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Find Hotels with a Pool in Lakeland - Winter Haven, FL
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Our top choices for Lakeland - Winter Haven hotels with a pool

Home2 Suites by Hilton Orlando at Flamingo Crossings
Home2 Suites by Hilton Orlando at Flamingo CrossingsBay Lake
9.4 out of 10, Exceptional, (5,802 reviews)
cleanliness Splash into vacation mode at this family resort featuring a sun-soaked pool area and thrilling waterslide.
The price is ₩144,272
₩162,306 total
includes taxes & fees
Aug 2 - Aug 3

Best Western Plus Winter Haven Inn & Suites
Best Western Plus Winter Haven Inn & SuitesWinter Haven
9.6 out of 10, Exceptional, (1,340 reviews)
cleanliness Sun-soaked pool area creates perfect retreat near LEGOLAND Florida with loungers and umbrellas.
The price is ₩180,619
₩202,293 total
includes taxes & fees
Aug 19 - Aug 20

Holiday Inn Express Lake Wales N-Winter Haven by IHG
Holiday Inn Express Lake Wales N-Winter Haven by IHGLake Wales
9.2 out of 10, Wonderful, (1,001 reviews)
cleanliness Experience the Florida sunshine while floating in the sparkling outdoor pool at this Lake Wales hotel, just minutes from LEGOLAND.
The price is ₩186,291
₩208,646 total
includes taxes & fees
Aug 9 - Aug 10

9.4 out of 10, Exceptional, (4,960 reviews)
cleanliness Splash down the waterslide or bask poolside at this modern family resort with two hot tubs.
The price is ₩70,158
₩145,059 total
includes taxes & fees
Jul 27 - Jul 28

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town CenterBay Lake
9.4 out of 10, Exceptional, (5,249 reviews)
cleanliness Splash into endless fun with an outdoor pool and sunny loungers just steps from Disney magic.
The price is ₩116,876
₩131,485 total
includes taxes & fees
Aug 10 - Aug 11

8.6 out of 10, Excellent, (1,015 reviews)
cleanliness Escape to a refreshing lakeside pool retreat where crystal waters shimmer under Florida sunshine, perfect for leisure travelers.
The price is ₩166,332
₩186,292 total
includes taxes & fees
Jul 26 - Jul 27

Drury Plaza Hotel Orlando - Disney Springs Area
Drury Plaza Hotel Orlando - Disney Springs AreaLake Buena Vista
9.8 out of 10, Exceptional, (5,957 reviews)
cleanliness Dive into a cool-down oasis with a spacious outdoor pool, hot tub, and poolside bar service.
The price is ₩207,345
₩233,263 total
includes taxes & fees
Aug 2 - Aug 3

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance
Residence Inn by Marriott Orlando Flamingo Crossing/Western EntranceBay Lake
9.6 out of 10, Exceptional, (2,183 reviews)
cleanliness Sun-soaked pool sanctuary with poolside bar offers leisurely vacation escape in a serene setting.
The price is ₩149,530
₩168,221 total
includes taxes & fees
Jul 28 - Jul 29
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.
Hotels with pools and free breakfast in Lakeland - Winter Haven

Best Western Plus Winter Haven Inn & Suites
Best Western Plus Winter Haven Inn & SuitesWinter Haven
9.6 out of 10, Exceptional, (1340)
The price is ₩180,619
₩202,293 total
includes taxes & fees
Aug 19 - Aug 20
4-star hotels with pools in Lakeland - Winter Haven

Signia by Hilton Orlando - An Official Walt Disney World® Hotel
Signia by Hilton Orlando - An Official Walt Disney World® HotelOrlando
9.0 out of 10, Wonderful, (1000)
The price is ₩187,252
₩293,824 total
includes taxes & fees
Aug 16 - Aug 17
5-star hotels with pools in Lakeland - Winter Haven

Encore Resort and Water Park at Reunion by Rentyl
Encore Resort and Water Park at Reunion by RentylKissimmee
8.4 out of 10, Very Good, (1000)
The price is ₩299,356
₩977,359 total
includes taxes & fees
Jul 26 - Jul 27
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.
Top Lakeland - Winter Haven Hotel Reviews

Hilton Vacation Club Mystic Dunes Orlando
8/10 Good
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