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

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Check availability on Cortona Hotels with Pool

Tonight
27 Sept - 28 Sept
Tomorrow
28 Sept - 29 Sept
Next weekend
2 Oct - 4 Oct
In two weeks
9 Oct - 11 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.
Rp4.486.709
Rp5.098.524 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 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 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.
Rp2.297.548
Rp2.690.447 total
includes taxes & fees
29 Sept - 30 Sept
Relais Villa Baldelli
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 person seated at a table with a glass of white wine, in a room with tables and chairs, and a plant in the background.

3. Locanda agli Amici

Locanda agli Amici
Cortona
  • Discover seasonal poolside bliss with rooftop views, sun loungers, and umbrellas at this upscale family-friendly retreat.
Rp1.787.216
Rp2.129.081 total
includes taxes & fees
29 Sept - 30 Sept
Locanda agli Amici
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 a tiled roof, a small window, and a metal fence.
A stone building with multiple windows and a courtyard.
A stone building with outdoor seating and a fountain.

4. Villa Borgo San Pietro

Villa Borgo San Pietro
Cortona
  • Immerse in a seasonal poolside paradise with loungers, umbrellas, and fitness amenities.
Rp2.087.314
Rp2.459.190 total
includes taxes & fees
5 Oct - 6 Oct
Villa Borgo San Pietro
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 bedroom with a bed, a table with lemons, a window with curtains, and a radiator.

5. 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.
Rp1.395.669
Rp1.698.380 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.
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.
Rp2.580.857
Rp2.940.907 total
includes taxes & fees
28 Sept - 29 Sept
Cortona Resort - Le Terre Dei Cavalieri
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 bathroom with a stone wall, a large bathtub, and a glass-enclosed shower area.
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.

7. Cortona Resort Spa

Cortona Resort Spa
Cortona
  • Serene seasonal outdoor pool awaits at this rural Italian resort, where massages and hiking trails beckon.
Rp2.745.738
Rp3.081.491 total
includes taxes & fees
30 Sept - 1 Oct
Cortona Resort Spa
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.

8. 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.
Rp7.583.409
Rp8.504.894 total
includes taxes & fees
27 Oct - 28 Oct
Il Falconiere - Relais e Chateaux
A swimming pool with lounge chairs and umbrellas, surrounded by greenery and trees.
A stone staircase leading to a wooden porch with potted plants.
A well-maintained garden with a wooden pergola, stone structures, and lush greenery.
A kitchen with stone walls, a gas stove, and a wooden shelf with wine bottles.

9. 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.
Rp1.167.961
Rp1.543.748 total
includes taxes & fees
4 Oct - 5 Oct
Country House Podere Casorbica
A large, rectangular swimming pool surrounded by a well-maintained lawn, with a house and garden in the background.
A bathtub filled with water, a window with curtains, a painting on the wall, and a shelf with decorative items.
A well-maintained lawn with a brick house and a flag, surrounded by trees and a clear sky.
A house with a tiled roof, surrounded by a well-maintained garden and trees.

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.
Rp3.524.111
Rp3.958.074 total
includes taxes & fees
18 Oct - 19 Oct
Casa Bellavista
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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
Rp4.486.709
Rp5.098.524 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 pathway leading through an arched stone structure, surrounded by greenery and a lamp post.
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
Rp2.297.548
Rp2.690.447 total
includes taxes & fees
29 Sept - 30 Sept
Relais Villa Baldelli
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 person seated at a table with a glass of white wine, in a room with tables and chairs, and a plant in the background.

Locanda agli Amici

Locanda agli Amici
Cortona
Rp1.787.216
Rp2.129.081 total
includes taxes & fees
29 Sept - 30 Sept
Locanda agli Amici
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 historic stone building with arched doorways and a courtyard at twilight.

Relais La Corte dei Papi

Relais La Corte dei Papi
Cortona
Rp6.323.154
Rp7.118.613 total
includes taxes & fees
26 Oct - 27 Oct
Relais La Corte dei Papi
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 person standing at the entrance of a building with a stone staircase leading up to a door.
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
Rp7.583.409
Rp8.504.894 total
includes taxes & fees
27 Oct - 28 Oct
Il Falconiere - Relais e Chateaux
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 bedroom with a bed, a table with lemons, a window with curtains, and a radiator.

Locanda del Molino

Locanda del Molino
Cortona
Rp1.395.669
Rp1.698.380 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.
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
Rp2.580.857
Rp2.940.907 total
includes taxes & fees
28 Sept - 29 Sept
Cortona Resort - Le Terre Dei Cavalieri
A stone building with outdoor seating and a fountain.
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 a tiled roof, a small window, and a metal fence.
A stone building with multiple windows and a courtyard.

Villa Borgo San Pietro

Villa Borgo San Pietro
Cortona
Rp2.087.314
Rp2.459.190 total
includes taxes & fees
5 Oct - 6 Oct
Villa Borgo San Pietro
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.
A large estate with a swimming pool, surrounded by lush greenery and hills.
A hallway with a checkered floor, arched windows, and a chandelier.

Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World
Cortona
Rp11.506.945
Rp12.820.865 total
includes taxes & fees
14 Oct - 15 Oct
Villa di Piazzano - Small Luxury Hotel of the World
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 well-maintained lawn with a brick house and a flag, surrounded by trees and a clear sky.
A house with a tiled roof, surrounded by a well-maintained garden and trees.

Casa Bellavista

Casa Bellavista
Cortona
Rp3.524.111
Rp3.958.074 total
includes taxes & fees
18 Oct - 19 Oct
Casa Bellavista
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

Relais Villa Baldelli

Relais Villa Baldelli

10/10 Excellent
"Such a stunning Tuscany setting"
ralph 2-night trip
Posted 16 hours ago
Relais Villa Baldelli
Villa Borgo San Pietro

Villa Borgo San Pietro

10/10 Excellent
"We had a beautiful 2 bedroom villa. The grounds were so beautiful and quiet. Perfect place in Tuscany. Very helpful staff. Alessandro went above and beyond to help us find a place to eat the first night"
Kanchana 3-night trip
Posted 6 days ago
Villa Borgo San Pietro
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 7 days ago
Villa di Piazzano - Small Luxury Hotel of the World
Il Falconiere - Relais e Chateaux

Il Falconiere - Relais e Chateaux

10/10 Excellent
"Amazing stay for our 25th anniversary. The property is breathtaking and every corner was like a Tuscan postcard! The room was beautiful, the pools were great and the food was exceptional. Would highly recommend and would go back in a second!"
Teri 2-night trip
Posted 9 days ago
Il Falconiere - Relais e Chateaux
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 weeks ago
Locanda del Molino
Cortona Resort - Le Terre Dei Cavalieri

Cortona Resort - Le Terre Dei Cavalieri

10/10 Excellent
"Beautiful, peaceful resort with helpful staff. Delicious, plentiful breakfast buffet on outside patio included with stay. If A/C is a deal-breaker for you, be aware that it was not very powerful (which is common in Italy, we’ve found) and we thought the room was quite warm and muggy during the summer. However, the staff was very helpful and provided us with a fan that helped a bit. Overall I highly recommend this property."
Colleen 4-night trip
Posted 1 month ago
Cortona Resort - Le Terre Dei Cavalieri
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 Santa Margherita Basilica.
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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