Islamorada Vacation Rentals
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0+ rooms, 2+ guests
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1 mi
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$1,000+
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115 rentals in Islamorada.
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Ocean-Front Caribbean Home.
3 bedrooms
3 bathrooms
Sleeps 8
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January 10% OFF! Boat Slip included, 2 Beaches, Pool, Oceanfront Anglers Reef
2 bedrooms
3 bathrooms
Sleeps 6
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WATERFRONT TOWNHOME IN ISLAMORADA K1
3 bedrooms
3 bathrooms
Sleeps 6
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NEW Interior Oceanfront 5th Floor End Unit, Pool, WiFi, Great Ocean Views!
2 bedrooms
2 bathrooms
Sleeps 4
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2 Acres on the Atlantic Ocean in Islamorada, Florida
3 bedrooms
3 bathrooms
Sleeps 6
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Mitchell's Bayview Villa - Islamorada House on the Bay
2 bedrooms
2 bathrooms
Sleeps 6
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Islamorada Florida Cozy Cottage
3 bedrooms
3 bathrooms
Sleeps 4
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BROCK HAUS ON THE GULF
2 bedrooms
2 bathrooms
Sleeps 6
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SUNSHINE PLACE
1 bedroom
1 bathroom
Sleeps 3
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CASA DORADO
3 bedrooms
3 bathrooms
Sleeps 8
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Islamorada Keys Home In Anglers Reef With Ocean View, Dock, Pool & Beach
2 bedrooms
3 bathrooms
Sleeps 4
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Luxurious Home at beautiful Anglers Reef with Boat Slip available
2 bedrooms
3 bathrooms
Sleeps 6
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Beautiful Water Front in Angler's Reef with View of Sand Bar with Boat Slip
3 bedrooms
3 bathrooms
Sleeps 8
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Welcome to Paradise 'Sandbar Bungalow Villa' * Anglers Reef
2 bedrooms
3 bathrooms
Sleeps 6
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Islamorada Waterfront Paradise Getaway!
1 bedroom
1 bathroom
Sleeps 2
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A little Piece of Heaven to wash your worries away
2 bedrooms
2 bathrooms
Sleeps 6
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Mitchell's Keys Villa - Private, Secluded House on the Bay
1 bedroom
1 bathroom
Sleeps 4
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This is Paradise! Beautiful 2 Acre Oceanfront Beach, A MUST SEE. 3/2 Sleeps 6
3 bedrooms
2 bathrooms
Sleeps 6
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Venetian Tropics 3 bedroom pool home on sailboat canal weekly vacation rental
3 bedrooms
3 bathrooms
Sleeps 8
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Amazing Islamorada Sunsets, 2 Sandy Beaches, Pier Fishing, Pool, WiFi, Cable
3 bedrooms
2 bathrooms
Sleeps 6
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Bayside Condo, marina, pool and beach
3 bedrooms
2 bathrooms
Sleeps 6
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Newly refinished condo open water views very nice
2 bedrooms
2 bathrooms
Sleeps 6
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75731 Overseas Highway
4 bedrooms
4 bathrooms
Sleeps 10
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Completely Remodeled 2 Bedroom, 2 Bath Florida Keys Condo On the Atlantic Ocean
2 bedrooms
2 bathrooms
Sleeps 4
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SANCTUARY IN PARADISE
4 bedrooms
4 bathrooms
Sleeps 10
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Oceanfront Oasis - Pinch me am I dreaming!!!
5 bedrooms
6 bathrooms
Sleeps 12
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BEACON REEF 310
2 bedrooms
2 bathrooms
Sleeps 4
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Luxury condo overlooking harbor with ocean view
3 bedrooms
3 bathrooms
Sleeps 6
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Paradise Beach Sandy Oceanfront
4 bedrooms
4 bathrooms
Sleeps 10
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132 Columbus Drive
2 bedrooms
2 bathrooms
Sleeps 4
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76004 Overseas Highway
4 bedrooms
3 bathrooms
Sleeps 8
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82754 Overseas Highway
5 bedrooms
3 bathrooms
Sleeps 10
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Bay Front Beauty/ Summer Sea Must See!!!!
1 bedroom
1 bathroom
Sleeps 4
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137 LeSerra Lane
3 bedrooms
3 bathrooms
Sleeps 6
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Blue Dolphin Private Oceanfront 1.8 acre Estate on Millionaire's Row with Pool
5 bedrooms
4 bathrooms
Sleeps 12
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Come relax in Islamorada, the tropical jewel of the Florida Keys!!
1 bedroom
1 bathroom
Sleeps 4
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3 bedrooms at Ocean Harbour Apartment, Islamorada, Florida Keys.
3 bedrooms
2 bathrooms
Sleeps 6
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LITTLE BAY - Upper Duplex
2 bedrooms
2 bathrooms
Sleeps 6
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LITTLE BAY - Lower Duplex
2 bedrooms
2 bathrooms
Sleeps 6
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PALMS 309
2 bedrooms
2 bathrooms
Sleeps 5
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VILLA RIOLO
2 bedrooms
2 bathrooms
Sleeps 6
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Islamorada Waterfront Paradise 2
2 bedrooms
2 bathrooms
Sleeps 6
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LITTLE BAY - Cottage
2 bedrooms
2 bathrooms
Sleeps 6
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MANATEE MANOR
3 bedrooms
2 bathrooms
Sleeps 8
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BEACON REEF 222
2 bedrooms
2 bathrooms
Sleeps 4
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Windy Cove #1
3 bedrooms
2 bathrooms
Sleeps 6
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Little Bay Compound
5 bedrooms
6 bathrooms
Sleeps 18
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Mile Marker 87 - Mina Bay - Oceanfront 'Million Dollar View'
2 bedrooms
2 bathrooms
Sleeps 8
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107 San Remo Drive
3 bedrooms
2 bathrooms
Sleeps 6
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Islamorada cottage on deep water canal
2 bedrooms
2 bathrooms
Sleeps 6
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