Title: Book the Best Hotels with POOL in Lakeland - Winter Haven in 2026 | Expedia.ca [Lakeland - Winter Haven Travel Guide](https://expedia.ca/Lakeland-Winter-Haven.dx6048230)[Hotels in Lakeland - Winter Haven](https://expedia.ca/Lakeland-Winter-Haven-Hotels.d6048230.Travel-Guide-Hotels)[Vacation Rentals in Lakeland - Winter Haven](https://expedia.ca/Lakeland-Winter-Haven-Vacation-Rentals.d6048230.Travel-Guide-VacationRentals)[Flights to Lakeland - Winter Haven](https://expedia.ca/Cheap-Flights-To-Lakeland-Winter-Haven.d6048230.Travel-Guide-Flights)[Things to do in Lakeland - Winter Haven](https://expedia.ca/Things-To-Do-In-Lakeland-Winter-Haven.d6048230.Travel-Guide-Activities)[Lakeland - Winter Haven Car Rentals](https://expedia.ca/Car-Rentals-In-Lakeland-Winter-Haven.d6048230.Car-Rental-Guide)[Lakeland - Winter Haven Vacation Packages](https://expedia.ca/Lakeland-Winter-Haven.d6048230.Destination-Travel-Guides) ![Lakeland - Winter Haven showing aircraft](https://images.trvl-media.com/place/6048230/acc91465-25e0-4c9a-8d30-5268c597e4d5.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Visit Central Florida # Find Hotels with a Pool in Lakeland - Winter Haven, FL from CA $83 - ![](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 Lakeland - Winter Haven Hotels with a Pool Tonight [Dec 12 - Dec 13](https://www.expedia.ca/Hotel-Search?regionId=6048230&startDate=2025-12-12&endDate=2025-12-13&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 13 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=6048230&startDate=2025-12-13&endDate=2025-12-14&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=6048230&startDate=2025-12-12&endDate=2025-12-14&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=6048230&startDate=2025-12-19&endDate=2025-12-21&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Lakeland - Winter Haven hotels with a pool ![2 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/11300/11224/4a01e8da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Food court](https://images.trvl-media.com/lodging/1000000/20000/11300/11224/b2e231ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Suite | Living area](https://images.trvl-media.com/lodging/1000000/20000/11300/11224/7c4d791e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/11300/11224/97a9d9d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Disney's All-Star Music Resort [](https://www.expedia.ca/Orlando-Hotels-Disneys-All-Star-Music-Resort.h11224.Hotel-Information) Lake Buena Vista 8.8/10 Excellent (1000) "Was great" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Terry [](https://www.expedia.ca/Orlando-Hotels-Disneys-All-Star-Music-Resort.h11224.Hotel-Information) ![2 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/30000/22800/22712/063f8be7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/22800/22712/0f5fda37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/30000/22800/22712/4d9efd1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Food court](https://images.trvl-media.com/lodging/1000000/30000/22800/22712/5e2d2d54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Disney's All Star Sports Resort [](https://www.expedia.ca/Orlando-Hotels-Disneys-All-Star-Sports-Resort.h22712.Hotel-Information) Lake Buena Vista 8.6/10 Excellent (1000) "Had a great stay. Thank you for the very courteous and friendly staff at Disneyworld" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eduardo [](https://www.expedia.ca/Orlando-Hotels-Disneys-All-Star-Sports-Resort.h22712.Hotel-Information) ![Outdoor pool, open 9:00 AM to 10:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/59000000/58080000/58072600/58072517/9a8a6f4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/59000000/58080000/58072600/58072517/08ef9167.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/59000000/58080000/58072600/58072517/9512806c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/59000000/58080000/58072600/58072517/ccd30aed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Home2 Suites by Hilton Orlando at Flamingo Crossings [](https://www.expedia.ca/Orlando-Hotels-Home2-Suites-By-Hilton-Orlando-Flamingo-Crossings.h58072517.Hotel-Information) Bay Lake 9.2/10 Wonderful (5054) "Great location nice breakfast and front desk people is amazing " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Orlando CA $142 CA $160 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Orlando-Hotels-Home2-Suites-By-Hilton-Orlando-Flamingo-Crossings.h58072517.Hotel-Information) ![Outdoor