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Islamorada
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Rentals with Pool and Vacation Rentals in Islamorada, FL
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Islamorada
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Kid friendly(199)
Elder access(21)
Wheelchair access(15)
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Vacation Rental House(158)
Condominium/Apartment(67)
Cabin Vacation Rental(0)
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Distinctive Features
Water Views(25)
Waterfront(16)
Boat Available(15)
Ocean Views(13)
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Distance from
1 mi
225 rentals
in Islamorada.
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Islamorada Keys Home In Anglers Reef With Ocean View, Dock, Pool & Beach
140 reviews
Rental Home
2 bedrooms
3 bathrooms
Sleeps 4
Match:
Sleeps, All pools
More info
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Islamorada home in Anglers Reef with Ocean Views, Dock, Com Pool & Private Beach
130 reviews
Rental Home
2 bedrooms
3 bathrooms
Sleeps 6
Match:
Sleeps, All pools
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Luxurious Home at beautiful Anglers Reef with Boat Slip available
114 reviews
Rental Home
2 bedrooms
3 bathrooms
Sleeps 6
Match:
Sleeps, All pools
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Direct Oceanfront Views In Anglers Reef, Islamorada. Resort Pool, Dock, Beach
59 reviews
Rental Home
2 bedrooms
3 bathrooms
Sleeps 6
Match:
Sleeps, All pools
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Islamorada Oceanfront Home In Anglers Reef Ocean Views, Dock, Comm Pool & Beach
65 reviews
Rental Home
2 bedrooms
3 bathrooms
Sleeps 6
Match:
Sleeps, All pools
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Welcome to Paradise 'Sandbar Bungalow Villa' * Anglers Reef
117 reviews
Rental Home
3 bedrooms
3 bathrooms
Sleeps 4
Match:
Sleeps, All pools
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This is Paradise! Beautiful 2 Acre Oceanfront Beach, A MUST SEE. 3/2 Sleeps 6
55 reviews
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps, All pools
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Brand New / Totally Renovated Luxurious Home New To Rental Market.
40 reviews
Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps, All pools
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Paradise in Venetian Shores w New Pool / SPA.....Commercial Ice Maker! !!
26 reviews
Rental Home
3 bedrooms
3 bathrooms
Sleeps 10
Match:
Sleeps, All pools
More info
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Gorgeous Anglers Reef Islamorada Florida Keys Oceanfront Pool
94 reviews
Rental Home
2 bedrooms
3 bathrooms
Sleeps 6
Match:
Sleeps, All pools
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A little Piece of Heaven to wash your worries away
45 reviews
Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps, All pools
More info
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Anglers Reef Islamorada 2/2.5 dock available Bikes, Kayak available, Pool
34 reviews
Rental Home
2 bedrooms
3 bathrooms
Sleeps 6
Match:
Sleeps, All pools
More info
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Amazing Islamorada Sunsets, 2 Sandy Beaches, Pier Fishing, Pool, WiFi, Cable
33 reviews
Rental Home
4 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps, All pools
More info
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Venetian Tropics 3 bedroom pool home on sailboat canal weekly vacation rental
28 reviews
Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match:
Sleeps, All pools
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BROCK HAUS ON THE GULF
24 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps, All pools
More info
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�AQUAMARINE=OCEANVIEW�SALE AUG 13-27 $247 nite w/DOCK+2 MASTERS+ 1,700 sq feet
109 reviews
Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 6
Match:
Sleeps, All pools
More info
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Anglers Reef Islamorada*Bikes*Kayak*Paddle Boards*DOCK* available-Pool
46 reviews
Rental Home
2 bedrooms
3 bathrooms
Sleeps 6
Match:
Sleeps, All pools
More info
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Mitchell's Bayview Villa - Islamorada House on the Bay
22 reviews
Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps, All pools
More info
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Anglers Reef- Fall Discount
44 reviews
Rental Home
2 bedrooms
3 bathrooms
Sleeps 4
Match:
Sleeps, All pools
More info
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Private Oceanfront: Heated Pool, Paddleboards & Kayaks - 180 degree ocean views
54 reviews
Rental Home
5 bedrooms
5 bathrooms
Sleeps 10
Match:
Sleeps, All pools
More info
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Private Tropical Oceanfront Estate with Pool and Beach
31 reviews
Rental Home
6 bedrooms
7 bathrooms
Sleeps 14
Match:
Sleeps, All pools
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Iconic Ted Williams Estate. Waterfront,Dock,Amazing Pool & Spa,Walk to Lorelei.
