Title: Winter Haven Vacation Rentals from $110: Search Short-Term Rentals | Expedia.com

[Winter Haven Travel Guide](https://expedia.com/Winter-Haven.dx7464)[Hotels in Winter Haven](https://expedia.com/Winter-Haven-Hotels.d7464.Travel-Guide-Hotels)[Flights to Winter Haven](https://expedia.com/Cheap-Flights-To-Winter-Haven.d7464.Travel-Guide-Flights)[Things to do in Winter Haven](https://expedia.com/Things-To-Do-In-Winter-Haven.d7464.Travel-Guide-Activities)[Car Rentals in Winter Haven](https://expedia.com/Car-Rentals-In-Winter-Haven.d7464.Car-Rental-Guide)[Winter Haven Vacation Packages](https://expedia.com/Winter-Haven.d7464.Destination-Travel-Guides)

![Winter Haven showing rides](https://images.trvl-media.com/place/7464/a00f555f-1771-4135-ad57-834cb1a10a56.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/7464/a00f555f-1771-4135-ad57-834cb1a10a56.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

- ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_bundle_and_save.svg)  
###  
Bundle & Save  
Get more, spend less whenever you see Bundle & Save deals
- ![](https://a.travel-assets.com/travel-assets-manager/pictograms-expedia/light__onekey.svg)  
###  
OneKeyCash  
Earn OneKeyCash on all your eligible bookings
- ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_ftc.svg)  
###  
Upfront pricing  
We are not like the others - we include taxes and fees

## Check prices for these dates

In two weeks

[Feb 20 - Feb 22](https://www.expedia.com/Hotel-Search?regionId=7464&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

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

In three months

[May 1 - May 3](https://www.expedia.com/Hotel-Search?regionId=7464&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 four months

[May 29 - May 31](https://www.expedia.com/Hotel-Search?regionId=7464&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)

## Our top choices for Winter Haven vacation rentals

![Luxury House, 3 Bedrooms, Garden View | Living area | 50-inch Smart TV with digital channels, toys, heated floors](https://images.trvl-media.com/lodging/117000000/116480000/116470200/116470105/e68ec5ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/117000000/116480000/116470200/116470105/435da507.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/117000000/116480000/116470200/116470105/3291fd43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### BlockHaven near Legoland & Disney

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

Winter Haven

10/10

Exceptional

(1 review)

"House was great, perfect central location. Very quiet neighborhood nice farm outside peaceful back yard seating area. "

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

Wade

$244 nightly

$273 total

Mar 1 - Mar 2

Total with taxes and fees

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

![TV](https://images.trvl-media.com/lodging/110000000/109310000/109302000/109301943/6887a27b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/110000000/109310000/109302000/109301943/977a192a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109310000/109302000/109301943/3f53f763.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/110000000/109310000/109302000/109301943/1d7e29a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sweet Cottage 5 mi to Legoland & 0.5 mi to dwntwn

[](https://www.expedia.com/Winter-Haven-Hotels-Sweet-Cottage-5-Mi-To-Legoland-05-Mi-To-Dwntwn.h109301943.Hotel-Information)

Winter Haven

10/10

Exceptional

(2 reviews)

"Just what we needed for a weekend trip with our grandsons for the weekend "

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

Christine B.

$254 nightly

$279 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/Winter-Haven-Hotels-Sweet-Cottage-5-Mi-To-Legoland-05-Mi-To-Dwntwn.h109301943.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/acae569e.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/94000000/93540000/93532600/93532553/39ee6e2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hook, Line & Leisure: Lakefront Gem, 2 Mi to Dtwn

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

Winter Haven

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

Feb 8 - Feb 9

Total with taxes and fees

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

![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](https://images.trvl-media.com/lodging/33000000/32740000/32732600/32732561/bf31d8de.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)

### Lake Ida Beach Resort

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

Winter Haven

7.2/10

Good

(188 reviews)

"We have stayed here several times. "

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

Martha

$75 nightly

$84 total

Feb 10 - Feb 11

Total with taxes and fees

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

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

![Smart TV, video games, books](https://images.trvl-media.com/lodging/92000000/91230000/91221300/91221257/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)

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

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

Winter Haven

9.8/10

Exceptional

(44 reviews)

"We had a great stay!"

