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Winter Haven Vacation Rentals
1-24 of 300+ rentals

The Luxury Lakehouse

$326 avg / night (excludes fees and taxes)
Winter Haven, FL
4.59 (17)
3 Bedrooms | 3 Bath | Sleeps 7

The Par-fect Getaway

$176 avg / night (excludes fees and taxes)
Haines City, FL
4.37 (19)
3 Bedrooms | 2 Bath | Sleeps 6

Blue Sweet Haven

$216 avg / night (excludes fees and taxes)
Haines City, FL
5.0 (10)
4 Bedrooms | 3 Bath | Sleeps 8

Tower Lake Hideaway

$209 avg / night (excludes fees and taxes)
Haines City, FL
4.45 (20)
4 Bedrooms | 3 Bath | Sleeps 8

Magic in Haines

$350 avg / night (excludes fees and taxes)
Haines City, FL
4.4 (5)
4 Bedrooms | 3 Bath | Sleeps 8

Enchanted Retreat

$197 avg / night (excludes fees and taxes)
NEW!
Haines City, FL
4 Bedrooms | 3 Bath | Sleeps 10

SunDrop Sanctuary

$148 avg / night (excludes fees and taxes)
NEW!
Davenport, FL
2 Bedrooms | 2 Bath | Sleeps 6

Bahama Bay Resort 24207

$186 avg / night (excludes fees and taxes)
Davenport, FL
4.67 (3)
3 Bedrooms | 2 Bath | Sleeps 6

Once Upon a Stay

$537 avg / night (excludes fees and taxes)
NEW!
Davenport, FL
8 Bedrooms | 6.5 Bath | Sleeps 18

Perfect Memories in Davenport

$184 avg / night (excludes fees and taxes)
Davenport, FL
4.5 (4)
4 Bedrooms | 3.5 Bath | Sleeps 8

ChampionsGate Estate - Champions Gate

$282 avg / night (excludes fees and taxes)
Davenport, FL
3.62 (26)
5 Bedrooms | 5 Bath | Sleeps 14

Luxurious Haven - Windsor Island Resort

$308 avg / night (excludes fees and taxes)
Davenport, FL
4.91 (11)
5 Bedrooms | 5.5 Bath | Sleeps 10

Gathering Under the Palms

$113 avg / night (excludes fees and taxes)
Davenport, FL
4.36 (14)
3 Bedrooms | 3 Bath | Sleeps 9

Windsor Island Wonder

$283 avg / night (excludes fees and taxes)
Davenport, FL
4.65 (37)
5 Bedrooms | 4.5 Bath | Sleeps 12

Bahama Bay Resort 14107

$165 avg / night (excludes fees and taxes)
Davenport, FL
4.8 (15)
2 Bedrooms | 2 Bath | Sleeps 6

Bahama Bay Resort 20901

$240 avg / night (excludes fees and taxes)
Davenport, FL
4.92 (13)
2 Bedrooms | 2 Bath | Sleeps 4

The Marble Sanctuary

$293 avg / night (excludes fees and taxes)
Davenport, FL
3.92 (12)
5 Bedrooms | 4.5 Bath | Sleeps 12

Artist's Escape - Champions Gate

$308 avg / night (excludes fees and taxes)
Davenport, FL
4.52 (63)
5 Bedrooms | 5 Bath | Sleeps 15

Windsor Island Retreat

$300 avg / night (excludes fees and taxes)
Davenport, FL
4.47 (17)
5 Bedrooms | 5.5 Bath | Sleeps 14

Dooger's Hideaway - Solterra

$357 avg / night (excludes fees and taxes)
Davenport, FL
4.21 (62)
6 Bedrooms | 5.5 Bath | Sleeps 12

Bahama Bay Resort 36202

$180 avg / night (excludes fees and taxes)
NEW!
Davenport, FL
5.0 (2)
3 Bedrooms | 2 Bath | Sleeps 8

Delightful Retreat

$535 avg / night (excludes fees and taxes)
Davenport, FL
4.84 (32)
9 Bedrooms | 6 Bath | Sleeps 18

5BD Davenport Spacious Family Retreat

$203 avg / night (excludes fees and taxes)
Davenport, FL
4.09 (22)
5 Bedrooms | 3 Bath | Sleeps 12

Davenport Darling in Windsor Island

$390 avg / night (excludes fees and taxes)
Davenport, FL
4.93 (55)
6 Bedrooms | 4.5 Bath | Sleeps 12
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