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Holiday Rentals near Captain Hook's

11833 Overseas Hwy, Mile Marker 53, Marathon, Florida 33050-3040
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    Travellers to Marathon are booking July dates now. Secure your holiday rental today, and have the perfect trip.
    All 99 Rentals in Marathon
    Indigo Reef, 32' dock, Marathon FL1 / 23
    (5)Excellent
    0.5 kilometres from Captain Hook's
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Spacious, Serene, and Luxurious Condo at Gulfpointe II Great Fishing Pier & Pool1 / 27
    (3)Very good
    0.7 kilometres from Captain Hook's
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Waterfront luxury Villa (54) with sunset views and boat slip1 / 15
    (7)Very good
    0.4 kilometres from Captain Hook's
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    1.0 kilometres from Captain Hook's
    4 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
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    • Washer
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Waterfront
    • Air Conditioning
    • Grill
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Breezy Palms Give your friends and family the tropical getaway of a lifetime with this home in Key Colony Beach, featuring a 35-foot dock, and access to the local Cabana Club's swimming pool, lounge, and private beach! Ocean and land-based activities alike await in Key Colony Beach, from golfing...
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    Key Colony Beach, Florida Keys
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 9
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    0.8 kilometres from Captain Hook's
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    This second level two master bedroom and two bath house is located in quiet Key Colony Beach neighborhood. It has an open floor plan with a large kitchen, dining and living room perfect for entertaining overlooking the canal through six double-sliding doors to enjoy the scenery outside while...
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    Key Colony Beach, Florida Keys
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    1.0 kilometres from Captain Hook's
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
    • Parking
    • Air Conditioning
    • Wi-Fi
    • Patio
    • Private Outdoor Pool (Unheated)
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Exclusive Key Colony Beach home with heated pool and dock, just off of mile marker 53. Enjoy some of the Keys' best fishing. Shopping, groceries and dining are just a short drive away, or venture off to Key West, which is 53 miles south. Or soak up the sun at the sandy beach with tiki hut and...
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    Key Colony Beach, Florida Keys
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    NEW LISTING! Charming, waterfront getaway w/ a furnished patio, balcony, & dock1 / 28
    (1)Excellent
    1.6 kilometres from Captain Hook's
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
    • Air Conditioning
    • Grill
    • Waterfront
    • Patio
    • Cable/satellite TV
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    The apartment was just great. Location, location. Clean, bright, fantastic. But don’t book it next April because I want to!!
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    About this property
    Live Laugh Love Your family and your boat are welcome at this two-bedroom waterfront home with a full kitchen, balcony, furnished patio, and a 35-foot dock located right in the heart of the Florida Keys. Park your boat trailer under the home and then set out from the dock to explore the...
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    Marathon, Florida Keys
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    ***NEW 3D Tour Indigo Reef Luxury Villa Exquisite 'Latitude Adjustment'! #331 / 43
    (4)Excellent
    0.5 kilometres from Captain Hook's
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Terrace
    • Central Heating
    • Balcony
    • Patio
    • Grill
    • Washer
    • Waterfront
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 February 2018
    Location! Style! View! Decor! If you are thinking about visiting the Keys, and you dont want to stay in a hotel (if so, we recommend the Bayview on Conch Key )this townhome is...
    Reviewed 26 February 2018
    Our family just returned from our vacation and we can't wait to go back. Latitude Adjustment is a beautiful property, inside and out. We thoroughly enjoyed sitting on the porch...
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    About this property
    Your toes dipping into warm turquoise waters. Lounging contentedly by the pool. Breathing in the magnificent views. Being mesmerized by the gently swaying palms. Strolling along the elegantly sweeping grounds. Immersing yourself in the beautiful designer accommodations. An exciting 3D Virtual...
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    Marathon, Florida Keys
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    0.8 kilometres from Captain Hook's
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Parking
    • Wi-Fi
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautiful million dollar plus home is located at 220 15 Circle in a very exclusive area of Key Colony Beach. It is available Sat to Sat. This fantastic community is one of the most unique places in the world. The gem clear waters are the home of an almost endless variety of fish and marine...
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    Location Information
    Key Colony Beach, Florida Keys
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Private Heated Pool, New Boat Dock and Ready Enjoyment!1 / 23
    (3)Excellent
    1.7 kilometres from Captain Hook's
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Private Garden
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 July 2017
    Spent our week family vacation here. Fresh, clean and adorable cottage. Although on the smaller side the yard is excellent and larger than most with plenty of shade. Access to...
