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Holiday Lettings
> North America
> United States
> Florida
> Central Florida
> Kissimmee
> Houses and Villas in Oak Island Harbor

Holiday Rentals in Oak Island Harbor - Holiday Lettings - Villas

Price per night

£1 £750 -

Bedrooms

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  • 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 (37)
  • Villa (137)
  • House (153)
  • Townhouse (41)
  • Condo (105)
  • Hotel apartment (3)

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476 Holiday homes

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Great rentals within 20 miles that match your search

Holiday villa in Kissimmee

Kissimmee villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10
95 reviews

from £139 / night

£967 / week

1 / 29

Great rentals within 20 miles that match your search

Holiday townhouse in Four Corners

Four Corners townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £65 / night

£452 / week

1 / 47

Great rentals within 20 miles that match your search

Holiday home with swimming pool in Kissimmee

Kissimmee house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10
62 reviews

from £123 / night

£859 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday condo in Kissimmee

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5
7 reviews

from £109 / night

£525 / week

1 / 23

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 £91 / night

£645 - £1,842 / week

1 / 8

Great rentals within 20 miles that match your search

Kissimmee holiday apartment rental

Kissimmee apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6
19 reviews

from £79 / night

£548 / week

1 / 58

Great rentals within 20 miles that match your search

Four Corners holiday home rental

Four Corners house

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 13
1 review

from £194 / night

£1,354 / week

1 / 57

Great rentals within 20 miles that match your search

Holiday villa letting

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8
26 reviews

from £132 / night

£922 / week

1 / 37

Great rentals within 20 miles that match your search

Home rental in Celebration with shared pool

Celebration house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £83 / night

£497 - £828 / week

1 / 15

Great rentals within 20 miles that match your search

Apartment rental in Kissimmee

Kissimmee apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6
2 reviews

from £115 / night

£806 / week

1 / 10

Great rentals within 20 miles that match your search

Kissimmee holiday condo rental

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6
1 review

from £101 / night

£644 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday home in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10
3 reviews

from £124 / night

£863 / week

1 / 24

Great rentals within 20 miles that match your search

Kissimmee holiday villa accommodation

Kissimmee villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12
2 reviews

from £203 / night

£1,417 / week

1 / 38

Great rentals within 20 miles that match your search

Apartment rental in Kissimmee with swimming pool

Kissimmee apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £79 / night

£548 - £1,179 / week

1 / 47

Great rentals within 20 miles that match your search

Holiday villa rental

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8
4 reviews

from £138 / night

£916 - £1,031 / week

1 / 18

Great rentals within 20 miles that match your search

Kissimmee holiday home rental

Kissimmee house

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 20
4 reviews

from £498 / night

£3,484 / week

1 / 100

Great rentals within 20 miles that match your search

Celebration holiday condo let

Celebration condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £111 / night

£663 - £856 / week

1 / 24

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

£644 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday home in Four Corners

Four Corners house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

from £290 / night

£2,028 / 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
  • 2 bathrooms
  • sleeps 8

from £97 / night

£644 - £1,797 / week

1 / 62

Great rentals within 20 miles that match your search

Holiday villa rental

Kissimmee villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12
2 reviews

from £198 / night

£1,749 - £1,878 / week

1 / 33

Great rentals within 20 miles that match your search

Holiday apartment in Four Corners

Four Corners apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £113 / night

£786 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday condo letting

Celebration condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7
1 review

from £83 / night

£497 - £828 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday home with shared pool in Four Corners

Four Corners house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £115 / night

£805 / week

1 / 29

Great rentals within 20 miles that match your search

Kissimmee holiday villa rental

Kissimmee villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from £106 / night

£709 - £1,900 / week

1 / 46

Great rentals within 20 miles that match your search

Holiday apartment with swimming pool in Kissimmee

Kissimmee apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £92 / night

£618 - £1,604 / week

1 / 35

Great rentals within 20 miles that match your search

Holiday home in Kissimmee

Kissimmee house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £92 / night

£644 - £1,468 / week

1 / 44

Great rentals within 20 miles that match your search

Holiday townhouse in Four Corners

Four Corners townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £111 / night

£838 / week

1 / 16

Great rentals within 20 miles that match your search

Four Corners holiday villa rental

Four Corners villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

from £920 / night

£6,439 / week

1 / 42

Great rentals within 20 miles that match your search

Holiday villa in Four Corners

Four Corners villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

from £920 / night

£6,439 / week

1 / 40

Great rentals within 20 miles that match your search

Villa rental in Four Corners

Four Corners villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

from £920 / night

£6,439 / week

1 / 41

Great rentals within 20 miles that match your search

Holiday villa in Four Corners

Four Corners villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

from £920 / night

£6,439 / week

1 / 46

Great rentals within 20 miles that match your search

Holiday villa in Kissimmee

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £231 / night

£1,612 / week

1 / 37

Great rentals within 20 miles that match your search

Villa rental in Four Corners with swimming pool

Four Corners villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8
92 reviews

from £143 / night

£838 / week

1 / 55

Great rentals within 20 miles that match your search

Holiday condo in Four Corners

Four Corners condo

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

from £126 / night

£882 / week

1 / 32

Great rentals within 20 miles that match your search

Holiday villa in Four Corners

Four Corners villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 9

from £920 / night

£6,439 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday villa in Four Corners

Four Corners villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

from £920 / night

£6,439 / week

1 / 33

Great rentals within 20 miles that match your search

Kissimmee holiday home rental

Kissimmee house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8
2 reviews

from £102 / night

£702 - £1,938 / week

1 / 62

Great rentals within 20 miles that match your search

Holiday home with swimming pool in Four Corners

Four Corners house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

from £171 / night

£1,159 - £2,151 / week

1 / 45

Great rentals within 20 miles that match your search

Kissimmee holiday home rental

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

from £125 / night

£870 / week

1 / 29

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