Updating

Dates
...

Viewing 40 of 70 rentals in Islamorada

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

Updating

Holiday Lettings
> North America
> United States
> Florida
> Florida Keys
> Holiday rentals and villas in Islamorada

Holiday rentals in Islamorada and Villas - Holiday Lettings - Holiday Rentals Islamorada

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
  • Villa (1)
  • Townhouse (1)
  • Condo (1)

All filters (2)

Filters (2)

Clear filters

3 Holiday homes

Why am I receiving these results?
Applied filters (2)
Heated pool
Horse riding

Great rentals within 20 miles that match your search

Key Largo holiday townhouse rental

Key Largo townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6
6 reviews

from £321 / night

£1,329 - £2,750 / week

1 / 17

Great rentals within 20 miles that match your search

Condo rental in Key Largo

Key Largo condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8
25 reviews

from £321 / night

£1,513 - £2,750 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday villa accommodation

Marathon villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8
78 reviews

from £3,682 / night

£1,681 - £3,362 / week

1 / 41

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

Clear all filters

Islamorada holiday condo rental

Islamorada condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Horse riding

7 reviews

from £184 / night

£1,283 / week

1 / 49

Great rentals within 20 miles that match your search

Islamorada holiday condo rental

Islamorada condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Horse riding

6 reviews

from £313 / night

£2,191 - £3,015 / week

1 / 20

Great rentals within 20 miles that match your search

Villa rental in Islamorada

Islamorada villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Horse riding

from £164 / night

£1,146 - £3,116 / week

1 / 6

Great rentals within 20 miles that match your search

Holiday home in Islamorada

Islamorada house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

1 filter does not match: Horse riding

from £642 / night

£4,491 / week

1 / 22

Great rentals within 20 miles that match your search

Tavernier holiday home rental

Tavernier house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Horse riding

from £65 / night

£449 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday villa in Islamorada

Islamorada villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Horse riding

from £459 / night

£2,291 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday home in Islamorada

Islamorada house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Horse riding

from £302 / night

£2,108 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday home in Islamorada

Islamorada house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Heated pool

5 reviews

from £413 / night

£2,887 / week

1 / 29

Great rentals within 20 miles that match your search

Holiday home in Islamorada

Islamorada house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Horse riding

3 reviews

from £366 / night

£2,560 / week

1 / 2

Great rentals within 20 miles that match your search

Condo rental in Islamorada

Islamorada condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Horse riding

4 reviews

from £126 / night

£883 / week

1 / 19

Great rentals within 20 miles that match your search

Islamorada holiday condo let

Islamorada condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Horse riding

8 reviews

from £275 / night

£1,283 - £1,925 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday home in Key Largo

Key Largo house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Heated pool

1 review

from £115 / night

£802 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday condo in Tavernier

Tavernier condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Horse riding

from £298 / night

£2,085 / week

1 / 63

Great rentals within 20 miles that match your search

Townhouse rental in Key Largo

Key Largo townhouse

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

1 filter does not match: Horse riding

4 reviews

from £550 / night

£3,849 / week

1 / 57

Great rentals within 20 miles that match your search

Townhouse rental in Key Largo with swimming pool

Key Largo townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Heated pool

8 reviews

from £321 / night

£1,513 - £3,208 / week

1 / 17

Great rentals within 20 miles that match your search

Apartment accommodation in Key Largo

Key Largo apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Heated pool

7 reviews

from £321 / night

£1,329 - £2,750 / week

1 / 16

Great rentals within 20 miles that match your search

Home rental in Islamorada

Islamorada house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Heated pool

from £367 / night

£2,566 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday studio in Matecumbe Key

Matecumbe Key studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 filter does not match: Heated pool

9 reviews

from £138 / night

£963 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday home in Islamorada

Islamorada house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Heated pool

32 reviews

from £459 / night

£3,208 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday apartment rental

Key Largo apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Horse riding

40 reviews

from £229 / night

£1,187 - £1,787 / week

1 / 36

Great rentals within 20 miles that match your search

Key Largo holiday apartment rental

Key Largo apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Horse riding

5 reviews

from £179 / night

£1,251 / week

1 / 59

Great rentals within 20 miles that match your search

Holiday apartment in Grassy Key

Grassy Key apartment

  • 1 bathroom
  • sleeps 2

1 filter does not match: Horse riding

3 reviews

from £202 / night

£1,100 / week

1 / 38

Great rentals within 20 miles that match your search

Holiday condo rental

Islamorada condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Horse riding

18 reviews

from £203 / night

£1,421 / week

1 / 35

Great rentals within 20 miles that match your search

Villa rental in Key Largo

Key Largo villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

1 filter does not match: Horse riding

10 reviews

from £321 / night

£1,787 - £9,568 / week

1 / 64

Great rentals within 20 miles that match your search

Holiday villa in Key Largo

Key Largo villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Horse riding

15 reviews

from £298 / night

£1,737 - £6,406 / week

1 / 58

Great rentals within 20 miles that match your search

Holiday apartment in Key Largo

Key Largo apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Horse riding

22 reviews

from £165 / night

£1,444 - £2,310 / week

1 / 55

Great rentals within 20 miles that match your search

Villa rental in Key Largo

Key Largo villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Horse riding

5 reviews

from £161 / night

£1,054 - £4,069 / week

1 / 37

Great rentals within 20 miles that match your search

Holiday apartment in Key Largo

Key Largo apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

1 filter does not match: Horse riding

6 reviews

from £170 / night

£1,279 - £5,485 / week

1 / 48

Great rentals within 20 miles that match your search

Holiday home accommodation

Islamorada house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Horse riding

from £275 / night

£1,925 / week

1 / 25

Great rentals within 20 miles that match your search

Key Largo holiday cottage rental

Key Largo cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Heated pool

69 reviews

from £252 / night

£1,765 - £2,246 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday home in Key Largo

Key Largo house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Heated pool

43 reviews

from £459 / night

£3,208 - £3,849 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday villa in Key Largo

Key Largo villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Heated pool

25 reviews

from £252 / night

£1,765 - £2,246 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday hotel apartment in Key Largo

Key Largo hotel apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Horse riding

6 reviews

from £321 / night

£2,012 - £8,303 / week

1 / 54

Great rentals within 20 miles that match your search

Key Largo holiday villa rental

Key Largo villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Horse riding

3 reviews

from £179 / night

£1,251 / week

1 / 29

Great rentals within 20 miles that match your search

Villa rental in Islamorada

Islamorada villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Horse riding

1 review

from £284 / night

£1,989 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday condo in Key Largo

Key Largo condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Horse riding

16 reviews

from £269 / night

£1,884 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday townhouse accommodation

Islamorada townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Horse riding

from £129 / night

£899 / week

1 / 33

×

Also consider