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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 -

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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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Yacht
Garden

Great rentals within 20 miles that match your search

Yacht rental in Isla Naranja Chico with shared pool

Isla Naranja Chico yacht

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

from £199 / night

£1,393 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday apartment with golf nearby in Hallandale Beach

Hallandale Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £65 / night

£452 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday home in Middlefield

Middlefield house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £114 / night

£1,141 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday villa in Palenque

Palenque villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 16
1 review

from £86 / night

£597 / week

1 / 7

Great rentals within 20 miles that match your search

Santiago de los Caballeros holiday apartment rental

Santiago de los Caballeros apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

from £65 / night

£452 / week

1 / 17

Great rentals within 20 miles that match your search

Home rental in Portmore with shared pool, golf nearby

Portmore house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5
12 reviews

from £90 / night

£575 / week

1 / 34

Great rentals within 20 miles that match your search

Holiday home in East Hampton

East Hampton house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9
4 reviews

from £913 / night

£6,388 / week

1 / 23

Great rentals within 20 miles that match your search

Playa Flamingo holiday home rental

Playa Flamingo house

  • 4 bedrooms
  • 7 bathrooms
  • sleeps 19
5 reviews

from £1,725 / night

£12,073 / week

1 / 26

Great rentals within 20 miles that match your search

Townhouse rental in Indian Rocks Beach

Indian Rocks Beach townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8
6 reviews

from £183 / night

£1,278 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday home in El Cuyo

El Cuyo house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9
1 review

from £181 / night

£1,266 / week

1 / 11

Great rentals within 20 miles that match your search

Holiday home in Strasburg

Strasburg house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £151 / night

£1,054 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday home in Ellicottville

Ellicottville house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 19
1 review

from £457 / night

£3,194 / week

1 / 23

Great rentals within 20 miles that match your search

Chalet rental in Hiawassee

Hiawassee chalet

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8
10 reviews

from £160 / night

£991 - £1,502 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday home with swimming pool in San Juan del Sur

San Juan del Sur house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9
5 reviews

from £320 / night

£1,825 / week

1 / 32

Great rentals within 20 miles that match your search

Holiday b&b in Cabarete

Cabarete b&b

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £197 / night

£1,369 / week

1 / 93

Great rentals within 20 miles that match your search

St. George Island holiday cottage rental

St. George Island cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4
5 reviews

from £136 / night

£952 / week

1 / 39

Great rentals within 20 miles that match your search

Holiday home accommodation

Matlacha house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £639 / night

£4,472 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday b&b in Big Rapids

Big Rapids b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 4
11 reviews

from £133 / night

£927 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday home in Middlefield

Middlefield house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £457 / night

£2,419 / week

1 / 32

Great rentals within 20 miles that match your search

Bungalow rental in Tzununa

Tzununa bungalow

  • 1 bedroom
  • 2 bathrooms
  • sleeps 7

from £110 / night

£457 - £648 / week

1 / 19

Great rentals within 20 miles that match your search

Home rental in Memphis

Memphis house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £434 / night

£2,731 / week

1 / 23

Great rentals within 20 miles that match your search

Priory holiday home rental

Priory house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £38 / night

£203 / week

1 / 16

Great rentals within 20 miles that match your search

Home rental in Moultonborough

Moultonborough house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

from £1,135 / night

£7,939 / week

1 / 33

Great rentals within 20 miles that match your search

Villa rental in Sandy Bay with shared pool

Sandy Bay villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8
6 reviews

from £264 / night

£1,757 / week

1 / 29

Great rentals within 20 miles that match your search

Villa rental in Sandy Bay with shared pool

Sandy Bay villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4
3 reviews

from £91 / night

£633 / week

1 / 28

Great rentals within 20 miles that match your search

Villa rental in Sandy Bay with shared pool

Sandy Bay villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4
3 reviews

from £105 / night

£735 / week

1 / 29

Great rentals within 20 miles that match your search

Villa rental in Sandy Bay with shared pool

Sandy Bay villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4
3 reviews

from £92 / night

£703 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday home in Lake Norman

Lake Norman house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

from £452 / night

£3,162 / week

1 / 33

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Kennebunk

Kennebunk house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £418 / night

£2,921 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday condo with shared pool, golf nearby in Playa del Carmen

Playa del Carmen condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from £606 / night

£3,194 - £3,539 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday home rental

Ironshore house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £60 / night

£333 / week

1 / 10

Great rentals within 20 miles that match your search

Apartment rental in Priory

Priory apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £51 / night

£352 / week

1 / 26

Great rentals within 20 miles that match your search

Home rental in Davenport

Davenport house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

from £155 / night

£1,003 / week

1 / 28

Great rentals within 20 miles that match your search

Villa accommodation in Orange Bay

Orange Bay villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

from £83 / night

£466 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday home rental

Detroit house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from £114 / night

£639 - £1,597 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday apartment in Union Dale

Union Dale apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £131 / night

£913 / week

1 / 19

Great rentals within 20 miles that match your search

Kingston holiday home rental

Kingston house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 13

from £92 / night

£594 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday home in St. Pete Beach

St. Pete Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8
3 reviews

from £388 / night

£2,715 / week

1 / 31

Great rentals within 20 miles that match your search

William's Town holiday home rental

William's Town house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £297 / night

£2,076 / week

1 / 19

Great rentals within 20 miles that match your search

El Porvenir holiday yacht rental

El Porvenir yacht

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £78 / night

£543 / week

1 / 42

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