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

Harper B.

$318 nightly

$353 total

Mar 4 - Mar 5

Total with taxes and fees

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

![Dining](https://images.trvl-media.com/lodging/74000000/73240000/73230300/73230248/cccedb1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

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

### Home Away from Home Winter Haven! Disney, Legoland, Bok Tower, Golf, Medical Ctr

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

Winter Haven

9.4/10

Exceptional

(3 reviews)

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

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

John S.

$387 nightly

$428 total

Feb 8 - Feb 9

Total with taxes and fees

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

![Smart TV, foosball](https://images.trvl-media.com/lodging/37000000/36870000/36863800/36863729/9ca0bf77.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/37000000/36870000/36863800/36863729/68bc0ab3.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)

### \*3/2\*GorgeousNEWLakeHome2AceLoc\*4mi\*LEGOLAND\*1724

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

Winter Haven

9.4/10

Exceptional

(66 reviews)

"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

$245 nightly

$272 total

Feb 17 - Feb 18

Total with taxes and fees

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

![Outdoor dining](https://images.trvl-media.com/lodging/114000000/113200000/113197300/113197257/547c4abc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/114000000/113200000/113197300/113197257/8de6cedd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/114000000/113200000/113197300/113197257/7043d524.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, electric kettle](https://images.trvl-media.com/lodging/114000000/113200000/113197300/113197257/9a25558f_edited_4c7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### ⭐️NEAR LEGOLAND+GREAT VALUE⭐️ Cozy Cove Stay 1b1b APT, with PRIVATE entrance

[](https://www.expedia.com/Winter-Haven-Hotels-Clean-And-Cozy-Waterfront-Apt-Near-Legoland.h113197257.Hotel-Information)

Winter Haven

10/10

Exceptional

(3 reviews)

"The place was clean and tidy, accessible to a lot of stores and attractions in the surrounding area, and the hosts were SO nice and easy to contact throughout our stay-even checking in on us to make sure everything was going good. Would totally stay again!"

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

Kaitlyn F.

$106 nightly

$116 total

Mar 3 - Mar 4

Total with taxes and fees

[](https://www.expedia.com/Winter-Haven-Hotels-Clean-And-Cozy-Waterfront-Apt-Near-Legoland.h113197257.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/110000000/109310000/109302000/109301941/8b2d5008.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/110000000/109310000/109302000/109301941/6e85e90b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/110000000/109310000/109302000/109301941/a9a2c842.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/110000000/109310000/109302000/109301941/31be7bb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Unique cozy studio

[](https://www.expedia.com/Winter-Haven-Hotels-The-Unique-Cozy-Studio.h109301941.Hotel-Information)

Winter Haven

9.0/10

Wonderful

(2 reviews)

"Cool little place, love the outdoor private patio.Very close to everything downtown"

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

Cory M.

$170 nightly

$183 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/Winter-Haven-Hotels-The-Unique-Cozy-Studio.h109301941.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/108000000/107330000/107322400/107322352/d17a813b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, coffee/tea maker](https://images.trvl-media.com/lodging/108000000/107330000/107322400/107322352/bacea2a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/108000000/107330000/107322400/107322352/b6f089cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107330000/107322400/107322352/f373cf92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Tiny Paradise 

[](https://www.expedia.com/Winter-Haven-Hotels-Tiny-Paradise.h107322352.Hotel-Information)

Winter Haven

9.4/10

Exceptional

(8 reviews)

"I have stayed on property a few times, first experience with tiny Paradise very quaint and clean enjoyed my stay."

