Title: Lakeland - Winter Haven Vacation Home Rentals from CA $145: Search Top Private Vacation Homes for Rent | Expedia.ca

[Lakeland - Winter Haven Travel Guide](https://expedia.ca/Lakeland-Winter-Haven.dx6048230)[Hotels in Lakeland - Winter Haven](https://expedia.ca/Lakeland-Winter-Haven-Hotels.d6048230.Travel-Guide-Hotels)[Vacation Rentals in Lakeland - Winter Haven](https://expedia.ca/Lakeland-Winter-Haven-Vacation-Rentals.d6048230.Travel-Guide-VacationRentals)[Flights to Lakeland - Winter Haven](https://expedia.ca/Cheap-Flights-To-Lakeland-Winter-Haven.d6048230.Travel-Guide-Flights)[Things to do in Lakeland - Winter Haven](https://expedia.ca/Things-To-Do-In-Lakeland-Winter-Haven.d6048230.Travel-Guide-Activities)[Lakeland - Winter Haven Car Rentals](https://expedia.ca/Car-Rentals-In-Lakeland-Winter-Haven.d6048230.Car-Rental-Guide)[Lakeland - Winter Haven Vacation Packages](https://expedia.ca/Lakeland-Winter-Haven.d6048230.Destination-Travel-Guides)

![Lakeland - Winter Haven](https://images.trvl-media.com/place/6048230/8f47b8b8-82cb-478d-aa45-11932c63dbb0.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# Lakeland - Winter Haven Vacation Rentals

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## Check prices for these dates

Next weekend

[Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=6048230&startDate=2025-12-19&endDate=2025-12-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=6048230&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 one month

[Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=6048230&startDate=2026-01-09&endDate=2026-01-11&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=6048230&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)

## Our top choices for Lakeland - Winter Haven vacation homes

![Lobby](https://images.trvl-media.com/lodging/2000000/1700000/1696000/1695932/c7c5e131.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Condo, 4 Bedrooms (2 King, 1 Queen, & 2 Trundle Bed) | Balcony view](https://images.trvl-media.com/lodging/2000000/1700000/1696000/1695932/c3a6b674.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/2000000/1700000/1696000/1695932/93c8e502.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/2000000/1700000/1696000/1695932/4a4db2cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Kissimmee

[](https://www.expedia.ca/Orlando-Hotels-The-Berkley.h1695932.Hotel-Information)

9.6/10

Exceptional

(2003)

"Recommended amazing stay."

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

Elf

CA $158

CA $193 total

includes taxes & fees

Dec 15 - Dec 16

[](https://www.expedia.ca/Orlando-Hotels-The-Berkley.h1695932.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/65000000/64410000/64407800/64407773/fa5d831a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/65000000/64410000/64407800/64407773/76a8485d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/65000000/64410000/64407800/64407773/68bff206.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/65000000/64410000/64407800/64407773/66d0b065.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Lake Hollingsworth

[](https://www.expedia.ca/Lakeland-Hotels-Great-Quiet-And-Comfortable.h64407773.Hotel-Information)

9.8/10

Exceptional

(169)

"The property is awesome, great location and very quiet. Will stay there again. "

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

Fred

CA $105

CA $145 total

includes taxes & fees

Dec 14 - Dec 15

[](https://www.expedia.ca/Lakeland-Hotels-Great-Quiet-And-Comfortable.h64407773.Hotel-Information)

![Villa, Patio | Terrace/patio](https://images.trvl-media.com/lodging/122000000/121150000/121146200/121146198/9a371b51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/122000000/121150000/121146200/121146198/bdad171c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/122000000/121150000/121146200/121146198/84fc3adb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free WiFi](https://images.trvl-media.com/lodging/122000000/121150000/121146200/121146198/b33301bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Haines City

[](https://www.expedia.ca/Haines-City-Hotels-Modern-Villa.h121146198.Hotel-Information)

CA $234

CA $331 total

includes taxes & fees

Jan 12 - Jan 13, 2026

[](https://www.expedia.ca/Haines-City-Hotels-Modern-Villa.h121146198.Hotel-Information)

