Hotels with Swimming Pool, Cortona Tuscany | Expedia

A hillside town with historic buildings, a church, and vineyards.

A hillside town with historic buildings, a church, and vineyards.

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 Swimming Pool

Tonight

Tomorrow

This weekend

Jul 10 - Jul 12

Next weekend

Jul 17 - Jul 19

Our top choices for Cortona hotels with a pool

Couples treatment rooms, sauna, hot tub, steam room, Turkish bath

Il Falconiere - Relais e Chateaux

Cortona

Luxurious Tuscan retreat offers twin outdoor pools, winery access, and poolside dining with stunning vineyard views.

P27,463 total

includes taxes & fees

Aug 6 - Aug 7

Outdoor pool, pool umbrellas, sun loungers

Locanda del Molino

Cortona

Take a dip in the outdoor pool surrounded by Tuscan scenery while sipping refreshing drinks from the poolside bar.

P7,247 total

includes taxes & fees

Jul 16 - Jul 17

Sauna, hot tub, steam room, massages

Monastero di Cortona Hotel & Spa

Cortona Old Town

Luxurious indoor pool sanctuary awaits at this historic Cortona monastery, where relaxation flows from spa waters to garden views.

P25,750 total

includes taxes & fees

Aug 2 - Aug 3

Outdoor pool, sun loungers

Villa di Piazzano - Small Luxury Hotel of the World

Cortona

Tuscan escape with poolside lounging beneath cypress trees and vineyard views.

P46,988 total

includes taxes & fees

Aug 5 - Aug 6

Seasonal outdoor pool, pool umbrellas, sun loungers

Villa Borgo San Pietro

Cortona

Immerse in a seasonal poolside paradise with loungers, umbrellas, and fitness amenities.

P8,066 total

includes taxes & fees

Jul 12 - Jul 13

Exterior detail

Relais Villa Baldelli

Cortona

Dive into cooling bliss at this upscale hotel's seasonal outdoor pool with lounger service and refreshing drinks.

P9,913 total

includes taxes & fees

Jul 13 - Jul 14

Minibar, in-room safe, individually decorated, individually furnished

Relais La Corte dei Papi

Cortona

Luxurious Tuscan retreat offers poolside bliss with mountain views and spa treatments.

P22,572 total

includes taxes & fees

Jul 15 - Jul 16

Seasonal outdoor pool, pool umbrellas, sun loungers

Locanda agli Amici

Cortona

Discover seasonal poolside bliss with rooftop views, sun loungers, and umbrellas at this upscale family-friendly retreat.

P7,491 total

includes taxes & fees

Jul 9 - Jul 10

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

Exterior

Locanda del Molino

Cortona

P7,247 total

includes taxes & fees

Jul 16 - Jul 17

Outdoor pool, sun loungers

Cortona Resort - Le Terre Dei Cavalieri

Cortona

P12,293 total

includes taxes & fees

Aug 6 - Aug 7

Outdoor pool, sun loungers

Villa di Piazzano - Small Luxury Hotel of the World

Cortona

P46,988 total

includes taxes & fees

Aug 5 - Aug 6

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

"10/10"

Il Falconiere - Relais e Chateaux

Il Falconiere - Relais e Chateaux

10/10 Excellent

"During our recent trip to Italy, we changed our original plan to visit Florence and decided to find a place in Tuscany where we could just relax for the final four nights of our journey. We were lucky to find availability at Il Falconiere, and our stay there more exceeded our expectations."

Relais Villa Baldelli

Relais Villa Baldelli

10/10 Excellent

"Nuestra experiencia en Relais Villa Baldelli fue excepcional. Nos sentíamos como dentro de una película. El personal sumamente amable, el desayuno delicioso. Las tortas que ofrecían eran hechas en casa, y los croissants se deshacían en la boca. La ubicación ideal, con una vista preciosa de Cortona. Una verdadera villa toscana. Sí creo que deben remodelar los baños. La ducha era muy incómoda y el lavatorio tenía una fuga. Al alfombra de la escalera se ve bastante gastada, así como unos muebles. No le puedo dar un 100% de calificación por esos detalles, pero un 90% se lo gana."

Relais La Corte dei Papi

Relais La Corte dei Papi

10/10 Excellent

"Our visit was like being spoiled from the moment we arrived! The staff and even the owner were there to make sure we had everything we needed! Though our visit was in the off season, the only thing we didn't get to use was the pool as it was just too cold. The breakfast, though, was the best we have ever had while traveling! Highly recommend!!!"

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 54 places to stay with pools. While you're visiting, you can explore sights such as Piazza della Repubblica and Santa Maria Nuova, and then relax poolside at one of the accommodations in Cortona that guests 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 54 hotels in Cortona give you a great choice for your poolside getaway.

What is there to see and do in Cortona?

Spend some time experiencing the great outdoors at Val di Chiana. During your stay, check out sights such as Piazza della Repubblica, Santa Maria Nuova, and Villa Bramasole.

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.

Explore a world of travel with Expedia

9f905f84-1722-457c-8bb4-623e64320073e06f0f52-a0e6-48f9-b984-6f7f2c81053a