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Duck Key Holiday Homes

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    All 155 Rentals in Duck Key
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    Duck Key Paradise1 / 27
    (4)Excellent
    Duck Key
    3 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    FALL SPECIAL STAY 4 NIGHTS GET 5TH NIGHT FREE1 / 12
    (8)Very good
    Duck Key
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Duck Key
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Duck Key
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Patio
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy being steps from the water at this cozy Duck Key condo. Relax in the comfortable living room or take in the ocean views from the back patio. With a full kitchen and free WiFi, this condo offers the comforts of home for your next Florida Keys getaway! What's nearby: The unbeatable location of...
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    Duck Key, Florida Keys 33053
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Gorgeous Spa Villa, Marina in Florida Keys1 / 35
    (19)Very good
    Duck Key
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Waterfront
    • Hot Tub
    • Washer
    • Air Conditioning
    • Cable/satellite TV
    • DVD Player
    • Internet Access
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 September 2018
    Loved this apartment. Hawks Cay is such a great property. So many activities for my little one. Wife tried out the spa and she loved it. I was a little bummed that the marina...
    Reviewed 18 September 2018
    We have been staying at Silvia's beautiful and charming Villa #7027 for a few years now, but this year was extremely special for us. Last year we also stayed at Villa #7027...
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    About this property
    Preferred Style and Furnishings are in this beautiful Spa Villa! Tucked along a deep harbor, with direct boat access to the Atlantic Ocean. Embracing the most alluring qualities of the Florida Keys—beauty, relaxation, and turquoise waters in this luxury villa featured with dock where you can fish...
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    Duck Key, Florida Keys 33050
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    Duck Key
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Terrace
    • Waterfront
    • Washer
    • DVD Player
    • Air Conditioning
    • Balcony
    • Wi-Fi
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    PROPERTY OVERVIEW Escape to this 2BR/1.5BA waterfront Duck Key villa boasting breathtaking aquamarine ocean and sunset views from a private patio and balcony. Your two-story end unit features nautical-inspired design elements paired with lots of natural light and privacy. Pick up a local...
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    Duck Key, Florida Keys 33050
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Duck Key
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Waterfront
    • Washer
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    • Cable/satellite TV
    • Balcony
    • Patio
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Fill your vacation days with sunshine and ocean breezes at this charming two-bedroom Marathon condo with a full kitchen, furnished patio, and access to deluxe amenities. Play a little tennis, get pampered at the spa, or dine in one of the resort restaurants, all within a short walk from your...
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    Duck Key, Florida Keys 33050
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Duck Key
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Cable/satellite TV
    • Air Conditioning
    • Internet Access
    • Grill
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Cute 2 bedroom, 2 bath home directly on the gulf with a great dock too! Amenities * Air Conditioning * Aquatic Encounters * Area Fitness Center * ATM/bank * Babysitter * Bait Freezer * BBQ Grillbird watching * Boondocks Miniature Golf * Cable TV * Ceiling Fans * Central Airchildren welcome *...
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    Duck Key, Florida Keys 33050
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    The following rentals are within 15 kilometres of Duck Key.
    Florida Keys Sailing on Conch Key. Bayfront 2 BR cottage with 23 foot Sailboat1 / 19
    (16)Excellent
    Conch Key
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Waterfront
    • Wi-Fi
    • Porch
    • Cable/satellite TV
    • Ocean Views
    • DVD Player
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 days ago
    The Cottage was wonderful, and being able to walk out the backdoor and have the sailboat right there was wonderful. We enjoyed traveling through the keys, Barry's...
    Reviewed 7 May 2018
    We had a wonderful time staying at Barry and Tammy's vintage cottage on the gulf side of Conch Key. It came with a 24 ft sailboat for our own use during our stay - perfect for...
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    About this property
    Our Florida Keys tradional island home is a fully furnished 2 bedroom, 1 bath plus Florida room with a deck overlooking the bay. It is surrounded by lush vegetation and large towering coconut palm trees. The house has been decorated in a nautical flavor with many fine antiques collected from around...
