Title: Book the Best Hotels with POOL in Fleming Island in 2025 | Expedia.ca [Fleming Island Travel Guide](https://expedia.ca/Fleming-Island.dx6340889)[Hotels in Fleming Island](https://expedia.ca/Fleming-Island-Hotels.d6340889.Travel-Guide-Hotels)[Vacation Rentals in Fleming Island](https://expedia.ca/Fleming-Island-Vacation-Rentals.d6340889.Travel-Guide-VacationRentals)[Fleming Island Car Rentals](https://expedia.ca/Car-Rentals-In-Fleming-Island.d6340889.Car-Rental-Guide)[Fleming Island Vacation Packages](https://expedia.ca/Fleming-Island.d6340889.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/d4fb2c12937539b72b51828f3a5cc7dc.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Ash Feky # Find Hotels with a Pool in Fleming Island, FL from CA $135 ![](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 Fleming Island Hotels with a Pool Tonight [Oct 9 - Oct 10](https://www.expedia.ca/Hotel-Search?regionId=6340889&startDate=2025-10-09&endDate=2025-10-10&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 10 - Oct 11](https://www.expedia.ca/Hotel-Search?regionId=6340889&startDate=2025-10-10&endDate=2025-10-11&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=6340889&startDate=2025-10-10&endDate=2025-10-12&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=6340889&startDate=2025-10-17&endDate=2025-10-19&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Fleming Island Hotels with a Pool ![Outdoor pool](https://images.trvl-media.com/lodging/2000000/1620000/1615500/1615499/bbf5e605.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1620000/1615500/1615499/17bc55f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, iron/ironing board, rollaway beds](https://images.trvl-media.com/lodging/2000000/1620000/1615500/1615499/cd1d0f38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/2000000/1620000/1615500/1615499/e80d490b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Fleming Island by IHG Fleming Island 9.0/10 Wonderful (1002) "We were able to check in early staff friendly " CA $160 CA $180 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Jacksonville-Hotels-Holiday-Inn-Express-Suites-Fleming-Island.h1615499.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/18000000/17060000/17059800/17059769/f31e4081.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/18000000/17060000/17059800/17059769/da83b1b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed](https://images.trvl-media.com/lodging/18000000/17060000/17059800/17059769/4ac339e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/18000000/17060000/17059800/17059769/277d3eb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Jacksonville W - I295 and I10 by IHG Northwest 9.4/10 Exceptional (473) "Very nice place to stay at I received my room service for the three nights. I stayed definitely enjoyed it staying. There will be back again soon." CA $155 CA $176 total includes taxes & fees Oct 17 - Oct 18 [](https://www.expedia.ca/Jacksonville-Hotels-Holiday-Inn-Express-Suites-Jacksonville-W-I295-And-I10.h17059769.Hotel-Information) ![Outdoor pool, open 8 AM to 10 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/900000/898100/898066/e289e58e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed (Additional Living Area) | Golf view](https://images.trvl-media.com/lodging/1000000/900000/898100/898066/c476e2a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/900000/898100/898066/4391e9e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/900000/898100/898066/0fcbe763.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Jacksonville SE- Med Ctr Area by IHG Southside 8.4/10 Very good (1005) "The staff was wonderful and the hotel neat and clean. I already booked my next visit and staying at the Holiday Inn & Suites in November! Highly recommended!! " CA $150 CA $170 total includes taxes & fees Oct 11 - Oct 12 [](https://www.expedia.ca/Jacksonville-Hotels-Holiday-Inn-Express-Suites-Jacksonville-SE-Med-Ctr-Area.h898066.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/2000000/1160000/1159700/1159667/de19c4d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/2000000/1160000/1159700/1159667/901bb644.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1160000/1159700/1159667/c18d1973.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1160000/1159700/1159667/9b0e22f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Jacksonville I-10 West Northwest 9.0/10 Wonderful (684) "The staff was very friendly and accommodating. We had a retirement cake that needed to be refridgerated and the staff helped us with that. HOSPITALITY!! " CA $148 CA $167 total includes taxes & fees Oct 18 - Oct 19 [](https://www.expedia.ca/Jacksonville-Hotels-Hampton-Inn-Jacksonville-I-10-West.h1159667.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/2000000/1210000/1209300/1209284/8b1103bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/2000000/1210000/1209300/1209284/4bfc87e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1210000/1209300/1209284/aa105a6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1210000/1209300/1209284/0a40aed1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Homewood Suites by Hilton Jacksonville-South/St. Johns Ctr. Southside 8.4/10 Very good (1010) "Perfect stay!" CA $132 CA $150 total includes taxes & fees Oct 25 - Oct 26 [](https://www.expedia.ca/Jacksonville-Hotels-Homewood-Suites-By-Hilton-Jacksonville-SouthSt-Johns-Ctr.h1209284.