Title: Book the Best Hotels with POOL in Southwest Florida in 2025 | Expedia.ca [Southwest Florida Travel Guide](https://expedia.ca/Southwest-Florida.dx6233839)[Hotels in Southwest Florida](https://expedia.ca/Southwest-Florida-Hotels.d6233839.Travel-Guide-Hotels)[Vacation Rentals in Southwest Florida](https://expedia.ca/Southwest-Florida-Vacation-Rentals.d6233839.Travel-Guide-VacationRentals)[Flights to Southwest Florida](https://expedia.ca/Cheap-Flights-To-Southwest-Florida.d6233839.Travel-Guide-Flights)[Things to do in Southwest Florida](https://expedia.ca/Things-To-Do-In-Southwest-Florida.d6233839.Travel-Guide-Activities)[Southwest Florida Car Rentals](https://expedia.ca/Car-Rentals-In-Southwest-Florida.d6233839.Car-Rental-Guide)[Southwest Florida Vacation Packages](https://expedia.ca/Southwest-Florida.d6233839.Destination-Travel-Guides) ![Burroughs Home showing a house and a garden](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/66000/66136-Fort-Myers.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with a Pool in Southwest Florida, FL ![](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 Southwest Florida Hotels with a Pool Tonight [Oct 11 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=6233839&startDate=2025-10-11&endDate=2025-10-12&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 12 - Oct 13](https://www.expedia.ca/Hotel-Search?regionId=6233839&startDate=2025-10-12&endDate=2025-10-13&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=6233839&startDate=2025-10-17&endDate=2025-10-19&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6233839&startDate=2025-10-24&endDate=2025-10-26&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Southwest Florida Hotels with a Pool ![Water park](https://images.trvl-media.com/lodging/113000000/112020000/112014600/112014521/8165046f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Suite (Grizzly Bear)](https://images.trvl-media.com/lodging/113000000/112020000/112014600/112014521/af4e6b4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Food and drink](https://images.trvl-media.com/lodging/113000000/112020000/112014600/112014521/2c26eedf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/113000000/112020000/112014600/112014521/6af205a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Great Wolf Lodge Naples Rural Estates 9.2/10 Wonderful (428) "Perfect for the kids the whole family loved it " CA $279 CA $309 total includes taxes & fees Oct 17 - Oct 18 [](https://www.expedia.ca/Naples-Hotels-Great-Wolf-Lodge-Naples.h112014521.Hotel-Information) ![Outdoor pool, a heated pool, sun loungers](https://images.trvl-media.com/lodging/1000000/920000/911800/911761/8ebcc1b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Double Beds | View from room](https://images.trvl-media.com/lodging/1000000/920000/911800/911761/764de11d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![King Studio | Terrace/patio](https://images.trvl-media.com/lodging/1000000/920000/911800/911761/f085aee7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/920000/911800/911761/4d4e5779.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inn at the Beach Venice 9.8/10 Exceptional (1011) "Great place to stay. " CA $180 CA $240 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Sarasota-Hotels-Inn-At-The-Beach.h911761.Hotel-Information) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/440000/438800/438796/767ba460.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite with Two Doubles, Beachfront, Balcony](https://images.trvl-media.com/lodging/1000000/440000/438800/438796/2e8856cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sundeck](https://images.trvl-media.com/lodging/1000000/440000/438800/438796/1808ce0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite with King Bed, Beachfront, Balcony | Terrace/patio](https://images.trvl-media.com/lodging/1000000/440000/438800/438796/b5b17142.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lani Kai Beachfront Resort Fort Myers Beach 8.8/10 Excellent (1038) "Very nice stay" CA $225 CA $283 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Fort-Myers-Hotels-Lani-Kai-Beachfront-Resort.h438796.Hotel-Information) ![Suite, 1 Bedroom, Pool View | View from room](https://images.trvl-media.com/lodging/42000000/41970000/41961400/41961327/8b0dc5d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/42000000/41970000/41961400/41961327/9faddfd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/42000000/41970000/41961400/41961327/29811144.