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Pet Friendly Holiday Rentals in Key Colony Beach

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    Travellers to Key Colony Beach are booking July dates now. Secure your holiday rental today, and have the perfect trip.
    22 Matching Rentals in Key Colony BeachView all 86 rentals
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    Great Fishing Right Off the Dock!!1 / 22
    (6)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    New 4 bedroom,4bath in Beautiful Key Colony Beach1 / 21
    (5)Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Great Summer Rental! 400 4th St. Key Colony Beach1 / 11
    (7)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Beautiful Single Family Home in Key Colony Beach!1 / 22
    (1)Excellent
    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 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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    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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    Key Colony Beach, Florida Keys 33051
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Dog-friendly half-duplex w/ a 30-ft dock including Cabana Club pool and beach1 / 24
    (1)Average
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Waterfront
    • Air Conditioning
    • Cable/satellite TV
    • Patio
    • Grill
    • Parking
    • 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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    Key Colony Beach, Florida Keys 33051
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Key Colony Beach Tropical Pool Home-Booking for Spring/Summer & Winter Holidays1 / 25
    (6)Excellent
    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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    Key Colony Beach, Florida Keys 33051
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 9
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    You Should Have Seen the One That Got Away!1 / 33
    (23)Excellent
    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 25 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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    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Hot Tub
    • Washer
    • Internet Access
    • Air Conditioning
    • Waterfront
    • Patio
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This bright and spacious Key Colony Beach home is the perfect oceanside getaway! Complete with 35 feet of dock, and access the local Cabana Club, you're sure to relax here. One dog companion (under 30 pounds) is also welcome aboard for an additional nightly fee. A stay in this dreamy abode grants...
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    Key Colony Beach, Florida Keys 33051
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 7
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Air Conditioning
    • Washer
    • Patio
    • Ocean Views
    • Cable/satellite TV
    • Internet Access
    • DVD Player
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If you imagine singing along to Jimmy Buffet with your toes in the sand, you will love the lifestyle of Key Colony Beach. Fishing and boating abound in this tropical paradise. Not to mention the delicious seafood restaurants available in town. Whether the purpose of your trip is to spend time with...
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    Key Colony Beach, Florida Keys 33051
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
    • Parking
    • Air Conditioning
    • Wi-Fi
    • Patio
    • Private Outdoor Pool (Unheated)
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Exclusive Key Colony Beach home with heated pool and dock, just off of mile marker 53. Enjoy some of the Keys' best fishing. Shopping, groceries and dining are just a short drive away, or venture off to Key West, which is 53 miles south. Or soak up the sun at the sandy beach with tiki hut and...
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    Key Colony Beach, Florida Keys 33051
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • DVD Player
    • Air Conditioning
    • Waterfront
    • Cable/satellite TV
    • Internet Access
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Savor the beauty of the Florida Keys in this charming waterfront, dog-friendly, Key Colony Beach home complete with a screened-in porch, fish cleaning station, and 60-foot dock for parking your boat after a day on the water. It also includes passes to a local private beach and access to the Cabana...
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    Key Colony Beach, Florida Keys 33051
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Parking
    • Wi-Fi
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautiful million dollar plus home is located at 220 15 Circle in a very exclusive area of Key Colony Beach. It is available Sat to Sat. This fantastic community is one of the most unique places in the world. The gem clear waters are the home of an almost endless variety of fish and marine...
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    Location Information
    Key Colony Beach, Florida Keys 33051
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Dog-friendly half-duplex w/ 30-ft dock - access to shared pool & beach1 / 30
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Patio
    • Cable/satellite TV
    • Waterfront
    • Washer
    • Air Conditioning
    • Grill
    • Internet Access
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 July 2017
    GREAT PLACE! Boat parking out back door. Relaxation at its best. Bicycle paths through community. Beach, pool, bars. Fully furnished kitchen, beach and bath towels, clean linens...
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    About this property
    For a luxurious paradise retreat, look no further than this dog-friendly home in Key Colony Beach. With a 30-foot dock and access to The Cabana Club with a shared pool, beach, and more, it's the ultimate getaway! Located in Key Colony Beach, this duplex home is on a canal that leads out to the...
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    Key Colony Beach, Florida Keys 33051
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Dog-friendly beach home w/ a swimming pool, 75-foot dock, and ocean access!1 / 31
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Waterfront
    • Grill
    • Internet Access
    • Air Conditioning
    • Patio
    • Washer
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    When you're ready for a paradise escape, this dog-friendly Key Colony Beach home features a swimming pool, a 75-foot dock, and plenty of room for relaxing and entertaining. This home is located right on the water in Key Colony Beach in the popular Florida Keys - a tropical destination for sport...
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    Key Colony Beach, Florida Keys 33051
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Washer
    • Waterfront
    • Cable/satellite TV
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    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Make your next vacation one to remember with this incredible canalside home in the Florida Keys! With a private 37.5-foot dock and access to both the Cabana Club and Inch Beach, this dog-friendly duplex has plenty to offer! Your home is right on the canal for easy ocean access. Thanks to the...
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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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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Private Garden
    • Wi-Fi
    • Parking
    • Grill
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come and enjoy our open, airy, tropical pool home in the “Jewel of the Florida Keys”, Key Colony Beach. This quaint Keys style home has original pine wood ceilings throughout with an open layout that makes it warm and welcoming for entertaining family and friends. You are just minutes from your...
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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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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • Waterfront
    • Washer
    • Internet Access
    • Patio
    • Cable/satellite TV
    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This bright bayfront half-duplex offers water views, central A/C, and access to the Cabana Club where you'll find a shared pool and a private beach! You can even bring your dog for a small additional nightly fee. Located just off East Ocean Drive, guests may enjoy the private beach and pool at the...
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    Key Colony Beach, Florida Keys 33051
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Grill
    • Waterfront
    • Internet Access
    • Cable/satellite TV
    • Washer
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    With a 60-foot dock right on the canal and access to the nearby Cabana Club's shared pools and private beach, this dog-friendly bungalow is perfect for your next getaway to sunny Florida! Located in Key Colony Beach, this home for six is located on a canal, with swimming and fishing available in...
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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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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Waterfront
    • Internet Access
    • Cable/satellite TV
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    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Bright and airy, this Key Colony Beach vacation offers 35 feet of personal dock space for guests who believe the only way to get away is by boat. If your buddies happen to be a canine pals, two are welcome to tag along, as this home is dog-friendly to pups under 30 pounds (a nightly fee applies)....
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    Key Colony Beach, Florida Keys 33051
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
    • Washer
    • Grill
    • Cable/satellite TV
    • Waterfront
    • Patio
    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If you're headed to Florida for your next vacation, come stay in this comfortable duplex, featuring gorgeous bay views, a 30-foot dock, and Cabana Club passes for shared pool and private beach access. Bring your group of up to eight (and the family dog, too!), and revel in the versatility of this...
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    Key Colony Beach, Florida Keys 33051
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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