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Long Key Vacation Rentals

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    Travelers to Long Key are booking July dates now. Secure your vacation rental today, and have the perfect trip.
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    1 Bedroom, 2 Bathrooms, Sleeps 5 Quick View
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    Bay Harbour A-304- 7 night minimum1 / 23
    (12)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    About this property
    Beautiful modern luxury unit with 3 bedrooms and 2 full bathrooms, along with a half guest-bath! Plasma TV, VCR and DVD player in the living room. This unit does have Wi-Fi.  The Bay Harbour Complex comes complete with two tennis courts, weight room, pool, your own dedicated boat slip, a fish...
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    Long Key, Florida Keys 33036
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    This delightful 2 bedroom, 2 bathroom home is located in Port Antigua (south Islamorada) at the 74 mile marker. While not located directly on the bay, you'll still be able enjoy the homeowners park that has a beach and beautiful sunsets. The home comes equipped with Wi-Fi internet. Near the house...
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    Long Key, Florida Keys 33036
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Located at MM 73 in Lower Matecumbe, Islamorada - this 3 bedroom and 2.5 bath will sure to be your home away from home.  Nicely decorated and very comfortable.  You can sit outside in the hot tub and enjoy the peaceful canal.  Great home for your next vacation. Near the house is the small Anne's...
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    Long Key, Florida Keys 33036
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    Minimum Rental: 28 Days "Gulfview Getaway" is a FABULOUS BEACH FRONT HOME! This is what you've been dreaming of - your very own single family home with a private sandy beach in the Keys. This home is new to the rental market. It is located in a highly desirable area of Islamorada on a dead...
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    Long Key, Florida Keys 33036
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Pack your bags!  We've got the perfect vacation home for you and your family!  This adorable 3 bedroom/2 bath home is located on a deep water canal at the 74 mile marker Bayside.  Great yard with room for your boat trailer!  All 3 bedrooms are on one floor.  House is stilted.  Screened porch on...
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    Long Key, Florida Keys 33036
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    Cozy, canalfront, pool home at MM 74 in Islamorada's desirable Port Antigua (Lower Matecumbe Key) with quick Florida Bay access and a short ride to the Atlantic Ocean. The bedrooms are located in a separated, quiet part of the house, while the living, dining, and kitchen are open for enjoying each...
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    Long Key, Florida Keys 33036
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    About this property
    Slip into the beach lifestyle and leave the daily grind behind when you book your stay at this oceanfront Layton cottage. With a dock, expansive deck, and a stunning beach location, you may never want to leave. With historic roots as the home to the 1900's author, Zane Grey, and easy access to a...
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    Long Key, Florida Keys 33001
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    Enjoy a getaway in one of Islamorada's most prestigious neighborhoods when you rent this three-bedroom, three-bathroom home. Located at the end of a cul-de-sac within the Port Antigua neighborhood on Lower Matecumbe Key, the home quickly enchants arriving guests with its peach-colored exterior set...
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    Long Key, Florida Keys 33036
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    Fisherman's Paradise with a 30 Ft Boat Slip1 / 24
    (3)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
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    • Waterfront
    • Ocean Views
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    Pet friendly
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    Reviewed December 9, 2014
    my family stayed here the week of december the 5 2014 from the first contact with bob till the day we left can say nothing but great things bob got right back with me asap he...
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    About this property
    Fishermans Paradise at Oceanside Isle Condominiums with 1,800 Square Feet of Living Space, on Long Key, which is a Secluded Island with direct access to both Atlantic Ocean and the Bay of Florida through Channel #5. Expansive Master Suite and with Large Tub & walk-in shower. Relax on your one of...
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    Long Key, Florida Keys 33001
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Awesome renovated home in Port Antigua.  The upstairs has 3 bedrooms and 2 baths.  The kitchen has granite counter tops, stainless steel appliances, along with a serving window if you are out on the balcony.  The downstairs has a great tv room with a sectional and a kitchenette a full bath. You can...
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    Long Key, Florida Keys 33036
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Alligator Reef is a truly special slice of Paradise with 4 individual homes nestled on a privately gated oceanfront estate. This home, the Pelican House, is a 3 bedroom, 2.5 bathroom ocean front home featuring beautiful views, ocean breezes, and your own private pool (heated in the cooler seasons),...
