Title: Book the Best Hotels with POOL in Cortona in 2025 | Expedia.ca [Cortona Travel Guide](https://expedia.ca/Cortona.dx601360)[Hotels in Cortona](https://expedia.ca/Cortona-Hotels.d601360.Travel-Guide-Hotels)[Vacation Rentals in Cortona](https://expedia.ca/Cortona-Vacation-Rentals.d601360.Travel-Guide-VacationRentals)[Flights to Cortona](https://expedia.ca/Cheap-Flights-To-Cortona.d601360.Travel-Guide-Flights)[Things to do in Cortona](https://expedia.ca/Things-To-Do-In-Cortona.d601360.Travel-Guide-Activities)[Cortona Car Rentals](https://expedia.ca/Car-Rentals-In-Cortona.d601360.Car-Rental-Guide)[Cortona Vacation Packages](https://expedia.ca/Cortona.d601360.Destination-Travel-Guides) ![Cortona which includes farmland](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/157000/157549-Arezzo-Province.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with a Pool in Cortona from CA $138 ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Cortona Hotels with a Pool Tonight [Oct 13 - Oct 14](https://www.expedia.ca/Hotel-Search?regionId=601360&startDate=2025-10-13&endDate=2025-10-14&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 14 - Oct 15](https://www.expedia.ca/Hotel-Search?regionId=601360&startDate=2025-10-14&endDate=2025-10-15&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=601360&startDate=2025-10-17&endDate=2025-10-19&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=601360&startDate=2025-10-24&endDate=2025-10-26&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Cortona Hotels with a Pool ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/3000000/2700000/2690400/2690302/5ae043c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2700000/2690400/2690302/db9065b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2700000/2690400/2690302/7ab23519.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Room](https://images.trvl-media.com/lodging/3000000/2700000/2690400/2690302/ae059bf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Locanda del Molino Cortona 9.6/10 Exceptional (33) "Great place to stay." CA $119 CA $138 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Cortona-Hotels-Locanda-Del-Molino.h2690302.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/3000000/2540000/2533300/2533253/23323ff6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Apartment | Private kitchenette](https://images.trvl-media.com/lodging/3000000/2540000/2533300/2533253/af7b8153.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dinner served, Italian cuisine, garden views ](https://images.trvl-media.com/lodging/3000000/2540000/2533300/2533253/b7ea94d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Double Room](https://images.trvl-media.com/lodging/3000000/2540000/2533300/2533253/8b52e51c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cortona Resort - Le Terre Dei Cavalieri Cortona 9.8/10 Exceptional (71) "I will be back again! Lovely place. Restaurant is excellent too!" CA $210 CA $240 total includes taxes & fees Oct 24 - Oct 25 [](https://www.expedia.ca/Cortona-Hotels-Cortona-Resort-Le-Terre-Dei-Cavalieri.h2533253.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/101000000/100780000/100776500/100776429/55c67d9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/101000000/100780000/100776500/100776429/5c55daf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/101000000/100780000/100776500/100776429/3fa1a54f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/101000000/100780000/100776500/100776429/0935db9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cortona Resort Spa Cortona 8.0/10 Very good (1) "Needs lotion in the guest rooms and towels. The staff was wonderful. So was the food. " CA $199 CA $224 total includes taxes & fees Oct 17 - Oct 18 [](https://www.expedia.ca/Cortona-Hotels-Cortona-Resort-Spa.h100776429.Hotel-Information) ![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/91000000/90310000/90300600/90300548/9905347b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Camera Deluxe vista valle](https://images.trvl-media.com/lodging/91000000/90310000/90300600/90300548/49af1003.