Title: Best Condo Resort Rental Winter Haven, FL for from $86 | 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)[Vacation Rentals in Winter Haven](https://expedia.com/Winter-Haven-Vacation-Rentals.d7464.Travel-Guide-VacationRentals)[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)

![](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)

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## Check prices for these dates

In two weeks

[Apr 17 - Apr 19](https://www.expedia.com/Hotel-Search?regionId=7464&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two 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)

In three months

[Jun 26 - Jun 28](https://www.expedia.com/Hotel-Search?regionId=7464&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)

In four months

[Jul 24 - Jul 26](https://www.expedia.com/Hotel-Search?regionId=7464&startDate=2026-07-24&endDate=2026-07-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

No exact matches found, but these alternatives could be just right

## Recommended hotels in Winter Haven

![Outdoor pool, open 9:00 AM to 9:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/31000000/30540000/30538000/30537958/7bce7d91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Children's area](https://images.trvl-media.com/lodging/31000000/30540000/30538000/30537958/17435544.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/31000000/30540000/30538000/30537958/fa98b25f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/31000000/30540000/30538000/30537958/592d15da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### LEGOLAND Beach Retreat

[](https://www.expedia.com/Winter-Haven-Hotels-LEGOLAND-Beach-Retreat.h30537958.Hotel-Information)

Winter Haven

9.0/10

Wonderful

(193 reviews)

"Clean, great for children, breakfast was decent, specially loved the roomy and private rooms, pools has lifeguards "

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

Yareny

$269 nightly

$301 total

May 1 - May 2

Total with taxes and fees

[](https://www.expedia.com/Winter-Haven-Hotels-LEGOLAND-Beach-Retreat.h30537958.Hotel-Information)

![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)

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

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

![Luxury House, 3 Bedrooms, Garden View | Living area | 50-inch Smart TV with digital channels, toys, heated floors](https://images.trvl-media.com/lodging/117000000/116480000/116470200/116470105/018b394c.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

(3 reviews)

"Great location. Great communication with host. "

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

Reid

$251 nightly

$281 total

Apr 12 - Apr 13

Total with taxes and fees

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

![Terrace/patio](https://images.trvl-media.com/lodging/107000000/106210000/106204500/106204409/533a79f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Coffee/tea maker, eco-friendly cleaning products](https://images.trvl-media.com/lodging/107000000/106210000/106204500/106204409/332270d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily buffet breakfast](https://images.trvl-media.com/lodging/107000000/106210000/106204500/106204409/b70697d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![LED TV, Netflix, streaming services](https://images.trvl-media.com/lodging/107000000/106210000/106204500/106204409/eecad389.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Home2 Suites By Hilton Winter Haven

[](https://www.expedia.com/Winter-Haven-Hotels-Home2-Suites-By-Hilton-Winter-Haven.h106204409.Hotel-Information)

Winter Haven

9.4/10

Exceptional

(313 reviews)

"Excellent stay"

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

Christine M

$170 nightly

$190 total

Apr 12 - Apr 13

Total with taxes and fees

[](https://www.expedia.com/Winter-Haven-Hotels-Home2-Suites-By-Hilton-Winter-Haven.h106204409.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/570000/564300/564220/bd816925.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/570000/564300/564220/000f25b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/570000/564300/564220/6f77a3fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, iron/ironing board, free cribs/infant beds, free WiFi](https://images.trvl-media.com/lodging/1000000/570000/564300/564220/9162fd82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn Winter Haven

[](https://www.expedia.com/Winter-Haven-Hotels-Hampton-Inn-Winter-Haven.h564220.Hotel-Information)

Winter Haven

9.0/10

Wonderful

(1,002 reviews)

"Staff friendly. Breakfast good. Hotel easy to access and quiet neighborhood. "

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

Rebecca

$123 nightly

$138 total

Apr 30 - May 1

Total with taxes and fees

[](https://www.expedia.com/Winter-Haven-Hotels-Hampton-Inn-Winter-Haven.h564220.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)

![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)

![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 Ida Beach Resort

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

Winter Haven

7.2/10

Good

(190 reviews)

"We have stayed here several times. "

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

Martha

$77 nightly

$86 total

Apr 5 - Apr 6

Total with taxes and fees

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

![TV](https://images.trvl-media.com/lodging/110000000/109310000/109302000/109301943/b5d63d76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/110000000/109310000/109302000/109301943/4f3bba2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/110000000/109310000/109302000/109301943/db7e3ff8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/110000000/109310000/109302000/109301943/3e878f4a.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

8.8/10

Excellent

(5 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.

