Title: TOP Hotels with Pools in Pine Island, FL for 2025 - Pine Island Hotels with a Pool | Expedia.co.uk [Pine Island Travel Guide](https://expedia.co.uk/Pine-Island.dx553248635083900600)[Hotels in Pine Island](https://expedia.co.uk/Pine-Island-Hotels.d553248635083900600.Travel-Guide-Hotels)[Holiday Rentals in Pine Island](https://expedia.co.uk/Pine-Island-Holiday-Rentals.d553248635083900600.Travel-Guide-HolidayRentals)[Flights to Pine Island](https://expedia.co.uk/Cheap-Flights-To-Pine-Island.d553248635083900600.Travel-Guide-Flights)[Things to do in Pine Island](https://expedia.co.uk/Things-To-Do-In-Pine-Island.d553248635083900600.Travel-Guide-Activities)[Pine Island Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Pine-Island.d553248635083900600.Car-Hire-Guide)[Pine Island Holidays](https://expedia.co.uk/Pine-Island.d553248635083900600.Holidays-City-Breaks) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/496000/496548-saint-james-city.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with Pool in Pine Island, FL ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Pine Island Hotels with Pool Tonight [25 Oct - 26 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=553248635083900600&startDate=2025-10-25&endDate=2025-10-26&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [26 Oct - 27 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=553248635083900600&startDate=2025-10-26&endDate=2025-10-27&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [31 Oct - 2 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=553248635083900600&startDate=2025-10-31&endDate=2025-11-02&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [7 Nov - 9 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=553248635083900600&startDate=2025-11-07&endDate=2025-11-09&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Pine Island Hotels with Pool ![Pool](https://images.trvl-media.com/lodging/29000000/28880000/28879600/28879579/w1242h995x0y223-01d8ae97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/29000000/28880000/28879600/28879579/663202bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/29000000/28880000/28879600/28879579/c65f07e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/29000000/28880000/28879600/28879579/d511210f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### NEW!! The “WATERSIDE” COTTAGE~With dockage Bokeelia 10/10 Exceptional (41) "My wife and I loved our stay at Waterside. The property was clean and well appointed. The area was nice and we loved walking up to the local watering hole for sunset views. I would recommend it highly. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ron R. £302 includes taxes & fees 4 Nov - 5 Nov [](https://www.expedia.co.uk/Fort-Myers-Hotels-New-The-Waterside-Cottagewith-Dockage.h28879579.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/101000000/100780000/100778200/100778124/02d7119f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/101000000/100780000/100778200/100778124/1775a968.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/101000000/100780000/100778200/100778124/a7e84665.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/101000000/100780000/100778200/100778124/b07ca061.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Redfish @ 2 Fish Inn Waterfront Location Saint James City 9.4/10 Exceptional (11) "Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: What hidden gem.rihht in the middle of everything" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Steven S. £207 includes taxes & fees 26 Oct - 27 Oct [](https://www.expedia.co.uk/Saint-James-City-Hotels-Redfish-2-Fish-Inn.h100778124.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/101000000/100780000/100778200/100778126/2138790e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100780000/100778200/100778126/8b2b55e0_edited_9156.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/101000000/100780000/100778200/100778126/a4a1a41d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/101000000/100780000/100778200/100778126/5773c094.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tarpon @ 2 Fish Inn with Pool and Dockage on Pine Island Saint James City 9.8/10 Exceptional (17) "We were on the island for a few days. The room was clean and had all we needed. Great spot for walking to local restaurants. Would book again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tracy L. £207 includes taxes & fees 26 Oct - 27 Oct [](https://www.expedia.co.uk/Saint-James-City-Hotels-Tarpon-2-Fish-Inn-1-BR.h100778126.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/109000000/108060000/108052200/108052166/1ec92cf4_edited_46cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108060000/108052200/108052166/537d064e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/109000000/108060000/108052200/108052166/676e2bf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/109000000/108060000/108052200/108052166/236f8f64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cabana @ 2 Fish Inn Pool Side Saint James City 10/10 Exceptional (9) "This was a nice spot and easy walking distance to several restaurants. The space was very comfortable and look forward to going back. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tracy L. £222 includes taxes & fees 27 Oct - 28 Oct [](https://www.expedia.co.uk/Saint-James-City-Hotels-Cabana-2-Fish-Inn-1-BR.h108052166.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/109000000/108010000/108003400/108003324/d3332e85_edited_32a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/109000000/108010000/108003400/108003324/e6bc8c12_edited_c81a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/109000000/108010000/108003400/108003324/38faa67d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/109000000/108010000/108003400/108003324/99a603da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Snook/Sheephead @ 2 Fish Inn Waterside Location Saint James City £222 includes taxes & fees 26 Oct - 27 Oct [](https://www.expedia.co.uk/Saint-James-City-Hotels-SnookSheephead-2-Fish-Inn.h108003324.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/68000000/67370000/67363700/67363669/7809431f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/68000000/67370000/67363700/67363669/a5843454.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/68000000/67370000/67363700/67363669/2ec401d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/68000000/67370000/67363700/67363669/4f245051.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blue Crab Key Condo! Two Bedroom Two Bathroom! Bokeelia £408 includes taxes & fees 9 Nov - 10 Nov [](https://www.expedia.co.uk/Bokeelia-Hotels-BCK-D5-88.h67363669.Hotel-Information) ![Outdoor pool, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/1000000/440000/438800/438796/767ba460.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Beachfront, Balcony, Two Doubles | 1 bedroom, individually decorated, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/1000000/440000/438800/438796/de245384.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) ![Suite with Two Doubles, Beachfront, Balcony | 1 bedroom, individually decorated, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/1000000/440000/438800/438796/2e8856cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lani Kai Beachfront Resort Fort Myers Beach 8.8/10 Excellent (1010) "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 £155 includes taxes & fees 26 Oct - 27 Oct [](https://www.expedia.co.uk/Fort-Myers-Hotels-Lani-Kai-Beachfront-Resort.h438796.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) ![Exterior](https://images.trvl-media.com/lodging/27000000/26920000/26914900/26914841/b7fba495.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/27000000/26920000/26914900/26914841/3e7873b7.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) ### 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 £70 includes taxes & fees 26 Oct - 27 Oct [](https://www.expedia.co.uk/Naples-Hotels-Latitude-26-Waterfront-Boutique-Resort.h26914841.Hotel-Information) ![2 outdoor pools, open 8:00 AM to 8:30 PM, pool cabanas (surcharge)](https://images.trvl-media.com/lodging/102000000/101510000/101505800/101505781/a4bc3bc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/102000000/101510000/101505800/101505781/fe86b86d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee/tea maker](https://images.trvl-media.com/lodging/102000000/101510000/101505800/101505781/1828a6f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, premium bedding, pillow-top beds, in-room safe](https://images.trvl-media.com/lodging/102000000/101510000/101505800/101505781/f954c892.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton Punta Gorda 9.2/10 Wonderful (1576) "Wonderful resort" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michelle £151 includes taxes & fees 29 Oct - 30 Oct [](https://www.expedia.co.uk/Punta-Gorda-Hotels-Sunseeker-Resort-Charlotte-Harbor.h101505781.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) ![Lobby](https://images.trvl-media.com/lodging/1000000/50000/40900/40858/7d170878.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) ### Trianon Bonita Bay Bonita Bay 9.2/10 Wonderful (1700) "Great place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Yeanette £85 includes taxes & fees 3 Nov - 4 Nov [](https://www.expedia.co.uk/Naples-Hotels-Trianon-Bonita-Bay.h40858.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.co.uk/Hotel-Search?startDate=2025-11-08&endDate=2025-11-09®ionId=553248635083900600&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Pine Island Hotel Reviews ![Doubletree by Hilton Fort Myers at Bell Tower Shops](//images.trvl-media.com/lodging/1000000/20000/12400/12375/704cf90c_y.jpg) ### Doubletree by Hilton Fort Myers at Bell Tower Shops 10/10 Excellent "Great place to stay! Great staff, clean room with comfortable bed, wonderful pool area, on-site bar/restaurant with many other options within walking distance." [](https://expedia.co.uk/Fort-Myers-Hotels-Doubletree-By-Hilton-Fort-Myers-At-Bell-Tower-Shops.h12375.Hotel-Information) ![DiamondHead Beach Resort](//images.trvl-media.com/lodging/1000000/210000/200700/200632/814c4388_y.jpg) ### DiamondHead Beach Resort 10/10 Excellent "Love the stay. Brought my mom out to the area and the view was amazing. 