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

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Check availability on Cortona Hotels with a Pool

Tonight
Oct 11 - Oct 12
Tomorrow
Oct 12 - Oct 13
Next weekend
Oct 16 - Oct 18
In two weeks
Oct 23 - Oct 25

Our top choices for Cortona hotels with a pool

A pool area with lounge chairs, a hot tub, and a view of mountains.
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 spacious room with a large window, a view of a landscape painting, and a desk with a vase of flowers.

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.
NT$8,559
NT$9,701 total
includes taxes & fees
Oct 25 - Oct 26
Monastero di Cortona Hotel & Spa
A swimming pool with lounge chairs and umbrellas, surrounded by a brick pathway and greenery.
A bedroom with a large bed, wooden ceiling beams, a window with a view of greenery, and a small table with a bowl.
A stone pathway leading through an arched stone structure, surrounded by greenery and a lamp post.
A rustic outdoor dining area with stone walls, a table, and wicker chairs.

2. Relais Villa Baldelli

Relais Villa Baldelli
Cortona
  • Dive into cooling bliss at this upscale hotel's seasonal outdoor pool with lounger service and refreshing drinks.
NT$3,739
NT$4,399 total
includes taxes & fees
Oct 13 - Oct 14
Relais Villa Baldelli
A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a stone building in the background.
A large estate with a swimming pool, surrounded by lush greenery and hills.
A hallway with a checkered floor, arched windows, and a chandelier.
A buffet with various food items, a vase of flowers, and a mirror reflecting the room.

3. 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.
NT$20,178
NT$22,482 total
includes taxes & fees
Oct 15 - Oct 16
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 balcony with a table and chairs, a potted plant, and a view of a green landscape.
A stone building with a red awning, potted plants, and a staircase leading to the entrance.
A gazebo with a glass enclosure, surrounded by potted plants and wicker furniture, overlooking a scenic landscape.

4. 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.
NT$12,244
NT$13,612 total
includes taxes & fees
Nov 2 - Nov 3
Il Falconiere - Relais e Chateaux
A rectangular swimming pool with clear blue water, surrounded by white lounge chairs and umbrellas, set against a backdrop of trees and a clear sky.
A stone building with multiple windows and a courtyard.
A bedroom with a bed, a dining table, and a TV. There is a balcony with a view of greenery.
A stone building with a tiled roof, a small window, and a metal fence.

5. Villa Borgo San Pietro

Villa Borgo San Pietro
Cortona
  • Immerse in a seasonal poolside paradise with loungers, umbrellas, and fitness amenities.
NT$3,482
NT$4,116 total
includes taxes & fees
Oct 17 - Oct 18
Villa Borgo San Pietro
A tranquil sunset over a calm body of water with a gazebo structure in the foreground.
A building with a rustic facade, a door with shutters, and a small outdoor seating area under a vine-covered archway.
A cozy bedroom with a large bed, two armchairs, a small table with a teapot, and a window with a view of trees.
A large building with a tiled roof, surrounded by grapevines and a hay bale in a field.

6. Cortona Resort - Le Terre Dei Cavalieri

Cortona Resort - Le Terre Dei Cavalieri
Cortona
  • Elegant farmhouse pool retreat immerses guests in the Tuscan countryside with dining steps away.
NT$4,767
NT$5,422 total
includes taxes & fees
Oct 12 - Oct 13
Cortona Resort - Le Terre Dei Cavalieri
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.
A person seated at a table with a glass of white wine, in a room with tables and chairs, and a plant in the background.
A bedside table with a vase of flowers, a book, and a drawer.

7. Locanda agli Amici

Locanda agli Amici
Cortona
  • Discover seasonal poolside bliss with rooftop views, sun loungers, and umbrellas at this upscale family-friendly retreat.
NT$3,112
NT$3,709 total
includes taxes & fees
Oct 13 - Oct 14
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 long banquet table with gold candelabras, white flowers, and gold tableware.
A spacious bathroom with a large wooden bathtub, a freestanding mirror, and a glass-enclosed shower.

8. Relais La Corte dei Papi

Relais La Corte dei Papi
Cortona
  • Luxurious Tuscan retreat offers poolside bliss with mountain views and spa treatments.
NT$10,942
NT$12,180 total
includes taxes & fees
Nov 9 - Nov 10
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 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 cozy living room with a fireplace, a sofa, a dining table, and various decorative items.

9. 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.
NT$2,447
NT$2,978 total
includes taxes & fees
Oct 27 - Oct 28
Locanda del Molino
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.
A round table set for dining with candles, wine glasses, and a bottle of wine. A stone wall and wooden furniture are in the background.
A bathroom with a stone wall, a large bathtub, and a glass-enclosed shower area.

10. Cortona Resort Spa

Cortona Resort Spa
Cortona
  • Serene seasonal outdoor pool awaits at this rural Italian resort, where massages and hiking trails beckon.
NT$5,481
NT$6,082 total
includes taxes & fees
Nov 3 - Nov 4
Cortona Resort Spa
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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 pool area with lounge chairs, a hot tub, and a view of mountains.
A spacious lobby with a high ceiling, a grand chandelier, and a staircase leading to an upper level.
A narrow hallway with a stone wall and a clock.

