Updating

Dates
...

Viewing 40 of 991 rentals in Florida Keys

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

Updating

Holiday Lettings
> North America
> United States
> Florida
> Villas and holiday rentals in Florida Keys

Villas in Florida Keys and Holiday rentals - Holiday Lettings - Holiday Rentals Florida Keys

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

All filters (1)

Filters (2)

Clear filters

0 Holiday homes

Why am I receiving these results?

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

Clear all filters

Tavernier holiday home rental

Tavernier house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Catered / B&B

from £65 / night

£449 / week

1 / 24

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: Catered / B&B

3 reviews

from £229 / night

£1,603 / week

1 / 15

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: Catered / B&B

from £458 / night

£2,290 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Key West

Key West villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 16

1 filter does not match: Catered / B&B

5 reviews

from £1,603 / night

£11,221 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday condo in Key West

Key West condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Catered / B&B

4 reviews

from £390 / night

£2,657 - £2,886 / week

1 / 48

Great rentals within 20 miles that match your search

Holiday home in Islamorada

Islamorada house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

1 filter does not match: Catered / B&B

from £312 / night

£2,180 / week

1 / 27

Great rentals within 20 miles that match your search

Villa rental in Duck Key

Duck Key villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Catered / B&B

8 reviews

from £271 / night

£1,892 / week

1 / 16

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: Catered / B&B

10 reviews

from £459 / night

£3,209 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday home in Tavernier

Tavernier house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

1 filter does not match: Catered / B&B

from £197 / night

£1,379 / week

1 / 41

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: Catered / B&B

16 reviews

from £633 / night

£4,428 - £5,712 / 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: Catered / B&B

12 reviews

from £497 / night

£4,217 - £5,501 / week

1 / 35

Great rentals within 20 miles that match your search

Key West holiday apartment rental

Key West apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Catered / B&B

17 reviews

from £390 / night

£2,657 / week

1 / 19

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: Catered / B&B

5 reviews

from £179 / night

£1,251 / week

1 / 59

Great rentals within 20 miles that match your search

Islamorada holiday home rental

Islamorada house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

1 filter does not match: Catered / B&B

7 reviews

from £785 / night

£4,580 / week

1 / 21

Great rentals within 20 miles that match your search

Key West holiday apartment accommodation

Key West apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Catered / B&B

38 reviews

from £371 / night

£2,597 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday home rental

Key West house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Catered / B&B

2 reviews

from £915 / night

£6,406 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday home rental

Key West house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Catered / B&B

5 reviews

from £1,650 / night

£11,545 / week

1 / 47

Great rentals within 20 miles that match your search

Holiday home in Key West

Key West house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 filter does not match: Catered / B&B

6 reviews

from £915 / night

£6,406 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday home letting

Key West house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Catered / B&B

3 reviews

from £1,191 / night

£8,336 / week

1 / 31

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: Catered / B&B

36 reviews

from £1,832 / night

£12,824 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday condo in Islamorada

Islamorada condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Catered / B&B

from £1,191 / night

£8,336 / week

1 / 4

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: Catered / B&B

from £211 / night

£1,475 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday home in Key West

Key West house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Catered / B&B

1 review

from £393 / night

£2,748 - £4,031 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday condo with shared pool, golf nearby in Key West

Key West condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Catered / B&B

from £729 / night

£5,098 / week

1 / 52

Great rentals within 20 miles that match your search

Holiday home accommodation

Key Largo house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Catered / B&B

3 reviews

from £211 / night

£1,191 / week

1 / 27

Great rentals within 20 miles that match your search

Key West holiday condo rental

Key West condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Catered / B&B

from £729 / night

£5,098 / week

1 / 53

Great rentals within 20 miles that match your search

Condo rental in Key West with shared pool

Key West condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Catered / B&B

from £271 / night

£1,603 / week

1 / 13

Great rentals within 20 miles that match your search

Villa letting in Islamorada

Islamorada villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Catered / B&B

from £916 / night

£6,412 / week

1 / 19

Great rentals within 20 miles that match your search

Home rental in Key Largo

Key Largo house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

1 filter does not match: Catered / B&B

from £458 / night

£3,206 / week

1 / 38

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Stock Island

Stock Island house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Catered / B&B

from £413 / night

£2,886 - £3,847 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday home in Marathon Shores

Marathon Shores house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Catered / B&B

from £550 / night

£3,847 / week

1 / 25

Great rentals within 20 miles that match your search

Ramrod Key holiday home rental

Ramrod Key house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Catered / B&B

from £215 / night

£1,500 / week

1 / 19

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: Catered / B&B

4 reviews

from £527 / night

£3,687 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday home in Key Largo

Key Largo house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Catered / B&B

from £458 / night

£3,206 / week

1 / 10

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: Catered / B&B

10 reviews

from £786 / night

£5,496 / week

1 / 45

Great rentals within 20 miles that match your search

Cudjoe Key holiday home rental

Cudjoe Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Catered / B&B

from £142 / night

£990 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday home in Stock Island

Stock Island house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

1 filter does not match: Catered / B&B

from £3,206 / night

£22,442 / week

1 / 4

Great rentals within 20 miles that match your search

Holiday townhouse in Key Largo

Key Largo townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Catered / B&B

from £312 / night

£2,180 / week

1 / 61

Great rentals within 20 miles that match your search

Holiday condo in Key West

Key West condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Catered / B&B

102 reviews

from £256 / night

£1,590 - £1,864 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday condo in Key West

Key West condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Catered / B&B

from £779 / night

£5,450 / week

1 / 46

×

Also consider