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Holiday Rentals with Pools in Key Colony Beach, FL

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    1 / 96
    5 of 5 stars (7) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 47
    5 of 5 stars (3) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Washer
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    About this property
    It truly is One of the Best Private Beaches! Palm Trees, Tropical Plants, Sunshine will surround you in Paradise. Your White Sandy Beach is Private (not open to the public) with Lounge Chairs at the Beach and Pool. The property has a Tiki Hut at the waters edge where you can BBQ (the fish you... View all property information
    Location Information
    Key Colony Beach, Florida Keys 33051
    5 of 5 stars Reviewed 6 October 2014
    Key Colony Beach is a beautiful place to vacation. The condo is recently renovated, large enough for an active family of four, and equipped with everything we needed for a great...
    5 of 5 stars Reviewed 25 May 2014
    To put it briefly: always again vacations in this condo and booking from this owner of the condo. His service was excellent, he sent 2 weeks before all information via email which...
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    1 / 24
    3.5 of 5 stars (3) Average
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Outdoor Dining Area
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    About this property
    Half duplex located in prestigious Key Colony Beach. Tropical decor throughout. Located on a 100ft. wide canal with quick access to ocean. There is a concrete dock for your boat, and a great patio in the back. You are within walking distance to the "Cabana Club" , a private beach club with a... View all property information
    Location Information
    Key Colony Beach, Florida Keys 33050
    5 of 5 stars Reviewed 25 February 2016
    We have been renting this unit from Maria since 2004 and go 2x a year for 2 weeks at a time We love the neighborhood and the overall clean and tropical feel of this house. It...
    3 of 5 stars Reviewed 10 December 2014
    As described this is a 2 bedroom condo on the water in key colony beach. The condo was clean and on the water. It was however a condo in the keys with many issues; ice maker did...
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    1 / 23
    4.5 of 5 stars (13) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • x
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    About this property
    Welcome to our "Newly Constructed" Casa Mar Azul III, a "Brand New" upscale and luxurious 3 Bedroom, 2 Bath newer home with a private heated pool that sleeps 8 people and located at 260 Sadowski Causeway in Key Colony Beach. Do you prefer privacy and to be almost all alone on the beach?? Well we... View all property information
    Location Information
    Key Colony Beach, Florida Keys 33051
    4 of 5 stars Reviewed 6 June 2016
    This rental was super easy to find and we were impressed with the layout upon our arrival. Our rental slept the six of us with ample room. The kitchen was large and well...
    5 of 5 stars Reviewed 5 April 2016
    The house was great! The pool was lovely. Location is amazing. Marathon is great for day trips to Key West and all the wonderful things in Marathon. The community of Key Colony is...
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    1 / 8
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
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    • x
    About this property
    This deluxe two bedroom ocean view condo is located on Key Colony Beach, a small island paradise in Marathon in the heart of the Florida Keys. This unit is on the top floor of a three story building, with elevator. There are two screened sliding glass doors- one in the master bedroom and the other... View all property information
    Location Information
    Key Colony Beach, Florida Keys
    5 of 5 stars Reviewed 14 October 2015
    Very clean, nicely decorated. close to pool and beach, sunset park. Owner was great. well stocked kitchen and linens. Would stay there again.
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    1 / 22
    5 of 5 stars (1) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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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... View all property information
    Location Information
    Key Colony Beach, Florida Keys 33051
    5 of 5 stars 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 everything...
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    3 Bedrooms, 4 Bathrooms, Sleeps 9 | Quick View
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    • Wi-Fi
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    • x
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    About this property
    2600 SQ FT WATERFRONT HOME POOL HEAT. WAKE UP IN YOUR OWN SUNRISE PARADISE. HAVE COFFEE WHILE SITTING UNDER YOUR GAZEBO BY THE POOL. THIS CUSTOM BUILT, FULLY AIR CONDITIONED, VACATION HOME HAS ALL THE AMENITIES TO MAKE THIS THE MOST MEMORABLE VACATION YOU WILL EVER EXPERIENCE. VERY STYLISH,... View all property information
    Location Information
    Key Colony Beach, Florida Keys 33050
    1 / 20
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Luxury condominium in Key Colony Beach with the best panoramic ocean views! Nice furnishings, well equipped modern kitchen with stainless appliances. Washer, dryer, dishwasher, microwave, gas grill. Second story unit with 2 bedrooms, 2 baths. Both bedrooms have queen beds. Beautiful water views... View all property information
    Location Information
    Key Colony Beach, Florida Keys 33051
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    1 / 23
    5 of 5 stars (5) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Ocean Views
    • Air Conditioning
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    About this property
    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 where you can watch the beautiful sunsets. There's a children's playground and basketball courts also! This... View all property information
    Location Information
    Key Colony Beach, Florida Keys 33051
    5 of 5 stars 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. Very...