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

SUSAN

$113 nightly

$124 total

Mar 2 - Mar 3

Total with taxes and fees

[](https://www.expedia.com/Winter-Haven-Hotels-Tiny-Paradise.h107322352.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/124000000/123610000/123607500/123607499/c6175626.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/124000000/123610000/123607500/123607499/8b5ed5a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/124000000/123610000/123607500/123607499/76f24c2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/124000000/123610000/123607500/123607499/f12ad7e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy 2-bedroom house in a beautiful Winter Haven area near Legoland and BokTower

[](https://www.expedia.com/Winter-Haven-Hotels-Cozy-2-Bedroom-House-In-A-Quiet-Delightful-Winter-Haven-Area.h123607499.Hotel-Information)

Winter Haven

10/10

Exceptional

(1 review)

"The host was amazing. Felt very welcomed! Great house to stay "

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

Michelle M.

$247 nightly

$273 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/Winter-Haven-Hotels-Cozy-2-Bedroom-House-In-A-Quiet-Delightful-Winter-Haven-Area.h123607499.Hotel-Information)

![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)

![Interior](https://images.trvl-media.com/lodging/110000000/109310000/109302000/109301947/1498ca92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/110000000/109310000/109302000/109301947/db780d1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

### Getaway Clubhouse 5 mil Legoland & .5 mil Downtown

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

Winter Haven

9.8/10

Exceptional

(7 reviews)

"Great location, clean and great communication with hosts "

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

Angie Y.

$282 nightly

$310 total

Feb 8 - Feb 9

Total with taxes and fees

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

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99310000/99305000/99304918/d280bc7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/100000000/99310000/99305000/99304918/9b255241.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/100000000/99310000/99305000/99304918/b11c422f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Large 3/1 Near DownTown and Dining 

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

Winter Haven

7.4/10

Good

(10 reviews)

"Clean, quiet and comfortable beds. "

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

Jason

$230 nightly

$254 total

Feb 8 - Feb 9

Total with taxes and fees

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

![Interior](https://images.trvl-media.com/lodging/113000000/112390000/112387600/112387557/d80b1b5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/113000000/112390000/112387600/112387557/fcdb020d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Golf](https://images.trvl-media.com/lodging/113000000/112390000/112387600/112387557/faadd2a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/113000000/112390000/112387600/112387557/c9851c49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Family Vacation Home · 8 Minutes from Legoland Florida

[](https://www.expedia.com/Winter-Haven-Hotels-Bright-Home-Near-Legoland-Lake.h112387557.Hotel-Information)

Winter Haven

10/10

Exceptional

(1 review)

"Beautiful clean home. Lots of amenities. However it here were glass decorations on table. We moved them out of reach of 2 and 4 year old. Otherwise BEAUTIFUL! Definitely would stay here again."

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

Roberta W.

$335 nightly

$371 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/Winter-Haven-Hotels-Bright-Home-Near-Legoland-Lake.h112387557.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/124000000/123180000/123171400/123171362/029bd53d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/124000000/123180000/123171400/123171362/f743dddd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/124000000/123180000/123171400/123171362/1a816804.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/124000000/123180000/123171400/123171362/80459c5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ricks's Retreat - Downtown Winter Haven Getaway, Near Chain of Lakes

[](https://www.expedia.com/Winter-Haven-Hotels-A-Lake-Downtown-Getaway-In-Charming-Winter-Haven.h123171362.Hotel-Information)

Winter Haven

10/10

Exceptional

(1 review)

"The host was very accommodating and responsive. The house is clean, roomy, cute, and comfortable. There is so much to see and do in Winter Haven - I’ll return and stay at Rick’s Retreat again!"

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

Mary R.

$343 nightly

$379 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/Winter-Haven-Hotels-A-Lake-Downtown-Getaway-In-Charming-Winter-Haven.h123171362.Hotel-Information)

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

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

![Interior](https://images.trvl-media.com/lodging/91000000/90770000/90766500/90766484/98c256c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

### Private/Spacious 1BR Central Near LegoLand 2 Miles

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

Winter Haven

9.6/10

Exceptional

(9 reviews)

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

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

Maria

$156 nightly

$172 total

Feb 14 - Feb 15

Total with taxes and fees

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

![TV, fireplace](https://images.trvl-media.com/lodging/124000000/123120000/123115800/123115732/f6d52a49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/124000000/123120000/123115800/123115732/5ea52e5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/124000000/123120000/123115800/123115732/02061239.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/124000000/123120000/123115800/123115732/b0eee200.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious 4-bedroom house in pleasant Winter Haven with AC