![Outdoor pool, open 7:00 AM to 11:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/60000/57600/57584/708057f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Children's play area - outdoor](https://images.trvl-media.com/lodging/1000000/60000/57600/57584/40240882.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/60000/57600/57584/54516d89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/1000000/60000/57600/57584/37572760.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Orlando

[](https://www.expedia.ca/Orlando-Hotels-Marriotts-Sabal-Palms.h57584.Hotel-Information)

9.6/10

Exceptional

(204)

"Room was great, staff friendly and grounds are clean. "

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

DENNIS

CA $351

CA $395 total

includes taxes & fees

Jan 3 - Jan 4, 2026

[](https://www.expedia.ca/Orlando-Hotels-Marriotts-Sabal-Palms.h57584.Hotel-Information)

![Townhome, 6 Bedrooms | Living area](https://images.trvl-media.com/lodging/116000000/115330000/115325100/115325024/0e4f6f5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Townhome, 6 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/116000000/115330000/115325100/115325024/fbc82f80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Townhome, 6 Bedrooms | Interior](https://images.trvl-media.com/lodging/116000000/115330000/115325100/115325024/12909784.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Townhome, 6 Bedrooms](https://images.trvl-media.com/lodging/116000000/115330000/115325100/115325024/2061e843.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Loughman

[](https://www.expedia.ca/Orlando-Hotels-Harmony-Haven-Boutique-Townhome-At-Azzure-Resort-Near-Disney-By-Shine-Villas-6-Bedroom-Townhouse.h115325024.Hotel-Information)

CA $136

CA $1,012 total

includes taxes & fees

Dec 15 - Dec 16

[](https://www.expedia.ca/Orlando-Hotels-Harmony-Haven-Boutique-Townhome-At-Azzure-Resort-Near-Disney-By-Shine-Villas-6-Bedroom-Townhouse.h115325024.Hotel-Information)

![House](https://images.trvl-media.com/lodging/122000000/121730000/121723700/121723665/ee3ad759.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/122000000/121730000/121723700/121723665/c30773b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/122000000/121730000/121723700/121723665/9d20d33f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/122000000/121730000/121723700/121723665/40d39018.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Dixieland

[](https://www.expedia.ca/Lakeland-Hotels-NEW-Lakeland-Landing-Cute-Bungalow-By-Downtown.h121723665.Hotel-Information)

CA $324

CA $663 total

includes taxes & fees

Dec 21 - Dec 22

[](https://www.expedia.ca/Lakeland-Hotels-NEW-Lakeland-Landing-Cute-Bungalow-By-Downtown.h121723665.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)

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

![Exterior](https://images.trvl-media.com/lodging/117000000/116480000/116470200/116470105/45f9c2f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Winter Haven

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

CA $139

CA $407 total

includes taxes & fees

Dec 16 - Dec 17

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

![Exterior](https://images.trvl-media.com/lodging/30000000/29760000/29759000/29758985/e5adeed8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House | Private kitchen](https://images.trvl-media.com/lodging/30000000/29760000/29759000/29758985/82ec7f99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family House | Private kitchen](https://images.trvl-media.com/lodging/30000000/29760000/29759000/29758985/de072b6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/30000000/29760000/29759000/29758985/fb7ebffe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Tuscan Hills

[](https://www.expedia.ca/Orlando-Hotels-Davenport-Vacation-Homes-By-Shine-FM.h29758985.Hotel-Information)

8.4/10

Very good

(26)

"it was a great property to stay in!"

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

Nancy

CA $150

CA $332 total

includes taxes & fees

Jan 11 - Jan 12, 2026

[](https://www.expedia.ca/Orlando-Hotels-Davenport-Vacation-Homes-By-Shine-FM.h29758985.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/73000000/72290000/72288600/72288502/609746e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/73000000/72290000/72288600/72288502/7794aeb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/73000000/72290000/72288600/72288502/b80f4d47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/73000000/72290000/72288600/72288502/f844c6c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Lakeland

[](https://www.expedia.ca/Lakeland-Hotels-Lovely-One-Bedroom-Home.h72288502.Hotel-Information)

9.6/10

Exceptional

(14)

"Nice little cozy getaway. Just right for one or two people. Stayed there four nights while working in the area."