$251 nightly

$276 total

Apr 2 - Apr 3

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)

![Blackout drapes, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/10000/8800/8718/71d67783.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/10000/8800/8718/fda6d33f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, open 8:30 AM to 9:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/8800/8718/24439804.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior entrance](https://images.trvl-media.com/lodging/1000000/10000/8800/8718/e9fdf4e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Howard Johnson by Wyndham Winter Haven FL

[](https://www.expedia.com/Winter-Haven-Hotels-Howard-Johnson-By-Wyndham-Winter-Haven-FL.h8718.Hotel-Information)

Winter Haven

7.2/10

Good

(1,003 reviews)

"Great place for our stay!"

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

Anne E.

$102 nightly

$114 total

Apr 5 - Apr 6

Total with taxes and fees

[](https://www.expedia.com/Winter-Haven-Hotels-Howard-Johnson-By-Wyndham-Winter-Haven-FL.h8718.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)

![Interior](https://images.trvl-media.com/lodging/108000000/107330000/107322400/107322352/a22bf56c.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)

![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

(11 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

Apr 6 - Apr 7

Total with taxes and fees

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

![Exterior](https://images.trvl-media.com/lodging/95000000/94680000/94674300/94674232/4caf2468.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/95000000/94680000/94674300/94674232/a11ad9a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/95000000/94680000/94674300/94674232/3b9021bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/95000000/94680000/94674300/94674232/0585f081.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Staybridge Suites Winter Haven Auburndale by IHG

[](https://www.expedia.com/Winter-Haven-Hotels-Staybridge-Suites-Winter-Haven-Auburndale.h94674232.Hotel-Information)

Winter Haven

9.8/10

Exceptional

(739 reviews)

"Fabulous stay!!"

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

Leslie

$173 nightly

$194 total

Apr 5 - Apr 6

Total with taxes and fees

[](https://www.expedia.com/Winter-Haven-Hotels-Staybridge-Suites-Winter-Haven-Auburndale.h94674232.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/94000000/93540000/93532600/93532553/75562742.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93540000/93532600/93532553/37041c63.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

Apr 14 - Apr 15

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, open 11:00 AM to 9:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/114000000/113250000/113243700/113243677/58806235.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/114000000/113250000/113243700/113243677/1898b64c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast and dinner served, American cuisine](https://images.trvl-media.com/lodging/114000000/113250000/113243700/113243677/2ada1493.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pirate Island Theme | In-room safe, desk, laptop workspace, soundproofing](https://images.trvl-media.com/lodging/114000000/113250000/113243700/113243677/35503caf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Legoland Florida Hotel

[](https://www.expedia.com/Winter-Haven-Hotels-Legoland-Florida-Hotel.h113243677.Hotel-Information)

Winter Haven

9.0/10

Wonderful

(98 reviews)

"Great stay! We will go back. "

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

Marie

$291 nightly

$326 total

Apr 20 - Apr 21

Total with taxes and fees

[](https://www.expedia.com/Winter-Haven-Hotels-Legoland-Florida-Hotel.h113243677.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/2000000/1890000/1887700/1887650/a04ce40b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1890000/1887700/1887650/7dd4826d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/2000000/1890000/1887700/1887650/66ef3784.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1890000/1887700/1887650/5d347ea1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lake Roy Beach Inn

[](https://www.expedia.com/Winter-Haven-Hotels-Lake-Roy-Beach-Inn.h1887650.Hotel-Information)

Winter Haven

7.0/10

Good

(1,000 reviews)

"Nice little spot near legoland and was perfect for the family to stay and enjoy a florida lifestyle!"

