Title: Winter Haven Vacation Home Rentals from CA $237: Search Top Private Vacation Homes for Rent | 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)

# Winter Haven Vacation Rentals

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## Check prices for these dates

In two weeks

[Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=7464&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

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

In three months

[Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=7464&startDate=2026-03-06&endDate=2026-03-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=7464&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Browse Select Winter Haven Vacation Homes

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112320000/112311000/112310943/749da13b.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)

![Dining](https://images.trvl-media.com/lodging/113000000/112320000/112311000/112310943/7fa4edfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in 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.

CA $155

CA $489 total

includes taxes & fees

Dec 9 - Dec 10

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

![Outdoor pool](https://images.trvl-media.com/lodging/92000000/91230000/91221300/91221257/41f09c21.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)

![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)

![Smart TV, video games, books](https://images.trvl-media.com/lodging/92000000/91230000/91221300/91221257/ad804664.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in 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 $162

CA $438 total

includes taxes & fees

Dec 9 - Dec 10

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

![Smart TV, fireplace, printers](https://images.trvl-media.com/lodging/101000000/100610000/100604600/100604549/258763b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100610000/100604600/100604549/21d4d7a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/101000000/100610000/100604600/100604549/c9afb4ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/101000000/100610000/100604600/100604549/fd9c8147.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Winter Haven

10/10

Exceptional

(3)

"Great welcoming and answered every question I had. Highly recommend this lovely cottage. "

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

Kristofer G.

CA $128

CA $317 total

includes taxes & fees

Dec 9 - Dec 10

[](https://www.expedia.ca/Winter-Haven-Hotels-Chain-Of-Lakes-Cottage.h100604549.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/123000000/122920000/122916100/122916008/d28bf586.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/123000000/122920000/122916100/122916008/361a40f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/123000000/122920000/122916100/122916008/e2756784.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/123000000/122920000/122916100/122916008/f91d2400.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Winter Haven

10/10

Exceptional

(1)

"Yes the dogs liked it and they enjoyed walking in the neighborhood."

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

John W.

CA $122

CA $226 total

includes taxes & fees

Dec 9 - Dec 10

[](https://www.expedia.ca/Winter-Haven-Hotels-Cozy-1-Bedroom-Home-In-Winter-Haven-Perfect-For-Your-Getaway.h122916008.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/37000000/36870000/36863800/36863729/3f2914a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/37000000/36870000/36863800/36863729/89eaec5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/37000000/36870000/36863800/36863729/557b9613.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, foosball](https://images.trvl-media.com/lodging/37000000/36870000/36863800/36863729/b0a32758.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Winter Haven

9.4/10

Exceptional

(65)

"The accommodation at this property was exceptional. It felt safe, and was safe Parking was great, proximity to dinning and shopping was withing 5 minutes drive, and the location was peaceful and safe."

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

Dwight

CA $173

CA $391 total

includes taxes & fees

Dec 9 - Dec 10

[](https://www.expedia.ca/Winter-Haven-Hotels-32GorgeousNEWLakeHome2AceLoc4miLEGOLAND1724.h36863729.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/110000000/109410000/109405200/109405182/9811b070.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/110000000/109410000/109405200/109405182/0b0e24b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/110000000/109410000/109405200/109405182/6eebc4fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/110000000/109410000/109405200/109405182/5cb21a78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Winter Haven

10/10

Exceptional

(1)

"This house was perfect for our 1 night stay. We had ecerything we needed. Thank you!"

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

Stephen and Jenni H.

CA $124

CA $400 total

includes taxes & fees

Dec 30 - Dec 31

[](https://www.expedia.ca/Winter-Haven-Hotels-Live-Oak-Oasis-Getaway-Close-To-Legoland-Sleeps-8-Guests.h109405182.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/110000000/109310000/109302000/109301947/46d831be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109310000/109302000/109301947/cc04f93a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109310000/109302000/109301947/887502c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/110000000/109310000/109302000/109301947/0f520256.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Winter Haven

9.8/10

Exceptional

(7)

"Great location, clean and great communication with hosts "

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

Angie Y.

CA $173

CA $432 total

includes taxes & fees

Dec 9 - Dec 10

[](https://www.expedia.ca/Winter-Haven-Hotels-Getaway-Clubhouse-5-Mil-Legoland-5-Mil-Downtown.h109301947.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/110000000/109310000/109302000/109301953/0be5accb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/110000000/109310000/109302000/109301953/3fafbeea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/110000000/109310000/109302000/109301953/41998ebe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109310000/109302000/109301953/6624eafb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Winter Haven

9.6/10

Exceptional

(8)

"Had a great time. Great location. Looking forward to my next visit. Great hosts as well. "

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

James K.

