Find Hotels with a Pool in Lakeland - Winter Haven, FL

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Check availability on Lakeland - Winter Haven Hotels with a Pool

Our top choices for Lakeland - Winter Haven hotels with a pool

Lobby sitting area

The Berkley, Orlando

The Berkley, Orlando
4.0 star property
Kissimmee
9.6 out of 10, Exceptional, (2,174 reviews)
  • cleanliness
    Dive into family-friendly fun at this Orlando escape with 2 pools and a game room.
The price is ₩226,409
₩271,357 total
includes taxes & fees
Apr 30 - May 1
The Berkley, Orlando
Outdoor pool, sun loungers

Hilton Vacation Club Polynesian Isles Kissimmee

Hilton Vacation Club Polynesian Isles Kissimmee
3.0 star property
Kissimmee
9.6 out of 10, Exceptional, (1,948 reviews)
  • cleanliness
    Take a plunge in the pool paradise with sun loungers at this family-friendly Kissimmee retreat.
The price is ₩139,575
₩191,903 total
includes taxes & fees
May 5 - May 6
Hilton Vacation Club Polynesian Isles Kissimmee
Outdoor pool, sun loungers

Drury Plaza Hotel Orlando - Disney Springs Area

Drury Plaza Hotel Orlando - Disney Springs Area
3.0 star property
Lake Buena Vista
9.8 out of 10, Exceptional, (5,795 reviews)
  • cleanliness
    Dive into a cool-down oasis with a spacious outdoor pool, hot tub, and poolside bar service.
The price is ₩281,147
₩316,292 total
includes taxes & fees
Apr 29 - Apr 30
Drury Plaza Hotel Orlando - Disney Springs Area
Outdoor pool, pool umbrellas, sun loungers

Staybridge Suites Winter Haven Auburndale by IHG

Staybridge Suites Winter Haven Auburndale by IHG
3.0 star property
Winter Haven
9.8 out of 10, Exceptional, (753 reviews)
  • cleanliness
    Refreshing outdoor pool oasis with loungers and umbrellas provides a sun-soaked relaxation spot near LEGOLAND Florida.
The price is ₩222,742
₩249,471 total
includes taxes & fees
May 3 - May 4
Staybridge Suites Winter Haven Auburndale by IHG
Terrace/patio

Embassy Suites by Hilton Orlando Lake Buena Vista South

Embassy Suites by Hilton Orlando Lake Buena Vista South
4.0 star property
Kissimmee
9.4 out of 10, Exceptional, (1,357 reviews)
  • cleanliness
    Make a splash at this sun-drenched resort pool oasis with hot tub and poolside refreshments.
The price is ₩162,085
₩183,967 total
includes taxes & fees
May 15 - May 16
Embassy Suites by Hilton Orlando Lake Buena Vista South
Outdoor pool

Embassy Suites By Hilton Orlando Sunset Walk

Embassy Suites By Hilton Orlando Sunset Walk
4.0 star property
Kissimmee
9.4 out of 10, Exceptional, (688 reviews)
  • cleanliness
    Splash into magic at Disney-adjacent resort with an outdoor pool and 24-hour fitness center.
The price is ₩180,229
₩278,228 total
includes taxes & fees
May 7 - May 8
Embassy Suites By Hilton Orlando Sunset Walk
Outdoor pool, open 8:00 AM to 11:00 PM, pool umbrellas, sun loungers

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance
3.0 star property
Bay Lake
9.6 out of 10, Exceptional, (2,023 reviews)
  • cleanliness
    Sun-soaked pool sanctuary with poolside bar offers leisurely vacation escape in a serene setting.
The price is ₩187,935
₩211,427 total
includes taxes & fees
May 11 - May 12
Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance
Exterior

SpringHill Suites by Marriott Lakeland

SpringHill Suites by Marriott Lakeland
3.5 star property
Downtown Lakeland
9.4 out of 10, Exceptional, (911 reviews)
  • cleanliness
    Dive into sparkling leisure at this downtown Lakeland hotel's outdoor pool and fitness center.
The price is ₩179,425
₩200,957 total
includes taxes & fees
May 10 - May 11
SpringHill Suites by Marriott Lakeland
Reception

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks
3.0 star property
Kissimmee
9.4 out of 10, Exceptional, (3,591 reviews)
  • cleanliness
    Splash down the waterslide or bask poolside at this modern family resort with two hot tubs.
The price is ₩63,765
₩137,873 total
includes taxes & fees
Apr 20 - Apr 21
Kompose Boutique Resort at Theme Parks
Outdoor pool, open 8:00 AM to 11:00 PM, pool umbrellas, sun loungers

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
3.0 star property
Bay Lake
9.4 out of 10, Exceptional, (4,655 reviews)
  • cleanliness
    Splash into endless fun with an outdoor pool and sunny loungers just steps from Disney magic.
The price is ₩155,379
₩174,802 total
includes taxes & fees
May 17 - May 18
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
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.
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Choose what matters most at hotels with a pool in Lakeland - Winter Haven

Breakfast included
4 stars

Hotels with pools and free breakfast in Lakeland - Winter Haven

Free daily buffet breakfast
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
3.0 star property
Bay Lake
9.4 out of 10, Exceptional, (4655)
The price is ₩155,379
₩174,802 total
includes taxes & fees
May 17 - May 18
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
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4-star hotels with pools in Lakeland - Winter Haven

Lobby
Margaritaville Resort Orlando with H2O Waterpark

Margaritaville Resort Orlando with H2O Waterpark

Margaritaville Resort Orlando with H2O Waterpark
4.0 star property
Kissimmee
8.8 out of 10, Excellent, (3581)
The price is ₩190,603
₩296,954 total
includes taxes & fees
May 17 - May 18
Margaritaville Resort Orlando with H2O Waterpark
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5-star hotels with pools in Lakeland - Winter Haven

3 outdoor pools
Disney's Beach Club Resort

Disney's Beach Club Resort

Disney's Beach Club Resort
5.0 star property
Bay Lake
8.8 out of 10, Excellent, (702)
Disney's Beach Club Resort
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.
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Top Lakeland - Winter Haven Hotel Reviews

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

6/10 Okay
"My husband and I decided to go to this place to celebrate our wedding anniversary because the pools were supposedly heated—but that isn't the case. Only the lazy river is a little warm."
Flor 2-night trip
Posted 1 hour ago
The Grove Resort & Water Park Orlando