Title: Book the Best Hotels with POOL in Hemingway in 2025 | Expedia.ca [Vacation Rentals in The Villages](https://expedia.ca/The-Villages-Vacation-Rentals.d6053731.Travel-Guide-VacationRentals)[Flights to The Villages](https://expedia.ca/Cheap-Flights-To-The-Villages.d6053731.Travel-Guide-Flights)[Things to do in The Villages](https://expedia.ca/Things-To-Do-In-The-Villages.d6053731.Travel-Guide-Activities)[Hemingway Car Rentals](https://expedia.ca/Car-Rentals-In-Hemingway.d553248635976468617.Car-Rental-Guide)[Hemingway Vacations](https://expedia.ca/Hemingway.d553248635976468617.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with a Pool in Hemingway, FL from CA $80 - ![](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 Hemingway Hotels with a Pool Tonight [Nov 25 - Nov 26](https://www.expedia.ca/Hotel-Search?regionId=553248635976468617&startDate=2025-11-25&endDate=2025-11-26&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 26 - Nov 27](https://www.expedia.ca/Hotel-Search?regionId=553248635976468617&startDate=2025-11-26&endDate=2025-11-27&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=553248635976468617&startDate=2025-11-28&endDate=2025-11-30&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=553248635976468617&startDate=2025-12-05&endDate=2025-12-07&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Hemingway Hotels with a Pool ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/2000000/1190000/1184000/1183971/8b286b7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1190000/1184000/1183971/a74dddb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free continental breakfast](https://images.trvl-media.com/lodging/2000000/1190000/1184000/1183971/1284cdce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1190000/1184000/1183971/aa82a8e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn & Suites Tavares North Tavares 8.2/10 Very good (1008) "Nice location, big rooms, complimentary water and cookies." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gail CA $114 CA $127 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Leesburg-Hotels-Comfort-Inn-Suites-Tavares-North.h1183971.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/3000000/2060000/2057700/2057662/ffb12690.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2060000/2057700/2057662/b781f870.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Golf](https://images.trvl-media.com/lodging/3000000/2060000/2057700/2057662/aedbd410.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lake](https://images.trvl-media.com/lodging/3000000/2060000/2057700/2057662/w2877h1919x0y0-94bdbba4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mission Resort and Club Howey-in-the-Hills 8.8/10 Excellent (708) "Great place to stay ! We came for a wedding and it was fantastic!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Yasunari CA $143 CA $206 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Leesburg-Hotels-Mission-Inn-Resort-Club.h2057662.Hotel-Information) ![Outdoor pool, open 8:00 AM to 10:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/2000000/1800000/1790600/1790521/682cec17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed, Lake View](https://images.trvl-media.com/lodging/2000000/1800000/1790600/1790521/f56bf693.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1800000/1790600/1790521/4dc98f06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/2000000/1800000/1790600/1790521/adafc576.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Waterfront Inn Lake Sumter Landing 9.2/10 Wonderful (1264) "Nice staff clean hotel " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Edward [](https://www.expedia.ca/Leesburg-Hotels-The-Waterfront-Inn.h1790521.Hotel-Information) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/2000000/1280000/1273500/1273403/8775e443.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1280000/1273500/1273403/d422f3d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/2000000/1280000/1273500/1273403/efdbbb89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/2000000/1280000/1273500/1273403/d5d3ba6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Lady Lake/The Villages Lady Lake 9.0/10 Wonderful (1006) "Nice place " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael CA $140 CA $150 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Leesburg-Hotels-Hampton-Inn-Suites-Lady-LakeThe-Villages.h1273403.Hotel-Information) ![Standard Room, 2 Queen Beds](https://images.trvl-media.com/lodging/1000000/990000/988400/988360/93d65aac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/1000000/990000/988400/988360/b860b05f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/1000000/990000/988400/988360/601dc1fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/1000000/990000/988400/988360/82c6aa36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Microtel Inn & Suites by Wyndham Ocala Ocala 7.0/10 Good (1006) "A nights stay but I had a good experience " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jessica CA $53 CA $80 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Ocala-Hotels-Microtel-Inn-Suites-By-Wyndham-Ocala.h988360.Hotel-Information) ![Aerial view](https://images.trvl-media.com/lodging/2000000/1060000/1051700/1051642/52cd2119.