Find Hotels with a Pool in Cypress Gardens, FL

Start date: Check-in selected.
To Date
End date: Check-out

  • 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 a Pool

Our top choices for Cypress Gardens hotels with a pool

Property grounds
Lake Roy Beach Inn

Lake Roy Beach Inn

Lake Roy Beach Inn
2.0 star property
Winter Haven
7.0 out of 10, Good, (987)
"Great very nice comfortable room"
United States
Rian
The price is ￥14,964
￥16,760 total
includes taxes & fees
Dec 14 - Dec 15
Lake Roy Beach Inn
Pool
Spacious 4-bedroom house in pleasant Winter Haven with AC

Spacious 4-bedroom house in pleasant Winter Haven with AC

Spacious 4-bedroom house in pleasant Winter Haven with AC
2.0 star property
Winter Haven
The price is ￥14,305
￥56,138 total
includes taxes & fees
Dec 15 - Dec 16
Spacious 4-bedroom house in pleasant Winter Haven with AC
Outdoor pool
Rodeway Inn & Suites Winter Haven Chain Of Lakes

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, (252)
"Only one toilet paper and the front office staff was rude and 150$ down payment was outrageous "
United States
Nelson
The price is ￥13,217
￥14,803 total
includes taxes & fees
Dec 13 - Dec 14
Rodeway Inn & Suites Winter Haven Chain Of Lakes
Outdoor pool
Economy Suites

Economy Suites

Economy Suites
2.0 star property
Winter Haven
4.8 out of 10, (390)
"Do not go here. Dirty. Stinky. extremely uncomfortable."
United States
Rian
Economy Suites
Outdoor pool
Days Inn & Suites by Wyndham Lakeland

Days Inn & Suites by Wyndham Lakeland

Days Inn & Suites by Wyndham Lakeland
2.5 star property
Lakeland
8.6 out of 10, Excellent, (112)
"Good room, nice lady at check in. Good breakfast"
United States
Suzette
The price is ￥10,162
￥12,777 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Days Inn & Suites by Wyndham Lakeland
Outdoor pool
Holiday Inn Express Hotel & Suites Orlando South-Davenport by IHG

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

Holiday Inn Express Hotel & Suites Orlando South-Davenport by IHG
2.5 star property
Davenport
9.0 out of 10, Wonderful, (1000)
"Welcoming front desk staff, clean, big room, good beds, good breakfast, quiet, close to highway, convenient."
United States
Cynthia
The price is ￥13,683
￥15,325 total
includes taxes & fees
Dec 21 - Dec 22
Holiday Inn Express Hotel & Suites Orlando South-Davenport by IHG
Outdoor pool
Rodeway Inn Lake Wales - Winter Haven

Rodeway Inn Lake Wales - Winter Haven

Rodeway Inn Lake Wales - Winter Haven
2.0 star property
Lake Wales
8.2 out of 10, Very Good, (167)
"Easy check-in friendly staff quiet atmosphere clean rooms"
United States
Erica
The price is ￥13,137
￥14,712 total
includes taxes & fees
Dec 14 - Dec 15
Rodeway Inn Lake Wales - Winter Haven
Outdoor pool
Jade Manor

Jade Manor

Jade Manor
2.5 star property
Solterra Resort
10.0 out of 10, Exceptional, (1)
"Amazing "
United States
Nilda
The price is ￥9,097
￥20,637 total
includes taxes & fees
Dec 13 - Dec 14
Jade Manor
Outdoor pool, open 9:00 AM to 9:00 PM, pool umbrellas, sun loungers
LEGOLAND Beach Retreat

LEGOLAND Beach Retreat

LEGOLAND Beach Retreat
3.0 star property
Winter Haven
9.0 out of 10, Wonderful, (140)
"Overall great exsprience. Satff,rooms and amenities were great"
United States
Tanisha
The price is ￥41,827
￥52,940 total
includes taxes & fees
Jan 2 - Jan 3, 2026
LEGOLAND Beach Retreat
Outdoor pool
Travelodge by Wyndham Lakeland

Travelodge by Wyndham Lakeland

Travelodge by Wyndham Lakeland
2.0 star property
Lakeland
8.2 out of 10, Very Good, (1001)
"Staff was courteous and professional. Room was clean. "
United States
Jorge
The price is ￥10,441
￥11,694 total
includes taxes & fees
Dec 14 - Dec 15
Travelodge 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

Top Cypress Gardens Hotel Reviews

Omni Orlando Resort at ChampionsGate

Omni Orlando Resort at ChampionsGate

10/10 Excellent
"Great service"
Manuel 2-night trip
Posted 6 days ago
Omni Orlando Resort at ChampionsGate

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. Omni Orlando Resort at ChampionsGate: Hotel located near Reunion Resort Golf Course. Offers 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. Provides free water-park access, an outdoor pool, and spa services. La Quinta Inn & Suites by Wyndham Lakeland West: Features daily, an outdoor pool, and free self parking. Ramada by Wyndham Davenport Orlando South: Offers full, 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. Make a point to visit attractions like Peppa Pig Theme Park Florida and Indigo's Family Fun Center.
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.