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/3000000/2590000/2589500/2589456/11222f22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/3000000/2590000/2589500/2589456/6e729f80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2590000/2589500/2589456/6ab58bb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/3000000/2590000/2589500/2589456/776c81d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott Jacksonville I-295/East Beltway Arlington 9.2/10 Wonderful (585) "Great stay" CA $130 CA $147 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Jacksonville-Hotels-Courtyard-By-Marriott-Jacksonville-I-295East-Beltway.h2589456.Hotel-Information) ![Seasonal outdoor pool, open 8:00 AM to 10:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/2000000/1690000/1683000/1682933/2b6c6721.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1690000/1683000/1682933/e64cbe2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/2000000/1690000/1683000/1682933/8a91a44d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/2000000/1690000/1683000/1682933/ce30adda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express and Suites Jacksonville East by IHG Arlington 8.4/10 Very good (1005) "Stayed here for the night and everything was awesome. Most definitely would book here again" CA $127 CA $144 total includes taxes & fees Oct 18 - Oct 19 [](https://www.expedia.ca/Jacksonville-Hotels-Holiday-Inn-Express-And-Suites-Jacksonville-East.h1682933.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/109000000/108230000/108221700/108221603/e4b8a7c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/109000000/108230000/108221700/108221603/7b1dfe7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/109000000/108230000/108221700/108221603/05c9558d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, foosball, stereo](https://images.trvl-media.com/lodging/109000000/108230000/108221700/108221603/23bd9ce0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stunning LuxRetreat w Pool View StJohnsTownCenter closed 2Fine Dining&Shopping Southside 8.0/10 Very good (4) "Absolutely loved the property - safe area - beautiful pool - Town center is close - could walk but recommend driving Two complaints in the unit 1. Sofa is awkward to sit on but comfortable as a bed 2. Pots and pansWe purchased pans .. would recommend the pans in the unit be replaced Also limited dishes " [](https://www.expedia.ca/Jacksonville-Hotels-Stunning-LuxRetreat-W-Pool-View-StJohnsTownCenter-Closed-2Fine-DiningShopping.h108221603.Hotel-Information) ![Outdoor pool, open 8 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/220000/210300/210286/5b08f9a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/220000/210300/210286/a6d62e1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/1000000/220000/210300/210286/534ecc9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/220000/210300/210286/c6b344f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn St. Augustine - World Golf by IHG St. Augustine 7.0/10 Good (1003) "It's a great place to stay " CA $121 CA $135 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/St-Augustine-Hotels-Holiday-Inn-St-Augustine-World-Golf.h210286.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/70000000/69340000/69334700/69334690/d0ab78f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/70000000/69340000/69334700/69334690/150b4b99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/70000000/69340000/69334700/69334690/8bcfc958.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/70000000/69340000/69334700/69334690/4407d39b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mi CASA es su CASA St. Augustine 10/10 Exceptional (86) "Great stay with no issues. Great communication with host." CA $116 CA $291 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/St-Augustine-Hotels-Luxury-Condo-Resort-And-Spa-With-Golf-Course.h69334690.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=2025-10-23&endDate=2025-10-24®ionId=6340889&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Fleming Island Hotel Reviews ![DoubleTree by Hilton Hotel Jacksonville Riverfront](//images.trvl-media.com/lodging/1000000/50000/40800/40756/08e9014b_y.jpg) ### DoubleTree by Hilton Hotel Jacksonville Riverfront 10/10 Excellent "Beautiful River View. " [](https://expedia.ca/Jacksonville-Hotels-DoubleTree-By-Hilton-Hotel-Jacksonville-Riverfront.h40756.Hotel-Information) ![Marriott Jacksonville Downtown](//images.trvl-media.com/lodging/1000000/20000/15400/15387/7f49392d_y.jpg) ### Marriott Jacksonville Downtown 10/10 Excellent "Very friendly staff. Room was as advertised " [](https://expedia.ca/Jacksonville-Hotels-Omni-Jacksonville-Hotel.h15387.Hotel-Information) ![Wyndham Garden Jacksonville](//images.trvl-media.com/lodging/1000000/20000/12900/12836/33fabc3d_y.jpg) ### Wyndham Garden