Title: Winter Haven Vacation Rentals from $101: 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)

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## Check prices for these dates

In two weeks

[Feb 27 - Mar 1](https://www.expedia.com/Hotel-Search?regionId=7464&startDate=2026-02-27&endDate=2026-03-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 10 - Apr 12](https://www.expedia.com/Hotel-Search?regionId=7464&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 8 - May 10](https://www.expedia.com/Hotel-Search?regionId=7464&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 5 - Jun 7](https://www.expedia.com/Hotel-Search?regionId=7464&startDate=2026-06-05&endDate=2026-06-07&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

![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/94000000/93540000/93532600/93532553/37041c63.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/acae569e.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 16 - Feb 17

Total with taxes and fees

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

![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)

![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)

### 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

$240 nightly

$268 total

Mar 1 - Mar 2

Total with taxes and fees

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

![Lake view](https://images.trvl-media.com/lodging/33000000/32740000/32732600/32732561/a2866d00.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

$71 nightly

$80 total

Feb 27 - Feb 28

Total with taxes and fees

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

![Exterior](https://images.trvl-media.com/lodging/1000000/50000/41100/41083/b3397abc.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)

### voco Kissimmee Orlando by IHG

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

Kissimmee

7.6/10

Good

(1,007 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

$91 nightly

$103 total

Mar 2 - Mar 3

Total with taxes and fees

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

![Marina](https://images.trvl-media.com/lodging/32000000/31540000/31534300/31534220/aa2b95a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/32000000/31540000/31534300/31534220/8af1d83d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

![House, 3 Bedrooms (Liar's Den House) | Living room | TV](https://images.trvl-media.com/lodging/32000000/31540000/31534300/31534220/7b3761d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Camp Mack Lodge, Marina & RV Resort

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

Lake Wales

9.0/10

Wonderful

(197 reviews)

"Nice rooms helpful staff would go again for sure"

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

David

$115 nightly

$129 total

Feb 23 - Feb 24

Total with taxes and fees

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

![2 outdoor pools](https://images.trvl-media.com/lodging/125000000/124770000/124761900/124761860/667ea04b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/125000000/124770000/124761900/124761860/8fbc5ad1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/125000000/124770000/124761900/124761860/2e34010f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Full-size fridge, microwave, dishwasher, cookware/dishes/utensils](https://images.trvl-media.com/lodging/125000000/124770000/124761900/124761860/w1536h1021x0y3-30788c22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Oasis Private Ensuite Room Shared Home

[](https://www.expedia.com/Orlando-Hotels-Oasis-Private-Ensuite-Room-Shared-Home.h124761860.Hotel-Information)

Kissimmee

$123 nightly

$140 total

Feb 19 - Feb 20

Total with taxes and fees

[](https://www.expedia.com/Orlando-Hotels-Oasis-Private-Ensuite-Room-Shared-Home.h124761860.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)

![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/f4bb77d2.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)

### Vacation Village Orlando, Celebration

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

Kissimmee

8.6/10

Excellent

(3,340 reviews)

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

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

Alicia

$110 nightly

$125 total

Mar 1 - Mar 2

Total with taxes and fees

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

![Townhome, 3 Bedrooms | Pool | A heated pool](https://images.trvl-media.com/lodging/102000000/101030000/101029700/101029627/771899de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Townhome, 3 Bedrooms | Exterior](https://images.trvl-media.com/lodging/102000000/101030000/101029700/101029627/f9c9aba8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Townhome, 3 Bedrooms | Property grounds](https://images.trvl-media.com/lodging/102000000/101030000/101029700/101029627/4b17ccd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Townhome, 3 Bedrooms | Living area | Smart TV](https://images.trvl-media.com/lodging/102000000/101030000/101029700/101029627/ea9eefed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Serene Stay At Terra Verde Resort By Shine Villas 111 3 Bedroom Townhouse

[](https://www.expedia.com/Orlando-Hotels-Serene-Stay-At-Terra-Verde-Resort-By-Shine-Villas-111-3-Bedroom-Townhouse.h101029627.Hotel-Information)

Kissimmee

$557 nightly

$633 total

Feb 16 - Feb 17

Total with taxes and fees

[](https://www.expedia.com/Orlando-Hotels-Serene-Stay-At-Terra-Verde-Resort-By-Shine-Villas-111-3-Bedroom-Townhouse.h101029627.Hotel-Information)

![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109470000/109462400/109462361/105bfe33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Double Room, 1 Queen Bed, Non Smoking, Private Bathroom | Hypo-allergenic bedding, free WiFi, bed sheets](https://images.trvl-media.com/lodging/110000000/109470000/109462400/109462361/c202200c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/110000000/109470000/109462400/109462361/w896h583x2y0-a0149025.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/110000000/109470000/109462400/109462361/ce873df1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Leisure Lounge

[](https://www.expedia.com/Orlando-Hotels-Leisure-Lounge.h109462361.Hotel-Information)

Solterra Resort

8.4/10

Very Good

(17 reviews)

"The room was so nice! Very clean and in tact."

