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

Holiday Rentals in Oak Island Harbor - Holiday Lettings - Villas

Price per night

£1 £750 -

Bedrooms

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  • 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 (13)
  • Villa (33)
  • House (18)
  • Townhouse (8)
  • Condo (19)
  • Hotel apartment (1)

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92 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 £138 / night

£960 / week

1 / 29

Great rentals within 20 miles that match your search

Townhouse rental in Four Corners with swimming pool

Four Corners townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £120 / night

£839 / week

1 / 66

Great rentals within 20 miles that match your search

Holiday home in Four Corners

Four Corners house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

from £288 / night

£2,016 / week

1 / 59

Great rentals within 20 miles that match your search

Holiday townhouse in Four Corners

Four Corners townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £110 / night

£832 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday villa in Kissimmee

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £229 / night

£1,600 / 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 £142 / night

£832 / week

1 / 55

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 £176 / night

£1,235 / week

1 / 30

Great rentals within 20 miles that match your search

Four Corners holiday home rental

Four Corners house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

from £255 / night

£1,780 / week

1 / 56

Great rentals within 20 miles that match your search

Four Corners holiday villa rental

Four Corners villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18
2 reviews

from £156 / night

£1,088 / week

1 / 29

Great rentals within 20 miles that match your search

Holiday villa in Four Corners

Four Corners villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £133 / night

£928 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday condo with shared pool in Celebration

Celebration condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £69 / night

£480 / week

1 / 7

Great rentals within 20 miles that match your search

Holiday condo with shared pool in Celebration

Celebration condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £64 / night

£448 / week

1 / 7

Great rentals within 20 miles that match your search

Holiday villa in Four Corners

Four Corners villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from £229 / night

£1,600 / week

1 / 34

Great rentals within 20 miles that match your search

Holiday condo with shared pool in Celebration

Celebration condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £69 / night

£480 / week

1 / 7

Great rentals within 20 miles that match your search

Holiday condo with shared pool in Celebration

Celebration condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £69 / night

£480 / week

1 / 7

Great rentals within 20 miles that match your search

Kissimmee holiday home accommodation

Kissimmee house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £110 / night

£768 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday villa with swimming pool, golf nearby in Four Corners

Four Corners villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8
12 reviews

from £100 / night

£698 / week

1 / 39

Great rentals within 20 miles that match your search

Holiday home rental

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10
5 reviews

from £170 / night

£1,184 / week

1 / 48

Great rentals within 20 miles that match your search

Home rental in Kissimmee

Kissimmee house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8
16 reviews

from £118 / night

£823 / week

1 / 52

Great rentals within 20 miles that match your search

Four Corners holiday villa rental

Four Corners villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £235 / night

£1,645 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday villa in Kissimmee

Kissimmee villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £128 / night

£896 / week

1 / 38

Great rentals within 20 miles that match your search

Condo rental in Four Corners with shared pool, golf nearby

Four Corners condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £177 / night

£1,236 / week

1 / 29

Great rentals within 20 miles that match your search

Condo letting in Four Corners with shared pool, golf nearby

Four Corners condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £282 / night

£1,972 / week

1 / 29

Great rentals within 20 miles that match your search

Condo rental in Four Corners with shared pool, golf nearby

Four Corners condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £250 / night

£1,748 / week

1 / 29

Great rentals within 20 miles that match your search

Condo rental in Celebration

Celebration condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £83 / night

£576 / week

1 / 10

Great rentals within 20 miles that match your search

Holiday condo with shared pool in Four Corners

Four Corners condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £69 / night

£480 / week

1 / 10

Great rentals within 20 miles that match your search

Holiday condo with shared pool in Four Corners

Four Corners condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £64 / night

£448 / week

1 / 10

Great rentals within 20 miles that match your search

Holiday condo with shared pool in Four Corners

Four Corners condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £64 / night

£448 / week

1 / 10

Great rentals within 20 miles that match your search

Holiday hotel apartment with golf nearby in Kissimmee

Kissimmee hotel apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6
22 reviews

from £100 / night

£698 / week

1 / 26

Great rentals within 20 miles that match your search

Four Corners holiday condo rental

Four Corners condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6
34 reviews

from £80 / night

£479 / week

1 / 13

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

Townhouse rental in Four Corners

Four Corners townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8
6 reviews

from £87 / night

£608 / week

1 / 9

Great rentals within 20 miles that match your search

Holiday villa in Kissimmee

Kissimmee villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

from £229 / night

£1,600 / week

1 / 30

Great rentals within 20 miles that match your search

Apartment rental in Kissimmee with shared pool

Kissimmee apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from £106 / night

£736 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday townhouse in Four Corners

Four Corners townhouse

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10
21 reviews

from £115 / night

£800 - £896 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday apartment in Kissimmee

Kissimmee apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £92 / night

£640 / week

1 / 26

Great rentals within 20 miles that match your search

Home rental in Kissimmee with swimming pool

Kissimmee house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 22
11 reviews

from £480 / night

£3,360 / week

1 / 33

Great rentals within 20 miles that match your search

Holiday apartment in Kissimmee

Kissimmee apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £100 / night

£639 / week

1 / 32

Great rentals within 20 miles that match your search

Holiday villa in Kissimmee

Kissimmee villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10
5 reviews

from £165 / night

£915 / week

1 / 39

Great rentals within 20 miles that match your search

Apartment rental in Kissimmee with shared pool

Kissimmee apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6
1 review

from £86 / night

£573 - £1,031 / week

1 / 39

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