Title: Book the Best Hotels with POOL in Winter Haven in 2026 | Expedia.ca

[Winter Haven Travel Guide](https://expedia.ca/Winter-Haven.dx7464)[Hotels in Winter Haven](https://expedia.ca/Winter-Haven-Hotels.d7464.Travel-Guide-Hotels)[Vacation Rentals in Winter Haven](https://expedia.ca/Winter-Haven-Vacation-Rentals.d7464.Travel-Guide-VacationRentals)[Flights to Winter Haven](https://expedia.ca/Cheap-Flights-To-Winter-Haven.d7464.Travel-Guide-Flights)[Things to do in Winter Haven](https://expedia.ca/Things-To-Do-In-Winter-Haven.d7464.Travel-Guide-Activities)[Winter Haven Car Rentals](https://expedia.ca/Car-Rentals-In-Winter-Haven.d7464.Car-Rental-Guide)[Winter Haven Vacation Packages](https://expedia.ca/Winter-Haven.d7464.Destination-Travel-Guides)

![Winter Haven showing rides](https://images.trvl-media.com/place/7464/a00f555f-1771-4135-ad57-834cb1a10a56.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/7464/a00f555f-1771-4135-ad57-834cb1a10a56.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check availability on Winter Haven Hotels with a Pool

Tonight

[Feb 1 - Feb 2](https://www.expedia.ca/Hotel-Search?regionId=7464&startDate=2026-02-01&endDate=2026-02-02&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Feb 2 - Feb 3](https://www.expedia.ca/Hotel-Search?regionId=7464&startDate=2026-02-02&endDate=2026-02-03&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=7464&startDate=2026-02-06&endDate=2026-02-08&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=7464&startDate=2026-02-13&endDate=2026-02-15&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Winter Haven hotels with a pool

![2 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/30000/22800/22712/063f8be7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/30000/22800/22712/0f5fda37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/1000000/30000/22800/22712/22bf27c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room safe, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/30000/22800/22712/f636c443.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Disney's All Star Sports Resort

[](https://www.expedia.ca/Orlando-Hotels-Disneys-All-Star-Sports-Resort.h22712.Hotel-Information)

Lake Buena Vista

8.6/10

Excellent

(1,004 reviews)

"Great place"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Alvaro

[](https://www.expedia.ca/Orlando-Hotels-Disneys-All-Star-Sports-Resort.h22712.Hotel-Information)

![Reception](https://images.trvl-media.com/lodging/101000000/100840000/100837800/100837786/119a4279.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Sauna](https://images.trvl-media.com/lodging/101000000/100840000/100837800/100837786/9705bd68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/101000000/100840000/100837800/100837786/81e6b4c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/101000000/100840000/100837800/100837786/6e9ade0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Kompose Boutique Resort at Theme Parks

[](https://www.expedia.ca/Orlando-Hotels-Kompose-Boutique-Resort-At-Theme-Parks.h100837786.Hotel-Information)

Kissimmee

9.4/10

Exceptional

(2,549 reviews)

"amazing place to stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

caleb

CA $138

CA $211 total

includes taxes & fees

Feb 3 - Feb 4

[](https://www.expedia.ca/Orlando-Hotels-Kompose-Boutique-Resort-At-Theme-Parks.h100837786.Hotel-Information)

![3 outdoor pools](https://images.trvl-media.com/lodging/5000000/4520000/4517700/4517659/9695c9aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Snack bar](https://images.trvl-media.com/lodging/5000000/4520000/4517700/4517659/6539ddf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room safe, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/5000000/4520000/4517700/4517659/8bc94256.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Daily self-serve breakfast for a fee](https://images.trvl-media.com/lodging/5000000/4520000/4517700/4517659/e3dc3c09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Disney's Art Of Animation Resort

[](https://www.expedia.ca/Orlando-Hotels-Disneys-Art-Of-Animation-Resort.h4517659.Hotel-Information)

