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Holiday Lettings
> North America
> United States
> Florida
> Central Florida
> Kissimmee
> Villas and Houses 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 (24)
  • Villa (142)
  • House (98)
  • Townhouse (30)
  • Condo (93)
  • Hotel apartment (2)

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389 Holiday homes

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Heated pool
Parking

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

£972 / week

1 / 29

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

Kissimmee holiday apartment rental

Kissimmee apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6
19 reviews

from £79 / night

£551 / week

1 / 58

Great rentals within 20 miles that match your search

Holiday villa rental

Kissimmee villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10
3 reviews

from £161 / night

£1,123 / week

1 / 25

Great rentals within 20 miles that match your search

Kissimmee holiday villa rental

Kissimmee villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £278 / night

£1,944 - £2,171 / week

1 / 15

Great rentals within 20 miles that match your search

Home rental in Reunion

Reunion house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 16

from £301 / night

£1,896 - £2,285 / week

1 / 43

Great rentals within 20 miles that match your search

Holiday home with shared pool in Four Corners

Four Corners house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 13
1 review

from £167 / night

£1,167 / week

1 / 38

Great rentals within 20 miles that match your search

Holiday home in Four Corners

Four Corners house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £232 / night

£1,620 / week

1 / 31

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 £195 / night

£1,361 / week

1 / 57

Great rentals within 20 miles that match your search

Holiday villa rental

Four Corners villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 16

from £644 / night

£4,503 / week

1 / 65

Great rentals within 20 miles that match your search

Holiday villa in Four Corners

Four Corners villa

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 20

from £278 / night

£1,444 - £2,916 / week

1 / 43

Great rentals within 20 miles that match your search

Holiday villa in Four Corners

Four Corners villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

from £462 / night

£3,194 - £4,165 / week

1 / 53

Great rentals within 20 miles that match your search

Holiday home in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £102 / night

£708 / week

1 / 14

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

Holiday home in Kissimmee

Kissimmee house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 16

from £232 / night

£1,852 / week

1 / 50

Great rentals within 20 miles that match your search

Celebration holiday townhouse rental

Celebration townhouse

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £185 / night

£1,290 / week

1 / 19

Great rentals within 20 miles that match your search

Kissimmee holiday home rental

Kissimmee house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 16
1 review

from £371 / night

£2,407 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday condo with shared pool in Kissimmee

Kissimmee condo

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from £111 / night

£778 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday home in Four Corners

Four Corners house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from £232 / night

£1,620 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday home in Kissimmee

Kissimmee house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 16

from £440 / night

£3,078 / week

1 / 21

Great rentals within 20 miles that match your search

Four Corners holiday home rental

Four Corners house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

from £283 / night

£1,976 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday townhouse rental

Four Corners townhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £100 / night

£700 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday villa in Four Corners

Four Corners villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

from £185 / night

£1,290 / week

1 / 64

Great rentals within 20 miles that match your search

Four Corners holiday townhouse rental

Four Corners townhouse

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

from £194 / night

£1,354 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Kissimmee

Kissimmee apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

from £232 / night

£1,619 / week

1 / 4

Great rentals within 20 miles that match your search

Holiday home in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £130 / night

£907 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Four Corners

Four Corners villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £129 / night

£901 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday villa in Kissimmee

Kissimmee villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from £371 / night

£2,592 / week

1 / 23

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

£647 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday apartment in Celebration

Celebration apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £110 / night

£765 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday townhouse in Reunion

Reunion townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from £172 / night

£1,199 / week

1 / 104

Great rentals within 20 miles that match your search

Kissimmee holiday villa let

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

from £185 / night

£1,290 / week

1 / 41

Great rentals within 20 miles that match your search

Holiday home rental

Four Corners house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £156 / night

£1,089 / week

1 / 14

Great rentals within 20 miles that match your search

Four Corners holiday condo rental

Four Corners condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £102 / night

£713 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday condo in Kissimmee

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £219 / night

£1,528 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday villa in Kissimmee

Kissimmee villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 11

from £227 / night

£1,588 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday home in Four Corners

Four Corners house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £102 / night

£713 / week

1 / 35

Great rentals within 20 miles that match your search

Reunion holiday townhouse rental

Reunion townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £139 / night

£972 / week

1 / 19

Great rentals within 20 miles that match your search

Apartment rental in Kissimmee

Kissimmee apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £138 / night

£966 / week

1 / 16

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

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