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Matecumbe Key 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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57 rentals in Matecumbe Key.
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75130 Overseas Highway
2 bedrooms
2 bathrooms
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3 other travelers have booked this property
Private Beachfront Paradise
4 bedrooms
3 bathrooms
Sleeps 8
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25 other travelers have booked this property
ISLAMORADA WATERFRONT PARADISE with FREE DOCKAGE
0 bedrooms
1 bathroom
Sleeps 2
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6 other travelers have booked this property
75651 Overseas Hwy Islamorada Fla Keys Oceanfront
2 bedrooms
1 bathroom
Sleeps 4
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Beautiful Venetian Shores, Cozy home, Heated pool, Tiki, Boat Lift, Fish & Dive.
3 bedrooms
3 bathrooms
Sleeps 8
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Islamorada Home Plus Bunkhouse
2 bedrooms
1 bathroom
Sleeps 10
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Oceanfront, Private Beach, Charming 2 Bed 2 Bath Beach Cottage - Kayaks Included
2 bedrooms
2 bathrooms
Sleeps 6
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Your own Sunset from our own Private Balcony Directly over the Bay
2 bedrooms
3 bathrooms
Sleeps 7
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75691 Overseas Highway
2 bedrooms
2 bathrooms
Sleeps 6
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Waterfront Haven w/ Private Beach & Dock - Near Epic Diving & Everglades
3 bedrooms
2 bathrooms
Sleeps 8
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BEACON REEF 522
2 bedrooms
2 bathrooms
Sleeps 4
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BEACON REEF 406
2 bedrooms
2 bathrooms
Sleeps 4
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Angler's Reef's Villa 119, a 2 Bedroom and 2.5 Bath Bungalow
2 bedrooms
3 bathrooms
Sleeps 6
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2 Bedroom, 3 bathroom Townhouse in Executive Bay complex Islamorada FL
2 bedrooms
3 bathrooms
Sleeps 6
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Paradise Vacation For Rent
1 bedroom
1 bathroom
Sleeps 2
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Anglers Reef Oceanfront Complex w Pool & Beach-New air conditioning system 2019
2 bedrooms
3 bathrooms
Sleeps 6
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Fall Special-Recently Renovated Executive Bay Club Luxury Townhome in Islamorada
2 bedrooms
2 bathrooms
Sleeps 6
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#7 - Hidden Gem Islamorada Bay Side Condo - 2 BD/2BA - 2nd Floor
2 bedrooms
2 bathrooms
Sleeps 4
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WATERFRONT COTTAGE GREAT RATES ! Pet Friendly !
2 bedrooms
1 bathroom
Sleeps 2
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Osprey Bay Villa on Fla. Bay-Has it all! Spectacular Sunsets, pool, spa & dock!!
5 bedrooms
3 bathrooms
Sleeps 10
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#6 - Hidden Gem Islamorada Bay Side Condo - 2BD/2BA - 1st Floor
2 bedrooms
2 bathrooms
Sleeps 4
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Summer Sea #420
1 bedroom
1 bathroom
Sleeps 3
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BEACON REEF 503
2 bedrooms
2 bathrooms
Sleeps 4
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PALMS 313
2 bedrooms
2 bathrooms
Sleeps 4
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Stunning Beach Front Home W/ Private Pool - Professionally cleaned & sanitized
3 bedrooms
2 bathrooms
Sleeps 6
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Port of Call C-2
2 bedrooms
3 bathrooms
Sleeps 4
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Angler's Reef #118
2 bedrooms
3 bathrooms
Sleeps 4
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Sunsets at Islamorada, Florida Keys. 2/2 Townho
2 bedrooms
2 bathrooms
Sleeps 6
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Spacious, oceanfront condo w/ ocean views, shared pool & dock! Tennis on-site!
2 bedrooms
2 bathrooms
Sleeps 5
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The 'Nest' villa - 2Bed /2Bath, Stunning Bay Views, private sun deck, boat dock!
1 bedroom
2 bathrooms
Sleeps 4
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Waterfront home with private beach, dock, & open water access!
4 bedrooms
4 bathrooms
Sleeps 8
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Paradise * Islamorada
2 bedrooms
2 bathrooms
Sleeps 8
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Gated Condo on the Ocean just refurbished with 2 Bedrooms and 2 Bathrooms
2 bedrooms
2 bathrooms
Sleeps 4
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5 Star Modern Oceanfront Islamorada Townhome on the Beach!
2 bedrooms
3 bathrooms
Sleeps 6
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Coral Cove Resort - Fisherman's Dream
3 bedrooms
2 bathrooms
Sleeps 6
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Quiet, spacious 2/2 retreat with great ocean views in the heart of the Keys.
2 bedrooms
2 bathrooms
Sleeps 4
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Stunning view from this beautiful 1 bedroom condominium-Summer Sea, Islamorada
1 bedroom
1 bathroom
Sleeps 4
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Islamorada condo with endless ocean views!!
2 bedrooms
2 bathrooms
Sleeps 6
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BEACON REEF 301
2 bedrooms
2 bathrooms
Sleeps 4
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Secluded Stunning Oceanview Townhome
2 bedrooms
3 bathrooms
Sleeps 6
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Islamorada Bungalow In the Heart of the Florida Keys
2 bedrooms
2 bathrooms
Sleeps 4
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PARADISE AWAITS YOU IN ISLAMORADA, FLORIDA!
3 bedrooms
2 bathrooms
Sleeps 6
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STUNNING CONDO with BALCONY/POOL in Oceanfront Building in beautiful Islamorada!
2 bedrooms
2 bathrooms
Sleeps 6
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Palms of Islamorada #403
2 bedrooms
2 bathrooms
Sleeps 5
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No Hurricane Damage 132 Anglers Reef Monthly Rental- new to rental pool DOCK
2 bedrooms
3 bathrooms
Sleeps 6
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Anglers Reef Islamorada 2/2.5 Bikes, Kayak available
2 bedrooms
3 bathrooms
Sleeps 6
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194 Airstream Lane
3 bedrooms
3 bathrooms
Sleeps 6
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Location. Location. Location.
3 bedrooms
2 bathrooms
Sleeps 8
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NEW LISTING! Canal front home with private boat ramp, and kayak!
2 bedrooms
1 bathroom
Sleeps 6
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FISH WHISTLE
4 bedrooms
3 bathrooms
Sleeps 10
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