Bay Lake

8.8/10

Excellent

(1,001 reviews)

"Room was nice. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

jennifer

[](https://www.expedia.ca/Orlando-Hotels-Disneys-Art-Of-Animation-Resort.h4517659.Hotel-Information)

![Outdoor pool, open 9:00 AM to 9:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/31000000/30540000/30538000/30537958/7bce7d91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach Theme](https://images.trvl-media.com/lodging/31000000/30540000/30538000/30537958/27b5995a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Children's play area - outdoor](https://images.trvl-media.com/lodging/31000000/30540000/30538000/30537958/w799h531x0y2-461d11b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Children's area](https://images.trvl-media.com/lodging/31000000/30540000/30538000/30537958/17435544.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### LEGOLAND Beach Retreat

[](https://www.expedia.ca/Winter-Haven-Hotels-LEGOLAND-Beach-Retreat.h30537958.Hotel-Information)

Winter Haven

9.0/10

Wonderful

(156 reviews)

"Everything was great!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Fio

CA $271

CA $357 total

includes taxes & fees

Feb 6 - Feb 7

[](https://www.expedia.ca/Winter-Haven-Hotels-LEGOLAND-Beach-Retreat.h30537958.Hotel-Information)

![Outdoor pool, open 8:30 AM to 9:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/8800/8718/24439804.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/10000/8800/8718/fda6d33f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Blackout drapes, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/10000/8800/8718/b5ebc952.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior entrance](https://images.trvl-media.com/lodging/1000000/10000/8800/8718/e9fdf4e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Howard Johnson by Wyndham Winter Haven FL

[](https://www.expedia.ca/Winter-Haven-Hotels-Howard-Johnson-By-Wyndham-Winter-Haven-FL.h8718.Hotel-Information)

Winter Haven

7.0/10

Good

(1,001 reviews)

"Excellent service and location. Quiet and clean. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Henk

CA $127

CA $143 total

includes taxes & fees

Feb 4 - Feb 5

[](https://www.expedia.ca/Winter-Haven-Hotels-Howard-Johnson-By-Wyndham-Winter-Haven-FL.h8718.Hotel-Information)

![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/570000/564300/564220/6f77a3fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/570000/564300/564220/a3c84a7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, iron/ironing board, free cribs/infant beds, free WiFi](https://images.trvl-media.com/lodging/1000000/570000/564300/564220/9162fd82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/570000/564300/564220/000f25b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn Winter Haven

[](https://www.expedia.ca/Winter-Haven-Hotels-Hampton-Inn-Winter-Haven.h564220.Hotel-Information)

Winter Haven

9.0/10

Wonderful

(1,001 reviews)

"Yes the room was spotless and all the amenities were great "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Devan

CA $177

CA $199 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Winter-Haven-Hotels-Hampton-Inn-Winter-Haven.h564220.Hotel-Information)

![Outdoor pool, open 7:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/7900/7835/591e3ce9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/10000/7900/7835/6826235e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/10000/7900/7835/76950965.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/1000000/10000/7900/7835/02b7d0cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn Winter Haven by IHG

[](https://www.expedia.ca/Winter-Haven-Hotels-Holiday-Inn-Winter-Haven.h7835.Hotel-Information)

Winter Haven

9.0/10

Wonderful

(1,002 reviews)

"Clean spacious rooms and friendly staff."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Mark

CA $212

CA $238 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Winter-Haven-Hotels-Holiday-Inn-Winter-Haven.h7835.Hotel-Information)

![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/92000000/91030000/91030000/91029909/0b1acfca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/92000000/91030000/91030000/91029909/d11e7c10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily full breakfast](https://images.trvl-media.com/lodging/92000000/91030000/91030000/91029909/e388974e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/92000000/91030000/91030000/91029909/c27ab8ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Best Western Plus Winter Haven Inn & Suites 