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

Darrell H.

CA $94

CA $270 total

includes taxes & fees

Dec 14 - Dec 15

[](https://www.expedia.ca/Lakeland-Hotels-Lovely-One-Bedroom-Home.h72288502.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/73000000/72290000/72288800/72288736/3b5ae69f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/73000000/72290000/72288800/72288736/89be8801.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/73000000/72290000/72288800/72288736/13749b2e.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/73000000/72290000/72288800/72288736/3158a70f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Lakeland

[](https://www.expedia.ca/Lakeland-Hotels-MODERN-TWO-BEDROOM-HOME.h72288736.Hotel-Information)

10/10

Exceptional

(11)

"This place was perfect! We stayed for my son’s Weigjtlifting tournament and the area didn’t disappoint. The host was amazing and very accommodating! "

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

Kris

CA $138

CA $336 total

includes taxes & fees

Dec 21 - Dec 22

[](https://www.expedia.ca/Lakeland-Hotels-MODERN-TWO-BEDROOM-HOME.h72288736.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112440000/112437900/112437852/b5c25157.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/113000000/112440000/112437900/112437852/c449842a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/113000000/112440000/112437900/112437852/43e05855.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/113000000/112440000/112437900/112437852/8ad2970c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Lake Wales

[](https://www.expedia.ca/Lake-Wales-Hotels-Charming-2-Bedroom-House-In-Downtown-Lake-Wales.h112437852.Hotel-Information)

9.8/10

Exceptional

(9)

"Our stay was enjoyable and close to everything. "

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

LaShunda M.

CA $158

CA $205 total

includes taxes & fees

Dec 14 - Dec 15

[](https://www.expedia.ca/Lake-Wales-Hotels-Charming-2-Bedroom-House-In-Downtown-Lake-Wales.h112437852.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/98000000/97110000/97109400/97109338/2b392310.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/98000000/97110000/97109400/97109338/923868e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/98000000/97110000/97109400/97109338/2e0e25d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/98000000/97110000/97109400/97109338/4975b209.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Cleveland Heights

[](https://www.expedia.ca/Lakeland-Hotels-Hidden-Emerald-Apartment-With-Kitchen-And-Laundry.h97109338.Hotel-Information)

10/10

Exceptional

(10)

"Very clean and comfortable. Would definitely stay there again!!"

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

Margaret S.

CA $77

CA $206 total

includes taxes & fees

Dec 16 - Dec 17

[](https://www.expedia.ca/Lakeland-Hotels-Hidden-Emerald-Apartment-With-Kitchen-And-Laundry.h97109338.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)

![Exterior detail](https://images.trvl-media.com/lodging/37000000/36870000/36863800/36863729/86323ef1.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)

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

### Vacation Home in Winter Haven

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

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 $172

CA $375 total

includes taxes & fees

Jan 11 - Jan 12, 2026

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105170000/105164300/105164207/483df7bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/106000000/105170000/105164300/105164207/51569532.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105170000/105164300/105164207/7ce39719.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/106000000/105170000/105164300/105164207/e2933b66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Lakeland Highlands

[](https://www.expedia.ca/Lakeland-Hotels-Enjoy-In-This-Beautiful-And-Serene-South-Lakeland-AreaPerfect-For-4-Traveler.h105164207.Hotel-Information)

10/10

Exceptional

(17)

"Nice quiet spot. Clean and comfortable. "

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

Michael C.