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

Amber Carchelle

$108 nightly

$122 total

Feb 18 - Feb 19

Total with taxes and fees

[](https://www.expedia.com/Orlando-Hotels-Leisure-Lounge.h109462361.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)

![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)

![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)

![Lake](https://images.trvl-media.com/lodging/112000000/111410000/111401500/111401427/45eee6a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Barefoot'n Resort Kissimmee Orlando

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

Kissimmee

9.0/10

Wonderful

(202 reviews)

"Great place. Great location. "

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

Andrew

$118 nightly

$134 total

Feb 24 - Feb 25

Total with taxes and fees

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

![House | 5 bedrooms](https://images.trvl-media.com/lodging/126000000/125660000/125650100/125650010/4b5b21dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House | 5 bedrooms](https://images.trvl-media.com/lodging/126000000/125660000/125650100/125650010/c96a637a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House | 5 bedrooms](https://images.trvl-media.com/lodging/126000000/125660000/125650100/125650010/45bcd05f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House | 5 bedrooms](https://images.trvl-media.com/lodging/126000000/125660000/125650100/125650010/dee60db7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mickey s Villa - Child-friendly Game Room Pool Spa

[](https://www.expedia.com/Orlando-Hotels-Mickey-S-Villa-Child-Friendly-Game-Room-Pool-Spa.h125650010.Hotel-Information)

Kissimmee

$468 nightly

$531 total

Feb 23 - Feb 24

Total with taxes and fees

[](https://www.expedia.com/Orlando-Hotels-Mickey-S-Villa-Child-Friendly-Game-Room-Pool-Spa.h125650010.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)

![Exterior](https://images.trvl-media.com/lodging/6000000/5290000/5287800/5287768/8b6a5a9f.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)

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

### Barefoot Suites

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

Kissimmee

9.0/10

Wonderful

(1,824 reviews)

"Great place. To stay "

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

THOMAS

$89 nightly

$101 total

Mar 8 - Mar 9

Total with taxes and fees

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

![Outdoor pool](https://images.trvl-media.com/lodging/119000000/118680000/118679700/118679692/7d3a64a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Quadruple Room, 2 Double Beds, Non Smoking, Private Bathroom | Hypo-allergenic bedding, free WiFi, bed sheets](https://images.trvl-media.com/lodging/119000000/118680000/118679700/118679692/w1536h1000x0y0-3aa0d3ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/119000000/118680000/118679700/118679692/fa9c1d63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior entrance](https://images.trvl-media.com/lodging/119000000/118680000/118679700/118679692/d67d1f84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Magical Dreams

[](https://www.expedia.com/Orlando-Hotels-Magical-Dreams.h118679692.Hotel-Information)

Kissimmee

5.4/10

(16 reviews)

"Overall was a good stay . "

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

Sorina

$123 nightly

$140 total

Mar 12 - Mar 13

Total with taxes and fees

[](https://www.expedia.com/Orlando-Hotels-Magical-Dreams.h118679692.Hotel-Information)

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

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

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

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

### Elita Inn

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

Dundee

7.6/10

Good

(25 reviews)

"Very nice accommadations..friendly staff"

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

lance

$78 nightly

$88 total

Mar 16 - Mar 17

Total with taxes and fees

[](https://www.expedia.com/Elita-Inn.h122682525.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)

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

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

### Holiday Inn Club Vacations Orlando Breeze Resort by IHG

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

Davenport

9.2/10

Wonderful

(529 reviews)

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

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

Hilary

$141 nightly

$158 total

Feb 24 - Feb 25

Total with taxes and fees

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

![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)

![Outdoor pool](https://images.trvl-media.com/lodging/120000000/119230000/119223100/119223033/ba0b3e2d.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)

### Jade Manor

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

Solterra Resort

8.8/10

Excellent

(3 reviews)

"Amazing "

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

Nilda

$112 nightly

$126 total

Feb 21 - Feb 22

Total with taxes and fees

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

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

![Fitness facility](https://images.trvl-media.com/lodging/2000000/1840000/1838800/1838783/d054869d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![50-inch LCD TV with cable channels, TV, DVD player](https://images.trvl-media.com/lodging/2000000/1840000/1838800/1838783/d530de89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 restaurants, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/2000000/1840000/1838800/1838783/43ad1413.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Regal Oaks Resort Vacation Townhomes by IDILIQ

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

Kissimmee

8.4/10

Very Good

(3,063 reviews)

"Overall the stay was great. Staff were very helpful. We had some issues with the room carpet but it was taken care of as soon as I reported to the front desk. I very much recommend this place."