[](https://www.expedia.ca/Winter-Haven-Hotels-Best-Western-Plus-Winter-Haven-Inn-Suites.h91029909.Hotel-Information)

Winter Haven

9.4/10

Exceptional

(1,134 reviews)

"Excelent, clean room and Excelent breakfast, recommended this hotel "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Julian

CA $222

CA $249 total

includes taxes & fees

Feb 15 - Feb 16

[](https://www.expedia.ca/Winter-Haven-Hotels-Best-Western-Plus-Winter-Haven-Inn-Suites.h91029909.Hotel-Information)

![Outdoor pool, open 9:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/31000000/30470000/30469200/30469147/a05a4caf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/31000000/30470000/30469200/30469147/a1688b8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/31000000/30470000/30469200/30469147/3a91b5c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/31000000/30470000/30469200/30469147/41f851eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Courtyard by Marriott Winter Haven

[](https://www.expedia.ca/Winter-Haven-Hotels-Courtyard-By-Marriott-Winter-Haven.h30469147.Hotel-Information)

Winter Haven

9.4/10

Exceptional

(742 reviews)

"Clean rooms, great location and very friendly staff "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Alyssa

CA $242

CA $271 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Winter-Haven-Hotels-Courtyard-By-Marriott-Winter-Haven.h30469147.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/2000000/1890000/1887700/1887650/0535c9b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1890000/1887700/1887650/5d347ea1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1890000/1887700/1887650/7dd4826d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1890000/1887700/1887650/a04ce40b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lake Roy Beach Inn

[](https://www.expedia.ca/Winter-Haven-Hotels-Lake-Roy-Beach-Inn.h1887650.Hotel-Information)

Winter Haven

7.0/10

Good

(999 reviews)

"Nice and smooth check in "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Orlando

CA $142

CA $160 total

includes taxes & fees

Mar 5 - Mar 6

[](https://www.expedia.ca/Winter-Haven-Hotels-Lake-Roy-Beach-Inn.h1887650.Hotel-Information)

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](https://expedia.ca/Hotel-Search?startDate=2026-02-16&endDate=2026-02-17&regionId=7464&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true)

## Choose what matters most at hotels with a pool in Winter Haven

Breakfast included

Hot tub

Water park

![](https://forever.travel-assets.com/flex/flexmanager/mediaasset/1342512-0_2-icon__water-lux.svg)

Outdoor pool

![](https://forever.travel-assets.com/flex/flexmanager/mediaasset/1342515-0_2-icon__aq-indoor.svg)

Indoor pool

## Hotels with pools and free breakfast in Winter Haven

![Outdoor pool, open 9:00 AM to 9:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/31000000/30540000/30538000/30537958/7bce7d91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach Theme](https://images.trvl-media.com/lodging/31000000/30540000/30538000/30537958/27b5995a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Children's play area - outdoor](https://images.trvl-media.com/lodging/31000000/30540000/30538000/30537958/w799h531x0y2-461d11b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Children's area](https://images.trvl-media.com/lodging/31000000/30540000/30538000/30537958/17435544.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### LEGOLAND Beach Retreat

[](https://www.expedia.ca/Winter-Haven-Hotels-LEGOLAND-Beach-Retreat.h30537958.Hotel-Information)

Winter Haven

9.0/10

Wonderful

(156)

CA $271

CA $357 total

includes taxes & fees

Feb 6 - Feb 7

[](https://www.expedia.ca/Winter-Haven-Hotels-LEGOLAND-Beach-Retreat.h30537958.Hotel-Information)

![Blackout drapes, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/10000/8800/8718/71d67783.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Blackout drapes, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/10000/8800/8718/b5ebc952.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, open 8:30 AM to 9:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/8800/8718/24439804.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/10000/8800/8718/fda6d33f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Howard Johnson by Wyndham Winter Haven FL

