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House Rentals and Vacation Home Rentals in Florida Keys, FL

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    Travelers to Florida Keys are booking March dates now. Secure your vacation rental today, and have the perfect trip.
    1 / 5
    4 of 5 stars (3) Very good
    Key West
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 17
    5 of 5 stars (16) Excellent
    Key West
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    1 / 16
    5 of 5 stars (12) Excellent
    Key West
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 11
    4.5 of 5 stars (9) Very good
    Key West
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    About this property
    Tropical 2 bedroom, 2 bath Key West Condo. Large balcony overlooking pool. Full kitchen and living room with all the amenities of home. Large heated pool and Jacuzzi. Tennis court and gym. Washer and dryer in unit. Great condo complex on quiet side of island. Located 1 mile from Smathers... View all property information
    Location Information
    Key West, Florida Keys 33040
    4 of 5 stars Reviewed July 28, 2015
    Everything you need, easy to get around island. Quiet, no view of water. Great place for the price. I would stay here again.
    4 of 5 stars Reviewed March 25, 2015
    The people who work on property were very friendly. The main areas in the condo were very clean. The guest bath could have been cleaner. The kitchen had everything you would need...
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    1 / 20
    5 of 5 stars (4) Excellent
    Key Largo
    2 Bedrooms, 4 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Charming and secluded CBS construction seaside cottage with all of the comforts. Two bedrooms each with queen size bed and private bath. In addition, there is a queen size Murphy bed in the living room with privacy enclosures for the kids, if needed. Also a third bathroom for your guests. Fully... View all property information
    Location Information
    Key Largo, Florida Keys 33037
    5 of 5 stars Reviewed 3 weeks ago
    We stayed for 8 wonderful days. Everything about this lovely house led to a relaxing stay, from the location and outside space to the soft furnishings and comfortable beds. We...
    5 of 5 stars Reviewed December 7, 2015
    The cottage was perfect, clean and beautifully decorated. Everything we needed was available. The outdoor kitchen was used everyday. The location was quiet and a short walk to the...
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    1 / 17
    5 of 5 stars (9) Excellent
    Big Pine Key
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    REEL PARADISE, located in Big Pine Key, Florida Keys offers a large open format Keys retreat with vaulted ceilings. 3 bedrooms – King bed master suite – Queen bed master suite and two full beds in a spacious third bedroom, 3 baths, large kitchen, dining room, family room, sitting area, large... View all property information
    Location Information
    Big Pine Key, Florida Keys 33043
    5 of 5 stars Reviewed August 5, 2015
    This is a great place to enjoy the lower keys. Extremely clean and well appointed. We stay there as often as we can. I can't wait to go back.
    5 of 5 stars Reviewed February 18, 2015
    The first thing that stood out was how clean this place is. Everything is spotless and well organized. A binder was provided with menus, helpful hints about the community and...
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    Key Largo
    1 Bedroom, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    Our Private Bay Front Key Largo Cottage is our home away from home. Located in Kings Kamp RV park, we have Spectacular Views of Florida Bay as we are 25′ from the waters edge. Our Large Kitchen and Living area are all one with central air conditioning. The 12’x15′ Screened porch with Hammock is... View all property information
    Location Information
    Key Largo, Florida Keys 33037
    1 / 9
    5 of 5 stars (2) Excellent
    Key Largo
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    This spacious 2/2 has a giant deck for lounging with pool, shuffleboard and horse shoes on property. Boat slips available and just 10 minutes by boat to the reef. Walk to Sharkeys pub for some awesome food. Dive and Charter boats are just 5 minutes away on foot! This is THE place to stay in Key... View all property information
    Location Information
    Key Largo, Florida Keys 33037
    5 of 5 stars Reviewed November 13, 2015
    Booked this location for an event that took placed in the Keys for that weekend. Before entering the unit the customer service that I received from Cecil was superb. He not only...
    5 of 5 stars Reviewed June 10, 2015
    My husband, my mom, my stepdad and myself stayed at this condo for two nights in May. It was absolutely perfect! The condo itself is clean and spacious and there is a very nice...
