Airbnb, Vacation Rentals in Winter Haven, FL
Compare 14,516 available lakefront holiday vacation rentals, starts from $9
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Discover the best deals from millions of vacation homes
Here at VacationHomeRents, you can easily find and compare the best vacation apartments, cabins, house boats, beach houses, and RV deals. By a simple click, we help you search among millions of listings across the top sites like Airbnb, Vrbo, Booking.com and more.
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Airbnb, Vacation rentals and hotel deals in Winter Haven, FL
2.3 (374 reviews)
OYO Hotel Dundee By Crystal Lake
Hotel · 1 Bedroom
$77 /night
3.3 (917 reviews)
Lake Roy Beach Inn
Hotel · 1 Bedroom
$98 /night
3.2 (219 reviews)
Budget Inn Winter Haven
Motel · 1 Bedroom
$91 /night
4.9 (30 reviews)
Modern HouseBoat*AceLoca*4Miles*LegoLand*
House boat · 2 Guests · 1 Bedroom
$90 /night*
4.0 (148 reviews)
Lake Ida Beach Resort
Holiday park · 1 Bedroom
$95 /night
2.8 (782 reviews)
Rodeway Inn & Suites Winter Haven Chain of Lakes
Hotel · 1 Bedroom
$80 /night
2.2 (118 reviews)
Travel Inn Winter Haven
Hotel · 1 Bedroom
$80 /night
3.7 (684 reviews)
Rodeway Inn And Suites
Motel · 1 Bedroom
$85 /night
3.4 (1718 reviews)
Howard Johnson by Wyndham Winter Haven FL
Motel · 1 Bedroom
$76 /night
Airbnb, Holiday Lakefront House with Air Conditioning in Winter Haven, FL
Air Conditioning
4.8 (34 reviews)
*3/2*GorgeousNEWLakeHome2AceLoc*4mi*LEGOLAND*1724
Holiday home · 6 Guests · 3 Bedrooms
$150 /night*
Air Conditioning
4.5 (20 reviews)
3Bed 2BATH HOME, Near LEGOLAND AND OTHER ATTRACTIONS
Holiday home · 6 Guests · 3 Bedrooms
$183 /night*
Air Conditioning
Lake House to be leased with Main house: 2042348
Holiday home · 2 Guests · 1 Bedroom
$150 /night*
Airbnb, Holiday Lakefront House with Pool in Winter Haven, FL
Pool
Amazing!!! WINTER HAVEN 2 Queen Beds fun 4 All
Holiday home · 2 Guests · 1 Bedroom
$155 /night*
Pool
4.0 (159 reviews)
Lake Ida Beach Resort
Cottage · 2 Guests · 1 Bedroom
$88 /night
Pool
5.0 (5 reviews)
Reynolds House #9 · Brand New, 3BR/2.5BA Cottage on Lake Alfred!
Holiday home · 6 Guests · 3 Bedrooms
$324 /night*
Airbnb, Vacation Rentals, Villa with Full Kitchen, and Other Rental Options in Winter Haven, FL
Full Kitchen
5.0 (22 reviews)
Spectacular waterfront at home in Winter Haven
Holiday home · 8 Guests · 4 Bedrooms
$975 /night*
Full Kitchen
5.0 (5 reviews)
Reynolds House #9 · Brand New, 3BR/2.5BA Cottage on Lake Alfred!
Holiday home · 6 Guests · 3 Bedrooms
$324 /night*
Full Kitchen
5.0 (5 reviews)
New Dock! Lakehouse Getaway with your Family and Enjoy this Spacious Home!
Holiday home · 10 Guests · 5 Bedrooms
$306 /night*
Airbnb, Vacation Rentals, Villa with Hot Tub, and Other Rental Options in Winter Haven, FL
Hot Tub
3.7 (225 reviews)
Looking for Relaxation?Near Legoland and Disney
Holiday home · 6 Guests · 3 Bedrooms
$135 /night*
Hot Tub
4.2 (39 reviews)
Lake Home with 4 Bed/4 Bath & Pool with Diving Board
Holiday home · 8 Guests · 4 Bedrooms
$285 /night*
Hot Tub
4.7 (12 reviews)
Beautiful Lake Front home with pool:30 min from Disney and Universal Studios.