[](https://www.expedia.ca/Winter-Haven-Hotels-Howard-Johnson-By-Wyndham-Winter-Haven-FL.h8718.Hotel-Information)

Winter Haven

7.0/10

Good

(1001)

CA $127

CA $143 total

includes taxes & fees

Feb 4 - Feb 5

[](https://www.expedia.ca/Winter-Haven-Hotels-Howard-Johnson-By-Wyndham-Winter-Haven-FL.h8718.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/570000/564300/564220/bd816925.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/570000/564300/564220/000f25b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/570000/564300/564220/6f77a3fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, iron/ironing board, free cribs/infant beds, free WiFi](https://images.trvl-media.com/lodging/1000000/570000/564300/564220/9162fd82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn Winter Haven

[](https://www.expedia.ca/Winter-Haven-Hotels-Hampton-Inn-Winter-Haven.h564220.Hotel-Information)

Winter Haven

9.0/10

Wonderful

(1001)

CA $177

CA $199 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Winter-Haven-Hotels-Hampton-Inn-Winter-Haven.h564220.Hotel-Information)

![Reception](https://images.trvl-media.com/lodging/1000000/10000/7900/7835/76950965.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/1000000/10000/7900/7835/02b7d0cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/10000/7900/7835/40f089c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, blackout drapes, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/10000/7900/7835/52aa64d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn Winter Haven by IHG

[](https://www.expedia.ca/Winter-Haven-Hotels-Holiday-Inn-Winter-Haven.h7835.Hotel-Information)

Winter Haven

9.0/10

Wonderful

(1002)

CA $212

CA $238 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Winter-Haven-Hotels-Holiday-Inn-Winter-Haven.h7835.Hotel-Information)

![Standard Room, 2 Queen Beds, Non Smoking, Bathtub (Larger Room)](https://images.trvl-media.com/lodging/92000000/91030000/91030000/91029909/b48185c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/92000000/91030000/91030000/91029909/0b1acfca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/92000000/91030000/91030000/91029909/d11e7c10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/92000000/91030000/91030000/91029909/c27ab8ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Best Western Plus Winter Haven Inn & Suites 

[](https://www.expedia.ca/Winter-Haven-Hotels-Best-Western-Plus-Winter-Haven-Inn-Suites.h91029909.Hotel-Information)

Winter Haven

9.4/10

Exceptional

(1134)

CA $222

CA $249 total

includes taxes & fees

Feb 15 - Feb 16

[](https://www.expedia.ca/Winter-Haven-Hotels-Best-Western-Plus-Winter-Haven-Inn-Suites.h91029909.Hotel-Information)

![Property amenity](https://images.trvl-media.com/lodging/31000000/30470000/30469200/30469147/db42c925.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/31000000/30470000/30469200/30469147/3a91b5c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/31000000/30470000/30469200/30469147/41f851eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, open 9:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/31000000/30470000/30469200/30469147/a05a4caf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Courtyard by Marriott Winter Haven

[](https://www.expedia.ca/Winter-Haven-Hotels-Courtyard-By-Marriott-Winter-Haven.h30469147.Hotel-Information)

Winter Haven

9.4/10

Exceptional

(742)

CA $242

CA $271 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Winter-Haven-Hotels-Courtyard-By-Marriott-Winter-Haven.h30469147.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/107000000/106210000/106204500/106204409/533a79f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![LED TV, Netflix, streaming services](https://images.trvl-media.com/lodging/107000000/106210000/106204500/106204409/eecad389.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily buffet breakfast](https://images.trvl-media.com/lodging/107000000/106210000/106204500/106204409/b70697d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Coffee/tea maker, eco-friendly cleaning products](https://images.trvl-media.com/lodging/107000000/106210000/106204500/106204409/332270d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Home2 Suites By Hilton Winter Haven

[](https://www.expedia.ca/Winter-Haven-Hotels-Home2-Suites-By-Hilton-Winter-Haven.h106204409.Hotel-Information)

