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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

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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 (1)
  • Villa (8)
  • House (8)
  • Townhouse (2)

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19 Holiday homes

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BBQ
Private indoor pool

Great rentals within 20 miles that match your search

Home rental in Kissimmee with indoor pool

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from £92 / night

£640 / week

1 / 29

Great rentals within 20 miles that match your search

Orlando holiday villa rental

Orlando villa

  • 10 bedrooms
  • 11 bathrooms
  • sleeps 24
1 review

from £1,993 / night

£13,951 / week

1 / 61

Great rentals within 20 miles that match your search

Villa rental in Davenport with indoor pool

Davenport villa

  • 13 bedrooms
  • 10 bathrooms
  • sleeps 26

from £548 / night

£3,834 / week

1 / 48

Great rentals within 20 miles that match your search

Holiday villa with indoor pool in Davenport

Davenport villa

  • 13 bedrooms
  • 10 bathrooms
  • sleeps 29
1 review

from £548 / night

£3,834 / week

1 / 46

Great rentals within 20 miles that match your search

Holiday home with indoor pool in Kissimmee

Kissimmee house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

from £148 / night

£1,031 / week

1 / 63

Great rentals within 20 miles that match your search

Home rental in Kissimmee with indoor pool

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

from £139 / night

£973 / week

1 / 58

Great rentals within 20 miles that match your search

Holiday villa with indoor pool in Reunion

Reunion villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 19

from £228 / night

£2,194 - £4,209 / week

1 / 41

Great rentals within 20 miles that match your search

Townhouse rental in Four Corners with indoor pool

Four Corners townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

from £109 / night

£762 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday apartment accommodation

Kissimmee apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from £106 / night

£743 / week

1 / 36

Great rentals within 20 miles that match your search

ChampionsGate holiday townhouse rental

ChampionsGate townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from £124 / night

£819 - £2,544 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday home in Kissimmee

Kissimmee house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12
4 reviews

from £365 / night

£2,285 / week

1 / 54

Great rentals within 20 miles that match your search

Holiday villa rental

Kissimmee villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10
1 review

from £223 / night

£1,555 / week

1 / 37

Great rentals within 20 miles that match your search

Holiday home with indoor pool, golf nearby in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £275 / night

£1,920 / week

1 / 32

Great rentals within 20 miles that match your search

Holiday villa with indoor pool, golf nearby in Davenport

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from £77 / night

£535 / week

1 / 12

Great rentals within 20 miles that match your search

Kissimmee holiday villa rental

Kissimmee villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from £224 / night

£1,568 / week

1 / 41

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 £183 / night

£1,920 / week

1 / 23

Great rentals within 20 miles that match your search

Home letting in ChampionsGate with indoor pool, golf nearby

ChampionsGate house

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 16
1 review

from £412 / night

£2,880 / week

1 / 32

Great rentals within 20 miles that match your search

Holiday home with indoor pool in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10
2 reviews

from £127 / night

£890 / week

1 / 35

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 £110 / night

£768 / 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: Private indoor pool

from £144 / night

£1,006 / 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: Private indoor pool

from £262 / night

£1,829 / week

1 / 7

Great rentals within 20 miles that match your search

Kissimmee holiday villa rental

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 20

1 filter does not match: Private indoor pool

8 reviews

from £549 / night

£3,657 - £3,913 / week

1 / 25

Great rentals within 20 miles that match your search

Kissimmee holiday home rental

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Private indoor pool

2 reviews

from £96 / night

£640 / week

1 / 81

Great rentals within 20 miles that match your search

Home rental in Kissimmee

Kissimmee house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

1 filter does not match: Private indoor pool

12 reviews

from £275 / night

£1,920 / week

1 / 64

Great rentals within 20 miles that match your search

Holiday villa rental

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Private indoor pool

4 reviews

from £138 / night

£916 - £1,031 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday home in Kissimmee

Kissimmee house

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Private indoor pool

from £151 / night

£1,056 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday villa with shared pool in Kissimmee

Kissimmee villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Private indoor pool

from £155 / night

£1,079 / week

1 / 7

Great rentals within 20 miles that match your search

Holiday home with swimming pool in Kissimmee

Kissimmee house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

1 filter does not match: Private indoor pool

from £95 / night

£660 / week

1 / 81

Great rentals within 20 miles that match your search

Holiday home with swimming pool in Four Corners

Four Corners house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

1 filter does not match: Private indoor pool

from £75 / night

£525 / week

1 / 39

Great rentals within 20 miles that match your search

Holiday home letting

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Private indoor pool

from £66 / night

£461 / week

1 / 45

Great rentals within 20 miles that match your search

Townhouse rental in Kissimmee

Kissimmee townhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Private indoor pool

27 reviews

from £92 / night

£640 / week

1 / 92

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: Private indoor pool

1 review

from £94 / night

£644 / week

1 / 50

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: Private indoor pool

1 review

from £212 / night

£1,479 / week

1 / 49

Great rentals within 20 miles that match your search

Holiday apartment accommodation

Kissimmee apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Private indoor pool

8 reviews

from £92 / night

£640 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday villa with golf nearby in Davenport

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Private indoor pool

from £126 / night

£882 / week

1 / 23

Great rentals within 20 miles that match your search

Kissimmee holiday townhouse rental

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Private indoor pool

6 reviews

from £106 / night

£736 / week

1 / 29

Great rentals within 20 miles that match your search

Condo rental in Kissimmee with shared pool

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Private indoor pool

1 review

from £73 / night

£457 / week

1 / 20

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: Private indoor pool

16 reviews

from £151 / night

£1,052 - £1,792 / week

1 / 55

Great rentals within 20 miles that match your search

Holiday villa in Davenport

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Private indoor pool

from £98 / night

£686 - £878 / week

1 / 14

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: Private indoor pool

1 review

from £366 / night

£2,377 / week

1 / 36

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