Title: Lakeland - Winter Haven Vacation Rentals from $128: Search Short-Term Rentals | Expedia.com

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

![Lakeland - Winter Haven which includes 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

![](https://images.trvl-media.com/place/6048230/acc91465-25e0-4c9a-8d30-5268c597e4d5.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Mar 20 - Mar 22](https://www.expedia.com/Hotel-Search?regionId=6048230&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 1 - May 3](https://www.expedia.com/Hotel-Search?regionId=6048230&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 29 - May 31](https://www.expedia.com/Hotel-Search?regionId=6048230&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 26 - Jun 28](https://www.expedia.com/Hotel-Search?regionId=6048230&startDate=2026-06-26&endDate=2026-06-28&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

![6 outdoor pools, free cabanas, pool umbrellas](https://images.trvl-media.com/lodging/1000000/30000/23200/23110/91c45539.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Mini-golf](https://images.trvl-media.com/lodging/1000000/30000/23200/23110/45c63d74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Food and drink](https://images.trvl-media.com/lodging/1000000/30000/23200/23110/90000976.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 restaurants, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/1000000/30000/23200/23110/b1f61811.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo resort in Orlando

[](https://www.expedia.com/Orlando-Hotels-Sheraton-Vistana-Resort-Villas.h23110.Hotel-Information)

9.2/10

Wonderful

(4,759 reviews)

"Beautiful property, clean and well maintained rooms, very nice staff."

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

Debra

$131 nightly

$148 total

Mar 26 - Mar 27

Total with taxes and fees

[](https://www.expedia.com/Orlando-Hotels-Sheraton-Vistana-Resort-Villas.h23110.Hotel-Information)

![Property amenity](https://images.trvl-media.com/lodging/1000000/600000/597200/597113/faf7f269.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/1000000/600000/597200/597113/485fb773.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Sports facility](https://images.trvl-media.com/lodging/1000000/600000/597200/597113/d2995918.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fitness facility](https://images.trvl-media.com/lodging/1000000/600000/597200/597113/87431f74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Davenport

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

9.2/10

Wonderful

(536 reviews)

"It was lovely! We would stay here again for sure! "

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

Hilary

$151 nightly

$169 total

Mar 5 - Mar 6

Total with taxes and fees

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

![Terrace/patio](https://images.trvl-media.com/lodging/3000000/2240000/2233300/2233201/07c37f8b.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)

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

### Aparthotel in Bay Lake

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

9.0/10

Wonderful

(167 reviews)

"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

$455 nightly

$512 total

Mar 8 - Mar 9

Total with taxes and fees

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

![Exterior](https://images.trvl-media.com/lodging/1000000/50000/41100/41083/b503fcf4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/50000/41100/41083/8d914db6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 2 Queen Beds | Desk, blackout drapes, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/50000/41100/41083/0135c99a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/1000000/50000/41100/41083/96d3eece.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Kissimmee

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

7.6/10

Good

(1,018 reviews)

"Staff was very helpful, location was what we needed and rooms and pool were outstanding "

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

Chester Joseph

$83 nightly

$94 total

Mar 9 - Mar 10

Total with taxes and fees

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

![Interior](https://images.trvl-media.com/lodging/124000000/123110000/123109300/123109275/9805c8b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment (3 Bedrooms) | Private kitchen | Microwave, oven, highchair, blender](https://images.trvl-media.com/lodging/124000000/123110000/123109300/123109275/843e95e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment (3 Bedrooms) | Private kitchen | Microwave, oven, highchair, blender](https://images.trvl-media.com/lodging/124000000/123110000/123109300/123109275/c6b245f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/124000000/123110000/123109300/123109275/5ed9e517.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Kissimmee

[](https://www.expedia.com/Orlando-Hotels-Enjoy-Disney-3brs-At-Villas-Of-Somerset.h123109275.Hotel-Information)

$273 nightly

$289 total

Mar 8 - Mar 9

Total with taxes and fees

[](https://www.expedia.com/Orlando-Hotels-Enjoy-Disney-3brs-At-Villas-Of-Somerset.h123109275.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/124000000/123530000/123529300/123529297/ed146935.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/124000000/123530000/123529300/123529297/2424ba26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/124000000/123530000/123529300/123529297/0c1ccfa0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/124000000/123530000/123529300/123529297/91c20e04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Bahama Bay

