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Vacation Rentals in Florida Keys, FL

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    1 / 14
    5 of 5 stars (20) Excellent
    Key West
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    1 / 17
    5 of 5 stars (25) Excellent
    Key West
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    1 / 14
    4.5 of 5 stars (27) Very good
    Key West
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    1 / 17
    5 of 5 stars (13) Excellent
    Key West
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    The Nassau Suite is one of the largest suites in The Bahama House. Featuring 2 King Bedrooms, 2 Bath and 2 Day-rooms with Futons. Quietly Tucked away in a world of it's own, yet literally only steps away from all that Key West has to offer. Whether your looking for a place to meditate or find an... View all property information
    Location Information
    Key West, Florida Keys
    5 of 5 stars Reviewed 8 February 2016
    This is a roomy two bedroom apartment, very clean and nicely decorated. You couldn't ask for a better location to all things around downtown Key West - one block off of Duval...
    5 of 5 stars Reviewed 3 February 2016
    This is a beautiful unit in a perfect location. There are 2 bedrooms with very comfortable beds, and two bathrooms. One bathroom is full size and the other is rather small, but...
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    1 / 55
    5 of 5 stars (6) Excellent
    Tavernier
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Waterfront
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    • x
    • x
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    • x
    About this property
    Its all about being newly renovated, on the top floor of the best building with the largest end unit with the most windows - twelve. You will have the most magnificent unobstructed ocean views from the living room, kitchen, master & guest bedrooms and balcony. This unit sleeps four adults, (the... View all property information
    Location Information
    Tavernier, Key Largo
    5 of 5 stars Reviewed 23 August 2016
    Beautiful property, very clean, and has a gorgeous view of the ocean.....from ALL ROOMS!!! Our stay was for a little over a week. The unit was ready to go with everything we...
    5 of 5 stars Reviewed 23 August 2016
    Just returned from a week in Key Largo and this rental condo was a perfect home base. Clean, comfortable and well appointed, this 2 bedroom/2 bath unit gave us all the space we...
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    1 / 20
    5 of 5 stars (16) Excellent
    Key Largo
    2 Bedrooms, 4 Bathrooms, Sleeps 4 | Quick View
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    • DVD Player
    • Air Conditioning
    • Patio
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    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. Also a third bathroom in the main area for your convenience. Fully equipped kitchen/dining room with a bar cabinet and a washer/dryer closet. For your outdoor... View all property information
    Location Information
    Key Largo, Florida Keys
    5 of 5 stars Reviewed 4 weeks ago
    I would recommend Casa Cayó To all my family and friends. We truly had a amazing time. The home is equipped with everything. We spent a lot of time outdoors cooking on the gas...
    5 of 5 stars Reviewed 18 August 2016
    Casa Cay is a stunning bungalow 50 yards from Florida Bay directly next to a small channel leading to the Bay. We had a splendidly lazy week of relaxation following a very busy...
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    1 / 22
    4.5 of 5 stars (13) Very good
    Islamorada
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Grill
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    • Pet-friendly
    • Child-friendly
    • ?
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    • ?
    About this property
    Located in beautiful Plantation Key, the first Island of Islamorada. An area of all waterfront homes <BR>Wifi, boat dock, trailer parking, and all amenities are included also, <BR><BR>Lovely Tiki Hut overlooking the water. Plus a huge covered entertainment area complete with dining areas, settee... View all property information
    Location Information
    Islamorada, Florida Keys
    5 of 5 stars Reviewed 6 June 2016
    Wonderful vacation nice, relaxing. I would definitely return. Charlie was very informative on where to go to eat. Locals were very nice too.
