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Vacation Rentals near Anne's Beach

Mile Marker 73.5, Lower Matecumbe Key, Islamorada, Florida 33036
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    Luxury condo overlooking harbor with ocean view1 / 20
    (6)Excellent
    1.1 miles from Anne's Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    13.8 miles from Anne's Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    1.2 miles from Anne's Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    3 Bedroom Private Oceanfront House - Sol1 / 11
    (9)Very good
    9.0 miles from Anne's Beach
    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
    12.5 miles from Anne's Beach
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    Upper Matecumbe Key, Islamorada
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 8
    14.7 miles from Anne's Beach
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Upper Matecumbe Key, Islamorada
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    9.0 miles from Anne's Beach
    1 Bedroom, Sleeps 1 Quick View
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    Upper Matecumbe Key, Islamorada
    Rental Home - 1 Bedroom, Sleeps 1
    14.2 miles from Anne's Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Upper Matecumbe Key, Islamorada
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    SPECTACULAR SUNSETS AND FRESH OCEAN BREEZE AWAIT YOU IN ISLAMORADA, FLORIDA!1 / 30
    (8)Very good
    13.8 miles from Anne's Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Upper Matecumbe Key, Islamorada
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    14.7 miles from Anne's Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Upper Matecumbe Key, Islamorada
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    13.8 miles from Anne's Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Upper Matecumbe Key, Islamorada
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 8
    14.8 miles from Anne's Beach
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Upper Matecumbe Key, Islamorada
    Rental Home - 2 Bedrooms, 3 Bathrooms, Sleeps 6
    13.8 miles from Anne's Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Upper Matecumbe Key, Islamorada
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    16.9 miles from Anne's Beach
    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
    11.8 miles from Anne's Beach
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    Upper Matecumbe Key, Islamorada
    Rental Home - 2 Bedrooms, 3 Bathrooms, Sleeps 4
    11.7 miles from Anne's Beach
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Upper Matecumbe Key, Islamorada
    Rental Home - 2 Bedrooms, 3 Bathrooms, Sleeps 6
    1.6 miles from Anne's Beach
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Lower Matecumbe Key, Islamorada
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    11.7 miles from Anne's Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Upper Matecumbe Key, Islamorada
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Coral Cove Resort - a fisherman's dream1 / 30
    (6)Very good
    7.5 miles from Anne's Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Upper Matecumbe Key, Islamorada
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    1.4 miles from Anne's Beach
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Lower Matecumbe Key, Islamorada
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Luxury, Elegant, Water Front Home, Heated Pool, Plantation Key, Islamorada1 / 30
    (8)Excellent
    16.8 miles from Anne's Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Upper Matecumbe Key, Islamorada
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Mitchell's Bayview Villa - Islamorada House on the Bay1 / 26
    (9)Excellent
    9.0 miles from Anne's Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Upper Matecumbe Key, Islamorada
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    9.4 miles from Anne's Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Upper Matecumbe Key, Islamorada
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 8
    Waterfront Oasis Legal weekly rental*Mins2Beach*Tons of dockage1 / 30
    (32)Excellent
    0.7 miles from Anne's Beach
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Lower Matecumbe Key, Islamorada
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 12
    Sunrise Haven - Maison 306 - Beach, Pool, Hot Tub, Kayaks, SUPs & Day Dock1 / 30
    (2)Excellent
    7.4 miles from Anne's Beach
    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
    0.7 miles from Anne's Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Lower Matecumbe Key, Islamorada
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    18.2 miles from Anne's Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Upper Matecumbe Key, Islamorada
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    1.1 miles from Anne's Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Lower Matecumbe Key, Islamorada
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    1.0 miles from Anne's Beach
    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
    (12)Excellent
    3.0 miles from Anne's Beach
    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 / 29
    (16)Excellent
    11.8 miles from Anne's Beach
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Upper Matecumbe Key, Islamorada
    Rental Home - 2 Bedrooms, 3 Bathrooms, Sleeps 6
    11.7 miles from Anne's Beach
    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
    (7)Very good
    9.0 miles from Anne's Beach
    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
    (11)Excellent
    14.8 miles from Anne's Beach
    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
    (12)Excellent
    8.8 miles from Anne's Beach
    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
    0.5 miles from Anne's Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Lower Matecumbe Key, Islamorada
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Osprey Bay Villa on Fla. Bay-Has it all! Spectacular Sunsets, pool, spa & dock!!1 / 24
    (58)Excellent
    9.2 miles from Anne's Beach
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Upper Matecumbe Key, Islamorada
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 10
    14.8 miles from Anne's Beach
    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
    12.5 miles from Anne's Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Upper Matecumbe Key, Islamorada
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Beautiful Islamorada Home In Angler's Reef. Amazing Views. Boatslip Included.1 / 29
    (1)Excellent
    11.7 miles from Anne's Beach
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Upper Matecumbe Key, Islamorada
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    13.8 miles from Anne's Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Upper Matecumbe Key, Islamorada
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Mitchell's Keys Villa - Private, Secluded House on the Bay1 / 24
    (51)Excellent
    9.0 miles from Anne's Beach
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    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
    8.8 miles from Anne's Beach
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    Upper Matecumbe Key, Islamorada
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 6
    14.1 miles from Anne's Beach
    2 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Skiing: Property Is In A Ski Resort
    • Wi-Fi
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    Upper Matecumbe Key, Islamorada
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 7
    3.3 miles from Anne's Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • Balcony
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    • Terrace
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    Lower Matecumbe Key, Islamorada
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 10
    11.5 miles from Anne's Beach
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Internet Access
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    Upper Matecumbe Key, Islamorada
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
    W AVAIL BOAT Separate & Together Duplex 70' Concrete Dock w Private BEACH1 / 30
    (10)Excellent
    1.0 miles from Anne's Beach
    4 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Balcony
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    Lower Matecumbe Key, Islamorada
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 12
    11.5 miles from Anne's Beach
    4 Bedrooms, 4 Bathrooms, Sleeps 16 Quick View
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    • Air Conditioning
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    • Skiing: Property Is In A Ski Resort
    • Waterfront
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    Smoking allowed
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    Location Information
    Upper Matecumbe Key, Islamorada
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 16
    13.3 miles from Anne's Beach
    4 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    Upper Matecumbe Key, Islamorada
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 12
    Beautiful Maison #3071 / 30
    (7)Excellent
    7.3 miles from Anne's Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
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    Smoking allowed
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    Location Information
    Upper Matecumbe Key, Islamorada
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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