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Holiday Lettings
> North America
> United States
> Florida
> Central Florida
> Kissimmee
> Houses and Villas 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 (7)
  • House (8)
  • Townhouse (1)
  • Condo (6)

All filters (2)

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22 Holiday homes

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Great rentals within 20 miles that match your search

Holiday condo in Kissimmee

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5
7 reviews

from £108 / night

£521 / week

1 / 23

Great rentals within 20 miles that match your search

Home rental in Celebration with shared pool

Celebration house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £83 / night

£494 - £823 / week

1 / 15

Great rentals within 20 miles that match your search

Condo accommodation in Celebration

Celebration condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £101 / night

£704 / week

1 / 24

Great rentals within 20 miles that match your search

Condo rental in Four Corners

Four Corners condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £92 / night

£640 / week

1 / 13

Great rentals within 20 miles that match your search

Kissimmee holiday condo rental

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

from £83 / night

£549 / week

1 / 29

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

Reunion holiday condo let

Reunion condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6
1 review

from £115 / night

£800 / 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 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

Kissimmee holiday villa rental

Kissimmee villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7
38 reviews

from £96 / night

£636 / week

1 / 24

Great rentals within 20 miles that match your search

Reunion holiday home rental

Reunion house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

from £234 / night

£1,632 / week

1 / 48

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 £326 / night

£2,279 - £2,599 / week

1 / 26

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 £293 / night

£2,048 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Kissimmee

Kissimmee house

  • 3 bedrooms
  • 9 bathrooms
  • sleeps 8
31 reviews

from £182 / night

£1,274 / week

1 / 23

Great rentals within 20 miles that match your search

Four Corners holiday villa rental

Four Corners villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

from £275 / night

£1,920 / week

1 / 21

Great rentals within 20 miles that match your search

Kissimmee holiday home rental

Kissimmee house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 17
22 reviews

from £366 / night

£2,560 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday villa in Kissimmee

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 13
4 reviews

from £256 / night

£1,792 / week

1 / 51

Great rentals within 20 miles that match your search

Four Corners holiday condo rental

Four Corners condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6
3 reviews

from £151 / night

£1,056 / week

1 / 21

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 £100 / night

£686 - £836 / week

1 / 73

Great rentals within 20 miles that match your search

Four Corners holiday home rental

Four Corners house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £202 / night

£1,408 / week

1 / 15

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

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Holiday villa rental

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Golf within 30mins drive

from £144 / night

£1,006 / week

1 / 9

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: Water sports

4 reviews

from £179 / night

£1,235 / week

1 / 12

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: Water sports

1 review

from £138 / night

£960 / week

1 / 26

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: Water sports

from £128 / night

£896 / week

1 / 38

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: Water sports

22 reviews

from £96 / night

£672 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday apartment in Kissimmee

Kissimmee apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Water sports

33 reviews

from £92 / night

£640 / week

1 / 18

Great rentals within 20 miles that match your search

Kissimmee holiday villa rental

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 13

1 filter does not match: Water sports

from £458 / night

£3,206 / week

1 / 29

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: Water sports

from £127 / night

£890 / 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: Water sports

2 reviews

from £197 / night

£1,736 - £1,864 / week

1 / 33

Great rentals within 20 miles that match your search

Holiday villa in Kissimmee

Kissimmee villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Water sports

2 reviews

from £148 / night

£1,034 / week

1 / 24

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

1 filter does not match: Golf within 30mins drive

from £154 / night

£1,078 / week

1 / 22

Great rentals within 20 miles that match your search

Orlando holiday apartment rental

Orlando apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Golf within 30mins drive

from £154 / night

£1,078 / week

1 / 16

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

1 filter does not match: Golf within 30mins drive

from £197 / night

£1,380 / week

1 / 16

Great rentals within 20 miles that match your search

Orlando holiday apartment accommodation

Orlando apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Golf within 30mins drive

from £197 / night

£1,380 / week

1 / 16

Great rentals within 20 miles that match your search

Orlando holiday apartment rental

Orlando apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Golf within 30mins drive

from £154 / night

£1,078 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday home in Kissimmee

Kissimmee house

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

1 filter does not match: Water sports

10 reviews

from £548 / night

£3,834 / week

1 / 43

Great rentals within 20 miles that match your search

Hotel apartment rental in Kissimmee with golf nearby

Kissimmee hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Golf within 30mins drive

from £160 / night

£1,097 / week

1 / 11

Great rentals within 20 miles that match your search

Kissimmee holiday apartment rental

Kissimmee apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Golf within 30mins drive

from £146 / night

£1,018 / week

1 / 45

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