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    About this property
    Come enjoy the Keys Life in the single best location in all of the Florida Keys. 'Miloh's' has been completely renovated in 2016. Dock your boat in the large deep water canal and cool off in your private pool. Enjoy the built-in underwater bar stools in the pool as you enjoy a cold beverage and...
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    Key Colony Beach, Florida Keys
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    1.5 kilometres from Captain Hook's
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Patio
    • Wi-Fi
    • Waterfront
    • Washer
    • Hot Tub
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Plein Air Point Plein Air Point is the perfect combination of modern elegance and laid-back Keys living. Nestled at the end of Patricia Lane in Marathon, it’s surrounded on three sides by a Florida land preserve, a deep-water canal, and the Gulf of Mexico. This is a wildlife refuge teaming with...
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    Marathon, Florida Keys
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Available JAN 1-27 and last two weeks of March 2018.TROPICAL KEYS PARADISE1 / 24
    (5)Very good
    1.5 kilometres from Captain Hook's
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Outdoor Dining Area
    • Air Conditioning
    • Cable/satellite TV
    • Waterfront
    • Grill
    • DVD Player
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 January 2019
    We visited from Michigan and stayed for a week. We are a family of four and it was a perfect size for us. We loved eating outside on the patio and being on the canal. The...
    Reviewed 22 January 2017
    Just got back from staying there for a week on my honeymoon, and it was so relaxing and perfect! It was EXTREMELY clean when we arrived, which made us feel relaxed from the...
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    About this property
    Half duplex located in prestigious Key Colony Beach. Tropical decor throughout. Located on a 100ft. wide canal and a great patio in the back. You are within walking distance to the 'Cabana Club' , a private beach club with a heated pool, beach, bar, restaurant and game room. Access to the club...
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    Location Information
    Key Colony Beach, Florida Keys
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    1.3 kilometres from Captain Hook's
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Waterfront
    • Hot Tub
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Key to Paradise Enjoy the water views from this Key Colony Beach retreat. This home is steps away from the canal, where you can bring your boat and use up to 35 feet of the private dock. Watch for manatees and tarpon, regularly seen in the 200-foot wide canal. This home is situated on the widest...
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    Key Colony Beach, Florida Keys
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Waterfront luxury Villa (34) with sunset views and boat slip1 / 15
    (3)Excellent
    0.7 kilometres from Captain Hook's
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 January 2018
    Great location beautiful grounds wonderful condo everything you need is there will definitely be renting this condo again this was our 2nd year and we are already planning to...
    Reviewed 9 November 2016
    Excellent stay we will definitely be back! Excellent community. Unit was well stocked and very clean! We had a great time!
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    About this property
    This spacious three bedroom, two and a half bath Villa will make you feel right at home.  Each bedroom has it's own television, with a 60” flat screen TV in the living room. The Villa has direct sunset views looking out to the Gulf of Mexico, which can be enjoyed from the porch or upper balcony....
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    Marathon, Florida Keys
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    1.0 kilometres from Captain Hook's
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Air Conditioning
    • Waterfront
    • Patio
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Tropical Charm Make your next trip to the Florida Keys the best one yet with this Key Colony beach home, which offers a Cabana Club membership, access to a private beach, and private 35-foot dock for the ideal Florida vacation. This canal-side home is perfect for boaters and fans of...
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    Location Information
    Key Colony Beach, Florida Keys
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    1.0 kilometres from Captain Hook's
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Washer
    • Patio
    • Shared Outdoor Pool (Unheated)
    • Waterfront
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Waterfront Wanderer Everyone deserves a vacation to the tropics - have yours with this incredible rental home in Key Colony Beach, complete with a 37.5-foot dock, and access to the shared beach and pool of the Cabana Club! This home for eight is just a few minutes away from fun and excitement in...
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    Location Information
    Key Colony Beach, Florida Keys
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Waterfront luxury Villa (43) with sunset views and boat slip1 / 18
    (25)Excellent
    0.4 kilometres from Captain Hook's
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Grill
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 July 2017
    My family of 6, 2 couples and 2 ten-year olds stayed in unit #43 for a week. The townhouse was perfect. Everyone had their own space and there was a huge living room for...
