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Holiday Houses in Lower Keys

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461 Holiday homes

Blue vacation home, water front, boat dock, heated private Pool.

Summerland Key house

4 bedrooms / 2 bathrooms / sleeps 8

1

from £349 / night

£2,443 - £3,000 / week

Family Friendly House In Paradise

Summerland Key house

5 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 2 hours 30 minutes

from £186 / night

£1,530 - £4,173 / week

30% off now till March!!! Direct Atlantic Ocean front private boat ramp dock.

Summerland Key house

2 bedrooms / 2 bathrooms / sleeps 6

1

from £132 / night

£919 / week

New listing! Incredible oceanfront home on large lot w/bar, dock & amazing views

Summerland Key house

4 bedrooms / 3 bathrooms / sleeps 13

Responds fast! avg. 3 hours 53 minutes

from £762 / night

£5,333 / week

Key West--20 min, Stunning Views, Private, Ocean Access, Spacious, Resort-like

Summerland Key house

5 bedrooms / 5 bathrooms / sleeps 10

from £628 / night

£4,392 / week

Hogfish Hideout

Summerland Key house

3 bedrooms / 2 bathrooms / sleeps 8

from £196 / night

£1,370 / week

Acreage Multi-Million Dollar Beachfront Mansion w/ Pool & Billiards

Summerland Key house

4 bedrooms / 3 bathrooms / sleeps 10

1

Responds fast! avg. 1 hour 1 minutes

from £945 / night

£6,613 / week

Oceanfront House

Summerland Key house

3 bedrooms / 3 bathrooms / sleeps 8

1

from £311 / night

£2,176 / week

Charming House on deep clear canal

Little Torch Key house

3 bedrooms / 2 bathrooms / sleeps 8

from £124 / night

£863 / week

Dog-friendly resort community home w/ shared pool, hot tub, & tennis court!

Summerland Key house

2 bedrooms / 2 bathrooms / sleeps 6

from £200 / night

£1,398 / week

5 Pirate's Hideaway Canal Front Home with Seawall & Kayaks

Little Torch Key house

3 bedrooms / 3 bathrooms / sleeps 7

1

Responds fast! avg. 2 hours 16 minutes

from £187 / night

£1,306 / week

Charming waterfront home w/ a shared hot tub, balcony, & boat dock!

Summerland Key townhouse

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 53 minutes

from £178 / night

£1,242 / week

Bright, spacious home with shared pool, internet, private washer/dryer, & loft!

Summerland Key house

4 bedrooms / 4 bathrooms / sleeps 12

from £919 / night

£6,431 / week

New Listing! Blue Fish Point - Luxurious Private Boating Oasis With Amazing Suns

Summerland Key house

2 bedrooms / 2 bathrooms / sleeps 6

from £131 / night

£912 / week

New listing! Canal front home with dock, quick ocean access and a hot tub!

Summerland Key townhouse

2 bedrooms / 2 bathrooms / sleeps 6

from £178 / night

£1,242 / week

Starfish House - Dock your boat at your front door

Little Torch Key house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 18 minutes

from £398 / night

£2,785 / week

Spacious duplex w/ocean views, shared hot tub, furnished deck area, & more!

Summerland Key townhouse

4 bedrooms / 4 bathrooms / sleeps 12

from £332 / night

£2,322 / week

Conch House - Dock Your Boat

Little Torch Key house

4 bedrooms / 4 bathrooms / sleeps 7

Responds fast! avg. 2 hours 16 minutes

from £447 / night

£3,090 - £4,025 / week

Villa and guest house with shared pool, central AC, internet, and washer/dryer

Summerland Key house

6 bedrooms / 5 bathrooms / sleeps 16

from £1,297 / night

£9,076 / week

Great rentals within 20 miles that match your search

from £94 / night

£656 / week

Paradise at Islamorada

Islamorada townhouse

2 bedrooms / 2 bathrooms / sleeps 8

from £132 / night

£919 / week

LUXURY KEYS HOME IN PARADISE-106 ANGLERS REEF

Islamorada villa

2 bedrooms / 3 bathrooms / sleeps 6

1

from £263 / night

£1,875 / 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

Marathon house

5 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 1 hour 8 minutes

from £508 / night

£3,552 / week

Paradise

Key Colony Beach condo

2 bedrooms / 2 bathrooms / sleeps 4

from £198 / night

£1,384 / week

WELCOME TO PARADISE! In the heart of Islamorada

Islamorada condo

1 bedroom / 1 bathroom / sleeps 5

from £122 / night

£850 / week

ISLAMORADA WATERFRONT PARADISE with FREE DOCKAGE

Matecumbe Key studio

Studio / 1 bathroom / sleeps 2

9

from £189 / night

£1,412 / week

Bay Front Beauty/ Summer Sea Must See!!!!

Islamorada condo

1 bedroom / 1 bathroom / sleeps 4

4

from £130 / night

£907 / week

Discover the Charm of Island Living

Islamorada condo

2 bedrooms / 2 bathrooms / sleeps 4

from £706 / night

£4,942 / week

Islamorada apartment

2 bedrooms / 2 bathrooms / sleeps 4

from £202 / night

£1,410 / week

Harbour Dream~3/2..DKKB24~McGinnis

Duck Key house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 1 hour 8 minutes

from £554 / night

£3,875 / week

Keys Kottage / Bayside

Islamorada villa

2 bedrooms / 2 bathrooms / sleeps 6

1

from £201 / night

£1,408 / week

Aparment 1

Marathon apartment

1 bedroom / 1 bathroom / sleeps 2

from £259 / night

£1,812 / week

Key Colony Beach Home

Key Colony Beach house

2 bedrooms / 2 bathrooms / sleeps 6

from £169 / night

£1,180 / week

Conch Key Villas Unit 2 Spectacular open water views!

Conch Key villa

1 bedroom / 1 bathroom / sleeps 3

2

Responds fast! avg. 3 hours 28 minutes

from £156 / night

£1,036 / week

Florida Keys Vacation

Marathon villa

2 bedrooms / 3 bathrooms / sleeps 8

from £565 / night

£3,954 / week

Windley Key, FL Keys

Islamorada caravan/mobile home

1 bedroom / 1 bathroom / sleeps 4

from £95 / night

£659 / week

DEC & APRIL DEAL MONTH MINIMUM ENJOY! 9545791140

Islamorada apartment

3 bedrooms / 2 bathrooms / sleeps 8

from £125 / night

£870 / week

Islamorada Waterfront Paradise 2

Islamorada house

2 bedrooms / 2 bathrooms / sleeps 6

5

from £424 / night

£2,965 / week

Oceanfront Islamorada Condo with Huge T-Dock

Islamorada condo

2 bedrooms / 2 bathrooms / sleeps 4

from £126 / night

£879 / week

Viewing 40 of 461
rentals in Lower Keys