Title: Lakeland - Winter Haven Vacation Rentals from CA $184: Short-Term Rentals for 2026 | 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)[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 showing aircraft](https://images.trvl-media.com/place/6048230/acc91465-25e0-4c9a-8d30-5268c597e4d5.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by Visit Central Florida

# Lakeland - Winter Haven Vacation Rentals

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## Check prices for these dates

Tonight

[Dec 21 - Dec 22](https://www.expedia.ca/Hotel-Search?regionId=6048230&startDate=2025-12-21&endDate=2025-12-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Dec 22 - Dec 23](https://www.expedia.ca/Hotel-Search?regionId=6048230&startDate=2025-12-22&endDate=2025-12-23&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[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 two weeks

[Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=6048230&startDate=2026-01-02&endDate=2026-01-04&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 rentals

![2 outdoor pools, open 8 AM to 10 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/600000/597200/597113/027f136a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 3 Bedrooms (Lodge)](https://images.trvl-media.com/lodging/1000000/600000/597200/597113/085be557.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/1000000/600000/597200/597113/2909eab6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 3 Bedrooms (Lodge) | Private kitchen](https://images.trvl-media.com/lodging/1000000/600000/597200/597113/b4b69417.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Davenport

[](https://www.expedia.ca/Orlando-Hotels-Holiday-Inn-Club-Vacations-Orlando-Breeze-Resort.h597113.Hotel-Information)

9.2/10

Wonderful

(503)

"Great place"

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

Bobby

CA $173

CA $218 total

includes taxes & fees

Jan 15 - Jan 16, 2026

[](https://www.expedia.ca/Orlando-Hotels-Holiday-Inn-Club-Vacations-Orlando-Breeze-Resort.h597113.Hotel-Information)

![Desk, laptop workspace, free WiFi](https://images.trvl-media.com/lodging/123000000/122690000/122682600/122682525/8fd30f25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/123000000/122690000/122682600/122682525/614fcc03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/123000000/122690000/122682600/122682525/7d7b9ab3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/123000000/122690000/122682600/122682525/1ebec9a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Dundee

[](https://www.expedia.ca/Elita-Inn.h122682525.Hotel-Information)

10/10

Exceptional

(5)

"Yes this is an awesome place and especially clen we loved it "

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

Bryson

CA $104

CA $116 total

includes taxes & fees

Dec 23 - Dec 24

[](https://www.expedia.ca/Elita-Inn.h122682525.Hotel-Information)

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

![2 outdoor pools](https://images.trvl-media.com/lodging/2000000/1700000/1696000/1695932/cb9347c8.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)

### Vacation Home in Kissimmee

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

9.6/10

Exceptional

(2011)

"Recommended amazing stay."

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

Elf

CA $210

CA $252 total

includes taxes & fees

Jan 2 - Jan 3, 2026

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

![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/2000000/1550000/1543900/1543827/34e62405.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fountain](https://images.trvl-media.com/lodging/2000000/1550000/1543900/1543827/53566c8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/2000000/1550000/1543900/1543827/6411765d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/2000000/1550000/1543900/1543827/fc96a768.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Orlando

[](https://www.expedia.ca/Orlando-Hotels-WorldQuest-Orlando-Resort.h1543827.Hotel-Information)

8.4/10

Very good

(4026)

"Clean room, active and friendly staff. Nice accommodations "

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

Filippo

CA $221

CA $420 total

includes taxes & fees

Jan 12 - Jan 13, 2026

[](https://www.expedia.ca/Orlando-Hotels-WorldQuest-Orlando-Resort.h1543827.Hotel-Information)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93540000/93532600/93532553/39ee6e2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93540000/93532600/93532553/75ee2567.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93540000/93532600/93532553/22bd9d81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93540000/93532600/93532553/acae569e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Winter Haven

[](https://www.expedia.ca/Winter-Haven-Hotels-Lovely-Lakefront-Home-W-Grill-7-Mi-To-Legoland.h93532553.Hotel-Information)

10/10

Exceptional

(3)

"We stayed here because our soccer team had a tournament in the area. We had a couple families stay and the price was much cheaper than hotels around the area. The house is beautiful and spacious inside. Has alot of upgrades. At first we thought the neighborhood looked a little off, but we had no issues at all with our stay. We have some other tournaments in this area later in the year and we will definitely be booking to stay here again."