pool, open 8:00 AM to 11:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/62000000/61350000/61340900/61340843/dd1719a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/62000000/61350000/61340900/61340843/2b752fc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, open 8:00 AM to 11:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/62000000/61350000/61340900/61340843/65530f46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/62000000/61350000/61340900/61340843/9ac51db8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center [](https://www.expedia.ca/Orlando-Hotels-Fairfield-Inn-Suites-By-Marriott-Orlando-Flamingo-CrossingWestern-Entrance.h61340843.Hotel-Information) Bay Lake 9.4/10 Exceptional (4331) "Really good place to stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lians CA $160 CA $180 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Orlando-Hotels-Fairfield-Inn-Suites-By-Marriott-Orlando-Flamingo-CrossingWestern-Entrance.h61340843.Hotel-Information) ![Outdoor wedding area](https://images.trvl-media.com/lodging/25000000/24060000/24054800/24054711/d9869d2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/25000000/24060000/24054800/24054711/46754a1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/25000000/24060000/24054800/24054711/1ec1f9ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/25000000/24060000/24054800/24054711/a9cabc8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Margaritaville Resort Orlando [](https://www.expedia.ca/Orlando-Hotels-Margaritaville-Resort-Orlando.h24054711.Hotel-Information) Kissimmee 8.8/10 Excellent (3643) "Great location, close to Disney, heated pool it was a big plus, Nice breakfast and service! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eleni CA $160 CA $257 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Orlando-Hotels-Margaritaville-Resort-Orlando.h24054711.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/13000000/12340000/12337500/12337440/8fc8f285.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/13000000/12340000/12337500/12337440/668f020d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, desk, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/13000000/12340000/12337500/12337440/94bf9252.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/13000000/12340000/12337500/12337440/248f81fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance [](https://www.expedia.ca/Orlando-Hotels-SpringHill-Suites-Orlando-At-FLAMINGO-CROSSINGS-Town-CenterWestern-Entrance.h12337440.Hotel-Information) Bay Lake 9.0/10 Wonderful (2246) "Great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christopher CA $157 CA $177 total includes taxes & fees Dec 23 - Dec 24 [](https://www.expedia.ca/Orlando-Hotels-SpringHill-Suites-Orlando-At-FLAMINGO-CROSSINGS-Town-CenterWestern-Entrance.h12337440.Hotel-Information) ![Outdoor pool, open 8 AM to 11 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/90000/84700/84682/953a42fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![King room with Twin Sofa bed](https://images.trvl-media.com/lodging/1000000/90000/84700/84682/b1089d54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/1000000/90000/84700/84682/d3dcde68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/90000/84700/84682/c8908394.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Galleria Palms Hotel [](https://www.expedia.ca/Orlando-Hotels-Galleria-Palms-Hotel.h84682.Hotel-Information) Kissimmee 9.0/10 Wonderful (3644) "Great staff and amazing location near all the parks. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mauro CA $94 CA $131 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Orlando-Hotels-Galleria-Palms-Hotel.h84682.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/2000000/1820000/1813900/1813900/94d5773b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1820000/1813900/1813900/c5ff34ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/2000000/1820000/1813900/1813900/1492ecfb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Combined shower/tub, free toiletries, hair dryer, towels](https://images.trvl-media.com/lodging/2000000/1820000/1813900/1813900/8c29ff94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Seasons Florida Resort [](https://www.expedia.ca/Orlando-Hotels-Seasons-Florida-Resort.h1813900.Hotel-Information) Kissimmee 8.8/10 Excellent (3289) "Excellent location and value, very clean and friendly check in" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jason CA $73 CA $83 total includes taxes & fees Jan 11 - Jan 12, 2026 [](https://www.expedia.ca/Orlando-Hotels-Seasons-Florida-Resort.h1813900.Hotel-Information) ![Water park](https://images.trvl-media.com/lodging/1000000/10000/7700/7622/41854f3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/7700/7622/a2b6317d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast, lunch, dinner served; Mexican cuisine](https://images.trvl-media.com/lodging/1000000/10000/7700/7622/20b0635e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast, lunch, dinner served; Mexican cuisine](https://images.trvl-media.com/lodging/1000000/10000/7700/7622/e7c9feef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Red Lion Hotel Orlando Lake Buena Vista South [](https://www.expedia.ca/Orlando-Hotels-Red-Lion-Hotel-Orlando-Lake-Buena-Vista-South.h7622.Hotel-Information) Kissimmee 8.8/10 Excellent (4247) "Beautiful place to stay, reliable price, the location was perfect, super clean, definitely I will return back in a future to this hotel." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Aurelis CA $94 CA $138 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Orlando-Hotels-Red-Lion-Hotel-Orlando-Lake-Buena-Vista-South.h7622.Hotel-Information) ![3 outdoor pools, pool umbrellas](https://images.trvl-media.com/lodging/1000000/20000/14600/14518/f53cedc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/1000000/20000/14600/14518/e5abf81c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/20000/14600/14518/d7d2c4fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, in-room safe, individually decorated](https://images.trvl-media.com/lodging/1000000/20000/14600/14518/a3ab9f86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Silver Lake Resort [](https://www.expedia.ca/Orlando-Hotels-Silver-Lake-Resort.h14518.Hotel-Information) Kissimmee 8.4/10 Very good (1191) "The location was pretty good - the main thing was it was quiet and we were able to sleep well. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) mark CA $102 CA $147 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Orlando-Hotels-Silver-Lake-Resort.h14518.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=2025-12-26&endDate=2025-12-27®ionId=6048230&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Hotels with pools and free breakfast in Lakeland - Winter Haven ![Lobby](https://images.trvl-media.com/lodging/5000000/4840000/4837000/4836993/523152aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ballroom](https://images.trvl-media.com/lodging/5000000/4840000/4837000/4836993/95365595.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/5000000/4840000/4837000/4836993/41b636cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/5000000/4840000/4837000/4836993/666fe32a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Embassy Suites by Hilton Orlando Lake Buena Vista South [](https://www.expedia.ca/Orlando-Hotels-Embassy-Suites-By-Hilton-Orlando-Lake-Buena-Vista-South.h4836993.Hotel-Information) Kissimmee 9.4/10 Exceptional (1234) CA $115 CA $131 total includes taxes & fees Jan 6 - Jan 7, 2026 [](https://www.expedia.ca/Orlando-Hotels-Embassy-Suites-By-Hilton-Orlando-Lake-Buena-Vista-South.h4836993.Hotel-Information) ![Outdoor pool, open 9:00 AM to 10:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/59000000/58080000/58072600/58072517/9a8a6f4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/59000000/58080000/58072600/58072517/08ef9167.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/59000000/58080000/58072600/58072517/9512806c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/59000000/58080000/58072600/58072517/ccd30aed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Home2 Suites by Hilton Orlando at Flamingo Crossings [](https://www.expedia.ca/Orlando-Hotels-Home2-Suites-By-Hilton-Orlando-Flamingo-Crossings.h58072517.Hotel-Information) Bay Lake 9.2/10 Wonderful (5054) CA $142 CA $160 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Orlando-Hotels-Home2-Suites-By-Hilton-Orlando-Flamingo-Crossings.h58072517.Hotel-Information) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/62000000/61350000/61340900/61340843/2b752fc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/62000000/61350000/61340900/61340843/9ac51db8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, open 8:00 AM to 11:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/62000000/61350000/61340900/61340843/dd1719a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Individually furnished, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/62000000/61350000/61340900/61340843/0d2854df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center [](https://www.expedia.ca/Orlando-Hotels-Fairfield-Inn-Suites-By-Marriott-Orlando-Flamingo-CrossingWestern-Entrance.h61340843.Hotel-Information) Bay Lake 9.4/10 Exceptional (4331) CA $160 CA $180 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Orlando-Hotels-Fairfield-Inn-Suites-By-Marriott-Orlando-Flamingo-CrossingWestern-Entrance.h61340843.