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

Find Hotels with a Pool in Cortona

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Check availability on Cortona Hotels with a Pool

Tonight
Oct 23 - Oct 24
Tomorrow
Oct 24 - Oct 25
This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

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 spacious room with a large window, a view of a landscape painting, and a desk with a vase of flowers.

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.
$248 nightly
$277 total
Nov 8 - Nov 9
Total with taxes and fees
Monastero di Cortona Hotel & Spa
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 large estate with a swimming pool, surrounded by lush greenery and hills.
A buffet with various food items, a vase of flowers, and a mirror reflecting the room.

2. 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.
$682 nightly
$759 total
Oct 26 - Oct 27
Total with taxes and fees
Villa di Piazzano - Small Luxury Hotel of the World
An aerial view of a large estate with multiple buildings, a swimming pool, and well-maintained gardens.
A spacious dining area with high ceilings and ornate ceiling decorations, featuring multiple tables set for dining.
A large estate with multiple buildings, a swimming pool, and expansive green fields.
A spacious interior with a high arched ceiling, large windows, and a central seating area with chairs and tables.

3. Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala
Montepulciano
  • Soak up the sun at this luxury retreat featuring both indoor and seasonal outdoor pools.
Precise Tale Poggio Alla Sala
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.
A gazebo with a glass enclosure, surrounded by potted plants and wicker furniture, overlooking a scenic landscape.

4. 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.
$354 nightly
$394 total
Nov 22 - Nov 23
Total with taxes and fees
Il Falconiere - Relais e Chateaux
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 stone building with a large arched doorway, surrounded by greenery and a hillside in the background.

5. 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.
Relais Villa Baldelli
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.

6. Villa Borgo San Pietro

Villa Borgo San Pietro
Cortona
  • Immerse in a seasonal poolside paradise with loungers, umbrellas, and fitness amenities.
Villa Borgo San Pietro
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.
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.

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.
$101 nightly
$116 total
Nov 8 - Nov 9
Total with taxes and fees
Locanda agli Amici
A swimming pool with lounge chairs and umbrellas, surrounded by buildings and trees.
A bathroom with a glass-enclosed shower, a white sink, and a mirror.
A room with large arched windows, brick walls, and wooden beams. There are two purple chairs and a small table.
A two-story building with a stone facade, arched windows, and a balcony.

8. Nuovo Etruria Resort

Nuovo Etruria Resort
Montepulciano
  • Dive into a refreshing Tuscan escape at this resort with a seasonal outdoor pool and garden views.
$102 nightly
$117 total
Oct 27 - Oct 28
Total with taxes and fees
Nuovo Etruria Resort
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 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 spacious hallway with wooden flooring, a wooden cabinet with a mirror, and two candle lanterns.

9. Cortona Resort Spa

Cortona Resort Spa
Cortona
  • Serene seasonal outdoor pool awaits at this rural Italian resort, where massages and hiking trails beckon.
$160 nightly
$178 total
Nov 23 - Nov 24
Total with taxes and fees
Cortona Resort Spa
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.
An outdoor dining area with tables covered in patterned tablecloths, surrounded by greenery.
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.
$79 nightly
$92 total
Nov 22 - Nov 23
Total with taxes and fees
Locanda del Molino
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Choose what matters most at hotels with a pool in Cortona

Breakfast included
5 stars
4 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 narrow hallway with a stone wall and a clock.

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa
Cortona Old Town
$248 nightly
$277 total
Nov 8 - Nov 9
Total with taxes and fees
Monastero di Cortona Hotel & Spa
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.
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.

Locanda agli Amici

Locanda agli Amici
Cortona
$101 nightly
$116 total
Nov 8 - Nov 9
Total with taxes and fees
Locanda agli Amici
A stone building with a rustic charm, featuring a welcoming entrance and a small outdoor seating area.
An outdoor dining area with tables covered in patterned tablecloths, surrounded by greenery.
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
$79 nightly
$92 total
Nov 22 - Nov 23
Total with taxes and fees
Locanda del Molino
A bedroom with a bed, a chair, a table with a candle, and a wardrobe.
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 two-story building with a stone staircase leading to a door, a scooter parked in front, and a garden with potted plants.

Cortona Resort Spa

Cortona Resort Spa
Cortona
$160 nightly
$178 total
Nov 23 - Nov 24
Total with taxes and fees
Cortona Resort Spa
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 person standing at the entrance of a building with a stone staircase leading up to a door.
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
$354 nightly
$394 total
Nov 22 - Nov 23
Total with taxes and fees
Il Falconiere - Relais e Chateaux
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 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.

Casa Bellavista

Casa Bellavista
Cortona
$180 nightly
$203 total
Oct 26 - Oct 27
Total with taxes and fees
Casa Bellavista
A historic stone building with arched doorways and a courtyard at twilight.
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.

Relais La Corte dei Papi

Relais La Corte dei Papi
Cortona
$321 nightly
$357 total
Nov 11 - Nov 12
Total with taxes and fees
Relais La Corte dei Papi
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 large estate with a swimming pool, surrounded by lush greenery and hills.
A buffet with various food items, a vase of flowers, and a mirror reflecting the room.

Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World
Cortona
$682 nightly
$759 total
Oct 26 - Oct 27
Total with taxes and fees
Villa di Piazzano - Small Luxury Hotel of the World
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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Find out more about Cortona

Discover top Cortona attractions

Cortona is a charming hilltop town bursting with cultural richness and captivating experiences. Start your journey by exploring the stunning views from the ancient walls that encircle the town, offering sweeping panoramas of the Val di Chiana and Lake Trasimeno. Next, immerse yourself in the local art scene at the Diocesan Museum, home to exquisite Renaissance masterpieces, where every piece tells a story of its own. For a taste of history, wander through the beautifully preserved streets, where the Etruscan heritage is palpable, especially at the archaeological site just outside the town. Don't miss the chance to savor authentic Tuscan cuisine at local trattorias, where fresh ingredients come together to create delightful dishes that reflect the region's culinary tradition. Finally, take a leisurely stroll through the quaint shops and artisan boutiques, where you can find unique handmade crafts, perfect for souvenirs or gifts. After a day of exploration, retreat to one of the cozy accommodations in the heart of Cortona, where attentive service and charming atmospheres ensure a perfect end to your day.

Top Cortona Hotel Reviews

Relais Villa Baldelli

Relais Villa Baldelli

10/10 Excellent
"Wonderful character and feel. The property for 100 AD, has been well renovated and maintained. Excellent staff 👏"
Ravi 4-night trip
Posted 5 days ago
Relais Villa Baldelli
Villa Borgo San Pietro

Villa Borgo San Pietro

10/10 Excellent
"Well done"
PIETRO 7-night trip
Posted 1 month ago
Villa Borgo San Pietro
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 months ago
Locanda del Molino

Frequently asked questions

How much does a hotel with outdoor pool in Cortona cost?
Enjoy staying in a hotel in Cortona with an outdoor pool. You can find a great deal from $92 on Expedia. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays.
Are there hotels in Cortona that have private outdoor pools?
In the charming city of Cortona, there are several delightful accommodations featuring private outdoor pools, superb for families seeking a tranquil retreat.One standout option is the Attractive Renovated Stone Mill House, which offers a lovely private pool along with a cozy kitchen, ideal for preparing family meals. Rated 9.0 by travellers, this property can comfortably sleep up to five people and provides a serene patio area, superb for enjoying the stunning Tuscan landscape.Another exceptional choice is the Apartment "Agriturismo Le Bosole" - Val di Pierle, boasting a superb review score of 10.0. This inviting apartment not only features a private pool but also includes a spacious patio and kitchen, ensuring that families have all the conveniences they need for a relaxing stay. Nearby museums add a touch of culture to your visit, making it a fantastic all-around option.For those looking for a more traditional Tuscan experience, the Beautiful Tuscan farmhouse in the countryside with a swimming pool is another top-rated accommodation, also receiving a superb score of 10.0. This property is surrounded by the stunning mountains of Tuscany, offering outdoor enthusiasts nearby biking opportunities, along with a secured private pool that ensures peace of mind for families.
Are there hotels in Cortona with outdoor pool cabanas or loungers?
Il Falconiere - Relais e Chateaux is a stunning 5-star hotel located in the picturesque landscape of Cortona, offering an exquisite outdoor pool experience. Guests rave about the luxurious poolside cabanas, which are complimentary, providing the great spot to unwind under the Tuscan sun. With plush sun loungers available, families can easily relax while enjoying the beautiful views of the surrounding vineyards.In addition to the relaxing pool amenities, Il Falconiere excels in creating memorable experiences with its nearby winery tours and private tastings. Reviewers consistently highlight the exceptional quality of the on-site restaurant, often describing it as "amazing," which adds to the overall allure of this delightful hotel.
Which Cortona hotels offer poolside service for food and drinks?
Villa di Piazzano - Small Luxury Hotel of the World is a stunning 5-star option in Cortona, where you can enjoy exceptional poolside service. Guests rave about the attentive staff and the lovely atmosphere surrounding the outdoor pool, complete with a poolside bar that makes indulging in snacks and refreshing drinks a breeze. With a remarkable traveller rating of 9.8, this hotel is renowned for its beautiful location and spacious suites, offering a luxurious retreat for families and couples alike.Another excellent choice is Cortona Resort - Le Terre Dei Cavalieri, which also features an outdoor pool and a convenient poolside bar. With the same impressive review score of 9.8, this resort provides a welcoming environment for families, offering free breakfast and self-parking options, ensuring a straightforward experience.Il Falconiere - Relais e Chateaux, another five-star gem, boasts an outdoor pool with complimentary cabanas and a poolside bar. Guests appreciate the great pool experience and the amazing on-site restaurant, all contributing to its stellar 9.4 rating.Lastly, Relais La Corte dei Papi and Relais Villa Baldelli, both rated above 9.0, also offer poolside bars, allowing guests to enjoy food and drinks while soaking up the Tuscan sun.
Is it cheaper to book flights and a Cortona hotel with a pool as a package?
Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect vacation package.
Can I cancel my hotel reservation on Expedia?
Expedia has plenty of refundable hotels. In many cases, you need to cancel your booking 24-48 hours ahead of your arrival date. Remember to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right hotel in Cortona for you.

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