CA $105

CA $223 total

includes taxes & fees

Dec 14 - Dec 15

[](https://www.expedia.ca/Lakeland-Hotels-Enjoy-In-This-Beautiful-And-Serene-South-Lakeland-AreaPerfect-For-4-Traveler.h105164207.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/119000000/118980000/118975900/118975849/345c9691.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/119000000/118980000/118975900/118975849/827fb75d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House | Private kitchen](https://images.trvl-media.com/lodging/119000000/118980000/118975900/118975849/b82ec1dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Game room](https://images.trvl-media.com/lodging/119000000/118980000/118975900/118975849/b6fde579.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Solterra Resort

[](https://www.expedia.ca/Orlando-Hotels-5Br-Davenport-Home-W-Pool-Private-Hot-Tub.h118975849.Hotel-Information)

CA $298

CA $876 total

includes taxes & fees

Dec 15 - Dec 16

[](https://www.expedia.ca/Orlando-Hotels-5Br-Davenport-Home-W-Pool-Private-Hot-Tub.h118975849.Hotel-Information)

![House](https://images.trvl-media.com/lodging/121000000/120110000/120101900/120101847/b564cae4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/121000000/120110000/120101900/120101847/cfaac518.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/121000000/120110000/120101900/120101847/0736f22d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/121000000/120110000/120101900/120101847/665c82cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Kissimmee

[](https://www.expedia.ca/Orlando-Hotels-Super-Cool-Sleeps-17-Newly-Built-Near-Parks.h120101847.Hotel-Information)

CA $238

CA $659 total

includes taxes & fees

Dec 21 - Dec 22

[](https://www.expedia.ca/Orlando-Hotels-Super-Cool-Sleeps-17-Newly-Built-Near-Parks.h120101847.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)

![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)

![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)

### Vacation Home in Winter Haven

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

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)

![Design House, 6 Bedrooms, Private Pool | Private kitchen](https://images.trvl-media.com/lodging/116000000/115470000/115464800/115464733/1a940d14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Design House, 6 Bedrooms, Private Pool](https://images.trvl-media.com/lodging/116000000/115470000/115464800/115464733/2c257e0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Design House, 6 Bedrooms, Private Pool | Living area](https://images.trvl-media.com/lodging/116000000/115470000/115464800/115464733/7da91279.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Design House, 6 Bedrooms, Private Pool | Terrace/patio](https://images.trvl-media.com/lodging/116000000/115470000/115464800/115464733/70a8166d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Kissimmee

[](https://www.expedia.ca/Orlando-Hotels-FL-1844-GOBI-DR.h115464733.Hotel-Information)

CA $203

CA $560 total

includes taxes & fees

Dec 16 - Dec 17

[](https://www.expedia.ca/Orlando-Hotels-FL-1844-GOBI-DR.h115464733.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/68000000/67660000/67650700/67650601/2593b266.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/68000000/67660000/67650700/67650601/3d422dbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/68000000/67660000/67650700/67650601/46b3445b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/68000000/67660000/67650700/67650601/727022a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in South Lake Morton

[](https://www.expedia.ca/Lakeland-Hotels-RED-DOOR-HOUSE.h67650601.Hotel-Information)

9.4/10

Exceptional

(45)

"We found this place on VRBO and chose it for our stay. My wife graduated with her Doctorate at SEU. This place was perfect for location to SEU and downtown dining pleasures as well. We will definitely choose it again and again"

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

Larry D.

CA $93

CA $280 total

includes taxes & fees

Dec 17 - Dec 18

[](https://www.expedia.ca/Lakeland-Hotels-RED-DOOR-HOUSE.h67650601.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)

![Property grounds](https://images.trvl-media.com/lodging/110000000/109310000/109302000/109301947/0f520256.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)

![Outdoor dining](https://images.trvl-media.com/lodging/110000000/109310000/109302000/109301947/dc29b8d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Winter Haven

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

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 $172

CA $426 total

includes taxes & fees

Dec 14 - Dec 15

[](https://www.expedia.ca/Winter-Haven-Hotels-Getaway-Clubhouse-5-Mil-Legoland-5-Mil-Downtown.h109301947.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=2025-12-27&endDate=2025-12-28&regionId=6048230&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Cabins

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Private vacation homes

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Aparthotels

[](https://www.expedia.ca/Hotel-Search?destination=Lakeland+-+Winter+Haven%2C+Florida%2C+United+States+of+America&regionId=6048230&latLong=27.861735%2C-81.691156&adults=2&startDate=2026-03-12&d1=2026-03-12&endDate=2026-03-15&d2=2026-03-15&lodging=APART_HOTEL)