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/13000000/12340000/12337500/12337440/8fc8f285.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/13000000/12340000/12337500/12337440/668f020d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, desk, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/13000000/12340000/12337500/12337440/94bf9252.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/13000000/12340000/12337500/12337440/248f81fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance [](https://www.expedia.ca/Orlando-Hotels-SpringHill-Suites-Orlando-At-FLAMINGO-CROSSINGS-Town-CenterWestern-Entrance.h12337440.Hotel-Information) Bay Lake 9.0/10 Wonderful (2246) CA $157 CA $177 total includes taxes & fees Dec 23 - Dec 24 [](https://www.expedia.ca/Orlando-Hotels-SpringHill-Suites-Orlando-At-FLAMINGO-CROSSINGS-Town-CenterWestern-Entrance.h12337440.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/5000000/4410000/4408100/4408039/547b4518.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/5000000/4410000/4408100/4408039/57f8ea14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 restaurants, breakfast, lunch, dinner served; sushi](https://images.trvl-media.com/lodging/5000000/4410000/4408100/4408039/f5e4827f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/5000000/4410000/4408100/4408039/e0c2f9ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wyndham Grand Orlando Resort Bonnet Creek [](https://www.expedia.ca/Orlando-Hotels-Wyndham-Grand-Orlando-Resort-Bonnet-Creek.h4408039.Hotel-Information) Orlando 8.8/10 Excellent (2812) CA $206 CA $297 total includes taxes & fees Jan 11 - Jan 12, 2026 [](https://www.expedia.ca/Orlando-Hotels-Wyndham-Grand-Orlando-Resort-Bonnet-Creek.h4408039.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/60000/52900/52821/48f5f27b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/60000/52900/52821/044c9db1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/60000/52900/52821/6ba6ccf0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 outdoor pools, open 8:00 AM to 11:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/60000/52900/52821/ee39e243.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Resort Kissimmee by the Parks by IHG [](https://www.expedia.ca/Orlando-Hotels-Holiday-Inn-Resort-Kissimmee-By-The-Parks-By-IHG.h52821.Hotel-Information) Kissimmee 8.4/10 Very good (1038) CA $87 CA $126 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Orlando-Hotels-Holiday-Inn-Resort-Kissimmee-By-The-Parks-By-IHG.h52821.Hotel-Information) ![Free buffet breakfast](https://images.trvl-media.com/lodging/2000000/1120000/1118900/1118895/70a2240a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/2000000/1120000/1118900/1118895/a229cfd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1120000/1118900/1118895/6e57fb4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1120000/1118900/1118895/b69b40ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Hotel & Suites Orlando South-Davenport by IHG [](https://www.expedia.ca/Davenport-Hotels-Holiday-Inn-Express-Hotel-Suites-Orlando-South-Davenport.h1118895.Hotel-Information) Davenport 9.0/10 Wonderful (1000) CA $121 CA $136 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Davenport-Hotels-Holiday-Inn-Express-Hotel-Suites-Orlando-South-Davenport.h1118895.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/25000000/24060000/24054800/24054711/5f422c24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor wedding area](https://images.trvl-media.com/lodging/25000000/24060000/24054800/24054711/d9869d2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/25000000/24060000/24054800/24054711/1ec1f9ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/25000000/24060000/24054800/24054711/a9cabc8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Margaritaville Resort Orlando [](https://www.expedia.ca/Orlando-Hotels-Margaritaville-Resort-Orlando.h24054711.Hotel-Information) Kissimmee 8.8/10 Excellent (3643) CA $160 CA $257 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Orlando-Hotels-Margaritaville-Resort-Orlando.h24054711.