Find Hotels with a Pool in Cortona

  • 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 Cortona Hotels with a Pool

Our top choices for Cortona hotels with a pool

Outdoor pool, sun loungers

Cortona Resort - Le Terre Dei Cavalieri

Cortona Resort - Le Terre Dei Cavalieri
Cortona
9.8 out of 10, Exceptional, (73 reviews)
  • cleanliness
    Elegant farmhouse pool retreat immerses guests in the Tuscan countryside with dining steps away.
The price is NT$4,364
NT$4,983 total
includes taxes & fees
Jun 12 - Jun 13
Cortona Resort - Le Terre Dei Cavalieri
Outdoor pool, pool umbrellas, sun loungers

Locanda del Molino

Locanda del Molino
4.0 star property
Cortona
9.6 out of 10, Exceptional, (37 reviews)
  • cleanliness
    Take a dip in the outdoor pool surrounded by Tuscan scenery while sipping refreshing drinks from the poolside bar.
The price is NT$3,315
NT$3,939 total
includes taxes & fees
Jul 8 - Jul 9
Locanda del Molino
Aerial view

Casa Bellavista

Casa Bellavista
Cortona
10.0 out of 10, Exceptional, (21 reviews)
  • cleanliness
    Refresh in crystal clear waters surrounded by scenic rural views at this bed and breakfast's seasonal pool retreat.
The price is NT$7,037
NT$7,886 total
includes taxes & fees
Jul 2 - Jul 3
Casa Bellavista
Couples treatment rooms, sauna, hot tub, steam room, Turkish bath

Il Falconiere - Relais e Chateaux

Il Falconiere - Relais e Chateaux
5.0 star property
Cortona
9.4 out of 10, Exceptional, (125 reviews)
  • cleanliness
    Luxurious Tuscan retreat offers twin outdoor pools, winery access, and poolside dining with stunning vineyard views.
The price is NT$13,983
NT$15,674 total
includes taxes & fees
Jun 30 - Jul 1
Il Falconiere - Relais e Chateaux
Seasonal outdoor pool, pool umbrellas, sun loungers

Villa Borgo San Pietro

Villa Borgo San Pietro
4.0 star property
Cortona
9.4 out of 10, Exceptional, (104 reviews)
  • cleanliness
    Immerse in a seasonal poolside paradise with loungers, umbrellas, and fitness amenities.
The price is NT$4,007
NT$4,700 total
includes taxes & fees
Jun 22 - Jun 23
Villa Borgo San Pietro
Seasonal outdoor pool, pool umbrellas, sun loungers

Locanda agli Amici

Locanda agli Amici
4.0 star property
Cortona
9.8 out of 10, Exceptional, (39 reviews)
  • cleanliness
    Discover seasonal poolside bliss with rooftop views, sun loungers, and umbrellas at this upscale family-friendly retreat.
The price is NT$3,302
NT$3,924 total
includes taxes & fees
Jun 21 - Jun 22
Locanda agli Amici
Exterior

Rocca di Pierle

Rocca di Pierle
Cortona
9.4 out of 10, Exceptional, (3 reviews)
The price is NT$6,245
NT$9,426 total
includes taxes & fees
Jul 9 - Jul 10
Rocca di Pierle
Seasonal outdoor pool, pool umbrellas, sun loungers

Relais Villa Baldelli

Relais Villa Baldelli
4.0 star property
Cortona
9.4 out of 10, Exceptional, (131 reviews)
  • cleanliness
    Dive into cooling bliss at this upscale hotel's seasonal outdoor pool with lounger service and refreshing drinks.
The price is NT$4,115
NT$4,818 total
includes taxes & fees
Jun 18 - Jun 19
Relais Villa Baldelli
Outdoor pool

Cortona Resort Spa

Cortona Resort Spa
Cortona
9.0 out of 10, Wonderful, (6 reviews)
  • cleanliness
    Serene seasonal outdoor pool awaits at this rural Italian resort, where massages and hiking trails beckon.
The price is NT$4,683
NT$5,261 total
includes taxes & fees
Jun 14 - Jun 15
Cortona Resort Spa
Outdoor pool, sun loungers

Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World
5.0 star property
Cortona
9.8 out of 10, Exceptional, (237 reviews)
  • cleanliness
    Tuscan escape with poolside lounging beneath cypress trees and vineyard views.
The price is NT$21,995
NT$24,487 total
includes taxes & fees
Jul 1 - Jul 2
Villa di Piazzano - Small Luxury Hotel of the World
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 Cortona

Breakfast included
4 stars

Hotels with pools and free breakfast in Cortona

Outdoor pool, sun loungers
Cortona Resort - Le Terre Dei Cavalieri

Cortona Resort - Le Terre Dei Cavalieri

Cortona Resort - Le Terre Dei Cavalieri
Cortona
9.8 out of 10, Exceptional, (73)
The price is NT$4,364
NT$4,983 total
includes taxes & fees
Jun 12 - Jun 13
Cortona Resort - Le Terre Dei Cavalieri
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 Cortona Hotel Reviews

Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent
"The Villa is not only one of the most beautiful places on earth but also comfortable warm and inviting. The accommodations are gorgeous and the food is magnificent! The staff is a dream~ so kind and personable. I highly recommend as it will be a trip of a lifetime !!!!"
Susannah 2-night trip
Posted 2 days ago
Villa di Piazzano - Small Luxury Hotel of the World

Frequently asked questions

What's it like visiting Cortona?
If spending time by the pool is your idea of the perfect getaway, you may want to check out Cortona, which has 53 places to stay with pools. While you're visiting, you can explore sights such as Lake Trasimeno, and then relax poolside at one of the accommodations in Cortona that travelers like for their pools.
What are some accommodations with pools in Cortona?
Monastero di Cortona Hotel & Spa: Features a full-service spa, an indoor pool, and a sauna. Locanda del Molino: Provides a snack bar/deli, a seasonal outdoor pool, and buffet.
How many pool hotels will I find in Cortona?
Expedia's 53 hotels in Cortona give you a great choice for your poolside getaway.
What is there to see and do in Cortona?
Explore places like Lake Trasimeno while you're in the area. Take in the natural beauty with a stop at Val di Chiana.
When is the best time to book a hotel with a pool in Cortona?
You may want to think about a place to stay that has an outdoor pool if you plan to visit Cortona in the warmest months of August, July, or June when the average temp is 71°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 42°F.
What's the best way to travel around Cortona?
Knowing the transportation options in Cortona can help you enjoy the area beyond your hotel pool. To venture out into the surrounding area, hop aboard a train at Camucia-Cortona Station or Terontola-Cortona Station. Cortona may not have many public transportation choices so consider a car rental to maximize your time.