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    Conch Key, Florida Keys 33050
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Lovely Key Colony Beach  3/2 SFH, pool, 80' deep water dockage1 / 47
    (1)Excellent
    Key Colony Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Patio
    • Grill
    • Internet Access
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 January 2018
    We rented this house the week of Christmas 2017. The house is older and could use some updates. The kitchen has some cooking implements, but if you are planning to cook a lot...
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    About this property
    Absolutely charming, warm and inviting home. Single family home on lovely 12th Street in Key Colony Beach with Cabana Club priviledges. 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...
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    Key Colony Beach, Florida Keys 33051
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    4 Bedroom 2 Bath With Ocean View and with hot tub1 / 28
    (7)Excellent
    Marathon Shores
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Air Conditioning
    • Hot Tub
    • Patio
    • Wi-Fi
    • Cable/satellite TV
    • Washer
    • Ocean Views
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 July 2018
    The house was better than the pictures! Excellent location on the water close to vaca cut for access to gulf or Atlantic side. Plenty of room for 10 people! Everything in the...
    Reviewed 15 July 2018
    Great stay at the mermaid house for a week. Rented a boat at Capt Pips went snorkeling and scuba diving at Sombrero reef. Bahia Honda state park is a mess from hurricane main...
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    About this property
    The 'Mermaid House' sits directly on the ocean with the unobstructed views, gorgeous sunrises and some of the best boating access in the Marathon area. House offers 4 Queen Bedrooms and 2 full bathrooms. 3 bedrooms and a bathroom are located on the ground level. Upstairs is the Queen Master bedroom...
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    Location Information
    Marathon Shores, Marathon 33050
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    Conch Key TreeTop one BR Cottage with 23' Sailboat1 / 24
    (22)Excellent
    Conch Key
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • DVD Player
    • Waterfront
    • Grill
    • Air Conditioning
    • Wi-Fi
    • Balcony
    • Cable/satellite TV
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 October 2018
    The location of Conch Island in the middle of Florida Keys is perfect. The island is tiny, and that makes it so nice and rustic - exactly what we were looking for. Quiet, cozy...
    Reviewed 3 August 2018
    If I could live here, I would! This little apartment overlooks the water, and the view is lovely. It rained most of the time we visited, but we enjoyed just sitting and watching...
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    About this property
    This one bedroom, one bath cottage is located high in the swaying coconut trees overlooking the water. The living room area has sliding glass doors that open onto a small deck area with a water view. The bedroom is tastefully furnished with an antique queen bedroom set and the entire cottage is...
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    Location Information
    Conch Key, Florida Keys 33050
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    FL Keys Waterfront Pool Home 2 Bedrooms Sleeps 8 w/ 60 Feet of Dockage1 / 26
    (1)Excellent
    Marathon Shores
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Patio
    • Ocean Views
    • Air Conditioning
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Waterfront
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 September 2018
    This rental was simply amazing. The house was emaculant, cleaner than anywhere we have ever stayed. Every detail was laid out for us. The beds were comfortable, the house was...
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    About this property
    Discover the Ease of Booking a FL Keys Vacation...Welcome to Sachs' Sea Shack…Bayside Deep Waterfront Pool Vacation Home with 60 feet of Dockage in Marathon, FL, the heart of the Florida Keys. A newly renovated 2 bedroom & 2 bath home that sleeps 8. The boat ramp is 300 yards away and plenty...
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    Marathon Shores, Marathon 33050
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Grassy Key
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Waterfront
    • Cable/satellite TV
    • Ocean Views
    • Wi-Fi
    • Washer
    • DVD Player
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Whether an avid adventurer or a family seeking to relax and enjoy the expansive view, Sunset Catch is the place for you. These three bedrooms, two bath home has a private pool (with heat available for an additional charge) and sit on the Gulf of Mexico sporting incredible views. The large bedrooms,...