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lunch and dinner served, pool views ](https://images.trvl-media.com/lodging/42000000/41970000/41961400/41961327/e1f2d8a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Compass Hotel by Margaritaville Anna Maria Sound Bradenton 9.4/10 Exceptional (1791) "Excelente hotel ! " CA $249 CA $321 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Sarasota-Hotels-Compass-Hotel-By-Margaritaville.h41961327.Hotel-Information) ![Outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/2000000/1190000/1187400/1187306/30112778.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/2000000/1190000/1187400/1187306/bd772b5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 2 Bedrooms, Kitchen, Ground Floor | Living area](https://images.trvl-media.com/lodging/2000000/1190000/1187400/1187306/48a15e7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room dining](https://images.trvl-media.com/lodging/2000000/1190000/1187400/1187306/0dbd8291.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Marco Island Lakeside Inn Marco Island 9.0/10 Wonderful (1010) "Very nice stay with lake and pool views! " CA $113 CA $126 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Naples-Hotels-Marco-Island-Lakeside-Inn.h1187306.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/27000000/26920000/26914900/26914841/56a5c955.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe King Studio Waterfront](https://images.trvl-media.com/lodging/27000000/26920000/26914900/26914841/cf6a8265.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/27000000/26920000/26914900/26914841/9079647e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/27000000/26920000/26914900/26914841/b7fba495.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Latitude 26 Waterfront Boutique Resort - Bonita Springs Bonita Springs 8.8/10 Excellent (670) "Beautiful place " CA $111 CA $126 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Naples-Hotels-Latitude-26-Waterfront-Boutique-Resort.h26914841.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/39000000/38220000/38215400/38215316/c2a1ef6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Wine bar](https://images.trvl-media.com/lodging/39000000/38220000/38215400/38215316/746f55c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/39000000/38220000/38215400/38215316/9cc80f05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Design Studio, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/39000000/38220000/38215400/38215316/23c6a2fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kompose Boutique Hotel Sarasota 9.0/10 Wonderful (4447) "Beautiful hotel especially for the price." CA $68 CA $94 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Sarasota-Hotels-Kompose-Hotel-Sarasota.h38215316.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/18000000/17300000/17298900/17298818/w2247h1500x326y0-2ea06bb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/18000000/17300000/17298900/17298818/86e902b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/18000000/17300000/17298900/17298818/2ab8abc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/18000000/17300000/17298900/17298818/aa9b23b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sanibel Island Beach Resort Mid Island 9.0/10 Wonderful (1329) "All around great place " CA $262 CA $328 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Fort-Myers-Hotels-Sanibel-Island-Beach-Resort.h17298818.Hotel-Information) ![Balcony](https://images.trvl-media.com/lodging/1000000/50000/40900/40858/a0f722c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/50000/40900/40858/7d170878.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/50000/40900/40858/a9620a82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/50000/40900/40858/bb6d486e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Trianon Bonita Bay Bonita Bay 9.2/10 Wonderful (1682) "Great location , very nice place , good restaurants" CA $143 CA $160 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Naples-Hotels-Trianon-Bonita-Bay.h40858.Hotel-Information) ![Outdoor pool, a heated pool, open 8 AM to 10 PM, pool umbrellas](https://images.trvl-media.com/lodging/2000000/1250000/1241000/1240909/606a9b3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Suite, 2 Bedrooms (Preferred Suite)](https://images.trvl-media.com/lodging/2000000/1250000/1241000/1240909/30b32834.