[](https://www.expedia.com/Orlando-Hotels-Vista-Grande-Resortspa-15-Min-To-Disney.h123529297.Hotel-Information)

$342 nightly

$355 total

Mar 5 - Mar 6

Total with taxes and fees

[](https://www.expedia.com/Orlando-Hotels-Vista-Grande-Resortspa-15-Min-To-Disney.h123529297.Hotel-Information)

![3 outdoor pools](https://images.trvl-media.com/lodging/1000000/10000/8900/8805/31960798.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 restaurants, breakfast served](https://images.trvl-media.com/lodging/1000000/10000/8900/8805/0065eb16.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)

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/8900/8805/61daf47c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo resort in Bay Lake

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

9.2/10

Wonderful

(39 reviews)

"Clean and great location"

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

Anonymous traveler

$786 nightly

$884 total

Mar 11 - Mar 12

Total with taxes and fees

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

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

![Standard Quadruple Room, 2 Double Beds, Non Smoking, Private Bathroom | Hypo-allergenic bedding, free WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119230000/119223100/119223033/f2b2313c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![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)

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

### Aparthotel in Solterra Resort

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

8.0/10

Very Good

(6 reviews)

"Amazing "

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

Nilda

$114 nightly

$128 total

Apr 2 - Apr 3

Total with taxes and fees

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

![Exterior](https://images.trvl-media.com/lodging/2000000/1070000/1069000/1068973/1ef981b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![7 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/2000000/1070000/1069000/1068973/733b02fc.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)

![32-inch TV with cable channels, DVD player](https://images.trvl-media.com/lodging/2000000/1070000/1069000/1068973/4ec89cb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Kissimmee

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

8.6/10

Excellent

(3,524 reviews)

"Yes .. very clean rooms and hotel chef was great"

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

Alicia

$118 nightly

$134 total

Mar 15 - Mar 16

Total with taxes and fees

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

![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/33000000/32740000/32732600/32732561/a66b5fde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Quadruple Room, Non Smoking, Lake View | Living area | TV](https://images.trvl-media.com/lodging/33000000/32740000/32732600/32732561/3f904c76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 1 Queen Bed, Non Smoking | Living area | TV](https://images.trvl-media.com/lodging/33000000/32740000/32732600/32732561/9828479e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lake view](https://images.trvl-media.com/lodging/33000000/32740000/32732600/32732561/a2866d00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Winter Haven

[](https://www.expedia.com/Winter-Haven-Hotels-Lake-Ida-Beach-Resort.h32732561.Hotel-Information)

7.2/10

Good

(189 reviews)

"We have stayed here several times. "

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

Martha

$79 nightly

$88 total

Mar 5 - Mar 6

Total with taxes and fees

[](https://www.expedia.com/Winter-Haven-Hotels-Lake-Ida-Beach-Resort.h32732561.Hotel-Information)

![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/6000000/5290000/5287800/5287768/6251c0df.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)

![Standard Suite, 2 Bedrooms, Non Smoking, Kitchen | Private kitchen | Full-size fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/6000000/5290000/5287800/5287768/04d42f20.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)

### Aparthotel in Kissimmee

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

9.0/10

Wonderful

(1,831 reviews)

"Great place. To stay "

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

THOMAS

$95 nightly

$108 total

Mar 10 - Mar 11

Total with taxes and fees

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

![Outdoor pool](https://images.trvl-media.com/lodging/12000000/11290000/11287200/11287159/baf6ec6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/12000000/11290000/11287200/11287159/dfd0fb85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/12000000/11290000/11287200/11287159/8e66f138.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/12000000/11290000/11287200/11287159/d80fe6a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Kissimmee

[](https://www.expedia.com/Orlando-Hotels-Maple-Leaf-Inn-Suites.h11287159.Hotel-Information)

6.8/10

(69 reviews)

"The room was clean and the staff was okay "

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

Shaneka

$59 nightly

$67 total

Mar 8 - Mar 9

Total with taxes and fees

[](https://www.expedia.com/Orlando-Hotels-Maple-Leaf-Inn-Suites.h11287159.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/28000000/27550000/27548600/27548551/95b891a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/28000000/27550000/27548600/27548551/2a870455.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/28000000/27550000/27548600/27548551/942354d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/28000000/27550000/27548600/27548551/f3c73455.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Kissimmee

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

8.8/10

Excellent

(1,836 reviews)

"We loved the resort. The cottages were comfortable and clean, the pool was amazing and we loved that there was a shuttle to the pool. The best part was the Margaritaville blender in the kitchen! We would totally stay there again."