    Reviewed 3 April 2017
    Our family had a wonderful stay at indigo reef. It's a lovely place with great sunset views, and Marathon is a good location for exploring the Keys. We liked it so much we...
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    About this property
    This spacious three bedroom, two and a half bath Villa will make you feel right at home.  Each bedroom has it's own television, with a 60” flat screen TV in the living room. The Villa has direct sunset views looking out to the Gulf of Mexico, which can be enjoyed from the porch or upper balcony....
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    Location Information
    Marathon, Florida Keys
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    1.3 kilometres from Captain Hook's
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Patio
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Waterfront
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This home is located in a quiet neighborhood and features a screened-in porch and a dock on the canal that can fit up to a 33-foot boat. Explore the Florida Key and return home to spend your days cooling off indoors in the A/C or in the private pool. What’s nearby: Key Colony Beach is centrally...
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    Location Information
    Key Colony Beach, Florida Keys
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    0.8 kilometres from Captain Hook's
    3 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Cable/satellite TV
    • Waterfront
    • Wi-Fi
    • Patio
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This Key Colony Beach vacation rental has everything you need for an incredible tropical getaway, from the 35-foot dock out back to access to the Cabana Club's swimming pools. Between the Key Colony Beach Golf Course nearby and fishing in the surrounding waters, you have plenty of fun activities...
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    Location Information
    Key Colony Beach, Florida Keys
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 9
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    1.1 kilometres from Captain Hook's
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Washer
    • Hot Tub
    • Waterfront
    • DVD Player
    • Grill
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a spacious, canal water front, open layout, 2 bedrooms, 2 baths, ground level home that can accommodate up to 6 guests with plenty of room to spare. It is a short walk from multiple restaurants, bars, waterfront parks, and the Cabana Club. We are located on the ocean side, however you will...
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    Key Colony Beach, Florida Keys
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    0.6 kilometres from Captain Hook's
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This spacious three bedroom, two and a half bath Villa will make you feel right at home.  Each bedroom has it's own television, with a 75' 4k, ultra HD flat screen TV in the living room. The Villa has direct sunset views looking out to the Gulf of Mexico, which can be enjoyed from the porch or...
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    Marathon, Florida Keys
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    0.8 kilometres from Captain Hook's
    2 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Waterfront
    • Cable/satellite TV
    • Patio
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ninth Street Utopia This family-friendly home has everything you need for a trip to the Florida Keys: a private 35-foot dock space, Cabana Club membership, and classic home comforts! This canal front home for eight offers swimming, fishing, and more from your private dock! If you're in the mood...
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    Key Colony Beach, Florida Keys
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 8
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    Waterfront luxury Villa (51) with sunset views and boat slip1 / 23
    (9)Excellent
    0.4 kilometres from Captain Hook's
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 May 2018
    The villa was fantastic for our family vacation! Clean, spacious and comfortable. The views from the numerous balconies were breathtaking! We will definitely be back!
    Reviewed 12 March 2017
    Unit 51 faces the water and Indigo Reef is very well maintained. Unit had porches up and down but bring bug spray. Complex is on flight path for Marathon Airport so small...
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    About this property
    This spacious three bedroom, two and a half bath Villa will make you feel right at home.  Each bedroom has it's own television, with a 60” flat screen TV in the living room. The Villa has direct sunset views looking out to the Gulf of Mexico, which can be enjoyed from the porch or upper balcony....
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    Location Information
    Marathon, Florida Keys
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    0.8 kilometres from Captain Hook's
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Wi-Fi
    • Hot Tub
    • Waterfront
    • Air Conditioning
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Bright and blissful, this Key Colony Beach vacation home comes with 35 feet of personal dock space, a bait freezer, and fish cleaning station, as well as a shared pool and hot tub. This an ideal space for enjoying the sunshine state as if it's your home away from home! Enjoy the warmth and...
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    Location Information
    Key Colony Beach, Florida Keys
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    1.4 kilometres from Captain Hook's
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Cable/satellite TV
    • Grill
    • DVD Player
    • Washer
    • Waterfront
    • Air Conditioning
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Paradise on Patricia Lane This lovely waterfront home offers a 33-foot dock, canal views and plenty of space! Located in quiet Key Colony Beach, the home puts you in the heart of this small town so you'll have no trouble getting to local restaurants, parks, or shops. Relax and watch some...