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    Grassy Key, Marathon 33050
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Private Heated Pool, New Boat Dock and Ready Enjoyment!1 / 23
    (3)Excellent
    Key Colony Beach
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • 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 33051
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    New 4 bedroom,4bath in Beautiful Key Colony Beach1 / 21
    (5)Very good
    Key Colony Beach
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Patio
    • DVD Player
    • Waterfront
    • Wi-Fi
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 May 2017
    The house was everything it was advertised to be, very clean and comfortable. Key Colony is a beautiful place to stay and Toni is one of the easiest home owners I have ever had...
    Reviewed 27 March 2017
    Location and home layout was great, however rental needs some TLC: mattresses were old or cheap - very uncomfortable, pool was dirty (pool on other side of duplex was clean to...
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    About this property
    New 4 bedroom, 4 Bath duplex. This beautiful new home has a private pool, a dock- 2 10 by 30 decks on the channel. The dock is 37 1/2 ft. There are 2 refrigerators, bait freezer, fish cleaning table, 2 bicycles. All bedrooms have flatscreen TV's. The family room also has a queen sofa bed. 3 of the...
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    Key Colony Beach, Florida Keys 33051
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    Conch Key Villas Unit 1, Quiet, Clean with Awesome VIews in Paradise1 / 19
    (13)Excellent
    Conch Key
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Patio
    • Washer
    • Cable/satellite TV
    • Grill
    • DVD Player
    • Air Conditioning
    • Waterfront
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 June 2018
    I could write a novel about this place and most importantly the amazing couple that run it. They make me feel at home everytime I am there. Hurricane Irma brought me to the keys...
    Reviewed 4 March 2018
    I was so lucky to stay two nights at the Conch Key Villas during my bicycle touring trip from Virginia to Florida. I can’t think of a more perfect place to end my trip! The view...
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    About this property
    If Comfort, Fun, Fishing and Views Are on Your List, Stay Here! We have ground level or second floor units. We provide outside table and chairs, and just around the corner the barbecue grill is located to grill up those freshly caught Florida Keys' lobster or our wonderful assortment of Keys'...
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    Conch Key, Florida Keys 33050
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Sold, no longer avail. to rent! I can refer you to another rental on KCB!1 / 92
    (94)Excellent
    Key Colony Beach
    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 8 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 19 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 33051
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    A quiet spot in paradise close to fishing with dockage included (#4)1 / 13
    (2)Excellent
    Conch Key
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 May 2018
    Best view in the Keys! Extremely clean and spacious! Owners very attentive and friendly! Had the most relaxing holiday weekend! Recommend without a doubt and will be back!
    Reviewed 17 May 2018
    Awesome spot, Owners gracious and very helpful with local attractions.Would love to book for next year.
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    About this property
    This second floor Studio has a King-size bed as well as a pull out futon in the living room. We can accommodate 2 adults and 1 child under12. This Villa is situated facing due West right on the water and has a combined living and dining area. The Villa has a kitchen equipped with microwave, coffee...
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    Location Information
    Conch Key, Florida Keys 33050
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    'Gulfside Grouper', Waterfront-Ground floor, 60' Dockage, Pool/Hot Tub, Pets OK1 / 43
    (5)Excellent
    Marathon Shores
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Ocean Views
    • Private Outdoor Pool (Heated)
    • Waterfront
    • Wi-Fi
    • Washer
    • Air Conditioning
    • Hot Tub
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    Grouper has all the amenities you could need in a vacation rental. Large open concept home, screen porch, fire pit, patio chess/checkers, corn hole. Poolside tiki hut. The beach...
    Reviewed 10 October 2018
    Beautiful Place!! We had a Great Time at Gulfside Grouper!! We will be back for sure!! The Pool is amazing!!!
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    About this property
    Brand New Vacation Rental completely remodeled in 2018 and Available for rental in November 2018 Ground Floor Home 'NO STAIRS' we love that the house located on a Quiet street 4 houses in from the gorgeous Gulf of Mexico and minutes from the Ocean Side and Sombrero Reef via VACA cut or under 7...