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/19600/19535/aa564e7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch and dinner served](https://images.trvl-media.com/lodging/1000000/20000/19600/19535/c2c15966.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/19600/19535/33013c9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool views, serves lunch, dinner, and happy hour](https://images.trvl-media.com/lodging/1000000/20000/19600/19535/c939bf2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Resort Orlando - Lake Buena Vista by IHG [](https://www.expedia.ca/Orlando-Hotels-Holiday-Inn-Resort-Orlando-Lake-Buena-Vista.h19535.Hotel-Information) Orlando 8.4/10 Very good (3553) CA $96 CA $155 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Orlando-Hotels-Holiday-Inn-Resort-Orlando-Lake-Buena-Vista.h19535.Hotel-Information) ![Outdoor pool, open 9:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/59000000/59000000/58998500/58998470/40f09a6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/59000000/59000000/58998500/58998470/cf797e51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/59000000/59000000/58998500/58998470/b5366c37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/59000000/59000000/58998500/58998470/59d1217f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Homewood Suites by Hilton Orlando at Flamingo Crossings [](https://www.expedia.ca/Orlando-Hotels-Homewood-Suites-By-Hilton-Flamingo-Crossings.h58998470.Hotel-Information) Bay Lake 9.4/10 Exceptional (2133) CA $175 CA $197 total includes taxes & fees Dec 23 - Dec 24 [](https://www.expedia.ca/Orlando-Hotels-Homewood-Suites-By-Hilton-Flamingo-Crossings.h58998470.Hotel-Information) [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-12-26&endDate=2025-12-27®ionId=6048230&adults=2&amenities=POOL&sort=RECOMMENDED&mealPlan=FREE_BREAKFAST&openPlayBack=true) ## 4-star hotels with pools in Lakeland - Winter Haven ![Lobby](https://images.trvl-media.com/lodging/5000000/4840000/4837000/4836993/523152aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ballroom](https://images.trvl-media.com/lodging/5000000/4840000/4837000/4836993/95365595.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/5000000/4840000/4837000/4836993/41b636cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/5000000/4840000/4837000/4836993/666fe32a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Embassy Suites by Hilton Orlando Lake Buena Vista South [](https://www.expedia.ca/Orlando-Hotels-Embassy-Suites-By-Hilton-Orlando-Lake-Buena-Vista-South.h4836993.Hotel-Information) Kissimmee 9.4/10 Exceptional (1234) CA $115 CA $131 total includes taxes & fees Jan 6 - Jan 7, 2026 [](https://www.expedia.ca/Orlando-Hotels-Embassy-Suites-By-Hilton-Orlando-Lake-Buena-Vista-South.h4836993.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/50000/40900/40865/075cd42b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 restaurants, breakfast, lunch, dinner served; Italian cuisine](https://images.trvl-media.com/lodging/1000000/50000/40900/40865/ed3e2ef0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bicycling](https://images.trvl-media.com/lodging/1000000/50000/40900/40865/2d5ed892.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/50000/40900/40865/w3836h2561x3y0-6cfb6f06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Caribe Royale Orlando [](https://www.expedia.ca/Orlando-Hotels-Caribe-Royale-Orlando.h40865.Hotel-Information) Orlando 9.2/10 Wonderful (4495) CA $219 CA $305 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Orlando-Hotels-Caribe-Royale-Orlando.h40865.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/5000000/4410000/4408100/4408039/547b4518.