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    Location Information
    Marathon, Florida Keys
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    1.0 kilometres from Captain Hook's
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Washer
    • DVD Player
    • Grill
    • Patio
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Absolutely charming, warm and inviting home. Single family home on lovely 12th Street in Key Colony Beach. Quick access to the ocean or gulf, with 80' of deep water dockage (with step down dock). Bait freezer, fish cleaning table, gas grill, hi speed wireless, 3 TV’s and 1 DVD Player. This large...
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    Location Information
    Key Colony Beach, Florida Keys
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    0.8 kilometres from Captain Hook's
    3 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Washer
    • Hot Tub
    • Patio
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Air Conditioning
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Dream in the Keys Make this canalside Key Colony Beach rental your home away from home on your next vacation to the Florida Keys. Enjoy deluxe amenities throughout your rental, as well as access to the Cabana Club where you can swim in the pool, relax in the hot tub, or stroll out on a private...
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    Location Information
    Key Colony Beach, Florida Keys
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 9
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    House on 7th ST in KEY Colony Beach W/CABANA CLUB1 / 25
    (1)Very good
    1.3 kilometres from Captain Hook's
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Secure Parking
    • Grill
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    • Patio
    • Cable/satellite TV
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 August 2018
    We normally stay in Duck Key; but this little brick duplex worked out great. Everyone is friendly and the place is very safe. The FWC is located down the canal which scares the...
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    About this property
    Welcome to Tranquility Cottage, a beautifully appointed, well maintained, and updated 2BR/2B half-duplex on 7th Street in Key Colony Beach. Located on the widest canal in Key Colony Beach and opposite Sadowski Causeway you will be in walking distance of local restaurants, Sunset Beach, Fishing and...
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    Location Information
    Key Colony Beach, Florida Keys
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Gulf View Three - 3 bedroom, 3 bathroom, Gulf Side1 / 20
    (1)Excellent
    0.4 kilometres from Captain Hook's
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Children's Pool
    • Air Conditioning
    • Cable/satellite TV
    • Washer
    • Wi-Fi
    • Waterfront
    • DVD Player
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautifully furnished, three bedroom, three bathroom, landscaped property is centrally located in the Florida Keys, and features a host of amenities complete with magnificent views of the Gulf of Mexico. Conveniently located on 121st Street, Gulf just past Mile Marker 54 in Marathon Florida -...
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    Location Information
    Marathon, Florida Keys
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Waterfront luxury Villa (60) with sunset views and boat slip1 / 43
    (2)Excellent
    0.4 kilometres from Captain Hook's
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Wi-Fi
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    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 December 2016
    Really there is not one bad or negative thing to say about this place. Everything you need is there for you. Indigo Reef is centrally located to just about everything in the...
    Reviewed 19 December 2016
    house marina the central place i recommend it.spend a good holiday.with children or single couples special all.
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    About this property
    This spacious three bedroom, two and a half bath Villa will make you feel right at home.  Each bedroom has it's own television, with a 60” flat screen TV in the living room. The Villa has direct sunset views looking out to the Gulf of Mexico, which can be enjoyed from the porch or upper balcony....
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    Location Information
    Marathon, Florida Keys
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Waterfront luxury Villa (30) with sunset views and boat slip1 / 18
    (2)Excellent
    0.7 kilometres from Captain Hook's
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Grill
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 March 2019
    Visited after Christmas this was our 4th time. Needless to say we LOVE it! We have already booked EASTER Vacation. Can't wait to go back. Condo is just as comfortable as...
    Reviewed 24 January 2016
    This townhouse was the perfect place to bring 5 friends for an awesome fishing vacation. The place is spacious, has great views and is close to plenty of great fishing spots...
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    About this property
    This spacious three bedroom, two and a half bath Villa will make you feel right at home.  Each bedroom has it's own television, with a 60” flat screen TV in the living room. The Villa has direct sunset views looking out to the Gulf of Mexico, which can be enjoyed from the porch or upper balcony....
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    Location Information
    Marathon, Florida Keys
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Sold, no longer avail. to rent! I can refer you to another rental on KCB!1 / 92
    (94)Excellent
    1.4 kilometres from Captain Hook's
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Washer
    • Grill
    • Ocean Views
    • Housekeeping Included
    • Central Heating
    • Waterfront
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 June 2017
    This was the third time we've rented this house and as usual it was great. They updated some of the outdated furniture, which was a nice surprise. I can never say enough nice...