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

John

CA $236

CA $605 total

includes taxes & fees

Dec 27 - Dec 28

[](https://www.expedia.ca/Winter-Haven-Hotels-Lovely-Lakefront-Home-W-Grill-7-Mi-To-Legoland.h93532553.Hotel-Information)

![Aerial view](https://images.trvl-media.com/lodging/2000000/1070000/1069000/1068973/fb6985f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property entrance](https://images.trvl-media.com/lodging/2000000/1070000/1069000/1068973/41323424.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hiking](https://images.trvl-media.com/lodging/2000000/1070000/1069000/1068973/9e1fc450.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Snack bar](https://images.trvl-media.com/lodging/2000000/1070000/1069000/1068973/63e7fb0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Kissimmee

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

8.6/10

Excellent

(3110)

"Great place to stay"

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

Jose

CA $130

CA $183 total

includes taxes & fees

Dec 23 - Dec 24

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

![Lobby](https://images.trvl-media.com/lodging/2000000/1840000/1838800/1838783/67dca9c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Billiards](https://images.trvl-media.com/lodging/2000000/1840000/1838800/1838783/cab10b94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bars/lounges, poolside bar](https://images.trvl-media.com/lodging/2000000/1840000/1838800/1838783/71d234b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1840000/1838800/1838783/2dc39584.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo resort in Kissimmee

[](https://www.expedia.ca/Orlando-Hotels-CLC-Regal-Oaks-Resort-Vacation-Townhomes.h1838783.Hotel-Information)

8.4/10

Very good

(3032)

"Hot tub was nice. Mattresses were the best!!!!"

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

corey

CA $187

CA $484 total

includes taxes & fees

Jan 6 - Jan 7, 2026

[](https://www.expedia.ca/Orlando-Hotels-CLC-Regal-Oaks-Resort-Vacation-Townhomes.h1838783.Hotel-Information)

![Dock](https://images.trvl-media.com/lodging/6000000/5290000/5287800/5287768/f1fc2176.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/6000000/5290000/5287800/5287768/4a5f5c09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Full-size fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/6000000/5290000/5287800/5287768/ec893e47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Suite, 2 Bedrooms, Non Smoking, Kitchen | Private kitchen](https://images.trvl-media.com/lodging/6000000/5290000/5287800/5287768/04d42f20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Kissimmee

[](https://www.expedia.ca/Orlando-Hotels-Barefoot-Suites.h5287768.Hotel-Information)

9.0/10

Wonderful

(1800)

"Clean room location "

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

Bryan

CA $121

CA $156 total

includes taxes & fees

Dec 23 - Dec 24

[](https://www.expedia.ca/Orlando-Hotels-Barefoot-Suites.h5287768.Hotel-Information)

![Lake](https://images.trvl-media.com/lodging/32000000/31540000/31534300/31534220/a09c6ca8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House, 1 Bedroom (River House) | Private kitchen](https://images.trvl-media.com/lodging/32000000/31540000/31534300/31534220/687ef3e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cabin, 1 Bedroom (Cabin 55)](https://images.trvl-media.com/lodging/32000000/31540000/31534300/31534220/0d30c658.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cabin, 1 Bedroom (Cabin 61) | Living area](https://images.trvl-media.com/lodging/32000000/31540000/31534300/31534220/89b7d469.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Lake Wales

[](https://www.expedia.ca/Lake-Wales-Hotels-Guy-Harvey-Camp-Mack-Lodge-RV-Resort.h31534220.Hotel-Information)

9.0/10

Wonderful

(190)

"We lived our stay and can't wait to come back soon"

