Hotels with a Pool in Cortona

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Hotels with a Pool in Cortona

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 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.

Monastero di Cortona Hotel & Spa

Cortona Old Town

Indoor pool
Hot tub

$304

$344 total

includes taxes & fees

Aug 30 - Aug 31

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 building with a large arched doorway, surrounded by greenery and a hillside in the background.

A rustic outdoor dining area with stone walls, a table, and wicker chairs.

Relais Villa Baldelli

Cortona

Poolside bar
Pool loungers

$141

$165 total

includes taxes & fees

Sep 20 - Sep 21

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 outdoor seating and a fountain.

A stone building with a tiled roof, a small window, and a metal fence.

Villa Borgo San Pietro

Cortona

Pool loungers

$137

$160 total

includes taxes & fees

Aug 30 - Aug 31

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 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

Cortona

Pool loungers

$130

$153 total

includes taxes & fees

Aug 30 - Aug 31

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 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

Cortona

Outdoor pool
Poolside bar
Pool loungers

$103

$123 total

includes taxes & fees

Sep 10 - Sep 11

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 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.

Cortona Resort Spa

Cortona

Outdoor pool
Hot tub

$160

$179 total

includes taxes & fees

Sep 1 - Sep 2

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 large building with a tiled roof, surrounded by grapevines and a hay bale in a field.

Cortona Resort - Le Terre Dei Cavalieri

Cortona

Outdoor pool
Poolside bar
Pool loungers

$159

$181 total

includes taxes & fees

Sep 3 - Sep 4

A person in a swimming pool with a view of trees and mountains through a window.

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.

A spacious, well-lit restaurant with large windows, wooden tables, and potted plants.

Il Falconiere - Relais e Chateaux

Cortona

2 outdoor pools
Poolside bar
Pool loungers
Hot tub

$544

$608 total

includes taxes & fees

Aug 26 - Aug 27

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 historic stone building with arched doorways and a courtyard at twilight.

A spacious bathroom with a large wooden bathtub, a freestanding mirror, and a glass-enclosed shower.

Relais La Corte dei Papi

Cortona

Outdoor pool
Poolside bar
Pool loungers
Full-service spa

$406

$456 total

includes taxes & fees

Sep 20 - Sep 21

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 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.

Casa Bellavista

Cortona

Pool loungers
Hot tub

$237

$265 total

includes taxes & fees

Aug 26 - Aug 27

A rectangular swimming pool with clear blue water, surrounded by a paved deck and a gazebo.

A rustic dining area with a brick fireplace, wooden table, and chairs.

A bedroom with a wooden ceiling, a chandelier, a bed, a dresser, and a chair.

A formal dining room with a large table, chairs, and a chandelier.

Agriturismo Villa Augusto

Cortona

Pool loungers

$170

$193 total

includes taxes & fees

Aug 22 - Aug 23

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.

Villa di Piazzano - Small Luxury Hotel of the World

Cortona

Outdoor pool
Poolside bar
Pool loungers

$646

$720 total

includes taxes & fees

Aug 29 - Aug 30

A stone building with a pool and outdoor seating area, surrounded by trees and a view of the countryside.

A dining table set for two with a view of a sunset over a landscape.

A stone building with a courtyard, outdoor seating, and a view of the landscape.

A wine cellar with wooden barrels, shelves of wine bottles, and a brick archway.

Villa Schiatti

Castiglion Fiorentino

Poolside bar
Pool loungers
3 hot tubs

$153

$173 total

includes taxes & fees

Aug 26 - Aug 27

A nighttime swimming pool area with lounge chairs and umbrellas, surrounded by stone buildings and trees.

Villa Paradiso with a stone wall entrance, a metal gate, and a signboard.

A restaurant with wooden beams, large windows with white curtains, and multiple seating areas.

A spacious room with stone walls, wooden beams, and tiled flooring. There are several chairs and a table, along with potted plants.

Hotel Villa Paradiso

Passignano sul Trasimeno

Outdoor pool
Pool loungers
Near the beach

$84

$97 total

includes taxes & fees

Sep 20 - Sep 21

A swimming pool with a palm tree, a lounge chair, and a clear blue sky.

A bedroom with a bed, a nightstand, a wall-mounted shelf, and a wall mural of a lake.

Two individuals standing on a balcony overlooking a scenic landscape with trees and a distant view of the water.

A modern bathroom with a white sink, wooden vanity, and a glass shower enclosure.

Hotel La Darsena

Passignano sul Trasimeno

Pool loungers
Near the beach

$85

$97 total

includes taxes & fees

Aug 30 - Aug 31

A rectangular swimming pool with a well-maintained lawn and lounge chairs around it.

A brick building with a sign reading "SVETONI Wine Resort" at its entrance.

A room with a large window, a chair, a small table, and a mirror.

A courtyard with a central water feature, stone walls, and seating areas.

Villa Svetoni Wine Resort

Montepulciano

Poolside bar
Children's pool
Full-service spa

$217

$243 total

includes taxes & fees

Sep 1 - Sep 2

A pool surrounded by neatly trimmed hedges and a row of sun loungers.

A playground with a slide and swings, surrounded by lush greenery and flowering plants.

A courtyard with a brick building, surrounded by well-maintained lawns and potted plants.

A restaurant with round tables set for dining, large windows with curtains, and a view of the countryside.

