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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
  • Villa (5)
  • House (1)
  • Condo (1)

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7 Holiday homes

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Horse riding
Under 5s

Great rentals within 20 miles that match your search

Condo rental in Four Corners

Four Corners condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £64 / night

£446 / week

1 / 8

Great rentals within 20 miles that match your search

Holiday villa with golf nearby in Kissimmee

Kissimmee villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from £416 / night

£2,910 / week

1 / 38

Great rentals within 20 miles that match your search

Holiday villa accommodation

Kissimmee villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 11

from £647 / night

£4,526 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday home accommodation

Four Corners house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 17
7 reviews

from £393 / night

£2,748 / week

1 / 33

Great rentals within 20 miles that match your search

Holiday villa with golf nearby in Four Corners

Four Corners villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

from £296 / night

£2,069 / week

1 / 25

Great rentals within 20 miles that match your search

Four Corners holiday villa rental

Four Corners villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

from £277 / night

£1,940 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday villa in Kissimmee

Kissimmee villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8
2 reviews

from £148 / night

£1,036 / week

1 / 24

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

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Holiday townhouse rental

Orlando townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Horse riding

7 reviews

from £92 / night

£670 - £735 / week

1 / 44

Great rentals within 20 miles that match your search

Holiday villa with golf nearby in Kissimmee

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Horse riding

from £107 / night

£744 / week

1 / 13

Great rentals within 20 miles that match your search

Apartment rental in Kissimmee

Kissimmee apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Horse riding

from £138 / night

£964 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday villa rental

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Horse riding

from £146 / night

£1,016 / week

1 / 9

Great rentals within 20 miles that match your search

Holiday villa in Kissimmee

Kissimmee villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Horse riding

from £264 / night

£1,848 / week

1 / 7

Great rentals within 20 miles that match your search

Holiday townhouse with shared pool in Kissimmee

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Horse riding

from £273 / night

£1,908 / week

1 / 18

Great rentals within 20 miles that match your search

Orlando holiday home rental

Orlando house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

1 filter does not match: Horse riding

2 reviews

from £212 / night

£1,481 / week

1 / 21

Great rentals within 20 miles that match your search

Condo rental in Kissimmee

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Horse riding

from £396 / night

£2,771 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday condo in Kissimmee

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Horse riding

from £244 / night

£1,709 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday condo in Kissimmee

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Horse riding

from £116 / night

£809 / week

1 / 30

Great rentals within 20 miles that match your search

Kissimmee holiday townhouse rental

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Horse riding

from £129 / night

£899 / week

1 / 42

Great rentals within 20 miles that match your search

Holiday villa rental

Kissimmee villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

1 filter does not match: Horse riding

2 reviews

from £199 / night

£1,754 - £1,884 / week

1 / 33

Great rentals within 20 miles that match your search

Holiday condo with shared pool in Kissimmee

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Horse riding

9 reviews

from £129 / night

£899 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday townhouse rental

Windsor Hills townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

1 filter does not match: Horse riding

8 reviews

from £134 / night

£809 / week

1 / 61

Great rentals within 20 miles that match your search

Kissimmee holiday home rental

Kissimmee house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 17

1 filter does not match: Horse riding

22 reviews

from £370 / night

£2,586 / week

1 / 36

Great rentals within 20 miles that match your search

Kissimmee holiday home rental

Kissimmee house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 filter does not match: Horse riding

4 reviews

from £180 / night

£1,247 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday condo in Kissimmee

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Horse riding

7 reviews

from £109 / night

£527 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday home with swimming pool in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Horse riding

1 review

from £139 / night

£970 / week

1 / 26

Great rentals within 20 miles that match your search

Home rental in Kissimmee with swimming pool

Kissimmee house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 22

1 filter does not match: Horse riding

11 reviews

from £485 / night

£3,395 / week

1 / 33

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Kissimmee

Kissimmee apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Horse riding

6 reviews

from £65 / night

£444 - £1,848 / week

1 / 8

Great rentals within 20 miles that match your search

Holiday villa in Kissimmee

Kissimmee villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Horse riding

from £130 / night

£905 / week

1 / 38

Great rentals within 20 miles that match your search

Kissimmee holiday home let

Kissimmee house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

1 filter does not match: Horse riding

2 reviews

from £462 / night

£3,233 / week

1 / 66

Great rentals within 20 miles that match your search

Holiday villa in Kissimmee

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 13

1 filter does not match: Horse riding

4 reviews

from £259 / night

£1,811 / week

1 / 51

Great rentals within 20 miles that match your search

Home accommodation in Four Corners

Four Corners house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

1 filter does not match: Horse riding

28 reviews

from £254 / night

£1,778 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Kissimmee

Kissimmee house

  • 3 bedrooms
  • 9 bathrooms
  • sleeps 8

1 filter does not match: Horse riding

31 reviews

from £184 / night

£1,287 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday condo in Kissimmee

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Horse riding

3 reviews

from £93 / night

£647 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday home rental

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Horse riding

43 reviews

from £97 / night

£767 / week

1 / 15

Great rentals within 20 miles that match your search

Kissimmee holiday villa rental

Kissimmee villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

1 filter does not match: Horse riding

38 reviews

from £97 / night

£642 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday villa with indoor pool in Kissimmee

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

1 filter does not match: Horse riding

8 reviews

from £185 / night

£1,940 / week

1 / 23

Great rentals within 20 miles that match your search

Apartment rental in Kissimmee

Kissimmee apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Horse riding

2 reviews

from £116 / night

£809 / week

1 / 10

Great rentals within 20 miles that match your search

Holiday home in Kissimmee

Kissimmee house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

1 filter does not match: Horse riding

2 reviews

from £231 / night

£1,617 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday apartment in Kissimmee

Kissimmee apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Horse riding

22 reviews

from £97 / night

£679 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday apartment rental

Kissimmee apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Horse riding

3 reviews

from £144 / night

£1,002 - £1,196 / week

1 / 53

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