Updating

Dates
...

Viewing 40 of 308 rentals in Crestwynd Bay

Tell us your dates, and we will find the most accurate rates and availability for you

Updating

Holiday Lettings
> North America
> United States
> Florida
> Central Florida
> Kissimmee
> Condos and Apartments 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 (3)
  • Villa (3)
  • House (1)
  • Townhouse (2)
  • Condo (4)

All filters (2)

Filters (2)

Clear filters

13 Holiday homes

Why am I receiving these results?

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Kissimmee

Kissimmee apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4
6 reviews

from £65 / night

£513 - £1,832 / week

1 / 8

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

£1,740 - £1,868 / week

1 / 33

Great rentals within 20 miles that match your search

Four Corners holiday apartment rental

Four Corners apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

from £249 / night

£1,741 / week

1 / 9

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

Holiday home in Celebration

Celebration house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £109 / night

£762 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday apartment in Kissimmee

Kissimmee apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6
8 reviews

from £142 / night

£995 - £1,188 / week

1 / 69

Great rentals within 20 miles that match your search

Holiday condo in Celebration

Celebration condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £119 / night

£825 / week

1 / 18

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

£443 / week

1 / 8

Great rentals within 20 miles that match your search

Kissimmee holiday villa rental

Kissimmee villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7
38 reviews

from £97 / night

£637 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday townhouse in Celebration

Celebration townhouse

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9
1 review

from £215 / night

£1,372 / week

1 / 46

Great rentals within 20 miles that match your search

Holiday villa with indoor pool in Kissimmee

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14
8 reviews

from £184 / night

£1,926 / week

1 / 23

Great rentals within 20 miles that match your search

Kissimmee holiday townhouse rental

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7
23 reviews

from £160 / night

£1,120 / week

1 / 24

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

Clear all filters

Holiday villa with golf nearby in Kissimmee

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: City breaks

from £106 / night

£738 / week

1 / 13

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: City breaks

from £144 / night

£1,008 / 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: City breaks

from £262 / night

£1,832 / 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: City breaks

from £271 / night

£1,892 / week

1 / 18

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: City breaks

from £242 / night

£1,695 / week

1 / 15

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: City breaks

from £128 / night

£892 / week

1 / 42

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: City breaks

22 reviews

from £367 / night

£2,565 / week

1 / 36

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: City breaks

2 reviews

from £148 / night

£1,035 / week

1 / 24

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: City breaks

4 reviews

from £179 / night

£1,237 / week

1 / 12

Great rentals within 20 miles that match your search

Kissimmee holiday home rental

Kissimmee house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 16

1 filter does not match: City breaks

1 review

from £367 / night

£2,382 / week

1 / 36

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: City breaks

1 review

from £138 / night

£962 / 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: City breaks

from £129 / night

£898 / 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: City breaks

2 reviews

from £459 / night

£3,209 / 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: City breaks

4 reviews

from £257 / night

£1,797 / week

1 / 51

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: City breaks

43 reviews

from £96 / night

£761 / week

1 / 15

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: City breaks

2 reviews

from £115 / night

£803 / 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: City breaks

2 reviews

from £230 / night

£1,605 / week

1 / 15

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: City breaks

3 reviews

from £142 / night

£995 - £1,188 / week

1 / 53

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: City breaks

from £458 / night

£3,206 / week

1 / 29

Great rentals within 20 miles that match your search

Holiday home accommodation

Four Corners house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 17

1 filter does not match: City breaks

7 reviews

from £390 / night

£2,725 / week

1 / 33

Great rentals within 20 miles that match your search

Holiday townhouse with shared pool in Four Corners

Four Corners townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: City breaks

3 reviews

from £135 / night

£943 / week

1 / 33

Great rentals within 20 miles that match your search

Holiday townhouse in Kissimmee

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: City breaks

from £87 / night

£571 - £757 / week

1 / 33

Great rentals within 20 miles that match your search

Kissimmee holiday townhouse accommodation

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: City breaks

from £87 / night

£571 - £757 / week

1 / 26

Great rentals within 20 miles that match your search

Townhouse rental in Kissimmee

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: City breaks

from £87 / night

£571 - £757 / week

1 / 27

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: City breaks

from £87 / night

£571 - £757 / week

1 / 27

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: City breaks

from £87 / night

£571 - £757 / week

1 / 62

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: City breaks

from £87 / night

£571 - £757 / week

1 / 26

×

Also consider