CA $166

CA $414 total

includes taxes & fees

Dec 9 - Dec 10

[](https://www.expedia.ca/Winter-Haven-Hotels-The-Old-Haven-An-Enduring-Piece-Of-Nostalgia.h109301953.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109310000/109302000/109301945/abdad8cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/110000000/109310000/109302000/109301945/b0c2ed58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109310000/109302000/109301945/821a5d32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/110000000/109310000/109302000/109301945/8b936cf4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Winter Haven

10/10

Exceptional

(1)

"Nice place very convenient for us. Would stay again"

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

John G.

CA $173

CA $406 total

includes taxes & fees

Dec 9 - Dec 10

[](https://www.expedia.ca/Winter-Haven-Hotels-Cozy-Bungalow-5-Mi-Legoland-05-Mi-Dwntwn.h109301945.Hotel-Information)

![Luxury House, 3 Bedrooms, Garden View | Living area](https://images.trvl-media.com/lodging/117000000/116480000/116470200/116470105/018b394c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/117000000/116480000/116470200/116470105/9650f692.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury House, 3 Bedrooms, Garden View | Living area](https://images.trvl-media.com/lodging/117000000/116480000/116470200/116470105/3e620084.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/117000000/116480000/116470200/116470105/0fd93fb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Winter Haven

CA $144

CA $413 total

includes taxes & fees

Dec 16 - Dec 17

[](https://www.expedia.ca/Winter-Haven-Hotels-BlockHaven-Near-Legoland-Disney.h116470105.Hotel-Information)

![Paper towels](https://images.trvl-media.com/lodging/91000000/90770000/90766500/90766484/4ce05735.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/91000000/90770000/90766500/90766484/2a155272.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/91000000/90770000/90766500/90766484/6eac51d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/91000000/90770000/90766500/90766484/802414e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Winter Haven

9.6/10

Exceptional

(7)

"Location was great. Internet was great. Bed was good. Cleaned and comfortable.."

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

Maria

CA $112

CA $238 total

includes taxes & fees

Dec 9 - Dec 10

[](https://www.expedia.ca/Winter-Haven-Hotels-PrivateSpacious-1BR-Central-Near-LegoLand-2-Miles.h90766484.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73240000/73230300/73230248/8e03b2d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/74000000/73240000/73230300/73230248/af924fb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/74000000/73240000/73230300/73230248/0ea4e03b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/74000000/73240000/73230300/73230248/7179b1ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Winter Haven

9.0/10

Wonderful

(2)

"I'm town for family graduation party. Perfect place to stay"

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

John S.

CA $276

CA $604 total

includes taxes & fees

Dec 9 - Dec 10

[](https://www.expedia.ca/Winter-Haven-Hotels-Disney.h73230248.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/99000000/98450000/98446800/98446741/6b8b0da1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/99000000/98450000/98446800/98446741/13e42009.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/99000000/98450000/98446800/98446741/db6716ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/99000000/98450000/98446800/98446741/4cd1e877.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Winter Haven

9.8/10

Exceptional

(23)

"Awesome look forward to future stay "

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

cheryl d.

CA $274

CA $587 total

includes taxes & fees

Dec 9 - Dec 10

[](https://www.expedia.ca/Winter-Haven-Hotels-Historic.h98446741.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/121000000/120220000/120213900/120213864/227ea53f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, WiFi](https://images.trvl-media.com/lodging/121000000/120220000/120213900/120213864/d1830b33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/121000000/120220000/120213900/120213864/de130485.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/121000000/120220000/120213900/120213864/00566dfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Eagle Lake

CA $71

CA $294 total

includes taxes & fees

Dec 31 - Jan 1, 2026

[](https://www.expedia.ca/Winter-Haven-Hotels-Traveling-Workers-W-Full-Kitchen-And-Living-Space.h120213864.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99310000/99305000/99304918/f2974a9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/100000000/99310000/99305000/99304918/12f7e30a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/100000000/99310000/99305000/99304918/cd61c0f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/100000000/99310000/99305000/99304918/08e144ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Winter Haven

7.4/10

Good

(10)

"Clean, quiet and comfortable beds. "

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

Jason

[](https://www.expedia.ca/Winter-Haven-Hotels-Large-31-Near-DownTown-And-Dining.h99304918.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/118000000/117390000/117384600/117384508/19d318af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/118000000/117390000/117384600/117384508/8475e474.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/118000000/117390000/117384600/117384508/085464a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/118000000/117390000/117384600/117384508/763daf28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Winter Haven

10/10

Exceptional

(1)

"Wonderful home "

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

Joshlynn

CA $187

CA $237 total

includes taxes & fees

Dec 9 - Dec 10

[](https://www.expedia.ca/Winter-Haven-Hotels-Charming-3-Bedroom-2-Bathroom-Home-In-Brilliant-Winter-Haven.h117384508.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/84000000/83780000/83772600/83772532/0631cfde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/84000000/83780000/83772600/83772532/ea523905.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/84000000/83780000/83772600/83772532/4d1eb03a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/84000000/83780000/83772600/83772532/890f33cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Winter Haven

8.8/10

Excellent

(36)

"Spacious property to stay while visiting LegoLand…👍👍"

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

Michael O.

