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Wireless Internet
Air conditioning
Swimming pool
Private pool

Heated pool
Private indoor pool
Washing machine
Garden
Internet access
DVD player
Grill
Private tennis court
Cot available
High chair
Sea view
Safe
Dishwasher
Satellite TV
Children's pool
Clothes dryer
Games room
Pool or snooker table
Table tennis
Shared indoor pool
Private outdoor pool (unheated)
Private outdoor pool (heated)
Shared outdoor pool (unheated)
Shared outdoor pool (heated)
Cribs
Ceiling Fans
Fax machine
Swing set or jungle gym
Video player
Fridge
TV
Central heating
Stereo system
Kettle
Toaster
Iron
Hair dryer
Stove
Freezer
Boat available
Microwave
Linen provided
Towels provided
Bicycles available
Climbing frame
Trampoline
Private fishing lake or river
Staffed property
Housekeeping Included

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Pets
Pets allowed
Parking
Car not required

Children under 5
Smoking allowed
Non-Smoking property
Smoking - Ask
Wheelchair adapted
Wheelchair accessible
Secure parking

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Beach or lakeside relaxation
City breaks
Skiing – property near ski resort
Walking trips

Tennis in town
Nightlife
Water sports
Horse riding
Fishing
Cycling trips
Golf course on site or within 15 min walk
Waterfront
Beach or lakeside relaxation
Golf within 30mins drive
Lakefront

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1,926 apartment rentals

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Lake Idylwild Delight: Waterfront Lakehouse, Private Dock, Tiki Bar, Kid's Jungl

Winter Haven house

3 bedrooms
2 bathrooms

sleeps 7

Responds fast! avg. 6 minutes

Price per night from

$215

Lakefront Luxury: Boat Dock, Pet-Friendly, Close to LegoLand, Perfect for Family

Winter Haven house

5 bedrooms
3 bathrooms

sleeps 11

Responds fast! avg. 6 minutes

Price per night from

$310

Lakefront Luxury: Boat Dock, Pet-Friendly, Close to LegoLand, Perfect for Family

Winter Haven house

3 bedrooms
2 bathrooms

sleeps 7

Responds fast! avg. 6 minutes

Price per night from

$217

Cozy 1 BR Apt on Lake Howard with Lanai Patio, Dock & Kayaks

Winter Haven apartment

1 bedroom
1 bathroom

sleeps 4

Responds fast! avg. 6 minutes

Price per night from

$129

Mints to Legoland

Winter Haven house

4 bedrooms
2 bathrooms

sleeps 10

Price per night from

$166

Great rentals within 20 miles that match your search

Grand Luxury 4BD Pool Home* Disney & Universal

Loughman house

4 bedrooms
4 bathrooms

sleeps 10

Price per night from

$154

Luxurious 5 Bedroom w/ Pool Close to Disney 9017 *ChampionsGateResort

Davenport house

5 bedrooms
4 bathrooms

sleeps 14

Price per night from

$158

Westhaven Resort 24 - Stylish villa with secluded pool nr Disney

Davenport house

4 bedrooms
3 bathrooms

sleeps 10

Price per night from

$185

Gorgeous home with Private Pool at SOLTERRA 5521

Davenport villa

5 bedrooms
4 bathrooms

sleeps 12

Price per night from

$202

Solterra Resort 353

Davenport house

6 bedrooms
6 bathrooms

sleeps 16

Price per night from

$347

2300sq ft, Luxury 5 Bed, 4 Bath Villa w/Pool, 15 mins to the Disney Gates!

Four Corners house

5 bedrooms
4 bathrooms

sleeps 10

Price per night from

$218

6Br 6Ba Luxury Villa is Perfect for Your Vacation!

