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Holiday Lettings
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> Florida
> Florida Keys
> Villas and holiday rentals in Key West

Villas in Key West and Holiday rentals - Holiday Lettings - Holiday Rentals Key West

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.
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  • Villa (3)
  • House (1)

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4 Holiday homes

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DVD player
Shared garden

Great rentals within 20 miles that match your search

Four Corners holiday villa rental

Four Corners villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

from £325 / night

£2,270 / week

1 / 56

Great rentals within 20 miles that match your search

Holiday villa rental

Four Corners villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18
1 review

from £325 / night

£2,270 / week

1 / 57

Great rentals within 20 miles that match your search

Four Corners holiday villa rental

Four Corners villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 20

from £325 / night

£2,163 / week

1 / 61

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £110 / night

£660 / week

1 / 54

Great rentals within 20 miles that match your search

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Holiday home in St. Pete Beach

St. Pete Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Shared garden

3 reviews

from £393 / night

£2,748 / week

1 / 31

Great rentals within 20 miles that match your search

Holiday townhouse rental

Orlando townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Shared garden

7 reviews

from £92 / night

£670 - £735 / week

1 / 44

Great rentals within 20 miles that match your search

Fort Myers Beach holiday condo rental

Fort Myers Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Shared garden

from £251 / night

£1,755 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday condo in Naples

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Shared garden

from £62 / night

£431 / week

1 / 31

Great rentals within 20 miles that match your search

Condo rental in Fort Myers Beach

Fort Myers Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Shared garden

5 reviews

from £134 / night

£938 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Davenport

Davenport house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

1 filter does not match: Shared garden

from £156 / night

£1,093 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday condo in Treasure Island

Treasure Island condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Shared garden

from £167 / night

£924 / week

1 / 37

Great rentals within 20 miles that match your search

Condo rental in New Smyrna Beach

New Smyrna Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Shared garden

5 reviews

from £254 / night

£1,778 / week

1 / 48

Great rentals within 20 miles that match your search

Holiday apartment in Kissimmee

Kissimmee apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Shared garden

from £184 / night

£1,287 / week

1 / 5

Great rentals within 20 miles that match your search

Holiday villa with golf nearby in Clermont

Clermont villa

  • 13 bedrooms
  • 11 bathrooms
  • sleeps 45

1 filter does not match: Shared garden

from £1,045 / night

£7,312 / week

1 / 55

Great rentals within 20 miles that match your search

Holiday home rental

Largo house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Shared garden

2 reviews

from £134 / night

£1,109 / week

1 / 41

Great rentals within 20 miles that match your search

Holiday villa in The Villages

The Villages villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Shared garden

from £111 / night

£776 / week

1 / 5

Great rentals within 20 miles that match your search

Condo rental in Four Corners with golf nearby

Four Corners condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

1 filter does not match: Shared garden

1 review

from £73 / night

£831 / week

1 / 27

Great rentals within 20 miles that match your search

Villa rental in Orlando with shared pool

Orlando villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Shared garden

from £138 / night

£964 / week

1 / 10

Great rentals within 20 miles that match your search

Holiday home in Bradenton Beach

Bradenton Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

1 filter does not match: Shared garden

2 reviews

from £416 / night

£2,910 / week

1 / 24

Great rentals within 20 miles that match your search

Home rental in Port Charlotte

Port Charlotte house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Shared garden

1 review

from £153 / night

£1,067 / week

1 / 33

Great rentals within 20 miles that match your search

Holiday hotel apartment with shared pool in Orlando

Orlando hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Shared garden

from £273 / night

£1,908 / week

1 / 4

Great rentals within 20 miles that match your search

Home accommodation in The Villages with golf nearby

The Villages house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Shared garden

2 reviews

from £119 / night

£832 / week

1 / 21

Great rentals within 20 miles that match your search

Bonita Springs holiday condo rental

Bonita Springs condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Shared garden

from £106 / night

£739 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday villa with golf nearby in Kissimmee

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Shared garden

from £107 / night

£744 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday studio rental

Wildwood studio

  • Studio
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Shared garden

from £370 / night

£2,586 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday villa in Davenport

Davenport villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Shared garden

20 reviews

from £153 / night

£1,067 / week

1 / 48

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: Shared garden

from £370 / night

£2,586 / week

1 / 15

Great rentals within 20 miles that match your search

Clermont holiday home rental

Clermont house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Shared garden

11 reviews

from £125 / night

£873 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday townhouse in Davenport

Davenport townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

1 filter does not match: Shared garden

1 review

from £111 / night

£776 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday condo in Siesta Key

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Shared garden

2 reviews

from £242 / night

£1,694 / week

1 / 16

Great rentals within 20 miles that match your search

Orlando holiday villa rental

Orlando villa

  • 1 bedroom
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Shared garden

from £508 / night

£3,556 / week

1 / 7

Great rentals within 20 miles that match your search

Holiday home in Okeechobee

Okeechobee house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

1 filter does not match: Shared garden

4 reviews

from £453 / night

£3,168 / week

1 / 44

Great rentals within 20 miles that match your search

Holiday condo in Kissimmee

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Shared garden

from £370 / night

£2,586 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday home in Bradenton Beach

Bradenton Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Shared garden

from £231 / night

£1,617 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Naples

Naples house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Shared garden

from £81 / night

£603 / week

1 / 18

Great rentals within 20 miles that match your search

Cocoa Beach holiday condo rental

Cocoa Beach condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Shared garden

2 reviews

from £138 / night

£1,293 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday condo accommodation

Madeira Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Shared garden

4 reviews

from £297 / night

£2,078 / week

1 / 24

Great rentals within 20 miles that match your search

Cocoa Beach holiday condo rental

Cocoa Beach condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Shared garden

1 review

from £156 / night

£1,093 / week

1 / 23

Great rentals within 20 miles that match your search

Cocoa Beach holiday condo rental

Cocoa Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Shared garden

3 reviews

from £230 / night

£1,610 / week

1 / 48

Great rentals within 20 miles that match your search

St. Petersburg holiday condo rental

St. Petersburg condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Shared garden

1 review

from £93 / night

£2,309 / week

1 / 24

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