Jacksonville 10/10 Excellent "Clean room . Very friendly staff also very accommodating " [](https://expedia.ca/Jacksonville-Hotels-Wyndham-Garden-Jacksonville.h12836.Hotel-Information) ![Southbank Hotel by Marriott Jacksonville Riverwalk](//images.trvl-media.com/lodging/1000000/40000/34600/34600/a7e57e64_y.jpg) ### Southbank Hotel by Marriott Jacksonville Riverwalk 10/10 Excellent "The staff at this property were the best part honestly. From the valets who greeted me daily to the front desk staff who quickly rectified an issue I was having with the TV in my room to the bartenders in the restaurant. Everyone had the best disposition and always greeted me with a smile. " [](https://expedia.ca/Jacksonville-Hotels-Southbank-Hotel-Jacksonville-Riverwalk.h34600.Hotel-Information) ![Homewood Suites by Hilton Jacksonville-South/St. Johns Ctr.](//images.trvl-media.com/lodging/2000000/1210000/1209300/1209284/4bfc87e1_y.jpg) ### Homewood Suites by Hilton Jacksonville-South/St. Johns Ctr. 10/10 Excellent "The frying pans need to be replaced as they are very dangerous to use. Teflon coatings have been scratched and they leach toxic chemicals into your food. Please consider replacing with ceramic coated pans or stainless steel. This is the second stay and pans were unusable. Otherwise the staff here are wonderful and the hotel is very comfortable. Love the beds and grateful for the gym. Please also have the floors and mats mopped in the gym as they are dirty. " [](https://expedia.ca/Jacksonville-Hotels-Homewood-Suites-By-Hilton-Jacksonville-SouthSt-Johns-Ctr.h1209284.Hotel-Information) ![Hyatt Regency Jacksonville](//images.trvl-media.com/lodging/1000000/570000/563200/563167/639b17f1_y.jpg) ### Hyatt Regency Jacksonville 10/10 Excellent "Customer service truly went above and beyond!! We had a minor issue with one of our rooms that I honestly did not expect anything in return for. Customer service took care of our parking fee, gave us a huge discounted rate for meals, and even a little something to purchase anything we may need at their market. Not what I expected at all. Throughout the process they could not have been any nicer and professional." [](https://expedia.ca/Jacksonville-Hotels-Hyatt-Regency-Jacksonville.h563167.Hotel-Information) ![Embassy Suites by Hilton Jacksonville Baymeadows](//images.trvl-media.com/lodging/1000000/10000/1200/1119/b15a4b28_y.jpg) ### Embassy Suites by Hilton Jacksonville Baymeadows 10/10 Excellent "atmosphere was excellent " [](https://expedia.ca/Jacksonville-Hotels-Embassy-Suites-By-Hilton-Jacksonville-Baymeadows.h1119.Hotel-Information) ![Comfort Suites Baymeadows Near Butler Blvd](//images.trvl-media.com/lodging/1000000/30000/28500/28403/0d05c215_y.jpg) ### Comfort Suites Baymeadows Near Butler Blvd 10/10 Excellent "Just for one night, went to event in Jacksonville." [](https://expedia.ca/Jacksonville-Hotels-Comfort-Suites-Baymeadows-Near-Butler-Blvd.h28403.Hotel-Information) ![Sheraton Jacksonville Hotel](//images.trvl-media.com/lodging/2000000/1980000/1971500/1971479/a5634161_y.jpg) ### Sheraton Jacksonville Hotel 10/10 Excellent "The Staff is always great and attentive. The rooms are alway immaculate.." [](https://expedia.ca/Jacksonville-Hotels-Sheraton-Jacksonville-Hotel.h1971479.Hotel-Information) ## Frequently asked questions ### What are some hotels with pools in Fleming Island? > [Hyatt Regency Jacksonville](https://www.expedia.ca/Jacksonville-Hotels-Hyatt-Regency-Jacksonville.h563167.Hotel-Information): Hotel located near EverBank Stadium. Features 3 restaurants, an outdoor pool, and complimentary wired internet access. [Apm Inn and Suite](https://www.expedia.ca/Jacksonville-Hotels-Apm-Inn-And-Suite.h92318740.Hotel-Information): Offers free self parking, an outdoor pool, and complimentary wireless internet access. [Embassy Suites by Hilton Jacksonville Baymeadows](https://www.expedia.ca/Jacksonville-Hotels-Embassy-Suites-By-Hilton-Jacksonville-Baymeadows.h1119.Hotel-Information): Provides a snack bar/deli, an indoor pool, and full. [Wyndham Garden Jacksonville](https://www.expedia.ca/Jacksonville-Hotels-Wyndham-Garden-Jacksonville.h12836.Hotel-Information): Features free self parking, a pool, and complimentary wireless internet access. [Scottish Inn Jacksonville Downtown](https://www.expedia.ca/Jacksonville-Hotels-Scottish-Inn-Jacksonville-Downtown.h7873493.Hotel-Information): Hotel located near EverBank Stadium. Features 2 restaurants, an outdoor pool, and 2 bars. ### What is there to see and do in Fleming Island? > Explore places like Jacksonville Naval Air Station and St. Johns Town Center while you're in the area. Surround yourself with nature at Little Jessie Island. The restaurants and shopping are just some of the things to enjoy while you're in the area. ### When is the best time to book a hotel with a pool in Fleming Island? > Taking into account the local weather in Fleming Island is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually July and August with an average temp of 81°F, while the coldest months are January and February with an average of 60°F. 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