Photo by Ashley Robinson

Find San Casciano in Val di Pesa Hotels with Swimming Pool from S$110

  • Plan, book, stay with confidence
  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Top Hotels with Swimming Pools in San Casciano in Val di Pesa

Villa I Barronci Resort & Spa

4.0 star property
9.2 out of 10, Wonderful, (349)
"The views are impressive, and the rooms (villas) are spacious with a beauriful and practical design."
The price is S$176
includes taxes & fees
3 Dec - 4 Dec
Villa I Barronci Resort & Spa

Fonte de' Medici

9.6 out of 10, Exceptional, (38)
"Great stay at a lovely hotel in a beautiful setting. Great pool, very peaceful. Good size rooms, very comfortable. Strongly recommend."
Fonte de' Medici

Tenuta Il Corno

9.2 out of 10, Wonderful, (53)
"Everything wonderful; Room, surroundings, scener, pool area, breakfast, staff, restaurant. Altogether fantastic."
Tenuta Il Corno

Villa il Fedino

9.8 out of 10, Exceptional, (91)
"Lovely property, our suite was huge and very comfortable. Great breakfast with lots of options! Our very helpful host Lorenzo organised travel to a nearby village and a cooking class which was great fun. Would be lovely to return in warmer months to use the pool. The garden has amazing views of thr Tuscan countryside. "
The price is S$182
includes taxes & fees
10 Dec - 11 Dec
Villa il Fedino

Villa il Poggiale - Dimora Storica

9.4 out of 10, Exceptional, (122)
"Excellent "
The price is S$159
includes taxes & fees
1 Dec - 2 Dec
Villa il Poggiale - Dimora Storica

Relais Poggio Borgoni

9.6 out of 10, Exceptional, (50)
"Simply a great stay. I would recommend my friends and family to stay here. The staff were so friendly and helpful! Very relaxing! "
The price is S$110
includes taxes & fees
28 Nov - 29 Nov
Relais Poggio Borgoni

B&B La Fonte del Machiavelli

9.2 out of 10, Wonderful, (75)
"It was a wonderful stay the bed was comfortable and the view was beautiful. "
The price is S$146
includes taxes & fees
28 Nov - 29 Nov
B&B La Fonte del Machiavelli

Campoli

Campoli

Casa Scopeti

Casa Scopeti

Fattoria Montignana

8.6 out of 10, Excellent, (9)
"Super nice spot in the country side."
Fattoria Montignana
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Don't see what you're looking for?
See all available properties in San Casciano in Val di Pesa
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Frequently asked questions

What's it like visiting San Casciano in Val di Pesa?
If lounging by a pool is your idea of the perfect getaway, you may want to consider relaxing San Casciano in Val di Pesa, which has 12 places to stay with pools. While you’re here, you can explore sights such as Historic Center - Downtown and Cathedral of Santa Maria del Fiore, and then unwind poolside at one of the accommodation options in San Casciano in Val di Pesa that guests like for their pools.
What are some accommodation options with pools in San Casciano in Val di Pesa?
Villa I Barronci Resort & Spa: Features a full-service spa, an outdoor pool and a sauna. Relais Poggio Borgoni: Offers a snack bar/deli, a seasonal outdoor pool and daily. Fattoria la Loggia: Features a children’s pool, a seasonal outdoor pool and a snack bar/deli.
How many hotels with pools should I expect to find in San Casciano in Val di Pesa?
Expedia has 12 hotels in San Casciano in Val di Pesa for your poolside break.
What is there to see and do in San Casciano in Val di Pesa?
Explore places such as Historic Center - Downtown and Cathedral of Santa Maria del Fiore while you’re in the area. Make a point to visit attractions such as Villa Medicea di Lilliano - Malenchini and Boboli Gardens. The countryside and wineries are just some of the things to enjoy while you’re in the area.
When is the best time to book a hotel with a pool in San Casciano in Val di Pesa?
You may want to think about a place to stay that has an outdoor pool if you’re planning to visit San Casciano in Val di Pesa in the hottest months of August, July or June, when the average temperature is 22°C. Accommodation offering an indoor pool may be the way to go if you come to town during the coldest months of January, February or December, when the average temp is 7°C.