Skip to main content

Get the advice you need. Check the latest COVID-19 restrictions before you travel. Learn more

Filter by:


Star Rating

5 stars 4 stars 3 stars 2 stars 1 star

Review Score

Awesome: 9+ Very Good: 8+ Good: 7+ Pleasant: 6+
San Casciano in Val di Pesa – 65 hotels and places to stay
Our Top Picks Lowest Price First Star rating and price Top Reviewed

See the latest prices and deals by choosing your dates.

Villa I Barronci Resort & Spa

Hotel in San Casciano in Val di Pesa

Villa I Barronci Resort & Spa is a charming Tuscan-style residence with private park and heated pool. It offers stunning views of the Chianti countryside, 20 minutes' drive from Florence. This accommodation has been and will be the MOST memorable for my fiancé and I. We stayed here for 2 nights whilst in Tuscany in August 2019. It was my partner's birthday and I had planned a surprise get away and dinner at this accommodation on the night of her birthday. When I came across this hotel on booking.com I was very intrigued by the photograph of the dinner table settings overlooking the picturesque vineyard in the valley and booked it online about 2 weeks prior to arrival. Apart from her birthday celebration, I was also planning to propose to her during our trip. The email correspondence with the staff was prompt - I was attended to on a very helpful and personal level by a lovely member of staff, Consuelo, who was at this stage the only person who was aware about my plans. She was very caring in her emails yet discrete in trying to put together a private dinner in one of their beautiful Gazeboes overlooking the vineyards. On arrival to the hotel, we were very warmly welcomed by the staff and we met Consuelo in person but she did not let on that we had been corresponding prior to the arrival. That afternoon, Consuelo went through the personalised dinner menu and even accommodated some last minute changes - she was also very caring when I divulged that I had been quite nervous. We arrived to our private Gazebo which was thoughtfully laid out and our personalised menu was written out for us. The evening went on and my partner and I had the most amazing dinner service in our private Gazebo - a huge (and extremely affordable) menu with wine flowing. The waiting staff were really really lovely, especially Carlotta who helped us snap lost of pictures from all angles (she has an amazing eye for photography). Just after sunset, I proposed and she said yes! It was the most magical evening. Overall we will definitely be coming back to this hotel and really would like to thank all the staff for their amazing hospitality - HIGHLY RECOMMEND!

Show more Show less
8.7
Excellent
2,346 reviews
Price from
$140
per night

Villa Il Fedino

Hotel in San Casciano in Val di Pesa

Villa Il Fedino offers luxurious suites in an elegant 14th-century building with an outdoor swimming pool. Enjoy exclusive accommodations surrounded by a green park, in the famous Chianti hills. The family was great the stay was terrific and the walk to Cinque Vino ( a very good restaurant) is easy because the town is relatively small.

Show more Show less
9.2
Awesome
319 reviews
Price from
$149
per night

Villa Il Poggiale Dimora Storica

Hotel in San Casciano in Val di Pesa

Offering an outdoor pool with hill views, Il Poggiale is a Renaissance villa in the Chianti area, just 1.2 mi from San Casciano. A wellness area equipped with a sauna is available on site. We had a wonderful time at the Villa. The location is perfect for exploring the hill towns nearby. The hotel recommended a great winery for tasting. We had been to many others previously, but this one was unique with a cheese tasting as well. The dinners at the hotel were wonderful and the staff at dinner, particularly Massimo, was excellent. The hotel grounds are beautiful, serene and relaxing. Gorgeous area. We loved it.

Show more Show less
8.9
Excellent
229 reviews
Price from
$167
per night

Hotel Di Sor Paolo

Hotel in San Casciano in Val di Pesa

Surrounded by the Tuscan countryside and the Chianti hills, Hotel Di Sor Paolo is in San Casciano in Val Di Pesa. It offers an outdoor pool and free Wi-Fi. I liked the people there, they are very helpful and take great care of their guests. They are always there for information and the trattoria next to the accommodation is superb! Overall we can’t wait to go back again.

Show more Show less
8.9
Excellent
94 reviews
Price from
$91
per night

Hotel Calzaiolo

Hotel in San Casciano in Val di Pesa

The Chianti Promotion Hotel Calzaiolo is a small hotel created of an old farmhouse. Located a 10-minute drive from the center of Florence, amid the Chianti wine area, in the Tuscan hills.

Show more Show less
8.8
Excellent
32 reviews
Price from
$51
per night

Salvadonica

San Casciano in Val di Pesa

In the Chianti hills, this stone guesthouse features an outdoor pool and is in the rural hamlet of Salvadonica. What’s not to love? Beautiful location, friendly and helpful staff, and great food!

Show more Show less
9.1
Awesome
1,009 reviews
Price from
$213
per night

Villa S.Andrea

San Casciano in Val di Pesa

Located in the Chianti wine district of the Tuscan countryside, Villa S.Andrea offers accommodations in the small ancient village of Fabbrica, 6.2 mi from San Casciano Val Di Pesa. We were at Villa S.Andrea for 4 days. It was an exceptional experience by all means. Beautiful location, beautiful people, beautiful scenery, beautiful area. It is a short drive from Florence and other small Tuscan towns. I would definitely come back.

Show more Show less
9.3
Awesome
625 reviews
Price from
$162
per night

Relais Poggio Borgoni

San Casciano in Val di Pesa

Surrounded by peaceful vineyards and olive groves, Relais Poggio Borgoni offers an outdoor pool and a traditional restaurant, 16 mi south of historic Florence. an absolutely lovely property, with most incredible views and staff, who welcomed us as if we were coming to visit the closest family member. Great value, great service, great staff, stunning views!!

Show more Show less
9.1
Awesome
352 reviews
Price from
$176
per night

Castello di Bibbione

San Casciano in Val di Pesa

Set in its own large garden with views of the Chianti hills, Castello di Bibbione offers an outdoor swimming pool. Accommodations has free Wi-Fi and rooms with a satellite flat-screen TV. We enjoyed a lot staying in Castello de Bibbione, great experience.

Show more Show less
9.2
Awesome
362 reviews
Price from
$285
per night

B&B Le Dimore Mezza Costa

San Casciano in Val di Pesa

Surrounded by the Tuscan countryside in the Chianti region, B&B Le Dimore Mezza Costa features a garden with sun loungers. This property offers free WiFi. Owed by a lovely family and one of my best experiences ever

Show more Show less
8.8
Excellent
252 reviews
Price from
$97
per night

Most-booked hotels in San Casciano in Val di Pesa in the past month

See all

FAQs about hotels in San Casciano in Val di Pesa

Subscribe to see Secret Deals

Prices drop the second you sign up!

What Guests Said About San Casciano in Val di Pesa:

Explore guest reviews of hotels in San Casciano in Val di Pesa

See all