Holiday home · 8 Guests · 4 Bedrooms
$350 /night*
What Are The Most Popular Amenities in Winter Haven, FL?
Trending Vacation Rental Amenities in Winter Haven, FL
Check above for the most common and the least popular rental amenities in Winter Haven, and pick the one that fits your preference easily. In Winter Haven, 6986 rentals offer Air Conditioning, 6919 rentals offer Internet or Wifi, 6880 rentals offer Pool. So, if you need Air Conditioning during your vacation, use the Air Conditioning filter to compare these properties. Two amenities that are not typical are Fireplace, Pets Friendly.
How Does The Vacation Home Rental Price Look Like in Winter Haven, FL?
Vacation Rentals Price Information in Winter Haven, FL
The graph shows the percentages of vacation homes in each price bucket. Winter Haven has the largest percentage (31.37%) of homes in $100 - $150 price range.
What Are The Most Liked Rental Accommodations in Winter Haven, FL?
Best Accommodation Types in Winter Haven, FL
In Winter Haven, 53.83% of listings are House, which is the most popular accommodation out of 19 total accommodation types. Avg price per night for House is around $218. And the most searched amenities for House accommodation is Fireplace.The least popular accommodation in Winter Haven is Hotel Suites rentals
How Many Accommodations Are Not Pets Friendly in Winter Haven, FL?
Pets Allowed vs Not Allowed in Winter Haven, FL
7.67% of vacation homes in Winter Haven are pet friendly. Make sure you select the pet friendly home filter when you are going to bring your pet(s) for the upcoming vacation.
Best Tourist Attractions in Winter Haven, FL?
Must Visit Places In Winter Haven, FL
When you have only limited times to spend in Winter Haven, we highly recommend you to visit those famous places:
- Waldo Wright's Flying Service
- LEGOLAND Florida Water Park
- LEGO Ninjago World
- Lake Shipp Park
- South Lake Howard Nature Park
- Kiwanis Park
- Martin Luther King Jr Park
- Chain of Lakes Downtown Trailhead Park
- Lake Hartridge Nature Park
- DUPLO Valley
- Rotary Park
- Lake Howard Park
- Westwood Park
- Cypress Gardens
- Winter Haven Leisure Services Administration
- Parking for City of Winter Haven Trailhead Park
- First Presbyterian of Winter Haven Memorial Garden
- Central Park
- Magnolia Park
Where Are The Good Trails in Winter Haven, FL?
Top Trails In Winter Haven, FL
Here are the trails we recommend in Winter Haven: Teco Auburndale Trail, Yellow Trail, Acorn Hammock Trail, Cypress Dome Loop Trail, Lakeland Area, Circle B Bar Preserve Trail, Gen. James A. Van Fleet State Trail, Carter Road Trail, Gator Creek Reserve Trail, Disney Wilderness Preserve Loop and Interpretive Trails.
Any RV Campgrounds in Winter Haven, FL?
Most Visited Campgrounds In Winter Haven, FL
If you love outdoors or travel with an RV, here are the campgrounds in Winter Haven: Bill Frederick Park at Turkey Lake Campground, Orlando / Kissimmee KOA, Tropical Palms RV Resort Campground, Saddle Creek Campground, O'Hara Saddle Campground, Orlando Southwest KOA, Florida Camp Inn Campground, Lake Kissimmee Campground, Hillsborough River Campground, Alafia River Campground.
Which Airports Should I Choose To Get To Winter Haven, FL?
Suggested Airports in Winter Haven, FL
* The displayed nightly rate may be estimated based on a future travel date. Narrow down your search with checkin and checkout dates to see the exact price.