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Vacation Rentals near Founders Park

87000 Overseas Hwy, Islamorada, Florida 33036-3110
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    Travelers to Islamorada are booking July dates now. Secure your vacation rental today, and have the perfect trip.
    All 715 Rentals in Islamorada
    Bay Front Beauty/ Summer Sea Must See!!!!1 / 19
    (4)Excellent
    0.9 miles from Founders Park
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Blue Dolphin  Private Oceanfront 1.8 acre Estate on Millionaire's Row with Pool1 / 34
    (5)Excellent
    0.5 miles from Founders Park
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Recently Renovated Luxury Townhome in Islamorada, Florida Keys1 / 23
    (1)Excellent
    0.1 miles from Founders Park
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    3 Bedroom Private Oceanfront House - Sol1 / 11
    (9)Very good
    4.6 miles from Founders Park
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Upper Matecumbe Key, Islamorada
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Islamorada Island Getaway1 / 30
    (2)Excellent
    1.2 miles from Founders Park
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    Upper Matecumbe Key, Islamorada
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 8
    1.0 miles from Founders Park
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Upper Matecumbe Key, Islamorada
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    4.6 miles from Founders Park
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Upper Matecumbe Key, Islamorada
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    0.5 miles from Founders Park
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Upper Matecumbe Key, Islamorada
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    0.6 miles from Founders Park
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    About this property
    Beautiful and spacious home with three bedrooms, two and half baths, huge new kitchen, new bathrooms, and screened in porches facing East and West. There are great views from every room!!! Tastefully furnished with all linens, comfortable memory foam mattresses, all new appliances, and completely...
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    Islamorada, Florida Keys
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    SPECTACULAR SUNSETS AND FRESH OCEAN BREEZE AWAIT YOU IN ISLAMORADA, FLORIDA!1 / 30
    (8)Very good
    0.1 miles from Founders Park
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Upper Matecumbe Key, Islamorada
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Paradise * Islamorada1 / 29
    (5)Excellent
    0.1 miles from Founders Park
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Upper Matecumbe Key, Islamorada
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 8
    1.1 miles from Founders Park
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Upper Matecumbe Key, Islamorada
    Rental Home - 2 Bedrooms, 3 Bathrooms, Sleeps 6
    0.1 miles from Founders Park
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Upper Matecumbe Key, Islamorada
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    0.1 miles from Founders Park
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    About this property
    Sleeps 8, 2 Story Townhome On The Bayside, Mile Marker 87 Our Islamorada beach modern decorated townhome is waiting for you. It’s a two story unit and third level loft; 2 Bedroom/2 Bath - sleeps 8. Next door is Founders Park & Plantation Yacht Harbor. A private gated community with 24hr...
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    Islamorada, Florida Keys
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 8
    0.1 miles from Founders Park
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Come to Paradise and Enjoy it with Comfort! Located on Mile Marker 87 in Islamorada ( Fishing Capital of the World ), part of the Wonderful Florida Keys. Executive Bay Club is a Private Gated Community with 24 Hr Security, Heated Pool and Club House, Tennis Courts, Private Beach, Fishing off your...
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    Islamorada, Florida Keys
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    3.3 miles from Founders Park
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Upper Matecumbe Key, Islamorada
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Islamorada Keys Home In Anglers Reef With Ocean View, Dock,  Pool & Beach1 / 30
    (143)Excellent
    1.8 miles from Founders Park
    2 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    Upper Matecumbe Key, Islamorada
    Rental Home - 2 Bedrooms, 3 Bathrooms, Sleeps 5
    1.9 miles from Founders Park
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Upper Matecumbe Key, Islamorada
    Rental Home - 2 Bedrooms, 3 Bathrooms, Sleeps 6
    Lush Tropical Waterfront Oasis With Heated Pool, Dock And WiFi1 / 18
    (57)Very good
    12.0 miles from Founders Park
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Lower Matecumbe Key, Islamorada
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    1.9 miles from Founders Park
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Upper Matecumbe Key, Islamorada
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Coral Cove Resort - a fisherman's dream1 / 30
    (6)Very good
    6.1 miles from Founders Park
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Upper Matecumbe Key, Islamorada
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    12.2 miles from Founders Park
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Lower Matecumbe Key, Islamorada
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Luxury, Elegant, Water Front Home, Heated Pool, Plantation Key, Islamorada1 / 30
    (8)Excellent
    3.2 miles from Founders Park
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Upper Matecumbe Key, Islamorada
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    4.6 miles from Founders Park
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Upper Matecumbe Key, Islamorada
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    4.2 miles from Founders Park
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Upper Matecumbe Key, Islamorada
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 8
    12.9 miles from Founders Park
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Lower Matecumbe Key, Islamorada
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 12
    6.2 miles from Founders Park
