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Holiday Lettings
> North America
> United States
> Florida
> Central Florida
> Kissimmee
> Apartments and estates in Westside

Apartments in Westside and Estates - Holiday Lettings - Holiday Rentals Westside

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 (9)
  • House (10)
  • Townhouse (3)
  • Condo (4)

All filters (2)

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26 Holiday homes

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Great rentals within 20 miles that match your search

Holiday villa rental

Kissimmee villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12
2 reviews

from £199 / night

£1,754 - £1,884 / week

1 / 33

Great rentals within 20 miles that match your search

Holiday townhouse with golf nearby in Kissimmee

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from £132 / night

£918 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Orlando

Orlando house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £171 / night

£1,196 / week

1 / 29

Great rentals within 20 miles that match your search

Holiday villa with swimming pool, golf nearby in Kissimmee

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 13
3 reviews

from £178 / night

£1,247 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday home letting

Celebration house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £133 / night

£924 / week

1 / 38

Great rentals within 20 miles that match your search

Kissimmee holiday condo rental

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £145 / night

£1,007 / week

1 / 9

Great rentals within 20 miles that match your search

Holiday villa with shared pool in Kissimmee

Kissimmee villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

from £258 / night

£1,662 - £2,244 / week

1 / 31

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Davenport

Davenport house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

from £305 / night

£2,134 / week

1 / 64

Great rentals within 20 miles that match your search

Kissimmee holiday home rental

Kissimmee house

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 24

from £370 / night

£2,586 / week

1 / 57

Great rentals within 20 miles that match your search

Holiday villa in Kissimmee

Kissimmee villa

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 24

from £393 / night

£2,748 / week

1 / 80

Great rentals within 20 miles that match your search

Holiday home with swimming pool, golf nearby in Orlando

Orlando house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 16

from £153 / night

£1,067 - £1,811 / week

1 / 42

Great rentals within 20 miles that match your search

Orlando holiday villa rental

Orlando villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 16

from £167 / night

£1,164 - £2,942 / week

1 / 34

Great rentals within 20 miles that match your search

Holiday villa rental

Loughman villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8
6 reviews

from £147 / night

£1,028 / week

1 / 71

Great rentals within 20 miles that match your search

Villa rental in Kissimmee

Kissimmee villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14
8 reviews

from £324 / night

£2,263 / week

1 / 72

Great rentals within 20 miles that match your search

Orlando holiday home rental

Orlando house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 17

from £144 / night

£970 - £1,801 / week

1 / 37

Great rentals within 20 miles that match your search

Holiday townhouse in Celebration

Celebration townhouse

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9
1 review

from £217 / night

£1,386 / week

1 / 46

Great rentals within 20 miles that match your search

Holiday condo in Kissimmee

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8
12 reviews

from £92 / night

£624 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday villa in Loughman

Loughman villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8
16 reviews

from £147 / night

£1,028 / week

1 / 93

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Four Corners

Four Corners house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12
72 reviews

from £324 / night

£2,088 - £3,104 / week

1 / 48

Great rentals within 20 miles that match your search

Home rental in Orlando with swimming pool, golf nearby

Orlando house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 16
2 reviews

from £146 / night

£1,035 - £1,746 / week

1 / 31

Great rentals within 20 miles that match your search

Holiday home with swimming pool in Kissimmee

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7
29 reviews

from £120 / night

£809 / week

1 / 48

Great rentals within 20 miles that match your search

Condo rental in Four Corners with golf nearby

Four Corners condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7
1 review

from £73 / night

£831 / week

1 / 27

Great rentals within 20 miles that match your search

Kissimmee holiday townhouse rental

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7
23 reviews

from £161 / night

£1,127 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday condo in Celebration

Celebration condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6
2 reviews

from £182 / night

£1,358 - £2,573 / week

1 / 29

Great rentals within 20 miles that match your search

Holiday villa in Kissimmee

Kissimmee villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 16
2 reviews

from £324 / night

£2,263 / week

1 / 59

Great rentals within 20 miles that match your search

Holiday home with indoor pool, golf nearby in Davenport

Davenport house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10
20 reviews

from £111 / night

£776 / 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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Kissimmee holiday villa rental

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 20

1 filter does not match: Cycling holidays

8 reviews

from £555 / night

£3,695 - £3,953 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday villa in Kissimmee

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: City breaks

from £231 / night

£1,617 / week

1 / 37

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: Cycling holidays

9 reviews

from £129 / night

£899 / week

1 / 28

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 £370 / night

£2,586 / week

1 / 36

Great rentals within 20 miles that match your search

Apartment rental in Kissimmee

Kissimmee apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Cycling holidays

13 reviews

from £93 / night

£647 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday townhouse in Kissimmee

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Cycling holidays

1 review

from £95 / night

£651 / week

1 / 50

Great rentals within 20 miles that match your search

Holiday villa in Kissimmee

Kissimmee villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

1 filter does not match: Cycling holidays

3 reviews

from £214 / night

£1,494 / week

1 / 48

Great rentals within 20 miles that match your search

Kissimmee holiday villa rental

Kissimmee villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18

1 filter does not match: Cycling holidays

1 review

from £214 / night

£1,494 / week

1 / 49

Great rentals within 20 miles that match your search

Holiday villa in Kissimmee

Kissimmee villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18

1 filter does not match: Cycling holidays

from £214 / night

£1,494 / week

1 / 51

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 £180 / night

£1,247 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday villa with swimming pool, golf nearby in Orlando

Orlando villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 16

1 filter does not match: City breaks

16 reviews

from £153 / night

£1,063 - £1,811 / week

1 / 55

Great rentals within 20 miles that match your search

Holiday home rental

Orlando house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Cycling holidays

11 reviews

from £130 / night

£905 / week

1 / 34

Great rentals within 20 miles that match your search

Kissimmee holiday condo rental

Kissimmee condo

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Cycling holidays

1 review

from £103 / night

£687 - £916 / week

1 / 28

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: City breaks

11 reviews

from £485 / night

£3,395 / week

1 / 33

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