Cottages

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Villas

[](https://www.expedia.ca/Hotel-Search?destination=Lakeland+-+Winter+Haven%2C+Florida%2C+United+States+of+America&regionId=6048230&latLong=27.861735%2C-81.691156&adults=2&startDate=2026-03-12&d1=2026-03-12&endDate=2026-03-15&d2=2026-03-15&lodging=VILLA)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Lakeland+-+Winter+Haven%2C+Florida%2C+United+States+of+America&regionId=6048230&latLong=27.861735%2C-81.691156&adults=2&startDate=2026-03-12&d1=2026-03-12&endDate=2026-03-15&d2=2026-03-15&lodging=APARTMENT)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Lakeland+-+Winter+Haven%2C+Florida%2C+United+States+of+America&regionId=6048230&latLong=27.861735%2C-81.691156&adults=2&startDate=2026-03-12&d1=2026-03-12&endDate=2026-03-15&d2=2026-03-15&lodging=CONDO)

Houseboats

[](https://www.expedia.ca/Hotel-Search?destination=Lakeland+-+Winter+Haven%2C+Florida%2C+United+States+of+America&regionId=6048230&latLong=27.861735%2C-81.691156&adults=2&startDate=2026-03-12&d1=2026-03-12&endDate=2026-03-15&d2=2026-03-15&lodging=HOUSE_BOAT)

Chalets

[](https://www.expedia.ca/Hotel-Search?destination=Lakeland+-+Winter+Haven%2C+Florida%2C+United+States+of+America&regionId=6048230&latLong=27.861735%2C-81.691156&adults=2&startDate=2026-03-12&d1=2026-03-12&endDate=2026-03-15&d2=2026-03-15&lodging=CHALET)

Residences

[](https://www.expedia.ca/Hotel-Search?destination=Lakeland+-+Winter+Haven%2C+Florida%2C+United+States+of+America&regionId=6048230&latLong=27.861735%2C-81.691156&adults=2&startDate=2026-03-12&d1=2026-03-12&endDate=2026-03-15&d2=2026-03-15&lodging=RESIDENCE)

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## Top Lakeland - 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)

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

### Margaritaville Resort Orlando

10/10 Excellent

"Beautiful location "

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

"Very Clean the staff was excellent very polite. feel Safe Parking very safe to park to car :)"

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

![Holiday Inn Winter Haven by IHG](https://images.trvl-media.com/lodging/1000000/10000/7900/7835/1b5518c0_y.jpg)

### Holiday Inn Winter Haven by IHG

10/10 Excellent

"Staff very nice and efficient. "

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

![voco Kissimmee Orlando by IHG](https://images.trvl-media.com/lodging/1000000/50000/41100/41083/b3397abc_y.jpg)

### voco Kissimmee Orlando by IHG

10/10 Excellent

"Didn't have breakfast "

[](https://expedia.ca/Orlando-Hotels-Voco-Kissimmee-Orlando-By-IHG.h41083.Hotel-Information)

![Summer Bay Orlando by Exploria Resorts](https://images.trvl-media.com/lodging/1000000/110000/104100/104060/9a5b9775_y.jpg)

### Summer Bay Orlando by Exploria Resorts

10/10 Excellent

"Excellent stay"

[](https://expedia.ca/Orlando-Hotels-Summer-Bay-Orlando-By-Exploria-Resorts.h104060.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)

![Comfort Inn & Suites Lakeland North I-4](https://images.trvl-media.com/lodging/1000000/30000/20800/20754/2ebe4f87_y.jpg)

### Comfort Inn & Suites Lakeland North I-4

10/10 Excellent

"Clean comfortable. The only suggestion is ground floor acustics are very loud from the lobby. "

[](https://expedia.ca/Lakeland-Hotels-Comfort-Inn-Suites-Lakeland-North-I-4.h20754.Hotel-Information)

## Find out more about Lakeland - Winter Haven

## Lakeland - Winter Haven Vacation Homes information

| Number of reviews | 2,613               |
| ----------------- | ------------------- |
| Accommodation     | 1255 Vacation Homes |
| Lowest Price      | CA $145             |
| Highest Price     | CA $1,012           |

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