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    Marathon Shores, Marathon 33050
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    Key Colony Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Terrace
    • DVD Player
    • Air Conditioning
    • Balcony
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    14 NIGHT MINIMUM STAY Each unit is fully furnished and has two bedrooms, two bathrooms, dining area, full kitchen, washer/dryer, central heat/airconditioning and a private patio or balcony. This unit has a great corner view of the ocean! The kitchen is equipped with stove, refrigerator, dishwasher,...
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    Location Information
    Key Colony Beach, Florida Keys 33051
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    GOBBLE UP SALE - Relax Away - SOMBRERO- NEW 4BDRM W/  DOCK & PRIVATE POOL1 / 23
    (2)Excellent
    Grassy Key
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Heated)
    • Secure Parking
    • Air Conditioning
    • Private Garden
    • Cable/satellite TV
    • Waterfront
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 September 2018
    This place was absolutely gorgeous, spacious and clean, with all amenities you'd need. The location is great! very convenient, close to supermarket, restaurants, and the beach...
    Reviewed 24 September 2018
    This home/location exceeded our expectations inside and out! Anyone who stays in this home would not be disappointed...its clean & spacious...it felt like a home away from...
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    About this property
    SPECTACULAR NEW 1800 SQ FT HOME, WATERFRONT WITH POOL & 40FT DOCK Spacious 4 Bedroom, 3 Bath, 1,800 sq ft, located in Marathon pool and private 40ft dock and fish cleaning station. Walking distance to the breathtaking Sombrero Beach., shopping plaza which include Publix Supermarket & K-mart....
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    Location Information
    Grassy Key, Marathon 33050
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Unit 10, Furnished Studio located 50 yards from ocean1 / 37
    (3)Very good
    Grassy Key
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Cable/satellite TV
    • Parking
    • Wi-Fi
    • Air Conditioning
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 May 2017
    What a great place to stay! Thanks to Hans for giving us the tour. Such a wonderful location everything is close to you. Great fishing there also. All the extra touches are...
    Reviewed 15 April 2016
    We really enjoyed staying in this cozy apartment.The kitchen had everything we needed for cooking, the bed was comfortable, and the outside area was lovely.Hans responded...
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    About this property
    Unit 10 is a fully furnished studio/efficiency. The unit has a queen size bed, living/dining table with four chairs. It has a fully equipped kitchen, and a private bathroom (toilet, sink and shower). All dishes, pots and pans, towels and linens are provided (not Beach/Pool towels). A quiet...
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    Location Information
    Grassy Key, Marathon 33050
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    Great Fishing Right Off the Dock!!1 / 22
    (6)Very good
    Key Colony Beach
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Balcony
    • Grill
    • DVD Player
    • Internet Access
    • Waterfront
    • Washer
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 February 2017
    Having the Florida Keys on my bucket list can now get a BIG check mark! I took my family and both small dogs (which go everywhere with us) to the keys and can say that renting...
    Reviewed 21 October 2016
    Here's the scoop!... The fishing off the dock truly is great and just the relaxing atmosphere and access to the channel and ocean are worth it alone. Make sure you have fishing...
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    About this property
    This is one of the best vacation spots in the keys.It's a lovely 4 bedroom/3 bath Duplex on 3rd St. The sleeping arrangement include 1 King, 2 Queens, 2 twins plus sleeper sofa. The living room is spacious. Enjoy fishing on the large 56 foot dock The ocean is just seconds away by boat.There is a...
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    Location Information
    Key Colony Beach, Florida Keys 33051
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Marathon Shores
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Grill
    • Wi-Fi
    • Cable/satellite TV
    • Parking
    • Washer
    • Patio
    • Air Conditioning
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Brand new Beautiful and luxurious SINGLE FAMILY HOMES , 4 bedroom 3 bath private home with private built in heated or chilled pool, beach area, with a dock for fishing and tying your boat to also a lot for your boat trailer on the property...Sleeps up to 10 guests. Homes will resemble the one in...