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/5000000/4410000/4408100/4408039/57f8ea14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 restaurants, breakfast, lunch, dinner served; sushi](https://images.trvl-media.com/lodging/5000000/4410000/4408100/4408039/f5e4827f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/5000000/4410000/4408100/4408039/e0c2f9ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wyndham Grand Orlando Resort Bonnet Creek [](https://www.expedia.ca/Orlando-Hotels-Wyndham-Grand-Orlando-Resort-Bonnet-Creek.h4408039.Hotel-Information) Orlando 8.8/10 Excellent (2812) CA $206 CA $297 total includes taxes & fees Jan 11 - Jan 12, 2026 [](https://www.expedia.ca/Orlando-Hotels-Wyndham-Grand-Orlando-Resort-Bonnet-Creek.h4408039.Hotel-Information) ![6 outdoor pools, open 8:00 AM to 10:00 PM, cabanas (surcharge)](https://images.trvl-media.com/lodging/2000000/1030000/1030000/1029950/a4fe8de4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![6 bars/lounges, poolside bar](https://images.trvl-media.com/lodging/2000000/1030000/1030000/1029950/w4496h3131x2y2-8873dacf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1030000/1030000/1029950/88ab0f93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1030000/1030000/1029950/2510cb07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Omni Orlando Resort at ChampionsGate [](https://www.expedia.ca/Orlando-Hotels-Omni-Orlando-Resort-At-ChampionsGate.h1029950.Hotel-Information) Champions Gate 9.0/10 Wonderful (1001) CA $208 CA $314 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Orlando-Hotels-Omni-Orlando-Resort-At-ChampionsGate.h1029950.Hotel-Information) ![Outdoor pool, open 7:00 AM to 11:00 PM, cabanas (surcharge)](https://images.trvl-media.com/lodging/2000000/1760000/1759600/1759572/b440f6b4.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/2000000/1760000/1759600/1759572/ab5becdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/2000000/1760000/1759600/1759572/bfd880e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Two Bedroom Master Suite Pool View](https://images.trvl-media.com/lodging/2000000/1760000/1759600/1759572/9d8c448c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Meliá Orlando Celebration [](https://www.expedia.ca/Orlando-Hotels-Melia-Orlando-Celebration.h1759572.Hotel-Information) Celebration 8.6/10 Excellent (1561) CA $128 CA $195 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Orlando-Hotels-Melia-Orlando-Celebration.h1759572.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/25000000/24060000/24054800/24054711/5f422c24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor wedding area](https://images.trvl-media.com/lodging/25000000/24060000/24054800/24054711/d9869d2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/25000000/24060000/24054800/24054711/1ec1f9ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/25000000/24060000/24054800/24054711/a9cabc8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Margaritaville Resort Orlando [](https://www.expedia.ca/Orlando-Hotels-Margaritaville-Resort-Orlando.h24054711.Hotel-Information) Kissimmee 8.8/10 Excellent (3643) CA $160 CA $257 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Orlando-Hotels-Margaritaville-Resort-Orlando.h24054711.Hotel-Information) ![Aerial view](https://images.trvl-media.com/lodging/5000000/4700000/4691700/4691657/c5a7d392.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Building design](https://images.trvl-media.com/lodging/5000000/4700000/4691700/4691657/7966ced0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 restaurants, breakfast, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/5000000/4700000/4691700/4691657/d5ee3405.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bars/lounges, 3 poolside bars](https://images.trvl-media.com/lodging/5000000/4700000/4691700/4691657/3e671931.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Grove Resort & Water Park Orlando [](https://www.expedia.ca/Orlando-Hotels-The-Grove-Resort-Water-Park-Orlando.h4691657.Hotel-Information) Winter Garden 8.0/10 Very good (8773) CA $191 CA $291 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Orlando-Hotels-The-Grove-Resort-Water-Park-Orlando.h4691657.Hotel-Information) ![Indoor pool, 4 outdoor pools](https://images.trvl-media.com/lodging/1000000/50000/41600/41508/eb0267ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/50000/41600/41508/409311d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/1000000/50000/41600/41508/f0cb7115.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Food and drink](https://images.trvl-media.com/lodging/1000000/50000/41600/41508/1bfd6c10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Disney's Coronado Springs Resort [](https://www.expedia.ca/Orlando-Hotels-Disneys-Coronado-Springs-Resort.h41508.Hotel-Information) Bay Lake 9.0/10 Wonderful (1005) [](https://www.expedia.ca/Orlando-Hotels-Disneys-Coronado-Springs-Resort.h41508.Hotel-Information) ![6 outdoor pools, free cabanas, pool umbrellas](https://images.trvl-media.com/lodging/1000000/30000/23200/23110/ade3b60d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/23200/23110/b969c931.