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

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
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 ₩152,791
₩175,009 total
includes taxes & fees
Dec 15 - Dec 16
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 ₩216,457
₩245,041 total
includes taxes & fees
Jan 7 - Jan 8, 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 ₩179,789
₩204,707 total
includes taxes & fees
Dec 15 - Dec 16
B&B La Fonte del Machiavelli
Seasonal outdoor pool, open 9:00 AM to 7:00 PM, sun loungers
Fattoria la Loggia

Fattoria la Loggia

Fattoria la Loggia
San Casciano in Val di Pesa
10.0 out of 10, Exceptional, (4)
"Sehr empfehlenswert und IVANA ist einfach nur Top 😁👍"
Switzerland
Alessandro
The price is ₩362,733
₩405,945 total
includes taxes & fees
Dec 15 - Dec 16
Fattoria la Loggia
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, (1284)
"Super friendly staff! Great location! "
United States
Jutta
The price is ₩117,112
₩153,111 total
includes taxes & fees
Dec 24 - Dec 25
The Social Hub Florence Lavagnini
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, (1085)
"Beautiful hotel! Great location! Amazing breakfast! Amazing staff! "
Canada
Blair
The price is ₩132,476
₩170,011 total
includes taxes & fees
Dec 15 - Dec 16
IQ Hotel Firenze
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
Hotel Ginori al DUOMO
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
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

Hotels with pools and free breakfast in San Casciano in Val di Pesa

Exterior
Relais Poggio Borgoni

Relais Poggio Borgoni

Relais Poggio Borgoni
San Casciano in Val di Pesa
9.8 out of 10, Exceptional, (57)
The price is ₩152,791
₩175,009 total
includes taxes & fees
Dec 15 - Dec 16
Relais Poggio Borgoni
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

Plaza Hotel Lucchesi

Plaza Hotel Lucchesi

10/10 Excellent
"Clean, comfortable room/beds. Great location. Staff was very, very attentive. Very good breakfast. A special shout out to Concierge Extraordinaire Walter, who helped us out way beyond what I expected! I "
Naomi 3-night trip
Posted 1 month ago
Plaza Hotel Lucchesi

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 Monastary of Sorelle Clarisse and Antinori nel Chianti Classico, and then take it easy poolside at one of the accommodations in San Casciano in Val di Pesa that guests 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.
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?
The picturesque setting of Boboli Gardens and Arno River showcase the area's natural beauty. Discover sights such as Monastary of Sorelle Clarisse, Antinori nel Chianti Classico, and San Casciano Museum during your stay. 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.