Four Corners house

6 bedrooms
6 bathrooms

sleeps 16

Price per night from

$285

AMAZING VACATION VILLA PrivatePool, MovieTheater, GameRoom Flex Cancelations

ChampionsGate villa

8 bedrooms
5 bathrooms

sleeps 18

Price per night from

$372

W002: 6 Bed, Minions, Iron Man, 3rd Floor Suite

Reunion house

6 bedrooms
7 bathrooms

sleeps 16

Price per night from

$531

W318: 9 Bed, Avengers, Aladdin, Superhero Arcade

Reunion house

9 bedrooms
10 bathrooms

sleeps 24

Price per night from

$1,250

W261: 10 Bed, Rapunzel, Jurassic Park, Avatar, Sports Arcade

Reunion house

10 bedrooms
13 bathrooms

sleeps 26

Price per night from

$1,218

ST004V: 10 Bed, Frozen, SpongeBob

Loughman house

10 bedrooms
12 bathrooms

sleeps 26

Price per night from

$525

ST007V: 10 Bed, Princesses, Star Wars

Loughman house

10 bedrooms
12 bathrooms

sleeps 26

Price per night from

$539

ST005V: 10 Bed, Avengers, Toy Story

Loughman house

10 bedrooms
12 bathrooms

sleeps 26

Price per night from

$537

ST010V: 10 Bed, Spiderman, Fashionista

Loughman house

10 bedrooms
12 bathrooms

sleeps 26

Price per night from

$546

ST009V: 10 Bed, Toy Room, Basketball

Loughman house

10 bedrooms
12 bathrooms

sleeps 26

Price per night from

$532

ST013V: 10 Bed, Princesses, Harry Potter

Loughman house

10 bedrooms
12 bathrooms

sleeps 26

Price per night from

$532

ST014V: 10 Bed, Moana, Star Wars

Loughman house

10 bedrooms
12 bathrooms

sleeps 26

Price per night from

$538

ST006V: 10 Bed, Star Wars, Lego

Loughman house

10 bedrooms
12 bathrooms

sleeps 26

Price per night from

$527

ST017V: 10 Bed, Star Wars, Disney Princesses

Loughman house

10 bedrooms
12 bathrooms

sleeps 26

Price per night from

$536

ST016V: 10 Bed, Treehouse, Harry Potter

Loughman house

10 bedrooms
12 bathrooms

sleeps 26

Price per night from

$544

ST011V: 10 Bed, Dinosaurs Fun, Toy Train

Loughman house

10 bedrooms
12 bathrooms

sleeps 26

Price per night from

$362

ST012V: 10 Bed, Dinosaurs, Minions

Loughman house

10 bedrooms
12 bathrooms

sleeps 26

Price per night from

$363

ST008V: 10 Bed, Pandora, Mickey Mouse

Loughman house

10 bedrooms
12 bathrooms

sleeps 26

Price per night from

$358

ST015V: 10 Bed, Star Wars, Finding Nemo

Loughman house

10 bedrooms
12 bathrooms

sleeps 26

Price per night from

$368

W003: 6 Bed, Princess, Minions, Star Wars Arcade

Reunion house

6 bedrooms
6 bathrooms

sleeps 16

Price per night from

$503

28 Room DisneyMansionEstate Golf Pickleball 22King

Four Corners house

22 bedrooms
11 bathrooms

sleeps 48

Price per night from

$1,682

Quiet and Cozy Cottage Near Downtown with Easy Access to Anywhere

Lakeland house

2 bedrooms
2 bathrooms

sleeps 4

Price per night from

$125

magical villa on Reunion

Reunion house

6 bedrooms
5 bathrooms

sleeps 12

Responds fast! avg. 38 minutes

Price per night from

$359

HOUSE OF YOUR DREAMS

ChampionsGate house

5 bedrooms
3 bathrooms

sleeps 10

Price per night from

$228

3 Bedroom Budget Home with Private Pool

ChampionsGate villa

3 bedrooms
2 bathrooms

sleeps 6

Price per night from

$159

5 Bedroom Budget Home with Private Pool

ChampionsGate villa

5 bedrooms
3 bathrooms

sleeps 10

Price per night from

$195

4 Bedroom Executive Pool Home with Games Room

ChampionsGate villa

4 bedrooms
3 bathrooms

sleeps 8

Price per night from

$208

Viewing 38 of 1,926
rentals in Winter Haven

About Winter Haven

Whether you're in Winter Haven because of the kids (hello, Legoland!) or flying solo, there is something for everyone in this city! Why not visit FlipKey for the perfect Winter Haven vacation rental that you can relax in when you're done exploring?

About Winter Haven

The earliest people known to what is now Winter Haven were the Timucua and the Calusa. In the 1860s, the first settlers came to Winter Haven and it wasn't named Winter Haven until 1885 by P.D. Eycleshimer.

Winter Haven has a myriad of interconnected lakes. Started in 1915 and completed by the early 1920s, be sure to check out the Chain of Lakes!

Winter Haven has a long history which you can find out about at the Museum of Winter Haven.

The second largest city in Polk County, Winter Haven is home to a variety of cultural experiences. Located between Tampa and Orlando, there is plenty to do in this fabulous city!

Whether you want to discover your inner water baby by checking out the watersports Winter Haven has to offer, or you'd rather just relax and enjoy the eclectic food scene, Winter Haven is for everybody!

What to do

Why not start your day off by exploring Downtown Winter Haven? Full of great shops and restaurants, you will really get a feel of Winter Haven here!

When you're done exploring, head on over to The Chain of Lakes so you can take part in a spot of fishing. Too boring? Then there are many watersports you can enjoy, such as jet skiing, water tubing, and boating.

Make sure to check out the fountain in Central Park, which changes its colors during holidays!

Winter Haven holds many events throughout the year. Enjoy local musicians at Pickin in the Park held the first Friday of the month.

Check out the local produce at the Farmer's Market, which is held every Thursday 8 am - 5 pm.

Last but not least, be sure to check out Legoland which is the second-largest Legoland in the world. The kids will be sure to enjoy it!

Top Winter Haven travel tips

Winter Haven enjoys a mild climate throughout most of the year, so you can mostly get away with a light sweater. Be aware of the occasional shower during the summer months, though!

You'll be able to get to Winter Haven quite easily from Orlando. Orlando International Airport is only 45 minutes away. You can also access Winter Haven via Tampa International Airport. However, this is slightly further away.

You can easily get around Winter Haven by bus using the two bus services on offer: Winter Haven Area Transit and Citrus connection.

Winter Haven is the perfect vacation spot as there are so many things to do! Whether you're an art lover or a watersports enthusiast, Winter Haven doesn't turn anybody away. Find the perfect Winter Haven vacation rental FlipKey!

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Vacation Rentals & Apartment Rentals in Winter Haven

Per night

1,926 apartment rentals

Viewing 38 of 1,926rentals in Winter Haven

About Winter Haven

Also consider

Viewing 38 of 1,926
rentals in Winter Haven