[](https://www.expedia.com/Winter-Haven-Hotels-Spacious-4-Bedroom-House-In-Pleasant-Winter-Haven-With-AC.h123115732.Hotel-Information)

Winter Haven

10/10

Exceptional

(2 reviews)

"An outstanding stay! The house was extremely clean, welcoming, and had all the amenities that made our family vacation unforgettable in our visit to Legoland park"

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

Monica

$377 nightly

$418 total

Feb 18 - Feb 19

Total with taxes and fees

[](https://www.expedia.com/Winter-Haven-Hotels-Spacious-4-Bedroom-House-In-Pleasant-Winter-Haven-With-AC.h123115732.Hotel-Information)

![Microwave](https://images.trvl-media.com/lodging/112000000/111460000/111455800/111455786/62c52ba5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/112000000/111460000/111455800/111455786/a43cd8ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, towels, soap, toilet paper](https://images.trvl-media.com/lodging/112000000/111460000/111455800/111455786/b6349d73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/112000000/111460000/111455800/111455786/7d95ac0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy 1-Bedroom Retreat Near Downtown & Legoland

[](https://www.expedia.com/Winter-Haven-Hotels-Cozy-1-Bedroom-Retreat-Near-Downtown-Legoland.h111455786.Hotel-Information)

Winter Haven

10/10

Exceptional

(2 reviews)

$158 nightly

$175 total

Feb 14 - Feb 15

Total with taxes and fees

[](https://www.expedia.com/Winter-Haven-Hotels-Cozy-1-Bedroom-Retreat-Near-Downtown-Legoland.h111455786.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/99000000/98450000/98446800/98446741/607be1c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/99000000/98450000/98446800/98446741/3322689d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

### Historic, sleeps 10+, 5 Bedroom, huge yard, lake, fishing, parks, events 

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

Winter Haven

9.8/10

Exceptional

(26 reviews)

"Awesome look forward to future stay "

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

cheryl d.

$377 nightly

$418 total

Feb 9 - Feb 10

Total with taxes and fees

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

![4 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/110000000/109410000/109405200/109405182/b66928f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/110000000/109410000/109405200/109405182/513516b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

![Living area](https://images.trvl-media.com/lodging/110000000/109410000/109405200/109405182/95487cbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Live Oak Oasis - Getaway Close to Legoland! Sleeps 8 Guests, Fenced yard, Games

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

Winter Haven

10/10

Exceptional

(3 reviews)

"Wonderful stay in Winter Haven for our family Legoland trip, including our dog!The house was spotless, cozy, and easily accommodated all of us.Close to the park, would definitely stay again."

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

Oscar G.

$283 nightly

$313 total

Mar 10 - Mar 11

Total with taxes and fees

[](https://www.expedia.com/Winter-Haven-Hotels-Live-Oak-Oasis-Getaway-Close-To-Legoland-Sleeps-8-Guests.h109405182.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=2026-02-21&endDate=2026-02-22&regionId=7464&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Winter+Haven%2C+Florida%2C+United+States+of+America&regionId=7464&latLong=28.022253%2C-81.73286&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=VACATION_HOME)

Villas

[](https://www.expedia.com/Hotel-Search?destination=Winter+Haven%2C+Florida%2C+United+States+of+America&regionId=7464&latLong=28.022253%2C-81.73286&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=VILLA)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Winter+Haven%2C+Florida%2C+United+States+of+America&regionId=7464&latLong=28.022253%2C-81.73286&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=COTTAGE)

Aparthotels

[](https://www.expedia.com/Hotel-Search?destination=Winter+Haven%2C+Florida%2C+United+States+of+America&regionId=7464&latLong=28.022253%2C-81.73286&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=APART_HOTEL)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Winter+Haven%2C+Florida%2C+United+States+of+America&regionId=7464&latLong=28.022253%2C-81.73286&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=CONDO)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Winter+Haven%2C+Florida%2C+United+States+of+America&regionId=7464&latLong=28.022253%2C-81.73286&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=APARTMENT)