    5 of 5 stars Reviewed 24 July 2013
    Loved the house, well kept, clean and fun for all. The house is located in a nice neighborhood, quiet, and a short walk to the "inch beach" and "sunset park". Bring your boat...
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    1 / 50
    5 of 5 stars (13) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Wi-Fi
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
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    • x
    About this property
    $1,500 (Standard Rate for 2016) - additional rates apply to holidays and Lobster Weeks.ASK ABOUT REDUCED FALL RATES! (September 2016- December 17, 2016) Reduced rates do not apply to holiday weeks. PRIVATE-ON-SITE POOL, 45 FT DOCK, CABANA CLUB, GROUND LEVEL, CARPORT, W/D, BAIT FREEZER,OUTSIDE... View all property information
    Location Information
    Key Colony Beach, Florida Keys 33051
    5 of 5 stars Reviewed 9 November 2015
    We recently stayed at this location and were not disappointed. Enjoyed the pool,Cabana Club, fish lights and local parks, especially Sunset Park. Rental was clean, good HVAC, well...
    5 of 5 stars Reviewed 8 January 2015
    My family stayed in this beautiful home in December 2014. Great location with walking distance to Sunset Beach, quiet and friendly neighborhood, pool in the back yard, everything...
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Fantastic 2 bedroom, 2 bath condo resort. Enjoy the breathtaking view of the Atlantic Ocean from the patio just steps from the white sandy beach. Make sure you head out to the pier each evening at sunset to see picture postcard views. <BR><BR>This condo is fully equipped with two large bedrooms... View all property information
    Location Information
    Key Colony Beach, Florida Keys 33051
    1 / 44
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • x
    About this property
    Our waterfront Villa in Key Colony Key offers 4 gorgeous bedrooms, a small sitting room that doubles as a 5th bedroom with luxury queen sleeper sofa, 3 bathrooms, an oversized private pool, and your own boat dock. At 2,348 sq ft, this home comfortably sleeps 10 people and is a quick walk to the... View all property information
    Location Information
    Key Colony Beach, Florida Keys 33051
    1 / 20
    5 of 5 stars (8) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Internet Access
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    • Waterfront
    • DVD Player
    • Hot Tub
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Welcome to our Casa Mar Azul IV, our "Newest Vacation Home" that was just "Completely Renovated" to like new condition in August of 2013. This beautiful vacation home has 3 Bedrooms, 3 Baths and has a private heated pool that sleeps 8 people. Located at 161 10th Street in the west and newer side... View all property information
    Location Information
    Key Colony Beach, Florida Keys 33051
    5 of 5 stars Reviewed 24 April 2016
    Spent two weeks at CasaMar Azul 4. What a great time. House and property was very clean and well maintained. Owner is very responsive to any requests or issues. Spent first week...
    5 of 5 stars Reviewed 6 January 2015
    Just back from this home. Everything as described and more. So close to the quaint inch beach and sunset park. Dock directly in back perfect for relaxing. The owners were...
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    1 / 19
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Washer
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    • Waterfront
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    • Pet-friendly
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    • x
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    • x
    About this property
    Master Bdrm has a queen bed and attached Master Bath with Juccuzi tub. 1st guest bdrm has a queen bed. 2nd guest bdrm has 2 twin beds and an attached bath. 3rd guest bath in hallway. Very large kitchen with new granite countertops and glass tile backsplashes. New High Quality Island Furniture in... View all property information
    Location Information
    Key Colony Beach, Florida Keys 33051
    1 / 19
    5 of 5 stars (34) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
    • Air Conditioning
    • Grill
    • Satellite TV
    • Waterfront
    • Patio
    • Wi-Fi
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Welcome to Casa Mar Azul, an upscale and luxurious 3 Bedroom, 2 Bath newer home that sleeps 8 people and located at 600 10th Street in Key Colony Beach. just minutes to the Cabana Club with a beach on the Atlantic Ocean and huge pool. Do you prefer privacy and to be almost all alone on the... View all property information
    Location Information
    Key Colony Beach, Florida Keys 33051
    5 of 5 stars 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...
    5 of 5 stars 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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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Shared Outdoor Pool...
