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

Hotels with Swimming Pool in Cypress Gardens, Winter Haven

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Check availability on Cypress Gardens Hotels with Swimming Pool

Tonight
Oct 10 - Oct 11
Tomorrow
Oct 11 - Oct 12
Next weekend
Oct 16 - Oct 18
In two weeks
Oct 23 - Oct 25

Our top choices for Cypress Gardens hotels with a pool

A compact hotel room with a kitchenette, a patterned sofa, and a lamp.
A reception area with a wooden floor, seating arrangements, and a reception desk.
A motel with a sign reading "Rodeway Inn & Suites," a blue pickup truck parked in the lot, and a building with a blue roof.
A motel with a sign reading "Rodeway Inn" in front of a parking lot.

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.
P5,073
P5,682 total
includes taxes & fees
Oct 13 - Oct 14
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 marina with boats docked, surrounded by palm trees and a building with a covered area.
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.

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.
P5,528
P6,192 total
includes taxes & fees
Oct 12 - Oct 13
Lake Roy Beach Inn
A rectangular swimming pool with clear blue water, surrounded by a white fence and white lounge chairs.
A pool area with white lounge chairs, a table, and a 3ft no diving sign.
A spacious room with a large ceiling fan, a marble counter, and a view of the outside through a window.
A hotel room with a floral bedspread, a wooden headboard, two wall-mounted lamps, and a framed picture on the wall.

3. Economy Suites

Economy Suites
Winter Haven
  • Refreshing poolside escape with bar service makes this motel your LEGOLAND® retreat after sunny adventures.
P4,071
P4,560 total
includes taxes & fees
Oct 16 - Oct 17
Economy Suites
A modern hotel with a swimming pool, outdoor seating, and a well-lit facade.
A modern hotel lobby with a central reception desk, multiple light fixtures, and a patterned wall.
A modern hotel with a prominent entrance, multiple floors, and a parking lot.
A hotel room with two beds, a desk, a microwave, a TV, and a painting on the 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.
P8,191
P9,173 total
includes taxes & fees
Oct 18 - Oct 19
Best Western Plus Winter Haven Inn & Suites 
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 reception desk, seating area, and a bar.

5. 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.
P7,422
P8,313 total
includes taxes & fees
Nov 8 - Nov 9
Hampton Inn Winter Haven
A pool area with a wooden pergola, lounge chairs, and a view of the water.
A modern reception area with wooden panel walls and two reception desks.
An outdoor patio with a fire pit, wicker furniture, and a view of a lake.
A Courtyard by Marriott hotel with a modern design, featuring a covered entrance and a landscaped area with palm trees.

6. 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.
P9,024
P10,107 total
includes taxes & fees
Oct 18 - Oct 19
Courtyard by Marriott Winter Haven
A swimming pool with a white fence, lounge chairs, and a building with a balcony.
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.
A restaurant with tables and chairs, a large painting, and a TV on the wall.

7. 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.
P8,230
P9,217 total
includes taxes & fees
Oct 18 - Oct 19
Holiday Inn Express Lake Wales N-Winter Haven by IHG
A swimming pool area with people playing with building blocks.
A colorful LEGO-themed beach retreat sign with a beach house and a gas station 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.

8. LEGOLAND Beach Retreat

LEGOLAND Beach Retreat
Winter Haven
P10,617
P14,353 total
includes taxes & fees
Oct 12 - Oct 13
LEGOLAND Beach Retreat
A swimming pool with lounge chairs and tables, surrounded by a white building with a brick facade.
A modern kitchen with a wooden counter, coffee machines, and a Coca-Cola refrigerator.
A modern kitchen with a dining area, a flat-screen TV, and a large window.
A modern living room with a fireplace, a sofa, a coffee table, and a TV mounted on the wall.

9. 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.
P8,418
P9,428 total
includes taxes & fees
Oct 18 - Oct 19
Staybridge Suites Winter Haven Auburndale by IHG
A swimming pool with lounge chairs and umbrellas, surrounded by a building with red and beige walls.
An outdoor seating area with sofas, chairs, and a fire pit.
A hotel room with a desk, chair, sofa, ottoman, and a large window.
A modern lounge area with green upholstered chairs, a herringbone-patterned floor, and a large window providing natural light.

10. Home2 Suites By Hilton Winter Haven

Home2 Suites By Hilton Winter Haven
Winter Haven
  • Refresh yourself in the seasonal outdoor pool during warm months while staying minutes from LEGOLAND® Florida.
P9,024
P10,107 total
includes taxes & fees
Oct 18 - Oct 19
Home2 Suites By Hilton Winter Haven
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

Days Inn & Suites by Wyndham Lakeland

Days Inn & Suites by Wyndham Lakeland

8/10 Good
"Was there for a Family emergency at check in the young lady was very kind and helpful. The room was slightly outdated but very clean and large. Housekeeping was great overall great DEAL for the $"
rick 2-night trip
Posted 1 hour ago
Days Inn & Suites by Wyndham Lakeland
Holiday Inn Winter Haven by IHG

Holiday Inn Winter Haven by IHG

10/10 Excellent
"Great spot for our volleyball tournament"
Michael 1-night trip
Posted 3 hours ago
Holiday Inn Winter Haven by IHG
La Quinta Inn & Suites by Wyndham Lakeland East

La Quinta Inn & Suites by Wyndham Lakeland East

10/10 Excellent
"❤️❤️❤️☕❤️☕"
Tammy 1-night trip
Posted 1 day ago
La Quinta Inn & Suites by Wyndham Lakeland East
Hyatt Place Lakeland Center

Hyatt Place Lakeland Center

8/10 Good
"The hotel itself was fine. It’s not right in town, kind of on the outskirts yet still close enough to make a short drive to pretty much anything. The biggest issue we had was loud neighbors. They played music until about 10pm which we were ok with but then they started it again at 4am!! I didn’t want to be that person and I’m sure we could hear it worse because of the adjoining door, but at 430am we finally decided to call the front desk. They came up and had to knock on the door a couple of times for them to finally answer and they turned the music off. Other than that, the room was very spacious, clean, and comfortable. We did appreciate them taking care of the music issue quickly."
Nancy 1-night trip
Posted 2 days ago
Hyatt Place Lakeland Center
Reunion Resort & Golf Club

Reunion Resort & Golf Club

10/10 Excellent
"Huge property - not a golfer but still enjoyed the stay"
Karen G 4-night trip
Posted 3 days ago
Reunion Resort & Golf Club
Holiday Inn Express Hotel & Suites Orlando South-Davenport by IHG

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

8/10 Good
"I love this hotel and it's my go to when I travel to Central Florida. My only concern are the increase in truckers parking and presence outside the hotel"
Glonda 1-night trip
Posted 5 days ago
Holiday Inn Express Hotel & Suites Orlando South-Davenport 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 10 days ago
Ramada by Wyndham Davenport Orlando South

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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