Cabins

[](https://www.expedia.com/Hotel-Search?destination=Winter+Haven%2C+Florida%2C+United+States+of+America&regionId=7464&latLong=28.022253%2C-81.73286&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=CABIN)

Chalets

[](https://www.expedia.com/Hotel-Search?destination=Winter+Haven%2C+Florida%2C+United+States+of+America&regionId=7464&latLong=28.022253%2C-81.73286&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=CHALET)

Residences

[](https://www.expedia.com/Hotel-Search?destination=Winter+Haven%2C+Florida%2C+United+States+of+America&regionId=7464&latLong=28.022253%2C-81.73286&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=RESIDENCE)

![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg)

Save an average of 15% on thousands of hotels when you're signed in

[Sign in

](https://expedia.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWinter-Haven-Vacation-Rentals.d7464.Travel-Guide-VacationRentals)[

Sign up, it's free

](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinter-Haven-Vacation-Rentals.d7464.Travel-Guide-VacationRentals)

## Top Winter Haven Hotel Reviews

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

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

10/10 Excellent

"Staff friendly, hotel not only smells great but also spotless. Excellent amenities "

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

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

### Ramada by Wyndham Kissimmee Gateway

10/10 Excellent

"Excelente quarto e banheiro. A equipe de atendimento foi bem solicita e ágil."

[](https://expedia.com/Orlando-Hotels-Ramada-By-Wyndham-Kissimmee-Gateway.h40513.Hotel-Information)

![The Grove Resort & Water Park Orlando](https://images.trvl-media.com/lodging/5000000/4700000/4691700/4691657/c5a7d392_y.jpg)

### The Grove Resort & Water Park Orlando

10/10 Excellent

"Great service and the place was so clean!! I would stay again. And they upgraded our room from a two-bedroom to a three-bedroom condo! "

[](https://expedia.com/Orlando-Hotels-The-Grove-Resort-Water-Park-Orlando.h4691657.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

"Room was amazing, all though the jacuzzi jets were dirty so once i turned them on the water got really gross. They need to do better at cleaning. I was certainly disappointed because i got the room for the jacuzzi and didn’t get to use it because it was filthy."

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

![Embassy Suites By Hilton Orlando Sunset Walk](https://images.trvl-media.com/lodging/91000000/90610000/90603800/90603708/68d1bc67_y.jpg)

### Embassy Suites By Hilton Orlando Sunset Walk

10/10 Excellent

"Staff amazing..Room was perfect felt more like home than hotel room.. They made everything easy !!"

[](https://expedia.com/Orlando-Hotels-Embassy-Suites-By-Hilton-Orlando-Sunset-Walk.h90603708.Hotel-Information)

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

### Margaritaville Resort Orlando

10/10 Excellent

"Staff was great and the rooms were a great value "

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

![Holiday Inn & Suites Orlando SW - Celebration Area by IHG](https://images.trvl-media.com/lodging/1000000/10000/7900/7855/e4318c5d_y.jpg)

### Holiday Inn & Suites Orlando SW - Celebration Area by IHG

10/10 Excellent

"Room was clean and staff was friendly! Thank you!!"

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

"Spacious, clean, updated! "

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

![Delta Hotels by Marriott Orlando Celebration](https://images.trvl-media.com/lodging/1000000/10000/300/256/w4000h2663x0y0-bece67c9_y.jpg)

### Delta Hotels by Marriott Orlando Celebration

10/10 Excellent

"Great hotel, super nice staff (shout out to Tina at the check in desk - she is SO nice!!), very clean. Will definitely go back!"

