Photo by Ashley Robinson

Find Hotels with a Pool in San Casciano in Val di Pesa

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on San Casciano in Val di Pesa Hotels with a Pool

Tonight
21 Dec - 22 Dec
Tomorrow
22 Dec - 23 Dec
Next weekend
26 Dec - 28 Dec
In two weeks
2 Jan - 4 Jan

Our top choices for San Casciano in Val di Pesa hotels with a pool

Exterior
Villa il Poggiale - Dimora Storica

Villa il Poggiale - Dimora Storica

Villa il Poggiale - Dimora Storica
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (145)
"Wonderful stay."
United States
Nancy
The price is AED 279
AED 311 total
includes taxes & fees
23 Dec - 24 Dec
Villa il Poggiale - Dimora Storica
Exterior
Relais Poggio Borgoni

Relais Poggio Borgoni

Relais Poggio Borgoni
San Casciano in Val di Pesa
9.8 out of 10, Exceptional, (57)
"Very personal, kind & sympathatic Staff. The Place is gorgeous."
Switzerland
Nils
The price is AED 375
AED 430 total
includes taxes & fees
22 Dec - 23 Dec
Relais Poggio Borgoni
Seasonal outdoor pool, sun loungers
Villa il Fedino

Villa il Fedino

Villa il Fedino
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (97)
"Great people, great location great service"
Canada
James
The price is AED 504
AED 572 total
includes taxes & fees
20 Jan - 21 January 2026
Villa il Fedino
Aerial view
B&B La Fonte del Machiavelli

B&B La Fonte del Machiavelli

B&B La Fonte del Machiavelli
San Casciano in Val di Pesa
9.2 out of 10, Wonderful, (82)
"It was a wonderful stay the bed was comfortable and the view was beautiful. "
United States
Ruben
The price is AED 441
AED 503 total
includes taxes & fees
22 Dec - 23 Dec
B&B La Fonte del Machiavelli
Outdoor pool
Beautiful Tuscan home between Florence & Siena

Beautiful Tuscan home between Florence & Siena

Beautiful Tuscan home between Florence & Siena
Florence
10.0 out of 10, Exceptional, (6)
"Judy was amazing and very helpfulNothing to do with the property, but I sure you pre book all nights out/transportation"
United States
Frank V.
The price is AED 3,097
AED 5,505 total
includes taxes & fees
3 Jan - 4 January 2026
Beautiful Tuscan home between Florence & Siena
Seasonal outdoor pool
The Social Hub Florence Lavagnini

The Social Hub Florence Lavagnini

The Social Hub Florence Lavagnini
4.0 star property
San Lorenzo
9.0 out of 10, Wonderful, (1286)
"Super friendly staff! Great location! "
United States
Jutta
The price is AED 255
AED 341 total
includes taxes & fees
18 Jan - 19 January 2026
The Social Hub Florence Lavagnini
View from room
Hotel Ginori al DUOMO

Hotel Ginori al DUOMO

Hotel Ginori al DUOMO
4.0 star property
Historic Centre of Florence
9.2 out of 10, Wonderful, (19)
"Highly recommend. Staff is friendly, everything was clean and the location was great. "
United States
Jenna
The price is AED 282
AED 371 total
includes taxes & fees
11 Jan - 12 January 2026
Hotel Ginori al DUOMO
Outdoor spa tub
IQ Hotel Firenze

IQ Hotel Firenze

IQ Hotel Firenze
4.0 star property
Historic Centre of Florence
9.6 out of 10, Exceptional, (1095)
"Friendly staff, clean rooms, no issues with anything."
United States
Gonzalo
The price is AED 356
AED 452 total
includes taxes & fees
11 Jan - 12 January 2026
IQ Hotel Firenze
Front of property
Hotel Villa Carlotta

Hotel Villa Carlotta

Hotel Villa Carlotta
4.0 star property
Oltrarno
8.2 out of 10, Very Good, (628)
"I enjoyed my stay, everything is amazing. "
Canada
Anna
Hotel Villa Carlotta
Aerial view
Hotel Borgo di Cortefreda Relais

Hotel Borgo di Cortefreda Relais

Hotel Borgo di Cortefreda Relais
4.0 star property
Barberino Tavarnelle
9.4 out of 10, Exceptional, (478)
"The views were spectacular and the grounds were so peaceful"
United States
Michelle
The price is AED 309
AED 366 total
includes taxes & fees
6 Jan - 7 January 2026
Hotel Borgo di Cortefreda Relais
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.
View all properties

Top San Casciano in Val di Pesa Hotel Reviews

Villa Neroli

Villa Neroli

10/10 Excellent
"Staff is very kind."
Emilia 2-night trip
Posted 11 days ago
Villa Neroli

Explore a world of travel with Expedia

Frequently asked questions

What's it like visiting San Casciano in Val di Pesa?
If relaxing by the pool is your idea of the perfect getaway, you may want to consider relaxing San Casciano in Val di Pesa, which has 26 places to stay with pools. During your trip, you can explore sights such as Piazza di Santa Maria Novella, and then take it easy poolside at one of the accommodations in San Casciano in Val di Pesa that travelers like for their pools.
What are some accommodations 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. a dream vacation in Tuscany: Provides sun loungers, a pool, and complimentary wireless internet access. Castello Lorenzo, Heart of Tuscany, Renaissance Villa with Pool: Features kitchens, a communal pool, and televisions. A relaxing holiday in a beautiful house with the pool! CIN IT048038B5PA9HCPU: Offers laundry facilities, a pool, and air conditioning.
How many hotels with pools are there in San Casciano in Val di Pesa?
Expedia's 26 hotels in San Casciano in Val di Pesa give you a great choice for your poolside getaway.
What is there to see and do in San Casciano in Val di Pesa?
Explore places like Piazza di Santa Maria Novella while you're in the area. Make a point to visit attractions like 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 72°F. Lodging 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 temperature is 44°F.