    Reviewed 18 May 2017
    Seriously, if you are looking for a place in the Keys you can stop looking now. I don't know how any place could beat this one. The house has EVERYTHING you could possibly need...
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    Location Information
    Key Colony Beach, Florida Keys
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    0.5 kilometres from Captain Hook's
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Grill
    • DVD Player
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This spacious three bedroom, two and a half bath Villa will make you feel right at home.  Each bedroom has it's own television, with a 60” flat screen TV in the living room. The Villa has direct sunset views looking out to the Gulf of Mexico, which can be enjoyed from the porch or upper balcony....
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    Location Information
    Marathon, Florida Keys
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Grab a Summer 2019 week before they are gone! Dock, Bikes, Kayak, 2 beach clubs1 / 70
    (12)Excellent
    0.9 kilometres from Captain Hook's
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Cable/satellite TV
    • Patio
    • Waterfront
    • Grill
    • Wi-Fi
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 August 2018
    This home was perfect for us. Great location, nice remodel, had everything we wanted. We had a fabulous week. Hope to be able to return soon.It was nice they had a chest...
    Reviewed 16 July 2017
    Beautiful spot, the canal was cool and great for a boat rental! Dee really thought of everything, the bikes were great to get around and really enjoyed swimming at inch beach...
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    About this property
    Winter-$1500 per week Spring-$1300 per week Summer-$1400 per week Lobster weeks-$1600 per week Fall- $1100 per week All rates are for 4 guests (guest 5 and 6 are $15 per person per day. All seasonal rates exclude holidays. Totally remodeled 2/2 home on the water! 2019 Winter rates are $5600 per...
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    Location Information
    Key Colony Beach, Florida Keys
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Waterfront luxury Villa (29) with sunset views and boat slip1 / 17
    (6)Excellent
    0.4 kilometres from Captain Hook's
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Grill
    • DVD Player
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This spacious three bedroom, two and a half bath Villa will make you feel right at home.  Each bedroom has it's own television, with a 60” flat screen TV in the living room. The Villa has direct sunset views looking out to the Gulf of Mexico, which can be enjoyed from the porch or upper balcony....
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    Location Information
    Marathon, Florida Keys
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Gulf View Place w/ Dock, Pool, Kayaks, Sandy Shore1 / 22
    (6)Very good
    0.4 kilometres from Captain Hook's
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Wi-Fi
    • Washer
    • Waterfront
    • Air Conditioning
    • Cable/satellite TV
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 December 2015
    If you like vacationing in a home away from home, Rent My Island is a great choice! We have stayed with them for the past four years and each year has been great. The private...
    Reviewed 4 April 2012
    The rental itself was ok with a wonderful view and sitting area.Ocena current is real strong not very far out so kayaking and snorkeling is difficult. The place itself was not...
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    About this property
    WHAT IS UNIQUE ABOUT THIS VACATION RENTAL? This 4 bedroom, 4 bath property is great for family vacations. Less than 30% of all rentals in Marathon are 4 bedroom or larger. HOW MANY PEOPLE CAN SLEEP AT THIS 4 BEDROOM? Our rental license allows up to 10 people to stay overnight. Three of the...
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    Location Information
    Marathon, Florida Keys
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    Key Colony Beach Griffins' Getaway1 / 27
    (2)Excellent
    1.1 kilometres from Captain Hook's
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Balcony
    • Washer
    • Waterfront
    • Terrace
    • Grill
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 June 2017
    The minute we walked in the door,mew felt comfortable, the house was bright and cheery, and very clean. Lucille did a great job decorating and provided a very comfortable home...
    Reviewed 20 June 2017
    The place was clean, comfortable, and had everything we needed for a wonderful time. We were in constant communication with the owner who obviously takes great pride in the...
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    About this property
    Key Colony Beach Canal Front Property. Nnew deep water boat dock (37.5 ft) directly at your back door with a fish cleaning table, water and power on dock. bait freezer 5 min. boat ride through the 100' wide canal leads toVaca Cut and the Atlantic Ocean and quick access to the Gulf of Mexico...
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    Location Information
    Key Colony Beach, Florida Keys
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Palm Cottage - Upscale, 2BR/2BA, Cabana Club Pool1 / 22
    (1)Excellent
    1.4 kilometres from Captain Hook's
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to our Key Colony Beach vacation home. We are located at the end of the canal between 8th and 9th streets and enjoy an unobstructed views from the kitchen, sitting area, dining room, and living room directly down our beautiful canal. Our home is bright, much wider than most with twice the...
