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Holiday Rentals near Founders Park

87000 Overseas Hwy, Islamorada, Florida 33036-3110
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    Travellers to Islamorada are booking August dates now. Secure your holiday rental today, and have the perfect trip.
    All 709 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
    Holiday Rental House - 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
    Holiday Rental House - 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
    Holiday Rental House - 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
    Holiday Rental House - 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
    Holiday Rental House - 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
    Holiday Rental House - 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
    Holiday Rental House - 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
    Holiday Rental House - 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
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
    0.1 miles from Founders Park
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    About this property
    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
    Holiday Rental House - 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
    Holiday Rental House - 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
    Holiday Rental House - 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
    Holiday Rental House - 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
    Holiday Rental House - 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
    Holiday Rental House - 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
    Holiday Rental House - 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
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    3.2 miles from Founders Park
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Upper Matecumbe Key, Islamorada
    Holiday Rental House - 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
    Holiday Rental House - 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
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
    Waterfront Oasis Legal weekly rental*Mins2Beach*Tons of dockage1 / 30
    (32)Excellent
    12.9 miles from Founders Park
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Lower Matecumbe Key, Islamorada
    Holiday Rental House - 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
    Holiday Rental House - 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
    Holiday Rental House - 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
    Holiday Rental House - 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
    Holiday Rental House - 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
    Holiday Rental House - 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
    Holiday Rental House - 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
    Holiday Rental House - 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
    Holiday Rental House - 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
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 4
    4.8 miles from Founders Park
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Upper Matecumbe Key, Islamorada
    Holiday Rental House - 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
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    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
    Holiday Rental House - 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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    Upper Matecumbe Key, Islamorada
    Holiday Rental House - 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
    Kid friendly
    Smoking allowed
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    Location Information
    Upper Matecumbe Key, Islamorada
    Holiday Rental House - 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
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    Location Information
    Upper Matecumbe Key, Islamorada
    Holiday Rental House - 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
    Holiday Rental House - 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
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    Pet friendly
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    Smoking allowed
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    Location Information
    Upper Matecumbe Key, Islamorada
    Holiday Rental House - 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
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    • 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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    • Waterfront
    • Terrace
    Suitability
    Pet friendly
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    Smoking allowed
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    Location Information
    Lower Matecumbe Key, Islamorada
    Holiday Rental House - 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
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    Location Information
    Upper Matecumbe Key, Islamorada
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    W AVAIL BOAT Separate & Together Duplex 70' Concrete Dock w Private BEACH1 / 30
    (10)Excellent
    12.5 miles from Founders Park
    4 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Balcony
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    • Internet Access
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    • Terrace
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Lower Matecumbe Key, Islamorada
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 12
    2.1 miles from Founders Park
    4 Bedrooms, 4 Bathrooms, Sleeps 16 Quick View
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    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Grill
    • Skiing: Property Is In A Ski Resort
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Upper Matecumbe Key, Islamorada
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 16
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