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

Michelle

$435 nightly

$494 total

Mar 5 - Mar 6

Total with taxes and fees

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

![Exterior](https://images.trvl-media.com/lodging/112000000/111410000/111401500/111401427/a1409b26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![32-inch flat-screen TV with cable channels](https://images.trvl-media.com/lodging/112000000/111410000/111401500/111401427/cad1a986.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![32-inch flat-screen TV with cable channels](https://images.trvl-media.com/lodging/112000000/111410000/111401500/111401427/55eb0ce2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/112000000/111410000/111401500/111401427/5681a60b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Kissimmee

[](https://www.expedia.com/Orlando-Hotels-Barefootn-Resort.h111401427.Hotel-Information)

9.2/10

Wonderful

(222 reviews)

"Great place. Great location. "

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

Andrew

$117 nightly

$133 total

Mar 10 - Mar 11

Total with taxes and fees

[](https://www.expedia.com/Orlando-Hotels-Barefootn-Resort.h111401427.Hotel-Information)

![Lounge](https://images.trvl-media.com/lodging/126000000/125660000/125659200/125659106/d6b203e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 1 King Bed with Sofa bed, Non Smoking, Kitchen | Living area | 45-inch Smart TV with digital channels](https://images.trvl-media.com/lodging/126000000/125660000/125659200/125659106/47465eed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/126000000/125660000/125659200/125659106/0e3e428f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/126000000/125660000/125659200/125659106/bb0cf8d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Kissimmee

[](https://www.expedia.com/Orlando-Hotels-Adeline-Apartments-15m-To-Parks.h125659106.Hotel-Information)

$202 nightly

$227 total

Mar 5 - Mar 6

Total with taxes and fees

[](https://www.expedia.com/Orlando-Hotels-Adeline-Apartments-15m-To-Parks.h125659106.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/117000000/116300000/116293300/116293250/5461142a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Studio Suite, 1 King Bed with Sofa bed, Non Smoking, Kitchen | Blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/117000000/116300000/116293300/116293250/4c20b7b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/117000000/116300000/116293300/116293250/60b44662.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fitness facility](https://images.trvl-media.com/lodging/117000000/116300000/116293300/116293250/9d77bb22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Kissimmee

[](https://www.expedia.com/Orlando-Hotels-The-Irlo.h116293250.Hotel-Information)

7.4/10

Good

(8 reviews)

"My stay started as a cautious one, and quickly changed to a great one . Room was alot more then I anticipated, and staff- from manager Shawn down to the clerk's went well above and beyond for levels of service. Seen postings negative to site but believe me I've been here almost a month and found nothing bad. Florida is known for bugs of many sorts and glad to report had no issues, and they take extra precautions to keep everyone safe. I now snow bird and will be back again without a second...

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

Jeffrey

$184 nightly

$209 total

Mar 10 - Mar 11

Total with taxes and fees

[](https://www.expedia.com/Orlando-Hotels-The-Irlo.h116293250.Hotel-Information)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93540000/93532600/93532553/13dc8494.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93540000/93532600/93532553/37041c63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93540000/93532600/93532553/75562742.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.com/Winter-Haven-Hotels-Lovely-Lakefront-Home-W-Grill-7-Mi-To-Legoland.h93532553.Hotel-Information)

10/10

Exceptional

(3 reviews)

"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

$394 nightly

$438 total

Mar 28 - Mar 29

Total with taxes and fees

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

![2 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/190000/189800/189713/bf7703a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fitness facility](https://images.trvl-media.com/lodging/1000000/190000/189800/189713/3c6ebc85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/1000000/190000/189800/189713/a92b366a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/190000/189800/189713/9f856888.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo resort in Orlando