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

## Find out more about Winter Haven

**Everything you need to know about 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 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 Winter Haven vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

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

Whenever you want to travel, a warm welcome awaits you in 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 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 $110 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 Winter Haven rentals**

At Expedia, we put the best 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 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 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 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

- Trending destinations on Expedia.com
- All accommodation types in Winter Haven

### Trending destinations on Expedia.com

- [Destin Vacation Rentals ](https://www.expedia.com/Destin-Vacation-Rentals.d6906.Travel-Guide-VacationRentals)
- [Panama City Vacation Rentals ](https://www.expedia.com/Panama-City-Beach-Vacation-Rentals.d8021.Travel-Guide-VacationRentals)
- [Hilton Head Vacation Rentals ](https://www.expedia.com/Hilton-Head-Island-Vacation-Rentals.d601684.Travel-Guide-VacationRentals)
- [Gulf Shores Vacation Rentals ](https://www.expedia.com/Gulf-Shores-Vacation-Rentals.d603078.Travel-Guide-VacationRentals)
- [Key West Vacation Rentals ](https://www.expedia.com/Key-West-Vacation-Rentals.d1187.Travel-Guide-VacationRentals)
- [Gatlinburg Vacation Rentals ](https://www.expedia.com/Gatlinburg-Vacation-Rentals.d7474.Travel-Guide-VacationRentals)
- [Maui Vacation Rentals ](https://www.expedia.com/Maui-Vacation-Rentals.d180073.Travel-Guide-VacationRentals)
- [Orlando Vacation Rentals ](https://www.expedia.com/Orlando-Vacation-Rentals.d178294.Travel-Guide-VacationRentals)
- [Myrtle Beach Vacation Rentals ](https://www.expedia.com/Myrtle-Beach-Vacation-Rentals.d601685.Travel-Guide-VacationRentals)
- [Orange Beach Vacation Rentals ](https://www.expedia.com/Orange-Beach-Vacation-Rentals.d9136.Travel-Guide-VacationRentals)
- [Pigeon Forge Vacation Rentals ](https://www.expedia.com/Pigeon-Forge-Vacation-Rentals.d8264.Travel-Guide-VacationRentals)
- [Ocean City Vacation Rentals ](https://www.expedia.com/Ocean-City-Vacation-Rentals.d9151.Travel-Guide-VacationRentals)
- [Outer Banks Vacation Rentals ](https://www.expedia.com/Outer-Banks-Vacation-Rentals.d602135.Travel-Guide-VacationRentals)
- [San Diego Vacation Rentals ](https://www.expedia.com/San-Diego-Vacation-Rentals.d3073.Travel-Guide-VacationRentals)
- [Siesta Key Vacation Rentals ](https://www.expedia.com/Siesta-Key-Vacation-Rentals.d6881.Travel-Guide-VacationRentals)
- [Galveston Vacation Rentals ](https://www.expedia.com/Galveston-Vacation-Rentals.d1341.Travel-Guide-VacationRentals)
- [Clearwater Beach Vacation Rentals ](https://www.expedia.com/Clearwater-Beach-Vacation-Rentals.d10759.Travel-Guide-VacationRentals)
- [Palm Springs Vacation Rentals ](https://www.expedia.com/Palm-Springs-Vacation-Rentals.d180676.Travel-Guide-VacationRentals)
- [Florida Keys Vacation Rentals ](https://www.expedia.com/Florida-Keys-Vacation-Rentals.d6023765.Travel-Guide-VacationRentals)
- [Lake Tahoe Vacation Rentals ](https://www.expedia.com/South-Lake-Tahoe-Vacation-Rentals.d10150.Travel-Guide-VacationRentals)
- [Lake of the Ozarks Vacation Rentals ](https://www.expedia.com/Lake-Ozark-Vacation-Rentals.d177772.Travel-Guide-VacationRentals)
- [Florida Vacation Rentals ](https://www.expedia.com/Destinations-In-Florida.d211.Vacation-Rental-Destinations)
- [Hawaii Vacation Rentals ](https://www.expedia.com/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations)
- [Michigan Vacation Rentals ](https://www.expedia.com/Destinations-In-Michigan.d224.Vacation-Rental-Destinations)