    4 of 5 stars Reviewed 16 October 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! :)
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    1 / 17
    5 of 5 stars (15) Excellent
    Tavernier
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
    • Waterfront
    • Balcony
    • Wi-Fi
    • Satellite TV
    • Washer
    • Hot Tub
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Ocean Pointe Suites is located directly on the Atlantic Ocean. This unit is completely renovated and is located in building 4 which is the most desirable building. Featuring magnificent ocean views from the living room, master bedroom and porch. This unit offers 1 King bed in master bedroom, 1... View all property information
    Location Information
    Tavernier, Key Largo
    5 of 5 stars Reviewed 4 weeks ago
    The property manager was very helpful. The property was recently remodeled and very clean. It was spacious enough for two couples. Two bathrooms were ideal since there were two...
    5 of 5 stars Reviewed 16 August 2015
    The apt. Was beautiful in an awesome location. Close to shopping areas. Marina was great. Fishing was awesome. There were lots of people diving. Lots to do too little time...
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    1 / 35
    Key Largo
    1 Bedroom, 1 Bathroom, Sleeps 6 | Quick View
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    • x
    • ?
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    • x
    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
    1 / 15
    5 of 5 stars (8) Excellent
    Marathon
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Satellite TV
    • DVD Player
    • Parking
    • Shared Garden
    • Air Conditioning
    • Balcony
    • Terrace
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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
    5 of 5 stars Reviewed 24 April 2016
    We traveled with our adult children and 2 grandchildren. Condo #33 has everything you need, and is roomy. Screened in balcony keeps and bugs that may be around outside. View is...
    5 of 5 stars Reviewed 18 August 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...
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    1 / 19
    5 of 5 stars (3) Excellent
    Islamorada
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Waterfront
    • Patio
    • DVD Player
    • Wi-Fi
    • Ocean Views
    • Children's Pool
    • Air Conditioning
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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
    5 of 5 stars Reviewed 5 May 2016
    This condo was to die for. The decor was fabulous and the location was perfect and close to many restaurants. The sunset from the balcony was breathtaking. The owner was a...
    5 of 5 stars Reviewed 6 April 2016
    Very nice, quiet, low key place to stay. Great location, in walking distance of many restaurants. Would love to stay again in the near future!
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    1 / 16
    4.5 of 5 stars (2) Very good
    Tavernier
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Ocean Views
    • Balcony
    • Washer
    • Central Heating
    • Hot Tub
    • Terrace
    • Grill
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Ocean Pointe Suite is located directly on the Atlantic Ocean. This unit is renovated and is located in building 1. Featuring beautiful views from the living room, kitchen and porch. This unit offers 1 King bed in master bedroom, 1 Queen bed in guest bedroom, a pull out queen sofa, 400 thread count... View all property information
    Location Information
    Tavernier, Key Largo
    5 of 5 stars Reviewed 4 days ago
    I chose this location for several reasons. We came here to attend a wedding in Key Largo, but I'm rather picky about the places I choose to stay. This place offers everything I...
    4 of 5 stars Reviewed 3 July 2016
    Ocean Pointe was exactly what we needed for our 5 day getaway with friends. The staff was very friendly and the condo was clean and has a kitchen equipped for cooking. The beds...
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    1 / 24
    5 of 5 stars (1) Excellent
    Marathon
    2 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • Washer
    • Patio
    • Satellite TV
    • Internet Access
    • Ocean Views
    • DVD Player
    • Waterfront
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    WIFI -3 LED 42' TV -DOC SPACE ROOM FOR TRALER PARKING All New Fans & new Lighting New Appliancess, Pets Allowed Enjoy Ocean Views and Tranquil Breezes from this fully equipped tropical 2/2 Vacation Home with Private Deep Water Dock Direct To The Ocean. This 1200 Sf Private Two Story Home Comes... View all property information
    Location Information
    Marathon, Florida Keys
    1 / 21
    5 of 5 stars (3) Excellent
    Tavernier
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
    • DVD Player
    • Hot Tub
    • Washer
    • Waterfront
    • Ocean Views
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    We are offering for rent our beautiful, 2/2 condominium located directly on the ocean in Key Largo (Tavernier), Florida. As this is an 'END' unit there are many windows that provide an open, bright feel and offer views of the ocean throughout. The elevator carries you quickly to our unit located... View all property information
    Location Information
    Tavernier, Key Largo
    5 of 5 stars Reviewed 1 May 2016
    We really enjoyed this condo and the owners are fantastic to work with. The condo complex is really well maintained and is located right where you want to be to enjoy the Florida...