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/91000000/90310000/90300600/90300548/5a958be8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/91000000/90310000/90300600/90300548/1d2957ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Locanda agli Amici Cortona 9.8/10 Exceptional (32) "Amazing breakfast and first class service. Host was very attentive to details, the property is beautiful. Location is great, walking distance to a working monastery and to the town of Cortona. A peaceful spot and very safe. Beds were comfortable and the room was well appointed." CA $157 CA $186 total includes taxes & fees Oct 18 - Oct 19 [](https://www.expedia.ca/Cortona-Hotels-Locanda-Agli-Amici.h90300548.Hotel-Information) ![Seasonal outdoor pool, open 8:00 AM to 8:00 PM, sun loungers](https://images.trvl-media.com/lodging/3000000/2530000/2520500/2520436/2efc7d2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/3000000/2530000/2520500/2520436/6ca26790.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/3000000/2530000/2520500/2520436/eb10f5ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/3000000/2530000/2520500/2520436/b099b2e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Casa Bellavista Cortona 10/10 Exceptional (20) "Beautiful setting in the heart of Tuscany. Accommodations were wonderful with a full view of the area from our deck. Cooking class was a blast! This is not a cheap stay but worth every penny!" CA $281 CA $313 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Cortona-Hotels-Casa-Bellavista.h2520436.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/45000000/44720000/44719300/44719208/d29f2d69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/45000000/44720000/44719300/44719208/18b7177f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/45000000/44720000/44719300/44719208/8ed87f17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, down comforters, pillowtop beds, blackout drapes](https://images.trvl-media.com/lodging/45000000/44720000/44719300/44719208/63a6ad68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Country House Podere Casorbica Cortona 10/10 Exceptional (1) "Great place. Beautiful area " CA $146 CA $182 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Cortona-Hotels-Country-House-Podere-Casorbica.h44719208.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/1000000/920000/915500/915401/fc8cca77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Buffet](https://images.trvl-media.com/lodging/1000000/920000/915500/915401/19ce9ce1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/920000/915500/915401/6590bf1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor wedding](https://images.trvl-media.com/lodging/1000000/920000/915500/915401/6c0f926a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Relais La Corte dei Papi Cortona 9.6/10 Exceptional (64) "The property is outstanding and the owner David couldn't do enough for us. Looking forward to returning in the future." CA $373 CA $417 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Cortona-Hotels-Relais-La-Corte-Dei-Papi.h915401.Hotel-Information) ![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/930000/921400/921392/971bb732.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Room](https://images.trvl-media.com/lodging/1000000/930000/921400/921392/1311985c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/930000/921400/921392/779fa5b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/1000000/930000/921400/921392/baf57d70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Relais Villa Baldelli Cortona 9.2/10 Wonderful (130) "Beautiful place. Fantastic staff and breakfast. Close to Corrona, Assisi Arezzo. And a great cooking class. You will be glad you stayed here. " CA $165 CA $195 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Cortona-Hotels-Relais-Villa-Baldelli.h921392.Hotel-Information) ![2 outdoor pools, free cabanas, pool umbrellas](https://images.trvl-media.com/lodging/1000000/530000/528500/528472/a69a08b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/530000/528500/528472/d0de7308.