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5 Best Winter Garden Apartments on Holiday Lettings - Vacation rentals

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7,828 Vacation rentals

Winter Garden Vacation home rental

Winter Garden house

3 bedrooms • 2 bathrooms • sleeps 6

3 reviews

from $97 / night

$674 - $793 / week

1 / 25

Home rental in Winter Garden

Winter Garden house

4 bedrooms • 2 bathrooms • sleeps 8

from $224 / night

$1,432 - $2,611 / week

1 / 6

Winter Garden Vacation home rental

Winter Garden house

3 bedrooms • 1 bathroom • sleeps 6

from $114 / night

$794 / week

1 / 24

Vacation cottage rental

Winter Garden cottage

2 bedrooms • 1 bathroom • sleeps 6

from $126 / night

$882 / week

1 / 26

Vacation home in Winter Garden

Winter Garden house

2 bedrooms • 1 bathroom • sleeps 4

from $86 / night

$602 / week

1 / 24

Vacation villa with shared pool, golf nearby in Winter Garden

Winter Garden villa

3 bedrooms • 2 bathrooms • sleeps 6

1 review

from $161 / night

$1,260 / week

1 / 12

Winter Garden Vacation cottage rental

Winter Garden cottage

2 bedrooms • 1 bathroom • sleeps 4

from $81 / night

$561 / week

1 / 24

Vacation home in Winter Garden

Winter Garden house

3 bedrooms • 2 bathrooms • sleeps 8

from $144 / night

$1,002 / week

1 / 22

Great rentals within 20 miles that match your search

Home rental in Orlando with shared pool

Orlando house

2 bedrooms • 2 bathrooms • sleeps 6

from $328 / night

$2,290 / week

1 / 7

Four Corners Vacation apartment rental

Four Corners apartment

3 bedrooms • 3 bathrooms • sleeps 10

from $311 / night

$2,176 / week

1 / 9

Vacation hotel apartment with shared pool in Orlando

Orlando hotel apartment

2 bedrooms • 2 bathrooms • sleeps 5

from $262 / night

$1,832 / week

1 / 7

Orlando Vacation apartment rental

Orlando apartment

1 bedroom • 1 bathroom • sleeps 4

from $193 / night

$1,350 / week

1 / 16

Clermont Vacation villa rental

Clermont villa

3 bedrooms • 2 bathrooms • sleeps 6

from $140 / night

$980 / week

1 / 26

Orlando Vacation condo rental

Orlando condo

2 bedrooms • 2 bathrooms • sleeps 6

from $287 / night

$2,004 / week

1 / 4

Vacation villa in Kissimmee

Kissimmee villa

2 bedrooms • 2 bathrooms • sleeps 6

from $328 / night

$2,290 / week

1 / 7

Vacation condo in Kissimmee

Kissimmee condo

2 bedrooms • 2 bathrooms • sleeps 6

from $321 / night

$2,245 / week

1 / 8

Orlando Vacation condo rental

Orlando condo

1 bedroom • 1 bathroom • sleeps 4

from $229 / night

$1,603 / week

1 / 32

Orlando Vacation villa rental

Orlando villa

1 bedroom • 1 bathroom • sleeps 4

from $198 / night

$1,144 - $1,609 / week

1 / 6

Orlando Vacation home rental

Orlando house

1 bedroom • 1 bathroom • sleeps 4

from $200 / night

$1,397 / week

1 / 9

Orlando Vacation villa rental

Orlando villa

1 bedroom • 1 bathroom • sleeps 4

from $319 / night

$2,233 / week

1 / 4

Home rental in Orlando

Orlando house

2 bedrooms • 2 bathrooms • sleeps 6

from $114 / night

$754 / week

1 / 10

Kissimmee Vacation apartment rental

Kissimmee apartment

1 bedroom • 1 bathroom • sleeps 4

from $182 / night

$1,275 / week

1 / 45

Vacation apartment in Orlando

Orlando apartment

2 bedrooms • 1 bathroom • sleeps 4

from $373 / night

$2,605 / week

1 / 7

Vacation hotel apartment rental

Orlando hotel apartment

2 bedrooms • 2 bathrooms • sleeps 8

from $287 / night

$1,832 / week

1 / 11

Orlando Vacation apartment accommodation

Orlando apartment

• 1 bathroom • sleeps 4

from $228 / night

$1,603 / week

1 / 8

Vacation villa rental

Kissimmee villa

5 bedrooms • 4 bathrooms • sleeps 10

from $229 / night

$1,603 / week

1 / 24

Villa rental in Celebration with shared pool, golf nearby

Celebration villa

1 bedroom • 1 bathroom • sleeps 4

from $138 / night

$802 / week

1 / 6

Vacation condo in Kissimmee

Kissimmee condo

2 bedrooms • 2 bathrooms • sleeps 8

from $242 / night

$1,689 / week

1 / 14

Vacation home in Orlando

Orlando house

2 bedrooms • 3 bathrooms • sleeps 4

from $360 / night

$2,519 / week

1 / 11

Vacation apartment in Kissimmee

Kissimmee apartment

2 bedrooms • 2 bathrooms • sleeps 8

from $164 / night

$1,145 / week

1 / 7

Vacation home with golf nearby in Orlando

Orlando house

2 bedrooms • 2 bathrooms • sleeps 6

from $344 / night

$2,405 / week

1 / 8

Vacation condo rental

Orlando condo

3 bedrooms • 2 bathrooms • sleeps 12

from $491 / night

$3,435 / week

1 / 7

Kissimmee Vacation apartment rental

Kissimmee apartment

1 bedroom • 1 bathroom • sleeps 4

from $431 / night

$2,915 / week

1 / 6

Hotel apartment rental in Kissimmee with golf nearby

Kissimmee hotel apartment

1 bedroom • 1 bathroom • sleeps 4

from $201 / night

$1,374 / week

1 / 11

Orlando Vacation apartment accommodation

Orlando apartment

1 bedroom • 1 bathroom • sleeps 4

from $247 / night

$1,728 / week

1 / 16

Vacation condo in Kissimmee

Kissimmee condo

1 bedroom • 1 bathroom • sleeps 4

from $203 / night

$1,419 / week

1 / 6

Home rental in Orlando

Orlando house

1 bedroom • 1 bathroom • sleeps 4

from $148 / night

$1,031 / week

1 / 4

Vacation villa with shared pool in Orlando

Orlando villa

1 bedroom • 1 bathroom • sleeps 4

from $458 / night

$3,206 / week

1 / 4