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

Amanda

$90 nightly

$100 total

Apr 2 - Apr 3

Total with taxes and fees

[](https://www.expedia.com/Winter-Haven-Hotels-Lake-Roy-Beach-Inn.h1887650.Hotel-Information)

![Standard Room, 2 Queen Beds, Non Smoking, Bathtub (Larger Room) | Desk, laptop workspace, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/92000000/91030000/91030000/91029909/b48185c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily full breakfast](https://images.trvl-media.com/lodging/92000000/91030000/91030000/91029909/e388974e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/92000000/91030000/91030000/91029909/d11e7c10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/92000000/91030000/91030000/91029909/0b1acfca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Best Western Plus Winter Haven Inn & Suites 

[](https://www.expedia.com/Winter-Haven-Hotels-Best-Western-Plus-Winter-Haven-Inn-Suites.h91029909.Hotel-Information)

Winter Haven

9.4/10

Exceptional

(1,189 reviews)

"We enjoyed our stay."

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

Diane

$140 nightly

$156 total

Apr 5 - Apr 6

Total with taxes and fees

[](https://www.expedia.com/Winter-Haven-Hotels-Best-Western-Plus-Winter-Haven-Inn-Suites.h91029909.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/101000000/100940000/100934800/100934790/1987c5bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/101000000/100940000/100934800/100934790/f59ce572.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/101000000/100940000/100934800/100934790/eb8496ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100940000/100934800/100934790/791cc183.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Large Family Home, Legoland, Pet Friendly, 7 Beds

[](https://www.expedia.com/Winter-Haven-Hotels-Summer-Specials-Pet-Friendly.h100934790.Hotel-Information)

Winter Haven

10/10

Exceptional

(23 reviews)

"Everything was very nice and comfortable. "

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

Gary B.

$492 nightly

$544 total

Apr 2 - Apr 3

Total with taxes and fees

[](https://www.expedia.com/Winter-Haven-Hotels-Summer-Specials-Pet-Friendly.h100934790.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/93000000/92150000/92145300/92145248/w905h683x60y0-a604a4a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/93000000/92150000/92145300/92145248/w506h683x259y0-df72297e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/93000000/92150000/92145300/92145248/77022ef4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/93000000/92150000/92145300/92145248/w508h683x258y0-79e59c1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cheerful 4 Bed, 3 Bath Home with Screened Pool

[](https://www.expedia.com/Winter-Haven-Hotels-Cheerful-4-Bed.h92145248.Hotel-Information)

Winter Haven

10/10

Exceptional

(24 reviews)

"Excellent location, house was immaculate and beautiful. We stayed over xmas and there was even a tree for us. Highly recommend this place and would stay here again. "

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

Eli R.

$447 nightly

$496 total

May 1 - May 2

Total with taxes and fees

[](https://www.expedia.com/Winter-Haven-Hotels-Cheerful-4-Bed.h92145248.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)

![Exterior detail](https://images.trvl-media.com/lodging/99000000/98450000/98446800/98446741/4cd1e877.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)

![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

(30 reviews)

"Awesome look forward to future stay "

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

cheryl d.

$428 nightly

$473 total

Apr 13 - Apr 14

Total with taxes and fees

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

![Reception](https://images.trvl-media.com/lodging/1000000/10000/7900/7835/76950965.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/10000/7900/7835/40f089c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/1000000/10000/7900/7835/02b7d0cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, blackout drapes, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/10000/7900/7835/52aa64d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn Winter Haven by IHG

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

Winter Haven

9.0/10

Wonderful

(1,003 reviews)

"Clean spacious rooms and friendly staff."

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

Mark

$138 nightly

$155 total

Apr 19 - Apr 20

Total with taxes and fees

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

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

![Private kitchen](https://images.trvl-media.com/lodging/123000000/122920000/122916100/122916008/0ba8f3ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

![Smart TV](https://images.trvl-media.com/lodging/123000000/122920000/122916100/122916008/751fd822.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy 1 bedroom home in Winter Haven perfect for your getaway.