Winter Haven

9.4/10

Exceptional

(294)

CA $278

CA $311 total

includes taxes & fees

Feb 22 - Feb 23

[](https://www.expedia.ca/Winter-Haven-Hotels-Home2-Suites-By-Hilton-Winter-Haven.h106204409.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/95000000/94680000/94674300/94674232/4caf2468.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/95000000/94680000/94674300/94674232/3b9021bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/95000000/94680000/94674300/94674232/0585f081.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio Suite, 2 Queen Beds, Kitchen, Lake View](https://images.trvl-media.com/lodging/95000000/94680000/94674300/94674232/27c67729.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Staybridge Suites Winter Haven Auburndale by IHG

[](https://www.expedia.ca/Winter-Haven-Hotels-Staybridge-Suites-Winter-Haven-Auburndale.h94674232.Hotel-Information)

Winter Haven

9.8/10

Exceptional

(700)

CA $236

CA $264 total

includes taxes & fees

Feb 22 - Feb 23

[](https://www.expedia.ca/Winter-Haven-Hotels-Staybridge-Suites-Winter-Haven-Auburndale.h94674232.Hotel-Information)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/2000000/1610000/1604200/1604174/06c96288.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/2000000/1610000/1604200/1604174/7b3b157e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, laptop workspace, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/2000000/1610000/1604200/1604174/f3c791f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/2000000/1610000/1604200/1604174/99f41b5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Rodeway Inn & Suites Winter Haven Chain Of Lakes

[](https://www.expedia.ca/Winter-Haven-Hotels-Rodeway-Inn-Suites-Winter-Haven-Chain-Of-Lakes.h1604174.Hotel-Information)

Winter Haven

5.4/10

(258)

CA $123

CA $138 total

includes taxes & fees

Feb 22 - Feb 23

[](https://www.expedia.ca/Winter-Haven-Hotels-Rodeway-Inn-Suites-Winter-Haven-Chain-Of-Lakes.h1604174.Hotel-Information)

![2 outdoor pools, open 11:00 AM to 9:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/114000000/113250000/113243700/113243677/58806235.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast and dinner served, American cuisine](https://images.trvl-media.com/lodging/114000000/113250000/113243700/113243677/2ada1493.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Kingdom Theme](https://images.trvl-media.com/lodging/114000000/113250000/113243700/113243677/88b16dd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/114000000/113250000/113243700/113243677/1898b64c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Legoland Florida Hotel

[](https://www.expedia.ca/Winter-Haven-Hotels-Legoland-Florida-Hotel.h113243677.Hotel-Information)

Winter Haven

8.8/10

Excellent

(64)

CA $358

CA $454 total

includes taxes & fees

Mar 1 - Mar 2

[](https://www.expedia.ca/Winter-Haven-Hotels-Legoland-Florida-Hotel.h113243677.Hotel-Information)

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](https://expedia.ca/Hotel-Search?startDate=2026-02-16&endDate=2026-02-17&regionId=7464&adults=2&amenities=POOL&sort=RECOMMENDED&mealPlan=FREE_BREAKFAST&openPlayBack=true)

## Top Winter Haven Hotel Reviews

![Howard Johnson by Wyndham Winter Haven FL](https://images.trvl-media.com/lodging/1000000/10000/8800/8718/71d67783_y.jpg)

### Howard Johnson by Wyndham Winter Haven FL

10/10 Excellent

"Kind and helpful staff. Clean room. "

[](https://expedia.ca/Winter-Haven-Hotels-Howard-Johnson-By-Wyndham-Winter-Haven-FL.h8718.Hotel-Information)

![Hilton Vacation Club Mystic Dunes Orlando](https://images.trvl-media.com/lodging/1000000/900000/891000/890951/0b826e24_y.jpg)

### Hilton Vacation Club Mystic Dunes Orlando

10/10 Excellent

"Cleanliness and updated interior!"