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    • Terrace
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    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,... View all property information
    Location Information
    Key Colony Beach, Florida Keys 33051
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Our place has recently been completely remodeled with updated baths and new furniture. We have a 38' dock and have the widest canal view in Key Colony Beach. Located across the street from a 9 hole golf course which costs about $13.00 to play a round of golf, we are also within walking distance... View all property information
    Location Information
    Key Colony Beach, Florida Keys 34134
    1 / 16
    4.5 of 5 stars (18) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • x
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    About this property
    Welcome to Casa Mar Azul Il, a newly renovated 2 Bedroom, 2 Bath vacation home that sleeps up to 6 people and located on 7th Street in Key Colony Beach right across the street from the Golf Course and just a 3 minute walk to the Cabana Club with the beach and pool. Key Colony Beach is a tropical... View all property information
    Location Information
    Key Colony Beach, Florida Keys 33051
    5 of 5 stars Reviewed 23 April 2016
    Just left this home after 7 days with spouse & friends. Hated to leave, would definitely stay here again. All the amenities, nice clean home. Easy access to Gulf or Atlantic. Boat...
    5 of 5 stars Reviewed 25 March 2016
    We have done this for a few years vacation in the Keys. This time we were the first time for 2 weeks in Marathon and it was the best ever holiday! The house can be reached on...
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    1 / 23
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    Welcome to Casa Mar Azul III, an upscale and Luxourious 3 Bedroom, 2 Bath 1/2 Duplex New Home with a private Heated Pool right located in Key Colony Beach. Key Colony Beach is a tropical island paradise, located in the Heart of the Florida Keys, with swaying palm trees and tranquil blue/green... View all property information
    Location Information
    Key Colony Beach, Florida Keys 33051
    1 / 33
    5 of 5 stars (18) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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    About this property
    Fish from our dock, one of the nearby piers or bridges, with a charter captain from the marina in walking distance or bring your boat and dock it right outside your door! Less than 10 minutes to open water in the bay. Come to our piece of paradise in Key Colony Beach. Everything you need to... View all property information
    Location Information
    Key Colony Beach, Florida Keys 33051
    5 of 5 stars Reviewed 5 December 2015
    We decided to do something different for Thanksgiving this year and rented this property for the week. The five of us drove down from the Atlanta area (about 12 hours). The...
    5 of 5 stars Reviewed 6 March 2012
    This half-duplex on a quiet canal is one of the most idyllic vacations we have ever had. The house is not new, but it is extremely well-cared-for. Fresh paint, good beds, lots...
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    About this property
    Getaway from it all in the Heart of the Florida Keys! Kick back and relax in our beautiful, two bedroom, two bath vacation home in Key Colony Beach. Enjoy the sunset as you sit on the covered deck and look out at Bonefish Bay. World-class fishing, lobstering, snorkeling, and diving are right... View all property information
    Location Information
    Key Colony Beach, Florida Keys 33040
    1 / 21
    5 of 5 stars (3) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • ?
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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... View all property information
    Location Information
    Key Colony Beach, Florida Keys 33051
    5 of 5 stars Reviewed 19 November 2015
    A beautiful home on the canal that is well furnished and very clean. A great place for adults to vacation since there are 4 beds/baths with privacy. And you can't beat the...
    5 of 5 stars Reviewed 1 October 2015
    There were 8 of us that stayed for 5 nights. It's great to rent a place that you don't have to stay for a week or more. This was perfect for us having 4 bedrooms with 4 bathrooms...
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    1 / 47
    5 of 5 stars (13) Excellent
    6 Bedrooms, 5 Bathrooms, Sleeps 14 | Quick View
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    • ?
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    • x
    About this property
    “Dive In to Open Water” our 3,600 sq.ft. 6 bedrooms, 4 baths Vacation Rental (can be split during non-peak periods) will surely please the most discriminating visitors. Located in the very desirable Key Colony Beach at MM54, on 10th Street, 2nd vacation home from the end of a lovely deep canal... View all property information
    Location Information
    Key Colony Beach, Florida Keys 33051
    5 of 5 stars Reviewed 3 May 2016
    This home is lovely. The decor is gorgeous. The kitchen is well equipped. There is everything one would need. We had no maintenance issues. My only concern is the lack of a...
    5 of 5 stars Reviewed 21 April 2015
    Excellently equipped duplex house in an excellent superb location This house had everything. We had a great vacation.
