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

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Check availability on Cortona Hotels with a Pool

Tonight
4 Oct - 5 Oct
Tomorrow
5 Oct - 6 Oct
Next weekend
9 Oct - 11 Oct
In two weeks
16 Oct - 18 Oct

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 spacious room with a large window, a view of a landscape painting, and a desk with a vase of flowers.
A balcony with a pool view, a small table, and a chair.

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.
AED 920
AED 1,045 total
includes taxes & fees
25 Oct - 26 Oct
Monastero di Cortona Hotel & Spa
A swimming pool with lounge chairs and umbrellas, surrounded by a brick pathway and greenery.
A stone pathway leading through an arched stone structure, surrounded by greenery and a lamp post.
A bedroom with a large bed, wooden ceiling beams, a window with a view of greenery, and a small table with a bowl.
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.
AED 445
AED 523 total
includes taxes & fees
7 Oct - 8 Oct
Relais Villa Baldelli
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 stone building with a tiled roof, a small window, and a metal fence.
A stone building with outdoor seating and a fountain.

3. Villa Borgo San Pietro

Villa Borgo San Pietro
Cortona
  • Immerse in a seasonal poolside paradise with loungers, umbrellas, and fitness amenities.
AED 423
AED 498 total
includes taxes & fees
11 Oct - 12 Oct
Villa Borgo San Pietro
A person in a swimming pool with a view of trees and mountains through a window.
A spacious, well-lit restaurant with large windows, wooden tables, and potted plants.
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.

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.
AED 1,316
AED 1,465 total
includes taxes & fees
3 Nov - 4 Nov
Il Falconiere - Relais e Chateaux
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.

5. 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.
AED 2,333
AED 2,599 total
includes taxes & fees
12 Oct - 13 Oct
Villa di Piazzano - Small Luxury Hotel of the World
A poolside area with lounge chairs and umbrellas, overlooking a scenic landscape.
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 couple dining at a table with a scenic view of mountains and a lake.
A bedside table with a vase of flowers, a book, and a drawer.

6. Locanda agli Amici

Locanda agli Amici
Cortona
  • Discover seasonal poolside bliss with rooftop views, sun loungers, and umbrellas at this upscale family-friendly retreat.
AED 336
AED 402 total
includes taxes & fees
5 Oct - 6 Oct
Locanda agli Amici
A tranquil sunset over a calm body of water with a gazebo structure in the foreground.
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.
A building with a rustic facade, a door with shutters, and a small outdoor seating area under a vine-covered archway.

7. 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.
AED 551
AED 627 total
includes taxes & fees
5 Oct - 6 Oct
Cortona Resort - Le Terre Dei Cavalieri
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 bedroom with a bed, a table with lemons, a window with curtains, and a radiator.
A cozy living room with a fireplace, a sofa, a dining table, and various decorative items.

8. 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.
AED 283
AED 344 total
includes taxes & fees
27 Oct - 28 Oct
Locanda del Molino
A large pool with a curved edge, surrounded by a courtyard with a building featuring arched windows and columns.
A long banquet table with gold candelabras, white flowers, and gold tableware.
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.

9. Relais La Corte dei Papi

Relais La Corte dei Papi
Cortona
  • Luxurious Tuscan retreat offers poolside bliss with mountain views and spa treatments.
AED 1,282
AED 1,443 total
includes taxes & fees
27 Oct - 28 Oct
Relais La Corte dei Papi
A swimming pool with a green-lit edge, a glass-enclosed structure in the background, and a bench near the pool.
A bathroom with a stone wall, a large bathtub, and a glass-enclosed shower area.
A bedroom with a bed, a chair, a table with a candle, and a wardrobe.
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.

10. Cortona Resort Spa

Cortona Resort Spa
Cortona
  • Serene seasonal outdoor pool awaits at this rural Italian resort, where massages and hiking trails beckon.
AED 615
AED 689 total
includes taxes & fees
4 Oct - 5 Oct
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 stone building with outdoor seating and a fountain.
A stone building with a tiled roof, a small window, and a metal fence.
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.