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    Location Information
    Key Colony Beach, Florida Keys
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    0.6 kilometres from Captain Hook's
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Washer
    • Cable/satellite TV
    • Grill
    • Waterfront
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Mariners will find this 3BR/3BA home the perfect retreat after a day on the water. Dock your boat nearby at one of the many spots available for rent, and then stroll back to the house to rest and recharge. You’ll feel on top of the world as you gaze over the clear waters of Florida Bay from the...
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    Location Information
    Marathon, Florida Keys
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    2 Great Waterfront FL Keys Homes - 1 Low Price1 / 26
    (13)Excellent
    1.7 kilometres from Captain Hook's
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Patio
    • Air Conditioning
    • DVD Player
    • Waterfront
    • Wi-Fi
    • Cable/satellite TV
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 March 2019
    We had the time of our lives. My wife, two teenage daughters and my brother&sister in-law stayed during June 2018. The beautiful waterfront location has spectacular views of...
    Reviewed 7 August 2016
    What a beautiful duplex that comfortably accommodated our party of 10 for lobster mini season. The location is extremely convenient and so easy to access the water without...
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    About this property
    Relax and enjoy your vacation with a specatacular waterfront view - look out over a crystal clear lagoon out onto the Gulf of Mexico. This full duplex Waterfront Home with 75' of deepwater dockage, 4 Bedrooms and 4 Baths is great for large groups looking for a quiet place to relax, fish, kayak and...
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    Location Information
    Marathon, Florida Keys
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    Waterfront luxury Villa (59) with sunset views and boat slip1 / 18
    (8)Excellent
    0.4 kilometres from Captain Hook's
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Grill
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 March 2019
    My husband and I and our 3 kids (13,11, and 4) had a fabulous time staying here. Our only regret is that we didn’t stay longer. The villa was very clean and tastefully...
    Reviewed 15 January 2018
    We thoroughly enjoyed our time here! The house was extremely clean and well appointed. All the necessities we needed for a long weekend were provided, and all we needed to do...
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    About this property
    This spacious three bedroom, two and a half bath Villa will make you feel right at home.  Each bedroom has it's own television, with a 60” flat screen TV in the living room. The Villa has direct sunset views looking out to the Gulf of Mexico, which can be enjoyed from the porch or upper balcony....
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    Location Information
    Marathon, Florida Keys
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Waterfront Keys Home - Spectacular View, 37' Dock1 / 38
    (43)Very good
    1.7 kilometres from Captain Hook's
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Waterfront
    • Grill
    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 December 2018
    This duplex has a great location facing a beautiful harbor. Nice open layout inside gives lots of light, great views of the harbor. We experienced 4 manatees feeding at our...
    Reviewed 27 August 2018
    Good time hear two of the blinds were broken never come to fix them... The gas grill was out of gas had to go and buy gas and never got reimbursed for that !!! But over all was...
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    About this property
    Gorgeous crystal clear, open water views of the Gulf of Mexico, incredible sunsets. Deep Water Dockage for your boat, snorkel, fish or dive right from the dock. This is not your typical canal home that are rented throughout Marathon. This one has open water, privacy and an un-obstructed view....
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    Location Information
    Marathon, Florida Keys
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Seaglass-20 feet from the Gulf1 / 24
    (1)Excellent
    0.8 kilometres from Captain Hook's
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Washer
    • Cable/satellite TV
    • DVD Player
    • Parking
    • Air Conditioning
    • Internet Access
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 June 2018
    What a beautiful vacation home ! Location is perfect ! Enjoyed the pool and private beach too. We will be back next year!
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    About this property
    Seaglass-Paradise on the Gulf is located in the heart of the the beautiful Florida Keys. The Keys are a series of 40 islands connected by 40 bridges , off the southern most tip of Florida. The chain of islands extends 120 miles into the Atlantic Ocean and Gulf of Mexico. The area is famous for its...
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    Location Information
    Marathon, Florida Keys
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    0.6 kilometres from Captain Hook's
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Terrace
    • Grill
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our home is a 3 story in a private gated community. There is a private hot tub on the first floor along with a sitting area, dining area and grill. The roof is a great place for panoramic views of the gulf with a bar, dining area and lounge chairs. The second and third floors have balconies with...
