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

Cortona Hotels with Swimming Pool

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Check availability on Cortona Hotels with Swimming Pools

Tonight
14 Oct - 15 Oct
Tomorrow
15 Oct - 16 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 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 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 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.
RM1,079
RM1,223 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 rustic outdoor dining area with stone walls, a table, and wicker chairs.
A stone pathway leading through an arched stone structure, surrounded by greenery and a lamp post.
A stone building with a large arched doorway, surrounded by greenery and a hillside in the background.

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.
RM476
RM561 total
includes taxes & fees
15 Oct - 16 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 outdoor seating and a fountain.
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.

3. Villa Borgo San Pietro

Villa Borgo San Pietro
Cortona
  • Immerse in a seasonal poolside paradise with loungers, umbrellas, and fitness amenities.
RM481
RM565 total
includes taxes & fees
17 Oct - 18 Oct
Villa Borgo San Pietro
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 hallway with a checkered floor, arched windows, and a chandelier.
A large estate with a swimming pool, surrounded by lush greenery and hills.

4. 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.
RM2,582
RM2,876 total
includes taxes & fees
15 Oct - 16 Oct
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 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 gazebo with a glass enclosure, surrounded by potted plants and wicker furniture, overlooking a scenic landscape.

5. 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.
RM1,567
RM1,742 total
includes taxes & fees
2 Nov - 3 Nov
Il Falconiere - Relais e Chateaux
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 large building with a tiled roof, surrounded by grapevines and a hay bale in a field.
An aerial view of a rural property with multiple buildings, a swimming pool, and surrounding agricultural fields.

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.
RM607
RM691 total
includes taxes & fees
15 Oct - 16 Oct
Cortona Resort - Le Terre Dei Cavalieri
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 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.

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.
RM397
RM473 total
includes taxes & fees
23 Oct - 24 Oct
Locanda agli Amici
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.
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.

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.
RM320
RM388 total
includes taxes & fees
28 Oct - 29 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 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.

9. Relais La Corte dei Papi

Relais La Corte dei Papi
Cortona
  • Luxurious Tuscan retreat offers poolside bliss with mountain views and spa treatments.
RM1,394
RM1,552 total
includes taxes & fees
9 Nov - 10 Nov
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 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.
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.
RM659
RM739 total
includes taxes & fees
17 Oct - 18 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 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 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
RM1,079
RM1,223 total
includes taxes & fees
25 Oct - 26 Oct
Monastero di Cortona Hotel & Spa
A rustic outdoor dining area with stone walls, a table, and wicker chairs.
A stone building with a large arched doorway, surrounded by greenery and a hillside in the background.
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.

Relais Villa Baldelli

Relais Villa Baldelli
Cortona
RM476
RM561 total
includes taxes & fees
15 Oct - 16 Oct
Relais Villa Baldelli
A stone building with outdoor seating and a fountain.
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 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
RM481
RM565 total
includes taxes & fees
17 Oct - 18 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 poolside area with lounge chairs and umbrellas, overlooking a scenic landscape.
A bedside table with a vase of flowers, a book, and a drawer.

Locanda agli Amici

Locanda agli Amici
Cortona
RM397
RM473 total
includes taxes & fees
23 Oct - 24 Oct
Locanda agli Amici
A stone building with a rustic charm, featuring a welcoming entrance and a small outdoor seating area.
A cozy living room with a fireplace, a sofa, a dining table, and various decorative items.
A swimming pool with a stone wall and potted plants, surrounded by greenery and a clear sky.
A bedroom with a bed, a table with lemons, a window with curtains, and a radiator.

Locanda del Molino

Locanda del Molino
Cortona
RM320
RM388 total
includes taxes & fees
28 Oct - 29 Oct
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 large building with a tiled roof, surrounded by grapevines and a hay bale in a field.
An aerial view of a rural property with multiple buildings, a swimming pool, and surrounding agricultural fields.

Cortona Resort - Le Terre Dei Cavalieri

Cortona Resort - Le Terre Dei Cavalieri
Cortona
RM607
RM691 total
includes taxes & fees
15 Oct - 16 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 two-story building with a stone staircase leading to a door, a scooter parked in front, and a garden with potted plants.
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
RM659
RM739 total
includes taxes & fees
17 Oct - 18 Oct
Cortona Resort Spa
A large, rectangular swimming pool surrounded by a well-maintained lawn, with a house and garden in the background.
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.
A traditional villa with a garden, outdoor seating, and a clear blue sky.

Casa Bellavista

Casa Bellavista
Cortona
RM787
RM884 total
includes taxes & fees
27 Oct - 28 Oct
Casa Bellavista
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 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
RM1,567
RM1,742 total
includes taxes & fees
2 Nov - 3 Nov
Il Falconiere - Relais e Chateaux
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 historic stone building with arched doorways and a courtyard at twilight.
A large pool with a curved edge, surrounded by a courtyard with a building featuring arched windows and columns.

Relais La Corte dei Papi

Relais La Corte dei Papi
Cortona
RM1,394
RM1,552 total
includes taxes & fees
9 Nov - 10 Nov
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 9 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 2 weeks 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 2 weeks ago
Villa Borgo San Pietro
Relais Villa Baldelli

Relais Villa Baldelli

10/10 Excellent
"Such a stunning Tuscany setting"
ralph 2-night trip
Posted 3 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 taking it easy by the pool is your idea of a great getaway, you may want to look at 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 kick back and relax poolside at one of the accommodation options in Cortona that guests like for their pools.
What are some accommodation options 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 can I expect to 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, visit 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're planning to visit Cortona in the hottest months of August, July or June, when the average temp is 22Β°C. Accommodation 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 6Β°C.
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 explore the surrounding area, hop aboard a train at Camucia-Cortona Station or Terontola-Cortona Station. Cortona might not have very many public transport choices, so consider a car rental to maximise your time.

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