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)

# Find Hotels with a Pool in Winter Haven, FL from CA $131

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## Check availability on Winter Haven Hotels with a Pool

Tonight

[Dec 11 - Dec 12](https://www.expedia.ca/Hotel-Search?regionId=7464&startDate=2025-12-11&endDate=2025-12-12&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Dec 12 - Dec 13](https://www.expedia.ca/Hotel-Search?regionId=7464&startDate=2025-12-12&endDate=2025-12-13&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=7464&startDate=2025-12-12&endDate=2025-12-14&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=7464&startDate=2025-12-19&endDate=2025-12-21&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

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

![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)

![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)

![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 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

(140)

"Overall great exsprience. Satff,rooms and amenities were great"

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

Tanisha

CA $371

CA $469 total

includes taxes & fees

Jan 2 - Jan 3, 2026

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

![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/1000000/10000/7900/7835/76950965.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)

### 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

(1000)

"Clean room, great staff, easy check-in."

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

Vanessa

CA $192

CA $215 total

includes taxes & fees

Dec 16 - Dec 17

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

![Seasonal outdoor pool](https://images.trvl-media.com/lodging/107000000/106210000/106204500/106204409/b3fa944f.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)

![Laundry room](https://images.trvl-media.com/lodging/107000000/106210000/106204500/106204409/9edba44b.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

(258)

"Great property. Great Staff! We had a very relaxing stay! "

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

Wendy

CA $186

CA $209 total

includes taxes & fees

Dec 21 - Dec 22

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

![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)

![Exterior](https://images.trvl-media.com/lodging/1000000/570000/564300/564220/bd816925.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)

### 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)

"Clean room, staff was nice, breakfast was good, easy parking."

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

Jessica

CA $164

CA $184 total

includes taxes & fees

Dec 21 - Dec 22

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

![Interior entrance](https://images.trvl-media.com/lodging/1000000/10000/8800/8718/e9fdf4e1.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/1000000/10000/8800/8718/71d67783.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

(1007)

"Nice hotel. Clean and great location. "

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

Raylene

CA $117

CA $131 total

includes taxes & fees

Dec 30 - Dec 31

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

![Outdoor dining](https://images.trvl-media.com/lodging/92000000/91230000/91221300/91221257/ebb18c09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, video games, books](https://images.trvl-media.com/lodging/92000000/91230000/91221300/91221257/4d2e3d0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91230000/91221300/91221257/5af1b204.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/92000000/91230000/91221300/91221257/435432d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Heated Pool and Hot tub-near Legoland, Disney, Theme parks

[](https://www.expedia.ca/Winter-Haven-Hotels-Pool-Home-Near-Legoland.h91221257.Hotel-Information)

Winter Haven

9.8/10

Exceptional

(39)

"We had a great stay!"

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

Harper B.

CA $160

CA $437 total

includes taxes & fees

Dec 15 - Dec 16

[](https://www.expedia.ca/Winter-Haven-Hotels-Pool-Home-Near-Legoland.h91221257.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)

![Exterior](https://images.trvl-media.com/lodging/92000000/91030000/91030000/91029909/c27ab8ac.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)

![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)

### 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

9.6/10

Exceptional

(1075)

"Clean rooms, great staff"

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

Whitney

CA $180

CA $201 total

includes taxes & fees

Dec 16 - Dec 17

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

![Property grounds](https://images.trvl-media.com/lodging/2000000/1890000/1887700/1887650/66ef3784.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

(987)

"Great very nice comfortable room"

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

Rian

CA $123

CA $138 total

includes taxes & fees

Dec 17 - Dec 18

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

![Property amenity](https://images.trvl-media.com/lodging/31000000/30470000/30469200/30469147/db42c925.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

(731)

"Great staff, great location "

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

katherine

CA $222

CA $249 total

includes taxes & fees

Dec 17 - Dec 18

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

![Terrace/patio](https://images.trvl-media.com/lodging/113000000/112320000/112311000/112310943/c2fcd471.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/113000000/112320000/112311000/112310943/1f67c4f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/113000000/112320000/112311000/112310943/246dfb14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/113000000/112320000/112311000/112310943/09066e0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Winter Haven Hideaway

[](https://www.expedia.ca/Winter-Haven-Hotels-Winter-Haven-Hideaway.h112310943.Hotel-Information)

Winter Haven

10/10

Exceptional

(2)

"Perfect for our family vacation. The hosts are super responsive, and addressed any issues quickly. "

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

Sherry H.