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    Location Information
    Marathon, Florida Keys
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Key Colony Beach Tropical Pool Home-Booking for Spring/Summer & Winter Holidays1 / 31
    (6)Excellent
    1.2 kilometres from Captain Hook's
    3 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Ocean Views
    • Air Conditioning
    • Cable/satellite TV
    • DVD Player
    • Waterfront
    • Washer
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 April 2017
    We are return renters to this lovely tropical home and will rebook again. The front of the home has an ocean view across the street, and the back has a lanai and pool, as well...
    Reviewed 25 October 2015
    Our family group of 7 stayed at this home to celebrate some milestone birthdays. From the time we came around the corner and saw the exterior of this home we were impressed...
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    About this property
    IMPORTANT!!!!! PLEASE DISREGARD INFO REGARDING DEPOSITS AND BOOKING AND 'POLICIES' OTHER THAN IN THE RATE AREA OF THIS WEBSITE. Our home is located in Key Colony Beach which is a small community near Marathon with protected walking paths, a 9 hole golf course, tennis & pickleball courts and...
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    Location Information
    Key Colony Beach, Florida Keys
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 9
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    0.6 kilometres from Captain Hook's
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    • Private Garden
    • Secure Parking
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    3/3 luxury OCEAN FRONT VILLA w/PRIVATE ELEVATOR/DOCK Centrally located to enjoy Marathon's attractions and night life. Key West 45 min south, Islamorada 30min north. You are truly in the heart of the Conch Republic. Luxury Master bedroom and Queen Suite both with attached bathrooms. Third Bedroom...
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    Location Information
    Marathon Shores, Marathon
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    1.2 kilometres from Captain Hook's
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Patio
    • Air Conditioning
    • DVD Player
    • Cable/satellite TV
    • Waterfront
    • Washer
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Relish in emerald canal views at this lovely 4BR/3BA Key Colony Beach home, complete with a spacious waterside deck and sparkling private pool. New wood-grain ceramic tiles line every room, with fun mermaid accents greeting you at every turn. Bring your boat along or rent one nearby to make use...
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    Location Information
    Key Colony Beach, Florida Keys
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Gulf View Suites w/Docks, Pools, Kayaks -Sleeps 201 / 29
    (3)Very good
    0.5 kilometres from Captain Hook's
    8 Bedrooms, 6 Bathrooms, Sleeps 20 Quick View
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    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Patio
    • Air Conditioning
    • Waterfront
    • Wi-Fi
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    WHAT IS UNIQUE ABOUT THIS VACATION RENTAL? This rental offers a great option for multi-family vacationing by providing two 4-bedroom homes side-by-side. This gives you 2 kitchens, 2 pools, 2 deep water docks, 2 gas grills, parking for 6 vehicles and 6 kayaks! These properties are non-smoking...
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    Location Information
    Marathon, Florida Keys
    Holiday Rental House - 8 Bedrooms, 6 Bathrooms, Sleeps 20
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    The Ocean Never Felt So Close!1 / 12
    (3)Excellent
    1.7 kilometres from Captain Hook's
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Cable/satellite TV
    • Ocean Views
    • Grill
    • Air Conditioning
    • Wi-Fi
    • Balcony
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 January 2019
    Perfect family vacation! No better location, across from the Cabana Club. In addition, close to the aquarium and the Dolphin Research Center; both highly recommended. Steve is...
    Reviewed 20 August 2018
    We've been renting this duplex for quite a few years and have always found it to be the best value in the Keys and all the amenities you need. It is so convenient to the Cabana...
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    About this property
    Our side by side full ocean view duplex is 200 feet from the Atlantic Ocean. We are the closest rental to the Cabana Club Beach and Pool, that we give you membership to during your stay. Great for multi family vacations! Rent half for up to 6 people or both sides for up to 12. Both sides have 2...
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    Location Information
    Key Colony Beach, Florida Keys
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    1.3 kilometres from Captain Hook's
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Washer
    • Patio
    • Private Outdoor Pool (Heated)
    • Grill
    • Waterfront
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Seven night minimum - NO EXCEPTIONS Max Occupancy: 8 (NO MATTER THE AGE - this rule is set by the City of Key Colony Beach which states 1 person per 200 sqft - NO EXCEPTIONS) A Cut Above is an updated 3bed/2bath beautifully decorated half duplex in desirable Key Colony Beach. Enjoy the tropical...
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    Location Information
    Key Colony Beach, Florida Keys
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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