    5 of 5 stars Reviewed 1 April 2016
    We come here every year for the month of January because we absolutely love this condo, the amenities in the gated community and the location which is perfect to enjoy all that...
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    1 / 24
    Cudjoe Key
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
    • DVD Player
    • Air Conditioning
    • Waterfront
    • Shared Outdoor Pool...
    • Wi-Fi
    • Ocean Views
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This luxurious home overlooking the Atlantic Ocean is part of Sunrise Beach Resort, an exclusive gated community built in 2007 with only 10 other homes. Our home is third from the waters edge facing Southwest. Lounge in your private hammock or enjoy the gorgeous tropical landscaping and cool... View all property information
    Location Information
    Cudjoe Key, Florida Keys
    1 / 13
    5 of 5 stars (10) Excellent
    Big Pine Key
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Air Conditioning
    • Satellite TV
    • DVD Player
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    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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
    4 of 5 stars Reviewed 2 weeks ago
    Charming tropical cottage feel, with a deck that looked out on canal. Key deer joined us daily and that was pretty cool. Great house for us, 2 couples and our boat! Fished...
    5 of 5 stars Reviewed 20 December 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...
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    1 / 31
    5 of 5 stars (2) Excellent
    Key Largo
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    About this property
    This condo is located on Mile 104 on one of the best areas of the Keys and just few miles of Pennekan Park and Harris Park. The Apartment has been redecorated and on floor 4 with spectacular views of the bay and stunning sunset. View all property information
    Location Information
    Key Largo, Florida Keys
    5 of 5 stars Reviewed 23 July 2016
    Great place for up scale family vacation. Tennis, basket ball, pool, ping pong, hibachi, private marina with fishing dock, walking and biking distance to restaurants and snorkle...
    5 of 5 stars Reviewed 28 January 2016
    Great design, great furnishings, comfy beds, modern and stylish! Lovely bathrooms too. I give the owner maximum credit for her interior design skills. We visited for a week...
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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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    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    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
    5 of 5 stars Reviewed 5 August 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 18 February 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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    1 / 9
    5 of 5 stars (3) Excellent
    Islamorada
    Private Room, 1 Bathroom, Sleeps 2 | Quick View
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    • Air Conditioning
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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
    Location Information
    Islamorada, Florida Keys
    5 of 5 stars Reviewed 26 May 2016
    I recommend this B&B to anyone who just wants a beautiful property to relax and enjoy the company of your significant other. The staff is very attentive and accommodating and the...
    5 of 5 stars Reviewed 9 September 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...
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    1 / 32
    5 of 5 stars (3) Excellent
    Key Largo
    1 Bedroom, 2 Bathrooms, Sleeps 5 | Quick View
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    • Pet-friendly
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    • Smoking allowed
    About this property
    Very spacious Houseboat. One bedroom with queen size bed. Very comfortable queen size pull out sleeper sofa, and extendable single sleeper Large closet and lots of storage space. Full bathroom, shower and bath towels, hand towels and washcloths. A fully equipped galley with all the comforts of... View all property information
    Location Information
    Key Largo, Florida Keys
    5 of 5 stars Reviewed 3 August 2016
    This is a great little houseboat, clean and comfortable. The owner is kind and responsive. I would highly recommend. There is a little bar and grill at the marina, it closes at 11...
    5 of 5 stars Reviewed 9 May 2016
    We couldn't stay longer but we wanted to. As you step inside you say to yourself, "Yes! This is do-able! I wanna LIVE here!" The boat is much roomier than you would imagine...