- [Vacation Homes in Winter Haven ](https://expedia.com/Winter-Haven-Private-Vacation-Homes.d7464-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Villas in Winter Haven ](https://expedia.com/Winter-Haven-Villas.d7464-aaVillas.Travel-Guide-Accommodation)
- [Condo Rentals in Winter Haven ](https://expedia.com/Winter-Haven-Condos.d7464-aaCondos.Travel-Guide-Accommodation)
- [Apartments in Winter Haven ](https://expedia.com/Winter-Haven-Apartments.d7464-aaApartments.Travel-Guide-Accommodation)
- [Cottages in Winter Haven ](https://expedia.com/Winter-Haven-Cottages.d7464-aaCottages.Travel-Guide-Accommodation)
- [Resorts in Winter Haven ](https://expedia.com/Winter-Haven-Resorts.d7464-aaResorts.Travel-Guide-Accommodation)
- [Town Houses in Winter Haven ](https://expedia.com/Winter-Haven-Town-Houses.d7464-aaTownHouses.Travel-Guide-Accommodation)
- [Aparthotels in Winter Haven ](https://expedia.com/Winter-Haven-Apart-Hotels.d7464-aaApartHotels.Travel-Guide-Accommodation)
- [Guest Houses in Winter Haven ](https://expedia.com/Winter-Haven-Guest-Houses.d7464-aaGuestHouses.Travel-Guide-Accommodation)
- [Motels in Winter Haven ](https://expedia.com/Winter-Haven-Motels.d7464-aaMotels.Travel-Guide-Accommodation)
- [Cabin Rentals in Winter Haven ](https://expedia.com/Winter-Haven-Cabins.d7464-aaCabins.Travel-Guide-Accommodation)
- [Chalets in Winter Haven ](https://expedia.com/Winter-Haven-Chalets.d7464-aaChalets.Travel-Guide-Accommodation)
- [B&B in Winter Haven ](https://expedia.com/Winter-Haven-Bed-And-Breakfast.d7464-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Residences in Winter Haven ](https://expedia.com/Winter-Haven-Residences.d7464-aaResidences.Travel-Guide-Accommodation)
- [Condo Resorts in Winter Haven ](https://expedia.com/Winter-Haven-Condominium-Resort.d7464-aaCondominiumResort.Travel-Guide-Accommodation)
- [Houseboats in Winter Haven ](https://expedia.com/Winter-Haven-Houseboats.d7464-aaHouseboats.Travel-Guide-Accommodation)
- [Riads in Winter Haven ](https://expedia.com/Winter-Haven-Riads.d7464-aaRiads.Travel-Guide-Accommodation)
- [Lodges in Winter Haven ](https://expedia.com/Winter-Haven-Lodges.d7464-aaLodges.Travel-Guide-Accommodation)
- [RV Parks in Winter Haven ](https://expedia.com/Winter-Haven-RV-Parks.d7464-aaRVParks.Travel-Guide-Accommodation)
- [Farmstay in Winter Haven ](https://expedia.com/Winter-Haven-Agritourism.d7464-aaAgritourism.Travel-Guide-Accommodation)
- [Holiday Park Resorts in Winter Haven ](https://expedia.com/Winter-Haven-Holiday-Parks.d7464-aaHolidayParks.Travel-Guide-Accommodation)