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

Lucia

$317 nightly

$360 total

Feb 23 - Feb 24

Total with taxes and fees

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

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

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

![Townhome, 6 Bedrooms | Interior](https://images.trvl-media.com/lodging/116000000/115330000/115325100/115325024/28e3a18f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Townhome, 6 Bedrooms | Living area | Smart TV](https://images.trvl-media.com/lodging/116000000/115330000/115325100/115325024/ba6cef23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Harmony Haven Boutique Townhome At Azzure Resort Near Disney By Shine Villas 6 Bedroom Townhouse

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

Loughman

$750 nightly

$840 total

Feb 16 - Feb 17

Total with taxes and fees

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

![Comfort House, Multiple Bedrooms, Private Pool, Lakeside | In-room dining](https://images.trvl-media.com/lodging/116000000/115470000/115464800/115464773/423e29e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Comfort House, Multiple Bedrooms, Private Pool, Lakeside | Living area](https://images.trvl-media.com/lodging/116000000/115470000/115464800/115464773/86a84730.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Comfort House, Multiple Bedrooms, Private Pool, Lakeside | Living area](https://images.trvl-media.com/lodging/116000000/115470000/115464800/115464773/d173a796.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Comfort House, Multiple Bedrooms, Private Pool, Lakeside | Private kitchen | Highchair](https://images.trvl-media.com/lodging/116000000/115470000/115464800/115464773/ed6e5ee2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### FL- 1904 Nice Ct

[](https://www.expedia.com/Orlando-Hotels-FL-1904-Nice-Ct.h115464773.Hotel-Information)

Kissimmee

$449 nightly

$510 total

Feb 16 - Feb 17

Total with taxes and fees

[](https://www.expedia.com/Orlando-Hotels-FL-1904-Nice-Ct.h115464773.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/126000000/125660000/125659200/125659106/48f430eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/126000000/125660000/125659200/125659106/474e99fc.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)

![Apartment, 1 King Bed with Sofa bed, Non Smoking, Kitchen | Park view](https://images.trvl-media.com/lodging/126000000/125660000/125659200/125659106/66076b40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

###  Adeline Apartments 15m to Parks, Pet Friendly, Free Parking by Heavenly Homes

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

Kissimmee

$216 nightly

$243 total

Feb 23 - Feb 24

Total with taxes and fees

[](https://www.expedia.com/Orlando-Hotels-Adeline-Apartments-15m-To-Parks.h125659106.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=2026-03-01&endDate=2026-03-02&regionId=7464&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## 

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## 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=2026-05-15&d1=2026-05-15&endDate=2026-05-18&d2=2026-05-18&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=2026-05-15&d1=2026-05-15&endDate=2026-05-18&d2=2026-05-18&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=2026-05-15&d1=2026-05-15&endDate=2026-05-18&d2=2026-05-18&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=2026-05-15&d1=2026-05-15&endDate=2026-05-18&d2=2026-05-18&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=2026-05-15&d1=2026-05-15&endDate=2026-05-18&d2=2026-05-18&lodging=CONDO)

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=2026-05-15&d1=2026-05-15&endDate=2026-05-18&d2=2026-05-18&lodging=CABIN)

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=2026-05-15&d1=2026-05-15&endDate=2026-05-18&d2=2026-05-18&lodging=APARTMENT)

Houseboats

[](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=2026-05-15&d1=2026-05-15&endDate=2026-05-18&d2=2026-05-18&lodging=HOUSE_BOAT)

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=2026-05-15&d1=2026-05-15&endDate=2026-05-18&d2=2026-05-18&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=2026-05-15&d1=2026-05-15&endDate=2026-05-18&d2=2026-05-18&lodging=RESIDENCE)

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## Top Winter Haven Hotel Reviews

![Westgate Towers Resort](https://images.trvl-media.com/lodging/1000000/180000/170900/170878/bd08ea58_y.jpg)

### Westgate Towers Resort

10/10 Excellent

"Nice room, easy check-in process."

[](https://expedia.com/Orlando-Hotels-Westgate-Towers-Resort.h170878.Hotel-Information)

![LEGOLAND Beach Retreat](https://images.trvl-media.com/lodging/31000000/30540000/30538000/30537958/228a563a_y.jpg)

### LEGOLAND Beach Retreat

10/10 Excellent

"Everything "

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

![Silver Lake Resort](https://images.trvl-media.com/lodging/1000000/20000/14600/14518/f53cedc1_y.jpg)

### Silver Lake Resort

10/10 Excellent

"Rooms were great. I will definitely choose this place again. "

[](https://expedia.com/Orlando-Hotels-Silver-Lake-Resort.h14518.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

"everything was nice"

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

"Great service. Good Custome service "

[](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/1000000/430000/426900/426819/410a3d83_y.jpg)

### Westgate Town Center Resort

10/10 Excellent

"Excellent room at a great price plus lots of extras on the resort property."

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

"Very clean, friendly staff "

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

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

### Margaritaville Resort Orlando

10/10 Excellent

"Our stay at the Margaritaville Resort was great. It feels like an experience from the moment you walk in to check in. The room was clean, beds were comfortable. Love that there’s a lot of restaurants and things to do nearby walking distance. The only con was the breakfast that we paid extra for. You get your breakfast at the concessions and would have preferred a regular sit in and service breakfast or buffet. Other than that a great time was had. "

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

![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

"Room was very clean and staff very helpful. We would like to recognize Constanza, Anaika, Heidymar, Viviana and Daniela for their extra efforts and above and beyond service."

[](https://expedia.com/Orlando-Hotels-Holiday-Inn-Resort-Kissimmee-By-The-Parks-By-IHG.h52821.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 $101 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

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- [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

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- [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)

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