region, Casa Isabella features a balcony. Both free WiFi and parking on-site are accessible at the apartment free of charge.

These holiday rentals in San Sano and nearby have options with free cancellation

La Limonaia Country House

Monteriggioni
Free cancellation options available
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 193 reviews

Set in Monteriggioni and only 10 km from Piazza del Campo, La Limonaia Country House offers accommodation with garden views, free WiFi and free private parking.

From US$116.26 per night

Come a casa

Tognazza
Free cancellation options available
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 49 reviews

Boasting quiet street views, Come a casa features accommodation with a terrace, around 37 km from Piazza Matteotti. The property is non-smoking and is situated 5.1 km from Piazza del Campo.

From US$156.95 per night

Casa Vacanze Squarcialupi

Castellina in Chianti
Free cancellation options available
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 249 reviews

Offering a garden and garden view, Casa Vacanze Squarcialupi is set in Castellina in Chianti, 20 km from Piazza Matteotti and 22 km from Piazza del Campo.

From US$133.09 per night

Palazzo Bianciardi Attico

Castellina in Chianti
Free cancellation options available
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 46 reviews

Located in Castellina in Chianti, 20 km from Piazza Matteotti and 22 km from Piazza del Campo, Palazzo Bianciardi Attico provides accommodation with free WiFi in a historic building.

House with a view in Tuscany

San Gusmè
Free cancellation options available
Scored out of 10, guest rating 9.9
Exceptional - What previous guests thought, 48 reviews

House with a view in Tuscany is an accommodation located in San Gusmè, 24 km from Piazza del Campo and 42 km from Piazza Matteotti.

From US$122.07 per night

AZ.AGR.POGGIO REGINI

Castellina in Chianti
Free cancellation options available
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 220 reviews

Offering a garden and garden view, AZ.AGR.POGGIO REGINI is set in Castellina in Chianti, 24 km from Piazza del Campo and 27 km from Piazza Matteotti.

Casa Virginia

Gaiole in Chianti
Free cancellation options available

Boasting air-conditioned accommodation with a private pool, Casa Virginia is situated in Gaiole in Chianti. This property offers access to a balcony, free private parking and free WiFi.

C'era Una Volta

Gaiole in Chianti
Free cancellation options available
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 96 reviews

Set in Gaiole in Chianti, the recently renovated C'era Una Volta offers accommodation 24 km from Piazza del Campo and 29 km from Piazza Matteotti.

Holiday rentals that guests love in San Sano

See all
Scored out of 10, guest rating 7.0
Good - 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
Scored out of 10, guest rating 7.0
Good - What previous guests thought, 38 reviews
Perfect location. The views are spectacular. I loved the little village up the road. In the next town over is Gaiole in Chianti where Lorenzo the Butcher has a shop. Lorenzo was featured on the Netflix show "Salt, Fat, Acid, Heat". Our host Ranjit was incredible. He could not do enough for us. Our Villa was magic. We couldn't ask for more.
Guest review by
Xavier
Young couple