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Holiday Rentals with Pools in Duck Key

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    Don't let other travellers get your favourite Duck Key area holiday rental. You're so close to securing your perfect getaway. Book today.
    72 Matching Rentals in the Duck Key AreaView all 140 rentals
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    Duck Key
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    The following rentals are within 15 kilometers of Duck Key.
    Marathon Shores
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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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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    '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
    • Balcony
    • Wi-Fi
    • Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 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 Shores
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Secure Parking
    • Private Garden
    • Shared Indoor Pool
    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Thank you for viewing our gorgeous Coral Lagoon 3 bedroom, 2.5 bath, 1,300 sq ft town home located in Trip Advisor's #1 Rated resort in Marathon with 40' Boat Slip located just out back of the town home. Coral Lagoon, located Oceanside, consists of 25 waterfront town homes with it's own beautiful...
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    Marathon Shores, Marathon 33050
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Grassy Key
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • 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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    Marathon Shores
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Secure Parking
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • Air Conditioning
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ABSOLUTELY AMAZING NEW 1,700 SQ FT TOWN HOME, WATERFRONT WITH POOL, DOCK & SAND New Vacation Rental Property - renting starting mid July 2017! More pictures posting soon. Gorgeous 4 Bedroom, 3 Bath, 1,700 sq ft, new ANGLERS AT SOMBRERO town home, located in Marathon with it's own heated/cooled...
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    Marathon Shores, Marathon 33050
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Marathon Shores
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Hot Tub
    • Grill
    • Cable/satellite TV
    • Ocean Views
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Timeshare in Marathon Florida in the Keys. It is week 15 and16, April 9-16 and April 16-23. It is located in Unit C, on second floor. Unit faces both the Gulf of Mexico and the Timeshares' pool. I will rent the week for $1000. 2 bedroom, 2 bath, sleeps 6, full kitchen + more. View website for...
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    Marathon Shores, Marathon 33050
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Marathon Shores
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Cable/satellite TV
    • Secure Parking
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Waterfront Home in the heart of the Florida Keyes. Come relax and enjoy the beautiful pristine waters of Sombrero and Bahia Honda Beaches. Both nearby. If you’re an Angler, this is the place to rent. There is plenty of room and comfort in our 4 bedroom, 3 bath home. Luxury King Tommy Bahama Master...
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    Marathon Shores, Marathon 33050
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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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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    • 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 26 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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    Location Information
    Key Colony Beach, Florida Keys 33051
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    SPRING SPECIAL! Hurry, couple weeks left!! Kayak, Dock,  Bikes, Pool, 2 Beaches1 / 140
    (11)Excellent
    Key Colony Beach
    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 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...
    Reviewed 18 March 2017
    We had the pleasure of staying the month of January at Key Colony beach in the Florida keys. We stayed at 591 9th Street, a cute house on the canal. We could walk, run or bike...
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    About this property
    Key Colony Beach house (duplex) description SPECIAL Spring rate is $1200 per week and Summer rate is $1300 per week for 4 guests (guest 5 and 6 are $10 per person per day) excluding lobster weeks which are $1700. 2019 Winter rates are $5600 per month for Jan Feb Mar, or $1500 per week. . Please...
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    Key Colony Beach, Florida Keys 33051
    Holiday Rental House - 2 Bedrooms, 2 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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    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
    • Patio
    • Parking
    • Air Conditioning
    • Cable/satellite TV
    • Shared Garden
    Suitability
    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 12 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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    Palm Cottage - Upscale, 2BR/2BA, Cabana Club Pool1 / 22
    (1)Excellent
    Key Colony Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    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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    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
    • Air Conditioning
    • Wi-Fi
    • Waterfront
    • Private Outdoor Pool (Heated)
    • DVD Player
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 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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    Key Colony Beach
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Parking
    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    THIS IS THE PLACE TO STAY IN MARATHON!! PLENTY OF ROOM GREAT ACCESS TO THE BAY AND OCEAN!! This beautiful new home has 2 levels. Lower pool level has 2 bedrooms, 2 baths and a family room.Family room oprns to pool deck and has sleeper sofa. Upper level has Living Room,Dining Area ,Kitchen,2...
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    Key Colony Beach, Florida Keys 33051
    Holiday Rental House - 4 Bedrooms, 4 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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    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 2 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 14 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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    Grassy Key, Marathon 33050
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    Grassy Key
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
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    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Unit 8a is a fully furnished studio/efficiency. The unit has a queen size bed, a 3-seat leather couch, a small dining table with two chairs, and a private bathroom (toilet, sink and tub with shower). All dishes, pots and pans, towels and linens are provided (not Beach/Pool towels). A quiet...