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Upper Matecumbe Key, Islamorada
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Deep Water Canalfront Home W/ Boat Ramp1 / 23
    (6)Very good
    12.9 miles from Founders Park
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Lower Matecumbe Key, Islamorada
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    4.6 miles from Founders Park
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Upper Matecumbe Key, Islamorada
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    GREAT LOCATION !!! ** White Marlin Beach House, Islamorada FLORIDA KEYS1 / 26
    (21)Very good
    12.5 miles from Founders Park
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Lower Matecumbe Key, Islamorada
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    12.6 miles from Founders Park
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Lower Matecumbe Key, Islamorada
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Brand New / Totally Renovated Luxurious Home New To Rental Market.1 / 30
    (11)Excellent
    10.5 miles from Founders Park
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Lower Matecumbe Key, Islamorada
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Islamorada Anglers Reef! “Sandbar Bungalow Villa" AMAZING! Middle row location!1 / 30
    (11)Excellent
    1.8 miles from Founders Park
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Upper Matecumbe Key, Islamorada
    Rental Home - 2 Bedrooms, 3 Bathrooms, Sleeps 6
    1.9 miles from Founders Park
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Upper Matecumbe Key, Islamorada
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    4 Bedroom Private Oceanfront House - Bahia1 / 10
    (6)Very good
    4.6 miles from Founders Park
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Upper Matecumbe Key, Islamorada
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    5 Star Modern Oceanfront Islamorada Townhome on the Beach!1 / 30
    (8)Excellent
    1.1 miles from Founders Park
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    Upper Matecumbe Key, Islamorada
    Rental Home - 2 Bedrooms, 3 Bathrooms, Sleeps 4
    WATERFRONT KEYS COTTAGE GREAT RATES !  Walking distance to world famous Lorelei1 / 26
    (8)Excellent
    4.8 miles from Founders Park
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Upper Matecumbe Key, Islamorada
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
    Water Front 3/3 Family and Boat Friendly Home, Great Views1 / 26
    (29)Excellent
    13.1 miles from Founders Park
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Lower Matecumbe Key, Islamorada
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    12.5 miles from Founders Park
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Lower Matecumbe Key, Islamorada
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Osprey Bay Villa on Fla. Bay-Has it all! Spectacular Sunsets, pool, spa & dock!!1 / 24
    (58)Excellent
    4.4 miles from Founders Park
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Upper Matecumbe Key, Islamorada
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 10
    1.1 miles from Founders Park
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Upper Matecumbe Key, Islamorada
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Beautiful Venetian Shores, Cozy home, Heated pool, Tiki, Boat Lift, Fish & Dive.1 / 23
    (3)Excellent
    1.3 miles from Founders Park
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Smoking allowed
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    Upper Matecumbe Key, Islamorada
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Beautiful Islamorada Home In Angler's Reef. Amazing Views. Boatslip Included.1 / 29
    (1)Excellent
    1.8 miles from Founders Park
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Hot Tub
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    • Waterfront
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    Pet friendly
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    Upper Matecumbe Key, Islamorada
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    0.1 miles from Founders Park
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Waterfront
    • DVD Player
    • Skiing: Property Is In A Ski Resort
    • Hot Tub
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    • Patio
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    Location Information
    Upper Matecumbe Key, Islamorada
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    4.6 miles from Founders Park
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Waterfront
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    Location Information
    Upper Matecumbe Key, Islamorada
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
    Islamorada HappyTarpon House:Private Heated Pool - Private Boat Dock- Family Fun1 / 25
    (35)Excellent
    4.8 miles from Founders Park
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
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    • Waterfront
    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Upper Matecumbe Key, Islamorada
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 6
    0.5 miles from Founders Park
    2 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Hot Tub
    • Skiing: Property Is In A Ski Resort
    • Wi-Fi
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    Pet friendly
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    Smoking allowed
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    Location Information
    Upper Matecumbe Key, Islamorada
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 7
    10.3 miles from Founders Park
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • Balcony
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    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Lower Matecumbe Key, Islamorada
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 10
    2.1 miles from Founders Park
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Internet Access
    • Grill
    • Skiing: Property Is In A Ski Resort
    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Upper Matecumbe Key, Islamorada
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
    12.5 miles from Founders Park
    4 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Balcony
    • Patio
    • Washer
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Lower Matecumbe Key, Islamorada
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 12
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