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    1 / 23
    5 of 5 stars (2) Excellent
    Key Largo
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
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    • Internet Access
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    • Waterfront
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    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Enjoy your own private paradise and have fun in the Keys! This beautiful, clean, spacious and airy vacation rental home is locate in Key Largo "Diving Capital of the World." Key Largo is the first island of the Florida Keys, south of the Florida mainland. The house has three wonderfully decorated... View all property information
    Location Information
    Key Largo, Florida Keys
    5 of 5 stars Reviewed 23 September 2014
    We had a great time. Loved the privacy. Neighbors were very friendly, even let us borrow their kayaks. Had plenty of room with 6 of us. One thing it needs is a tv in the master...
    5 of 5 stars Reviewed 8 August 2014
    My family and I had an amazing time here! The house was everything that we expected. I will definitely stay here again. The morning sunrise and evening sunsets were spectacular...
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    1 / 24
    Key Largo
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • Ocean Views
    • Internet Access
    • DVD Player
    • Air Conditioning
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    • Private Outdoor...
    • Satellite TV
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    It’s just what you need. Minutes from Miami, yet seemingly a world away. The vacation you deserve is waiting for you in this elegantly well-appointed ocean-side condominium. What's more we understand what you are looking for in a vacation rental. Enjoy the fresh feeling you experience when you... View all property information
    Location Information
    Key Largo, Florida Keys
    1 / 36
    5 of 5 stars (7) Excellent
    Marathon
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Ocean Views
    • DVD Player
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    • Satellite TV
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    • Waterfront
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Come to the Florida Keys and enjoy living in luxury at 'Blue Heaven'. There are blue skies, crystal clear blue water, calm tropical breezes at 'Blue Heaven' every day. This beautiful new three bedroom, three bath villa has 2,000 square feet on 2 levels with under cover parking. It is located in the... View all property information
    Location Information
    Marathon, Florida Keys
    5 of 5 stars Reviewed 27 July 2016
    I stayed in this condo for a week with my 3 children (ages 12, 19, and 20) and a friend and her child (age 20). The condo was located near all that we wanted to explore in...
    5 of 5 stars Reviewed 23 November 2014
    Really enjoyed this home, clean,secure, owner answered all questions in a timely fashion. Highly recommended!
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    1 / 17
    Marathon
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    No. 1 rated resort in Marathon Completely renovated w/ dock. We will be ready to take reservations for Thanksgiving. 3 bedrooms 1 King, 2 queens and a queen size sleeper. 2.5 bathrooms. Walking distance to Marathon and Key Colony activities. Representing a new concept that offers... View all property information
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    Marathon, Florida Keys
    1 / 22
    Key Largo
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Hot Tub
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    • Pet-friendly
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    • x
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    About this property
    Resort in Key Largo, located in the town of Tavernier, Florida, is at the southern tip of Key Largo island Enjoy a resort in southern Florida's subtropical zone, with easy water access, a hotel bar and restaurant, and fun Florida Keys town nearby. This location is keen for those who like to get out... View all property information
    Location Information
    Key Largo, Florida Keys
    1 / 27
    4 of 5 stars (1) Very good
    Big Pine Key
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Wi-Fi
    • Hot Tub
    • Private Garden
    • Patio
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    • Secure Parking
    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Located in the heart of the national key deer preserve this bright chalet style home with many windows, with very comfortable memory foam mattresses in all the beds, master room has a queen size bed with a 40' flat screen TV, and the guest room is equipped with a very sturdy wood bunk bed with a... View all property information
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    Big Pine Key, Florida Keys
    1 / 23
    4.5 of 5 stars (2) Very good
    Grassy Key
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    • Pet-friendly
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    • x
    • x
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    About this property
    Our charming efficiencies are located 50 yards from the Atlantic Ocean. All units are fully furnished with well-equipped kitchens, linens, and baths. Each efficiency has a small outdoor space sharing a front yard with tropical foliage, individual gas-BBQ grills, picnic tables, and umbrella's for... View all property information
    Location Information
    Grassy Key, Marathon
    5 of 5 stars Reviewed 14 April 2016
    We really enjoyed staying in this cozy apartment.The kitchen had everything we needed for cooking, the bed was comfortable, and the outside area was lovely. Hans responded...