[](https://www.expedia.com/Orlando-Hotels-Marriotts-Royal-Palms.h189713.Hotel-Information)

9.4/10

Exceptional

(295 reviews)

"Great location for conference at Marriott world center Orlando "

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

James

$271 nightly

$305 total

Mar 28 - Mar 29

Total with taxes and fees

[](https://www.expedia.com/Orlando-Hotels-Marriotts-Royal-Palms.h189713.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)

![Interior](https://images.trvl-media.com/lodging/124000000/123110000/123109300/123109264/e262066b.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/a0f43b05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Kissimmee

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

$313 nightly

$334 total

Mar 12 - Mar 13

Total with taxes and fees

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

![2 outdoor pools, open 8:00 AM to 10:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/124000000/123320000/123310600/123310523/b7ab9ee2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/124000000/123320000/123310600/123310523/80b21df9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/124000000/123320000/123310600/123310523/cefb97b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Executive Suite, 2 Bedrooms, Balcony, Resort View | Terrace/patio](https://images.trvl-media.com/lodging/124000000/123320000/123310600/123310523/6ef17164.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo resort in Orlando

[](https://www.expedia.com/Orlando-Hotels-The-Village-Resort-Suite-And-Spa.h123310523.Hotel-Information)

10/10

Exceptional

(1 review)

"Everything was great. "

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

Kelly

$411 nightly

$462 total

Mar 6 - Mar 7

Total with taxes and fees

[](https://www.expedia.com/Orlando-Hotels-The-Village-Resort-Suite-And-Spa.h123310523.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.com/Hotel-Search?startDate=2026-03-18&endDate=2026-03-19&regionId=6048230&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## Find vacation rentals that suit your style

Cabins

[](https://www.expedia.com/Hotel-Search?destination=Lakeland+-+Winter+Haven%2C+Florida%2C+United+States+of+America&regionId=6048230&latLong=27.861735%2C-81.691156&adults=2&startDate=2026-06-02&d1=2026-06-02&endDate=2026-06-05&d2=2026-06-05&lodging=CABIN)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Lakeland+-+Winter+Haven%2C+Florida%2C+United+States+of+America&regionId=6048230&latLong=27.861735%2C-81.691156&adults=2&startDate=2026-06-02&d1=2026-06-02&endDate=2026-06-05&d2=2026-06-05&lodging=COTTAGE)

Aparthotels

[](https://www.expedia.com/Hotel-Search?destination=Lakeland+-+Winter+Haven%2C+Florida%2C+United+States+of+America&regionId=6048230&latLong=27.861735%2C-81.691156&adults=2&startDate=2026-06-02&d1=2026-06-02&endDate=2026-06-05&d2=2026-06-05&lodging=APART_HOTEL)

Villas

[](https://www.expedia.com/Hotel-Search?destination=Lakeland+-+Winter+Haven%2C+Florida%2C+United+States+of+America&regionId=6048230&latLong=27.861735%2C-81.691156&adults=2&startDate=2026-06-02&d1=2026-06-02&endDate=2026-06-05&d2=2026-06-05&lodging=VILLA)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Lakeland+-+Winter+Haven%2C+Florida%2C+United+States+of+America&regionId=6048230&latLong=27.861735%2C-81.691156&adults=2&startDate=2026-06-02&d1=2026-06-02&endDate=2026-06-05&d2=2026-06-05&lodging=CONDO)

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Lakeland+-+Winter+Haven%2C+Florida%2C+United+States+of+America&regionId=6048230&latLong=27.861735%2C-81.691156&adults=2&startDate=2026-06-02&d1=2026-06-02&endDate=2026-06-05&d2=2026-06-05&lodging=VACATION_HOME)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Lakeland+-+Winter+Haven%2C+Florida%2C+United+States+of+America&regionId=6048230&latLong=27.861735%2C-81.691156&adults=2&startDate=2026-06-02&d1=2026-06-02&endDate=2026-06-05&d2=2026-06-05&lodging=APARTMENT)

