Updating

Dates
...

Viewing 40 of 135 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)

All filters (2)

Filters (2)

Clear filters

1 Holiday homes

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

Great rentals within 20 miles that match your search

Holiday villa in Miami

Miami villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

from £548 / night

£3,197 / week

1 / 36

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

Clear all filters

Holiday home in Islamorada

Islamorada house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Smokers

from £300 / night

£2,101 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday condo in Marathon

Marathon condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Smokers

6 reviews

from £274 / night

£1,914 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday studio in Marathon

Marathon studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 filter does not match: Smokers

from £165 / night

£914 / week

1 / 31

Great rentals within 20 miles that match your search

Key Largo holiday townhouse rental

Key Largo townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Smokers

6 reviews

from £320 / night

£1,325 - £2,740 / week

1 / 17

Great rentals within 20 miles that match your search

Islamorada holiday condo rental

Islamorada condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Smokers

7 reviews

from £137 / night

£959 / week

1 / 49

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: Smokers

from £163 / night

£1,142 - £3,106 / 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: Smokers

from £640 / night

£4,476 / 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: Smokers

from £64 / night

£448 / 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: Smokers

from £457 / night

£2,284 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday home in Cudjoe Key

Cudjoe Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Smokers

10 reviews

from £457 / night

£3,197 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday apartment in Marathon

Marathon apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Smokers

19 reviews

from £274 / night

£1,914 / week

1 / 37

Great rentals within 20 miles that match your search

Cudjoe Key holiday home rental

Cudjoe Key house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

1 filter does not match: Smokers

16 reviews

from £631 / night

£4,412 - £5,690 / week

1 / 26

Great rentals within 20 miles that match your search

Home rental in Cudjoe Key

Cudjoe Key house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 14

1 filter does not match: Smokers

12 reviews

from £495 / night

£4,202 - £5,480 / week

1 / 35

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: Smokers

5 reviews

from £179 / night

£1,247 / 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: Smokers

4 reviews

from £201 / night

£1,096 / week

1 / 37

Great rentals within 20 miles that match your search

Holiday home in Marathon

Marathon house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Smokers

15 reviews

from £319 / night

£2,234 / week

1 / 50

Great rentals within 20 miles that match your search

Marathon holiday home rental

Marathon house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Heated pool

9 reviews

from £171 / night

£1,197 / week

1 / 30

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: Smokers

18 reviews

from £203 / night

£1,416 / week

1 / 35

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: Smokers

from £274 / night

£1,918 / 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

£1,759 - £2,238 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday villa accommodation

Marathon villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Smokers

78 reviews

from £3,670 / night

£2,234 - £3,351 / week

1 / 41

Great rentals within 20 miles that match your search

Holiday home in Marathon

Marathon house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Smokers

36 reviews

from £1,827 / night

£12,787 / week

1 / 36

Great rentals within 20 miles that match your search

Condo rental in Key Largo

Key Largo condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Smokers

25 reviews

from £320 / night

£1,507 - £2,740 / week

1 / 30

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: Smokers

3 reviews

from £179 / night

£1,247 / 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: Smokers

1 review

from £284 / night

£1,982 / week

1 / 25

Great rentals within 20 miles that match your search

Marathon holiday home accommodation

Marathon house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Smokers

23 reviews

from £914 / night

£6,394 / week

1 / 45

Great rentals within 20 miles that match your search

Key Largo holiday home rental

Key Largo house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Heated pool

1 review

from £389 / night

£2,558 - £3,517 / week

1 / 16

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: Smokers

3 reviews

from £365 / night

£2,551 / 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: Smokers

4 reviews

from £126 / night

£880 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday condo in Marathon

Marathon condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Smokers

2 reviews

from £281 / night

£1,964 / week

1 / 13

Great rentals within 20 miles that match your search

Studio rental in Marathon

Marathon studio

  • Studio
  • 1 bathroom
  • sleeps 3

1 filter does not match: Smokers

4 reviews

from £255 / night

£1,781 / week

1 / 9

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: Smokers

8 reviews

from £274 / night

£1,279 - £1,918 / week

1 / 23

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: Smokers

16 reviews

from £269 / night

£1,884 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Key Colony Beach

Key Colony Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Smokers

from £210 / night

£1,471 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday home in Duck Key

Duck Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

1 filter does not match: Smokers

4 reviews

from £526 / night

£3,677 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday home in Marathon Shores

Marathon Shores house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

1 filter does not match: Smokers

10 reviews

from £783 / night

£5,480 / week

1 / 45

Great rentals within 20 miles that match your search

Little Torch Key holiday home rental

Little Torch Key house

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

1 filter does not match: Smokers

from £639 / night

£4,469 / week

1 / 49

Great rentals within 20 miles that match your search

Holiday home in Marathon

Marathon house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Heated pool

1 review

from £821 / night

£5,748 / week

1 / 37

Great rentals within 20 miles that match your search

Holiday home in Sunset Point

Sunset Point house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

1 filter does not match: Smokers

from £2,010 / night

£12,787 / week

1 / 15

×

Also consider