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite | Living area](https://images.trvl-media.com/lodging/1000000/530000/528500/528472/21a48a30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/530000/528500/528472/c02fb06d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Il Falconiere - Relais e Chateaux Cortona 9.4/10 Exceptional (119) "Absolutely Amazing place / stay ! My wife and I only have raving reviews…for us it is in our Top 3 best Hotel stay ever…and we have been to some amazing Hotels before around the world. " CA $396 CA $442 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Cortona-Hotels-Relais-Il-Falconiere.h528472.Hotel-Information) ![Sauna, hot tub, steam room, massages](https://images.trvl-media.com/lodging/24000000/23270000/23264500/23264410/cea3a0e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sauna, hot tub, steam room, massages](https://images.trvl-media.com/lodging/24000000/23270000/23264500/23264410/8d91f199.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/24000000/23270000/23264500/23264410/0411b3d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Rooftop terrace](https://images.trvl-media.com/lodging/24000000/23270000/23264500/23264410/b2055c17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Monastero di Cortona Hotel & Spa Cortona Old Town 10/10 Exceptional (243) "Beautiful property, the staff were really friendly and helpful. " CA $416 CA $464 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Cortona-Hotels-Monastero-Di-Cortona-Hotel-Spa.h23264410.Hotel-Information) 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](https://expedia.ca/Hotel-Search?startDate=2025-10-27&endDate=2025-10-28®ionId=601360&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Cortona Hotel Reviews ![Il Falconiere - Relais e Chateaux](//images.trvl-media.com/lodging/1000000/530000/528500/528472/2334a48c_y.jpg) ### Il Falconiere - Relais e Chateaux 10/10 Excellent "Spectacular! From the small details to the views, restaurant, service, everything was beautiful. I would love to stay again at this place." [](https://expedia.ca/Cortona-Hotels-Relais-Il-Falconiere.h528472.Hotel-Information) ![Villa Borgo San Pietro](//images.trvl-media.com/lodging/2000000/1680000/1677700/1677691/12bc3783_y.jpg) ### Villa Borgo San Pietro 10/10 Excellent "Lovely villa and lovely room. A great setting with an outdoor swimming pool, attractive garden, and a more than adequate parking facility if you are travelling by car. Breakfast was excellent, well prepared with plenty of choice. An idyllic stopover in keeping with the Tuscan landscape. Could easily make this a base for touring the region although would have to drive if wanting to dine out in the evenings. " [](https://expedia.ca/Cortona-Hotels-Villa-Borgo-San-Pietro.h1677691.Hotel-Information) ![Relais Villa Baldelli](//images.trvl-media.com/lodging/1000000/930000/921400/921392/971bb732_y.jpg) ### Relais Villa Baldelli 10/10 Excellent "Beautiful place. Fantastic staff and breakfast. Close to Corrona, Assisi Arezzo. And a great cooking class. You will be glad you stayed here. " [](https://expedia.ca/Cortona-Hotels-Relais-Villa-Baldelli.h921392.Hotel-Information) ![Villa di Piazzano - Small Luxury Hotel of the World](//images.trvl-media.com/lodging/1000000/980000/972000/971985/473f66a9_y.jpg) ### Villa di Piazzano - Small Luxury Hotel of the World 10/10 Excellent "If you like a peaceful quiet getaway this is the place!" [](https://expedia.ca/Cortona-Hotels-Villa-Di-Piazzano-Small-Luxury-Hotel-Of-The-World.h971985.Hotel-Information) ![Locanda del Molino](//images.trvl-media.com/lodging/3000000/2700000/2690400/2690302/5ae043c7_y.jpg) ### Locanda del Molino 10/10 Excellent "Great place to stay." [](https://expedia.ca/Cortona-Hotels-Locanda-Del-Molino.h2690302.Hotel-Information) ## Frequently asked questions ### What's it like visiting Cortona? > If spending time by the pool is your idea of the perfect getaway, you may want to check out Cortona, which has 53 places to stay with pools. While you're visiting, you can explore sights such as Piazza