Houseboats

[](https://www.expedia.com/Hotel-Search?destination=Lakeland+-+Winter+Haven%2C+Florida%2C+United+States+of+America&regionId=6048230&latLong=27.861735%2C-81.691156&adults=2&startDate=2026-06-02&d1=2026-06-02&endDate=2026-06-05&d2=2026-06-05&lodging=HOUSE_BOAT)

Chalets

[](https://www.expedia.com/Hotel-Search?destination=Lakeland+-+Winter+Haven%2C+Florida%2C+United+States+of+America&regionId=6048230&latLong=27.861735%2C-81.691156&adults=2&startDate=2026-06-02&d1=2026-06-02&endDate=2026-06-05&d2=2026-06-05&lodging=CHALET)

Residences

[](https://www.expedia.com/Hotel-Search?destination=Lakeland+-+Winter+Haven%2C+Florida%2C+United+States+of+America&regionId=6048230&latLong=27.861735%2C-81.691156&adults=2&startDate=2026-06-02&d1=2026-06-02&endDate=2026-06-05&d2=2026-06-05&lodging=RESIDENCE)

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## Top Lakeland - Winter Haven Hotel Reviews

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

### Margaritaville Resort Orlando

10/10 Excellent

"wonderful hotel "

[](https://expedia.com/Orlando-Hotels-Margaritaville-Resort-Orlando.h24054711.Hotel-Information)

![Westgate Town Center Resort](https://images.trvl-media.com/lodging/1000000/430000/426900/426819/410a3d83_y.jpg)

### Westgate Town Center Resort

10/10 Excellent

"Best resort i have ever stayed all staff was extremely friendly and helpful. We did not get to untilize all amenities but everything we did take advantage of was great"

[](https://expedia.com/Orlando-Hotels-Westgate-Town-Center-Resort.h426819.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

"I have chosen to stay here multiple times over the past couple of years because they have a great staff, they are clean and it is an ideal location. "

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

![The Berkley, Orlando](https://images.trvl-media.com/lodging/2000000/1700000/1696000/1695932/c7c5e131_y.jpg)

### The Berkley, Orlando

10/10 Excellent

"massive room for a great price"

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

![Westgate Vacation Villas Resort](https://images.trvl-media.com/lodging/1000000/100000/99000/98920/b8afec09_y.jpg)

### Westgate Vacation Villas Resort

10/10 Excellent

"The rooms were really clean comfortable and nice it’s a really great place to stay. Me and my family will be back "

[](https://expedia.com/Orlando-Hotels-Westgate-Vacation-Villas-Resort.h98920.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

"Everything about my stay was top notch. From the friendly and helpful staff on my arrival to the clean room and easy check out. I will definitely stay at the Holiday Inn again."

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

"Definitely clean room, easy check/checkout, spacious clean bathroom with large shower with stocked shower supplies, plentiful amount of fluffy white towels, large surface to set toiletries on, comfortable firm king bed, warm comforter, generous amount of pillows, comfortable sitting desk chair, large surface for belongings, nice stay cold refrigerator, clean working microwave, lots of room for 2 people to walk around, luggage holder, roomy closet with lots of hangers, good temperature control system, quiet room, comfortable room overall. Exceeded our expectations. Highly recommend."

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

![Hilton Vacation Club Aqua Sol Orlando West](https://images.trvl-media.com/lodging/1000000/700000/692700/692650/175d4684_y.jpg)

### Hilton Vacation Club Aqua Sol Orlando West

10/10 Excellent

"great"

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

![Howard Johnson by Wyndham Lakeland](https://images.trvl-media.com/lodging/1000000/10000/9600/9597/6ad2183e_y.jpg)

### Howard Johnson by Wyndham Lakeland

10/10 Excellent

"The staff did an amazing job. The room was clean, the beds were firm and got much needed rest."

