Hotels with Swimming Pool in Cypress Gardens, Winter Haven

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Check availability on Cypress Gardens Hotels with Swimming Pool

Top Cypress Gardens Hotels with Swimming Pool

Outdoor pool, sun loungers
Lake Roy Beach Inn

Lake Roy Beach Inn

2.0 star property
Winter Haven
  • Outdoor pool
  • Pool loungers
7.0 out of 10, Good, (982)
Poolside loungers surround the sparkling outdoor pool at this lakeside hotel, creating a perfect setting for sun-soaked relaxation. Screened-in porches offer peaceful sunset views over the water, complemented by immaculately clean grounds and attentive staff.
The price is P5,200
P5,824 total
includes taxes & fees
Nov 12 - Nov 13
Lake Roy Beach Inn
Outdoor pool
Rodeway Inn & Suites Winter Haven Chain Of Lakes

Rodeway Inn & Suites Winter Haven Chain Of Lakes

2.0 star property
Winter Haven
  • Outdoor pool
5.4 out of 10, (248)
Swimming awaits at the refreshing outdoor pool, providing a welcome respite after exploring nearby LEGOLAND® Florida. This motel combines convenience with comfort, featuring continental breakfast, laundry facilities, and well-appointed rooms with modern amenities.
The price is P5,011
P5,613 total
includes taxes & fees
Nov 12 - Nov 13
Rodeway Inn & Suites Winter Haven Chain Of Lakes
Outdoor pool
Economy Suites

Economy Suites

2.0 star property
Winter Haven
  • Outdoor pool
  • Poolside bar
4.8 out of 10, (385)
Poolside paradise beckons with refreshing swims and tropical cocktails at the outdoor oasis. Friendly staff enhance every moment at this LEGOLAND® Florida-adjacent retreat, complete with barbecue grills and a picnic area for family gatherings.
Economy Suites
Outdoor pool
Days Inn & Suites by Wyndham Lakeland

Days Inn & Suites by Wyndham Lakeland

2.5 star property
Lakeland
  • Outdoor pool
8.4 out of 10, Very Good, (77)
Hydromassage showers await after refreshing dips in the outdoor pool, open from 8:00 AM to 11:00 PM daily. Spacious, individually furnished rooms feature premium bedding, refrigerators, and designer toiletries for complete comfort during Lakeland adventures.
The price is P4,024
P5,035 total
includes taxes & fees
Dec 2 - Dec 3
Days Inn & Suites by Wyndham Lakeland
Seasonal outdoor pool
Home2 Suites By Hilton Winter Haven

Home2 Suites By Hilton Winter Haven

3.0 star property
Winter Haven
  • Pool
  • Breakfast included
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
9.4 out of 10, Exceptional, (231)
Seasonal swimming awaits at this well-appointed hotel featuring a sparkling outdoor pool perfect for sun-soaked relaxation. Guests appreciate the exceptional cleanliness, spacious rooms with kitchenettes, and complimentary breakfast buffet with quality options.
The price is P7,971
P8,927 total
includes taxes & fees
Nov 18 - Nov 19
Home2 Suites By Hilton 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
  • Outdoor pool
  • Poolside bar
  • Pool loungers
9.0 out of 10, Wonderful, (129)
The price is P12,416
P16,217 total
includes taxes & fees
Dec 12 - Dec 13
LEGOLAND Beach Retreat
Outdoor pool, sun loungers
Holiday Inn Express Bartow by IHG

Holiday Inn Express Bartow by IHG

2.5 star property
Bartow
  • Outdoor pool
  • Pool loungers
9.0 out of 10, Wonderful, (942)
Sparkling outdoor pool beckons with plush sun loungers for afternoon relaxation after exploring Bartow. Guests rave about the spotlessly clean rooms, delicious free breakfast buffet, and attentive staff at this conveniently located hotel.
The price is P4,893
P5,481 total
includes taxes & fees
Nov 29 - Nov 30
Holiday Inn Express Bartow by IHG
Outdoor pool
Rodeway Inn

Rodeway Inn

2.0 star property
Lake Wales
  • Outdoor pool
8.2 out of 10, Very Good, (157)
Swimming sessions shine at the outdoor pool, where refreshing waters complement the quiet, comfortable atmosphere. Beyond pool pleasures, guests appreciate clean, updated rooms, convenient dining at the restaurant, and relaxing moments on the sun-soaked terrace.
The price is P5,276
P5,909 total
includes taxes & fees
Nov 22 - Nov 23
Rodeway Inn
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 Cypress Gardens Hotel Reviews

Hyatt Place Lakeland Center

Hyatt Place Lakeland Center

10/10 Excellent
"Everyone is so friendly. Great room. "
Brenda 2-night trip
Posted 2 days ago
Hyatt Place Lakeland Center

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Frequently asked questions

What are some accommodations with pools in Cypress Gardens?
Omni Orlando Resort at ChampionsGate: Hotel located near Reunion Resort Golf Course. Features 6 outdoor pools, a children's pool, and free water-park access. Spectrum Resort Villas Orlando and Waterparks: Hotel located near Reunion Resort Golf Course. Offers free water-park access, an outdoor pool, and spa services. Howard Johnson by Wyndham Lakeland: Provides daily, a pool, and free self parking. Ramada by Wyndham Davenport Orlando South: Features full, a pool, and free self parking. Reunion Resort & Golf Club: Aparthotel steps from Reunion Resort Golf Course. Offers 11 outdoor pools, a children's pool, and free water-park 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.