Borgo Tre Rose

Montepulciano

Outdoor pool
Pool loungers

$165

$186 total

includes taxes & fees

Sep 1 - Sep 2

An aerial view of a rectangular swimming pool with a surrounding tiled deck, surrounded by grassy areas and trees.

A well-maintained garden with tall cypress trees, a lawn, and a building with a tiled roof.

A historic building with a courtyard, surrounded by lush greenery and trees.

A bedroom with a bed, bedside lamps, a window, and a rustic wooden ceiling.

Equo Suites

Castiglione del Lago

Pool umbrellas

$170

$191 total

includes taxes & fees

Aug 31 - Sep 1

An indoor swimming pool with a central circular platform, large columns, and a stone wall.

A multi-story hotel with a well-lit facade, a parking area with several cars, and a sign indicating the hotel's name.

A modern hotel lobby with a stone wall, a seating area, and a glass partition.

A hotel room with a bed, a desk, a chair, and a view of the outdoors.

Albergo San Biagio

Montepulciano

Indoor pool
Pool loungers
Full-service spa

$62

$73 total

includes taxes & fees

Sep 21 - Sep 22

A landscaped garden with a swimming pool, neatly trimmed hedges, and outdoor seating areas.

A restaurant with glass walls, tables set with white tablecloths, and chairs.

A building with arched windows and a well-maintained garden with trimmed bushes and a large flower pot.

A long dining table set with plates, glasses, and floral centerpieces, surrounded by chairs.

La Cantina Relais - Fattoria Il Cipresso

Arezzo

Outdoor pool
Pool loungers

$155

$177 total

includes taxes & fees

Sep 7 - Sep 8

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Discover your perfect hotel with a pool in Cortona

Breakfast included

4 stars

5 stars

Spa

Hot tub

Hotels with pools and free breakfast in Cortona

A stone pathway leading through an arched stone structure, surrounded by greenery and a lamp post.

Relais Villa Baldelli

Cortona

$141

$165 total

includes taxes & fees

Sep 20 - Sep 21

A stone building with a rustic exterior, a wooden door, and a sign that reads "MOLINO".

Locanda del Molino

Cortona

$103

$123 total

includes taxes & fees

Sep 10 - Sep 11

A stone building with multiple windows and a courtyard.

Villa Borgo San Pietro

Cortona

$137

$160 total

includes taxes & fees

Aug 30 - Aug 31

A person in a white robe standing by a window with a view of mountains.

Locanda agli Amici

Cortona

$130

$153 total

includes taxes & fees

Aug 30 - Aug 31

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

Cortona Old Town

$304

$344 total

includes taxes & fees

Aug 30 - Aug 31

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.

Cortona Resort Spa

Cortona

$160

$179 total

includes taxes & fees

Sep 1 - Sep 2

Cortona Resort - Le Terre Dei Cavalieri

Cortona

$159

$181 total

includes taxes & fees

Sep 3 - Sep 4

Casa Bellavista

Cortona

$237

$265 total

includes taxes & fees

Aug 26 - Aug 27

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.

Il Falconiere - Relais e Chateaux

Cortona

$544

$608 total

includes taxes & fees

Aug 26 - Aug 27

A grand banquet hall with ornate ceiling, long tables set for a formal event, and elaborate floral centerpieces.

A modern bathroom with a large freestanding bathtub, a glass shower enclosure, and ornate mirrors.

Relais La Corte dei Papi

Cortona

$406

$456 total

includes taxes & fees

Sep 20 - Sep 21

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 neighborhoods in Cortona

Cortona Old Town

A historic town with medieval architecture, including a prominent tower and a church with a bell tower.

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

A historic European town square with stone buildings, green shutters, and outdoor seating areas.

A street with a shop selling jewelry and a signboard.

A historic stone building with a bell tower, surrounded by lush greenery and olive trees.

Cortona Old Town

The Cortona Old Town neighborhood has lots to see including Piazza della Repubblica and Giuseppe Garibaldi Memorial.

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Top landmarks in Cortona

Villa Bramasole

9.2/10 (20 reviews)

If you're planning a bit of sightseeing during your trip, head to Villa Bramasole— just one of the landmarks located 0.6 mi (1 km) from central Cortona.

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Cortona Cathedral

9.4/10 (77 reviews)

Cortona Old Town is home to Cortona Cathedral, so why not stop by during your stay in Cortona.

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Piazza della Repubblica

9.4/10 (95 reviews)

Piazza della Repubblica is worth passing through for a few pics when in Cortona Old Town.

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Santa Maria Nuova

8.8/10 (5 reviews)

If you're planning a bit of sightseeing during your trip, head to Santa Maria Nuova— just one of the landmarks located 0.4 mi (0.6 km) from central Cortona.

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Santa Margherita Basilica

9.2/10 (30 reviews)

If you're interested in local churches head to Cortona Old Town— home to Santa Margherita Basilica.

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Fortress of Girifalco

8.8/10 (25 reviews)

If you're planning a bit of sightseeing head to Fortress of Girifalco— just one of the monuments in Cortona Old Town.

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Eremo Le Celle

9.4/10 (12 reviews)

If seeing the sights is on your list of things to do, head to Eremo Le Celle— just one of the landmarks located 1.5 mi (2.4 km) from central Cortona.

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Signorelli Theatre

9.2/10 (14 reviews)

If you want to see a show while you're in town, try and grab some tickets at Signorelli Theatre in Cortona Old Town. If you want to experience more of the culture Cortona has to offer, head to Piazza della Repubblica, Cortona Cathedral, and Santa Maria Nuova.

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