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

Winter Haven

10/10

Exceptional

(2 reviews)

"Great get away for 2! Perfect size. Very clean and nicely decorated. The host was very responsive. Highly recommend this property. "

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

Anonymous traveler

$170 nightly

$188 total

Apr 14 - Apr 15

Total with taxes and fees

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

9.8/10

Exceptional

(11 reviews)

"clean room"

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

sandra

$156 nightly

$172 total

Apr 2 - Apr 3

Total with taxes and fees

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

![Living area](https://images.trvl-media.com/lodging/110000000/109410000/109405200/109405182/95487cbb.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)

![Interior](https://images.trvl-media.com/lodging/110000000/109410000/109405200/109405182/513516b4.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

(4 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.

$262 nightly

$290 total

Apr 2 - Apr 3

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.

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## Find vacation rentals that suit your style

Private vacation homes

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Cottages

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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=2026-06-29&d1=2026-06-29&endDate=2026-07-02&d2=2026-07-02&lodging=VILLA)

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=2026-06-29&d1=2026-06-29&endDate=2026-07-02&d2=2026-07-02&lodging=CABIN)

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=2026-06-29&d1=2026-06-29&endDate=2026-07-02&d2=2026-07-02&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=2026-06-29&d1=2026-06-29&endDate=2026-07-02&d2=2026-07-02&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=2026-06-29&d1=2026-06-29&endDate=2026-07-02&d2=2026-07-02&lodging=APARTMENT)

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=2026-06-29&d1=2026-06-29&endDate=2026-07-02&d2=2026-07-02&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=2026-06-29&d1=2026-06-29&endDate=2026-07-02&d2=2026-07-02&lodging=RESIDENCE)

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## 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

2/10 Terrible

"It was a pain to go down to get breakfast and not have a microwave oven to reheat it in your room. Also, no free complimentary free coffee. "

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

![Delta Hotels by Marriott Orlando Celebration](https://images.trvl-media.com/lodging/1000000/10000/300/256/1c4f2ee5_y.jpg)

### Delta Hotels by Marriott Orlando Celebration

10/10 Excellent

"Had a great stay overall. The room was clean and comfortable, and everything felt well-maintained. The staff was friendly and helpful throughout my visit. The property itself is nice and relaxing, and I didn’t have any issues during my stay. Would definitely consider staying here again."

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

![Best Western Plus Winter Haven Inn & Suites ](https://images.trvl-media.com/lodging/92000000/91030000/91030000/91029909/b48185c3_y.jpg)

### Best Western Plus Winter Haven Inn & Suites 

10/10 Excellent

"Clean and good breakfast "

[](https://expedia.com/Winter-Haven-Hotels-Best-Western-Plus-Winter-Haven-Inn-Suites.h91029909.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

"Everything about the Grove was wonderful! Will definitely stay there again. "

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

![Vacation Village Orlando, Celebration](https://images.trvl-media.com/lodging/2000000/1070000/1069000/1068973/1ef981b1_y.jpg)

### Vacation Village Orlando, Celebration

8/10 Good

"Check-in was easy via a link that was texted to us. Keys were ready. Could see fireworks from room, which was great. Room very spacious. Pool was nice. Always stocked with towels at the pool. Bathroom was huge. All workers pleasant. Weren’t big fans of the mattress on the King Bed and the sofa sleeper. "

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

6/10 Okay

"The sink drained very slow. It was just an OK room for the price. The floors were filthy."

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

"Great resort "

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

"Very clean apartment, staff is very friendly, never had a problem with parking, love the pool with the bar… highly recommended…."