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

Ramona

[](https://www.expedia.ca/Lake-Wales-Hotels-Guy-Harvey-Camp-Mack-Lodge-RV-Resort.h31534220.Hotel-Information)

![Full-size fridge, microwave, cookware/dishes/utensils, freezer](https://images.trvl-media.com/lodging/120000000/119230000/119223100/119223033/w1529h1024x0y0-fc6b4550.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Classic Double Room, 1 Queen Bed, Non Smoking, Private Bathroom](https://images.trvl-media.com/lodging/120000000/119230000/119223100/119223033/dce49ab4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/120000000/119230000/119223100/119223033/d71e5cbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior entrance](https://images.trvl-media.com/lodging/120000000/119230000/119223100/119223033/52b7f872.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Solterra Resort

[](https://www.expedia.ca/Orlando-Hotels-Jade-Manor.h119223033.Hotel-Information)

8.0/10

Very good

(2)

"Amazing "

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

Nilda

CA $81

CA $184 total

includes taxes & fees

Dec 23 - Dec 24

[](https://www.expedia.ca/Orlando-Hotels-Jade-Manor.h119223033.Hotel-Information)

![Dock](https://images.trvl-media.com/lodging/38000000/37620000/37613200/37613141/6af08a1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Full-size fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/38000000/37620000/37613200/37613141/15a7f110.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lake](https://images.trvl-media.com/lodging/38000000/37620000/37613200/37613141/d6c448ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Flat-screen TV, DVD player](https://images.trvl-media.com/lodging/38000000/37620000/37613200/37613141/aead982c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Kissimmee

[](https://www.expedia.ca/Orlando-Hotels-The-Grand-Lake-Resort.h37613141.Hotel-Information)

9.2/10

Wonderful

(154)

"Amber was great we had a ball definitely coming back resort was beautiful "

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

TAIYLAR

CA $217

CA $259 total

includes taxes & fees

Jan 11 - Jan 12, 2026

[](https://www.expedia.ca/Orlando-Hotels-The-Grand-Lake-Resort.h37613141.Hotel-Information)

![3 outdoor pools](https://images.trvl-media.com/lodging/1000000/10000/8900/8805/4205b407.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/10000/8900/8805/5ea4b1dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/1000000/10000/8900/8805/42e3cab4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/10000/8900/8805/e913ab4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo resort in Bay Lake

[](https://www.expedia.ca/Orlando-Hotels-Disneys-Beach-Club-Villas.h8805.Hotel-Information)

9.2/10

Wonderful

(39)

"Clean and great location"

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

Anonymous traveller

[](https://www.expedia.ca/Orlando-Hotels-Disneys-Beach-Club-Villas.h8805.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/28000000/27550000/27548600/27548551/23050871.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Aerial view](https://images.trvl-media.com/lodging/28000000/27550000/27548600/27548551/26d508b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Elite Cottage, 2 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/28000000/27550000/27548600/27548551/09444671.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/28000000/27550000/27548600/27548551/8bc597c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Kissimmee

[](https://www.expedia.ca/Orlando-Hotels-Margaritaville-Resort-Orlando-Cottages-By-Rentyl.h27548551.Hotel-Information)

8.8/10

Excellent

(1751)

"Great place "

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

Lauren

CA $253

CA $564 total

includes taxes & fees

Jan 12 - Jan 13, 2026

[](https://www.expedia.ca/Orlando-Hotels-Margaritaville-Resort-Orlando-Cottages-By-Rentyl.h27548551.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/124000000/123110000/123109300/123109264/63085fac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Villa (3 Bedrooms) | Private kitchen](https://images.trvl-media.com/lodging/124000000/123110000/123109300/123109264/952d6ae6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/124000000/123110000/123109300/123109264/01cfbca4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/124000000/123110000/123109300/123109264/6854138a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Kissimmee

[](https://www.expedia.ca/Orlando-Hotels-Modern-3-Bed-Villa.h123109264.Hotel-Information)

