A cobblestone street with historic buildings, a wooden chair, and potted plants.

Hotels with Swimming Pools in Casole d'Elsa

  • 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

Next weekend
31 Jul - 2 Aug
In two weeks
7 Aug - 9 Aug

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

Outdoor banquet area

Castello di Casole, A Belmond Hotel, Tuscany

Castello di Casole, A Belmond Hotel, Tuscany
5.0 star property
Casole d'Elsa
9.6 out of 10, Exceptional, (82 reviews)
  • cleanliness
    A dreamy Tuscan poolside escape where luxury meets Italian countryside charm.
The price is S$2,779
includes taxes & fees
8 Aug - 9 Aug
Castello di Casole, A Belmond Hotel, Tuscany
Indoor pool, seasonal outdoor pool, pool umbrellas, pool loungers

Relax Hotel Acquaviva

Relax Hotel Acquaviva
Casole d'Elsa
7.8 out of 10, Good, (11 reviews)
The price is S$164
includes taxes & fees
27 Jul - 28 Jul
Relax Hotel Acquaviva
2 outdoor pools, open 8:30 AM to 6:30 PM, pool umbrellas, pool loungers

Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel
5.0 star property
Montalcino
10.0 out of 10, Exceptional, (79 reviews)
  • cleanliness
    Poolside bliss awaits at this Tuscan hotel where loungers, umbrellas, and cocktails create a refreshing retreat.
The price is S$2,520
includes taxes & fees
2 Aug - 3 Aug
Castiglion del Bosco, A Rosewood Hotel
3 outdoor pools, pool umbrellas, pool loungers

Borgo Pignano Volterra Tuscany

Borgo Pignano Volterra Tuscany
5.0 star property
Volterra
10.0 out of 10, Exceptional, (92 reviews)
  • cleanliness
    Serene Tuscan getaway with 2 outdoor pools and children's splash zone, nestled near historic San Gimignano landmarks.
The price is S$932
includes taxes & fees
2 Aug - 3 Aug
Borgo Pignano Volterra Tuscany
Exterior

Hotel Certosa Di Maggiano

Hotel Certosa Di Maggiano
5.0 star property
Siena
10.0 out of 10, Exceptional, (209 reviews)
  • cleanliness
    Dive into a sun-drenched paradise with this hotel's stunning outdoor pool, complete with a poolside bar and tennis court nearby.
The price is S$750
includes taxes & fees
2 Aug - 3 Aug
Hotel Certosa Di Maggiano
Seasonal outdoor pool, open 9:00 AM to 7:30 PM, pool umbrellas

Agriturismo San Sano

Agriturismo San Sano
3.0 star property
Gaiole in Chianti
10.0 out of 10, Exceptional, (101 reviews)
  • cleanliness
    Tuscan vineyard retreat with sun-kissed seasonal pool beckons outdoor adventurers for summer splashing.
The price is S$156
includes taxes & fees
26 Jul - 27 Jul
Agriturismo San Sano
Seasonal outdoor pool

Pieve Aldina - Relais & Châteaux

Pieve Aldina - Relais & Châteaux
5.0 star property
Radda in Chianti
10.0 out of 10, Exceptional, (40 reviews)
  • cleanliness
    Escape to a luxury Tuscan retreat with a seasonal outdoor pool and on-site winery.
The price is S$529
includes taxes & fees
26 Jul - 27 Jul
Pieve Aldina - Relais & Châteaux
Indoor pool, seasonal outdoor pool, pool loungers

Hotel Le Fontanelle

Hotel Le Fontanelle
5.0 star property
Castelnuovo Berardenga
9.8 out of 10, Exceptional, (109 reviews)
  • cleanliness
    Dive into tranquil luxury at this hotel's indoor and seasonal outdoor pools, complemented by a poolside bar and loungers.
The price is S$446
includes taxes & fees
5 Aug - 6 Aug
Hotel Le Fontanelle
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

Choose what matters most at hotels with a pool in Casole d'Elsa

Breakfast included
4 stars

Top Casole d'Elsa Hotel Reviews

Castelfalfi

Castelfalfi

10/10 Excellent
"Beautiful hotel, amazing facilities, nestled in the most beautiful place in the world... Tuscany"
Robert 1-night trip
Posted 1 day ago
Castelfalfi

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 9 places to stay with pools. During your visit, you can explore sights such as Val di Merse and Hedonistic Hiking, 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. Grand Hotel Continental Siena – Starhotels Collezione: Provides 2 restaurants, 2 outdoor swimming pools and a full-service spa. Borgo Scopeto Wine & Country Relais: Offers 4 restaurants, a seasonal outdoor pool and a full-service spa. Hotel Athena: Offers a snack bar/deli, a seasonal outdoor pool and free self parking. Castelfalfi: Features 2 restaurants, 2 outdoor swimming pools and a full-service spa.
How many hotels with pools can I expect to find in Casole d'Elsa?
Expedia has 9 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 Hedonistic Hiking and Archeological and Collegiate Church Museum 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.

Explore a world of travel with Expedia