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    Grassy Key, Marathon 33050
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    Brand New 4/3 Pool Home on Canal near lagoon1 / 10
    (1)Excellent
    Marathon Shores
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • Patio
    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    4/3 villa in Marathon, FL that has what you are looking for. It's a Brand New unit that has was professionally decorated.The spacious layout is more than 1,700 square feet and can house a large family. It has a fully equipped luxury kitchen with stainless steel appliances, granite in the kitchen...
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    Marathon Shores, Marathon 33050
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    You Should Have Seen the One That Got Away!1 / 33
    (23)Excellent
    Key Colony Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Patio
    • DVD Player
    • Waterfront
    • Washer
    • Internet Access
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 July 2017
    the listing you should have seen the one that got away, is just as advertised + more. the owners have left more than the average rental for the necessities for a rental...
    Reviewed 7 October 2016
    Great place everything you need is there. Everthing worked right with no issues. We enjoyed the porch and fishing right there at the canal. We rented a boat from Coco boat...
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    About this property
    We are pleased to announce that our little piece of paradise came through with flying colors in the aftermath of Hurricane Irma! If you are interested in staying prior to December 23, please email or call us. Our home has been offered, free of charge, to house folks in the area as they are...
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    Key Colony Beach, Florida Keys 33051
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Marathon Shores
    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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    Marathon Shores, Marathon 33050
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Key Colony Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nicely decorated, immaculate, two bedroom, two bath, stilted, one-half duplex. Access to Canbana Club is included with this home. Location is key! This home is walking distance to the beach with beach access across the street. Relax on the front porch, enjoy the ocean view and breezes! Both bedroom...
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    Location Information
    Key Colony Beach, Florida Keys 33051
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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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 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
    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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    Marathon Shores
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
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    Pet friendly
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    Smoking allowed
    About this property
    Ocean & Pool Views await you from the patio while you sip your morning coffee or afternoon cocktail! Welcome to the Beach Hut. Located in the heart of the Florida Keys! Marathon is right in the middle of the island chain. This bright one bedroom / one bath with ocean view condo is the perfect spot...
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    Marathon Shores, Marathon 33050
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Key Colony Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Heated)
    • Waterfront
    • Grill
    • Wi-Fi
    • Cable/satellite TV
    • Washer
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautiful, newer construction property offers 3 bedrooms and 2 bathrooms. This is a duplex  comes with all you need for a memorable vacation. This property is located in the beautiful tropical city of Key Colony Beach. This tranquil city offers a par 3 nine hole golf course,public tennis...
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    Location Information
    Key Colony Beach, Florida Keys 33051
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Key Colony Beach
    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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    Location Information
    Key Colony Beach, Florida Keys 33051
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    Key Colony Beach
    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 33051
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Key Colony Beach
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our unit is a two bedroom, two and one-half bath, washer/dryer, and private balcony with spiral staircases leading into the courtyard. We are an Oceanfront condominium with our own private beach, beautiful heated pool, tiki hut on the beach, and Oceanfront deck that can be reserved for private...
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    Key Colony Beach, Florida Keys 33051
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    Ocean Front 3 bedroom 3 Bath Villa1 / 14
    (2)Very good
    Key Colony Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Reviewed 2 April 2017
    Literally on the beach...which was fantastic! Also, one of the few places we were able to obtain less than a week rental.We were 2 families and the place was larger than I...
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    About this property
    ALL of our villas overlook the ocean, and the beach is just steps away! 3 Bedroom, 3 Bath villa directly on the beach with 2200 square feet of oceanfront living. Gorgeous views of the ocean from the living room, dining & kitchen, and master bedroom! When you step into the main living level, your...
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    Location Information
    Key Colony Beach, Florida Keys 33051
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Marathon Shores
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Waterfront
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    • Private Outdoor Pool (Heated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Charming two bedroom Keys Cottage. This single family, 2 bedroom 2 bath home is the perfect retreat to spend your vacation! This home has been completely updated and offers a beautiful eat in kitchen with open floor plan. The master bedroom offers a King size bed with private bathroom. The guest...
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    Location Information
    Marathon Shores, Marathon 33050
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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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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    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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    Location Information
    Key Colony Beach, Florida Keys 33051
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Key Colony Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    CANAL FRONT Charming Private Pool Duplex! 2 bedroom, 2 bathroom with loft. Sleeps 6 with optional 7.This half duplex home has everything you need for the perfect getaway included heat optional private pool. This unique home has a fully equipped kitchen with bar seating, open floor plan,...