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    1 / 29
    5 of 5 stars (22) Excellent
    Islamorada
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    About this property
    House, 2 Bedrooms + Convertible Bed(s), 2.5 Baths (Sleeps 5) Islamorada home set in OceanFront gated community with swimming pool and private boat dock This charming home has 2 Bedrooms, 2.5 Bathrooms, A/C, Granite work tops, modern stainless steel appliances. Open porches and balconies, rich... View all property information
    Location Information
    Islamorada, Florida Keys 33036
    5 of 5 stars Reviewed August 20, 2014
    We fell in love with the villa the minute we walked in through the door. Everything was immaculate and extremely welcoming. The owner had thought about everything and the box of...
    5 of 5 stars Reviewed June 30, 2014
    This was the perfect place for a relaxing vacation with my extended family. The location was great, and close to all Islamorada has to offer. The pool was so nice, overlooking the...
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    Tavernier
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Its all about being on the top floor of the best building with the largest 'end unit' with the most windows (12). You will have the most magnificent unobstructed ocean views from the living room, kitchen, master & guest bedrooms and balcony. This unit sleeps four adults with one King bed in master... View all property information
    Location Information
    Tavernier, Key Largo 33070
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    1 / 24
    5 of 5 stars (13) Excellent
    Tavernier
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Come enjoy all that the Florida Keys has to offer in this 'home away from home' Your reservation includes so many amenities! Great for a quick get-away or Mini-vacation! Located in the prestigious Hammer Point community, this water front home is a treasure! With its crystal clear waters and... View all property information
    Location Information
    Tavernier, Key Largo 33070
    5 of 5 stars Reviewed December 18, 2015
    We stayed here for three nights in December. Migdy is the best. Manatees visited us at the dock. All conveniences of home are here. Nice restaurants in the area, but the house...
    5 of 5 stars Reviewed December 9, 2015
    My mom daughter and I spent 5 amazing days here, and we did not want to leave. Midgy was great about giving us all the info we needed to get around the area.. The house is...
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    1 / 11
    4.5 of 5 stars (3) Very good
    Marathon
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Situated on at natural Key's sandy sunning beach a scant few feet from the water's edge looking out to the Atlantic Ocean you'll find three of the most enchanting 'honeymoon-type' Cottages in the Florida Keys. Made from Dade County Pine with vaulted beam ceilings these beach bungalows offer... View all property information
    Location Information
    Marathon, Florida Keys 33050
    5 of 5 stars Reviewed December 31, 2015
    A somewhat eclectic cottage flair with a nice solid sandy beach right outside the door. This place is a lovely place to lay out on the beach or find solace on the cottage front...
    4 of 5 stars Reviewed December 21, 2015
    We really liked the house. It had everything one needs and the bed was very comfortable. The privacy is nice. All the little touches made our stay. We didn't have coffee and they...
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    1 / 24
    5 of 5 stars (6) Excellent
    Key Colony Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Key Colony Beach house (duplex) description SPECIAL rate of $999.00 for 4 guests (may have 6, $10 per extra person per day, 6 max total) Valid for Spring and Fall (except Thanksgiving), Summer is $1100 per week, Please check calendar for open weeks.Weekly rental, Saturday-Saturday, excluding... View all property information
    Location Information
    Key Colony Beach, Florida Keys 33051
    4 of 5 stars Reviewed September 21, 2015
    We stayed at this wonderful home for a week , but wished it was longer ,the home provided us with a perfect taste of life in the keys , The home was clean comfortable and very...
    5 of 5 stars Reviewed May 27, 2015
    We are a family of 5 that stayed at Dee's home for a family vacation. I can say that we were fully satisfied with the property and had a terrific vacation based in part to our...
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    1 / 12
    5 of 5 stars (1) Excellent
    Duck Key
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    SPA VILLA ON BLUE WATER CANAL FEBRUARY 5 TO FEBRUARY 14 AVAILABLE $295 NIGHTLY Nestled within the charming island resort of Hawk's Cay Escape to your very own Tropical Paradise in the heart of the Florida Keys. Although we are not affiliated with Hawks Cay Resort the Marina, Spa, Dolphin... View all property information
    Location Information
    Duck Key, Florida Keys 33050
    5 of 5 stars Reviewed November 17, 2015
    Beautiful condo with high end furnishings, pictures on here not do justice to how nice this condo is. I could not be happier that we rented this condo unit instead of the resort...
