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Holiday Rentals near Florida Keys Jet Ski Rentals

Summerland Key, Florida 33042-4614
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    Travellers to Summerland Key are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    All 20 Rentals in Summerland Key
    0.4 kilometres from Florida Keys Jet Ski Rentals
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Acreage Multi-Million Dollar  Beachfront Mansion w/ Pool & Billiards1 / 48
    (1)Terrible
    1.5 kilometres from Florida Keys Jet Ski Rentals
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    1.3 kilometres from Florida Keys Jet Ski Rentals
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    1.1 kilometres from Florida Keys Jet Ski Rentals
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Waterfront
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    About this property
    Come live the Salt Life at Salty Retreat! Stay at this luxury top of the Line tropical style home on Summerland Key. Located in a very popular subdivision on Lagoon Drive with deep boating access. This home is five stars the moment you pull into the paver circular driveway. Sitting on two lots...
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    Summerland Key, Lower Keys
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    1.0 kilometres from Florida Keys Jet Ski Rentals
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Luxury waterfront accommodations await for the whole group. This stately home has all the best of everything. The large great room has lots of seating. 42' Sony flat-screen, hi-def TV with surround sound makes you feel like you are right in the middle of the action. Kitchen is a chef's delight with...
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    Summerland Key, Lower Keys
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    0.9 kilometres from Florida Keys Jet Ski Rentals
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    Casa Turquesa is the jewel of Summerland Key. Located directly on the beautiful crystal blue keys waters with deep water boat access for the avid angler and plenty of dockage for all the water toys. This stylish home is outfitted in Florida tropical style with cool and comfortable leather in the...
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    Summerland Key, Lower Keys
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    1.2 kilometres from Florida Keys Jet Ski Rentals
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    About this property
    You will be absolutely delighted to vacation at this remarkable luxury vacation home on Summerland Key. This multimillion dollar home has only the best to offer. The kitchen is a chef's dream with top of the line stainless appliances, cook top, built in ovens and gorgeous stone countertops. The...
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    Summerland Key, Lower Keys
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    1.3 kilometres from Florida Keys Jet Ski Rentals
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    About this property
    This Summerland Key vacation home is situated on a private, fully fenced lot, with a tastefully decorated interior with great features such as hardwood floors and a beautifully well-equipped, custom kitchen. Spacious living and dining rooms provide ideal entertaining areas for friends and family....
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    Summerland Key, Lower Keys
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    0.9 kilometres from Florida Keys Jet Ski Rentals
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    About this property
    Enjoy many peaceful days and evenings at Cruikshank Isle, situated right on the tip of Cruikshank Island on Summerland Key where astounding sunsets and ocean vistas will be yours. The grounds are very shady and groomed with a nice Tiki hut at the waters edge. Plenty of dockage on the canal side and...
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    Summerland Key, Lower Keys
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    0.9 kilometres from Florida Keys Jet Ski Rentals
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Balcony
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    • Terrace
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Oceanside 24! This lovely canal front home (no boat dockage at this time) is located just off Overseas Highway on Summerland Key at Mile Marker 24 and offers a relaxing and updated environment to enjoy your Keys vacation. Take a short stroll to the wildlife trail located just across...
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    Summerland Key, Lower Keys
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    1.0 kilometres from Florida Keys Jet Ski Rentals
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is truly an incredible, well-designed and appointed Summerland Key home! You will love the interior design of this palace, with cathedral ceilings, a sunken living room and a lofted office/additional sleep space. A very large dining room leads into the enormous updated kitchen, fit for any...
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    Summerland Key, Lower Keys
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    1.4 kilometres from Florida Keys Jet Ski Rentals
    3 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Patio
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    Pet friendly
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    Smoking allowed
    About this property
    Sailfish Manor It will be love at first sight when you arrive at Sailfish Manor on Summerland Key. You will be greeted by a large southern style veranda complete with 4 rocking chairs. The double French doors enter into the expansive living area and up style chef’s kitchen. Granite counter tops,...
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    Summerland Key, Lower Keys
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 9
    1.1 kilometres from Florida Keys Jet Ski Rentals
    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Wi-Fi
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    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Kiki's Casa! This beautiful canal front home is located on Summerland Key, known for some of the cleanest and clearest canals in the Lower Keys. Bring your boat and take advantage of the world famous fishing only minutes away or fly into nearby Summerland Airport in your private plane....
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    Summerland Key, Lower Keys
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 9
    1.8 kilometres from Florida Keys Jet Ski Rentals
    6 Bedrooms, 8 Bathrooms, Sleeps 14 Quick View
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    • Private Outdoor Pool (Unheated)
    • Waterfront
    • Hot Tub
    • Cable/satellite TV
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Tarpon Ranch! The epitome of relaxed elegance -- a masterful combination of architectural splendor within the casual atmosphere that defines the Keys lifestyle. Exquisite estate w/ 6 bedrooms, 6 full baths & two 1/2 baths, evenly split between the Main House & the Guest House. Interior...
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    Summerland Key, Lower Keys
    Holiday Rental House - 6 Bedrooms, 8 Bathrooms, Sleeps 14
    0.2 kilometres from Florida Keys Jet Ski Rentals
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Parking
    • Private Garden
    • Internet Access
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This home is the ideal getaway for the whole family! The interior of the home is super spacious with an updated kitchen that looks out over the canal and large pool. There are three bedrooms, two bathrooms, and a large family area with a big screen television for your entertainment. Not to be...
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    Summerland Key, Lower Keys
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    0.9 kilometres from Florida Keys Jet Ski Rentals
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Waterfront
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    • Cable/satellite TV
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    GET TO THE POINTE!!! This lovely 2-bedroom 2 bath home, situated at the end of Bay Drive on both open water and corner canal, the best the Lower Keys has to offer. This newly remodeled interior has a well-equipped gourmet kitchen that will be a pleasure to create those memorable family meals. The...
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    Summerland Key, Lower Keys
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    1.9 kilometres from Florida Keys Jet Ski Rentals
    3 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Balcony
    • Private Outdoor Pool (Unheated)
    • Washer
    • Air Conditioning
    • Patio
    • Waterfront
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Anchors Aweigh! This charming open water home is located on Summerland Key and offers two separate living areas, perfect for two families or your extended family. Relax with your toes in the sand and a drink in your hand while you watch the boats go by. Splash around in the pool or the...
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    Summerland Key, Lower Keys
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 12
    1.1 kilometres from Florida Keys Jet Ski Rentals
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come on down to “Keys Life” and enjoy a great Florida Keys vacation. Located in one of the best deep-water boating areas. The crystal blue canals and superb deep-water boating will make your fishing days a dream. Great outside entertaining areas with a perfect pool to splash around in and cool off...
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    Summerland Key, Lower Keys
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    2.4 kilometres from Florida Keys Jet Ski Rentals
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Private Garden
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Concrete home with canal front view. 80 foot concrete dock with easy access to the Gulf and Ocean. Lots of parking on the oversized lot . 3 screened in porches for outdoor entertaining. The home is well stocked with everything you’ll need to enjoy your stay. This is a 28 day minimum rental....
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    Cudjoe Key, Florida Keys
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    2.4 kilometres from Florida Keys Jet Ski Rentals
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Terrace
    • Waterfront
    • Ocean Views
    • Washer
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A clean, wide canal with immediate access to Kemp Channel makes this home a terrific choice for boaters, fisherman and divers alike! Situated on Wahoo Lane, Cudjoe, this comfortable 3-bedroom 2 bath stilt home provides, the outdoor island lifestyle; upstairs 2 wide open decks on either side of a...
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    Cudjoe Key, Florida Keys
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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