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

Tonight
Oct 1 - Oct 2
Tomorrow
Oct 2 - Oct 3
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

Our top choices for Cypress Gardens hotels with a pool

A swimming pool with a white fence, outdoor seating, and a building with balconies in the background.
A compact hotel room with a kitchenette, a patterned sofa, and a lamp.
A kitchen area with a stone wall, wooden cabinets, a coffee station, and a staircase with a metal railing.
A reception area with a wooden floor, seating arrangements, and a reception desk.

1. Rodeway Inn & Suites Winter Haven Chain Of Lakes

Rodeway Inn & Suites Winter Haven Chain Of Lakes
Winter Haven
  • Splash into fun at this lakeside motel with a sun-soaked pool just minutes from LEGOLAND Florida.
NT$2,572
NT$2,881 total
includes taxes & fees
Oct 6 - Oct 7
Rodeway Inn & Suites Winter Haven Chain Of Lakes
A lakeside view with a dock and a small building, likely a cabin or a house, surrounded by trees.
A wedding ceremony on a beach with a thatched gazebo and guests seated on chairs.
A building with a large water feature in front, surrounded by palm trees and a fence.
A waterfront property with a dock, lounge chairs, and palm trees.

2. Lake Roy Beach Inn

Lake Roy Beach Inn
Winter Haven
  • Lakeside pool paradise awaits with serene water views and complimentary loungers for ultimate relaxation.
NT$2,740
NT$3,068 total
includes taxes & fees
Oct 8 - Oct 9
Lake Roy Beach Inn
A rectangular swimming pool with clear blue water, surrounded by a white fence and white lounge chairs.
A bathroom with a toilet, a sink, a towel rack, and a shower curtain.
A spacious room with a large ceiling fan, a marble counter, and a view of the outside through a window.
A pool area with white lounge chairs, a table, and a 3ft no diving sign.

3. Economy Suites

Economy Suites
Winter Haven
  • Refreshing poolside escape with bar service makes this motel your LEGOLAND® retreat after sunny adventures.
NT$2,408
NT$2,697 total
includes taxes & fees
Oct 3 - Oct 4
Economy Suites
A modern hotel with a swimming pool, outdoor seating, and a well-lit facade.
A hotel room with two beds, a desk, a microwave, a TV, and a painting on the wall.
A reception area with a modern design, featuring a counter, a seating area, and a wall with a unique pattern.
A modern hotel lobby with a central reception desk, multiple light fixtures, and a patterned wall.

4. Best Western Plus Winter Haven Inn & Suites 

Best Western Plus Winter Haven Inn & Suites 
Winter Haven
  • Sun-soaked pool area creates perfect retreat near LEGOLAND Florida with loungers and umbrellas.
NT$3,892
NT$4,359 total
includes taxes & fees
Oct 4 - Oct 5
Best Western Plus Winter Haven Inn & Suites 
A swimming pool with a white fence, lounge chairs, and a building with a balcony.
A modern room with a dark blue sofa, a wooden coffee table, and a matching ottoman. A map mural adorns the wall.
A modern hotel reception area with a wooden reception desk, a seating area with a table and chairs, and a large wall with geometric patterns.
A hotel room with a sofa, two beds, a desk, a TV, and a carpeted floor.

5. Holiday Inn Express Lake Wales N-Winter Haven by IHG

Holiday Inn Express Lake Wales N-Winter Haven by IHG
Lake Wales
  • Experience the Florida sunshine while floating in the sparkling outdoor pool at this Lake Wales hotel, just minutes from LEGOLAND.
NT$4,052
NT$4,538 total
includes taxes & fees
Oct 4 - Oct 5
Holiday Inn Express Lake Wales N-Winter Haven by IHG
A swimming pool with lounge chairs and tables, surrounded by a fence and a building with a modern design.
A Hampton Inn hotel with a clear entrance, a covered waiting area, and a sign indicating a clearance of 13'6".
A modern bathroom with a bathtub, a large mirror, a vanity with a sink, and neatly arranged towels.
A hotel lobby with a seating area featuring blue patterned chairs, a wooden coffee table, and a sofa.

6. Hampton Inn Winter Haven

Hampton Inn Winter Haven
Winter Haven
  • Shimmering blue waters await at this family-friendly hotel with pool loungers and workout options.
NT$3,370
NT$3,774 total
includes taxes & fees
Oct 7 - Oct 8
Hampton Inn Winter Haven
A pool area with a wooden pergola, lounge chairs, and a view of the water.
An outdoor patio with a fire pit, wicker furniture, and a view of a lake.
A modern reception area with wooden panel walls and two reception desks.
A spacious indoor area with a bar, seating arrangements, and a large screen displaying content.

