A sunset over a water body with trees silhouetted against the sky.

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Check availability on Cypress Gardens Hotels with a Pool

Our top choices for Cypress Gardens hotels with a pool

Outdoor pool, pool umbrellas, sun loungers

Best Western Plus Winter Haven Inn & Suites 

Best Western Plus Winter Haven Inn & Suites 
3.5 star property
Winter Haven
9.6 out of 10, Exceptional, (1,336 reviews)
  • cleanliness
    Sun-soaked pool area creates perfect retreat near LEGOLAND Florida with loungers and umbrellas.
The price is ₩181,771
₩203,583 total
includes taxes & fees
Aug 3 - Aug 4
Best Western Plus Winter Haven Inn & Suites 
Property grounds

Lake Roy Beach Inn

Lake Roy Beach Inn
2.0 star property
Winter Haven
7.0 out of 10, Good, (1,000 reviews)
  • cleanliness
    Lakeside pool paradise awaits with serene water views and complimentary loungers for ultimate relaxation.
The price is ₩131,218
₩146,958 total
includes taxes & fees
Jul 21 - Jul 22
Lake Roy Beach Inn
Outdoor pool

Economy Suites

Economy Suites
2.0 star property
Winter Haven
4.8 out of 10, (424 reviews)
  • cleanliness
    Refreshing poolside escape with bar service makes this motel your LEGOLAND® retreat after sunny adventures.
The price is ₩119,167
₩133,468 total
includes taxes & fees
Jul 23 - Jul 24
Economy Suites
Outdoor pool

Rodeway Inn & Suites Winter Haven Chain Of Lakes

Rodeway Inn & Suites Winter Haven Chain Of Lakes
2.0 star property
Winter Haven
5.4 out of 10, (287 reviews)
  • cleanliness
    Splash into fun at this lakeside motel with a sun-soaked pool just minutes from LEGOLAND Florida.
The price is ₩120,134
₩134,565 total
includes taxes & fees
Jul 23 - Jul 24
Rodeway Inn & Suites Winter Haven Chain Of Lakes
Outdoor pool, open 7:00 AM to 10:00 PM, sun loungers

Holiday Inn Winter Haven by IHG

Holiday Inn Winter Haven by IHG
3.0 star property
Winter Haven
9.0 out of 10, Wonderful, (1,003 reviews)
  • cleanliness
    Dive into crystalline blue waters at this outdoor pool oasis with comfy loungers and sunshine appeal.
The price is ₩141,632
₩158,627 total
includes taxes & fees
Aug 9 - Aug 10
Holiday Inn Winter Haven by IHG
Outdoor pool, pool umbrellas, sun loungers

Hampton Inn Winter Haven

Hampton Inn Winter Haven
2.5 star property
Winter Haven
9.0 out of 10, Wonderful, (1,005 reviews)
  • cleanliness
    Shimmering blue waters await at this family-friendly hotel with pool loungers and workout options.
The price is ₩169,571
₩189,919 total
includes taxes & fees
Aug 6 - Aug 7
Hampton Inn Winter Haven
Outdoor pool, open 9:00 AM to 9:00 PM, pool umbrellas, sun loungers

LEGOLAND Beach Retreat

LEGOLAND Beach Retreat
3.0 star property
Winter Haven
8.8 out of 10, Excellent, (311 reviews)
The price is ₩221,672
₩306,591 total
includes taxes & fees
Aug 2 - Aug 3
LEGOLAND Beach Retreat
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, (848 reviews)
  • cleanliness
    Refreshing outdoor pool oasis with loungers and umbrellas provides a sun-soaked relaxation spot near LEGOLAND Florida.
The price is ₩143,015
₩160,177 total
includes taxes & fees
Aug 16 - Aug 17
Staybridge Suites Winter Haven Auburndale by IHG
Outdoor pool, sun loungers

Holiday Inn Express Lake Wales N-Winter Haven by IHG

Holiday Inn Express Lake Wales N-Winter Haven by IHG
2.5 star property
Lake Wales
9.2 out of 10, Wonderful, (1,002 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 ₩187,454
₩209,949 total
includes taxes & fees
Aug 9 - Aug 10
Holiday Inn Express Lake Wales N-Winter Haven by IHG
Outdoor pool, open 9:00 AM to 10:00 PM, sun loungers

Courtyard by Marriott Winter Haven

Courtyard by Marriott Winter Haven
3.0 star property
Winter Haven
9.4 out of 10, Exceptional, (770 reviews)
  • cleanliness
    Splash into sunset magic at Winter Haven's outdoor pool featuring loungers and mountain views.
The price is ₩207,390
₩232,277 total
includes taxes & fees
Aug 3 - Aug 4
Courtyard by Marriott Winter Haven
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 Cypress Gardens

Breakfast included
4 stars

Top Cypress Gardens Hotel Reviews

Ramada by Wyndham Davenport Orlando South

Ramada by Wyndham Davenport Orlando South

10/10 Excellent
"staff is always so nice they are always smiling and so pleasant to speak to the rooms are always clean, it is always quiet so u can rest and enjoy your stay. The rooms are renovated and look really pretty"
Melissa 1-night trip
Posted 1 hour ago
Ramada by Wyndham Davenport Orlando South

Frequently asked questions

What are some accommodations with pools in Cypress Gardens?
Economy Suites: Features free self parking, an outdoor pool, and complimentary wireless internet access. Holiday Inn Winter Haven by IHG: Hotel located near LEGOLAND® Florida. Offers free self parking, an outdoor pool, and complimentary wireless internet access. Omni Orlando Resort at ChampionsGate: Hotel located near ChampionsGate Golf Club. Provides 5 outdoor pools, a children's pool, and free water-park access. Spectrum Resort Villas Orlando and Waterparks: Hotel located near Reunion Resort Golf Course. Features free water-park access, an outdoor pool, and spa services. Comfort Inn & Suites Lakeland North I-4: Offers daily, an outdoor pool, and free self parking.
What is there to see and do in Cypress Gardens?
Explore places like LEGOLAND® Florida while you're in Cypress Gardens. Make a point to visit attractions like Peppa Pig Theme Park Florida and Chain Of Wakes.
When is the best time to book a hotel with a pool in Cypress Gardens?
You may want to think about a place to stay that has an outdoor pool if you plan to visit Cypress Gardens in the driest months of December, November, or February when the average rainfall is 2 inches. Lodging that has a pool indoors may be the way to go if you come to town during the rainiest months of August, July, and June when the average rainfall is 9 inches.