[](https://expedia.ca/Orlando-Hotels-Mystic-Dunes-Resort-Golf-Club-By-Diamond-Resorts.h890951.Hotel-Information)

![The Grove Resort & Water Park Orlando](https://images.trvl-media.com/lodging/5000000/4700000/4691700/4691657/c5a7d392_y.jpg)

### The Grove Resort & Water Park Orlando

10/10 Excellent

"room was clean staff where excellent unlike going to other hotels to pick my daughter up from cheer they where rude… security was courteous and well manner not rude… there pools and hot tubs where clean. great please stay at "

[](https://expedia.ca/Orlando-Hotels-The-Grove-Resort-Water-Park-Orlando.h4691657.Hotel-Information)

![Holiday Inn & Suites Orlando SW - Celebration Area by IHG](https://images.trvl-media.com/lodging/1000000/10000/7900/7855/e4318c5d_y.jpg)

### Holiday Inn & Suites Orlando SW - Celebration Area by IHG

10/10 Excellent

"Clean room, liked the balcony. Breakfast was 10/10 lots of options. My family and I also enjoyed the amenities. Overall great stay. There’s a resort fee at the hotel so be mindful about that when checking in."

[](https://expedia.ca/Orlando-Hotels-Holiday-Inn-Orlando-SW-Celebration-Area.h7855.Hotel-Information)

![Holiday Inn Club Vacations at Orange Lake Resort by IHG](https://images.trvl-media.com/lodging/1000000/10000/6400/6315/ac7826b3_y.jpg)

### Holiday Inn Club Vacations at Orange Lake Resort by IHG

10/10 Excellent

"Always clean and updated - great amenities and ataff"

[](https://expedia.ca/Orlando-Hotels-Holiday-Inn-Club-Vacations-At-Orange-Lake-Resort.h6315.Hotel-Information)

![Destiny Palms Hotel Maingate West](https://images.trvl-media.com/lodging/1000000/430000/427400/427337/d056f561_y.jpg)

### Destiny Palms Hotel Maingate West

10/10 Excellent

"Rooms needs updates"

[](https://expedia.ca/Orlando-Hotels-Destiny-Palms-Hotel-Maingate-West.h427337.Hotel-Information)

![Vacation Village Orlando, Celebration](https://images.trvl-media.com/lodging/2000000/1070000/1069000/1068973/fb6985f5_y.jpg)

### Vacation Village Orlando, Celebration

10/10 Excellent

"The room was spacious and clean. The cleaning staff were courteous and friendly."

[](https://expedia.ca/Orlando-Hotels-Vacation-Village-At-Parkway.h1068973.Hotel-Information)

![Delta Hotels by Marriott Orlando Celebration](https://images.trvl-media.com/lodging/1000000/10000/300/256/w4000h2663x0y0-bece67c9_y.jpg)

### Delta Hotels by Marriott Orlando Celebration

10/10 Excellent

"Checking with fast and easy, room was clean and spacious. "

[](https://expedia.ca/Orlando-Hotels-The-Grand-Orlando-Resort-At-Celebration.h256.Hotel-Information)

![Hilton Vacation Club Aqua Sol Orlando West](https://images.trvl-media.com/lodging/1000000/700000/692700/692650/0986573c_y.jpg)

### Hilton Vacation Club Aqua Sol Orlando West

10/10 Excellent

"Spotless rooms, well equipped kitchen and bathrooms, excellent amenities."

[](https://expedia.ca/Orlando-Hotels-Liki-Tiki-Village.h692650.Hotel-Information)

## Frequently asked questions

### What's it like visiting Winter Haven?

### What are some accommodations with pools in Winter Haven?

### How many pool hotels should I expect to find in Winter Haven?

### What is there to see and do in Winter Haven?

### When is the best time to book a hotel with a pool in Winter Haven?

### What's the best way to travel around Winter Haven?

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