CA $249

CA $608 total

includes taxes & fees

Dec 9 - Dec 10

[](https://www.expedia.ca/Winter-Haven-Hotels-Cheerful-New-Construction-Home.h83772532.Hotel-Information)

![TV, books, offices](https://images.trvl-media.com/lodging/104000000/103950000/103944400/103944395/99af6bc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/104000000/103950000/103944400/103944395/fe2c1142.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, books, offices](https://images.trvl-media.com/lodging/104000000/103950000/103944400/103944395/3e4e3b05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/104000000/103950000/103944400/103944395/2cd3485e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Winter Haven

9.0/10

Wonderful

(10)

"This property was very nice! It was very relaxing and provided me with a very nice host location for family that I was visiting in the area. The property manager was extremely professional and accommodating."

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

Shelby R.

CA $211

CA $579 total

includes taxes & fees

Dec 16 - Dec 17

[](https://www.expedia.ca/Winter-Haven-Hotels-Peaceful-Lakeside-Retreat.h103944395.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/117000000/116290000/116289700/116289671/94b3721f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/117000000/116290000/116289700/116289671/f5e1ee3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/117000000/116290000/116289700/116289671/686d1d7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/117000000/116290000/116289700/116289671/611c6100.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Winter Haven

CA $97

CA $408 total

includes taxes & fees

Dec 16 - Dec 17

[](https://www.expedia.ca/Winter-Haven-Hotels-BlockHaven-Near-Legoland.h116289671.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/123000000/122990000/122983100/122983056/677e5e6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/123000000/122990000/122983100/122983056/ffd39da0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Wheelchair access](https://images.trvl-media.com/lodging/123000000/122990000/122983100/122983056/2a386399.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Game room](https://images.trvl-media.com/lodging/123000000/122990000/122983100/122983056/ebef5467.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Winter Haven

CA $497

CA $1,227 total

includes taxes & fees

Dec 9 - Dec 10

[](https://www.expedia.ca/Winter-Haven-Hotels-Charming-7-Bedroom-Estate-With-AC-Resort-Style-Pool-Winter-Haven.h122983056.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=2025-12-22&endDate=2025-12-23&regionId=7464&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Private vacation homes

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Aparthotels

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Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Winter+Haven%2C+Florida%2C+United+States+of+America&regionId=7464&latLong=28.022253%2C-81.73286&adults=2&startDate=2026-03-08&d1=2026-03-08&endDate=2026-03-11&d2=2026-03-11&lodging=APARTMENT)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Winter+Haven%2C+Florida%2C+United+States+of+America&regionId=7464&latLong=28.022253%2C-81.73286&adults=2&startDate=2026-03-08&d1=2026-03-08&endDate=2026-03-11&d2=2026-03-11&lodging=COTTAGE)

Villas

[](https://www.expedia.ca/Hotel-Search?destination=Winter+Haven%2C+Florida%2C+United+States+of+America&regionId=7464&latLong=28.022253%2C-81.73286&adults=2&startDate=2026-03-08&d1=2026-03-08&endDate=2026-03-11&d2=2026-03-11&lodging=VILLA)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Winter+Haven%2C+Florida%2C+United+States+of+America&regionId=7464&latLong=28.022253%2C-81.73286&adults=2&startDate=2026-03-08&d1=2026-03-08&endDate=2026-03-11&d2=2026-03-11&lodging=CONDO)

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Winter+Haven%2C+Florida%2C+United+States+of+America&regionId=7464&latLong=28.022253%2C-81.73286&adults=2&startDate=2026-03-08&d1=2026-03-08&endDate=2026-03-11&d2=2026-03-11&lodging=CABIN)

Chalets

[](https://www.expedia.ca/Hotel-Search?destination=Winter+Haven%2C+Florida%2C+United+States+of+America&regionId=7464&latLong=28.022253%2C-81.73286&adults=2&startDate=2026-03-08&d1=2026-03-08&endDate=2026-03-11&d2=2026-03-11&lodging=CHALET)

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## Top Winter Haven Hotel Reviews

![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)

![Margaritaville Resort Orlando](https://images.trvl-media.com/lodging/25000000/24060000/24054800/24054711/5f422c24_y.jpg)

