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Holiday Lettings
> North America
> United States
> Florida
> Central Florida
> Kissimmee
> Townhouses and Houses 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
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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 (3)
  • Villa (13)
  • House (18)
  • Townhouse (29)
  • Condo (7)

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70 Holiday homes

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Great rentals within 20 miles that match your search

Holiday townhouse in Kissimmee

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £87 / night

£570 - £756 / week

1 / 24

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

£1,736 - £1,864 / week

1 / 33

Great rentals within 20 miles that match your search

Four Corners holiday home rental

Four Corners house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £197 / night

£1,374 / week

1 / 79

Great rentals within 20 miles that match your search

Kissimmee holiday home rental

Kissimmee house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8
2 reviews

from £115 / night

£767 - £2,109 / week

1 / 62

Great rentals within 20 miles that match your search

Holiday condo with swimming pool in Four Corners

Four Corners condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £83 / night

£576 - £1,521 / week

1 / 39

Great rentals within 20 miles that match your search

Holiday home in Celebration

Celebration house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 13

from £265 / night

£1,854 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday condo with shared pool in Kissimmee

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8
9 reviews

from £127 / night

£890 / week

1 / 28

Great rentals within 20 miles that match your search

Orlando holiday villa rental

Orlando villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18

from £394 / night

£2,752 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday home in Four Corners

Four Corners house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 13

from £237 / night

£1,658 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday villa in Kissimmee

Kissimmee villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £128 / night

£896 / week

1 / 38

Great rentals within 20 miles that match your search

Four Corners holiday home let

Four Corners house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

from £147 / night

£1,029 / week

1 / 54

Great rentals within 20 miles that match your search

Kissimmee holiday townhouse accommodation

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £87 / night

£570 - £756 / week

1 / 26

Great rentals within 20 miles that match your search

Kissimmee holiday townhouse rental

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £87 / night

£570 - £756 / week

1 / 26

Great rentals within 20 miles that match your search

Kissimmee holiday townhouse rental

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £87 / night

£570 - £756 / week

1 / 27

Great rentals within 20 miles that match your search

Kissimmee holiday townhouse rental

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £87 / night

£569 - £754 / week

1 / 27

Great rentals within 20 miles that match your search

Townhouse rental in Kissimmee

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £87 / night

£570 - £756 / week

1 / 32

Great rentals within 20 miles that match your search

Townhouse rental in Kissimmee

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £87 / night

£570 - £756 / week

1 / 27

Great rentals within 20 miles that match your search

Townhouse rental in Kissimmee

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £87 / night

£570 - £756 / week

1 / 27

Great rentals within 20 miles that match your search

Kissimmee holiday townhouse rental

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £87 / night

£570 - £756 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday townhouse in Kissimmee

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £87 / night

£570 - £756 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday townhouse in Kissimmee

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £87 / night

£570 - £756 / week

1 / 28

Great rentals within 20 miles that match your search

Kissimmee holiday townhouse rental

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £87 / night

£569 - £754 / week

1 / 62

Great rentals within 20 miles that match your search

Holiday villa rental

Four Corners villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 15

from £366 / night

£2,560 / week

1 / 30

Great rentals within 20 miles that match your search

Home rental in Four Corners

Four Corners house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

from £237 / night

£1,655 / week

1 / 80

Great rentals within 20 miles that match your search

Home rental in Kissimmee with swimming pool

Kissimmee house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 22
11 reviews

from £480 / night

£3,360 / week

1 / 33

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 £412 / night

£2,880 / week

1 / 38

Great rentals within 20 miles that match your search

Holiday villa accommodation

Kissimmee villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 11

from £640 / night

£4,480 / week

1 / 23

Great rentals within 20 miles that match your search

Four Corners holiday villa rental

Four Corners villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 13

from £186 / night

£1,298 / week

1 / 59

Great rentals within 20 miles that match your search

Reunion holiday condo let

Reunion condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6
1 review

from £115 / night

£799 / week

1 / 24

Great rentals within 20 miles that match your search

Home rental in Reunion

Reunion house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8
50 reviews

from £362 / night

£2,528 / week

1 / 42

Great rentals within 20 miles that match your search

Holiday condo in Celebration

Celebration condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

from £112 / night

£780 / week

1 / 51

Great rentals within 20 miles that match your search

Holiday home accommodation

Four Corners house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 17
7 reviews

from £389 / night

£2,720 / week

1 / 33

Great rentals within 20 miles that match your search

Townhouse rental in Reunion with golf nearby

Reunion townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £183 / night

£1,278 / week

1 / 35

Great rentals within 20 miles that match your search

Kissimmee holiday villa rental

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 13

from £458 / night

£3,206 / week

1 / 29

Great rentals within 20 miles that match your search

Holiday townhouse in Kissimmee

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £87 / night

£570 - £756 / week

1 / 33

Great rentals within 20 miles that match your search

Kissimmee holiday townhouse rental

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £87 / night

£569 - £754 / week

1 / 37

Great rentals within 20 miles that match your search

Townhouse rental in Four Corners

Four Corners townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

from £87 / night

£569 - £723 / week

1 / 51

Great rentals within 20 miles that match your search

Holiday townhouse with shared pool in Kissimmee

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £87 / night

£570 - £756 / week

1 / 50

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Four Corners

Four Corners house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

from £320 / night

£2,240 / week

1 / 45

Great rentals within 20 miles that match your search

Holiday townhouse rental

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £76 / night

£531 / week

1 / 46

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