Find Hotels with a Pool in Cypress Gardens, FL

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

    Upfront pricing

    Our total price for your stay includes taxes and fees

    Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key

    Be picky

    Search almost a million properties worldwide

Check availability on Cypress Gardens Hotels with a Pool

Top Cypress Gardens Hotels with a Pool

Outdoor pool, sun loungers
Lake Roy Beach Inn
Lake Roy Beach Inn
2.0 star property
7.0 out of 10, Good, (979)
"Love this place, "
United States
PATRICIA
$84 nightly
The price is $95
Oct 26 - Oct 27
Total with taxes and fees
Lake Roy Beach Inn
Pool
Discover Little Haven, a 3BR/2BA vacation home in Winter Haven with a heated pool, full amenities, and prime location—just 3 miles to LEGOLAND, 30 miles to Disney, and minutes from lakes, scenic trails, and family attractions.
Discover Little Haven, a 3BR/2BA vacation home in Winter Haven with a heated pool, full amenities, and prime location—just 3 miles to LEGOLAND, 30 miles to Disney, and minutes from lakes, scenic trails, and family attractions.
$450 nightly
The price is $465
Oct 22 - Oct 23
Total with taxes and fees
Discover Little Haven, a 3BR/2BA vacation home in Winter Haven with a heated pool, full amenities, and prime location—just 3 miles to LEGOLAND, 30 miles to Disney, and minutes from lakes, scenic trails, and family attractions.
Outdoor pool
Rodeway Inn & Suites Winter Haven Chain Of Lakes
Rodeway Inn & Suites Winter Haven Chain Of Lakes
2.0 star property
5.4 out of 10, (247)
"Rooms were nice and up to date but the deposit was more than the room"
United States
Jessica
$85 nightly
The price is $95
Oct 21 - Oct 22
Total with taxes and fees
Rodeway Inn & Suites Winter Haven Chain Of Lakes
Outdoor pool
Economy Suites
Economy Suites
2.0 star property
4.8 out of 10, (383)
"The staff very friendly and attentive"
United States
Coral
$63 nightly
The price is $71
Oct 27 - Oct 28
Total with taxes and fees
Economy Suites
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
9.0 out of 10, Wonderful, (1005)
"The hotel was extremely clean and quiet! The front desk staff was nice and extremely helpful! I will definitely stay at this hotel again! "
United States
Heather
$110 nightly
The price is $123
Oct 23 - Oct 24
Total with taxes and fees
Holiday Inn Winter Haven by IHG
Outdoor pool
Comfort Inn & Suites Lakeland North I-4
Comfort Inn & Suites Lakeland North I-4
2.5 star property
8.6 out of 10, Excellent, (538)
"Great location great stay!!"
United States
Mario
$96 nightly
The price is $108
Oct 26 - Oct 27
Total with taxes and fees
Comfort Inn & Suites Lakeland North I-4
Outdoor pool
Days Inn & Suites by Wyndham Lakeland
Days Inn & Suites by Wyndham Lakeland
2.5 star property
8.6 out of 10, Excellent, (46)
"We have stayed here before and will choose this place again."
United States
Jay
$83 nightly
The price is $92
Nov 10 - Nov 11
Total with taxes and fees
Days Inn & Suites by Wyndham Lakeland
Outdoor pool, pool umbrellas, sun loungers
Hampton Inn Winter Haven
Hampton Inn Winter Haven
2.5 star property
9.0 out of 10, Wonderful, (1012)
"Very good Hotel for the price and all its amenities. "
United States
Luis
$98 nightly
The price is $109
Oct 30 - Oct 31
Total with taxes and fees
Hampton Inn Winter Haven
Outdoor pool
Rodeway Inn
Rodeway Inn
2.0 star property
8.2 out of 10, Very Good, (150)
"Clean newly remodeled rooms with a nice outdoor pool and easy access to major highways."
United States
Donna
$89 nightly
The price is $100
Oct 21 - Oct 22
Total with taxes and fees
Rodeway Inn
Outdoor pool
Travelodge by Wyndham Lakeland
Travelodge by Wyndham Lakeland
2.0 star property
8.2 out of 10, Very Good, (1014)
"Pool was great.very clean"
United States
keith
$68 nightly
The price is $76
Oct 21 - Oct 22
Total with taxes and fees
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

Days Inn & Suites by Wyndham Lakeland

Days Inn & Suites by Wyndham Lakeland

10/10 Excellent
"Older motel that they have updated. Fixtures and lamps in our room were rusty and pitted. Cleanliness was acceptable but furniture needed deep cleaning. However, motel is in a good location and the price was reasonable"
Lark 1-night trip
Posted 20 hours ago
Days Inn & Suites by Wyndham Lakeland

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. Holiday Inn Winter Haven by IHG: Hotel located near LEGOLAND® Florida. Features free self parking, an outdoor pool, and complimentary wireless internet access. Howard Johnson 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. 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.

Explore a world of travel with Expedia