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    1 / 10
    5 of 5 stars (7) Excellent
    Big Pine Key
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    This 2 bedroom 2 bath ground level home with a glassed in Florida room, is on a boating canal with only 1/4 mile to open water. In five minutes at idle speed you have immediate access to the Atlantic or the Gulf of Mexico via Bogie Channel. The Canal has 50 feet of concrete seawall with bumpers... View all property information
    Location Information
    Big Pine Key, Florida Keys 33043
    5 of 5 stars Reviewed July 30, 2015
    This was our first experience renting a house for our vacation instead of a hotel AND one of our best vacation decisions we've ever made. The house was great and Captain Ron and...
    5 of 5 stars Reviewed May 31, 2015
    My husband and I came to Big Pine Key for a second honeymoon. We immediately fell in love with the house and the atmosphere. Very clean and cozy! We had a fantastic time and...
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    1 / 17
    5 of 5 stars (2) Excellent
    Islamorada
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    About this property
    The house is perfect for those traveling with different age groups, in-laws, teenagers or 2 families. The house is extra clean and has modern furnishings. It has 3 bedrooms, 2 baths. Upstairs there are 2 bedrooms, 1 bath with a new leather couch that pulls out to a queen size bed. Downstairs an... View all property information
    Location Information
    Islamorada, Florida Keys 33036
    5 of 5 stars Reviewed September 21, 2015
    Awesome house. Modern furnishings makes this rental a standout. Being able to keep your boat here is a real plus. Fast access to the reefs for some amazing diving. The local...
    5 of 5 stars Reviewed September 10, 2015
    This home was perfect! From the amazing sunsets at the private beach to the tiki hut on the dock at the house. The owners were so accommodating and answered all of our questions...
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    1 / 19
    5 of 5 stars (1) Excellent
    Islamorada
    3 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Luxurious end unit in Bay Harbour with a boat slip. Upon entering the unit you are greeted with the tranquil views of the harbor and ocean. Enjoy the ocean breeze from the large screen porch. Beautiful Bay Harbour gated condo community on lower Matecumbe, mm 74 1/2. Enjoy the sunrise or sunset... View all property information
    Location Information
    Islamorada, Florida Keys 33036
    5 of 5 stars Reviewed September 19, 2015
    We spent Labor Day weekend at this condo (Friday through Tuesday) and had one of our most memorable vacations with our adult kids! The condo is beautiful and large, with excellent...
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    1 / 20
    4 of 5 stars (4) Very good
    Key West
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Come down and take part in in Key West's many fishing tournaments! No docking fees at this condo where you can park your boat in the spacious lot and keep your car covered in your reserved spot under the building. Make memories the whole family will cherish in this great family friendly condo in... View all property information
    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed February 10, 2014
    I hosted a bachelor/bachelorette party the weekend of Dec 28th and I stumbled on this space while i was searching. Everything on Duval was booked and around $1300-$1500 for 2...
    5 of 5 stars Reviewed October 25, 2013
    A very nice accommodation. Very well thought out and presented. Faultlessly clean and well maintained. Pauly was quite kind and took great pains to ensure our complete...
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    1 / 46
    4.5 of 5 stars (10) Very good
    Matecumbe Key
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Beautiful two story home ......four bedroom three baths.....on your private white sandy Beachfront property with large pool facing the ocean. First floor is independent with a very large one bedroom, bar with wine cooler full bath, living, dinning and new kitchen. The covered patio is huge at... View all property information
    Location Information
    Matecumbe Key, Florida Keys 33036
    5 of 5 stars Reviewed November 10, 2015
    Having this much private sandy beach front was a rare treat. We have stayed in some beautiful homes in the past 14 years in the Keys, but this was the first with so much sandy...
    5 of 5 stars Reviewed January 19, 2015
    I don`t know what place the last reviewer stayed at? It wasn`t here! This house was spectacular from the moment we arrived! The house and grounds were immaculate and clean, no...
