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Holiday Houses in Long Key

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444 Holiday homes

Oceanfront duplex with spectacular views, beach, and dock

Layton house

2 bedrooms / 1 bathroom / sleeps 6

from £394 / night

£2,756 / week

Bay Harbour D-114

Long Key house

3 bedrooms / 3 bathrooms / sleeps 8

from £269 / night

£1,880 - £2,584 / week

Bay Harbour A-304- 7 night minimum

Long Key house

3 bedrooms / 3 bathrooms / sleeps 6

12

from £269 / night

£1,880 - £2,584 / week

135 Gulfview Drive

Long Key house

2 bedrooms / 2 bathrooms / sleeps 4

from £94 / night

£658 / week

Responds fast! avg. 1 hour 8 minutes

from £254 / night

£1,776 / week

2 BDR Penthouse w/ Breathtaking Views ~ Designer Furnished ~

Layton apartment

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 1 hour 13 minutes

from £424 / night

£2,965 / week

Penthouse Paradise | Developer Unit w/ Every ★ Upgrade Possible!!

Layton apartment

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 1 hour 20 minutes

from £705 / night

£8,221 / week

Florida Keys Oceanfront Paradise

Long Key apartment

3 bedrooms / 3 bathrooms / sleeps 8

from £157 / night

£1,096 / week

137 Cortez Drive

Layton house

3 bedrooms / 3 bathrooms / sleeps 8

from £204 / night

£1,428 / week

PELICAN LANDING

Layton house

4 bedrooms / 3 bathrooms / sleeps 8

from £165 / night

£1,149 / week

Welcome to Paradise

Long Key townhouse

2 bedrooms / 3 bathrooms / sleeps 5

from £168 / night

£1,175 / week

Presidential Retreat!!!

Layton house

7 bedrooms / 8 bathrooms / sleeps 16

Responds fast! avg. 1 hour 13 minutes

from £4,706 / night

£49,409 / week

220 Costa Bravo Drive

Layton house

3 bedrooms / 3 bathrooms / sleeps 6

from £157 / night

£1,099 / week

Safety Harbour Canalfront

Layton house

4 bedrooms / 3 bathrooms / sleeps 8

from £392 / night

£2,743 / week

Pirate's Great Escape 3bed/2bath open water with shared pool & dockage

Layton condo

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 1 hour 45 minutes

from £276 / night

£2,132 - £4,085 / week

Relaxing, waterfront retreat w/boat dock & amazing ocean views

Layton house

3 bedrooms / 3 bathrooms / sleeps 8

from £225 / night

£1,572 / week

from £113 / night

£790 / week

132 Atlantic Lane

Layton house

2 bedrooms / 2 bathrooms / sleeps 6

from £125 / night

£875 / week

Great rentals within 20 miles that match your search

Escape to Paradise --2 bedroom oceanfront condo on Coco Plum

Marathon apartment

2 bedrooms / 2 bathrooms / sleeps 5

10

from £187 / night

£1,309 - £1,870 / week

from £94 / night

£656 / week

VACA COVE Waterfront Vacation Home B Sleeps 10 4BR Pool Hot-Tub Dock Family Fun!

Marathon Shores house

4 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 2 hours 22 minutes

from £523 / night

£3,655 - £5,623 / week

Paradise at Islamorada

Islamorada townhouse

2 bedrooms / 2 bathrooms / sleeps 8

from £132 / night

£919 / week

Luxury condo overlooking harbor with ocean view

Islamorada condo

3 bedrooms / 3 bathrooms / sleeps 6

6

Responds fast! avg. 1 hour 49 minutes

from £253 / night

£1,767 - £2,443 / week

The Beach Hut

Marathon Shores condo

1 bedroom / 1 bathroom / sleeps 4

from £178 / night

£1,222 / week

Unit 9, Furnished Studio located 50 yards from ocean

Grassy Key apartment

/ 1 bathroom / sleeps 2

3

Responds fast! avg. 1 hour 59 minutes

from £165 / night

£1,036 / week

Relaxation in the Keys! MM 74 1/2

Islamorada house

2 bedrooms / 2 bathrooms / sleeps 4

from £165 / night

£1,151 / week

East Sister Rock Island

Marathon Shores house

3 bedrooms / 2 bathrooms / sleeps 8

3

from £1,278 / night

£8,944 - £9,931 / week

Value Deal! Spacious 3BR/2BA Family Villa, 5 Pools, Tennis, Spa, Private Beach

Duck Key apartment

3 bedrooms / 2 bathrooms / sleeps 8

from £488 / night

£3,414 / week

Indigo Reef, 32' dock, Marathon FL

Marathon villa

3 bedrooms / 3 bathrooms / sleeps 6

5

from £282 / night

£1,973 - £2,819 / week

Luxurious Anglers Reef with Boat Slip, Pool, Ocean

Islamorada house

2 bedrooms / 3 bathrooms / sleeps 5

26

Responds fast! avg. 59 minutes

from £323 / night

£2,255 / week

8c, Efficiency located 50 yards from Ocean

Marathon studio

Studio / 1 bathroom / sleeps 2

2

Responds fast! avg. 2 hours 8 minutes

from £155 / night

£977 / week

LUXURY KEYS HOME IN PARADISE-106 ANGLERS REEF

Islamorada villa

2 bedrooms / 3 bathrooms / sleeps 6

1

from £263 / night

£1,875 / week

Sandy Shore Place 100' Dock, Pool, Kayaks,Sleep 10

Marathon house

4 bedrooms / 2 bathrooms / sleeps 10

16

from £376 / night

£2,626 - £4,505 / week

Gulf View Three - 3 bedroom, 3 bathroom, Gulf Side

Marathon house

3 bedrooms / 3 bathrooms / sleeps 8

1

from £349 / night

£2,438 / week

Islamorada Oceanfront Home In Anglers Reef Ocean Views, Dock, Comm Pool & Beach

Islamorada house

2 bedrooms / 3 bathrooms / sleeps 6

from £430 / night

£3,007 / week

OUTSTANDING Oceanfront House with Pool and Deep water dockage!!

Marathon house

4 bedrooms / 3 bathrooms / sleeps 10

23

Responds fast! avg. 2 hours 22 minutes

from £537 / night

£3,754 - £6,009 / week

4BR Waterfront Retreat-Tiki-Jacuzzi-Dock

Marathon Shores house

4 bedrooms / 2 bathrooms / sleeps 10

1

from £308 / night

£2,152 - £2,810 / week

100' Private Beach Front Ocean Front Estate

Islamorada house

4 bedrooms / 4 bathrooms / sleeps 12

2

Responds fast! avg. 1 hour 52 minutes

from £848 / night

£5,930 - £12,048 / week

***NEW 3D Tour Indigo Reef Luxury Villa Exquisite "Latitude Adjustment"! #33

Marathon villa

3 bedrooms / 3 bathrooms / sleeps 6

4

Responds fast! avg. 2 hours 39 minutes

from £184 / night

£1,283 / week

Marathon house

5 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 1 hour 8 minutes

from £508 / night

£3,552 / week

Viewing 40 of 444
rentals in Long Key