CA $267

CA $524 total

includes taxes & fees

Dec 23 - Dec 24

[](https://www.expedia.ca/Orlando-Hotels-Modern-3-Bed-Villa.h123109264.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/120000000/119360000/119350100/119350015/19013aa6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (Multiple Bedrooms) | Interior](https://images.trvl-media.com/lodging/120000000/119360000/119350100/119350015/d742e5ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/120000000/119360000/119350100/119350015/w1171h750x5y0-5fbc1675.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/120000000/119360000/119350100/119350015/c0f582a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Davenport

[](https://www.expedia.ca/Davenport-Hotels-1209-9-B-Mansion-Themed-With-Pool-Near-Disney.h119350015.Hotel-Information)

CA $467

CA $1,388 total

includes taxes & fees

Jan 8 - Jan 9, 2026

[](https://www.expedia.ca/Davenport-Hotels-1209-9-B-Mansion-Themed-With-Pool-Near-Disney.h119350015.Hotel-Information)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/123000000/122400000/122394200/122394132/w1919h1080x1y0-73658746.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/123000000/122400000/122394200/122394132/w1919h1080x1y0-cc53fdc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/123000000/122400000/122394200/122394132/w1919h1080x1y0-ce7e2438.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/123000000/122400000/122394200/122394132/w1919h1080x1y0-3aa8328f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Chatham Park

[](https://www.expedia.ca/Orlando-Hotels-Upstay-Bright-Family-Friendly-Retreat-With-Patio.h122394132.Hotel-Information)

CA $127

CA $378 total

includes taxes & fees

Jan 8 - Jan 9, 2026

[](https://www.expedia.ca/Orlando-Hotels-Upstay-Bright-Family-Friendly-Retreat-With-Patio.h122394132.Hotel-Information)

![House](https://images.trvl-media.com/lodging/121000000/120110000/120101900/120101833/d484296d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/121000000/120110000/120101900/120101833/7c88e15a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/121000000/120110000/120101900/120101833/fa4fd2e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/121000000/120110000/120101900/120101833/265d8717.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Kissimmee

[](https://www.expedia.ca/Orlando-Hotels-Super-Glam-Designs-Game-Room-Pool.h120101833.Hotel-Information)

10/10

Exceptional

(2)

"Todo bien "

![Mexico](https://a.travel-assets.com/egds/marks/flags/mx.svg)

Teudis

CA $202

CA $652 total

includes taxes & fees

Jan 12 - Jan 13, 2026

[](https://www.expedia.ca/Orlando-Hotels-Super-Glam-Designs-Game-Room-Pool.h120101833.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/3000000/2240000/2233300/2233201/eaf88aeb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/3000000/2240000/2233300/2233201/10814ee0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/3000000/2240000/2233300/2233201/d04a17cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/3000000/2240000/2233300/2233201/cd3f6c98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Bay Lake

[](https://www.expedia.ca/Orlando-Hotels-Disneys-Animal-Kingdom-Villas-Kidani-Village.h2233201.Hotel-Information)

9.0/10

Wonderful

(166)

"The animals are amazing and the location for Animal Kingdom was perfect! The room was clean and comfortable."

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

Kelly

[](https://www.expedia.ca/Orlando-Hotels-Disneys-Animal-Kingdom-Villas-Kidani-Village.h2233201.Hotel-Information)

![4 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/2000000/1060000/1056700/1056615/7e412ee5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lake](https://images.trvl-media.com/lodging/2000000/1060000/1056700/1056615/49da2e1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/2000000/1060000/1056700/1056615/9e36321c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Condo, 2 Bedrooms (Deluxe) | Private kitchen](https://images.trvl-media.com/lodging/2000000/1060000/1056700/1056615/913b3224.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo resort in Bahama Bay

[](https://www.expedia.ca/Orlando-Hotels-Bahama-Bay-Resort.h1056615.Hotel-Information)

8.6/10

Excellent

(2091)

"Really enjoyed our stay, the room was comfortable clean and had every thing we needed. Will definitely be back soon"