della Repubblica and Villa Bramasole, and then relax poolside at one of the accommodations in Cortona that guests like for their pools. ### What are some accommodations with pools in Cortona? > [Monastero di Cortona Hotel & Spa](https://www.expedia.ca/Cortona-Hotels-Monastero-Di-Cortona-Hotel-Spa.h23264410.Hotel-Information): Features a full-service spa, an indoor pool, and a sauna. [Locanda del Molino](https://www.expedia.ca/Cortona-Hotels-Locanda-Del-Molino.h2690302.Hotel-Information): Offers a snack bar/deli, a seasonal outdoor pool, and daily. [Beautiful Tuscan farmhouse in the countryside with swimming pool](https://www.expedia.ca/Cortona-Hotels-Beautiful-Tuscan-Farmhouse-In-The-Countryside-With-Swimming-Pool.h32393078.Hotel-Information): Provides sun loungers, a pool, and kitchens. [VILLA CORTONESE - Fifteen Bedroom Resort, Sleeps 34](https://www.expedia.ca/Cortona-Hotels-VILLA-CORTONESE-Fifteen-Bedroom-Resort.h39138214.Hotel-Information): Features kitchens, a pool, and televisions. [Traditional Tuscan manor in the countryside with private pool, BBQ, pizza oven](https://www.expedia.ca/Cortona-Hotels-Traditional-Tuscan-Manor-In-The-Countryside-With-Private-Pool.h39916397.Hotel-Information): Offers sun loungers, a pool, and kitchens. ### How many pool hotels will I find in Cortona? > Expedia's 53 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, check out sights such as Piazza della Repubblica, Villa Bramasole, and Casali Palace. ### 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 plan to visit Cortona in the warmest months of August, July, or June when the average temp is 71°F. Lodging 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 42°F. ### 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 venture out into the surrounding area, hop aboard a train at Camucia-Cortona Station or Terontola-Cortona Station. 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[Pergo Hotels](https://www.expedia.ca/Pergo-Hotels.d6342993.Travel-Guide-Hotels) - [Lgbt Friendly Hotels in Pieve a Quarto](https://www.expedia.ca/Pieve-A-Quarto-Arezzo-Hotels-LGBT-Friendly-Hotel.0-n553248635976399858-0-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels) - [Polvano Hotels](https://www.expedia.ca/Polvano-Hotels.d6292817.Travel-Guide-Hotels) - [Portole Hotels](https://www.expedia.ca/Portole-Hotels.d3000390328.Travel-Guide-Hotels) - [Riccio Hotels](https://www.expedia.ca/Riccio-Hotels.d6292825.Travel-Guide-Hotels) - [Rigutino Hotels](https://www.expedia.ca/Rigutino-Hotels.d6361226.Travel-Guide-Hotels) - [Hotels near Santa Margherita Basilica](https://www.expedia.ca/Santa-Margherita-Basilica-Hotels.0-l553248621532500209-0.Travel-Guide-Filter-Hotels) - [Santa Maria Hotels](https://www.expedia.ca/Santa-Maria-Hotels.d553248635975862846.Travel-Guide-Hotels) - [Sodo Hotels](https://www.expedia.ca/Sodo-Hotels.d6361280.Travel-Guide-Hotels) - [Terontola Hotels](https://www.expedia.ca/Terontola-Hotels.d6025579.Travel-Guide-Hotels) - 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[Car rental Mercatale di Cortona](https://www.expedia.ca/Car-Rentals-In-Mercatale-Di-Cortona.d601101.Car-Rental-Guide) - [Car rental Montepulciano Stazione](https://www.expedia.ca/Car-Rentals-In-Montepulciano-Stazione.d6285775.Car-Rental-Guide) - [Car rental Terontola](https://www.expedia.ca/Car-Rentals-In-Terontola.d6025579.Car-Rental-Guide) - [Car rental Torrita di Siena](https://www.expedia.ca/Car-Rentals-In-Torrita-Di-Siena.d6046345.Car-Rental-Guide) - [Things to do in Brolio](https://www.expedia.ca/Things-To-Do-In-Brolio.d6361222.Travel-Guide-Activities) - [Things to do in Lucignano](https://www.expedia.ca/Things-To-Do-In-Lucignano.d6048408.Travel-Guide-Activities) - [Things to do in Sinalunga](https://www.expedia.ca/Things-To-Do-In-Sinalunga.d603293.Travel-Guide-Activities) - [Things to do in Terontola](https://www.expedia.ca/Things-To-Do-In-Terontola.d6025579.Travel-Guide-Activities) - [Book Hotels with a Pool in Cortona on Expedia.it](https://www.expedia.it/Cortona-Hotel-Hotel-Con-Piscina.0-0-d601360-tHotelconpiscina.Guida-Viaggi-Filtro-Hotel)