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Islamorada Holiday Rentals with Pools

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84 rentals in Islamorada.
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Newly refinished condo open water views very nice
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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17 other travellers have booked this property
Dream Escape in Islamorada at Anglers Reef
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Come relax in Islamorada, the tropical jewel of the Florida Keys!!
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, All pools
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3 other travellers have booked this property
75731 Overseas Highway
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps, All pools
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NEW Interior Oceanfront 5th Floor End Unit, Pool, WiFi, Great Ocean Views!
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, All pools
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6 other travellers have booked this property
Ocean-Front Caribbean Home.
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, All pools
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3 other travellers have booked this property
Oceanfront Oasis - Pinch me am I dreaming!!!
5 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps, All pools
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9 other travellers have booked this property
THIS IS IT! Magnificent Oceanfront Paradise! WE ARE OPEN!!
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps, All pools
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11 other travellers have booked this property
Venetian Tropics 3 bedroom pool home on sailboat canal weekly vacation rental
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, All pools
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1 other traveller has booked this property
Incredible Luxury Home with Waterfront!! Paradise
5 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps, All pools
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Bayside Condo, marina, pool and beach
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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1 other traveller has booked this property
Fabulous 2 level home - 3/2 each Level - Waterfront Pool Home in Islamorada!
3 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps, All pools
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2 other travellers have booked this property
$2500 A MONTH FOR OCTOBER AND NOVEMBER. OCEANFRONT 2 BEDROOM/2 BATH CONDO
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps, All pools
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23 other travellers have booked this property
Paradise in Islamorada at Anglers Reef
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, All pools
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1 other traveller has booked this property
Dream Getaway in Islamorada at Anglers Reef
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, All pools
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1 other traveller has booked this property
100 Palo De Oro Drive
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Sea Breezes in Islamorada at Anglers Reef
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Luxury condo overlooking harbor with ocean view
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, All pools
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4 other travellers have booked this property
Bay Front Beauty/ Summer Sea Must See!!!!
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, All pools
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8 other travellers have booked this property
3 bedrooms at Ocean Harbour Apartment, Islamorada, Florida Keys.
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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5 other travellers have booked this property
Islamorada Luxury Waterfront Condo with Boat Slip
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, All pools
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52 other travellers have booked this property
Beautiful Bayside View with Swimming Pool
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Anglers Reef Islamorada Florida Sleeps 6
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, All pools
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3 other travellers have booked this property
Luxurious Anglers Reef with Boat Slip, Pool, Ocean
2 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps, All pools
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152 Valencia Drive
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Islamorada Luxury Home Ocean & Bay Access
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, All pools
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BEACON REEF 310
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, All pools
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OCEANFRONT pool30'Dock,7niteMin, 6ppl max,sorry no pets STANDADrate$465/nite
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps, All pools
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LUXURY KEYS HOME IN PARADISE-106 ANGLERS REEF
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, All pools
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3 other travellers have booked this property
Islamorada Paradise
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Blue Dolphin Private Oceanfront 1.8 acre Estate on Millionaire's Row with Pool
5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps, All pools
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1 other traveller has booked this property
PALMS 309
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps, All pools
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Windy Cove #1
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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2 other travellers have booked this property
100' Private Beach Front Ocean Front Estate
4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps, All pools
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3 other travellers have booked this property
Windy Cove #3
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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San Roc - Private 150 Ft Oceanfront 2.5 Acre Millionaire Row Estate, Pool, Spa,
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, All pools
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LYONS LANDING
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps, All pools
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Beautiful Captain's Cove
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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PALMS 314
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps, All pools
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BROCK HAUS ON THE GULF
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Experience the Florida Keys like never before!!!
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Islamorada - PARADISE FOUND 3 bedroom/2 bath
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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1 other traveller has booked this property
Lazy Daze Beach House 5 Star Modern Oceanfront Islamorada Townhome on the Beach!
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, All pools
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1 other traveller has booked this property
FLAMINGO COTTAGE
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Oceanfront Anglers Reef Islamorada Florida Keys
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, All pools
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5 other travellers have booked this property
THE PALMS 405 - 93
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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BEACON REEF 222
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, All pools
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PALMS 402
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, All pools
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CASA DORADO
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Mile Marker 87 - Mina Bay - Oceanfront 'Million Dollar View'
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, All pools
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