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    Big Pine Key
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    PEAK A BOO BAY VIEWS & QUICK ACCESS TO THE OPEN WATERS; GULF & OCEAN. Very Clean 2 bedrooms, 2 bath home with over sized master bdrm & bath. Cathedral ceiling in spacious living room that includes a queen size sleep sofa. Home is bright & airy. Wide, open covered deck with wrap around walkway.... View all property information
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    Big Pine Key, Florida Keys 33043
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    1 / 9
    5 of 5 stars (2) Excellent
    Islamorada
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    This wonderful room opens up into a garden with a water pond. It includes a/c, coffee maker, TV, free WiFi, heat, microwave, refrigerator, shared bath with one other couple. Pool on premises. Close proximity to the beach. Includes full breakfast.LOCATED IN A QUIET, SECLUDED, TROPICAL SETTING YET... View all property information
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    Islamorada, Florida Keys 33036
    5 of 5 stars Reviewed September 9, 2015
    Enjoyed my 2 night stay. Bombay room was quiet, uniquely furnished, clean, and well-air conditioned. Refreshing pool and nice seating areas with plantings, water features, and...
    5 of 5 stars Reviewed July 26, 2015
    This cute place was a perfect stop on a little crawl down the keys I planned for me and my mom. I loved the garden and rooftop patio. Very good service and hosts. Thank you Mrs...
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    1 / 4
    5 of 5 stars (1) Excellent
    Marathon
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Ocean View Cottages (3) Sea Horse, Horse, Periwinkle 2 bedroom - 2 bath These are ocean view cottages perched in the air 12 feet on pilings open to fabulous views. With a full gourmet kitchen and great attention to detail, this cottage has a warm feel at home ambiance. Kick back and enjoy the... View all property information
    Location Information
    Marathon, Florida Keys 33050
    5 of 5 stars Reviewed March 5, 2014
    This was our second time staying at Conch Key Cottages. It is small enough to make you feel welcome and at home. Everything is clean and updated. The larger elevated cottages...
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    1 / 37
    5 of 5 stars (5) Excellent
    Islamorada
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Thank you for considering Our home in the Florida Keys!... Our slice of Paradise! Stay at a Luxury Townhome The Community is located in the upper keys which is best known for it's crystal blue water where you can enjoy sport fishing, snorkeling, diving and boating. Spectacular views of the... View all property information
    Location Information
    Islamorada, Florida Keys 33036
    5 of 5 stars Reviewed September 4, 2015
    We spent spring break at this property and it was wonderful! Not only were the owners responsive and helpful, providing local suggestions, etc. the condo was beautiful and had...
    5 of 5 stars Reviewed July 28, 2015
    The condo was very beautifully furnished. The kitchen had everything we needed. The pool at the complex was really nice. The beach was small but the snorkeling there was great...
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    1 / 24
    4 of 5 stars (1) Very good
    Key Largo
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Private, immaculately maintained 3 Bedroom 2 bath Waterfront Home. Enjoy the 14' x 20' Tiki Hut overlooking 2 canals, mature tropical landscaping, and nature. Enjoy a 42'' Flat Screen TV, Cable, DVD, Stereo/CD player, IPOD Docking, WIFI, and 2 ceiling fans. The ultimate family and couples vacation... View all property information
    Location Information
    Key Largo, Florida Keys 33037
    4 of 5 stars Reviewed October 2, 2015
    This is a very comfortable home, especially for two couples. Small children could fit in the third bedroom but it's not comfortable for adults. The home has a large...
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    1 / 12
    5 of 5 stars (1) Excellent
    Tavernier
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    'Welcome Aboard the 'Sea Biscuit' as we say here at Mangrove Marina, located in the northern end of Islamorada in Tavernier at Mile Marker 91.7 on the Bay side in a protected tranquil oasis cove of the beautiful Florida Keys. Our 'Aqua Lodges' are a boat lovers dream with all the comforts of home,... View all property information
    Location Information
    Tavernier, Key Largo 33070
    5 of 5 stars Reviewed June 27, 2015
    If your looking for the BEST get a way come to the Aqua lodge. Heidi who runs the vessels is sooooo accommodating. The boathouses are clean, comfortable and have all the amenities...