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    Long Key, Florida Keys 33036
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    SEA GRAPE1 / 25
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Patio
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    • Terrace
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    Pet friendly
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    Reviewed January 2, 2016
    What a wonderful place! So comfortable and the views!!!! We were 6 people and had the best time. There is ample room, the views are unbelievable, the porch is out of this...
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    Minimum Rental: 28 Days "Sea Grape" is a serene, quaint part of paradise that the entire family will enjoy at this ultra-charming BEACH HOUSE just footsteps from the SEA. Come and stay in this adorable home located on the crystal clear Atlantic Ocean! The home has plenty of room for your whole...
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    Long Key, Florida Keys 33036
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    2 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    • Central Heating
    • Waterfront
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    • Private Outdoor Pool (Unheated)
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    About this property
    Ocean view 2 bedrooms 3 baths right across from heated community pool, convenience store and club house. Location Location Location. 50' TV, golf cart available, all high end appliances, furniture, houseware and kitchenware. All you need to bring is your clothes, bathing suit, fishing gear and...
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    Long Key, Florida Keys 33001
    Rental Home - 2 Bedrooms, 3 Bathrooms, Sleeps 5
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    Oceanfront duplex with beautiful beach and dock for boat access!1 / 42
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Satellite TV
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    Pet friendly
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    Reviewed November 10, 2016
    We had our 2 children with us on this trip. (5years, and 3 years.) The beach was beautiful and the kids had a great time swimming and fishing. The house was perfect. We can not...
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    About this property
    Discover the very best of the Florida Keys in this charming pet-friendly rental with a dock and beach! The unique home offers the makings of a romantic getaway or intimate retreat with friends. The rental is three miles from town and a few hundred feet from the Long Key Viaduct. Located in Henry...
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    Long Key, Florida Keys 33001
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    2 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    • Air Conditioning
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    • Sauna
    • Ocean Views
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    Pet friendly
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    Smoking allowed
    About this property
    Ocean view 2 bedrooms 3 baths right across from heated community pool, convenience store and club house. Location Location Location. 50' TV, golf cart available, all high end appliances, furniture, houseware and kitchenware . All you need to bring is your clothes, bathing suit, fishing gear and...
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    Long Key, Florida Keys 33001
    Rental Home - 2 Bedrooms, 3 Bathrooms, Sleeps 5
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    From the minute you step foot in this luxurious condo, the water dominates your view and your activities. Oceanfront views from living room and master bedroom, 3 balconies... lush gardens, pool, palm trees, the finest sandy beach in the keys and the magnificent Atlantic Ocean are your constant...
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    Long Key, Florida Keys 33001
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • DVD Player
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    Pet friendly
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    Smoking allowed
    About this property
    Everyone wants to leave their worries behind and escape on a soothing beachfront vacation - why not make your next one something special? This top-floor Long Key condo has it all: a gorgeous white sand beach, a shared swimming pool with a swim-up bar, and an amazing selection of games and...
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    Long Key, Florida Keys 33001
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Satellite TV
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    Long Key, Florida Keys 33036
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Long Key, Florida Keys 33036
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Long Key, Florida Keys 33036
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    3 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    Long Key, Florida Keys 33036
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Long Key, Florida Keys 33001
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Long Key, Florida Keys 33036
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    Long Key, Florida Keys 33036
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Long Key, Florida Keys 33036
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    2 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    Long Key, Florida Keys 33001
    Rental Home - 2 Bedrooms, 3 Bathrooms, Sleeps 5
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    4 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Long Key, Florida Keys 33036
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    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Long Key, Florida Keys 33036
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    6 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Long Key, Florida Keys 33036
    Rental Home - 6 Bedrooms, 3 Bathrooms, Sleeps 12
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Long Key, Florida Keys 33036
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Long Key, Florida Keys 33036
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Long Key, Florida Keys 33036
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Long Key, Florida Keys 33036
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Long Key, Florida Keys 33036
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Long Key, Florida Keys 33036
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Long Key, Florida Keys 33036
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Long Key, Florida Keys 33036
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    Long Key, Florida Keys 33036
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    Long Key, Florida Keys 33036
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Long Key, Florida Keys 33001
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Long Key, Florida Keys 33036
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    Long Key, Florida Keys 33001
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Long Key, Florida Keys 33036
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Long Key, Florida Keys 33036
    Condo/Apartment - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Long Key, Florida Keys 33036
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Long Key, Florida Keys 33036
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Internet Access
    • Satellite TV
    • Balcony
    • Patio
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Long Key, Florida Keys 33001
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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