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    1 / 116
    5 of 5 stars (81) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
    About this property
    Welcome to "KEYS OCEAN DRIVE", the BEST rental LOCATION in KCB!!! Our address is 1038 W. Ocean Drive, KCB, FL 33051 (Mile Marker 53.5). We are located ocean side with quick & convenient boating access to gulf side (at the end of the 10th/11th Sts. 100' wide boating canal/Shelter Bay/Ocean thru... View all property information
    Location Information
    Key Colony Beach, Florida Keys 33051
    5 of 5 stars Reviewed 2 weeks ago
    Great location with excellent water access. House met our needs and we were quite satisfied with the experience. Really liked having the membership at Cabana Club. Access to...
    5 of 5 stars Reviewed 7 June 2016
    The property is clean, comfortable and in a great location. Every comfort of home is available in a great tropical location. The owners are committed to making your stay the...
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    1 / 17
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    "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 share our beautiful property with... View all property information
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    Key Colony Beach, Florida Keys 33051
    1 / 16
    5 of 5 stars (5) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Welcome to Paradise. This condo is in the heart of the Florida Keys just 50 miles north of Key West. It is a tropical haven with beautiful scenery. Our grounds are immactulately kept and our fully equipped condo has everything you will need for your vacation. Sit on the balcony and enjoy your... View all property information
    Location Information
    Key Colony Beach, Florida Keys 33051
    5 of 5 stars Reviewed 23 April 2015
    Fell in love with the Fl. Keys, Key Colony Beach and this condo! This condo is even better than the pictures. So Happy we found this condo online while planning our trip. This...
    5 of 5 stars Reviewed 28 May 2014
    My husband and I stayed here with our two boys ages 13 and 17. We all had an amazing time!! There is so much to do and see in the Florida Keys and the great thing about staying...
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    1 / 21
    5 of 5 stars (2) Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Private Outdoor...
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Key Colony Beach, Florida Keys 33051
    5 of 5 stars 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 us...
    5 of 5 stars Reviewed 7 November 2014
    Very impressive home, we stayed here in October, a group of 10 People family and friends. The house is truly amazing, the ocean front view is incredible. The home has top of the...
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    1 / 14
    5 of 5 stars (10) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    Amenities & Details
    • Private Outdoor...
    • Waterfront
    • Internet Access
    • Grill
    • Satellite TV
    • Washer
    • Air Conditioning
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Beautiful Key Colony Beach 5 Star rental. From the moment you pull up to the manicured grounds, and step into the light and open area, you know you are in for a great experience. This great 4 bedroom, 4 bath boasts open, ground level living with 3 bedrooms and 2 bathrooms upstairs with 1 bedroom... View all property information
    Location Information
    Key Colony Beach, Florida Keys 33051
    4 of 5 stars Reviewed 8 February 2016
    This house is as beautiful as the photos depict. The only issues we had was that the air conditioning was set so cold but this was rectified. EXTREMELY well equipped EXCEPT for a...
    5 of 5 stars Reviewed 2 March 2015
    Having just returned from our vacation, I had to write to let everyone know what an amazing trip we all had! This is our fifth time to The Keys and, definitely, our best...
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    1 / 12
    5 of 5 stars (8) Excellent
    6 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    Amenities & Details
    • Satellite TV
    • Hot Tub
    • Air Conditioning
    • Private Outdoor...
    • Waterfront
    • DVD Player
    • Washer
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Great 6 bedroom, 5 bath Keys Executive rental. This beautiful home is located in the prestigious Key Colony Beach community just minutes from the Vaca Cut Bridge and ready to begin your Keys vacation. Once you step into the living room and enjoy the spacious and tastefully furnished home with... View all property information
    Location Information
    Key Colony Beach, Florida Keys 33070
    5 of 5 stars Reviewed 18 January 2016
    This was our first family vacation in The Keys and this home (because it really felt like a home) was absolutely wonderful! Very spacious so even with 9 family members everyone...
    5 of 5 stars Reviewed 20 August 2014
    This is our 4th time renting at this house. And we just love it! We travel with extended family (3 couples and 3 children). The set up works so amazingly well. 6 bedrooms and 5...
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    1 / 21
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    Amenities & Details
    • Internet Access
    • Grill
    • Waterfront
    • Air Conditioning
    • DVD Player
    • Satellite TV
    • Washer
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Spectacular 2 story ocean front condo with heated pool and spacious grounds. Relaxing beach with tiki hut. Beach front deck with gas grills. First floor features a spacious living room with balcony that overlooks the heated pool, a fully equipped kitchen with breakfast bar and dining room. The... View all property information
    Location Information
    Key Colony Beach, Florida Keys