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

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Check availability on Cortona Hotels with a Pool

Tonight
Oct 26 - Oct 27
Tomorrow
Oct 27 - Oct 28
This weekend
Oct 30 - Nov 1
Next weekend
Nov 6 - Nov 8

Our top choices for Cortona hotels with a pool

A pool area with lounge chairs, a hot tub, and a view of mountains.
A historic town with traditional architecture, a central courtyard with a swimming pool, and a view of distant mountains.
A narrow hallway with a stone wall and a clock.
A terrace with sun loungers, stone walls, and potted plants.

1. Monastero di Cortona Hotel & Spa

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.
₩359,950
₩401,873 total
includes taxes & fees
Nov 8 - Nov 9
Monastero di Cortona Hotel & Spa
A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a stone building in the background.
An outdoor dining area with tables set for a meal, surrounded by greenery and trees.
A view through a window with a garden, including a pathway, a table with a teapot, and chairs.
A large estate with a swimming pool, surrounded by lush greenery and hills.

2. Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World
Cortona
  • Tuscan escape with poolside lounging beneath cypress trees and vineyard views.
₩901,063
₩1,003,027 total
includes taxes & fees
Oct 27 - Oct 28
Villa di Piazzano - Small Luxury Hotel of the World
A person in a swimming pool with a view of trees and mountains through a window.
A gazebo with a glass enclosure, surrounded by potted plants and wicker furniture, overlooking a scenic landscape.
A spacious, well-lit restaurant with large windows, wooden tables, and potted plants.
A stone building with a red awning, potted plants, and a staircase leading to the entrance.

3. Il Falconiere - Relais e Chateaux

Il Falconiere - Relais e Chateaux
Cortona
  • Luxurious Tuscan retreat offers twin outdoor pools, winery access, and poolside dining with stunning vineyard views.
₩485,664
₩540,158 total
includes taxes & fees
Nov 15 - Nov 16
Il Falconiere - Relais e Chateaux
A swimming pool with a green-lit edge, a glass-enclosed structure in the background, and a bench near the pool.
A bedroom with a bed, a chair, a table with a candle, and a wardrobe.
A spacious hallway with wooden flooring, a wooden cabinet with a mirror, and two candle lanterns.
Two people seated at a round table outdoors, with a candle and food on the table, and a large tree in the background.

4. Cortona Resort Spa

Cortona Resort Spa
Cortona
  • Serene seasonal outdoor pool awaits at this rural Italian resort, where massages and hiking trails beckon.
₩211,414
₩234,779 total
includes taxes & fees
Nov 15 - Nov 16
Cortona Resort Spa
A poolside area with lounge chairs and umbrellas, overlooking a scenic landscape.
A bedside table with a vase of flowers, a book, and a drawer.
A person in a white robe standing by a window with a view of mountains.
A couple dining at a table with a scenic view of mountains and a lake.

5. Locanda agli Amici

Locanda agli Amici
Cortona
  • Discover seasonal poolside bliss with rooftop views, sun loungers, and umbrellas at this upscale family-friendly retreat.
₩133,724
₩153,025 total
includes taxes & fees
Nov 1 - Nov 2
Locanda agli Amici
A large pool with a curved edge, surrounded by a courtyard with a building featuring arched windows and columns.
A grand banquet hall with ornate ceiling, long tables set for a formal event, and elaborate floral centerpieces.
A modern bathroom with a large freestanding bathtub, a glass shower enclosure, and ornate mirrors.
A long banquet table with gold candelabras, white flowers, and gold tableware.

6. Relais La Corte dei Papi

Relais La Corte dei Papi
Cortona
  • Luxurious Tuscan retreat offers poolside bliss with mountain views and spa treatments.
₩428,892
₩477,710 total
includes taxes & fees
Nov 10 - Nov 11
Relais La Corte dei Papi
A swimming pool with a stone wall and potted plants, surrounded by greenery and a clear sky.
A stone building with a sign reading 'Ocaña del Molino' and a courtyard with wooden barrels and potted plants.
A restaurant with a long communal table, wooden chairs, stone walls, and various kitchen utensils displayed on the walls.
A cozy living room with a fireplace, a sofa, a dining table, and various decorative items.

7. Locanda del Molino

Locanda del Molino
Cortona
  • Take a dip in the outdoor pool surrounded by Tuscan scenery while sipping refreshing drinks from the poolside bar.
₩113,034
₩130,266 total
includes taxes & fees
Nov 11 - Nov 12
Locanda del Molino
A swimming pool with lounge chairs and umbrellas, surrounded by greenery and trees.
A stone building with a wooden balcony, outdoor seating, and potted plants.
A well-maintained garden with a wooden pergola, stone structures, and lush greenery.
A stone staircase leading to a wooden porch with potted plants.

8. Country House Podere Casorbica

Country House Podere Casorbica
Cortona
  • Soak in seasonal bliss at this Italian country house with a dreamy outdoor pool for kids and adults alike.
₩84,885
₩108,491 total
includes taxes & fees
Nov 26 - Nov 27
Country House Podere Casorbica
A swimming pool surrounded by a well-maintained lawn, with a fountain in the foreground and a building in the background.
A bedroom with a wooden ceiling, a chandelier, a bed, a dresser, and a chair.
A formal dining room with a large table, chairs, and a chandelier.
An outdoor dining table set with tea, coffee, and pastries, surrounded by white metal chairs and a stone fountain in the background.