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    1 / 19
    5 of 5 stars (6) Excellent
    Islamorada
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    No short term stays (under 28 days) Vacation in Paradise!!... you will love this fun filled, relaxing townhouse in the beautiful Florida Keys. The Executive Bay Club is located in Islamorada, the Sport Fishing Capital of the World. It is a private, gated community and the grounds have 2 tennis... View all property information
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    Islamorada, Florida Keys 33036
    5 of 5 stars Reviewed 3 weeks ago
    We had very nice time staying in Ana's townhouse in Islamorada. It is nicely decorated, well equipped, comfortable and spotlessly clean. There is more than enough room for a...
    5 of 5 stars Reviewed August 28, 2015
    My husband, our three boys (21, 15, 12) and myself stayed in this property as a respite after visiting the parks in Orlando. The house is comfortable, well equipped and looked...
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    1 / 22
    4.5 of 5 stars (12) Very good
    Islamorada
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    About this property
    Located in beautiful Plantation Key, the first Island of Islamorada. An area of all waterfront homes Wifi, boat dock, trailer parking, and all amenities are included also, Lovely Tiki Hut overlooking the water. Plus a huge covered entertainment area complete with dining areas, settee and gas... View all property information
    Location Information
    Islamorada, Florida Keys 33037
    4 of 5 stars Reviewed October 16, 2015
    What a great little spot! Was quiet and very peaceful. Clean and cozy! Had everything we needed. Will be back to Stay again soon! :)
    5 of 5 stars Reviewed August 27, 2015
    From the moment we arrived, I knew I had found the perfect spot. Our apartment was very clean, the kitchen was well stocked, the A/C had already been turned on and the apartment...
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    1 / 15
    5 of 5 stars (2) Excellent
    Key Largo
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Beautiful 2 bedroom, 2 bathroom Conch House located minutes from Pennekamp State Park. Fully equiped modern kitchen, spacious living area. Two comfortable decks for leisure and entertainment. Hot and cold outdoor shower. Steps away from home owner's park complete with covered picnic area, sandy... View all property information
    Location Information
    Key Largo, Florida Keys 33037
    5 of 5 stars Reviewed January 10, 2015
    We thoroughly enjoyed our holiday stay in the Keys So Happy house. It’s a wonderfully restored and appointed mid-century cottage with private access to Largo Sound and proximity...
    5 of 5 stars Reviewed March 23, 2014
    Charming bungalow...great outdoor deck and patio... Fully equipped...easy access to shopping restaurants and nightlife...highly recommend
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    Marathon Shores
    6 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    This private vacation home is situated at a great location close to the middle of Marathon with just a lovely short walk or bike ride to the famous Sombrero Beach. 6 bedroom/ 3 bathroom with comfortable and inviting coastal designed decor. Attention to detail with fine linens and beach towels. 2... View all property information
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    Marathon Shores, Marathon 33050
    1 / 23
    5 of 5 stars (1) Excellent
    Little Torch Key
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    3 bedroom, 2 full bathroom, 1 outdoor shower, Sleeps 8 This three bedroom home boasts of many special features and offers a perfect location. The unit can sleep 6-8 . Laying at the corner of Dolphin Marina and Little Palm Island you'll vacation in one of Key's finest neighborhoods. A 60 second... View all property information
    Location Information
    Little Torch Key, Florida Keys 33043
    5 of 5 stars Reviewed August 7, 2014
    This home is clean, very comfortable and well equipped. It has a charming island decor that really lends to the atmosphere and everything is well planned. You can enjoy a drink...
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    1 / 10
    5 of 5 stars (4) Excellent
    Marathon
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Luxurious direct bayfront townhome with dock, upgraded unit. best location in the 50's overlooking large green yard and open bay with slip in front. 3 bedroom, 2.5 bath. Built in 2006. gated waterfront community. Dock for 32 ft boat, beautiful pool, mins to ocean through vaca cut. 1 king, 1... View all property information
    Location Information
    Marathon, Florida Keys 33050
    5 of 5 stars Reviewed August 12, 2015
    it was just a great place , we just loved it there , the location to all , the pool and marina was just great , and the sunsets with a drink were just wonderful.
    5 of 5 stars Reviewed July 3, 2014
    This was my second rental through Keys Caribbean . Excellent Price, excellent service, excellent location . A hidden jewel in Marathon.
