Hotels with Swimming Pools in Casole d'Elsa

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 Casole d'Elsa Hotels with Swimming Pools

Our top choices for Casole d'Elsa hotels with a pool

Indoor pool, seasonal outdoor pool, pool umbrellas, pool loungers
Relax Hotel Acquaviva

Relax Hotel Acquaviva

Relax Hotel Acquaviva
Casole d'Elsa
The price is S$762
includes taxes & fees
24 Dec - 25 Dec
Relax Hotel Acquaviva
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 S$144
includes taxes & fees
6 Jan - 7 Jan, 2026
Hotel Borgo di Cortefreda Relais
Seasonal outdoor pool
Castello di Bossi

Castello di Bossi

Castello di Bossi
2.0 star property
Castelnuovo Berardenga
7.8 out of 10, Good, (8)
"The location is great if you get to the hotel in a car. "
Mexico
CESAR JAVIER
The price is S$242
includes taxes & fees
12 Dec - 13 Dec
Castello di Bossi
Outdoor pool, pool loungers
Borgo di Pietrafitta Relais

Borgo di Pietrafitta Relais

Borgo di Pietrafitta Relais
Castellina in Chianti
9.4 out of 10, Exceptional, (169)
"Wonderful setting."
United Kingdom
Simon
The price is S$168
includes taxes & fees
3 Jan - 4 Jan, 2026
Borgo di Pietrafitta 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 Casole d'Elsa Hotel Reviews

Hotel Italia

Hotel Italia

10/10 Excellent
"This was a short stay for us in Siena. A great hotel. Friendly staff and the best bargain best breakfast we have had in Italy. Highly recommended"
Phil 1-night trip
Posted 7 days ago
Hotel Italia

Explore a world of travel with Expedia

Frequently asked questions

What's it like visiting Casole d'Elsa?
If lounging next to a pool is your idea of the perfect getaway, you may want to consider quaint Casole d'Elsa, which offers 8 places to stay with pools. During your visit, you can explore sights such as Val di Merse and Sentierelsa Trail, and then relax and unwind poolside at one of the accommodation options in Casole d'Elsa that guests like for their pools.
What are some accommodation options with pools in Casole d'Elsa?
Castello di Casole, A Belmond Hotel, Tuscany: Features 3 restaurants, an outdoor pool and a full-service spa. Hotel Athena: Offers kitchens, a pool and televisions. Palazzo Ravizza: Offers an indoor pool, an outdoor pool and 2 restaurants. Castello di Spaltenna- Small Luxury Hotels of the World: Features a children's pool, a seasonal outdoor pool and a full-service spa. Hotel Borgo di Cortefreda Relais: Features a snack bar/deli, an outdoor pool and buffet.
How many hotels with pools can I expect to find in Casole d'Elsa?
Expedia has 8 hotels in Casole d'Elsa for your poolside break.
What is there to see and do in Casole d'Elsa?
Make a point to visit attractions such as Val di Merse and Terre di Vini. Discover sights such as Archeological and Collegiate Church Museum and Hedonistic Hiking during your stay.
When is the best time to book a hotel with a pool in Casole d'Elsa?
You may want to consider a place to stay that has an outdoor pool if you plan to visit Casole d'Elsa in the hottest months of August, July or June, when the average temp is 22°C. Accommodation with 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 6°C.