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Holiday Lettings
> North America
> United States
> 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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2 Holiday homes

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Great rentals within 20 miles that match your search

Holiday apartment in Santa Maria

Santa Maria apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £229 / night

£1,603 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Santa Maria

Santa Maria apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6
3 reviews

from £115 / night

£802 / week

1 / 18

Great rentals within 20 miles that match your search

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Rio San Juan holiday villa rental

Rio San Juan villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

1 filter does not match: Nightlife

5 reviews

from £156 / night

£1,091 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday condo in Kailua-Kona

Kailua-Kona condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Nightlife

from £275 / night

£1,925 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday shepherds hut with shared pool in Panama City

Panama City shepherds hut

  • 2 bedrooms
  • 5 bathrooms
  • sleeps 10

1 filter does not match: Nightlife

from £18 / night

£78 / week

1 / 10

Great rentals within 20 miles that match your search

Home rental in Moultonborough

Moultonborough house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

1 filter does not match: Nightlife

from £1,139 / night

£7,973 / week

1 / 33

Great rentals within 20 miles that match your search

Sedro Woolley holiday lodge rental

Sedro Woolley lodge

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

1 filter does not match: Nightlife

from £642 / night

£4,170 / week

1 / 32

Great rentals within 20 miles that match your search

Holiday apartment in Playa del Carmen

Playa del Carmen apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Nightlife

from £57 / night

£337 / week

1 / 15

Great rentals within 20 miles that match your search

Home rental in Luray

Luray house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

1 filter does not match: Nightlife

40 reviews

from £195 / night

£1,360 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday townhouse in North Charleston

North Charleston townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Nightlife

from £128 / night

£892 / week

1 / 19

Great rentals within 20 miles that match your search

Kissimmee holiday villa rental

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 13

1 filter does not match: Nightlife

from £458 / night

£3,206 / week

1 / 29

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Mindelo

Mindelo house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Nightlife

from £50 / night

£344 / week

1 / 6

Great rentals within 20 miles that match your search

Holiday beach hut accommodation

Cancun beach hut

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Nightlife

1 review

from £283 / night

£1,976 / week

1 / 5

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

1 filter does not match: Nightlife

3 reviews

from £92 / night

£706 / week

1 / 25

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

1 filter does not match: Nightlife

6 reviews

from £265 / night

£1,765 / 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

1 filter does not match: Nightlife

3 reviews

from £91 / night

£635 / 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

1 filter does not match: Nightlife

3 reviews

from £106 / night

£738 / week

1 / 29

Great rentals within 20 miles that match your search

Holiday home in Lake Norman

Lake Norman house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

1 filter does not match: Nightlife

from £454 / night

£3,176 / week

1 / 33

Great rentals within 20 miles that match your search

Home rental in Slidell

Slidell house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

1 filter does not match: Nightlife

2 reviews

from £271 / night

£1,737 / week

1 / 39

Great rentals within 20 miles that match your search

Holiday studio in Escazu

Escazu studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 filter does not match: Nightlife

from £36 / night

£226 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday home letting

Indian Rocks Beach house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Nightlife

5 reviews

from £138 / night

£963 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Kennebunk

Kennebunk house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Nightlife

from £419 / night

£2,933 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday home with swimming pool in Las Vegas

Las Vegas house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

1 filter does not match: Nightlife

8 reviews

from £138 / night

£963 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday b&b with shared pool in Tlayacapan

Tlayacapan b&b

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 11

1 filter does not match: Nightlife

2 reviews

from £36 / night

£248 / week

1 / 51

Great rentals within 20 miles that match your search

Villa rental in Kirksville with shared pool

Kirksville villa

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Nightlife

from £138 / night

£963 / week

1 / 8

Great rentals within 20 miles that match your search

Prospect holiday home rental

Prospect house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Nightlife

3 reviews

from £335 / night

£2,341 - £5,651 / week

1 / 54

Great rentals within 20 miles that match your search

Holiday home in Managua

Managua house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Nightlife

from £69 / night

£482 / week

1 / 8

Great rentals within 20 miles that match your search

Condo rental in Playa del Carmen with golf nearby

Playa del Carmen condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Nightlife

from £368 / night

£2,066 - £2,412 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday home in Tola

Tola house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 9

1 filter does not match: Nightlife

from £230 / night

£1,604 / week

1 / 26

Great rentals within 20 miles that match your search

Priory holiday home rental

Priory house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Nightlife

from £38 / night

£204 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday condo with shared pool in Nuevo Nayarit

Nuevo Nayarit condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Nightlife

from £454 / night

£3,176 / week

1 / 12

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

1 filter does not match: Nightlife

from £609 / night

£3,208 - £3,554 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday studio with shared pool in Punta Cana

Punta Cana studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 filter does not match: Nightlife

from £138 / night

£917 / week

1 / 11

Great rentals within 20 miles that match your search

Townhouse rental in Newport

Newport townhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Nightlife

2 reviews

from £723 / night

£5,055 / week

1 / 77

Great rentals within 20 miles that match your search

Holiday home in Beachwood

Beachwood house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 3

1 filter does not match: Nightlife

from £642 / night

£4,124 / week

1 / 5

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Le Marin

Le Marin villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Nightlife

25 reviews

from £216 / night

£1,513 / week

1 / 56

Great rentals within 20 miles that match your search

Holiday apartment in San Juan del Sur

San Juan del Sur apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Nightlife

1 review

from £142 / night

£871 / week

1 / 47

Great rentals within 20 miles that match your search

Holiday condo in Galveston

Galveston condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

1 filter does not match: Nightlife

21 reviews

from £165 / night

£1,054 / week

1 / 4

Great rentals within 20 miles that match your search

Holiday condo in Orlando

Orlando condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Nightlife

3 reviews

from £73 / night

£507 / week

1 / 33

Great rentals within 20 miles that match your search

Puerto Plata holiday condo rental

Puerto Plata condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Nightlife

from £115 / night

£802 / week

1 / 14

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