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1060000/1051700/1051642/4ae632a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/2000000/1060000/1051700/1051642/fcd4fa8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, blackout drapes](https://images.trvl-media.com/lodging/2000000/1060000/1051700/1051642/798276e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Hotel & Suites Tavares - Leesburg by IHG Tavares 8.8/10 Excellent (1000) "Clean room, great service, and good breakfast options! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brian CA $123 CA $137 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Leesburg-Hotels-Holiday-Inn-Express-Hotel-Suites-Tavares-Leesburg.h1051642.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1200000/1199200/1199197/96a3d0a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1200000/1199200/1199197/2a82f64d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/2000000/1200000/1199200/1199197/e770c66e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1200000/1199200/1199197/68ae0898.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sleep Inn and Suites - Ocala / Belleview Ocala 8.2/10 Very good (1004) "Good hotel for a quick stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maria CA $95 CA $106 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Ocala-Hotels-Sleep-Inn-And-Suites-Ocala-Belleview.h1199197.Hotel-Information) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/43000000/42070000/42069200/42069165/03f0d42b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/43000000/42070000/42069200/42069165/21f8c778.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/43000000/42070000/42069200/42069165/fba11823.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/43000000/42070000/42069200/42069165/9fba0205.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Brownwood Hotel & Spa Wildwood 9.8/10 Exceptional (1059) "Always a pleasant stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stacy [](https://www.expedia.ca/Leesburg-Hotels-Brownwood-Hotel-Spa.h42069165.Hotel-Information) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/2000000/1180000/1180000/1179917/eeee0b3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, pillowtop beds, desk](https://images.trvl-media.com/lodging/2000000/1180000/1180000/1179917/ad9b539d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1180000/1180000/1179917/37208c0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed with Sofa bed, Accessible, Non Smoking](https://images.trvl-media.com/lodging/2000000/1180000/1180000/1179917/c1fc7299.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Suites Lady Lake - The Villages Lady Lake 9.0/10 Wonderful (1005) "Very nice pleasant stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Richard CA $131 CA $145 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Leesburg-Hotels-Comfort-Suites-The-Villages.h1179917.Hotel-Information) ![Outdoor pool, open 8:30 AM to 8:30 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/76000000/75010000/75000500/75000496/a0ccb50f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily full breakfast](https://images.trvl-media.com/lodging/76000000/75010000/75000500/75000496/68389dce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Non Smoking, Balcony | Private kitchen](https://images.trvl-media.com/lodging/76000000/75010000/75000500/75000496/fe768a0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/76000000/75010000/75000500/75000496/c6824188.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SureStay Plus Hotel by Best Western The Villages Lady Lake 8.2/10 Very good (662) "Beautiful balcony, clean and quiet rooms" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) April CA $107 CA $118 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Lady-Lake-Hotels-Sure-Stay-Plus-By-Best-Western.h75000496.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=2025-12-09&endDate=2025-12-10®ionId=553248635976468617&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Hemingway Hotel Reviews ## Frequently asked questions ### What are some accommodations with pools in Hemingway? > [The Waterfront Inn](https://www.expedia.ca/Leesburg-Hotels-The-Waterfront-Inn.h1790521.Hotel-Information): Features free self parking, an outdoor pool, and complimentary wireless internet access. [Brownwood Hotel & Spa](https://www.expedia.ca/Leesburg-Hotels-Brownwood-Hotel-Spa.h42069165.Hotel-Information): Offers a full-service spa, an outdoor pool, and free self parking. [Microtel Inn & Suites by Wyndham Leesburg/Mt Dora](https://www.expedia.ca/Leesburg-Hotels-Microtel-Inn-Suites-By-Wyndham-LeesburgMt-Dora.h328816.Hotel-Information): Features buffet, an outdoor pool, and free self parking. [Quality Inn & Suites Mt Dora North](https://www.expedia.ca/Leesburg-Hotels-Quality-Inn-Suites-Mt-Dora-North.h17105.Hotel-Information): Offers a snack bar/deli, an outdoor pool, and buffet. [Holiday Inn Express & Suites Wildwood The Villages by IHG](https://www.expedia.ca/Leesburg-Hotels-Holiday-Inn-Express-Suites-Wildwood-The-Villages.h55073585.Hotel-Information): Features buffet, an outdoor pool, and complimentary wired internet access. ### What is there to see and do in Hemingway? > Make a point to visit attractions like Don Garlits Museum of Racing and Uncle Donald's Farm. 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