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  • 360 DEGREE WATERVIEW HOUSEBOAT

    Islamorada, United States

    4.61

    Boat

    Sleeps: 2

  • Flakey's

    Islamorada, United States

    4.85

    Entire place

    Sleeps: 6

  • 2br/1ba w pool, 5 mins to beach and robbies marina

    Islamorada, United States

    4.85

    Cottage

    Sleeps: 5

  • Bayside Townhome in Islamorada with Boat Slip

    Islamorada, United States

    4.85

    Townhouse

    Sleeps: 4

  • SUPERHOST WATERFRONT PARADISE HOME- DOCK32 FT BOAT

    Islamorada, United States

    4.57

    Entire place

    Sleeps: 4

  • Hidden Gem Islamorada | 1st Floor

    Islamorada, United States

    4.90

    Entire place

    Sleeps: 4

  • Beautiful Anglers Reef - 2/2.5 - Pool+Marina+Beach

    Islamorada, United States

    5.00

    Entire place

    Sleeps: 6

  • Sail, Adventure, Relax!

    Islamorada, United States

    5.00

    Boat

    Sleeps: 6

  • Unity & Autonomy 2 sides a Beach Duplex & 70' DOCK

    Islamorada, United States

    5.00

    Townhouse

    Sleeps: 12

  • Private waterfront home, pool, dock, sunsets, tiki

    Islamorada, United States

    5.00

    Entire place

    Sleeps: 7

  • Peacock Shores Islamorada - Vacation On The Beach!

    Islamorada, United States

    4.90

    Townhouse

    Sleeps: 4

  • Anglers Reef Islamorada

    Islamorada, United States

    5.00

    Villa

    Sleeps: 6

  • Hidden Gem Islamorada | 2nd Floor

    Islamorada, United States

    5.00

    Entire place

    Sleeps: 4

  • Tropical Getaway 3/3 with 100’ boat dock and pool

    Islamorada, United States

    4.80

    Entire place

    Sleeps: 8

  • Just a Few Friends - Ocean View and Bring your Boa

    Islamorada, United States

    5.00

    Condo

    Sleeps: 4

  • Bayside Villa in Islamorada

    Islamorada, United States

    5.00

    Villa

    Sleeps: 4

  • Ocean Islamorada BeachHouse POOL!70' DOCK boatrent

    Islamorada, United States

    5.00

    Townhouse

    Sleeps: 6

  • Islamorada bungalow 2 bed & pool

    Islamorada, United States

    4.80

    Cottage

    Sleeps: 4

  • Luxury condo with boat slip overlooking the bay

    Islamorada, United States

    4.95

    Condo

    Sleeps: 6

  • Heart of Islamorada ~ Private Boat Slip

    Islamorada, United States

    4.90

    Entire place

    Sleeps: 8

  • Floating 2 BD, 1 BATH Private Villa Pirates Lair

    Islamorada, United States

    4.80

    Cottage

    Sleeps: 6

  • Pristine pool front home w/ocean views Anglers 148

    Islamorada, United States

    4.80

    Entire place

    Sleeps: 7

  • Islamorada Waterfront Escape

    Islamorada, United States

    4.70

    Entire place

    Sleeps: 6

  • Dream in Paradise! King Master, Queen Guest, Pool

    Islamorada, United States

    4.85

    Bungalow

    Sleeps: 5

  • Angler's Reef Gem in Islamorada!

    Islamorada, United States

    4.65

    Entire place

    Sleeps: 6

  • Anglers Reef Islamorada

    Islamorada, United States

    4.60

    Cottage

    Sleeps: 6

  • Modern Oceanview Paradise at Islamorada

    Islamorada, United States

    4.60

    Entire place

    Sleeps: 6

  • Waterfront Home Islamorada Walk To Private Beach

    Islamorada, United States

    4.60

    Entire place

    Sleeps: 6

  • Paradise @ Islamorada

    Islamorada, United States

    4.55

    Townhouse

    Sleeps: 8

  • Anglers Reef Home with Peek-a-Boo Ocean Views

    Islamorada, United States

    4.55

    Entire place

    Sleeps: 5

  • Bay Islamorada BeachHouse POOL!70' DOCK boat rent

    Islamorada, United States

    4.50

    Townhouse

    Sleeps: 6

  • Breathtaking Sunsets!
Florida Keys Chic Townhouse

    Islamorada, United States

    4.50

    Condo

    Sleeps: 6

  • luxury & fishing 
bigdavechartersandtours.comm
-1m

    Islamorada, United States

    4.85

    Villa

    Sleeps: 14

  • Piece of Paradise

    Islamorada, United States

    4.61

    Townhouse

    Sleeps: 4

  • Aqua Lodge Houseboat 2bd/1Bth!

