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

Cortona Hotel with Pool

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Check availability on Cortona Hotel with Pool

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 historic town with traditional architecture, a central courtyard with a swimming pool, and a view of distant mountains.
A terrace with sun loungers, stone walls, and potted plants.
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.
HK$2,073
HK$2,350 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 building with a large arched doorway, surrounded by greenery and a hillside in the background.
A bedroom with a large bed, wooden ceiling beams, a window with a view of greenery, and a small table with a bowl.

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.
HK$916
HK$1,077 total
includes taxes & fees
15 Oct - 16 Oct
Relais Villa Baldelli
A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a stone building in the background.
A buffet with various food items, a vase of flowers, and a mirror reflecting the room.
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.

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.
HK$4,940
HK$5,504 total
includes taxes & fees
15 Oct - 16 Oct
Villa di Piazzano - Small Luxury Hotel of the World
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 bedroom with a bed, a dining table, and a TV. There is a balcony with a view of greenery.
A stone building with multiple windows and a courtyard.
A stone building with a tiled roof, a small window, and a metal fence.

4. Villa Borgo San Pietro

Villa Borgo San Pietro
Cortona
  • Immerse in a seasonal poolside paradise with loungers, umbrellas, and fitness amenities.
HK$928
HK$1,091 total
includes taxes & fees
17 Oct - 18 Oct
Villa Borgo San Pietro
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 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.

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.
HK$2,998
HK$3,333 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 cozy bedroom with a large bed, two armchairs, a small table with a teapot, and a window with a view of trees.
An aerial view of a rural property with multiple buildings, a swimming pool, and surrounding agricultural fields.
A building with a rustic facade, a door with shutters, and a small outdoor seating area under a vine-covered archway.

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.
HK$1,167
HK$1,328 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 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 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.
HK$765
HK$912 total
includes taxes & fees
23 Oct - 24 Oct
Locanda agli Amici
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 spacious bathroom with a large wooden bathtub, a freestanding mirror, and a glass-enclosed shower.
A historic stone building with arched doorways and a courtyard at twilight.

8. Relais La Corte dei Papi

Relais La Corte dei Papi
Cortona
  • Luxurious Tuscan retreat offers poolside bliss with mountain views and spa treatments.
HK$2,689
HK$2,993 total
includes taxes & fees
9 Nov - 10 Nov
Relais La Corte dei Papi
A swimming pool with a stone wall and potted plants, surrounded by greenery and a clear sky.
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.
A stone building with a rustic charm, featuring a welcoming entrance and a small outdoor seating area.

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.
HK$614
HK$746 total
includes taxes & fees
28 Oct - 29 Oct
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 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.
HK$1,271
HK$1,425 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 spacious lobby with a high ceiling, a grand chandelier, and a staircase leading to an upper level.
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.

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa
Cortona Old Town
HK$2,073
HK$2,350 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 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.

Relais Villa Baldelli

Relais Villa Baldelli
Cortona
HK$916
HK$1,077 total
includes taxes & fees
15 Oct - 16 Oct
Relais Villa Baldelli
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.
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
HK$928
HK$1,091 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 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 bedside table with a vase of flowers, a book, and a drawer.

Locanda agli Amici

Locanda agli Amici
Cortona
HK$765
HK$912 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 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.

Locanda del Molino

Locanda del Molino
Cortona
HK$614
HK$746 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 cozy bedroom with a large bed, two armchairs, a small table with a teapot, and a window with a view of trees.
An aerial view of a rural property with multiple buildings, a swimming pool, and surrounding agricultural fields.
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
HK$1,167
HK$1,328 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 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
HK$1,271
HK$1,425 total
includes taxes & fees
17 Oct - 18 Oct
Cortona Resort Spa
A view from a balcony with a brick wall, overlooking a rural landscape with fields and trees under a partly cloudy sky.
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 large, rectangular swimming pool surrounded by a well-maintained lawn, with a house and garden in the background.

Casa Bellavista

Casa Bellavista
Cortona
HK$1,513
HK$1,699 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 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
HK$2,998
HK$3,333 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 modern bathroom with a large freestanding bathtub, a glass shower enclosure, and ornate mirrors.
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
HK$2,689
HK$2,993 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
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

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. 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 sunloungers, a pool and kitchens.
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 22°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 6°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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