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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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    WATERFRONT / DOCK / POOL / WALK TO CABANA BEACH CLUB *REDUCED* MAY 12-19 $1595WK1 / 54
    (34)Excellent
    Key Colony Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Heated)
    • Air Conditioning
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    • Cable/satellite TV
    • Waterfront
    • Washer
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 April 2016
    Recently returned from my stay at the Casa Mar and agree with all the positive reviews. The villa itself is lovely and in fact the photo's don't do it any justice, we found it...
    Reviewed 3 January 2016
    I almost hate to give this such a great review as it maybe hard to find occupancy in the future, but this place was in a great community, good location, really nice rental with...
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    About this property
    Welcome to Casa Mar Azul 4, an upscale and luxurious 3 Bedroom, 3 Bath Renovated Pool home that sleeps 8 people and located at 161 10th Street in Key Colony Beach. Just a 1 minute walk to the Private Inch Beach and putting your toes in the beach sand of the Atlantic Ocean. Do you prefer to be at...
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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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    CHARMING KCB POOL COTTAGE, PVT POOL,46 FT DCK,WIFI1 / 53
    (21)Excellent
    Key Colony Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
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    • Private Outdoor Pool (Heated)
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 August 2017
    Stayed for a week at Michelle's lovely beach cottage with my husband and 2 sons. The layout of the place is great--even though it is small it is well thought out and everyone...
    Reviewed 10 July 2017
    My family and I had a wonderful vacation staying at this well equipped house! Michelle, the Owner, had everything you could ever need while staying at the Keys! We also...
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    About this property
    $1,500 (Standard Rate for 2018) - additional rates apply to holidays and Lobster Weeks.ASK ABOUT REDUCED FALL RATES! (September 2018- December 21, 2018) Reduced rates do not apply to holiday weeks. PRIVATE-ON-SITE POOL, 45 FT DOCK, PRIVATE BEACH ACCESS AT EXCLUSIVE INCH BEACH- TAGS INCLUDED,...
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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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    Grassy Key
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • DVD Player
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    • Ocean Views
    • Balcony
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    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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    Location Information
    Grassy Key, Marathon 33050
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    P28  4 bedroom 3 bath pool home with dockage1 / 40
    (2)Excellent
    Key Colony Beach
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Private Outdoor Pool (Heated)
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    • Waterfront
    • DVD Player
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 December 2017
    This house is beautiful. We were worried about Hurricane Irma damage but the house and surrounding neighborhood is in perfect condition.
    Reviewed 28 June 2017
    We had the BEST time staying at this beautiful home on Marathon Key. It's obviously been newly renovated and the owner has provided things that I don't usually find in a...
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    About this property
    This ground level 4 bedroom, 3 bath, single family home is located in desirable Key Colony Beach. This home offers an open floor plan, vaulted ceilings, and large windows throughout, lending it an open and airy feel, full of natural light. This home offers spacious a living area, complete with...
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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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    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
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    • 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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    Location Information
    Key Colony Beach, Florida Keys 33051
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Key Colony Beach Oceanfront Rental Experience1 / 21
    (3)Very good
    Key Colony Beach
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Grill
    • Air Conditioning
    • Wi-Fi
    • Hot Tub
    • Washer
    • Patio
    • Waterfront
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 January 2017
    Wonderful house. Loved the poop, hot tub an dock. We enjoyed the local restaurants, beach club and par three golf course. Larry and Lisa were very helpful and easy to work with.
    Reviewed 30 March 2016
    We enjoyed our stay so much! Larry was extremely responsive before and during our stay. The house was very clean, beautifully decorated and worked nicely for 3 couples, each of...
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    About this property
    Beautiful Direct Oceanfront rental home in Key Colony Beach. Updated 5 bedroom, 3 bath home with Pool and Hot Tub. Open Living space with spectacular views from the living room, dining room and kitchen as well as two bedrooms with direct ocean views. Brand new large Flat Screen TV's thru-out the...
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    Key Colony Beach, Florida Keys 33051
    Holiday Rental House - 5 Bedrooms, 3 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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    P23 Vacation Retreat1 / 78
    (1)Very good
    Key Colony Beach
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Washer
    • Air Conditioning
    • Cable/satellite TV
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    • Hot Tub
    • Private Outdoor Pool (Heated)
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 June 2017
    Love the house, fishing on the dock. Kids kayak in the canal. Just wish we had better weather. The only thing we would change would have been the weather. We would love to stay...
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    About this property
    This bright spacious well maintained home is located on the much sought after City of Key Colony Beach. Which boasts several restaurants, boutiques, golf and tennis courts. The home also comes with complimentary access to the beach and pool of the Cabana Club. The ground floor has an airy open...