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

![Westgate Town Center Resort](https://images.trvl-media.com/lodging/1000000/430000/426900/426819/62319b88_y.jpg)

### Westgate Town Center Resort

10/10 Excellent

"Beautiful and wonderful people "

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

## Find out more about Winter Haven

## Winter Haven Condo Resorts information

| Number of reviews | 6,812           |
| ----------------- | --------------- |
| Accommodation     | 5 Condo Resorts |
| Lowest Price      | $86             |
| Highest Price     | $544            |

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- [Flights from Des Moines (DSM) to Winter Haven (GIF) ](https://www.expedia.com/lp/flights/dsm/gif/des-moines-to-winter-haven)
- [Flights from Grand Rapids (GRR) to Winter Haven (GIF) ](https://www.expedia.com/lp/flights/grr/gif/grand-rapids-to-winter-haven)
- [Flights from Cincinnati (CVG) to Winter Haven (GIF) ](https://www.expedia.com/lp/flights/cvg/gif/cincinnati-to-winter-haven)
- [Flights from Denver (DEN) to Winter Haven (GIF) ](https://www.expedia.com/lp/flights/den/gif/denver-to-winter-haven)
- [Flights from Myrtle Beach (MYR) to Winter Haven (GIF) ](https://www.expedia.com/lp/flights/myr/gif/myrtle-beach-to-winter-haven)
- [Flights from Pittsburgh (PIT) to Winter Haven (GIF) ](https://www.expedia.com/lp/flights/pit/gif/pittsburgh-to-winter-haven)
- [Flights from Cleveland (CLE) to Winter Haven (GIF) ](https://www.expedia.com/lp/flights/cle/gif/cleveland-to-winter-haven)
- [Flights from Birmingham (BHM) to Winter Haven (GIF) ](https://www.expedia.com/lp/flights/bhm/gif/birmingham-to-winter-haven)
- [Flights from Oklahoma City (OKC) to Winter Haven (GIF) ](https://www.expedia.com/lp/flights/okc/gif/oklahoma-city-to-winter-haven)
- [Flights from Phoenix (PHX) to Winter Haven (GIF) ](https://www.expedia.com/lp/flights/phx/gif/phoenix-to-winter-haven)
- [Flights from Knoxville (TYS) to Winter Haven (GIF) ](https://www.expedia.com/lp/flights/tys/gif/knoxville-to-winter-haven)
- [Flights from Las Vegas (LAS) to Winter Haven (GIF) ](https://www.expedia.com/lp/flights/las/gif/las-vegas-to-winter-haven)
- [Flights from Panama City (ECP) to Winter Haven (GIF) ](https://www.expedia.com/lp/flights/ecp/gif/panama-city-to-winter-haven)
- [Flights from Greensboro (GSO) to Winter Haven (GIF) ](https://www.expedia.com/lp/flights/gso/gif/greensboro-to-winter-haven)
- [Flights from Buffalo (BUF) to Winter Haven (GIF) ](https://www.expedia.com/lp/flights/buf/gif/buffalo-to-winter-haven)
- [Flights from Columbus (CMH) to Winter Haven (GIF) ](https://www.expedia.com/lp/flights/cmh/gif/columbus-to-winter-haven)
- [Flights from Augusta (AGS) to Winter Haven (GIF) ](https://www.expedia.com/lp/flights/ags/gif/augusta-to-winter-haven)
- [Flights from McAllen (MFE) to Winter Haven (GIF) ](https://www.expedia.com/lp/flights/mfe/gif/mcallen-to-winter-haven)
- [Flights from Manchester (MHT) to Winter Haven (GIF) ](https://www.expedia.com/lp/flights/mht/gif/manchester-to-winter-haven)
- [Flights from Chattanooga (CHA) to Winter Haven (GIF) ](https://www.expedia.com/lp/flights/cha/gif/chattanooga-to-winter-haven)
- [Flights from San Juan (SJU) to Winter Haven (GIF) ](https://www.expedia.com/lp/flights/sju/gif/san-juan-to-winter-haven)
- [Flights from Tucson (TUS) to Winter Haven (GIF) ](https://www.expedia.com/lp/flights/tus/gif/tucson-to-winter-haven)
- [Flights from Orlando (SFB) to Winter Haven (GIF) ](https://www.expedia.com/lp/flights/sfb/gif/orlando-to-winter-haven)
- [Flights from Milwaukee (MKE) to Winter Haven (GIF) ](https://www.expedia.com/lp/flights/mke/gif/milwaukee-to-winter-haven)
- [Flights from Nassau (NAS) to Winter Haven (GIF) ](https://www.expedia.com/lp/flights/nas/gif/nassau-to-winter-haven)
- [Flights from Washington (IAD) to Winter Haven (GIF) ](https://www.expedia.com/lp/flights/iad/gif/washington-to-winter-haven)
- [Flights from Montgomery (MGM) to Winter Haven (GIF) ](https://www.expedia.com/lp/flights/mgm/gif/montgomery-to-winter-haven)
- [Flights from Austin (AUS) to Winter Haven (GIF) ](https://www.expedia.com/lp/flights/aus/gif/austin-to-winter-haven)
- [Flights from New York (LGA) to Winter Haven (GIF) ](https://www.expedia.com/lp/flights/lga/gif/new-york-to-winter-haven)
- [Flights from San Francisco (SFO) to Winter Haven (GIF) ](https://www.expedia.com/lp/flights/sfo/gif/san-francisco-to-winter-haven)
- [Flights from Boise (BOI) to Winter Haven (GIF) ](https://www.expedia.com/lp/flights/boi/gif/boise-to-winter-haven)