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    1 / 15
    5 of 5 stars (7) Excellent
    Marathon
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    When you arrive, you know you've come somewhere very special. This condo has the most spectacular views of the the Atlantic Ocean and a pristine heated pool. Located on Coco Plum Beach in Marathon, Florida Keys, you're in a secluded yet central base for all Keys sightseeing and activities, if you... View all property information
    Location Information
    Marathon, Florida Keys 33050
    5 of 5 stars Reviewed August 18, 2015
    We had a great time on our first family vacation to the Keys. Marathon is perfectly situated right in the middle. Lots to do right in Marathon. A visit to the Sea Turtle...
    5 of 5 stars Reviewed August 15, 2015
    Although this condo is perfect for a family vacation, I stayed there with several girlfriends and it could not have been more appealing. The facilities are pristine, stocked with...
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    1 / 14
    4.5 of 5 stars (8) Very good
    Key West
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Large 3 Bedroom, 2 Bath OCEANFRONT condo. Breathtaking views of the Atlantic from every room. Tropical landscaped property with large heated pool and Jacuzzi. Just steps to Smathers Beach which has swimming, jet skis, parasailing, etc. Fully appointed condo with all the amenities of home at... View all property information
    Location Information
    Key West, Florida Keys 33040
    4 of 5 stars Reviewed February 9, 2015
    Loved the condo! Besides a few minor issues the place was everything it promised and more. Nicely and comfortably decorated with lots of room (there were 6 adults). The balcony...
    5 of 5 stars Reviewed December 29, 2014
    The condo comfortably fit out family of 5. It had lovely ocean views, homey updated decor, a pool & jacuzzi, while walking distance to Smather's Beach equipped with all kinds of...
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    Islamorada
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Lower Matecumbe Key condo description Welcome to paradise! This beautiful three bedroom, two and a half bath end unit condominium sleeps 6 people. Master bedroom has a king bed with direct access to the water front balcony. Second bedroom has a queen bed and the third has two twin beds. Brand new... View all property information
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    Islamorada, Florida Keys 33036
    1 / 19
    5 of 5 stars (1) Excellent
    Islamorada
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Beautiful / tropical decorated one bedroom, one bath water front condo in Summer Sea Condominiums located at Mile Marker 88.5 Bayside Islamorada, FL. Bayside means amazing open water views & world famous Florida Keys sunsets from your own private balcony overlooking the Florida Bay. You can also... View all property information
    Location Information
    Islamorada, Florida Keys 33070
    5 of 5 stars Reviewed January 1, 2016
    I was already familiar with the building,boy have they done beautiful landscape upgrades!The condo has spectacular views,couldn't be better!.everything you could want/need is in...
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    1 / 30
    5 of 5 stars (2) Excellent
    Key West
    2 Bedrooms, 3 Bathrooms, Sleeps 5 | Quick View
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    About this property
    You are downtown with a pool at Flip Flop Retreat- just 2 blocks from Duval Street in a quiet poolside condo in Truman Annex. We have 33 all 5 Star Reviews on a competing website- our guests are very pleased with their vacations. You are in Old Town for convenient entertainment, shopping,... View all property information
    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed January 4, 2016
    My wife and I along with our son and daughter have been travelling to Key West for several years now and the past few we have stayed at the Flip Flop. As of now I can not think...
    5 of 5 stars Reviewed December 15, 2015
    My husband and I stayed here from 12/5-12/2015. Flip Flop was immaculate, perfectly located in Old Town Key West and well furnished. The owner took all of the steps to make...
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    Key Largo
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Our property, private deep water canal dockage, and underwater lighting. These beautifully decorated homes also offer two Association parks with beaches, pavilions and two private boat ramps. Shopping and fine dining nearby. Easy ocean and back country fishing from our back yard. Key west is a... View all property information
    Location Information
    Key Largo, Florida Keys 33037
    Islamorada
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    This beautiful villa has all new furnishings and is located in the exclusive oceanfront gated community of Angler's Reef in Islamorada at Mile Marker 84. Angler's reef is a luxury retreat resort framed by mangroves and the clear waters of the Atlantic ocean with 52 colonial detached villas set... View all property information
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    Islamorada, Florida Keys 33036
    1 / 59
    5 of 5 stars (8) Excellent
    Key Largo
    3 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
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    About this property
    Villa Beautiful Summer Gate away, Paradise in the Keys. Are you looking for a Summer Gateaway, for a peaceful island type vacation Villa, Look no further. Villa (Non-Smoking villa) in Key Largo is the place for you. Enjoy your own private paradise and have fun in the Keys! Located in a private... View all property information
    Location Information
    Key Largo, Florida Keys 33037
    5 of 5 stars Reviewed February 17, 2015
    Stayed here for two weeks with another couple and we all enjoyed ourselves very much. The house is a very pleasant place and was ideal for 2 couples. Enjoyed sitting on the...
