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Holiday Lettings
> North America
> United States
> Florida
> Central Florida
> Kissimmee
> Villas and Condos in Crestwynd Bay

Holiday Rentals in Crestwynd Bay - Holiday Lettings - Villas

Price per night

£1 £750 -

Bedrooms

Property rating (out of 5)
  • 5
  • 4 and above
  • 3 and above
Tripadvisor rating Vrbo rating
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 (8)
  • Villa (62)
  • House (47)
  • Townhouse (15)
  • Condo (48)

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180 Holiday homes

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Heated pool
Under 5s

Great rentals within 20 miles that match your search

Kissimmee holiday villa rental

Kissimmee villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £275 / night

£1,920 - £2,144 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday home with shared pool in Four Corners

Four Corners house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 13
1 review

from £165 / night

£1,150 / week

1 / 38

Great rentals within 20 miles that match your search

Holiday home in Four Corners

Four Corners house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £229 / night

£1,600 / week

1 / 31

Great rentals within 20 miles that match your search

Four Corners holiday home rental

Four Corners house

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 13
1 review

from £192 / night

£1,344 / week

1 / 57

Great rentals within 20 miles that match your search

Holiday home in Kissimmee

Kissimmee house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 16

from £435 / night

£3,040 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday villa in Four Corners

Four Corners villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

from £182 / night

£1,274 / week

1 / 64

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Kissimmee

Kissimmee apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

from £229 / night

£1,599 / week

1 / 4

Great rentals within 20 miles that match your search

Holiday villa in Kissimmee

Kissimmee villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from £366 / night

£2,560 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday villa in Kissimmee

Kissimmee villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 11

from £224 / night

£1,568 / week

1 / 20

Great rentals within 20 miles that match your search

Reunion holiday townhouse rental

Reunion townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £138 / night

£960 / week

1 / 19

Great rentals within 20 miles that match your search

Apartment rental in Kissimmee

Kissimmee apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £137 / night

£954 / week

1 / 16

Great rentals within 20 miles that match your search

Kissimmee holiday home rental

Kissimmee house

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 20
4 reviews

from £563 / night

£3,940 / week

1 / 100

Great rentals within 20 miles that match your search

Holiday condo in Kissimmee

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4
3 reviews

from £92 / night

£640 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday villa rental

Kissimmee villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12
2 reviews

from £197 / night

£1,737 - £1,865 / week

1 / 33

Great rentals within 20 miles that match your search

Villa rental in Kissimmee with swimming pool

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12
4 reviews

from £343 / night

£2,400 / week

1 / 56

Great rentals within 20 miles that match your search

Kissimmee holiday villa rental

Kissimmee villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6
1 review

from £197 / night

£1,378 / week

1 / 16

Great rentals within 20 miles that match your search

Four Corners holiday villa rental

Four Corners villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

from £914 / night

£6,394 / week

1 / 42

Great rentals within 20 miles that match your search

Holiday villa in Four Corners

Four Corners villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

from £914 / night

£6,394 / week

1 / 40

Great rentals within 20 miles that match your search

Villa rental in Four Corners

Four Corners villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

from £914 / night

£6,394 / week

1 / 41

Great rentals within 20 miles that match your search

Holiday villa in Four Corners

Four Corners villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

from £914 / night

£6,394 / week

1 / 46

Great rentals within 20 miles that match your search

Holiday condo in Kissimmee

Kissimmee condo

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 16

from £281 / night

£1,966 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday villa in Four Corners

Four Corners villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from £914 / night

£6,394 / week

1 / 39

Great rentals within 20 miles that match your search

Holiday villa in Four Corners

Four Corners villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from £914 / night

£6,394 / week

1 / 39

Great rentals within 20 miles that match your search

Holiday villa in Four Corners

Four Corners villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from £914 / night

£6,394 / week

1 / 44

Great rentals within 20 miles that match your search

Holiday villa in Four Corners

Four Corners villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from £914 / night

£6,394 / week

1 / 42

Great rentals within 20 miles that match your search

Four Corners holiday villa rental

Four Corners villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from £914 / night

£6,394 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday villa accommodation

Four Corners villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from £914 / night

£6,394 / week

1 / 37

Great rentals within 20 miles that match your search

Holiday villa in Four Corners

Four Corners villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from £914 / night

£6,394 / week

1 / 41

Great rentals within 20 miles that match your search

Holiday villa in Four Corners

Four Corners villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from £914 / night

£6,394 / week

1 / 38

Great rentals within 20 miles that match your search

Holiday villa in Four Corners

Four Corners villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from £914 / night

£6,394 / week

1 / 39

Great rentals within 20 miles that match your search

Holiday villa in Four Corners

Four Corners villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from £914 / night

£6,394 / week

1 / 38

Great rentals within 20 miles that match your search

Four Corners holiday villa let

Four Corners villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from £914 / night

£6,394 / week

1 / 42

Great rentals within 20 miles that match your search

Holiday villa in Four Corners

Four Corners villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £914 / night

£6,394 / week

1 / 31

Great rentals within 20 miles that match your search

Holiday villa in Four Corners

Four Corners villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £914 / night

£6,394 / week

1 / 31

Great rentals within 20 miles that match your search

Holiday villa in Four Corners

Four Corners villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £914 / night

£6,394 / week

1 / 31

Great rentals within 20 miles that match your search

Holiday villa in Four Corners

Four Corners villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £914 / night

£6,394 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday villa in Four Corners

Four Corners villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £914 / night

£6,394 / week

1 / 29

Great rentals within 20 miles that match your search

Holiday villa in Four Corners

Four Corners villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £914 / night

£6,394 / week

1 / 32

Great rentals within 20 miles that match your search

Holiday villa in Four Corners

Four Corners villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £914 / night

£6,394 / week

1 / 32

Great rentals within 20 miles that match your search

Four Corners holiday villa rental

Four Corners villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £914 / night

£6,394 / week

1 / 24

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