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Holiday Lettings
> North America
> United States
> Florida
> Central Florida
> Kissimmee
> Houses and Townhouses in Crestwynd Bay

Holiday Rentals in Crestwynd Bay - Holiday Lettings - Villas

Price per night

£1 £750 -

Bedrooms

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  • 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 (4)
  • Villa (5)
  • House (23)
  • Townhouse (7)
  • Condo (2)

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41 Holiday homes

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Great rentals within 20 miles that match your search

Holiday home with shared pool in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 12

from £186 / night

£926 / week

1 / 5

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 £232 / night

£1,619 / week

1 / 4

Great rentals within 20 miles that match your search

Holiday townhouse in Kissimmee

Kissimmee townhouse

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

from £106 / night

£740 / week

1 / 53

Great rentals within 20 miles that match your search

Holiday villa in Four Corners

Four Corners villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 10

from £83 / night

£578 / week

1 / 29

Great rentals within 20 miles that match your search

Celebration holiday villa rental

Celebration villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 6

from £98 / night

£682 / week

1 / 47

Great rentals within 20 miles that match your search

Holiday home in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 9

from £102 / night

£714 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday home in Four Corners

Four Corners house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

from £84 / night

£584 / week

1 / 32

Great rentals within 20 miles that match your search

Holiday home in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

from £88 / night

£617 / week

1 / 33

Great rentals within 20 miles that match your search

Holiday home rental

Kissimmee house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 9

from £84 / night

£584 / week

1 / 29

Great rentals within 20 miles that match your search

Holiday home rental

Kissimmee house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

from £84 / night

£584 / week

1 / 38

Great rentals within 20 miles that match your search

Holiday villa in Four Corners

Four Corners villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £95 / night

£662 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday home in Kissimmee

Kissimmee house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 12

from £93 / night

£649 / week

1 / 29

Great rentals within 20 miles that match your search

Holiday home in Kissimmee

Kissimmee house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 10

from £82 / night

£571 / week

1 / 50

Great rentals within 20 miles that match your search

Holiday home in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

from £84 / night

£584 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday townhouse in Kissimmee

Kissimmee townhouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

from £109 / night

£759 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday home in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

from £84 / night

£584 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday home in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

from £88 / night

£617 / week

1 / 32

Great rentals within 20 miles that match your search

Holiday home in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

from £88 / night

£617 / week

1 / 31

Great rentals within 20 miles that match your search

Holiday home rental

Kissimmee house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

from £84 / night

£584 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday home rental

Kissimmee house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

from £88 / night

£617 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday villa in Kissimmee

Kissimmee villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

from £92 / night

£643 / week

1 / 45

Great rentals within 20 miles that match your search

Holiday home in Kissimmee

Kissimmee house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 14

from £84 / night

£584 / week

1 / 34

Great rentals within 20 miles that match your search

Holiday home in Four Corners

Four Corners house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 12

from £98 / night

£682 / week

1 / 33

Great rentals within 20 miles that match your search

Holiday home in Kissimmee

Kissimmee house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

from £82 / night

£571 / week

1 / 31

Great rentals within 20 miles that match your search

Holiday home in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

from £88 / night

£617 / week

1 / 29

Great rentals within 20 miles that match your search

Holiday home in Kissimmee

Kissimmee house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 12

from £84 / night

£584 / week

1 / 31

Great rentals within 20 miles that match your search

Holiday home rental

Kissimmee house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 14

from £93 / night

£649 / week

1 / 53

Great rentals within 20 miles that match your search

Holiday condo in Celebration

Celebration condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

from £113 / night

£791 / week

1 / 51

Great rentals within 20 miles that match your search

Condo rental in Kissimmee

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £397 / night

£2,777 / week

1 / 14

Great rentals within 20 miles that match your search

Kissimmee holiday townhouse rental

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £88 / night

£577 - £765 / week

1 / 37

Great rentals within 20 miles that match your search

Holiday townhouse in Kissimmee

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £88 / night

£577 - £765 / week

1 / 33

Great rentals within 20 miles that match your search

Home accommodation in Four Corners

Four Corners house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12
28 reviews

from £255 / night

£1,782 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday villa with shared pool, golf nearby in Kissimmee

Kissimmee villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £330 / night

£2,307 - £2,631 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday home in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10
1 review

from £84 / night

£584 / week

1 / 31

Great rentals within 20 miles that match your search

Holiday apartment with shared pool, golf nearby in Orlando

Orlando apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £156 / night

£1,092 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday apartment in Kissimmee

Kissimmee apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8
22 reviews

from £98 / night

£681 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday apartment in Kissimmee

Kissimmee apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8
33 reviews

from £93 / night

£648 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday townhouse in Kissimmee

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8
1 review

from £88 / night

£577 - £765 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday home with indoor pool, golf nearby in Reunion

Reunion house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10
3 reviews

from £172 / night

£1,199 / week

1 / 40

Great rentals within 20 miles that match your search

Holiday townhouse with golf nearby in Kissimmee

Kissimmee townhouse

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9
1 review

from £101 / night

£695 - £846 / week

1 / 73

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