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa
Cortona Old Town
NT$8,559
NT$9,701 total
includes taxes & fees
Oct 25 - Oct 26
Monastero di Cortona Hotel & Spa
A rustic outdoor dining area with stone walls, a table, and wicker chairs.
A bedroom with a large bed, wooden ceiling beams, a window with a view of greenery, and a small table with a bowl.
A swimming pool with lounge chairs and umbrellas, surrounded by a brick pathway and greenery.
A stone building with a large arched doorway, surrounded by greenery and a hillside in the background.

Relais Villa Baldelli

Relais Villa Baldelli
Cortona
NT$3,739
NT$4,399 total
includes taxes & fees
Oct 13 - Oct 14
Relais Villa Baldelli
A stone building with outdoor seating and a fountain.
A stone building with a tiled roof, a small window, and a metal fence.
A bedroom with a bed, a dining table, and a TV. There is a balcony with a view of greenery.
A rectangular swimming pool with clear blue water, surrounded by white lounge chairs and umbrellas, set against a backdrop of trees and a clear sky.

Villa Borgo San Pietro

Villa Borgo San Pietro
Cortona
NT$3,482
NT$4,116 total
includes taxes & fees
Oct 17 - Oct 18
Villa Borgo San Pietro
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.
A person seated at a table with a glass of white wine, in a room with tables and chairs, and a plant in the background.
A bedside table with a vase of flowers, a book, and a drawer.

Locanda agli Amici

Locanda agli Amici
Cortona
NT$3,112
NT$3,709 total
includes taxes & fees
Oct 13 - Oct 14
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
NT$2,447
NT$2,978 total
includes taxes & fees
Oct 27 - Oct 28
Locanda del Molino
A tranquil sunset over a calm body of water with a gazebo structure in the foreground.
A building with a rustic facade, a door with shutters, and a small outdoor seating area under a vine-covered archway.
A cozy bedroom with a large bed, two armchairs, a small table with a teapot, and a window with a view of trees.
A large building with a tiled roof, surrounded by grapevines and a hay bale in a field.

Cortona Resort - Le Terre Dei Cavalieri

Cortona Resort - Le Terre Dei Cavalieri
Cortona
NT$4,767
NT$5,422 total
includes taxes & fees
Oct 12 - Oct 13
Cortona Resort - Le Terre Dei Cavalieri
Two people seated at a round table outdoors, with a candle and food on the table, and a large tree in the background.
A two-story building with a stone staircase leading to a door, a scooter parked in front, and a garden with potted plants.
A spacious hallway with wooden flooring, a wooden cabinet with a mirror, and two candle lanterns.
A bedroom with a bed, a chair, a table with a candle, and a wardrobe.

Cortona Resort Spa

Cortona Resort Spa
Cortona
NT$5,481
NT$6,082 total
includes taxes & fees
Nov 3 - Nov 4
Cortona Resort Spa
A large, rectangular swimming pool surrounded by a well-maintained lawn, with a house and garden in the background.
A sauna, a glass-enclosed shower, and a bathtub with a modern design.
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
NT$6,180
NT$6,941 total
includes taxes & fees
Oct 25 - Oct 26
Casa Bellavista
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 person in a swimming pool with a view of trees and mountains through a window.
A stone building with a red awning, potted plants, and a staircase leading to the entrance.

Il Falconiere - Relais e Chateaux

Il Falconiere - Relais e Chateaux
Cortona
NT$12,244
NT$13,612 total
includes taxes & fees
Nov 2 - Nov 3
Il Falconiere - Relais e Chateaux
A grand banquet hall with ornate ceiling, long tables set for a formal event, and elaborate floral centerpieces.
A historic stone building with arched doorways and a courtyard at twilight.
A long banquet table with gold candelabras, white flowers, and gold tableware.
A modern bathroom with a large freestanding bathtub, a glass shower enclosure, and ornate mirrors.

Relais La Corte dei Papi

Relais La Corte dei Papi
Cortona
NT$10,942
NT$12,180 total
includes taxes & fees
Nov 9 - Nov 10
Relais La Corte dei Papi
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
"Stunning property; a real representation of Tuscany with the long driveway of tall trees; staff was amazing; food was excellent; gardens, picturesque! We would highly recommend! Overall amazing !!!"
lynda 3-night trip
Posted 6 days ago
Villa di Piazzano - Small Luxury Hotel of the World
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 11 days 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 13 days ago
Villa Borgo San Pietro
Relais Villa Baldelli

Relais Villa Baldelli

10/10 Excellent
"Such a stunning Tuscany setting"
ralph 2-night trip
Posted 2 weeks ago
Relais Villa Baldelli
Locanda del Molino

Locanda del Molino

10/10 Excellent
"Best sleep I’ve ever had Amazing staff Cutest inn"
Rochelle 3-night trip
Posted 1 month 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 10 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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