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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

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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
  • B&B (3)
  • Apartment (251)
  • Villa (75)
  • Cottage (2)
  • House (366)
  • Bungalow (1)
  • Townhouse (9)
  • Studio (22)
  • Condo (335)
  • Private room (2)
  • Hotel apartment (11)
  • Guest house (2)

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B&B
Jacuzzi or hot tub

Great rentals within 20 miles that match your search

Plantation holiday b&b rental

Plantation b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £138 / night

£823 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday b&b in Saint James City

Saint James City b&b

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

from £685 / night

£5,486 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday b&b rental

Treasure Cay b&b

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 8

from £704 / night

£4,928 / week

1 / 7

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

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Cape Coral holiday condo rental

Cape Coral condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £110 / night

£768 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday apartment in Naples

Naples apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £412 / night

£2,880 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday apartment in Miami

Miami apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Property type

from £252 / night

£1,760 / week

1 / 36

Great rentals within 20 miles that match your search

Naples holiday condo rental

Naples condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £61 / night

£427 / week

1 / 19

Great rentals within 20 miles that match your search

Cape Coral holiday condo rental

Cape Coral condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £371 / night

£2,592 / week

1 / 25

Great rentals within 20 miles that match your search

Apartment rental in Hollywood

Hollywood apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

from £46 / night

£320 / week

1 / 4

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

1 review

from £142 / night

£992 / week

1 / 24

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: Property type

6 reviews

from £313 / night

£2,185 - £3,008 / week

1 / 20

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: Property type

from £64 / night

£448 / week

1 / 24

Great rentals within 20 miles that match your search

Villa rental in Cape Coral

Cape Coral villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

5 reviews

from £169 / night

£1,181 - £1,969 / week

1 / 35

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

£1,600 / 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 £458 / night

£2,286 / week

1 / 26

Great rentals within 20 miles that match your search

Condo rental in Marco Island

Marco Island condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

from £137 / night

£1,064 / week

1 / 4

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: Property type

4 reviews

from £389 / night

£2,652 - £2,880 / week

1 / 48

Great rentals within 20 miles that match your search

Holiday apartment with golf nearby in Miami Beach

Miami Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

3 reviews

from £290 / night

£2,026 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday apartment with shared pool, golf nearby in Miami Beach

Miami Beach apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Property type

28 reviews

from £503 / night

£3,520 - £4,160 / week

1 / 34

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Pompano Beach

Pompano Beach house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

3 reviews

from £180 / night

£1,972 - £2,356 / week

1 / 21

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

£2,176 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday apartment letting

Miami Beach apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

12 reviews

from £595 / night

£3,566 / week

1 / 34

Great rentals within 20 miles that match your search

Holiday cottage in West Palm Beach

West Palm Beach cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

from £138 / night

£960 / week

1 / 23

Great rentals within 20 miles that match your search

Home rental in Fort Lauderdale

Fort Lauderdale house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 14

1 filter does not match: Property type

6 reviews

from £448 / night

£3,136 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday condo rental

Fort Myers condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

from £64 / night

£448 / week

1 / 10

Great rentals within 20 miles that match your search

Holiday condo in Naples

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £275 / night

£1,920 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday condo with golf nearby in Miami Beach

Miami Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Property type

32 reviews

from £206 / night

£1,280 / week

1 / 20

Great rentals within 20 miles that match your search

Estero holiday apartment rental

Estero apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £183 / night

£1,280 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday villa in Cape Coral

Cape Coral villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £174 / night

£1,152 - £1,792 / week

1 / 41

Great rentals within 20 miles that match your search

Holiday villa in Cape Coral

Cape Coral villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

1 filter does not match: Property type

3 reviews

from £165 / night

£1,143 - £1,489 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday condo in Freeport

Freeport condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

3 reviews

from £179 / night

£983 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday villa in Cape Coral

Cape Coral villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Property type

1 review

from £216 / night

£1,507 - £3,420 / week

1 / 22

Great rentals within 20 miles that match your search

Apartment accommodation in Sanibel Island

Sanibel Island apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £115 / night

£630 / week

1 / 9

Great rentals within 20 miles that match your search

Naples holiday condo rental

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

1 review

from £138 / night

£960 / week

1 / 29

Great rentals within 20 miles that match your search

Holiday home letting

Captiva Island house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 18

1 filter does not match: Property type

2 reviews

from £2,396 / night

£11,737 - £15,929 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday apartment rental

Hollywood apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Property type

from £92 / night

£640 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday condo in North Naples

North Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

from £82 / night

£570 / week

1 / 28

Great rentals within 20 miles that match your search

Condo rental in Marco Island

Marco Island condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

8 reviews

from £138 / night

£960 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday apartment rental

Miami apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £1,829 / night

£12,799 / week

1 / 7

Great rentals within 20 miles that match your search

Home rental in Cape Coral

Cape Coral house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

1 review

from £138 / night

£732 - £988 / week

1 / 20

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