Title: Book the Best Hotels with POOL in Fire Island in 2025 | Expedia.ca [Fire Island Travel Guide](https://expedia.ca/Fire-Island.dx183671)[Hotels in Fire Island](https://expedia.ca/Fire-Island-Hotels.d183671.Travel-Guide-Hotels)[Vacation Rentals in Fire Island](https://expedia.ca/Fire-Island-Vacation-Rentals.d183671.Travel-Guide-VacationRentals)[Flights to Fire Island](https://expedia.ca/Cheap-Flights-To-Fire-Island.d183671.Travel-Guide-Flights)[Fire Island Car Rentals](https://expedia.ca/Car-Rentals-In-Fire-Island.d183671.Car-Rental-Guide)[Fire Island Vacation Packages](https://expedia.ca/Fire-Island.d183671.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/1/2a1ecdf56f03d8a18c29ecc582267720.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with a Pool in Fire Island, NY ![](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 Fire Island Hotels with a Pool Tonight [Oct 17 - Oct 18](https://www.expedia.ca/Hotel-Search?regionId=183671&startDate=2025-10-17&endDate=2025-10-18&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 18 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=183671&startDate=2025-10-18&endDate=2025-10-19&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=183671&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=183671&startDate=2025-10-24&endDate=2025-10-26&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Fire Island Hotels with a Pool ![Exterior](https://images.trvl-media.com/lodging/36000000/35060000/35057300/35057208/014e6d25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/36000000/35060000/35057300/35057208/ebe65097.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/36000000/35060000/35057300/35057208/2b2e6709.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/36000000/35060000/35057300/35057208/697309a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Madison Fire Island Pines Sayville 8.8/10 Excellent (50) "Great place " CA $281 CA $321 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Sayville-Hotels-The-Madison-Fire-Island-Pines.h35057208.Hotel-Information) ![Indoor pool, open 8:00 AM to 10:30 PM, sun loungers](https://images.trvl-media.com/lodging/118000000/117740000/117733400/117733346/fe90ab5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/118000000/117740000/117733400/117733346/bed106f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/118000000/117740000/117733400/117733346/39874292.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Television](https://images.trvl-media.com/lodging/118000000/117740000/117733400/117733346/917c2d98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites By Hilton Long Island Farmingdale Farmingdale 9.0/10 Wonderful (41) "Everything was great breakfast, the pool,clean services, staff " CA $229 CA $262 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Farmingdale-Hotels-Hampton-Inn-Suites-By-Hilton-Long-Island-Farmingdale.h117733346.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/4000000/3480000/3475700/3475618/28dc0e95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; American cuisine, pool views ](https://images.trvl-media.com/lodging/4000000/3480000/3475700/3475618/a6b9753f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/4000000/3480000/3475700/3475618/75016698.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/4000000/3480000/3475700/3475618/4908c465.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Indigo East End by IHG Riverhead 8.8/10 Excellent (1003) "Best place ever!!! Love it 💕 Food and Staff was amazing " CA $199 CA $228 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Riverhead-Hotels-Hotel-Indigo-East-End.h3475618.Hotel-Information) ![Indoor pool, open 9:00 AM to 7:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/17800/17703/095682da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ballroom](https://images.trvl-media.com/lodging/1000000/20000/17800/17703/ff66729b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges](https://images.trvl-media.com/lodging/1000000/20000/17800/17703/2ea4b506.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/1000000/20000/17800/17703/028f95b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Garden City Hotel Garden City 9.4/10 Exceptional (1018) "Great property and the staff is amazing! " CA $264 CA $341 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Garden-City-Hotels-The-Garden-City-Hotel.h17703.Hotel-Information) ![Seasonal outdoor pool, open 10:00 AM to 8:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/2000000/1220000/1210400/1210398/15a14a38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1220000/1210400/1210398/e77eab74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/2000000/1220000/1210400/1210398/04aa4e82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private beach nearby, beach towels](https://images.trvl-media.com/lodging/2000000/1220000/1210400/1210398/8a104c05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hamlet Inn Southampton 8.6/10 Excellent (430) "Great Staff" CA $150 CA $194 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Southampton-Hotels-Hamlet-Inn.h1210398.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/10000000/9340000/9337100/9337066/c4314d53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, sun loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/10000000/9340000/9337100/9337066/84656cf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's play area - outdoor](https://images.trvl-media.com/lodging/10000000/9340000/9337100/9337066/61dd3b27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/10000000/9340000/9337100/9337066/0eb845c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ocean View Terrace Inn Hampton Bays 8.4/10 Very good (119) "This place was very nice and quiet. " CA $202 CA $315 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Hampton-Bays-Hotels-Ocean-View-Terrace-Inn.h9337066.Hotel-Information) ![Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/4bbf34cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, down comforters, in-room safe](https://images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/1bfd9996.