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/2000000/1250000/1241000/1240909/28955014.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/2000000/1250000/1241000/1240909/7dc05471.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tropical Beach Resorts South Village 9.4/10 Exceptional (5027) "Great place and loved the closeness to the beach!" CA $177 CA $232 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Sarasota-Hotels-Tropical-Beach-Resorts.h1240909.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=2025-10-25&endDate=2025-10-26®ionId=6233839&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Southwest Florida Hotel Reviews ![Compass by Margaritaville Hotel Naples](//images.trvl-media.com/lodging/1000000/550000/543700/543614/16d35331_y.jpg) ### Compass by Margaritaville Hotel Naples 10/10 Excellent "We really enjoyed everything about this hotel. A lot of pleasant surprises and friendly people especially in the bar. Beds are well appointed with higher and linen and pillow. Great location for us and we highly recommend." [](https://expedia.ca/Naples-Hotels-Compass-By-Margaritaville-Naples.h543614.Hotel-Information) ![Spark by Hilton Sarasota Siesta Key Gateway](//images.trvl-media.com/lodging/1000000/30000/26400/26397/18d283d6_y.jpg) ### Spark by Hilton Sarasota Siesta Key Gateway 10/10 Excellent "It was a great time. Cleanest hotel ive been in a while. Hot is amazing. Employees 5 stars!!!" [](https://expedia.ca/Sarasota-Hotels-Best-Western-Plus-Siesta-Key-Gateway.h26397.Hotel-Information) ![Naples Grande Beach Resort](//images.trvl-media.com/lodging/1000000/20000/15900/15898/65da812e_y.jpg) ### Naples Grande Beach Resort 10/10 Excellent "Amazing place to rest and kids to have fun" [](https://expedia.ca/Naples-Hotels-Naples-Grande-Beach-Resort.h15898.Hotel-Information) ![Lani Kai Beachfront Resort](//images.trvl-media.com/lodging/1000000/440000/438800/438796/b5b17142_y.jpg) ### Lani Kai Beachfront Resort 10/10 Excellent "Property Is all new however still some construction" [](https://expedia.ca/Fort-Myers-Hotels-Lani-Kai-Beachfront-Resort.h438796.Hotel-Information) ![Hyatt House Naples/5th Avenue](//images.trvl-media.com/lodging/13000000/12810000/12805400/12805323/b4e7afd1_y.jpg) ### Hyatt House Naples/5th Avenue 10/10 Excellent "Angela Front Desk, is a very nice person and extremely helpful. Always in a great mood and always goes the extra mile to assist Hyatt members. " [](https://expedia.ca/Naples-Hotels-Hyatt-House-Naples5th-Avenue.h12805323.Hotel-Information) ![The Westin Sarasota](//images.trvl-media.com/lodging/17000000/16820000/16819000/16818933/7ee146c3_y.jpg) ### The Westin Sarasota 10/10 Excellent "Roof top bar and pool was a good view cooler then being on street level" [](https://expedia.ca/Sarasota-Hotels-The-Westin-Sarasota.h16818933.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Naples Downtown](//images.trvl-media.com/lodging/1000000/30000/24700/24612/1d33d843_y.jpg) ### La Quinta Inn & Suites by Wyndham Naples Downtown 10/10 Excellent "Very good and clean hotel with breakfast." [](https://expedia.ca/Naples-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Naples-Downtown.h24612.Hotel-Information) ![Hilton Marco Island Beach Resort and Spa](//images.trvl-media.com/lodging/1000000/20000/17600/17575/65dd4041_y.jpg) ### Hilton Marco Island Beach Resort and Spa 10/10 Excellent "Great place " [](https://expedia.ca/Naples-Hotels-Hilton-Marco-Island-Beach-Resort.h17575.Hotel-Information) ![Hyatt Vacation Club at Coconut Cove, Bonita Springs](//images.trvl-media.com/lodging/1000000/1000000/991200/991114/7c494168_y.jpg) ### Hyatt Vacation Club at Coconut Cove, Bonita Springs 10/10 Excellent "Excellent service at the pool area" [](https://expedia.ca/Bonita-Springs-Hotels-Hyatt-Vacation-Club-At-Coconut-Cove.h991114.Hotel-Information) ## Explore a world of travel with Expedia - Lodging - More ways to book - [Cheap Hotels in Bell Villa](https://www.expedia.ca/Bell-Villa-Bonita-Springs-Hotels-Cheap-Hotels.0-n553248635976469205-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels with Early Check-in in Bell Villa](https://www.expedia.ca/Bell-Villa-Bonita-Springs-Hotels-Hotel-With-Early-Check-In.0-n553248635976469205-0-thotelwithearlycheckin.Travel-Guide-Filter-Hotels) - 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