Villa Borgo San Pietro

Villa Borgo San Pietro
Cortona
AED 423
AED 498 total
includes taxes & fees
11 Oct - 12 Oct
Villa Borgo San Pietro
A person in a white robe standing by a window with a view of mountains.
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 couple dining at a table with a scenic view of mountains and a lake.
A bedside table with a vase of flowers, a book, and a drawer.

Locanda agli Amici

Locanda agli Amici
Cortona
AED 336
AED 402 total
includes taxes & fees
5 Oct - 6 Oct
Locanda agli Amici
A rustic outdoor dining area with stone walls, a table, and wicker chairs.
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 building with a large arched doorway, surrounded by greenery and a hillside in the background.

Relais Villa Baldelli

Relais Villa Baldelli
Cortona
AED 445
AED 523 total
includes taxes & fees
7 Oct - 8 Oct
Relais Villa Baldelli
A terrace with sun loungers, stone walls, and potted plants.
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.
A historic town with traditional architecture, a central courtyard with a swimming pool, and a view of distant mountains.

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa
Cortona Old Town
AED 920
AED 1,045 total
includes taxes & fees
25 Oct - 26 Oct
Monastero di Cortona Hotel & Spa
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 bedroom with a bed, a table with lemons, a window with curtains, and a radiator.
A cozy living room with a fireplace, a sofa, a dining table, and various decorative items.

Locanda del Molino

Locanda del Molino
Cortona
AED 283
AED 344 total
includes taxes & fees
27 Oct - 28 Oct
Locanda del Molino
A tranquil sunset over a calm body of water with a gazebo structure in the foreground.
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.
A building with a rustic facade, a door with shutters, and a small outdoor seating area under a vine-covered archway.

Cortona Resort - Le Terre Dei Cavalieri

Cortona Resort - Le Terre Dei Cavalieri
Cortona
AED 551
AED 627 total
includes taxes & fees
5 Oct - 6 Oct
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 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.

Cortona Resort Spa

Cortona Resort Spa
Cortona
AED 615
AED 689 total
includes taxes & fees
4 Oct - 5 Oct
Cortona Resort Spa
A gazebo with a glass enclosure, surrounded by potted plants and wicker furniture, overlooking a scenic landscape.
A person standing at the entrance of a building with a stone staircase leading up to a door.
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
AED 1,316
AED 1,465 total
includes taxes & fees
3 Nov - 4 Nov
Il Falconiere - Relais e Chateaux
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 well-maintained lawn with a brick house and a flag, surrounded by trees and a clear sky.
A sauna, a glass-enclosed shower, and a bathtub with a modern design.

Casa Bellavista

Casa Bellavista
Cortona
AED 686
AED 771 total
includes taxes & fees
5 Oct - 6 Oct
Casa Bellavista
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 large pool with a curved edge, surrounded by a courtyard with a building featuring arched windows and columns.
A historic stone building with arched doorways and a courtyard at twilight.

Relais La Corte dei Papi

Relais La Corte dei Papi
Cortona
AED 1,282
AED 1,443 total
includes taxes & fees
27 Oct - 28 Oct
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.
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Top Cortona Hotel Reviews

Villa Borgo San Pietro

Villa Borgo San Pietro

10/10 Excellent
"Well done"
PIETRO 7-night trip
Posted 6 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 7 days ago
Relais Villa Baldelli
Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent
"Stunning little hotel with the most beautiful setting, gardens and pool. The room was exceptionally appointed clean. The best part of the stay was the restaurant. The best meals we had on our entire trip. Definitely recommend hiring e-bikes and riding up to Cortona!"
Beren 2-night trip
Posted 13 days ago
Villa di Piazzano - Small Luxury Hotel of the World
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. Agriturismo 'Cuiano La Loggetta' with Shared Pool, Garden and Wi-Fi: Offers complimentary wireless internet access, a communal pool, and kitchens. Locanda del Molino: Provides a snack bar/deli, a seasonal outdoor pool, and buffet. Traditional Tuscan manor in the countryside with private pool, BBQ, pizza oven: Offers sun loungers, a pool, and kitchens.
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.