32 reviews
Rental Home
5 bedrooms
4 bathrooms
Sleeps 10
Match:
Sleeps, All pools
More info
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7 Bedroom with Dockage - Pool, Paddle Boards, Kayaks included
22 reviews
Rental Home
7 bedrooms
5 bathrooms
Sleeps 14
Match:
Sleeps, All pools
More info
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Bayside Condo, marina, pool and beach
18 reviews
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps, All pools
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Anglers Reef Direct Ocean, 4 bedroom, Dock, Comm Pool & Beach
18 reviews
Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match:
Sleeps, All pools
More info
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Your PRIVATE OCEANFRONT ESTATE awaits! Gorgeous 5 Bedroom Home with Infinity Poo
18 reviews
Rental Home
5 bedrooms
6 bathrooms
Sleeps 10
Match:
Sleeps, All pools
More info
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Oceanfront Condo: Ocean Views, Pool, WIFI
6 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps, All pools
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Stunning 3 Bedroom Condo with Basin & Ocean Views Located in Lower Matecumbe - B
18 reviews
Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 6
Match:
Sleeps, All pools
More info
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Newly refinished condo open water views very nice
7 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps, All pools
More info
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Oceanfront Oasis - Pinch me am I dreaming!!!
5 reviews
Rental Home
5 bedrooms
6 bathrooms
Sleeps 10
Match:
Sleeps, All pools
More info
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BEACON REEF 310
6 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps, All pools
More info
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Butterfly Haven - Beautiful Bayfront Home with Cottage
12 reviews
Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps, All pools
More info
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Angler's Reef- Oceanside Resort... Oceanview unit with kayaks, paddleboards and
10 reviews
Rental Home
2 bedrooms
3 bathrooms
Sleeps 4
Match:
Sleeps, All pools
More info
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The PERFECT Escape with pool & jacuzzi
8 reviews
Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match:
Sleeps, All pools
More info
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Peaceful 2 Bedroom Oceanfront Cottage with Pool and Dock
11 reviews
Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match:
Sleeps, All pools
More info
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Charming 2 Bedroom Oceanfront Cottage with Pool and Dockage
9 reviews
Rental Home
2 bedrooms
3 bathrooms
Sleeps 6
Match:
Sleeps, All pools
More info
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Luxury condo overlooking harbor with ocean view
6 reviews
Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 6
Match:
Sleeps, All pools
More info
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Blue Dolphin Private Oceanfront 1.8 acre Estate on Millionaire's Row with Pool
4 reviews
Rental Home
5 bedrooms
4 bathrooms
Sleeps 12
Match:
Sleeps, All pools
More info
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Beautiful Maison #307
7 reviews
Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 6
Match:
Sleeps, All pools
More info
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Pristine Pool Front Anglers Reef w/ Ocean Views, Private Beach & Dock
8 reviews
Rental Home
2 bedrooms
3 bathrooms
Sleeps 6
Match:
Sleeps, All pools
More info
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Bay Front Beauty/ Summer Sea Must See!!!!
4 reviews
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match:
Sleeps, All pools
More info
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A Good Stay ~ Islamorada Waterfront Residence
10 reviews
Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 6
Match:
Sleeps, All pools
More info
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Cheerful Anglers Reef Home in Islamorada with kayaks + pool on Atlantic Ocean
Rental Home
2 bedrooms
3 bathrooms
Sleeps 4
Match:
Sleeps, All pools
More info
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Bay Views from this Charming 2 Bedroom Condo - Futura Townhome 708
7 reviews
Rental Home
2 bedrooms
3 bathrooms
Sleeps 4
Match:
Sleeps, All pools
More info
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Redecorated Islamorada gem in beautiful Angler's Reef is ready for you!
7 reviews
Rental Home
2 bedrooms
3 bathrooms
Sleeps 6
Match:
Sleeps, All pools
More info
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PALMS 309
4 reviews
Rental Home
2 bedrooms
2 bathrooms
Sleeps 5
Match:
Sleeps, All pools
More info
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3 bedrooms at Ocean Harbour Apartment, Islamorada, Florida Keys.
3 reviews
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps, All pools
More info
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Angler's Reef #118 - Charming 2 Bedroom House with Peekaboo Views
8 reviews
Rental Home
2 bedrooms
3 bathrooms
Sleeps 4
Match:
Sleeps, All pools
More info
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SPECTACULAR SUNSETS AND FRESH OCEAN BREEZE AWAIT YOU IN ISLAMORADA, FLORIDA!
8 reviews
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps, All pools
More info
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Maison Matecumbe #303 - 3 Bedroom Oceanfront Townhome in Premier Gated Complex
6 reviews
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps, All pools
More info
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