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    Location Information
    Marathon Shores, Marathon 33050
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Key Colony Beach
    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 33051
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Beautiful Single Family Home in Key Colony Beach!1 / 22
    (1)Excellent
    Key Colony Beach
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Grill
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    • Private Outdoor Pool (Heated)
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    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 September 2014
    Arrived September 15th to this amazing villa, everything we could want for our family, 3 couples & 3 young adults (late teens) beautiful clean & spacious, kitchen had...
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    About this property
    This is a beautiful new 4 bedroom, 3 bath home in fablulous Key Colony Beach. The sleeping arrangements are 3 King bedrooms,1 bedroom with twins and a sleeper sofa in the living room. Sleeps 8-10. All bedrooms and screened porch have wall mounted flat screened TVs. The home has a private pool, boat...
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    Key Colony Beach, Florida Keys 33051
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Unit 9, Furnished Studio located 50 yards from ocean1 / 38
    (2)Excellent
    Grassy Key
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
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    • Shared Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 March 2015
    A very nice hideaway on Grassy Key - a cozy little studio for two- while it is located in a very quiet snowbird trailer park - it has a degree of privacy and all the amenities...
    Reviewed 13 June 2014
    We stayed for one week in January. We loved our one room efficiency with its beautiful art work and nice decor. The neighbors were great, the sunsets were awesome, the small...
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    About this property
    Unit 9 is a fully furnished studio/efficiency. It has two single beds, a futon sofa with a small coffee table, and a small dining table with two chairs and a private bathroom (toilet, sink and shower). It has a fully equipped kitchen, and a private bathroom (toilet, sink and shower). All dishes,...
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    Grassy Key, Marathon 33050
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    Key Colony Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Shared Outdoor Pool (Unheated)
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    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 2100 sq ft bright and spacious property is located just 3 houses back from the canal entrance to Shelter Bay, which provides quick access to the Ocean or Gulf. It also includes membership to the Cabana Club, which is oceanfront with a beach, heated pool, activities restaurant and bar. Key...
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    Key Colony Beach, Florida Keys 33051
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Sombrero Beach, FL Keys Waterfront w/Dock Duplex1 / 27
    (1)Excellent
    Marathon Shores
    2 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    • DVD Player
    • Air Conditioning
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    • Hot Tub
    • Grill
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 August 2018
    We spent a week here with our 13 and 10 year old boys and really enjoyed our stay. The apartment is the ground floor with sole use of the delightful garden. We never heard any...
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    About this property
    Beautifully decorated, extra clean, new furniture, fully equipped kitchen brand new hot tub, along with everything you will need to make your stay comfortable. Walking distance to one of the most beautiful beaches in the Florida Keys. Only minutes away from the 7 mile bridge where you could walk...
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    Marathon Shores, Marathon 33050
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 7
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    FALL RATE SLASHED! Totally remodeled! Kayak, Dock,  Bikes, Pool, 2 Beaches1 / 70
    (12)Excellent
    Key Colony Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 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 17 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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    FALL RATE SLASHED TO $999 per week (excluding Thanksgiving) for 4 guests (guest 5 and 6 are $15 per person per day Totally remodeled 2/2 home on the water! 2019 Winter rates are $5600 per month for Jan Feb Mar, or $1500 per week. . Please check calendar for open weeks.Weekly rental,...
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    Key Colony Beach, Florida Keys 33051
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Key Colony Beach
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Pet friendly
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    About this property
    House, 4 Bedrooms + Convertible bed(s), 3 baths, (Sleeps 8-10) This is one of the best vacation spots in the area. It's an immaculate 4 bed/2.5 bath two Story on 3rd St. Sleeps 8-10 (King, King, Queen, 2 Twins and sleeper sofa) .All bedrooms have flat screen TVs. The living area is tremendously...
