Updating

Dates
...

Viewing 40 of 538 rentals in Oak Island Harbor

Tell us your dates, and we will find the most accurate rates and availability for you

Updating

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

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 (12)
  • Villa (64)
  • House (44)
  • Townhouse (11)
  • Condo (50)
  • Hotel apartment (2)

All filters (2)

Filters (2)

Clear filters

183 Holiday homes

Why am I receiving these results?
Applied filters (2)
Heated pool
DVD player

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

£962 / 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
63 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 £78 / night

£545 / week

1 / 58

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 £165 / night

£1,152 / week

1 / 38

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

Holiday condo in Kissimmee

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4
3 reviews

from £92 / night

£640 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday villa rental

Kissimmee villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12
2 reviews

from £197 / night

£1,740 - £1,868 / week

1 / 33

Great rentals within 20 miles that match your search

Condo rental in Kissimmee with shared pool

Kissimmee condo

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from £126 / night

£802 - £916 / week

1 / 27

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

£834 / week

1 / 55

Great rentals within 20 miles that match your search

Kissimmee holiday condo rental

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £142 / night

£992 / week

1 / 60

Great rentals within 20 miles that match your search

Holiday condo in Kissimmee

Kissimmee condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £163 / night

£1,135 / week

1 / 6

Great rentals within 20 miles that match your search

Holiday home in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from £197 / night

£1,374 / week

1 / 15

Great rentals within 20 miles that match your search

Orlando holiday home rental

Orlando house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14
2 reviews

from £210 / night

£1,466 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday villa with golf nearby in Four Corners

Four Corners villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £119 / night

£828 / week

1 / 54

Great rentals within 20 miles that match your search

Holiday villa with golf nearby in Four Corners

Four Corners villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 14

from £153 / night

£1,071 / week

1 / 53

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

£1,238 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday home with swimming pool in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8
1 review

from £138 / night

£962 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday villa in Kissimmee

Kissimmee villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10
23 reviews

from £174 / night

£1,155 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday villa in Four Corners

Four Corners villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 11

from £183 / night

£1,280 - £7,603 / week

1 / 54

Great rentals within 20 miles that match your search

Holiday villa with golf nearby in Four Corners

Four Corners villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 15

from £148 / night

£1,033 / week

1 / 96

Great rentals within 20 miles that match your search

Holiday condo in Kissimmee

Kissimmee condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

from £229 / night

£1,603 / week

1 / 4

Great rentals within 20 miles that match your search

Holiday condo in Celebration

Celebration condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £73 / night

£506 / week

1 / 6

Great rentals within 20 miles that match your search

Holiday condo in Celebration

Celebration condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £73 / night

£506 / week

1 / 6

Great rentals within 20 miles that match your search

Holiday condo in Celebration

Celebration condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £73 / night

£506 / week

1 / 6

Great rentals within 20 miles that match your search

Holiday townhouse in Four Corners

Four Corners townhouse

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

from £151 / night

£1,056 - £7,347 / week

1 / 50

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

£930 / week

1 / 22

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

Condo rental in Four Corners with shared pool

Four Corners condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £290 / night

£1,584 / week

1 / 48

Great rentals within 20 miles that match your search

Holiday condo rental

Four Corners condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £302 / night

£1,619 / week

1 / 31

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 home in Four Corners

Four Corners house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

from £92 / night

£640 / week

1 / 32

Great rentals within 20 miles that match your search

Holiday condo in Four Corners

Four Corners condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £69 / night

£480 / week

1 / 8

Great rentals within 20 miles that match your search

Holiday condo in Four Corners

Four Corners condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £73 / night

£506 / week

1 / 8

Great rentals within 20 miles that match your search

Holiday condo in Four Corners

Four Corners condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £73 / night

£506 / week

1 / 8

Great rentals within 20 miles that match your search

Holiday apartment rental

Kissimmee apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6
3 reviews

from £142 / night

£995 - £1,188 / week

1 / 53

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

Holiday condo with shared pool in Kissimmee

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £157 / night

£1,100 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday condo with shared pool in Four Corners

Four Corners condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £281 / night

£1,508 / week

1 / 36

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

£825 / week

1 / 52

Great rentals within 20 miles that match your search

Home rental in Kissimmee

Kissimmee house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

from £284 / night

£1,856 / week

1 / 41

×

Also consider