[](https://expedia.com/Lakeland-Hotels-Howard-Johnson-By-Wyndham-Lakeland.h9597.Hotel-Information)

## Find out more about Lakeland - Winter Haven

**Everything you need to know about Lakeland - Winter Haven vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Lakeland - Winter Haven vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Lakeland - Winter Haven vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

**Lakeland - Winter Haven vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Lakeland - Winter Haven. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Lakeland - Winter Haven in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $128 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

**How to find incredible deals on Lakeland - Winter Haven rentals**

At Expedia, we put the best Lakeland - Winter Haven vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Lakeland - Winter Haven rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Lakeland - Winter Haven vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Lakeland - Winter Haven. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

## Explore a world of travel with Expedia

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- [Michigan Vacation Rentals ](https://www.expedia.com/Destinations-In-Michigan.d224.Vacation-Rental-Destinations)

- [Vacation Homes in Lakeland - Winter Haven ](https://expedia.com/Lakeland-Winter-Haven-Private-Vacation-Homes.d6048230-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Villas in Lakeland - Winter Haven ](https://expedia.com/Lakeland-Winter-Haven-Villas.d6048230-aaVillas.Travel-Guide-Accommodation)
- [Apartments in Lakeland - Winter Haven ](https://expedia.com/Lakeland-Winter-Haven-Apartments.d6048230-aaApartments.Travel-Guide-Accommodation)
- [Condo Rentals in Lakeland - Winter Haven ](https://expedia.com/Lakeland-Winter-Haven-Condos.d6048230-aaCondos.Travel-Guide-Accommodation)
- [Cottages in Lakeland - Winter Haven ](https://expedia.com/Lakeland-Winter-Haven-Cottages.d6048230-aaCottages.Travel-Guide-Accommodation)
- [Resorts in Lakeland - Winter Haven ](https://expedia.com/Lakeland-Winter-Haven-Resorts.d6048230-aaResorts.Travel-Guide-Accommodation)
- [RV Parks in Lakeland - Winter Haven ](https://expedia.com/Lakeland-Winter-Haven-RV-Parks.d6048230-aaRVParks.Travel-Guide-Accommodation)
- [Motels in Lakeland - Winter Haven ](https://expedia.com/Lakeland-Winter-Haven-Motels.d6048230-aaMotels.Travel-Guide-Accommodation)
- [Aparthotels in Lakeland - Winter Haven ](https://expedia.com/Lakeland-Winter-Haven-Apart-Hotels.d6048230-aaApartHotels.Travel-Guide-Accommodation)
- [Cabin Rentals in Lakeland - Winter Haven ](https://expedia.com/Lakeland-Winter-Haven-Cabins.d6048230-aaCabins.Travel-Guide-Accommodation)
- [Farmstay in Lakeland - Winter Haven ](https://expedia.com/Lakeland-Winter-Haven-Agritourism.d6048230-aaAgritourism.Travel-Guide-Accommodation)
- [Guest Houses in Lakeland - Winter Haven ](https://expedia.com/Lakeland-Winter-Haven-Guest-Houses.d6048230-aaGuestHouses.Travel-Guide-Accommodation)
- [Condo Resorts in Lakeland - Winter Haven ](https://expedia.com/Lakeland-Winter-Haven-Condominium-Resort.d6048230-aaCondominiumResort.Travel-Guide-Accommodation)
- [B&B in Lakeland - Winter Haven ](https://expedia.com/Lakeland-Winter-Haven-Bed-And-Breakfast.d6048230-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Houseboats in Lakeland - Winter Haven ](https://expedia.com/Lakeland-Winter-Haven-Houseboats.d6048230-aaHouseboats.Travel-Guide-Accommodation)