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    Location Information
    Key Colony Beach, Florida Keys 33051
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    P72/73 ~ Coral Cove Key Colony Beach ~ 10th St 8 Bedrooms1 / 34
    (1)Excellent
    Key Colony Beach
    8 Bedrooms, 4 Bathrooms, Sleeps 16 Quick View
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    • Wi-Fi
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    • Waterfront
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 January 2018
    Two large side by side condos with twin boat docks, walk, bikeride or drive to Cabana Beach Club. The beach club access comes with rental and the beach is beautiful, pool is...
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    About this property
    Beautiful duplex in Key Colony Beach. This home features 8 bed/4 bath being able to house 16 occupants. Upon entrance you walk into the ground level foyer that leads you to the second level main living area. The second level consists of a fully equipped kitchen, dining area, living area, full...
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    Key Colony Beach, Florida Keys 33051
    Holiday Rental House - 8 Bedrooms, 4 Bathrooms, Sleeps 16
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    Key Colony Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Patio
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    • Air Conditioning
    • Grill
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    • Waterfront
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located directly in the heart of Key Colony Beach with quick access to the Atlantic Ocean, or the Gulf of Mexico through Vaca Cut. This is a family, water-front home with 3 bedrooms, 3 full baths, and a private, heat optional pool. The upper level offers two master bedrooms with en suite...
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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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    Key Colony Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Heated)
    • Wi-Fi
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    • Waterfront
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    CANAL FRONT Elegance and Luxurious! Walk into a world of luxury. Brand new home, vaulted ceilings, Heated Pool with waterfall. Granite counter tops and all stainless appliances. Enclosed sunroom with daybed for additional sleeper. Sun room also offers a bar, ,breakfast table and sofa. Home offers...
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    Location Information
    Key Colony Beach, Florida Keys 33051
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Marathon Shores
    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Patio
    • Waterfront
    • Wi-Fi
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    • Cable/satellite TV
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Exclusive Sombrero Beach vacation retreat is new to the rental market and is located just up the street from one of the best beaches in the Florida Keys. Sombrero Beach is a large sandy beach that offers something for everyone in the family including playground, volleyball swimming and picnic...
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    Location Information
    Marathon Shores, Marathon 33050
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 10
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    P27 Sunsplash Paradise - Pool home with private beach access!1 / 25
    (2)Excellent
    Key Colony Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Waterfront
    • Grill
    • Washer
    • Wi-Fi
    • Private Outdoor Pool (Heated)
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    • Patio
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 December 2017
    This home was EXACTLY as described and pictured. Extremely clean and nicely furnished. It was very quiet and we were able to take a much needed RELAXING vacation! Nice pool...
    Reviewed 5 July 2017
    This home was exceptional and extraordinarily clean, clean, clean! The home was well equipped and I loved the furnishings, decor, beds, quiet atmosphere and I could go on! We...
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    About this property
    Now offering Private Beach Access! 'Sunsplash Paradise' is a dreamy three bedroom, two bath home located in a prestigious neighborhood on Key Colony Beach. But it’s more than that – it’s a place in paradise to create many happy, fun and sun-filled memories with family and friends. We wanted to...
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    Location Information
    Key Colony Beach, Florida Keys 33051
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Treasure Cove - 300' of Waterfront next to Sombero Beach1 / 72
    (1)Excellent
    Marathon Shores
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Waterfront
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Ocean Views
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 March 2018
    Absolutely beautiful! Couldn' have chosen a better place. Loved how cozy it was yet so spacious. House was spotless. You can tell the owner took the time to make this house a...
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    About this property
    Oceanside Home with 300 feet of waterfront. Dock your boat or boats or store a rented one at the house! 30 secs to open Atlantic Waters! Come and enjoy our little piece of paradise with beach cottage appeal & decor. Pool on the water & plenty of outdoor entertaining area & furniture! 2 blocks to...
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    Location Information
    Marathon Shores, Marathon 33050
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Key Colony Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Secure Parking
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    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Million Dollar View of the keys! One of only 6 condominiums in the complex that are ocean front and have the balcony off the living room! Spectacular view while cooking and watching tv. Family and couple friendly. The beach is only several feet away! You can snorkel right in front of the condo and...
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    Location Information
    Key Colony Beach, Florida Keys 33051
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Layton
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    • Hot Tub
    • Grill
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 3BR/2BA penthouse condo features a gourmet kitchen and a screened balcony with breathtaking water views. The ocean is just across the street and the coral reef is just minutes away. Cool tile floors and an inviting upscale décor make this an ideal Florida Keys getaway for a pair of families...
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    Location Information
    Layton, Long Key 33036
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    East Sister Rock Island1 / 12
    (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 16 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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    Location Information
    Marathon Shores, Marathon 33050
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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