    Islamorada, United States

    4.66

    Houseboat

    Sleeps: 7

  • Beach Cottage with pool, Dock and beach access

    Islamorada, United States

    4.66

    Entire place

    Sleeps: 8

  • Coconut Cove Waterfront Canal Home

    Islamorada, United States

    4.57

    Entire place

    Sleeps: 10

  • The Russell Estate, 2 Acrs on OCEAN,  tropical 3/2

    Islamorada, United States

    4.71

    Entire place

    Sleeps: 6

  • Luxurious 4-Bdrm Home, Private Pool, Beach Access

    Islamorada, United States

    4.75

    Entire place

    Sleeps: 8

  • Waterfront Cottage Walk to World Famous Lorelei

    Islamorada, United States

    4.80

    Cottage

    Sleeps: 2

  • Executive Bay Club Townhouse (Gated Community)

    Islamorada, United States

    4.61

    Townhouse

    Sleeps: 4

  • Islamorada Home 5/3 Private Beach! freshly updated

    Islamorada, United States

    4.47

    Entire place

    Sleeps: 13

  • Islamorada 131 Anglers Reef Ocean Community 2/2.5

    Islamorada, United States

    4.57

    Entire place

    Sleeps: 6

  • Town House for  RENT

    Islamorada, United States

    4.52

    Townhouse

    Sleeps: 6

  • Keys home on water w/ access to  beach *monthly*

    Islamorada, United States

    4.52

    Entire place

    Sleeps: 10

  • Islamorada house next to sand bar. Lic # 24-0055

    Islamorada, United States

    4.07

    Villa

    Sleeps: 6

  • Keys  Kottage in Islamorada

    Islamorada, United States

    4.38

    Villa

    Sleeps: 4

  • Hidden Gem Duplex in Heart of Islamorada! Sleeps 8

    Islamorada, United States

    4.43

    Entire place

    Sleeps: 8

  • HOUSEBOAT 2BD, PRIVATE KEYS COTTAGE LOGGERHEAD

    Islamorada, United States

    4.43

    Boat

    Sleeps: 6

  • Enjoy the Floirda Keys 28 nights minimum

    Islamorada, United States

    4.52

    Condo

    Sleeps: 2

  • 132 Columbus Drive: VR#24-0299

    Islamorada, United States

    4.16

    Entire place

    Sleeps: 4

  • Lazy Daze Beach House - Modern 5 Star Oceanfront

    Islamorada, United States

    4.38

    Townhouse

    Sleeps: 5

  • Islamorada Bungalow 2 Bed/1 Bath & Pool Unit 3

    Islamorada, United States

    4.38

    Bungalow

    Sleeps: 4

  • FLOATING WATERFRONT 2 BD, 1 BATH COTTAGE MANATEE

    Islamorada, United States

    4.34

    Cottage

    Sleeps: 5

  • Superhost In Islamorada- A Tropical Paradise -

    Islamorada, United States

    4.43

    Guesthouse

    Sleeps: 2

  • HOUSEBOAT 2BD, 1 BATH PRIVATE KEYS COTTAGE MULLET

    Islamorada, United States

    4.29

    Boat

    Sleeps: 6

  • Islamorada Bungalow 4

    Islamorada, United States

    4.29

    Bungalow

    Sleeps: 4

  • Anglers Reef is Oceanfront, Blue Marlin House2/2.5

    Islamorada, United States

    4.25

    Entire place

    Sleeps: 6

  • Endless Bay Views, Sues Promise Islamorada FL

    Islamorada, United States

    4.34

    Entire place

    Sleeps: 2

  • Oceanfront 114  Anglers Reef Islamorada Fla Keys

    Islamorada, United States

    4.21

    Entire place

    Sleeps: 6

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