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- [Hotels in Anna Maria Island](https://expedia.com/Anna-Maria-Island-Hotels.d553248622847118534.Travel-Guide-Hotels)
- [Oceanfront Hotels in Hutchinson Island](https://expedia.com/Hutchinson-Island-Hotels-Oceanfront-Hotels.0-0-d6262820-tOceanfrontHotels.Travel-Guide-Filter-Hotels)
- [Cheap Hotels in Fort Walton Beach - Destin](https://expedia.com/Fort-Walton-Beach-Destin-Hotels-Cheap-Hotels.0-0-d6023392-tCheapHotels.Travel-Guide-Filter-Hotels)
- [Oceanfront Hotels in Fort Walton Beach - Destin](https://expedia.com/Fort-Walton-Beach-Destin-Hotels-Oceanfront-Hotels.0-0-d6023392-tOceanfrontHotels.Travel-Guide-Filter-Hotels)
- [All-inclusive Resorts in South Florida](https://expedia.com/South-Florida-Hotels-All-Inclusive-Hotel.0-0-d6233792-tAllinclusiveHotel.Travel-Guide-Filter-Hotels)
- [All-inclusive Resorts in Florida Panhandle](https://expedia.com/Florida-Panhandle-Hotels-All-Inclusive-Hotel.0-0-d6048212-tAllinclusiveHotel.Travel-Guide-Filter-Hotels)
- [Oceanfront Hotels in Anna Maria Island](https://expedia.com/Anna-Maria-Island-Hotels-Oceanfront-Hotels.0-0-d553248622847118534-tOceanfrontHotels.Travel-Guide-Filter-Hotels)
- [Hotels in Highway 30A](https://expedia.com/Highway-30A-Hotels.d553248635976474465.Travel-Guide-Hotels)
- [All-inclusive Resorts in Sanibel Captiva Island](https://expedia.com/Sanibel-Captiva-Island-Hotels-All-Inclusive-Hotel.0-0-d6326115-tAllinclusiveHotel.Travel-Guide-Filter-Hotels)
- [Hotels with a Lazy River in Fort Walton Beach - Destin](https://expedia.com/Fort-Walton-Beach-Destin-Hotels-Hotels-With-A-Lazy-River.0-0-d6023392-tHotelswithaLazyRiver.Travel-Guide-Filter-Hotels)
- [Family Hotels in South Florida](https://expedia.com/South-Florida-Hotels-Family-Hotel.0-0-d6233792-tFamilyHotel.Travel-Guide-Filter-Hotels)
- [Family Hotels in Fort Walton Beach - Destin](https://expedia.com/Fort-Walton-Beach-Destin-Hotels-Family-Hotel.0-0-d6023392-tFamilyHotel.Travel-Guide-Filter-Hotels)

Flights

- [Cheap Flights to Fort Walton Beach - Destin](https://expedia.com/Cheap-Flights-To-Fort-Walton-Beach-Destin.d6023392.Travel-Guide-Flights)
- [Cheap Flights to Anna Maria Island](https://expedia.com/Cheap-Flights-To-Anna-Maria-Island.d553248622847118534.Travel-Guide-Flights)
- [Cheap Flights to Highway 30A](https://expedia.com/Cheap-Flights-To-Highway-30A.d553248635976474465.Travel-Guide-Flights)
- [Fort Walton Beach - Destin Flights](https://expedia.com/lp/flights/6023392/flights-from-fort-walton-beach-destin)

Cars

- [Car rentals in Fort Walton Beach - Destin](https://expedia.com/Car-Rentals-In-Fort-Walton-Beach-Destin.d6023392.Car-Rental-Guide)

Activities

- [Things to do in Fort Walton Beach - Destin](https://expedia.com/Things-To-Do-In-Fort-Walton-Beach-Destin.d6023392.Travel-Guide-Activities)
- [Things to do in South Florida](https://expedia.com/Things-To-Do-In-South-Florida.d6233792.Travel-Guide-Activities)

Packages

- [Florida Panhandle Vacation](https://expedia.com/Florida-Panhandle.d6048212.Destination-Travel-Guides)

Vacation Rentals

- [Central West Coast Florida Vacation Rentals](https://expedia.com/Central-West-Coast-Florida-Vacation-Rentals.d6048187.Travel-Guide-VacationRentals)
- [South Florida Vacation Rentals](https://expedia.com/South-Florida-Vacation-Rentals.d6233792.Travel-Guide-VacationRentals)
- [Anna Maria Island Vacation Rentals](https://expedia.com/Anna-Maria-Island-Vacation-Rentals.d553248622847118534.Travel-Guide-VacationRentals)

General

- [Visit Northern Florida](https://expedia.com/Northern-Florida.dx6233767)
- [Visit Southeast Florida](https://expedia.com/Southeast-Florida.dx6047949)
- [Visit Clearwater-St. Pete Beaches](https://expedia.com/Clearwater-St-Pete-Beaches.dx553248621593965854)

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