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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 August dates now. Secure your holiday rental today, and have the perfect trip.
    All 62 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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    1.2 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
    1.0 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
    1.3 kilometres from Florida Keys Jet Ski Rentals
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    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
    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
    The Banana Cabana, Canal Front Home Sugarloaf Key Mm 171 / 11
    (9)Excellent
    11.1 kilometres from Florida Keys Jet Ski Rentals
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Summerland Key, Lower Keys
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Florida Keys Waterfront House w/Pool & Spectacular Ocean Views/Minimum 28 Nights1 / 45
    (2)Average
    1.7 kilometres from Florida Keys Jet Ski Rentals
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Summerland Key, Lower Keys
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Ocean Front Access - Sunrise View - Fishing - Snorkeling - Pet Friendly - Unit 11 / 20
    (91)Very good
    6.4 kilometres from Florida Keys Jet Ski Rentals
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Summerland Key, Lower Keys
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Charming and Private1 / 12
    (15)Very good
    2.3 kilometres from Florida Keys Jet Ski Rentals
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Summerland Key, Lower Keys
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
    Deep/Wide/Flow-Though Canal, 1st Canal From Open Water, No Hwy 1 Road Noise1 / 48
    (31)Excellent
    1.2 kilometres from Florida Keys Jet Ski Rentals
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Summerland Key, Lower Keys
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
    2 bedroom accommodation in Summerland Key1 / 37
    (1)Excellent
    2.6 kilometres from Florida Keys Jet Ski Rentals
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Summerland Key, Lower Keys
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    11.1 kilometres from Florida Keys Jet Ski Rentals
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Summerland Key, Lower Keys
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    New Listing!!! The Hideaway - Find Us and Get Lost! Newly Decorated Canal Front1 / 46
    (4)Excellent
    5.0 kilometres from Florida Keys Jet Ski Rentals
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Summerland Key, Lower Keys
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    ++++PERFECT KEYS POOL  HOME, MINUTES TO KEY WEST, CONVENIENT TO EVERYTHING++++1 / 26
    (22)Excellent
    0.4 kilometres from Florida Keys Jet Ski Rentals
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Patio
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    Summerland Key, Lower Keys
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
    8.7 kilometres from Florida Keys Jet Ski Rentals
    8 Bedrooms, 7 Bathrooms, Sleeps 20 Quick View
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    Summerland Key, Lower Keys
    Holiday Rental House - 8 Bedrooms, 7 Bathrooms, Sleeps 20
    Blackbeard`s Hideaway1 / 30
    (1)Excellent
    2.6 kilometres from Florida Keys Jet Ski Rentals
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Summerland Key, Lower Keys
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    0.6 kilometres from Florida Keys Jet Ski Rentals
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Patio
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    Summerland Key, Lower Keys
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
    LIVING IN BEAUTIFUL PARADISE1 / 25
    (9)Excellent
    1.4 kilometres from Florida Keys Jet Ski Rentals
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Summerland Key, Lower Keys
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    0.2 kilometres from Florida Keys Jet Ski Rentals
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
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    • Private Garden
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    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
    Blue Pearl of Summerland Key1 / 33
    (4)Excellent
    1.1 kilometres from Florida Keys Jet Ski Rentals
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Summerland Key, Lower Keys
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    2.7 kilometres from Florida Keys Jet Ski Rentals
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Summerland Key, Lower Keys
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    3.4 kilometres from Florida Keys Jet Ski Rentals
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Summerland Key, Lower Keys
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    3 bedroom accommodation in Summerland Key1 / 39
    (1)Average
    2.4 kilometres from Florida Keys Jet Ski Rentals
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Summerland Key, Lower Keys
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    1.8 kilometres from Florida Keys Jet Ski Rentals
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Summerland Key, Lower Keys
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    The Blue Pearl - Huge Open Water Home, Amazing Sunsets, Boat Bar & Room For The1 / 50
    (1)Excellent
    2.8 kilometres from Florida Keys Jet Ski Rentals
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Summerland Key, Lower Keys
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
    Pool Home on Tranquil Private Cruikshank Island **February is Open 2021**1 / 37
    (7)Excellent
    0.9 kilometres from Florida Keys Jet Ski Rentals
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Summerland Key, Lower Keys
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    1.0 kilometres from Florida Keys Jet Ski Rentals
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    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