7. Courtyard by Marriott Winter Haven

Courtyard by Marriott Winter Haven
Winter Haven
  • Splash into sunset magic at Winter Haven's outdoor pool featuring loungers and mountain views.
NT$4,847
NT$5,429 total
includes taxes & fees
Oct 18 - Oct 19
Courtyard by Marriott Winter Haven
A swimming pool with lounge chairs and tables, surrounded by a white building with a brick facade.
A modern hotel room with a kitchenette, a dining area, and a bed.
A modern kitchen with a dining area, a flat-screen TV, and a large window.
A modern kitchen with a wooden counter, coffee machines, and a Coca-Cola refrigerator.

8. Staybridge Suites Winter Haven Auburndale by IHG

Staybridge Suites Winter Haven Auburndale by IHG
Winter Haven
  • Refreshing outdoor pool oasis with loungers and umbrellas provides a sun-soaked relaxation spot near LEGOLAND Florida.
NT$4,141
NT$4,638 total
includes taxes & fees
Oct 4 - Oct 5
Staybridge Suites Winter Haven Auburndale by IHG
A swimming pool with a poolside area, including lounge chairs and umbrellas, adjacent to a building with multiple windows and a brick facade.
A hotel room with a desk, chair, sofa, and a painting on the wall.
A hotel dining area with multiple tables and chairs, ceiling lights, and artwork on the walls.
A bathroom with a shower, a toilet, a sink, and a mirror.

9. Holiday Inn Winter Haven by IHG

Holiday Inn Winter Haven by IHG
Winter Haven
  • Dive into crystalline blue waters at this outdoor pool oasis with comfy loungers and sunshine appeal.
NT$3,504
NT$3,925 total
includes taxes & fees
Oct 5 - Oct 6
Holiday Inn Winter Haven by IHG
A swimming pool area with people playing with building blocks.
A colorful play structure with a lighthouse in the background.
A row of colorful, single-story buildings with a uniform roof design, white picket fences, and a clear pathway leading to the entrance.
A brightly colored building with a white picket fence, numbered doors, and a surfboard decoration.

10. LEGOLAND Beach Retreat

LEGOLAND Beach Retreat
Winter Haven
NT$5,126
NT$6,991 total
includes taxes & fees
Oct 12 - Oct 13
LEGOLAND Beach Retreat
View all properties

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

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Cypress Gardens Hotel Reviews

Hyatt Place Lakeland Center

Hyatt Place Lakeland Center

10/10 Excellent
"Staff, clean room"
Heath 1-night trip
Posted 2 hours ago
Hyatt Place Lakeland Center
Holiday Inn Express Lake Wales N-Winter Haven by IHG

Holiday Inn Express Lake Wales N-Winter Haven by IHG

10/10 Excellent
"Great stay"
Jessica 1-night trip
Posted 13 hours ago
Holiday Inn Express Lake Wales N-Winter Haven by IHG
Ramada by Wyndham Davenport Orlando South

Ramada by Wyndham Davenport Orlando South

10/10 Excellent
"Very good improvements"
Kyle 1-night trip
Posted 1 day ago
Ramada by Wyndham Davenport Orlando South
Holiday Inn Express Hotel & Suites Orlando South-Davenport by IHG

Holiday Inn Express Hotel & Suites Orlando South-Davenport by IHG

10/10 Excellent
"Excelente."
Elizabeth 4-night trip
Posted 3 days ago
Holiday Inn Express Hotel & Suites Orlando South-Davenport by IHG
Reunion Resort & Golf Club

Reunion Resort & Golf Club

8/10 Good
"Beautiful"
Jennine 4-night trip
Posted 7 days ago
Reunion Resort & Golf Club

Frequently asked questions

What are some accommodations with pools in Cypress Gardens?
Holiday Inn Winter Haven by IHG: Hotel located near LEGOLAND® Florida. Features free self parking, an outdoor pool, and complimentary wireless internet access. Omni Orlando Resort at ChampionsGate: Hotel located near ChampionsGate Golf Club. Offers 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. Provides free water-park access, an outdoor pool, and spa services. Howard Johnson by Wyndham Lakeland: Features daily, a pool, and free self parking. Days Inn & Suites by Wyndham Lakeland: Offers daily, a 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. Surround yourself with nature at Lake Eloise.
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.

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