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

Search Hotels with Pool in Cortona

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Cortona Hotels with Pool

Tonight
1 Oct - 2 Oct
Tomorrow
2 Oct - 3 Oct
This weekend
2 Oct - 4 Oct
Next weekend
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 terrace with sun loungers, stone walls, and potted plants.
A spacious room with a large window, a view of a landscape painting, and a desk with a vase of flowers.
A historic town with traditional architecture, a central courtyard with a swimming pool, and a view of distant mountains.

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.
Rp4.510.170
Rp5.123.381 total
includes taxes & fees
25 Oct - 26 Oct
Monastero di Cortona Hotel & Spa
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 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.

2. 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.
Rp7.240.650
Rp8.126.909 total
includes taxes & fees
27 Oct - 28 Oct
Il Falconiere - Relais e Chateaux
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 stone building with a large arched doorway, surrounded by greenery and a hillside in the background.

3. 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.
Rp2.284.164
Rp2.674.774 total
includes taxes & fees
8 Oct - 9 Oct
Relais Villa Baldelli
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 buffet with various food items, a vase of flowers, and a mirror reflecting the room.
A hallway with a checkered floor, arched windows, and a chandelier.

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.
Rp11.440.055
Rp12.746.255 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 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 stone building with multiple windows and a courtyard.

5. Villa Borgo San Pietro

Villa Borgo San Pietro
Cortona
  • Immerse in a seasonal poolside paradise with loungers, umbrellas, and fitness amenities.
Rp2.084.160
Rp2.455.669 total
includes taxes & fees
12 Oct - 13 Oct
Villa Borgo San Pietro
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.
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.
Rp2.868.932
Rp3.257.196 total
includes taxes & fees
5 Oct - 6 Oct
Cortona Resort - Le Terre Dei Cavalieri
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 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.

7. Relais La Corte dei Papi

Relais La Corte dei Papi
Cortona
  • Luxurious Tuscan retreat offers poolside bliss with mountain views and spa treatments.
Rp6.321.181
Rp7.116.392 total
includes taxes & fees
26 Oct - 27 Oct
Relais La Corte dei Papi
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.
A person in a white robe standing by a window with a view of mountains.

8. Locanda agli Amici

Locanda agli Amici
Cortona
  • Discover seasonal poolside bliss with rooftop views, sun loungers, and umbrellas at this upscale family-friendly retreat.
Rp1.786.658
Rp2.128.417 total
includes taxes & fees
6 Oct - 7 Oct
Locanda agli Amici
A swimming pool with a green-lit edge, a glass-enclosed structure in the background, and a bench near the pool.
A bedroom with a bed, a chair, a table with a candle, and a wardrobe.
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.

9. Cortona Resort Spa

Cortona Resort Spa
Cortona
  • Serene seasonal outdoor pool awaits at this rural Italian resort, where massages and hiking trails beckon.
Rp3.033.564
Rp3.398.080 total
includes taxes & fees
4 Oct - 5 Oct
Cortona Resort Spa
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.
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.

10. 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.
Rp1.387.539
Rp1.688.487 total
includes taxes & fees
27 Oct - 28 Oct
Locanda del Molino
View all properties

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 narrow hallway with a stone wall and a clock.
A spacious lobby with a high ceiling, a grand chandelier, and a staircase leading to an upper level.

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa
Cortona Old Town
Rp4.510.170
Rp5.123.381 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 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.

Relais Villa Baldelli

Relais Villa Baldelli
Cortona
Rp2.284.164
Rp2.674.774 total
includes taxes & fees
8 Oct - 9 Oct
Relais Villa Baldelli
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.
A poolside area with lounge chairs and umbrellas, overlooking a scenic landscape.

Locanda agli Amici

Locanda agli Amici
Cortona
Rp1.786.658
Rp2.128.417 total
includes taxes & fees
6 Oct - 7 Oct
Locanda agli Amici
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 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
Rp6.321.181
Rp7.116.392 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 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.
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
Rp7.240.650
Rp8.126.909 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 bedroom with a bed, a table with lemons, a window with curtains, and a radiator.
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
Rp1.387.539
Rp1.688.487 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.
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
Rp2.868.932
Rp3.257.196 total
includes taxes & fees
5 Oct - 6 Oct
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 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.

Villa Borgo San Pietro

Villa Borgo San Pietro
Cortona
Rp2.084.160
Rp2.455.669 total
includes taxes & fees
12 Oct - 13 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 buffet with various food items, a vase of flowers, and a mirror reflecting the room.
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
Rp11.440.055
Rp12.746.255 total
includes taxes & fees
15 Oct - 16 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 traditional villa with a garden, outdoor seating, and a clear blue sky.
A sauna, a glass-enclosed shower, and a bathtub with a modern design.
A house with a tiled roof, surrounded by a well-maintained garden and trees.

Casa Bellavista

Casa Bellavista
Cortona
Rp3.503.583
Rp3.935.018 total
includes taxes & fees
28 Oct - 29 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.
View all properties

Top Cortona Hotel Reviews

Il Falconiere - Relais e Chateaux

Il Falconiere - Relais e Chateaux

10/10 Excellent
"There is nothing to fault here, it’s a perfect hotel. Staff are brilliant, and the buildings and grounds are really well looked after. Breakfast and lunch are ideal too."
James 4-night trip
Posted 12 hours ago
Il Falconiere - Relais e Chateaux
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 15 hours 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 3 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 5 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 11 days ago
Villa di Piazzano - Small Luxury Hotel of the World
Locanda del Molino

Locanda del Molino

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

Explore a world of travel with Expedia