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Islamorada
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166 rentals
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Islamorada Keys Home In Anglers Reef With Ocean View, Dock, Pool & Beach
137 reviews
Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 4
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Islamorada home in Anglers Reef with Ocean Views, Dock, Com Pool & Private Beach
128 reviews
Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
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Luxurious Home at beautiful Anglers Reef with Boat Slip available
113 reviews
Holiday Rental House
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
104 reviews
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
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Direct Oceanfront Views In Anglers Reef, Islamorada. Resort Pool, Dock, Beach
59 reviews
Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
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Islamorada Oceanfront Home In Anglers Reef Ocean Views, Dock, Comm Pool & Beach
65 reviews
Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
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Welcome to Paradise 'Sandbar Bungalow Villa' * Anglers Reef
114 reviews
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
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This is Paradise! Beautiful 2 Acre Oceanfront Beach, A MUST SEE. 3/2 Sleeps 6
55 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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Tropical Paradise in Venetian Shores. 100%...NOT ON CRAIGS LIST!!!
26 reviews
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 10
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Gorgeous Anglers Reef Islamorada Florida Keys Oceanfront Pool
94 reviews
Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
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Brand New / Totally Renovated Luxurious Home New To Rental Market.
40 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
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Mitchell's Keys Villa - Private, Secluded House on the Bay
51 reviews
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
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A little Piece of Heaven to wash your worries away
44 reviews
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
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Amazing Islamorada Sunsets, 2 Sandy Beaches, Pier Fishing, Pool, WiFi, Cable
33 reviews
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 6
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BROCK HAUS ON THE GULF
24 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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SUNSHINE PLACE
17 reviews
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
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Anglers Reef- Fall Discount
44 reviews
Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 4
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Venetian Tropics 3 bedroom pool home on sailboat canal weekly vacation rental
28 reviews
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
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Mitchell's Bayview Villa - Islamorada House on the Bay
22 reviews
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
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Anglers Reef Islamorada 2/2.5 dock available Bikes, Kayak available, Pool
31 reviews
Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
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Amazing Oceanfront: Pool, Paddleboards & Kayaks - 180 degree ocean views
51 reviews
Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 10
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Anglers Reef Islamorada*Bikes*Kayak*Paddle Boards*DOCK* available-Pool
45 reviews
Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
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Keys Kottage; Remodeled Villa in Native Hammock on Florida Bay
56 reviews
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
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New Listing! Iconic Ted Williams Estate. Bayfront in the heart of Islamorada.
32 reviews
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 10
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Two acre oceanfront estate home in Islamorada - Southern Comfort
28 reviews
Holiday Rental House
6 bedrooms
7 bathrooms
Sleeps 14
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Deep Dockage in the Center of Islamorada - Pool
22 reviews
Holiday Rental House
7 bedrooms
5 bathrooms
Sleeps 14
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Bayside Condo, marina, pool and beach
18 reviews
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
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Exquisite Oceanfront - Gorgeous 5 Bedroom Oceanfront Estate
17 reviews
Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 10
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SANCTUARY IN PARADISE
7 reviews
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
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Oceanfront Condo: Ocean Views, Pool, WIFI - June Special!
6 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
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Newly refinished condo open water views very nice
7 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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Oceanfront Oasis - Pinch me am I dreaming!!!
5 reviews
Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 10
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BEACON REEF 310
6 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
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Butterfly Haven - Beautiful Bayfront Home with Cottage
12 reviews
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
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Panoramic Ocean Views from this 3 Bedroom Islamorada Home - 137 LeSerra
16 reviews
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
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Stunning 3 Bedroom Condo with Basin & Ocean Views Located in Lower Matecumbe - B
16 reviews
Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 6
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Beautiful Anglers Reef # 136
10 reviews
Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 4
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Leatherback Cottage - Charming 2 Bedroom Oceanfront Cottage
9 reviews
Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
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Luxury condo overlooking harbor with ocean view
6 reviews
Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 6
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Unique 2 Bedroom Bay Front Home with Roof Top Terrace - 75130 Overseas Hwy.
13 reviews
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
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The PERFECT Escape with pool & jacuzzi
8 reviews
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
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132 Columbus - 2 Bedroom Oceanfront Home
17 reviews
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
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Green Cottage - Beautiful 2 Bedroom Oceanfront Cottage with Pool
7 reviews
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
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Beautiful Maison #307
7 reviews
Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 6
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Bay Front Beauty/ Summer Sea Must See!!!!
4 reviews
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
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Blue Dolphin Private Oceanfront 1.8 acre Estate on Millionaire's Row with Pool
3 reviews
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 12
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A Good Stay ~ Islamorada Waterfront Residence
10 reviews
Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 6
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Bay Views from this Charming 2 Bedroom Condo - Futura Townhome 708
7 reviews
Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 4
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PALMS 309
4 reviews
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
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Angler's Reef #118 - Charming 2 Bedroom House with Peekaboo Views
8 reviews
Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 4
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Frequently Asked Questions about Islamorada
Do any holiday rentals in Islamorada have a pool?
Yes, here are some popular holiday rentals in Islamorada that have a pool:\n
\n
PALMS 417
\n
PALMS 317
\n
BROCK HAUS ON THE GULF
\n
\n
See all holiday rentals with a pool in Islamorada on Tripadvisor
Do any holiday rentals in Islamorada have internet access?
Yes, here are some popular holiday rentals in Islamorada that have internet access:\n
\n
PALMS 317
\n
BROCK HAUS ON THE GULF
\n
PALMS 301
\n
\n
See all holiday rentals in Islamorada on Tripadvisor
What are the best pet friendly rentals in Islamorada?
The best pet friendly rentals in Islamorada are:\n
\n
Venetian Tropics 3 bedroom pool home on sailboat canal weekly vacation rental
\n
LITTLE BAY - Upper Duplex
\n
LITTLE BAY - Lower Duplex
\n
\n
See all pet friendly holiday rentals in Islamorada on Tripadvisor
What are some great rentals in Islamorada that are kid friendly?
Some of the most popular kid friendly rentals in Islamorada are:\n
\n
Venetian Tropics 3 bedroom pool home on sailboat canal weekly vacation rental
\n
Bayside Condo, marina, pool and beach
\n
SANCTUARY IN PARADISE
\n
\n
See all kid friendly holiday rentals in Islamorada on Tripadvisor