    5 of 5 stars Reviewed March 15, 2014
    My boyfriend and I had the privilege of staying at this spacious home for a week last summer. It was exactly what we were looking for in a vacation rental. The home is warm and...
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    1 / 12
    5 of 5 stars (7) Excellent
    Big Pine Key
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    A quite, private, waterfront residence in the lower Florida Keys, the American Caribbean. Decorated in Nautical and Tropical décor. Undeveloped property on one side and across the canal. On a boating canal with dockage for your boat, Free launching at the nearby marina and space for your boat... View all property information
    Location Information
    Big Pine Key, Florida Keys 33043
    5 of 5 stars Reviewed December 20, 2015
    My wife and I were looking for a place on the water that was quiet, comfortable and inexpensive. Captain Ron provided all of that and more. The house is the perfect getaway and...
    5 of 5 stars Reviewed June 5, 2015
    Everything that is promised by the landlord was delivered. The house was very clean, comfortable, & is located in a quiet neighborhood. We loved having accommodations that...
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    Key Largo
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    This fully furnished 4 Bedroom, 3 1/2 Bath Canal Front Home is the ideal Escape to Paradise. One thing that cannot be seen through photos is the amount of privacy this location has, at the end of the Cul-de-sac with the canal and mangroves surrounding the home. Double Boat Dockage, Large Tiki Hut... View all property information
    Location Information
    Key Largo, Florida Keys 330037
    Key Largo
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • x
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    About this property
    Our property, private deep water canal dockage. This beautifully decorated home also offer two Association parks with beaches, pavilions and two private boat ramps. Shopping and fine dining nearby. Easy ocean and back country fishing from our back yard. Key west is a short scenic hour and half... View all property information
    Location Information
    Key Largo, Florida Keys 33037
    Key West
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    WELCOME to our beachside condo in Key West. Our terrace directly overlooks Smather's Beach and is the focal point of our home; watch the sunrise with coffee; watch the kids on the beach and the parasailors fly by; have a private sunset dinner; enjoy a late night drink and watch the cruise ships... View all property information
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    Key West, Florida Keys 33040
    1 / 17
    2 of 5 stars (1) Poor
    Tavernier
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • x
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    About this property
    'Welcome Aboard the 'Sea Biscuit'' as we say here at Mangrove Marina, located in the northern end of Islamorada in Tavernier at Mile Marker 91.7 on the Bay side in a protected tranquil oasis cove of the beautiful Florida Keys. Our 'Aqua Lodges' are a boat lovers dream with all the comforts of home,... View all property information
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    Tavernier, Key Largo 33070
    1 / 6
    4.5 of 5 stars (3) Very good
    Key Largo
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Escape to Key Largo's ultimate weekend or vacation getaway ~ the best Inn in the Florida Keys. Located directly on the Atlantic Ocean, in unspoiled Largo Sound. Offering the best access to the finest of Florida Keys charter fishing, Everglades's excursions, Eco-tours, snorkeling and scuba diving.... View all property information
    Location Information
    Key Largo, Florida Keys 33037
    5 of 5 stars Reviewed June 5, 2015
    one of the nicest place&staff i have ever rented hope to go back soon and visit gilda & crew DANNY&SHIRLEY TRY IT YOU WILL LIKE IT DANNY
    4 of 5 stars Reviewed March 7, 2015
    We truly enjoyed our stay at the Flats. Tucked away off the beaten track, it was a nice quiet spot with a beautiful waterfront (not an ideal spot for swimming but great for...