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    Key Colony Beach, Florida Keys 33037
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Marathon Shores
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Secure Parking
    • Air Conditioning
    • Wi-Fi
    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Brand new Beautiful and luxurious Single Family Homes, 4 bedroom 3 bath private home with private built in heated or chilled pool, beach area, with a dock for fishing and tying your boat to also a lot for your boat trailer on the property...Sleeps up to 10 guests. Homes will resemble the one in...
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    Marathon Shores, Marathon 33050
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Marathon Shores
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
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    • Private Garden
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    4 Bedroom 3 bath with Private Pool Chilled or Heated, water & Dock access Brand new Beautiful and luxurious SINGLE FAMILY HOMES, 4 bedroom 3 bath home with private built in heated or chilled pool, shared beach area, with a dock for fishing and tying your boat to also a lot for your boat trailer on...
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    Marathon Shores, Marathon 33050
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Marathon Shores
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
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    • Private Garden
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Single family home 4 Br 3 Bath Gulf Front, Private pool, Beach, dock, Brand new built 2017 beautiful and luxurious, 4 bedroom 3 bath Gulf front private home with private built in heated pool, private beach, with boat fishing dock. Sleeps up to 10 Guest. Impeccable with all new furnishings,...
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    Marathon Shores, Marathon 33050
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Available JAN 1-27 and last two weeks of March 2018.TROPICAL KEYS PARADISE1 / 24
    (4)Very good
    Key Colony Beach
    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 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...
    Reviewed 25 February 2016
    We have been renting this unit from Maria since 2004 and go 2x a year for 2 weeks at a timeWe love the neighborhood and the overall clean and tropical feel of this house. It...
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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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    Key Colony Beach, Florida Keys 33050
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    4BR Waterfront Retreat-Tiki-Jacuzzi-Dock1 / 12
    (1)Very good
    Marathon Shores
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 September 2017
    House was great for us unfortunately Hurricane Irma caused a mandatory evacuation on Wednesday morning. Not sure if there is anything left of the house. Not sure the Trp Advisor...
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    About this property
    This is a fantastic community and 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 life. It has a private 60-foot dock with deep water that will accommodate any size boat. In minutes you can be fishing in either the...
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    Marathon Shores, Marathon 33050
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    Conch Key
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Balcony
    • Washer
    • Waterfront
    • Cable/satellite TV
    • Internet Access
    • Hot Tub
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy the stunning ocean views from this beautiful Conch Key property. With a private hot tub overlooking the private shallow beach and water, this home boasts panoramic views of the Atlantic Ocean and is ready-made for large families, family reunions, or group getaways. What's nearby: The small,...
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    Conch Key, Florida Keys 33050
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    'Hideaway By the Sea': Water views, pool, dock, balconies, Florida Keys gem1 / 17
    (1)Excellent
    Marathon Shores
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Terrace
    • Waterfront
    • Air Conditioning
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    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 March 2017
    Felt just like home, decorated beautifully. Very responsive owners. There's nothing like a getaway to the Florida Keys. We miss Hideaway by the Sea already and can't wait to...
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    About this property
    Hideaway By the Sea is located in a small, quiet complex (Gulfpointe II) with only 20 units, tucked away on a private peninsula that juts into the Gulf of Mexico. Located on the islands of Marathon in the heart of the Florida Keys, Key Largo is about 50 miles north, Key West is about 50 miles...
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    Marathon Shores, Marathon 33050
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    Marathon Vacation Rental - Beautiful Private Home, Pool, Billiard Table1 / 37
    (1)Excellent
    Marathon Shores
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Air Conditioning
    • Cable/satellite TV
    • Balcony
    • Private Outdoor Pool (Heated)
    • Washer
    • Wi-Fi
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 November 2017
    Boocked this property for weeks and it has been a great experience. This is well located in Marathon and Keys overall. Will definately book this place again when time comes.
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    About this property
    Welcome to Marathon Vacation Rental, located in Marathon, FL - the Heart of the Florida Keys. This is a private single-family home, so during your stay, these amenities are provided exclusively for you and your guests. Enjoy the Afternoon from our Private Pool, relax, sit and read a nice book on...
