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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

Property rating (out of 5)
  • 5
  • 4 and above
  • 3 and above
Tripadvisor rating Vrbo rating
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 (4)
  • Villa (15)
  • House (8)
  • Townhouse (3)

All filters (2)

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30 Holiday homes

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Great rentals within 20 miles that match your search

Holiday villa in Four Corners

Four Corners villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

from £457 / night

£3,160 - £4,122 / week

1 / 53

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 £128 / night

£892 / week

1 / 16

Great rentals within 20 miles that match your search

Four Corners holiday home rental

Four Corners house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

from £183 / night

£1,276 / week

1 / 35

Great rentals within 20 miles that match your search

Holiday villa in Kissimmee

Kissimmee villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 11

from £225 / night

£1,571 / week

1 / 20

Great rentals within 20 miles that match your search

Four Corners holiday villa rental

Four Corners villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from £100 / night

£699 / week

1 / 40

Great rentals within 20 miles that match your search

Holiday villa in Four Corners

Four Corners villa

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 16

from £183 / night

£1,145 - £1,832 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday home in Celebration

Celebration house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 13

from £266 / night

£1,860 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday villa with golf nearby in Kissimmee

Kissimmee villa

  • 5 bedrooms
  • 7 bathrooms
  • sleeps 12

from £161 / night

£1,121 / week

1 / 28

Great rentals within 20 miles that match your search

Kissimmee holiday home rental

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8
44 reviews

from £164 / night

£1,145 - £1,512 / week

1 / 43

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

£956 / week

1 / 48

Great rentals within 20 miles that match your search

Holiday villa in Kissimmee

Kissimmee villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

from £174 / night

£1,168 - £1,603 / week

1 / 19

Great rentals within 20 miles that match your search

Kissimmee holiday home accommodation

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8
6 reviews

from £156 / night

£1,090 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday apartment in Kissimmee

Kissimmee apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £92 / night

£642 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Four Corners

Four Corners house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

from £321 / night

£2,245 / week

1 / 45

Great rentals within 20 miles that match your search

Villa rental in Kissimmee

Kissimmee villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14
8 reviews

from £321 / night

£2,245 / week

1 / 72

Great rentals within 20 miles that match your search

Apartment accommodation in Kissimmee

Kissimmee apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8
91 reviews

from £101 / night

£706 / week

1 / 25

Great rentals within 20 miles that match your search

Apartment rental in Kissimmee

Kissimmee apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8
13 reviews

from £92 / night

£642 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday townhouse in Celebration

Celebration townhouse

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9
1 review

from £216 / night

£1,374 / week

1 / 46

Great rentals within 20 miles that match your search

Holiday villa in Four Corners

Four Corners villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10
1 review

from £266 / night

£1,860 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Four Corners

Four Corners house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12
72 reviews

from £321 / night

£2,072 - £3,081 / week

1 / 48

Great rentals within 20 miles that match your search

Kissimmee holiday townhouse rental

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £128 / night

£892 / week

1 / 42

Great rentals within 20 miles that match your search

Villa rental in Kissimmee

Kissimmee villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 16
4 reviews

from £321 / night

£2,246 / week

1 / 60

Great rentals within 20 miles that match your search

Holiday villa rental

Kissimmee villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12
1 review

from £146 / night

£962 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday apartment in Kissimmee

Kissimmee apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8
33 reviews

from £92 / night

£642 / week

1 / 18

Great rentals within 20 miles that match your search

Kissimmee holiday townhouse rental

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7
23 reviews

from £161 / night

£1,122 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday home in Four Corners

Four Corners house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8
2 reviews

from £197 / night

£1,379 / week

1 / 35

Great rentals within 20 miles that match your search

Holiday villa in Kissimmee

Kissimmee villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 16
2 reviews

from £321 / night

£2,245 / week

1 / 59

Great rentals within 20 miles that match your search

Villa rental in Kissimmee

Kissimmee villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14
3 reviews

from £321 / night

£2,245 / week

1 / 68

Great rentals within 20 miles that match your search

Kissimmee holiday villa let

Kissimmee villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6
44 reviews

from £115 / night

£722 - £922 / week

1 / 29

Great rentals within 20 miles that match your search

Four Corners holiday home rental

Four Corners house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £201 / night

£1,407 / 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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Four Corners holiday villa rental

Four Corners villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

1 filter does not match: Cot available

from £274 / night

£1,918 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday apartment in Celebration

Celebration apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cot available

from £108 / night

£755 / week

1 / 12

Great rentals within 20 miles that match your search

Celebration holiday townhouse rental

Celebration townhouse

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 filter does not match: Cot available

from £75 / night

£525 / week

1 / 46

Great rentals within 20 miles that match your search

Holiday townhouse with shared pool in Celebration

Celebration townhouse

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Cot available

from £85 / night

£595 / week

1 / 42

Great rentals within 20 miles that match your search

Holiday townhouse with shared pool in Celebration

Celebration townhouse

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

1 filter does not match: Cot available

from £75 / night

£525 / week

1 / 62

Great rentals within 20 miles that match your search

Celebration holiday townhouse let

Celebration townhouse

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

1 filter does not match: Cot available

from £66 / night

£461 / week

1 / 42

Great rentals within 20 miles that match your search

Townhouse rental in Celebration with shared pool

Celebration townhouse

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Cot available

from £75 / night

£525 / week

1 / 54

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 10

1 filter does not match: Cot available

from £85 / night

£595 / week

1 / 32

Great rentals within 20 miles that match your search

Four Corners holiday townhouse rental

Four Corners townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Cot available

from £94 / night

£659 / week

1 / 46

Great rentals within 20 miles that match your search

Home rental in Four Corners with swimming pool

Four Corners house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

1 filter does not match: Cot available

from £75 / night

£525 / week

1 / 31

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