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

Cortona Hotel Guide - Hotels with Pool in Cortona, Tuscany

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Check availability on Cortona Hotels with Pool

Tonight
23 Sept - 24 Sept
Tomorrow
24 Sept - 25 Sept
This weekend
25 Sept - 27 Sept
Next weekend
2 Oct - 4 Oct

Our top choices for Cortona hotels with a pool

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.

1. Locanda agli Amici

Locanda agli Amici
Cortona
  • Discover seasonal poolside bliss with rooftop views, sun loungers, and umbrellas at this upscale family-friendly retreat.
€104
includes taxes & fees
7 Oct - 8 Oct
Locanda agli Amici
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.
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.
€132
includes taxes & fees
6 Oct - 7 Oct
Relais Villa Baldelli
A pool area with lounge chairs, a hot tub, and a view of 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.
A terrace with sun loungers, stone walls, and potted plants.

3. 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.
€353
includes taxes & fees
11 Oct - 12 Oct
Monastero di Cortona Hotel & Spa
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.
€121
includes taxes & fees
4 Oct - 5 Oct
Villa Borgo San Pietro
A swimming pool with a green-lit edge, a glass-enclosed structure in the background, and a bench near the pool.
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.
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.

5. Cortona Resort Spa

Cortona Resort Spa
Cortona
  • Serene seasonal outdoor pool awaits at this rural Italian resort, where massages and hiking trails beckon.
€151
includes taxes & fees
24 Sept - 25 Sept
Cortona Resort Spa
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 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.

6. 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.
€90
includes taxes & fees
1 Oct - 2 Oct
Locanda del Molino
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.
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.

7. 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.
€433
includes taxes & fees
22 Oct - 23 Oct
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.
A cozy bedroom with a large bed, two armchairs, a small table with a teapot, and a window with a view of trees.

8. 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.
€144
includes taxes & fees
24 Sept - 25 Sept
Cortona Resort - Le Terre Dei Cavalieri
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 kitchen with stone walls, a gas stove, and a wooden shelf with wine bottles.
A stone building with a wooden balcony, outdoor seating, and potted plants.

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.
€76
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 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 traditional villa with a garden, outdoor seating, and a clear blue sky.

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.
€194
includes taxes & fees
5 Oct - 6 Oct
Casa Bellavista
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 rustic outdoor dining area with stone walls, a table, and wicker chairs.
A bedroom with a large bed, wooden ceiling beams, a window with a view of greenery, and a small table with a bowl.
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
€132
includes taxes & fees
6 Oct - 7 Oct
Relais Villa Baldelli
A terrace with sun loungers, stone walls, and potted plants.
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.
A pool area with lounge chairs, a hot tub, and a view of mountains.

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa
Cortona Old Town
€353
includes taxes & fees
11 Oct - 12 Oct
Monastero di Cortona Hotel & Spa
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
€121
includes taxes & fees
4 Oct - 5 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
€104
includes taxes & fees
7 Oct - 8 Oct
Locanda agli Amici
Two people seated at a round table outdoors, with a candle and food on the table, and a large tree in the background.
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 swimming pool with a green-lit edge, a glass-enclosed structure in the background, and a bench near the pool.

Cortona Resort Spa

Cortona Resort Spa
Cortona
€151
includes taxes & fees
24 Sept - 25 Sept
Cortona Resort Spa
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 stone building with green shutters, a cobblestone courtyard, and a signboard.

Locanda del Molino

Locanda del Molino
Cortona
€90
includes taxes & fees
1 Oct - 2 Oct
Locanda del Molino
A gazebo with a glass enclosure, surrounded by potted plants and wicker furniture, overlooking a scenic landscape.
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.
A spacious, well-lit restaurant with large windows, wooden tables, and potted plants.

Il Falconiere - Relais e Chateaux

Il Falconiere - Relais e Chateaux
Cortona
€433
includes taxes & fees
22 Oct - 23 Oct
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.
A cozy bedroom with a large bed, two armchairs, a small table with a teapot, and a window with a view of trees.

Cortona Resort - Le Terre Dei Cavalieri

Cortona Resort - Le Terre Dei Cavalieri
Cortona
€144
includes taxes & fees
24 Sept - 25 Sept
Cortona Resort - Le Terre Dei Cavalieri
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 traditional villa with a garden, outdoor seating, and a clear blue sky.

Casa Bellavista

Casa Bellavista
Cortona
€194
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 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.

Relais La Corte dei Papi

Relais La Corte dei Papi
Cortona
€375
includes taxes & fees
30 Sept - 1 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.
View all properties

Top Cortona Hotel Reviews

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 3 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 3 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 5 days ago
Il Falconiere - Relais e Chateaux
Relais Villa Baldelli

Relais Villa Baldelli

10/10 Excellent
"Beautiful setting, extremely friendly staff, good food. Would definitely stay here again!"
cole 2-night trip
Posted 10 days ago
Relais Villa Baldelli
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. 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 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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