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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
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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 (14)
  • House (8)
  • Bungalow (1)
  • Townhouse (1)

All filters (2)

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27 Holiday homes

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Great rentals within 20 miles that match your search

Villa rental in Kissimmee with swimming pool

Kissimmee villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6
91 reviews

from £161 / night

£859 - £974 / week

1 / 47

Great rentals within 20 miles that match your search

Kissimmee holiday villa rental

Kissimmee villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 11
43 reviews

from £127 / night

£842 - £1,162 / week

1 / 66

Great rentals within 20 miles that match your search

Bungalow rental in Kissimmee

Kissimmee bungalow

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8
26 reviews

from £142 / night

£908 / week

1 / 48

Great rentals within 20 miles that match your search

Davenport holiday villa rental

Davenport villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12
56 reviews

from £207 / night

£1,025 - £1,260 / week

1 / 22

Great rentals within 20 miles that match your search

Reunion holiday villa rental

Reunion villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8
8 reviews

from £298 / night

£1,947 / week

1 / 43

Great rentals within 20 miles that match your search

Kissimmee holiday home accommodation

Kissimmee house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 12
13 reviews

from £219 / night

£1,533 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday villa in Davenport

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8
1 review

from £165 / night

£1,150 / week

1 / 41

Great rentals within 20 miles that match your search

Holiday villa rental

Kissimmee villa

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 24
5 reviews

from £365 / night

£2,554 / week

1 / 55

Great rentals within 20 miles that match your search

Holiday home letting

Celebration house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £132 / night

£913 / week

1 / 38

Great rentals within 20 miles that match your search

Kissimmee holiday home rental

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8
44 reviews

from £164 / night

£1,143 - £1,509 / week

1 / 43

Great rentals within 20 miles that match your search

Villa rental in Four Corners with swimming pool, golf nearby

Four Corners villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8
2 reviews

from £137 / night

£954 / week

1 / 48

Great rentals within 20 miles that match your search

Kissimmee holiday home rental

Kissimmee house

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 24

from £388 / night

£2,714 / 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 £388 / night

£2,715 / week

1 / 80

Great rentals within 20 miles that match your search

Holiday villa letting

Kissimmee villa

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 20
33 reviews

from £228 / night

£1,526 / week

1 / 105

Great rentals within 20 miles that match your search

Holiday villa accommodation

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14
3 reviews

from £160 / night

£1,120 / week

1 / 14

Great rentals within 20 miles that match your search

Orlando holiday villa rental

Orlando villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 16

from £165 / night

£1,150 - £2,907 / week

1 / 34

Great rentals within 20 miles that match your search

Holiday home in ChampionsGate

ChampionsGate house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £146 / night

£1,018 / week

1 / 59

Great rentals within 20 miles that match your search

Holiday home with swimming pool in Four Corners

Four Corners house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12
10 reviews

from £105 / night

£1,004 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday villa rental

Four Corners villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10
6 reviews

from £160 / night

£1,118 / week

1 / 11

Great rentals within 20 miles that match your search

Orlando holiday home rental

Orlando house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 17

from £142 / night

£959 - £1,780 / week

1 / 37

Great rentals within 20 miles that match your search

Apartment accommodation in Kissimmee

Kissimmee apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8
91 reviews

from £101 / night

£703 / week

1 / 25

Great rentals within 20 miles that match your search

Apartment rental in Kissimmee

Kissimmee apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8
13 reviews

from £92 / night

£639 / week

1 / 25

Great rentals within 20 miles that match your search

Kissimmee holiday apartment rental

Kissimmee apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8
21 reviews

from £105 / night

£735 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday home rental

Loughman house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8
1 review

from £170 / night

£823 / week

1 / 25

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

£1,118 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday villa in Davenport

Davenport villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8
20 reviews

from £151 / night

£1,056 / week

1 / 48

Great rentals within 20 miles that match your search

Holiday villa with golf nearby in Davenport

Davenport villa

  • 3 bedrooms
  • 8 bathrooms
  • sleeps 8
6 reviews

from £192 / night

£915 / week

1 / 38

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 in Kissimmee

Kissimmee villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Beach or lakeside relaxation

6 reviews

from £106 / night

£736 / week

1 / 96

Great rentals within 20 miles that match your search

Holiday villa rental

Kissimmee villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Cot available

27 reviews

from £179 / night

£1,248 / week

1 / 51

Great rentals within 20 miles that match your search

Villa accommodation in Kissimmee

Kissimmee villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Cot available

32 reviews

from £130 / night

£906 - £1,248 / week

1 / 37

Great rentals within 20 miles that match your search

Holiday villa in Kissimmee

Kissimmee villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

1 filter does not match: Beach or lakeside relaxation

16 reviews

from £98 / night

£685 - £778 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday villa in Kissimmee

Kissimmee villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Beach or lakeside relaxation

5 reviews

from £138 / night

£962 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday villa in Kissimmee

Kissimmee villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

1 filter does not match: Beach or lakeside relaxation

23 reviews

from £174 / night

£1,152 / week

1 / 36

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

1 filter does not match: Beach or lakeside relaxation

72 reviews

from £320 / night

£2,067 - £3,072 / week

1 / 48

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: Beach or lakeside relaxation

23 reviews

from £106 / night

£736 / week

1 / 29

Great rentals within 20 miles that match your search

Holiday home in Kissimmee

Kissimmee house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Cot available

12 reviews

from £261 / night

£1,824 - £2,300 / week

1 / 48

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: Cot available

22 reviews

from £96 / night

£672 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday apartment in Kissimmee

Kissimmee apartment

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Cot available

13 reviews

from £110 / night

£768 / week

1 / 26

Great rentals within 20 miles that match your search

Home rental in Kissimmee

Kissimmee house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Cot available

33 reviews

from £119 / night

£832 / week

1 / 26

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: Beach or lakeside relaxation

33 reviews

from £92 / night

£640 / week

1 / 18

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