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Holiday Rentals in Long Key, FL

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    Travellers to Long Key are booking February dates now. Secure your holiday rental today, and have the perfect trip.
    1 / 22
    4.5 of 5 bubbles (4) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 9
    1 of 5 bubbles (1) Terrible
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    1 / 23
    5 of 5 bubbles (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    1 / 9
    5 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    Amenities & Details
    • Private Outdoor...
    • Patio
    • Internet Access
    • Waterfront
    • Air Conditioning
    • Washer
    • Satellite TV
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Deam home in they keys is one of the very few legal weekly rentals in Islamorada. It is a 4000 square foot home on water with heated Pool. Located in an exclusive area of all waterfront homes. This immaculate two-story home offers a luxurious and very private setting. Ryan's place has 5 large... View all property information
    Location Information
    Long Key, Florida Keys 33036
    1 / 24
    2 Bedrooms, 3 Bathrooms, Sleeps 5 | Quick View
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    • Air Conditioning
    • Satellite TV
    • Waterfront
    • Internet Access
    • Sauna
    • Ocean Views
    • DVD Player
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Long Key, Florida Keys 33001
    1 / 17
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Internet Access
    • Parking
    • Patio
    • Terrace
    • Grill
    • Satellite TV
    • Balcony
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    MINIMUM STAY: 29 DAYS 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 end street. The owners have... View all property information
    Location Information
    Long Key, Florida Keys
    1 / 17
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Internet Access
    • Waterfront
    • Washer
    • Air Conditioning
    • DVD Player
    • Patio
    • Satellite TV
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Long Key, Florida Keys 33001
    1 / 20
    3 Bedrooms, Sleeps 6 | Quick View
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    • Parking
    • Washer
    • Waterfront
    • Internet Access
    • Hot Tub
    • Air Conditioning
    • Porch
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    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. The Bay Harbour Complex comes complete with two tennis courts, weight room, pool, your own dedicated boat slip, a fish cleaning station, and free Wi-Fi... View all property information
    Location Information
    Long Key, Florida Keys 33036
    1 / 16
    5 of 5 bubbles (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
    • Washer
    • Porch
    • Waterfront
    • Wi-Fi
    • Grill
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    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 bed rooms are located in a separated, quiet part of the house, while the living, dining, and kitchen are open for enjoying each... View all property information
    Location Information
    Long Key, Florida Keys 33036
    1 / 15
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Amenities & Details
    • Satellite TV
    • Patio
    • Parking
    • Terrace
    • Grill
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    MINIMUM STAY: 28 Nights Located DIRECTLY on the beach you will love this updated beach front home with all new furnishings and remodeled baths. This beautiful sandy beachfront home is located on one of the finest private beaches in the Upper Keys. There is an oversized screened balcony which... View all property information
    Location Information
    Long Key, Florida Keys
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    1 / 21
    4.5 of 5 bubbles (12) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    Amenities & Details
    • Parking
    • Air Conditioning
    • Washer
    • Porch
    • Waterfront
    • Hot Tub
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Please send us an inquiry or call us for availability. Prices vary on the units. Bay Harbour Condominiums, built in 2003, is a beautiful area with great condos located in Islamorada, mile marker 74, bay-side. Exterior amenities include deep-water boat slips in a protected harbor, lush tropical... View all property information
    Location Information
    Long Key, Florida Keys 33036
    5 of 5 bubbles Reviewed 1 May 2016
    There is no beach but the pool is not crowded. A hot tub is near-by. This unit,304A was very nicely decorated. Loounge chairs make watching TV comfortable. Kitchen pans...
    4 of 5 bubbles Reviewed 5 January 2015
    This condo was great for us...3 couples(family) each having their own bedroom..2 1/2 bathrooms ...we used the kitchen and 5 people could work together in it! The kitchen was...
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    1 / 24
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Amenities & Details
    • Patio
    • Internet Access
    • Waterfront
    • Satellite TV
    • Air Conditioning
    • Washer
    • Grill
    • Porch
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Let this picturesque 3-bedroom, 2-bathroom Islamorada vacation rental house serve as the perfect setting for your next trip to Florida! Featuring comfortable sleeping space for 8, top-notch amenities and an unrivaled location near beaches and main attractions - this alluring abode will not... View all property information
    Location Information
    Long Key, Florida Keys 33036
    1 / 18
    1 Bedroom, 2 Bathrooms, Sleeps 5 | Quick View
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    Amenities & Details
    • Children's Pool
    • Secure Parking
    • Grill
    • DVD Player
    • Balcony
    • Air Conditioning
    • Washer
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Gated community spacious double wide mobile home, 1 bedroom - with 32' Flat Screen TV, Queen size bed, 2 full baths, Living room with 55 ' Flat Screen . 2 sleeper sofas 1-Double, 1-Queen), well equipped Kitchen, clothes washer & dryer, sleeps 5. 24 hour security, beautiful views from inside of the... View all property information
    Location Information
    Long Key, Florida Keys 33001
    1 / 42
    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    Amenities & Details
    • Grill
    • Internet Access
    • Patio
    • Air Conditioning
    • Waterfront
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Long Key, Florida Keys 33001
    5 of 5 bubbles Reviewed 10 November 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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    1 / 24
    2 Bedrooms, 3 Bathrooms, Sleeps 5 | Quick View
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    Amenities & Details
    • Waterfront
    • Ocean Views
    • Hot Tub
    • Private Outdoor...
    • Balcony
    • Grill
    • Wi-Fi
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Long Key, Florida Keys 33001