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    Key West
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    The Space Fully renewed, beautiful colors and large spaces. The affordable luxury in downtown Key West. Two blocks from the Ocean, two minutes walk to watch the beautiful Key West Sunset. Guest Access You take over the full house, deck, balcony, large living-room, kitchen, garden and the best... View all property information
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    Key West, Florida Keys 33040
    1 / 25
    5 of 5 stars (4) Excellent
    Tavernier
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    This property is located on a very unique spot. Very private. Too perfect to describe. .During the day you could sunbathe while fishing for snappers, tarpon and lobsters from your private dock. Later on you may want to jump in for a swim or cruise the area on the kayak At early evening you may... View all property information
    Location Information
    Tavernier, Key Largo 33070
    5 of 5 stars Reviewed July 3, 2013
    Stayed here to celebrate my 63rd birthday by doing some fishing and diving in the keys. Mr. and Mrs. Gomez are so nice and they really care. Mrs. Gomez made me the most...
    5 of 5 stars Reviewed May 13, 2013
    We stayed at this perfectly unique location for one delighfully lazy week in May. We were looking for a spot that would be quiet, offer views and water access, allow our dog space...
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    1 / 15
    5 of 5 stars (3) Excellent
    Key West
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Upper Duval is the best! A few steps away from the Southernmost pt & beaches,great restaurants,art galleries, Louies backyard,and Blue Heaven. A few more steps from Mallory sq, Sloppy Joes, Smokin tuna, the pier restaurants, entertainment day and night. Have the best of both worlds, be in the... View all property information
    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed March 18, 2015
    Wonderful location. Delightful owners. Relaxed and comfortable. Pool area great...sun if you want it and shade if you need it. Would definitely recommend to friends and will stay...
    5 of 5 stars Reviewed March 2, 2015
    My wife and I stayed in Shelley's Rooftop Hideaway for the entire month of February. It was fantastic, and we had a great time in Key West, due in no small part to the location...
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    1 / 26
    5 of 5 stars (1) Excellent
    Cudjoe Key
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Dock you boat or jet skis behind this nicely decorated 2 bedroom 2 bathroom(sleeps up to six people) on a deep water canal just a stone's throw from the open water of the Atlantic Ocean. On-site amenities include an 80 foot heated swimming pool, seperate pool for the kiddies, jacuzzi, marina, boat... View all property information
    Location Information
    Cudjoe Key, Florida Keys 33042
    5 of 5 stars Reviewed October 25, 2014
    Awesome Cudjoe Key get a way. Good sized personal dock behind the house for my boat and great Atlantic Ocean access, was in deep water in about 10-15 minutes. Good fishing off the...
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    1 / 36
    4.5 of 5 stars (8) Very good
    Key Largo
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    Amenities & Details
    • Balcony
    • DVD Player
    • Waterfront
    • Washer
    • Sauna
    • Wi-Fi
    • Outdoor Dining Area
    • Terrace
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Smoking allowed
    • Elder access
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    About this property
    Updated and comfortable 2 bedroom, 1 and 1/2 bath condominium in Moon Bay Resort in beautiful Key Largo, Florida. Pool, tennis court, marina with boat slips and clubhouse are just some off the amenities. This property has a sunset view of Blackwater Sound from the balcony which also overlooks the... View all property information
    Location Information
    Key Largo, Florida Keys 33037
    5 of 5 stars Reviewed August 13, 2014
    We stayed here with our children and had a great time. The condo is older--one of the natives said it was one of the oldest on Key Largo--but you couldn't tell it. The property...
    5 of 5 stars Reviewed June 2, 2014
    Our Trip was amazing!! During the crazy christmas season it was so nice to get away and enjoy a relaxing vacation with friends. The condo we stayed at was very well kept and...
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    Florida Keys Vacation Rentals

    Relaxing in a hammock under a swaying palm tree. Sipping a margarita. Enjoying a cheeseburger in paradise. Life in the Florida Keys is unique, laid-back and fun. Spending your stay in a cramped, sterile hotel room just doesn’t seem to fit the lifestyle. You should consider a vacation rental. We’ll help you find special deals on beach houses, condos, townhouses, cottages and cabins in a variety of settings in Key Largo, Marathon, Islamorada, Big Pine Key and the Lower Keys, Key West and other locales. Better still, you’ll have lots of space to spread out and relax as well as a fully-equipped kitchen where you can fix the perfect margarita.

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