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Family Friendly Holidays in Winter Garden - Holiday Lettings

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5,795 family friendly properties

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Holiday cottage rental

Winter Garden cottage

2 bedrooms • 1 bathroom • sleeps 6

from £81 / night

£564 / week

1 / 26

Home rental in Winter Garden

Winter Garden house

4 bedrooms • 2 bathrooms • sleeps 8

from £168 / night

£1,076 - £1,421 / week

1 / 6

Winter Garden holiday cottage rental

Winter Garden cottage

2 bedrooms • 1 bathroom • sleeps 4

from £59 / night

£412 / week

1 / 24

Winter Garden holiday home let

Winter Garden house

3 bedrooms • 1 bathroom • sleeps 4

from £85 / night

£593 / week

1 / 24

Holiday home in Winter Garden

Winter Garden house

2 bedrooms • 1 bathroom • sleeps 4

from £62 / night

£430 / week

1 / 24

Holiday villa with shared pool, golf nearby in Winter Garden

Winter Garden villa

3 bedrooms • 2 bathrooms • sleeps 6

from £121 / night

£952 / week

1 / 12

Holiday home in Winter Garden

Winter Garden house

3 bedrooms • 2 bathrooms • sleeps 8

from £108 / night

£754 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday villa in Kissimmee

Kissimmee villa

3 bedrooms • 2 bathrooms • sleeps 6

from £60 / night

£375 - £850 / week

1 / 36

Holiday villa rental

Davenport villa

5 bedrooms • 3 bathrooms • sleeps 11

from £138 / night

£964 / week

1 / 32

Holiday townhouse with shared pool in Davenport

Davenport townhouse

2 bedrooms • 3 bathrooms • sleeps 6

from £86 / night

£516 / week

1 / 16

Kissimmee holiday home rental

Kissimmee house

4 bedrooms • 3 bathrooms • sleeps 10

from £149 / night

£1,042 / week

1 / 100

Holiday villa with golf nearby in Davenport

Davenport villa

4 bedrooms • 3 bathrooms • sleeps 8

from £74 / night

£516 - £624 / week

1 / 21

Davenport holiday villa rental

Davenport villa

4 bedrooms • 3 bathrooms • sleeps 8

from £139 / night

£974 - £1,317 / week

1 / 27

Kissimmee holiday villa rental

Kissimmee villa

4 bedrooms • 3 bathrooms • sleeps 9

from £119 / night

£831 - £974 / week

1 / 30

Davenport holiday home rental

Davenport house

4 bedrooms • 3 bathrooms • sleeps 8

from £91 / night

£633 / week

1 / 24

Clermont holiday villa rental

Clermont villa

5 bedrooms • 4 bathrooms • sleeps 10

from £129 / night

£899 - £1,031 / week

1 / 34

Holiday townhouse in Kissimmee

Kissimmee townhouse

3 bedrooms • 3 bathrooms • sleeps 6

from £60 / night

£420 / week

1 / 14

Holiday villa with golf nearby in Kissimmee

Kissimmee villa

5 bedrooms • 7 bathrooms • sleeps 12

from £151 / night

£1,053 / week

1 / 28

Holiday villa with golf nearby in Davenport

Davenport villa

4 bedrooms • 3 bathrooms • sleeps 8

from £92 / night

£642 - £1,002 / week

1 / 12

Townhouse rental in Kissimmee

Kissimmee townhouse

3 bedrooms • 3 bathrooms • sleeps 6

from £125 / night

£775 / week

1 / 24

Kissimmee holiday townhouse rental

Kissimmee townhouse

3 bedrooms • 2 bathrooms • sleeps 6

from £69 / night

£481 / week

1 / 18

Kissimmee holiday home rental

Kissimmee house

4 bedrooms • 3 bathrooms • sleeps 8

from £149 / night

£1,002 / week

1 / 15

Holiday villa with swimming pool, golf nearby in Davenport

Davenport villa

4 bedrooms • 3 bathrooms • sleeps 9

from £173 / night

£1,205 / week

1 / 22

Holiday condo rental

Kissimmee condo

2 bedrooms • 2 bathrooms • sleeps 6

from £69 / night

£401 - £974 / week

1 / 60

Holiday villa rental

Kissimmee villa

4 bedrooms • 3 bathrooms • sleeps 8

from £122 / night

£850 / week

1 / 37

Holiday villa with swimming pool in Kissimmee

Kissimmee villa

4 bedrooms • 3 bathrooms • sleeps 10

from £136 / night

£916 / week

1 / 37

Kissimmee holiday villa rental

Kissimmee villa

4 bedrooms • 3 bathrooms • sleeps 8

from £109 / night

£762 - £1,031 / week

1 / 30

Villa rental in Kissimmee with shared pool

Kissimmee villa

4 bedrooms • 3 bathrooms • sleeps 8

from £99 / night

£689 - £1,205 / week

1 / 13

Kissimmee holiday villa rental

Kissimmee villa

5 bedrooms • 3 bathrooms • sleeps 10

from £115 / night

£802 - £916 / week

1 / 43

Davenport holiday villa accommodation

Davenport villa

4 bedrooms • 4 bathrooms • sleeps 12

from £99 / night

£690 - £915 / week

1 / 25

Holiday home in Clermont

Clermont house

5 bedrooms • 4 bathrooms • sleeps 10

from £126 / night

£882 - £1,592 / week

1 / 41

Villa rental in Kissimmee

Kissimmee villa

3 bedrooms • 2 bathrooms • sleeps 6

from £126 / night

£882 / week

1 / 16

Clermont holiday villa rental

Clermont villa

4 bedrooms • 2 bathrooms • sleeps 8

from £109 / night

£762 / week

1 / 46

Holiday bungalow with swimming pool, golf nearby in Kissimmee

Kissimmee bungalow

4 bedrooms • 4 bathrooms • sleeps 8

from £170 / night

£1,184 / week

1 / 33

Holiday villa in Orlando

Orlando villa

5 bedrooms • 4 bathrooms • sleeps 10

from £121 / night

£801 / week

1 / 25

Holiday townhouse in Davenport

Davenport townhouse

4 bedrooms • 3 bathrooms • sleeps 8

from £81 / night

£561 - £834 / week

1 / 12

Holiday villa rental

Kissimmee villa

4 bedrooms • 2 bathrooms • sleeps 8

from £86 / night

£602 / week

1 / 12

Davenport holiday villa rental

Davenport villa

6 bedrooms • 4 bathrooms • sleeps 14

from £259 / night

£1,808 / week

1 / 28

Holiday villa in Kissimmee

Kissimmee villa

4 bedrooms • 3 bathrooms • sleeps 8

from £121 / night

£844 - £1,224 / week

1 / 29

Kissimmee holiday villa rental

Kissimmee villa

4 bedrooms • 3 bathrooms • sleeps 8

from £121 / night

£844 - £1,224 / week

1 / 31

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