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/30000/23200/23110/dadb3c86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's play area - outdoor](https://images.trvl-media.com/lodging/1000000/30000/23200/23110/5799425f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando [](https://www.expedia.ca/Orlando-Hotels-Sheraton-Vistana-Resort-Villas.h23110.Hotel-Information) Orlando 9.4/10 Exceptional (4084) CA $153 CA $172 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Orlando-Hotels-Sheraton-Vistana-Resort-Villas.h23110.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/4000/3910/5f68057c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/4000/3910/w3995h2500x0y0-152c50aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, dinner served, pizza](https://images.trvl-media.com/lodging/1000000/10000/4000/3910/e7d2f17a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/10000/4000/3910/f712282b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Buena Vista Suites Orlando [](https://www.expedia.ca/Orlando-Hotels-Buena-Vista-Suites.h3910.Hotel-Information) Orlando 9.2/10 Wonderful (1997) CA $148 CA $199 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Orlando-Hotels-Buena-Vista-Suites.h3910.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=2025-12-26&endDate=2025-12-27®ionId=6048230&adults=2&amenities=POOL&sort=RECOMMENDED&star=40&openPlayBack=true) ## Top Lakeland - Winter Haven Hotel Reviews ![The Grove Resort & Water Park Orlando](https://images.trvl-media.com/lodging/5000000/4700000/4691700/4691657/c5a7d392_y.jpg) ### The Grove Resort & Water Park Orlando 10/10 Excellent "Beautiful hotel with great amenities. Clean. The pools were great. Wonderful place to stay for families " [](https://expedia.ca/Orlando-Hotels-The-Grove-Resort-Water-Park-Orlando.h4691657.Hotel-Information) ![Destiny Palms Hotel Maingate West](https://images.trvl-media.com/lodging/1000000/430000/427400/427337/d056f561_y.jpg) ### Destiny Palms Hotel Maingate West 10/10 Excellent "Very Clean the staff was excellent very polite. feel Safe Parking very safe to park to car :)" [](https://expedia.ca/Orlando-Hotels-Destiny-Palms-Hotel-Maingate-West.h427337.Hotel-Information) ![Holiday Inn Winter Haven by IHG](https://images.trvl-media.com/lodging/1000000/10000/7900/7835/1b5518c0_y.jpg) ### Holiday Inn Winter Haven by IHG 10/10 Excellent "Staff very nice and efficient. " [](https://expedia.ca/Winter-Haven-Hotels-Holiday-Inn-Winter-Haven.h7835.Hotel-Information) ![Hilton Vacation Club Mystic Dunes Orlando](https://images.trvl-media.com/lodging/1000000/900000/891000/890951/0b826e24_y.jpg) ### Hilton Vacation Club Mystic Dunes Orlando 10/10 Excellent "Isabella at the check in counter was awesome.Thanks for " [](https://expedia.ca/Orlando-Hotels-Mystic-Dunes-Resort-Golf-Club-By-Diamond-Resorts.h890951.Hotel-Information) ![voco Kissimmee Orlando by IHG](https://images.trvl-media.com/lodging/1000000/50000/41100/41083/b3397abc_y.jpg) ### voco Kissimmee Orlando by IHG 10/10 Excellent "Didn't have breakfast " [](https://expedia.ca/Orlando-Hotels-Voco-Kissimmee-Orlando-By-IHG.h41083.Hotel-Information) ![Summer Bay Orlando by Exploria Resorts](https://images.trvl-media.com/lodging/1000000/110000/104100/104060/9a5b9775_y.jpg) ### Summer Bay Orlando by Exploria Resorts 10/10 Excellent "Excellent stay" [](https://expedia.ca/Orlando-Hotels-Summer-Bay-Orlando-By-Exploria-Resorts.h104060.Hotel-Information) ![Hilton Vacation Club Aqua Sol Orlando West](https://images.trvl-media.com/lodging/1000000/700000/692700/692650/0986573c_y.jpg) ### Hilton Vacation Club Aqua Sol Orlando West 10/10 Excellent "Excellent " [](https://expedia.ca/Orlando-Hotels-Liki-Tiki-Village.h692650.Hotel-Information) ![Comfort Inn & Suites Lakeland North I-4](https://images.trvl-media.com/lodging/1000000/30000/20800/20754/2ebe4f87_y.jpg) ### Comfort Inn & Suites Lakeland North I-4 10/10 Excellent "Clean comfortable. The only suggestion is ground floor acustics are very loud from the lobby. " [](https://expedia.ca/Lakeland-Hotels-Comfort-Inn-Suites-Lakeland-North-I-4.h20754.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Lakeland West](https://images.trvl-media.com/lodging/1000000/90000/84700/84646/58543b1b_y.jpg) ### La Quinta Inn & Suites by Wyndham Lakeland West 10/10 Excellent "My room was spotless, the hotel is beautiful and the staff are amazing!" 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