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![55-inch Smart TV with cable channels, TV](https://images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/cbe6e5e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, down comforters, in-room safe](https://images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/ec2d268d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Bentley Hotel Southampton Southampton 9.6/10 Exceptional (354) "Really nice room, reasonably priced and very clean " CA $207 CA $237 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Southampton-Hotels-Bentley-Southampton.h53962986.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/450000/447900/447803/0c137ed2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Honeymoon Room, Jetted Tub](https://images.trvl-media.com/lodging/1000000/450000/447900/447803/5fc9f561.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/450000/447900/447803/w2880h1079x0y0-f10fe240.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/450000/447900/447803/55438f97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Atlantic Hotel Southampton 7.2/10 Good (955) "Love the area love the room size clean parking was perfect " CA $158 CA $215 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Southampton-Hotels-The-Atlantic-Hotel.h447803.Hotel-Information) ![Indoor pool, open 5:30 AM to 11:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/880000/874700/874604/411d7754.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Gazebo](https://images.trvl-media.com/lodging/1000000/880000/874700/874604/ef933cf5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Individually furnished, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/880000/874700/874604/e2142821.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/880000/874700/874604/b6b0acd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Long Island-Brookhaven Farmingville 8.8/10 Excellent (1210) "A good hotel at a good location right at the LIE. Easy to go places around Long Island." CA $160 CA $183 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Farmingville-Hotels-Hampton-Inn-Long-Island-Brookhaven.h874604.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/20000000/19720000/19716000/19715959/e70cf1f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed](https://images.trvl-media.com/lodging/20000000/19720000/19716000/19715959/9f1bca91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed](https://images.trvl-media.com/lodging/20000000/19720000/19716000/19715959/74fca349.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/20000000/19720000/19716000/19715959/34576327.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Hampton Maid Hampton Bays 9.0/10 Wonderful (671) "Love this place " CA $264 CA $302 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Hampton-Bays-Hotels-Hampton-Maid-Motel.h19715959.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=2025-10-31&endDate=2025-11-01®ionId=183671&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Fire Island Hotel Reviews ![Hampton Inn Long Island-Brookhaven](//images.trvl-media.com/lodging/1000000/880000/874700/874604/ef933cf5_y.jpg) ### Hampton Inn Long Island-Brookhaven 10/10 Excellent "Great" [](https://expedia.ca/Farmingville-Hotels-Hampton-Inn-Long-Island-Brookhaven.h874604.Hotel-Information) ![ Holiday Inn Express Hauppauge-Long Island](//images.trvl-media.com/lodging/1000000/690000/687900/687847/b9a8a7cb_y.jpg) ### Holiday Inn Express Hauppauge-Long Island 10/10 Excellent "Great value with friendly staff and premium rooms " [](https://expedia.ca/Hauppauge-Hotels-Holiday-Inn-Express-Hauppauge.h687847.Hotel-Information) ![Radisson Hotel Hauppauge-Long Island](//images.trvl-media.com/lodging/1000000/20000/10800/10706/db515945_y.jpg) ### Radisson Hotel Hauppauge-Long Island 10/10 Excellent "Clean and spacious room, kind staff, good location. Had everything I needed! " [](https://expedia.ca/Hauppauge-Hotels-Radisson-Hotel-Hauppauge-Long-Island.h10706.Hotel-Information) ![Jake's 58 Casino Hotel - Adult Only](//images.trvl-media.com/lodging/1000000/30000/26700/26698/1376e262_y.jpg) ### Jake's 58 Casino Hotel - Adult Only 10/10 Excellent "First time and i felt comfortable right away, no need to drive anywhere...everything you need right there. Food, drinks, and games." [](https://expedia.ca/Islandia-Hotels-Jakes-58-Hotel-Casino.h26698.Hotel-Information) ![Holiday Inn Express Stony Brook by IHG](//images.trvl-media.com/lodging/1000000/20000/13200/13198/185106c2_y.jpg) ### Holiday Inn Express Stony Brook by IHG 10/10 Excellent "Good" [](https://expedia.ca/Centereach-Hotels-Holiday-Inn-Express-Stony-Brook-By-IHG.h13198.Hotel-Information) ![Days Inn by Wyndham Woodbury Long Island](//images.trvl-media.com/lodging/1000000/10000/6700/6675/2e6a9e91_y.jpg) ### Days Inn by Wyndham Woodbury Long Island 10/10 Excellent "Place was clean and quiet " [](https://expedia.ca/Woodbury-Hotels-Days-Inn-By-Wyndham-Woodbury-Long-Island.h6675.Hotel-Information) ![Hilton Garden Inn Westbury](//images.trvl-media.com/lodging/1000000/990000/988800/988765/a35583f8_y.jpg) ### Hilton Garden Inn Westbury 10/10 Excellent "Front desk staff was accommodating. " [](https://expedia.ca/Westbury-Hotels-Hilton-Garden-Inn-Westbury.h988765.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport](//images.trvl-media.com/lodging/2000000/1490000/1487200/1487110/912656f3_y.jpg) ### La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport 10/10 Excellent "Was a quick overnight trip had a great experience will make another stay next trip to the area " [](https://expedia.ca/Bohemia-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Islip-MacArthur-Airport.h1487110.Hotel-Information) ![Hyatt Regency Long Island](//images.trvl-media.com/lodging/1000000/10000/3700/3668/79d8acea_y.jpg) ### Hyatt Regency Long Island 10/10 Excellent "The breakfast buffet was amazing. Nice and quiet. The staff was very helpful and friendly." 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