Holiday Houses in Florida Keys

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1,337 Holiday homes

Oceanfrontparadise: 209

Islamorada apartment

2 bedrooms / 2 bathrooms / sleeps 4

from £219 / night

£1,358 / week

Lovely condo with stunning ocean views & entertainment - close to the beach!

Duck Key house

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 44 minutes

from £128 / night

£896 / week

Relaxing retreat with full kitchen and amazing ocean views!

Duck Key house

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 13 minutes

from £101 / night

£706 / week

SPECIAL FALL RATES, INCL. LABOR DAY - BOOK NOW!

Marathon house

2 bedrooms / 2 bathrooms / sleeps 6

3

from £219 / night

£1,533 / week

Oceanfront condo w/beach access, shared tennis, pool, etc. - marina available!

Tavernier house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 44 minutes

from £116 / night

£810 / week

1/2 Block to Duval, World of its own -Nassau Suite

Key West apartment

2 bedrooms / 2 bathrooms / sleeps 6

42

from £245 / night

£1,712 / week

Amazing Ocean View Condo on the Beach!

Marathon apartment

2 bedrooms / 2 bathrooms / sleeps 6

18

Responds fast! avg. 2 hours 31 minutes

from £181 / night

£1,266 - £2,011 / week

Best Location, 1/2 Block to Duval, Bimini Suite

Key West apartment

2 bedrooms / 2 bathrooms / sleeps 5

53

from £227 / night

£1,589 / week

Steps to Duval, Old Town Charm -Grand Bahama Suite

Key West apartment

3 bedrooms / 2 bathrooms / sleeps 8

73

from £289 / night

£2,018 / week

Private Home, with Beach Access, Best Value in the Keys

Key Largo house

2 bedrooms / 2 bathrooms / sleeps 6

85

from £57 / night

£399 / week

Center of It All - Paradise Island Suite

Key West apartment

2 bedrooms / 1 bathroom / sleeps 6

40

from £219 / night

£1,527 / week

75731 Overseas Highway

Islamorada house

4 bedrooms / 4 bathrooms / sleeps 10

13

from £939 / night

£6,136 - £7,450 / week

ADVENTURE AWAITS I - MARINER'S CLUB 606 - KEY LARGO RESORT STYLE VACATION HOME

Key Largo townhouse

4 bedrooms / 4 bathrooms / sleeps 10

4

from £351 / night

£2,455 / week

Oceanfront duplex with spectacular views, beach, and dock

Layton house

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 2 hours 26 minutes

from £256 / night

£1,792 / week

Come relax in Islamorada, the tropical jewel of the Florida Keys!!

Islamorada apartment

1 bedroom / 1 bathroom / sleeps 4

3

Responds fast! avg. 1 hour 55 minutes

from £153 / night

£1,069 / week

Keys Cove Home #2 The Reel World

Marathon Shores house

4 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 1 hour 15 minutes

from £375 / night

£2,625 / week

Ocean-Front Caribbean Home.

Islamorada house

3 bedrooms / 3 bathrooms / sleeps 8

2

from £1,314 / night

£6,132 / week

Large Townhouse in Mariner's Club Resort - 3 BR/3.5 Bath

Tavernier townhouse

3 bedrooms / 4 bathrooms / sleeps 6

6

Responds fast! avg. 1 hour 37 minutes

from £259 / night

£1,840 / week

Key West Beachfront Luxury 2/2 Condo A212 No Hurricane Damage

Key West apartment

2 bedrooms / 2 bathrooms / sleeps 6

41

Responds fast! avg. 2 hours 34 minutes

from £329 / night

£2,081 / week

FL Keys Waterfront Pool Home 2 Bedrooms Sleeps 8 w/ 60 Feet of Dockage

Marathon Shores house

2 bedrooms / 2 bathrooms / sleeps 8

2

Responds fast! avg. 2 hours 13 minutes

from £198 / night

£1,381 / week

Key West Townhouse in stunning 5 Star Resort * Close to Duval Street and beach

Key West townhouse

2 bedrooms / 3 bathrooms / sleeps 6

1

from £438 / night

£3,945 / week

Top floor, two bedroom,two bath condo with private balcony,close to the Ocean

Key West condo

2 bedrooms / 2 bathrooms / sleeps 6

4

Responds fast! avg. 1 hour 45 minutes

from £176 / night

£1,165 - £2,243 / week

Casa Havana

Key West house

3 bedrooms / 2 bathrooms / sleeps 8

3

from £769 / night

£5,378 / week

4 Bedroom 2 Bath With Ocean View and with hot tub

Marathon Shores house

4 bedrooms / 2 bathrooms / sleeps 10

10

from £307 / night

£2,148 - £2,915 / week

Waterfront home on canal with Tiki hut and amazing water views!

Little Torch Key house

2 bedrooms / 1 bathroom / sleeps 7

Responds fast! avg. 2 hours 20 minutes

from £111 / night

£773 / week

Studio Blue

Key West apartment

1 bedroom / 1 bathroom / sleeps 2

1

from £176 / night

£1,227 / week

Paradise on the water

Key Largo house

4 bedrooms / 4 bathrooms / sleeps 8

Responds fast! avg. 1 hour 8 minutes

from £219 / night

£2,186 / week

Bay Harbour D-114

Long Key house

3 bedrooms / 3 bathrooms / sleeps 8

from £251 / night

£1,753 - £2,411 / week

Duck Key Paradise

Duck Key house

3 bedrooms / 2 bathrooms / sleeps 9

4

Responds fast! avg. 12 minutes

from £241 / night

£1,688 / week

Waterside Bay

Cudjoe Key house

3 bedrooms / 3 bathrooms / sleeps 6

from £150 / night

£1,052 / week

Brand New 3 Story Key Largo Home

Key Largo house

5 bedrooms / 3 bathrooms / sleeps 16

Responds fast! avg. 1 hour 24 minutes

from £311 / night

£2,177 / week

Villa Sombrero, Marathon

Marathon house

5 bedrooms / 4 bathrooms / sleeps 10

1

from £501 / night

£3,504 - £3,982 / week

Keys Cove Home #4 Wave from it all

Marathon Shores house

4 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 1 hour 15 minutes

from £437 / night

£3,060 / week

Newly refinished condo open water views very nice

Islamorada condo

2 bedrooms / 2 bathrooms / sleeps 6

6

Responds fast! avg. 22 minutes

from £211 / night

£877 - £1,315 / week

Keys Cove Home #3 Bikini Bottom

Marathon Shores house

4 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 1 hour 15 minutes

from £437 / night

£3,060 / week

Ocean pointe island retreat

Tavernier condo

2 bedrooms / 2 bathrooms / sleeps 5

7

Responds fast! avg. 3 hours 28 minutes

from £171 / night

£1,196 / week

Magnificent Ocean view with 35' dock , Canal home in gated Venture Out Resort

Cudjoe Key cottage

2 bedrooms / 2 bathrooms / sleeps 6

1

from £141 / night

£933 / week

Blue Bungalow

Key Largo bungalow

1 bedroom / 1 bathroom / sleeps 2

18

Responds fast! avg. 1 hour 28 minutes

from £66 / night

£461 / week

58630 Morton Street

Marathon condo

3 bedrooms / 2 bathrooms / sleeps 6

from £154 / night

£877 - £1,157 / week

Indigo Reef, 32' dock, Marathon FL

Marathon villa

3 bedrooms / 3 bathrooms / sleeps 6

5

Responds fast! avg. 3 hours 44 minutes

from £263 / night

£1,840 - £2,453 / week

Viewing 40 of 1,337
rentals in Florida Keys