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Holiday Lettings
> North America
> United States
> Florida
> Central Florida
> Kissimmee
> Villas and Apartments in Kissimmee City

Holiday Rentals in Kissimmee City - Holiday Lettings - Villas

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.
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Lift access
Pets allowed

Great rentals within 20 miles that match your search

Holiday villa rental

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £144 / night

£1,008 / week

1 / 9

Great rentals within 20 miles that match your search

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Holiday condo in Orlando

Orlando condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Pets allowed

3 reviews

from £73 / night

£507 / week

1 / 33

Great rentals within 20 miles that match your search

Holiday apartment in Davenport

Davenport apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Pets allowed

from £161 / night

£1,122 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday hotel apartment in Orlando

Orlando hotel apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Pets allowed

from £243 / night

£1,700 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday condo in Reunion

Reunion condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

1 filter does not match: Pets allowed

from £109 / night

£763 / week

1 / 9

Great rentals within 20 miles that match your search

Holiday villa in Orlando

Orlando villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Pets allowed

1 review

from £115 / night

£802 / week

1 / 41

Great rentals within 20 miles that match your search

Holiday apartment in Kissimmee

Kissimmee apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Lift access

from £183 / night

£1,276 / week

1 / 5

Great rentals within 20 miles that match your search

Villa rental in Orlando with shared pool

Orlando villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Pets allowed

from £137 / night

£956 / week

1 / 10

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: Pets allowed

from £262 / night

£1,832 / week

1 / 7

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: Pets allowed

1 review

from £92 / night

£642 / week

1 / 4

Great rentals within 20 miles that match your search

Buena Ventura Lakes holiday condo rental

Buena Ventura Lakes condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Pets allowed

1 review

from £81 / night

£2,060 / week

1 / 7

Great rentals within 20 miles that match your search

Holiday condo in Orlando

Orlando condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Pets allowed

from £91 / night

£596 - £871 / week

1 / 34

Great rentals within 20 miles that match your search

Holiday villa with shared pool, golf nearby in Orlando

Orlando villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Pets allowed

1 review

from £137 / night

£956 / week

1 / 30

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: Pets allowed

from £216 / night

£1,512 / week

1 / 14

Great rentals within 20 miles that match your search

Kissimmee holiday home rental

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

1 filter does not match: Pets allowed

2 reviews

from £229 / night

£1,191 / week

1 / 4

Great rentals within 20 miles that match your search

Holiday condo with shared pool in Orlando

Orlando condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Pets allowed

from £282 / night

£1,970 / week

1 / 9

Great rentals within 20 miles that match your search

Kissimmee holiday villa rental

Kissimmee villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

1 filter does not match: Lift access

38 reviews

from £97 / night

£637 / week

1 / 24

Great rentals within 20 miles that match your search

Home rental in Davenport

Davenport house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Lift access

from £119 / night

£825 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday hotel apartment with shared pool, golf nearby in Reunion

Reunion hotel apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Pets allowed

4 reviews

from £164 / night

£1,212 / week

1 / 27

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: Pets allowed

3 reviews

from £142 / night

£995 - £1,188 / week

1 / 53

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: Lift access

90 reviews

from £101 / night

£710 - £762 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday villa rental

Orlando villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Pets allowed

1 review

from £210 / night

£1,465 / week

1 / 4

Great rentals within 20 miles that match your search

Holiday condo in Celebration

Celebration condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Pets allowed

from £81 / night

£1,602 / week

1 / 7

Great rentals within 20 miles that match your search

Holiday apartment rental

Reunion apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Pets allowed

2 reviews

from £142 / night

£895 / week

1 / 35

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Kissimmee

Kissimmee apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Pets allowed

from £160 / night

£1,116 / week

1 / 93

Great rentals within 20 miles that match your search

Condo rental in Four Corners

Four Corners condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Pets allowed

from £92 / night

£642 / week

1 / 13

Great rentals within 20 miles that match your search

Four Corners holiday condo rental

Four Corners condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Pets allowed

3 reviews

from £152 / night

£1,058 / week

1 / 21

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: Pets allowed

from £146 / night

£1,020 / week

1 / 45

Great rentals within 20 miles that match your search

Kissimmee holiday hotel apartment rental

Kissimmee hotel apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Pets allowed

from £99 / night

£693 / week

1 / 13

Great rentals within 20 miles that match your search

Kissimmee holiday apartment rental

Kissimmee apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Pets allowed

4 reviews

from £202 / night

£1,411 / week

1 / 73

Great rentals within 20 miles that match your search

Holiday condo rental

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Pets allowed

5 reviews

from £197 / night

£1,374 / week

1 / 24

Great rentals within 20 miles that match your search

Four Corners holiday apartment rental

Four Corners apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Pets allowed

from £249 / night

£1,741 / week

1 / 9

Great rentals within 20 miles that match your search

Holiday hotel apartment with shared pool in Orlando

Orlando hotel apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Pets allowed

from £210 / night

£1,466 / week

1 / 7

Great rentals within 20 miles that match your search

Holiday apartment in Old Town

Old Town apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Pets allowed

from £119 / night

£832 - £2,050 / week

1 / 12

Great rentals within 20 miles that match your search

Old Town holiday apartment rental

Old Town apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Pets allowed

from £185 / night

£1,296 - £3,771 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday condo in Kissimmee

Kissimmee condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Pets allowed

from £163 / night

£1,135 / week

1 / 6

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: Pets allowed

from £155 / night

£1,080 / 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: Pets allowed

from £155 / night

£1,080 / 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: Pets allowed

from £198 / night

£1,383 / 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: Pets allowed

from £198 / night

£1,383 / week

1 / 16

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