    1.1 kilometres from Florida Keys Jet Ski Rentals
    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    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
    1.2 kilometres from Florida Keys Jet Ski Rentals
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Summerland Key, Lower Keys
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    1.0 kilometres from Florida Keys Jet Ski Rentals
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Summerland Key, Lower Keys
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    2.6 kilometres from Florida Keys Jet Ski Rentals
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Summerland Key, Lower Keys
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Acreage Multi-Million Dollar  Beach Mansion w/ Pool & Billiards1 / 45
    (27)Very good
    1.5 kilometres from Florida Keys Jet Ski Rentals
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Summerland Key, Lower Keys
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    4.6 kilometres from Florida Keys Jet Ski Rentals
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Summerland Key, Lower Keys
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    1.9 kilometres from Florida Keys Jet Ski Rentals
    3 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Balcony
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    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
    Canal Front With Lots Of Parking Space1 / 23
    (17)Excellent
    0.2 kilometres from Florida Keys Jet Ski Rentals
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Summerland Key, Lower Keys
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
    1.5 kilometres from Florida Keys Jet Ski Rentals
    7 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    Summerland Key, Lower Keys
    Holiday Rental House - 7 Bedrooms, 5 Bathrooms, Sleeps 12
    Waterfront, two-story house w/private outdoor pool, poolside grill, boat access1 / 26
    (1)Very good
    0.9 kilometres from Florida Keys Jet Ski Rentals
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Patio
    • Air Conditioning
    • Balcony
    • Washer
    • DVD Player
    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Summerland Key, Lower Keys
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    1.4 kilometres from Florida Keys Jet Ski Rentals
    3 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Patio
    • Waterfront
    • Terrace
    • Grill
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    • Ocean Views
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    Pet friendly
    Kid friendly
    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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    Location Information
    Summerland Key, Lower Keys
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 9
    Open Ocean View Summerland Key1 / 50
    (10)Excellent
    0.3 kilometres from Florida Keys Jet Ski Rentals
    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • DVD Player
    • Cable/satellite TV
    • Patio
    • Washer
    • Balcony
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Summerland Key, Lower Keys
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 9
    1.0 kilometres from Florida Keys Jet Ski Rentals
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Air Conditioning
    • Terrace
    • Washer
    • Cable/satellite TV
    • DVD Player
    • Balcony
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Summerland Key, Lower Keys
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    3.5 kilometres from Florida Keys Jet Ski Rentals
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Cable/satellite TV
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    Pet friendly
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    Smoking allowed
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    Location Information
    Summerland Key, Lower Keys
    Condo/Apartment - 1 Bathroom, Sleeps 2
    2.5 kilometres from Florida Keys Jet Ski Rentals
    5 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Washer
    • Internet Access
    • Parking
    • Air Conditioning
    • Patio
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
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    Location Information
    Summerland Key, Lower Keys
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 8
    1.3 kilometres from Florida Keys Jet Ski Rentals
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Washer
    • Internet Access
    • Cable/satellite TV
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    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    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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    Amenities & Details
    • Waterfront
    • Wi-Fi
    • Washer
    • Grill
    • Air Conditioning
    • Patio
    • 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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    Location Information
    Summerland Key, Lower Keys
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    2 Bedroom/3 Bath Waterfront 28 day rental1 / 17
    (1)Excellent
    5.5 kilometres from Florida Keys Jet Ski Rentals
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    • DVD Player
    • Internet Access
    • Air Conditioning
    • Patio
    • Parking
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
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    Location Information
    Summerland Key, Lower Keys
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 4
    Oceanfront Sunsets in the Florida Keys1 / 20
    (12)Excellent
    0.4 kilometres from Florida Keys Jet Ski Rentals
    4 Bedrooms, 6 Bathrooms, Sleeps 8 Quick View
    stayz logo
    Check-in Check-out
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    Amenities & Details
    • Balcony
    • Washer
    • Internet Access
    • Air Conditioning
    • Patio
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
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    Location Information
    Summerland Key, Lower Keys
    Holiday Rental House - 4 Bedrooms, 6 Bathrooms, Sleeps 8
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