[](https://www.expedia.ca/Winter-Haven-Hotels-Winter-Haven-Hideaway.h112310943.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=2025-12-26&endDate=2025-12-27&regionId=7464&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true)

## Hotels with pools and free breakfast in Winter Haven

![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)

![Exterior](https://images.trvl-media.com/lodging/92000000/91030000/91030000/91029909/c27ab8ac.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)

### 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

9.6/10

Exceptional

(1075)

CA $180

CA $201 total

includes taxes & fees

Dec 16 - Dec 17

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

![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)

![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

(1001)

CA $164

CA $184 total

includes taxes & fees

Dec 21 - Dec 22

[](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)

![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)

![Reception](https://images.trvl-media.com/lodging/1000000/10000/7900/7835/40f089c0.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

(1000)

CA $192

CA $215 total

includes taxes & fees

Dec 16 - Dec 17

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

![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)

![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 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

(140)

CA $371

CA $469 total

includes taxes & fees

Jan 2 - Jan 3, 2026

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

![Lobby](https://images.trvl-media.com/lodging/31000000/30470000/30469200/30469147/a1688b8d.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

(731)

CA $222

CA $249 total

includes taxes & fees

Dec 17 - Dec 18

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

![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

(1007)

CA $117

CA $131 total

includes taxes & fees

Dec 30 - Dec 31

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

![Laundry room](https://images.trvl-media.com/lodging/107000000/106210000/106204500/106204409/9edba44b.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)

![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

(258)

CA $186

CA $209 total

includes taxes & fees

Dec 21 - Dec 22

[](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)

![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)

![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)

![Exterior](https://images.trvl-media.com/lodging/95000000/94680000/94674300/94674232/a11ad9a2.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

(662)

CA $210

CA $235 total

includes taxes & fees

Dec 21 - Dec 22

[](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)

![Lobby](https://images.trvl-media.com/lodging/2000000/1610000/1604200/1604174/f91d96f9.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

(252)

CA $111

CA $125 total

includes taxes & fees

Dec 31 - Jan 1, 2026

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

![Lake](https://images.trvl-media.com/lodging/114000000/113250000/113243700/113243677/13ba7178.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pirate Island Theme](https://images.trvl-media.com/lodging/114000000/113250000/113243700/113243677/35503caf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![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)

![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

9.0/10

Wonderful

(50)

CA $509

CA $624 total

includes taxes & fees

Jan 5 - Jan 6, 2026

[](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=2025-12-26&endDate=2025-12-27&regionId=7464&adults=2&amenities=POOL&sort=RECOMMENDED&mealPlan=FREE_BREAKFAST&openPlayBack=true)

## Top Winter Haven Hotel Reviews

![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

"Beautiful hotel with great amenities. Clean. The pools were great. Wonderful place to stay for families "

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

![Comfort Inn & Suites Kissimmee by the Parks](https://images.trvl-media.com/lodging/1000000/440000/430500/430452/578ae569_y.jpg)

### Comfort Inn & Suites Kissimmee by the Parks

10/10 Excellent

"Front desk staff was amazing!!!"

[](https://expedia.ca/Orlando-Hotels-Comfort-Inn-Maingate.h430452.Hotel-Information)

![Holiday Inn Resort Kissimmee by the Parks by IHG](https://images.trvl-media.com/lodging/1000000/60000/52900/52821/48f5f27b_y.jpg)

### Holiday Inn Resort Kissimmee by the Parks by IHG

10/10 Excellent

"Yes "

[](https://expedia.ca/Orlando-Hotels-Holiday-Inn-Resort-Kissimmee-By-The-Parks-By-IHG.h52821.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

"Room was clean. Only negative is sleeper- sofa. Mattress not thick and can feel the springs. Had to use couch itself."

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

"Food was fresh and staff is always pleasant "

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

"Isabella at the check in counter was awesome.Thanks for "

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

"Excellent "

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

"Staff was excellent!! Very nice and friendly!!"

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

![Silver Lake Resort](https://images.trvl-media.com/lodging/1000000/20000/14600/14518/f53cedc1_y.jpg)

### Silver Lake Resort

10/10 Excellent

"Room was clean and well stocked . Property was well maintained . "

[](https://expedia.ca/Orlando-Hotels-Silver-Lake-Resort.h14518.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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