Hotels with Swimming Pool in Cypress Gardens, Winter Haven

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Cypress Gardens Hotels with Swimming Pool

This weekend
May 29 - May 31
Next weekend
Jun 5 - Jun 7

Our top choices for Cypress Gardens hotels with a pool

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 P5,422
P6,072 total
includes taxes & fees
May 28 - May 29
Lake Roy Beach Inn
Outdoor pool

Economy Suites

Economy Suites
2.0 star property
Winter Haven
4.8 out of 10, (415 reviews)
  • cleanliness
    Refreshing poolside escape with bar service makes this motel your LEGOLAND® retreat after sunny adventures.
The price is P4,164
P4,665 total
includes taxes & fees
May 29 - May 30
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, (280 reviews)
  • cleanliness
    Splash into fun at this lakeside motel with a sun-soaked pool just minutes from LEGOLAND Florida.
The price is P5,244
P5,873 total
includes taxes & fees
May 27 - May 28
Rodeway Inn & Suites Winter Haven Chain Of Lakes
Outdoor pool

Hyatt Place Lakeland Center

Hyatt Place Lakeland Center
3.0 star property
Downtown Lakeland
8.6 out of 10, Excellent, (1,007 reviews)
  • cleanliness
    Escape to a refreshing lakeside pool retreat where crystal waters shimmer under Florida sunshine, perfect for leisure travelers.
The price is P6,700
P7,504 total
includes taxes & fees
May 31 - Jun 1
Hyatt Place Lakeland Center
Outdoor pool, sun loungers

Holiday Inn Express Bartow by IHG

Holiday Inn Express Bartow by IHG
2.5 star property
Bartow
9.0 out of 10, Wonderful, (1,003 reviews)
  • cleanliness
    Dive into aquatic bliss at this hotel's refreshing outdoor pool with sun loungers.
The price is P5,963
P6,678 total
includes taxes & fees
Jun 21 - Jun 22
Holiday Inn Express Bartow by IHG
Outdoor pool

Hampton Inn Orlando-Maingate South

Hampton Inn Orlando-Maingate South
2.5 star property
Davenport
9.4 out of 10, Exceptional, (1,003 reviews)
  • cleanliness
    Poolside paradise meets Orlando convenience at this sunny hotel with an outdoor oasis and hot tub for post-exploration bliss.
The price is P5,653
P6,331 total
includes taxes & fees
Jun 14 - Jun 15
Hampton Inn Orlando-Maingate South
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, (1,001 reviews)
  • cleanliness
    Dive into crystalline blue waters at this outdoor pool oasis with comfy loungers and sunshine appeal.
The price is P7,008
P7,848 total
includes taxes & fees
Jun 7 - Jun 8
Holiday Inn Winter Haven by IHG
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, (232 reviews)
The price is P12,993
P16,971 total
includes taxes & fees
May 28 - May 29
LEGOLAND Beach Retreat
Outdoor pool

Days Inn & Suites by Wyndham Lakeland

Days Inn & Suites by Wyndham Lakeland
2.5 star property
Lakeland
8.4 out of 10, Very Good, (330 reviews)
  • cleanliness
    Take a refreshing plunge in this hotel's serene outdoor pool, just steps from local attractions.
The price is P4,337
P5,408 total
includes taxes & fees
May 31 - Jun 1
Days Inn & Suites by Wyndham Lakeland
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

Choose what matters most at hotels with a pool in Cypress Gardens

Breakfast included
4 stars

Top Cypress Gardens Hotel Reviews

Howard Johnson by Wyndham Winter Haven FL

Howard Johnson by Wyndham Winter Haven FL

6/10 Okay
"We had no hot water in the shower .better breafast. Better maintenance around the property ."
David 1-night trip
Posted 4 hours ago
Howard Johnson by Wyndham Winter Haven FL

Frequently asked questions

What are some accommodations with pools in Cypress Gardens?
Lake Roy Beach Inn: Hotel located near LEGOLAND® Florida. Features complimentary wired internet access, an outdoor pool, and free self parking. Howard Johnson by Wyndham Lakeland: Offers daily, a pool, and free self parking. 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. Holiday Inn Winter Haven by IHG: Hotel located near LEGOLAND® Florida. Offers free self parking, an outdoor pool, and complimentary wireless internet access.
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.

Explore a world of travel with Expedia