9. Agriturismo Villa Augusto

Agriturismo Villa Augusto
Cortona
  • Seasonal pool paradise with tennis court and free bicycles offers a refreshing Italian farmhouse retreat in the countryside.
₩215,575
₩244,551 total
includes taxes & fees
Oct 27 - Oct 28
Agriturismo Villa Augusto
A large, rectangular swimming pool surrounded by a well-maintained lawn, with a house and garden in the background.
A house with a tiled roof, surrounded by a well-maintained garden and trees.
A traditional villa with a garden, outdoor seating, and a clear blue sky.
A well-maintained lawn with a brick house and a flag, surrounded by trees and a clear sky.

10. Casa Bellavista

Casa Bellavista
Cortona
  • Refresh in crystal clear waters surrounded by scenic rural views at this bed and breakfast's seasonal pool retreat.
₩256,130
₩287,671 total
includes taxes & fees
Oct 27 - Oct 28
Casa Bellavista
View all properties

Choose what matters most at hotels with a pool in Cortona

Breakfast included
4 stars
5 stars
Spa
Hot tub

Hotels with pools and free breakfast in Cortona

A terrace with sun loungers, stone walls, and potted plants.
A historic town with traditional architecture, a central courtyard with a swimming pool, and a view of distant mountains.
A narrow hallway with a stone wall and a clock.
A pool area with lounge chairs, a hot tub, and a view of mountains.

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa
Cortona Old Town
₩359,950
₩401,873 total
includes taxes & fees
Nov 8 - Nov 9
Monastero di Cortona Hotel & Spa
A bedroom with a bed, a chair, a table with a candle, and a wardrobe.
A swimming pool with a green-lit edge, a glass-enclosed structure in the background, and a bench near the pool.
A spacious hallway with wooden flooring, a wooden cabinet with a mirror, and two candle lanterns.
Two people seated at a round table outdoors, with a candle and food on the table, and a large tree in the background.

Cortona Resort Spa

Cortona Resort Spa
Cortona
₩211,414
₩234,779 total
includes taxes & fees
Nov 15 - Nov 16
Cortona Resort Spa
A person in a white robe standing by a window with a view of mountains.
A bedside table with a vase of flowers, a book, and a drawer.
A poolside area with lounge chairs and umbrellas, overlooking a scenic landscape.
A couple dining at a table with a scenic view of mountains and a lake.

Locanda agli Amici

Locanda agli Amici
Cortona
₩133,724
₩153,025 total
includes taxes & fees
Nov 1 - Nov 2
Locanda agli Amici
A stone building with a rustic charm, featuring a welcoming entrance and a small outdoor seating area.
A restaurant with a long communal table, wooden chairs, stone walls, and various kitchen utensils displayed on the walls.
A swimming pool with a stone wall and potted plants, surrounded by greenery and a clear sky.
A cozy living room with a fireplace, a sofa, a dining table, and various decorative items.

Locanda del Molino

Locanda del Molino
Cortona
₩113,034
₩130,266 total
includes taxes & fees
Nov 11 - Nov 12
Locanda del Molino
A gazebo with a glass enclosure, surrounded by potted plants and wicker furniture, overlooking a scenic landscape.
A stone building with a red awning, potted plants, and a staircase leading to the entrance.
A spacious, well-lit restaurant with large windows, wooden tables, and potted plants.
A person in a swimming pool with a view of trees and mountains through a window.

Il Falconiere - Relais e Chateaux

Il Falconiere - Relais e Chateaux
Cortona
₩485,664
₩540,158 total
includes taxes & fees
Nov 15 - Nov 16
Il Falconiere - Relais e Chateaux
A historic stone building with arched doorways and a courtyard at twilight.
A grand banquet hall with ornate ceiling, long tables set for a formal event, and elaborate floral centerpieces.
A modern bathroom with a large freestanding bathtub, a glass shower enclosure, and ornate mirrors.
A long banquet table with gold candelabras, white flowers, and gold tableware.

Relais La Corte dei Papi

Relais La Corte dei Papi
Cortona
₩428,892
₩477,710 total
includes taxes & fees
Nov 10 - Nov 11
Relais La Corte dei Papi
A large, rectangular swimming pool surrounded by a well-maintained lawn, with a house and garden in the background.
A house with a tiled roof, surrounded by a well-maintained garden and trees.
A traditional villa with a garden, outdoor seating, and a clear blue sky.
A well-maintained lawn with a brick house and a flag, surrounded by trees and a clear sky.

Casa Bellavista

Casa Bellavista
Cortona
₩256,130
₩287,671 total
includes taxes & fees
Oct 27 - Oct 28
Casa Bellavista
A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a stone building in the background.
An outdoor dining area with tables set for a meal, surrounded by greenery and trees.
A view through a window with a garden, including a pathway, a table with a teapot, and chairs.
A large estate with a swimming pool, surrounded by lush greenery and hills.

Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World
Cortona
₩901,063
₩1,003,027 total
includes taxes & fees
Oct 27 - Oct 28
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

Top Cortona Hotel Reviews

Cortona Resort - Le Terre Dei Cavalieri

Cortona Resort - Le Terre Dei Cavalieri

10/10 Excellent
"Good to stay with perfect dinner at the restaurant."
Jinhee 1-night trip
Posted 1 month ago
Cortona Resort - Le Terre Dei Cavalieri
Villa Borgo San Pietro

Villa Borgo San Pietro

10/10 Excellent
"Well done"
PIETRO 7-night trip
Posted 1 month ago
Villa Borgo San Pietro
Locanda del Molino

Locanda del Molino

10/10 Excellent
"Best sleep I’ve ever had Amazing staff Cutest inn"
Rochelle 3-night trip
Posted 2 months ago
Locanda del Molino
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!!!"
Traci 4-night trip
Posted 11 months ago
Relais La Corte dei Papi

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 47 places to stay with pools. While you're visiting, you can explore sights such as Piazza della Repubblica and Villa Bramasole, 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 47 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, Villa Bramasole, and Palazzo Comunale.
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.

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