10/10 would definitely recommend! " [](https://expedia.co.uk/Fort-Myers-Hotels-DiamondHead-Beach-Resort.h200632.Hotel-Information) ![Trianon Bonita Bay](//images.trvl-media.com/lodging/1000000/50000/40900/40858/a9620a82_y.jpg) ### Trianon Bonita Bay 10/10 Excellent "Staff friendly . Restaurants on site. Quiet rooms . " [](https://expedia.co.uk/Naples-Hotels-Trianon-Bonita-Bay.h40858.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 "I had a great stay. The rooms were very clean. The staff was friendly and helpful. The free breakfast was delicious everyday. " [](https://expedia.co.uk/Fort-Myers-Hotels-Holiday-Inn-Express-Cape-Coral-Fort-Myers-Area.h26860.Hotel-Information) ![Edison Beach House](//images.trvl-media.com/lodging/12000000/11760000/11753200/11753200/fb0b7d7c_y.jpg) ### Edison Beach House 10/10 Excellent "As always, another excellent stay at the Edison Beach house! The staff is always so friendly and accommodating, property is well kept and a perfect location directly on the beach. Couldn’t ask for better!" [](https://expedia.co.uk/Fort-Myers-Hotels-Edison-Beach-House.h11753200.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 "easy access to all of the amenities, comfortable rooms that were attractive and clean. Variety of menu options at all meals. We could've never left the property and had a great vacation. The noseeums was the only problem we had. Although our bug spray said deters noseeums, we were eaten alive on the beach. Pants and sleeves at sunset. We will be back. Thanks for a great fall break experience. " [](https://expedia.co.uk/Fort-Myers-Hotels-Sanibel-Island-Beach-Resort.h17298818.Hotel-Information) ![Hyatt Place Fort Myers/at The Forum](//images.trvl-media.com/lodging/3000000/2850000/2847800/2847745/3f55519b_y.jpg) ### Hyatt Place Fort Myers/at The Forum 10/10 Excellent "consistent with the brand, everything was fine, it is however tucked back off the main road, and we arrived late, so i was concerned about security. " [](https://expedia.co.uk/Fort-Myers-Hotels-Hyatt-Place-Fort-Myersat-The-Forum.h2847745.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 "Very relaxing, plenty of restaurants in the area and the view was amazing." [](https://expedia.co.uk/Fort-Myers-Hotels-Lani-Kai-Beachfront-Resort.h438796.Hotel-Information) ![Embassy Suites by Hilton Fort Myers Estero](//images.trvl-media.com/lodging/2000000/1320000/1312700/1312669/40e94d44_y.jpg) ### Embassy Suites by Hilton Fort Myers Estero 10/10 Excellent "Staff helpful, bed comfy & room was big. 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[Flights to Captiva Island](https://www.expedia.co.uk/Cheap-Flights-To-Captiva-Island.d553248635083900531.Travel-Guide-Flights) - [Flights to Captiva](https://www.expedia.co.uk/Cheap-Flights-To-Captiva.d86452.Travel-Guide-Flights) - [Visit Bokeelia](https://www.expedia.co.uk/Bokeelia.dx6177515) - [Visit Burnt Store](https://www.expedia.co.uk/Cape-Coral-Burnt-Store.dx553248635976481229) - [Captiva Chapel By the Sea](https://www.expedia.co.uk/Captiva-Chapel-By-The-Sea-Captiva.d6296257.Attraction) - [Visit Captiva Island](https://www.expedia.co.uk/Captiva-Island.dx553248635083900531) - [Captiva Holidays](https://www.expedia.co.uk/Captiva.d86452.Holidays-City-Breaks) - [Visit Matlacha](https://www.expedia.co.uk/Matlacha.dx601098) - [Mccarthy's Marina](https://www.expedia.co.uk/McCarthys-Marina-Captiva.d6182960.Attraction) - [Visit Saint James City](https://www.expedia.co.uk/Saint-James-City.dx6355652) - [Kid friendly Holiday Packages Captiva Island](https://www.expedia.co.uk/lp/theme-holidays/kid-friendly-holidays/553248635083900531/Captiva-Island) - [Car hire Captiva](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Captiva.d86452.Car-Hire-Guide) - [Essence Car Rental Rental Cars in Captiva Island](https://www.expedia.co.uk/Essence-Car-Rental-Car-Rentals-In-Captiva-Island.d553248635083900531-c1085.Car-Rental-Guide-Suppliers) - [Captiva Holiday Rentals](https://www.expedia.co.uk/Captiva-Holiday-Rentals.d86452.Travel-Guide-HolidayRentals) - [Captiva Island Holiday Rentals](https://www.expedia.co.uk/Captiva-Island-Holiday-Rentals.d553248635083900531.Travel-Guide-HolidayRentals) - [Saint James City Holiday Rentals](https://www.expedia.co.uk/Saint-James-City-Holiday-Rentals.d6355652.Travel-Guide-HolidayRentals) - [Things to do in Saint James City](https://www.expedia.co.uk/Things-To-Do-In-Saint-James-City.d6355652.Travel-Guide-Activities) - [Book Hotels with Pool in Pine Island on Expedia.com](https://www.expedia.com/Pine-Island-Hotels-Hotel-With-Pool.0-0-d553248635083900600-tHotelwithPool.Travel-Guide-Filter-Hotels)