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    Marathon Shores, Marathon 33050
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Key Colony Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
    Kid friendly
    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 33051
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    East Sister Rock Island1 / 16
    (2)Excellent
    Marathon Shores
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Unheated)
    • Balcony
    • Grill
    • Secure Parking
    • Air Conditioning
    • Ocean Views
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 July 2017
    I would recommend this rental property any time of the year, great place to be with the family,perfect!
    Reviewed 13 July 2017
    I spend one amazing week at East Sister Rock Island with my family. The sunrise, endless ocean views, the sunset and the incredible views of the stars in the evening. It was...
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    About this property
    Enjoy a private island paradise located at MM50. East Sister Rock Island is 1/4 of a mile off the Atlantic Shores off the City of Marathon in the Florida Keys. On the private island sits a dream come true getaway home with 5000 sq.ft of living area which includes a 2700 sq.ft. covered veranda,...
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    Marathon Shores, Marathon 33050
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    The Ocean Never Felt So Close!1 / 12
    (2)Excellent
    Key Colony Beach
    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 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...
    Reviewed 25 June 2018
    This truly has been our 'home away from home' for many years and we have never been disappointed. We have even rented both sides to bring the entire family for a wonderful...
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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 33051
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Great Summer Rental! 400 4th St. Key Colony Beach1 / 11
    (7)Very good
    Key Colony Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Cable/satellite TV
    • Internet Access
    • DVD Player
    • Porch
    • Washer
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 October 2015
    This is a great little duplex. Nicely equipped kitchen, spacious bedrooms, fabulous patio on the canal, Wi-Fi so I could get my homework turned in, washer and dryer. The area...
    Reviewed 13 July 2015
    Since I waited so long to book this was about all that was available at short notice that accepted pets. PROS: The place was clean and had all the basics; dishware, pots, pans...
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    About this property
    newly renovated 1000 square ft half duplex on canal -two bed two bath- ground level with 32 ft dock space for your boat walking distance to 4 restaurants. Also walking distance to Cabana Club which has a beach and a large pool. Great keys fishing -easy access to atlantic or gulf. -Master bedroom...
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    Key Colony Beach, Florida Keys 33051
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Grassy Key
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • DVD Player
    • Waterfront
    • Ocean Views
    • Balcony
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    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautifully decorated 2nd floor end unit with stunning panoramic ocean views from the balcony, living room and master bedroom. 2 br/2 full baths, washer/drier in unit. Directly on the beach! Guests have access to the heated swimming pool, tennis court and beach. Perfect Florida Keys oasis...
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    Grassy Key, Marathon 33050
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Key Colony Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
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    • 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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    Location Information
    Key Colony Beach, Florida Keys 33051
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    Key Colony Beach Tropical Pool Home-Booking for Spring/Summer & Winter Holidays1 / 25
    (6)Excellent
    Key Colony Beach
    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 14 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
    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 it's own beach park...
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    Location Information
    Key Colony Beach, Florida Keys 33051
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 9
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    Key Colony Beach Griffins' Getaway1 / 27
    (2)Excellent
    Key Colony Beach
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Balcony
    • Washer
    • Waterfront
    • Terrace
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    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 33051
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Key Colony Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
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    • 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 33051
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Dog-friendly half-duplex w/ a 30-ft dock including Cabana Club pool and beach1 / 24
    (1)Average
    Key Colony Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Waterfront
    • Air Conditioning
    • Cable/satellite TV
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    • Grill
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    • Internet Access
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 March 2018
    The house was fairly well equipped. Very clean but the furniture in the living room area was not very comfortable. The TV was small and there was none in the master bedroom...
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    About this property
    Go on a Key Colony Beach retreat at this updated dog-friendly home. Enjoy a 30-foot dock, and exclusive access to The Cabana Club private beach, swimming pool, and restaurant. Located right on the water in the popular vacation spot of Key Colony Beach, this duplex home is minutes away from The...
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    Location Information
    Key Colony Beach, Florida Keys 33051
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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