Updating

Dates
...

Viewing 40 of 345 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
  • Guest house (3)
  • Apartment (42)
  • Villa (22)
  • Cottage (4)
  • House (237)
  • Penthouse (1)
  • Lodge (5)
  • Townhouse (9)
  • Farmhouse (1)
  • Studio (10)
  • Houseboat (1)
  • Condo (4)
  • Private room (2)
  • B&B (1)
  • Caravan/Mobile Home (1)

All filters (1)

Filters (2)

Clear filters

3 Holiday homes

Why am I receiving these results?

Great rentals within 20 miles that match your search

Guest house rental in Miami Shores

Miami Shores guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £183 / night

£1,278 / week

1 / 9

Great rentals within 20 miles that match your search

Holiday guest house in Miami

Miami guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £206 / night

£1,369 / week

1 / 40

Great rentals within 20 miles that match your search

Miami holiday guest house rental

Miami guest house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £183 / night

£1,095 / week

1 / 45

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

Clear all filters

Home rental in Islamorada

Islamorada house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £365 / night

£2,556 / week

1 / 15

Great rentals within 20 miles that match your search

Miami holiday apartment rental

Miami apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Property type

6 reviews

from £118 / night

£1,004 / week

1 / 25

Great rentals within 20 miles that match your search

Miami holiday apartment rental

Miami apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Property type

1 review

from £127 / night

£867 / week

1 / 42

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: Property type

from £639 / night

£4,472 / week

1 / 22

Great rentals within 20 miles that match your search

Villa rental in Islamorada

Islamorada villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

2 reviews

from £251 / night

£1,757 - £2,038 / week

1 / 44

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: Property type

3 reviews

from £229 / night

£1,597 / 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: Property type

from £457 / night

£2,282 / week

1 / 26

Great rentals within 20 miles that match your search

Homestead holiday home rental

Homestead house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

5 reviews

from £114 / night

£799 / week

1 / 12

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: Property type

9 reviews

from £137 / night

£959 / week

1 / 17

Great rentals within 20 miles that match your search

Key West holiday home rental

Key West house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

36 reviews

from £261 / night

£1,827 / week

1 / 39

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: Property type

32 reviews

from £457 / night

£3,194 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday home in Key Largo

Key Largo house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Property type

10 reviews

from £69 / night

£411 - £667 / week

1 / 10

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: Property type

from £197 / night

£1,374 / week

1 / 41

Great rentals within 20 miles that match your search

Holiday b&b with swimming pool in Key West

Key West b&b

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

22 reviews

from £1,036 / night

£7,253 / week

1 / 22

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: Property type

16 reviews

from £630 / night

£4,408 - £5,686 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday home in Key Largo

Key Largo house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 16

1 filter does not match: Property type

22 reviews

from £1,917 / night

£6,388 - £14,437 / week

1 / 79

Great rentals within 20 miles that match your search

Holiday apartment in Key West

Key West apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

7 reviews

from £85 / night

£595 / week

1 / 13

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: Property type

4 reviews

from £201 / night

£1,095 / week

1 / 37

Great rentals within 20 miles that match your search

Holiday cottage in Conch Key

Conch Key cottage

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £448 / night

£3,130 / week

1 / 36

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: Property type

15 reviews

from £319 / night

£2,232 / 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: Property type

9 reviews

from £171 / night

£1,196 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday home in Key West

Key West house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 12

1 filter does not match: Property type

42 reviews

from £1,689 / night

£11,818 / week

1 / 58

Great rentals within 20 miles that match your search

Holiday home with indoor pool in Cutler Bay

Cutler Bay house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £270 / night

£1,825 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday home in Marathon

Marathon house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

13 reviews

from £1,597 / night

£11,179 - £12,559 / week

1 / 123

Great rentals within 20 miles that match your search

Holiday cottage in Miami

Miami cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

from £137 / night

£959 / week

1 / 52

Great rentals within 20 miles that match your search

Holiday home in Homestead

Homestead house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

3 reviews

from £274 / night

£1,917 / week

1 / 27

Great rentals within 20 miles that match your search

Key Largo holiday home rental

Key Largo house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

3 reviews

from £219 / night

£1,533 / week

1 / 29

Great rentals within 20 miles that match your search

Holiday home in Homestead

Homestead house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

1 review

from £229 / night

£1,643 / week

1 / 72

Great rentals within 20 miles that match your search

Holiday apartment in Miami Beach

Miami Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

2 reviews

from £547 / night

£3,827 / week

1 / 24

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: Property type

1 review

from £388 / night

£2,556 - £3,514 / week

1 / 16

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: Property type

from £311 / night

£2,172 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday penthouse in Miami Beach

Miami Beach penthouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

1 review

from £101 / night

£703 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday apartment in Key West

Key West apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

3 reviews

from £264 / night

£1,846 / week

1 / 16

Great rentals within 20 miles that match your search

Marathon Shores holiday home rental

Marathon Shores house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

5 reviews

from £1,761 / night

£12,320 - £14,145 / week

1 / 75

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: Property type

3 reviews

from £365 / night

£2,549 / week

1 / 2

Great rentals within 20 miles that match your search

Cottage rental in Key Largo

Key Largo cottage

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

55 reviews

from £201 / night

£1,406 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday private room in Miami

Miami private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

6 reviews

from £69 / night

£479 / week

1 / 30

×

Also consider