Winter Haven, FL, USA Vacation Rentals

Need help finding the right place?

Beta

Tell our AI assistant what you need. Get rentals that fit your trip, help you book more confidently, with potential savings.

May not work with Brazil or Indonesia numbers right now.

Chat on WhatsApp

United States Florida Four Corners vacation rental compare prices direct by owner 23613168

12BR villa w/ theater, pool & game rooms

4.9 (63)

12 Bedrooms • 16 Guests

$540 avg/night

United States Florida Kissimmee vacation rental compare prices direct by owner 32322145

Spacious 12BR w/ private pool, arcade & theater

4.8 (41)

12 Bedrooms • 32 Guests

$1,085 avg/night

United States Florida Davenport vacation rental compare prices direct by owner 28716804

Pool, Game & Themed Room! 5BR Resort Home near WDW

4.8 (114)

5 Bedrooms • 10 Guests

$392 avg/night

United States Florida Davenport vacation rental compare prices direct by owner 819066

Your Disney Base • Private Pool, Spa & Family Fun

4.8 (72)

6 Bedrooms • 13 Guests

$272 avg/night

United States Florida Davenport vacation rental compare prices direct by owner 33547680

Group villa w/ tiki bar, theater & arcade games

4.8 (60)

15 Bedrooms • 16 Guests

$628 avg/night

ShakaCodedata

Curious how HiChee gets its data?

ShakaCode scrapes. So you don't have to.

Delegate all scraping burden to us. Get the data you need. Focus on your primary goals.

Learn More

United States Florida Kissimmee vacation rental compare prices direct by owner 33143132

Games Room | Pool | Golf Course Views | 1305

5.0 (6)

5 Bedrooms • 10 Guests

Available on

United States Florida Kissimmee vacation rental compare prices direct by owner 33581841

Townhome with Screened Patio & Close to Pool |1308

5.0 (2)

3 Bedrooms • 6 Guests

$211 avg/night

United States Florida Kissimmee vacation rental compare prices direct by owner 33583087

Townhome with Screened Patio & Games Area | 1309

5.0 (2)

3 Bedrooms • 6 Guests

Available on

United States Florida Kissimmee vacation rental compare prices direct by owner 33590198

WOW Kids Bedrooms |Games Floor |Theater Room |1318

5.0 (2)

10 Bedrooms • 20 Guests

Available on

United States Florida Kissimmee vacation rental compare prices direct by owner 33597485

Theater | Games Area | Kids Bedrooms | Pool | 1324

5.0 (2)

8 Bedrooms • 16 Guests

$773 avg/night

United States Florida Kissimmee vacation rental compare prices direct by owner 40746393

Theater Room | Games Area | Private Pool | 1322

5.0 (1)

5 Bedrooms • 10 Guests

Available on

United States Florida Reunion vacation rental compare prices direct by owner 40855139

Theater, Game Rooms | Kids Bedrooms | Pool | 365

5.0 (1)

9 Bedrooms • 23 Guests

Available on

United States Florida Kissimmee vacation rental compare prices direct by owner 40855142

1st Floor Condo with Patio, Near Attractions | 125

5.0 (1)

3 Bedrooms • 10 Guests

Available on

United States Florida Davenport vacation rental compare prices direct by owner 40845225

Group escape w/ pool, spa & retro theater

4.9 (13)

13 Bedrooms • 34 Guests

$1,055 avg/night

United States Florida Davenport vacation rental compare prices direct by owner 40842111

Spacious stay w/ pool, theater & resort access

4.9 (14)

14 Bedrooms • 34 Guests

$1,162 avg/night

United States Florida Davenport vacation rental compare prices direct by owner 29180864

Expansive Pool Villa Near Disney | Posner Park

4.8 (5)

4 Bedrooms • 8 Guests

$330 avg/night

United States Florida Davenport vacation rental compare prices direct by owner 40788053

Themed villa w/ pool, theater & arcade

4.8 (5)

14 Bedrooms • 43 Guests

$889 avg/night

United States Florida Davenport vacation rental compare prices direct by owner 40842105

Villa w/ private pool, hot tub & resort access

4.8 (5)

15 Bedrooms • 41 Guests

$1,191 avg/night

United States Florida Davenport vacation rental compare prices direct by owner 1805162

Close to Disney: Lake Views & South-Facing Pool

4.8 (33)

5 Bedrooms • 10 Guests

$296 avg/night

United States Florida Davenport vacation rental compare prices direct by owner 27183055

Stylish Condo w/Pool in Tuscana Resort | Balcony

4.8 (9)

3 Bedrooms • 8 Guests

$129 avg/night

United States Florida Kissimmee vacation rental compare prices direct by owner 33475559

5BR Home w/ Game & Themed Rooms at Champions Gate

4.8 (111)

5 Bedrooms • 12 Guests

$424 avg/night

United States Florida Davenport vacation rental compare prices direct by owner 407846

CP121CPB - 4 beds - game room

4.8 (81)

4 Bedrooms • 8 Guests

$115 avg/night

United States Florida Davenport vacation rental compare prices direct by owner 11667579

Spacious retreat w/ theater, arcade & pool

4.7 (77)

13 Bedrooms • 35 Guests

$1,192 avg/night

United States Florida Davenport vacation rental compare prices direct by owner 413139

CP453TC - 4 Bedrms Game Room Private Pool

4.7 (62)

4 Bedrooms • 8 Guests

$105 avg/night

United States Florida Davenport vacation rental compare prices direct by owner 33010207

Solterra villa w/ pool, arcades & home theater

4.7 (55)

14 Bedrooms • 36 Guests

$1,507 avg/night

1 2 3 4 5

Compare Airbnb vs. Booking.com vs. Vrbo prices for vacation rentals in Winter Haven, FL, USA

Check it before you book it! ™