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

Rosalyn

CA $324

CA $443 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/Orlando-Hotels-Bahama-Bay-Resort.h1056615.Hotel-Information)

![Lake view](https://images.trvl-media.com/lodging/2000000/1070000/1069000/1068972/cacc5dfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Boating](https://images.trvl-media.com/lodging/2000000/1070000/1069000/1068972/7e68d8eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1070000/1069000/1068972/a57e1571.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1070000/1069000/1068972/1f6424a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Kissimmee

[](https://www.expedia.ca/Orlando-Hotels-Lifetime-Of-Vacations-Resort.h1068972.Hotel-Information)

9.4/10

Exceptional

(152)

"Very nice quiet place... very polite front desk personnel "

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

Iliana

CA $145

CA $188 total

includes taxes & fees

Jan 11 - Jan 12, 2026

[](https://www.expedia.ca/Orlando-Hotels-Lifetime-Of-Vacations-Resort.h1068972.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.

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## Top Lakeland - Winter Haven Hotel Reviews

![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

"Very spacious "

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

"Nice"

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

![Days Inn & Suites by Wyndham Lakeland](https://images.trvl-media.com/lodging/2000000/1640000/1635700/1635682/9412c3cb_y.jpg)

### Days Inn & Suites by Wyndham Lakeland

10/10 Excellent

"Very nice place to stay,"

[](https://expedia.ca/Lakeland-Hotels-Days-Inn-Suites-By-Wyndham-Lakeland.h1635682.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

"What a wonderful stay! I cannot brag enough about this place. Comfortable beds, clean unit and linens, pools and amenities around the campus were so much fun to explore. Staff were helpful, friendly, and great to talk to. Campus felt like you were coming home. Safe and convenient location, quiet and family friendly. This was our third time visiting. .. we will be back! "

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

![Holiday Inn Express Lake Wales N-Winter Haven by IHG](https://images.trvl-media.com/lodging/3000000/2850000/2840600/2840563/ec483d12_y.jpg)

### Holiday Inn Express Lake Wales N-Winter Haven by IHG

10/10 Excellent

"All good. "

[](https://expedia.ca/Lake-Wales-Hotels-Holiday-Inn-Express-Lake-Wales-N-Winter-Haven.h2840563.Hotel-Information)

![Quality Inn & Suites By the Parks](https://images.trvl-media.com/lodging/1000000/20000/18900/18866/7474f0f7_y.jpg)

### Quality Inn & Suites By the Parks

10/10 Excellent

"Breakfast was excellent, property needs maintenance attention specially walkways painting on upper floors "

[](https://expedia.ca/Orlando-Hotels-Quality-Inn-Suites-By-The-Parks.h18866.Hotel-Information)

![Meliá Orlando Celebration](https://images.trvl-media.com/lodging/2000000/1760000/1759600/1759572/b440f6b4_y.jpg)

### Meliá Orlando Celebration

10/10 Excellent

"We had some small problems with the room, but everything was corrected immediately, Vicky a member of the staff took care of that for us, she was very helpful, we really appreciated that, so everything was great."

[](https://expedia.ca/Orlando-Hotels-Melia-Orlando-Celebration.h1759572.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

"HUGE GATED RESORT! Shuttles run around complex from 8AM to 11PM. Pools are heated, lazy river is relaxing! Access to great pools, hot tubs, dining, golf, pickleball & so much more! Marketplace serves Starbucks coffee & has its own grocery & souvenir sections. Family friendly resort, activities for kids & adults. Staff is helpful, friendly & very accommodating. Will be back in the future. "

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

![La Quinta Inn & Suites by Wyndham Lakeland West](https://images.trvl-media.com/lodging/1000000/90000/84700/84646/58543b1b_y.jpg)

### La Quinta Inn & Suites by Wyndham Lakeland West

10/10 Excellent

"It was a very nice place to stay "

[](https://expedia.ca/Lakeland-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Lakeland-West.h84646.Hotel-Information)

## Find out more about Lakeland - Winter Haven

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Lakeland - Winter Haven. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.   
  
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.   

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