- [Indigo's Family Fun Center ](https://www.expedia.com/Indigos-Family-Fun-Center-Winter-Haven.d6259153.Vacation-Attraction)
- [Indigo's Billiards ](https://www.expedia.com/Indigos-Billiards-Winter-Haven.d553248621532652813.Vacation-Attraction)
- [Rotary Park ](https://www.expedia.com/Rotary-Park-Winter-Haven.d553248621557919492.Vacation-Attraction)
- [Inman Park ](https://www.expedia.com/Inman-Park-Winter-Haven.d553248621557919493.Vacation-Attraction)
- [Chain of Lakes Park ](https://www.expedia.com/Chain-Of-Lakes-Park-Winter-Haven.d6127913.Vacation-Attraction)
- [Sertoma Park ](https://www.expedia.com/Sertoma-Park-Winter-Haven.d553248621557919486.Vacation-Attraction)
- [Eloise Vacations ](https://www.expedia.com/Eloise.d3000431021.Destination-Travel-Guides)
- [Legoland® Florida ](https://www.expedia.com/LEGOLAND-Florida-Winter-Haven.d6153639.Vacation-Attraction)

- [Car rental Orlando Airport (MCO) ](https://www.expedia.com/Car-Rentals-In-Orlando-Intl.d5194573.Car-Rental-Guide)
- [Car rentals near Indigo's Family Fun Center ](https://www.expedia.com/Car-Rentals-In-Indigos-Family-Fun-Center.d6259153.Car-Rental-Guide)
- [Car rentals near Indigo's Billiards ](https://www.expedia.com/Car-Rentals-In-Indigos-Billiards.d553248621532652813.Car-Rental-Guide)
- [Car rentals near Theatre Winter Haven ](https://www.expedia.com/Car-Rentals-In-Theatre-Winter-Haven.d553248621532652812.Car-Rental-Guide)
- [Car rentals near Inman Park ](https://www.expedia.com/Car-Rentals-In-Inman-Park.d553248621557919493.Car-Rental-Guide)
- [Car rentals near Eloise ](https://www.expedia.com/Car-Rentals-In-Eloise.d3000431021.Car-Rental-Guide)
- [Car rentals near Inwood ](https://www.expedia.com/Car-Rentals-In-Inwood.d553248635975850002.Car-Rental-Guide)
- [Car rental Winter Haven Airport (GIF) ](https://www.expedia.com/Car-Rentals-In-Winter-Haven-Municipal.d6064276.Car-Rental-Guide)

- [Eloise Vacation Rentals ](https://www.expedia.com/Eloise-Vacation-Rentals.d3000431021.Travel-Guide-VacationRentals)

- [Things to do in Eloise ](https://www.expedia.com/Things-To-Do-In-Eloise.d3000431021.Travel-Guide-Activities)