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 24 - Oct 25](https://www.expedia.ca/Hotel-Search?regionId=6233839&startDate=2025-10-24&endDate=2025-10-25&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 25 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6233839&startDate=2025-10-25&endDate=2025-10-26&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [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) Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=6233839&startDate=2025-10-31&endDate=2025-11-02&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Southwest Florida Hotels with a Pool ![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) ![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) ![View from property](https://images.trvl-media.com/lodging/1000000/920000/911800/911761/d8baa37c.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) ### Inn at the Beach Venice 9.8/10 Exceptional (1027) "Great place to stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brandon CA $180 CA $240 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Sarasota-Hotels-Inn-At-The-Beach.h911761.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) ![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) ![Exterior](https://images.trvl-media.com/lodging/42000000/41970000/41961400/41961327/190a341b.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 (1816) "We liked all the super friendly staff. " ![Mexico](https://a.travel-assets.com/egds/marks/flags/mx.svg) Jorge CA $249 CA $320 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Sarasota-Hotels-Compass-Hotel-By-Margaritaville.h41961327.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) ![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 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) ![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 (1008) "Very relaxing, plenty of restaurants in the area and the view was amazing." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Steven Michael CA $231 CA $289 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Fort-Myers-Hotels-Lani-Kai-Beachfront-Resort.h438796.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) ![Interior entrance](https://images.trvl-media.com/lodging/39000000/38220000/38215400/38215316/9cc80f05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/39000000/38220000/38215400/38215316/e948f2e5.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 9.2/10 Wonderful (4517) "Beautiful hotel especially for the price." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jonathan CA $70 CA $96 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Sarasota-Hotels-Kompose-Hotel-Sarasota.h38215316.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 (672) "Nice clean and fun " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Thomas CA $114 CA $130 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Naples-Hotels-Latitude-26-Waterfront-Boutique-Resort.h26914841.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) ![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) ![Daily to-go breakfast for a fee](https://images.trvl-media.com/lodging/1000000/50000/40900/40858/d254153a.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) ### Trianon Bonita Bay Bonita Bay 9.2/10 Wonderful (1697) "Great place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Yeanette CA $143 CA $160 total includes taxes & fees Nov 23 - Nov 24 [](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) ![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) ![Courtyard](https://images.trvl-media.com/lodging/2000000/1250000/1241000/1240909/ab658cfb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tropical Beach Resorts South Village 9.4/10 Exceptional (5057) "Clean room, great A/C, close to beach, very quiet, easy parking, close to restaurants, clean beach, very nice staff. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marta CA $177 CA $232 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Sarasota-Hotels-Tropical-Beach-Resorts.h1240909.Hotel-Information) ![2 outdoor pools, a heated pool](https://images.trvl-media.com/lodging/16000000/15200000/15191100/15191010/86bd1cda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard Studio Suite (1 Queen Bed and 1 Sofabed)](https://images.trvl-media.com/lodging/16000000/15200000/15191100/15191010/caf0a3e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Siesta Suite (1 Queen Bed and 1 Sofabed) | Private kitchen](https://images.trvl-media.com/lodging/16000000/15200000/15191100/15191010/ae6a5d94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/16000000/15200000/15191100/15191010/5717bd96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Siesta Key Palms Resort Sarasota 9.2/10 Wonderful (1001) "The grounds are beautiful with so many options. It’s like staying in a island resort." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Enrique CA $95 CA $179 total includes taxes & fees Nov 18 - Nov 19 [](https://www.expedia.ca/Sarasota-Hotels-Siesta-Key-Palms-Resort.h15191010.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) ![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) ![Suite, 2 Bedrooms, Pool View | View from room](https://images.trvl-media.com/lodging/2000000/1190000/1187400/1187306/aba807ef.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) ### Marco Island Lakeside Inn Marco Island 9.0/10 Wonderful (1005) "Place was very clean and location was close to shopping and parking, also very quiet. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Manuel CA $113 CA $126 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Naples-Hotels-Marco-Island-Lakeside-Inn.h1187306.Hotel-Information) ![2 outdoor pools](https://images.trvl-media.com/lodging/1000000/810000/800800/800715/w2800h1779x0y3-dbc2bfa3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/810000/800800/800715/35893057.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![50-inch TV with cable channels](https://images.trvl-media.com/lodging/1000000/810000/800800/800715/1d693c06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/1000000/810000/800800/800715/2db9fe7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Lighthouse Resort Inn & Suites Fort Myers Beach 8.6/10 Excellent (1511) "It was close to everything and I love their 2 bedroom suite options along with the Tiki Bar" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tricia CA $140 CA $184 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Fort-Myers-Hotels-The-Lighthouse-Resort-Inn-Suites.h800715.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=2025-11-07&endDate=2025-11-08®ionId=6233839&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Southwest Florida Hotel Reviews ![Hilton Naples](//images.trvl-media.com/lodging/1000000/450000/448200/448199/29d5d584_y.jpg) ### Hilton Naples 10/10 Excellent "Great helpful staff convenient location and a clean and quiet property Having Shula restaurant on the property was surprisingly impressive " [](https://expedia.ca/Naples-Hotels-Hilton-Naples.h448199.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 "Very good " [](https://expedia.ca/Bonita-Springs-Hotels-Hyatt-Vacation-Club-At-Coconut-Cove.h991114.Hotel-Information) ![Holiday Inn Express Cape Coral-Fort Myers Area by IHG](//images.trvl-media.com/lodging/1000000/30000/26900/26860/ab39b98c_y.jpg) ### Holiday Inn Express Cape Coral-Fort Myers Area by IHG 10/10 Excellent "Room updated nicely $ quiet. Only thing. The mini fridge in the room did not have a temperature adjustment dial, it froze everything solid " [](https://expedia.ca/Fort-Myers-Hotels-Holiday-Inn-Express-Cape-Coral-Fort-Myers-Area.h26860.Hotel-Information) ![Sanibel Island Beach Resort](//images.trvl-media.com/lodging/18000000/17300000/17298900/17298818/w2247h1500x326y0-2ea06bb5_y.jpg) ### Sanibel Island Beach Resort 10/10 Excellent "Perfect beach front hotel." [](https://expedia.ca/Fort-Myers-Hotels-Sanibel-Island-Beach-Resort.h17298818.Hotel-Information) ![Golden Host Resort - Sarasota](//images.trvl-media.com/lodging/1000000/30000/21400/21331/125fc79b_y.jpg) ### Golden Host Resort - Sarasota 10/10 Excellent "All good" [](https://expedia.ca/Sarasota-Hotels-Golden-Host-Resort-Sarasota.h21331.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 "Lovely spot! Nice rooms, good restaurants at hotel and within walking distance. Truly beachfront!" [](https://expedia.ca/Naples-Hotels-Hilton-Marco-Island-Beach-Resort.h17575.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 "My family and I had a wonderful stay! The pool and beach were beautiful. We can’t wait to go back. " [](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 "It’s great place beach is nice food was great the staff at the restaurant on the 1st floor were awesome both lunch and dinner got to meet the manager at dinner and was very impressed with his style he was top notch" [](https://expedia.ca/Fort-Myers-Hotels-Lani-Kai-Beachfront-Resort.h438796.Hotel-Information) ![The Westin Sarasota](//images.trvl-media.com/lodging/17000000/16820000/16819000/16818933/7ee146c3_y.jpg) ### The Westin Sarasota 10/10 Excellent "The hotel was beautiful and the service was excellent! The only complaint is tge mandatory $50 a day to park the car , also the taxes were crazy. But if that doesn't concern you I highly recommend. 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