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Holiday Lettings
> North America
> United States
> Florida
> Central Florida
> Apartments and houses in Winter Garden

Holiday homes - Holiday rentals

Price per night

£1 £750 -

Bedrooms

Property rating (out of 5)
  • 5
  • 4 and above
  • 3 and above
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Filtered properties are rated either by Tripadvisor Vacation Rentals users, or by Vrbo users. Both rating systems are separate, and are depicted differently as shown in the key above. Tripadvisor performs checks on its reviews. Holiday Lettings and companies under Tripadvisor Group do not check Vrbo reviews.
Property type
  • Apartment (1)
  • Villa (6)
  • House (5)
  • Townhouse (2)
  • Condo (18)

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32 Holiday homes

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Children's pool

Great rentals within 20 miles that match your search

Villa rental in Orlando with shared pool

Orlando villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £238 / night

£1,661 / week

1 / 6

Great rentals within 20 miles that match your search

Holiday condo with shared pool in Kissimmee

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £236 / night

£1,653 / week

1 / 4

Great rentals within 20 miles that match your search

Holiday townhouse in Kissimmee

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from £165 / night

£1,063 / week

1 / 34

Great rentals within 20 miles that match your search

Holiday home letting

Four Corners house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £71 / night

£499 - £1,393 / week

1 / 34

Great rentals within 20 miles that match your search

Holiday villa in Four Corners

Four Corners villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 9

from £920 / night

£6,439 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday villa in Four Corners

Four Corners villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from £920 / night

£6,439 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday home in Four Corners

Four Corners house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6
2 reviews

from £104 / night

£727 - £1,891 / week

1 / 37

Great rentals within 20 miles that match your search

Holiday apartment with shared pool, golf nearby in Kissimmee

Kissimmee apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

from £111 / night

£653 / week

1 / 49

Great rentals within 20 miles that match your search

Holiday condo with shared pool in Kissimmee

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £158 / night

£1,103 / week

1 / 16

Great rentals within 20 miles that match your search

Condo rental in Four Corners with shared pool, golf nearby

Four Corners condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £178 / night

£1,243 / week

1 / 29

Great rentals within 20 miles that match your search

Condo letting in Four Corners with shared pool, golf nearby

Four Corners condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £284 / night

£1,983 / week

1 / 29

Great rentals within 20 miles that match your search

Condo rental in Four Corners with shared pool, golf nearby

Four Corners condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £230 / night

£1,610 / week

1 / 29

Great rentals within 20 miles that match your search

Holiday condo in Four Corners

Four Corners condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

from £120 / night

£837 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday condo in Four Corners

Four Corners condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

from £120 / night

£837 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday condo in Four Corners

Four Corners condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

from £120 / night

£837 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday condo with golf nearby in Four Corners

Four Corners condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £60 / night

£419 / week

1 / 8

Great rentals within 20 miles that match your search

Holiday condo with golf nearby in Four Corners

Four Corners condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £60 / night

£419 / week

1 / 8

Great rentals within 20 miles that match your search

Four Corners holiday condo rental

Four Corners condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £60 / night

£419 / week

1 / 8

Great rentals within 20 miles that match your search

Holiday condo in Four Corners

Four Corners condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £73 / night

£509 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday condo in Four Corners

Four Corners condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £65 / night

£451 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday condo rental

Four Corners condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £88 / night

£612 / week

1 / 11

Great rentals within 20 miles that match your search

Holiday condo rental

Four Corners condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £88 / night

£612 / week

1 / 11

Great rentals within 20 miles that match your search

Holiday condo in Four Corners

Four Corners condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £82 / night

£573 / week

1 / 11

Great rentals within 20 miles that match your search

Villa rental in Kissimmee with swimming pool

Kissimmee villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

from £213 / night

£1,489 / week

1 / 48

Great rentals within 20 miles that match your search

Four Corners holiday condo rental

Four Corners condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £65 / night

£451 / week

1 / 9

Great rentals within 20 miles that match your search

Holiday condo letting

Four Corners condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £73 / night

£509 / week

1 / 9

Great rentals within 20 miles that match your search

Kissimmee holiday townhouse rental

Kissimmee townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £303 / night

£1,839 / week

1 / 5

Great rentals within 20 miles that match your search

Holiday villa with shared pool, golf nearby in Orlando

Orlando villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8
1 review

from £171 / night

£1,144 / week

1 / 16

Great rentals within 20 miles that match your search

Home rental in Orlando with golf nearby

Orlando house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12
5 reviews

from £124 / night

£1,287 / week

1 / 55

Great rentals within 20 miles that match your search

Kissimmee holiday home rental

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10
2 reviews

from £230 / night

£1,195 / week

1 / 4

Great rentals within 20 miles that match your search

Kissimmee holiday home rental

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8
34 reviews

from £203 / night

£1,416 - £1,577 / week

1 / 51

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Clermont

Clermont villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £124 / night

£863 / week

1 / 78

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