## Frequently asked questions

### Can I find a vacation rental in Winter Haven?

### What's the top vacation rental that Winter Haven has to offer?

### How many vacation rentals are there in Winter Haven?

### What can I see and do in Winter Haven?

### What are vacation rentals like in Winter Haven?

### Expedia's Latest Trends

Hotels

- [Hotels in Fort Myers](https://expedia.com/Fort-Myers-Hotels.d602729.Travel-Guide-Hotels)
- [Hotels in Pensacola Beach](https://expedia.com/Pensacola-Beach-Hotels.d6677.Travel-Guide-Hotels)
- [Hotels in Gainesville](https://expedia.com/Gainesville-Hotels.d6048189.Travel-Guide-Hotels)
- [Hotels in Cocoa Beach](https://expedia.com/Cocoa-Beach-Hotels.d6549.Travel-Guide-Hotels)
- [Hotels in West Palm Beach](https://expedia.com/West-Palm-Beach-Hotels.d2742.Travel-Guide-Hotels)
- [Oceanfront Hotels in Destin](https://expedia.com/Destin-Hotels-Oceanfront-Hotels.0-0-d6906-tOceanfrontHotels.Travel-Guide-Filter-Hotels)
- [Hotels in Destin](https://expedia.com/Destin-Hotels.d6906.Travel-Guide-Hotels)
- [Hotels in Sarasota](https://expedia.com/Sarasota-Hotels.d602719.Travel-Guide-Hotels)
- [Hotels in Naples](https://expedia.com/Naples-Hotels.d602724.Travel-Guide-Hotels)
- [Hotels in Pensacola](https://expedia.com/Pensacola-Hotels.d6023331.Travel-Guide-Hotels)
- [Oceanfront Hotels in Panama City Beach](https://expedia.com/Panama-City-Beach-Hotels-Oceanfront-Hotels.0-0-d8021-tOceanfrontHotels.Travel-Guide-Filter-Hotels)
- [All-inclusive Resorts in Key West](https://expedia.com/Key-West-Hotels-All-Inclusive-Hotel.0-0-d1187-tAllinclusiveHotel.Travel-Guide-Filter-Hotels)
- [Hotels in Daytona Beach](https://expedia.com/Daytona-Beach-Hotels.d6023995.Travel-Guide-Hotels)
- [Beach Hotels in Destin](https://expedia.com/Destin-Hotels-Beach-Hotel.0-0-d6906-tBeachHotel.Travel-Guide-Filter-Hotels)
- [Hotels in Key West](https://expedia.com/Key-West-Hotels.d1187.Travel-Guide-Hotels)
- [Hotels in Tallahassee](https://expedia.com/Tallahassee-Hotels.d6048214.Travel-Guide-Hotels)
- [Oceanfront Hotels in St. Augustine](https://expedia.com/St-Augustine-Hotels-Oceanfront-Hotels.0-0-d6047864-tOceanfrontHotels.Travel-Guide-Filter-Hotels)
- [Oceanfront Hotels in Siesta Key](https://expedia.com/Siesta-Key-Hotels-Oceanfront-Hotels.0-0-d6881-tOceanfrontHotels.Travel-Guide-Filter-Hotels)
- [Hotels in Panama City Beach](https://expedia.com/Panama-City-Beach-Hotels.d8021.Travel-Guide-Hotels)
- [Hotels in St. Augustine](https://expedia.com/St-Augustine-Hotels.d6047864.Travel-Guide-Hotels)

Flights

- [Cheap Flights to Destin](https://expedia.com/Cheap-Flights-To-Destin.d6906.Travel-Guide-Flights)
- [Cheap Flights to Key West](https://expedia.com/Cheap-Flights-To-Key-West.d1187.Travel-Guide-Flights)
- [Cheap Flights to Fort Myers](https://expedia.com/Cheap-Flights-To-Fort-Myers.d602729.Travel-Guide-Flights)
- [Cheap Flights to Daytona Beach](https://expedia.com/Cheap-Flights-To-Daytona-Beach.d6023995.Travel-Guide-Flights)
- [Cheap Flights to Sarasota](https://expedia.com/Cheap-Flights-To-Sarasota.d602719.Travel-Guide-Flights)
- [Cheap Flights to Pensacola](https://expedia.com/Cheap-Flights-To-Pensacola.d6023331.Travel-Guide-Flights)

Cars

- [Car rentals in West Palm Beach](https://expedia.com/Car-Rentals-In-West-Palm-Beach.d2742.Car-Rental-Guide)

Packages

- [Key West Vacation](https://expedia.com/Key-West.d1187.Destination-Travel-Guides)
- [Destin Vacation](https://expedia.com/Destin.d6906.Destination-Travel-Guides)

General

- [Visit Santa Rosa Beach](https://expedia.com/Santa-Rosa-Beach.dx183118)

![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg)

## Go further with the Expedia app

Save even more - get up to 20% on select hotels when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go.

Scan the QR code with your device camera and download our app