### Margaritaville Resort Orlando

10/10 Excellent

"Great location, close to Disney, heated pool it was a big plus, Nice breakfast and service! "

[](https://expedia.ca/Orlando-Hotels-Margaritaville-Resort-Orlando.h24054711.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

"One of the best resorts my family and I have ever been to! We had an amazing experience, very spacious, luxury-style service and accommodations. And the room was spotless…the cleanest room we’ve ever stayed in! The pool and water park 😍👌"

[](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

"Very nice"

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

![Ramada by Wyndham Kissimmee Gateway](https://images.trvl-media.com/lodging/1000000/50000/40600/40513/b94616ba_y.jpg)

### Ramada by Wyndham Kissimmee Gateway

10/10 Excellent

"Clean room, location, facilities "

[](https://expedia.ca/Orlando-Hotels-Ramada-By-Wyndham-Kissimmee-Gateway.h40513.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

"Nice location "

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

![Kompose Boutique Resort at Theme Parks](https://images.trvl-media.com/lodging/101000000/100840000/100837800/100837786/3cf09a4a_y.jpg)

### Kompose Boutique Resort at Theme Parks

10/10 Excellent

"Room was nice and clean. Real close by the Theme parks. Enjoyed the stay."

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

![Parkway International Resort](https://images.trvl-media.com/lodging/1000000/700000/692700/692651/fd297cb8_y.jpg)

### Parkway International Resort

10/10 Excellent

"Room was great, staff friendly."

[](https://expedia.ca/Orlando-Hotels-Parkway-International-Resort.h692651.Hotel-Information)

![Staybridge Suites Orlando Royale Parc Suites by IHG](https://images.trvl-media.com/lodging/1000000/10000/7100/7008/a5ca763f_y.jpg)

### Staybridge Suites Orlando Royale Parc Suites by IHG

10/10 Excellent

"Great breakfast. Nice and quiet despite families."

[](https://expedia.ca/Orlando-Hotels-Staybridge-Suites-Orlando-Royale-Parc-Suites.h7008.Hotel-Information)

## Find out more about Winter Haven

## Winter Haven Vacation Homes information

| Number of reviews | 210                  |
| ----------------- | -------------------- |
| Accommodation     | 24795 Vacation Homes |
| Lowest Price      | CA $237              |
| Highest Price     | CA $608              |

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- [Flights from Washington (IAD) to Winter Haven (GIF) ](https://www.expedia.ca/lp/flights/iad/gif/washington-to-winter-haven)
- [Flights from McAllen (MFE) to Winter Haven (GIF) ](https://www.expedia.ca/lp/flights/mfe/gif/mcallen-to-winter-haven)
- [Flights from Miami (MIA) to Winter Haven (GIF) ](https://www.expedia.ca/lp/flights/mia/gif/miami-to-winter-haven)
- [Flights from Montreal (YUL) to Winter Haven (GIF) ](https://www.expedia.ca/lp/flights/yul/gif/montreal-to-winter-haven)
- [Flights from Toronto (YYZ) to Winter Haven (GIF) ](https://www.expedia.ca/lp/flights/yyz/gif/toronto-to-winter-haven)
- [Flights from Toronto (YYZ) to Orlando (MCO) ](https://www.expedia.ca/lp/flights/yyz/mco/toronto-to-orlando)

- [Chain of Lakes Park ](https://www.expedia.ca/Chain-Of-Lakes-Park-Winter-Haven.d6127913.Vacation-Attraction)
- [Indigo's Family Fun Center ](https://www.expedia.ca/Indigos-Family-Fun-Center-Winter-Haven.d6259153.Vacation-Attraction)
- [Legoland® Florida ](https://www.expedia.ca/LEGOLAND-Florida-Winter-Haven.d6153639.Vacation-Attraction)

- [Car rentals near LEGOLAND® Florida ](https://www.expedia.ca/Car-Rentals-In-LEGOLAND-Florida.d6153639.Car-Rental-Guide)
- [Rental cars Winter Haven Municipal airport ](https://www.expedia.ca/Car-Rentals-In-Winter-Haven-Municipal.d6064276.Car-Rental-Guide)
- [Hertz Rental Cars in Winter Haven Municipal ](https://www.expedia.ca/Hertz-Car-Rentals-In-Winter-Haven-Municipal.d6064276-c40.Car-Rental-Guide-Suppliers)

- [Things to do in Eagle Lake ](https://www.expedia.ca/Things-To-Do-In-Eagle-Lake.d3000431007.Travel-Guide-Activities)

- [Book Vacation Homes in Winter Haven on Expedia.com ](https://www.expedia.com/Winter-Haven-Private-Vacation-Homes.d7464-aaPrivateVacationHomes.Travel-Guide-Accommodation)