    4 of 5 stars Reviewed 30 April 2014
    Our rental worked out great. We explored the Keys north and south from Marathon. Our "base" was attractive, clean, and thoughtfully equipped for our stay.
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    1 / 28
    Key Largo
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    About this property
    In the heart of tropical key largo, Port Largo Villas has an atmosphere of a 5 star resort with its own sandy beach and within walking distance to Marina Del Mar (305.451.4107 call Dock Master to reserve slip). For the water enthusiasts, it doesn't get any better for sportfishing, diving,... View all property information
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    Key Largo, Florida Keys
    1 / 24
    5 of 5 stars (2) Excellent
    Grassy Key
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • x
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    • x
    About this property
    Our charming efficiencies are located 50 yards from the Atlantic Ocean. All units are fully furnished with well-equipped kitchens, linens, and baths. Each efficiency has a small outdoor space that share a tropical front yard with individual gas-BBQ grills, and picnic tables with umbrella's for... View all property information
    Location Information
    Grassy Key, Marathon
    5 of 5 stars Reviewed 10 March 2015
    A very nice hideaway on Grassy Key - a cozy little studio for two- while it is located in a very quiet snowbird trailer park - it has a degree of privacy and all the amenities...
    5 of 5 stars Reviewed 12 June 2014
    We stayed for one week in January. We loved our one room efficiency with its beautiful art work and nice decor. The neighbors were great, the sunsets were awesome, the small...
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    1 / 16
    Key Largo
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Pet-friendly
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    • x
    • x
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    • x
    About this property
    Beautiful new 2015 mobile home on the water..... we have everything here ready for you to enjoy your vacation ...all you need is your tooth and your clothes.... we have two split system air conditioning units in the home, two brand new flat screen TVs.... beautiful backyard with outside dining,... View all property information
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    Key Largo, Florida Keys
    1 / 14
    Islamorada
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    Rental amount includes all fees boat dock fee.. This newly renovated modern 4th floor condo in a private gated community has a spectacular Florida Bay sunset view. Futura Yacht Club is just 68 miles south of Miami. Amenities include heated pool, screened in Lanai, 2 lighted tennis courts, and... View all property information
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    Islamorada, Florida Keys
    1 / 13
    5 of 5 stars (4) Excellent
    Key West
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Terrace
    • Wi-Fi
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    • Pet-friendly
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    • x
    • x
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    About this property
    Located in the heart of Duval St, this unique property offers a central location to the Key West landmarks and sights. Enjoy all Key West has to offer from a historic building with a private balcony overlooking Duval St. This property features a 1 bedroom with a king size bed, full bath and... View all property information
    Location Information
    Key West, Florida Keys
    5 of 5 stars Reviewed 8 August 2016
    Great Location, Great Space, Great amenities, Great balcony, and Great Owner...bed was comfy & bathroom had everything we needed...Thanks again!!
    5 of 5 stars Reviewed 11 July 2016
    Tom from Duval Balcony was wonderful. He communicated with me to confirm my visit and then to make arrangements to meet when it was time to check in. When we arrived he...
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    1 / 69
    4.5 of 5 stars (14) Very good
    Key Largo
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • x
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    • x
    About this property
    Clean one bedroom and one bathroom cottage. Full size kitchen ,dinning room, sleeping couch on family room. Cable and internet are included., great location walking distance to swim with the dolphins .and 2 mile to the world famous John penny Camp State National Park. close to restaurants and... View all property information
    Location Information
    Key Largo, Florida Keys
    5 of 5 stars Reviewed 30 December 2015
    I would recommend this bungalo to anyone. We just loved it here. It was worth coming down here for this place!
    5 of 5 stars Reviewed 27 April 2015
    This cottage house is excellent and Maria is outstanding! Loved staying here. Very reasonably priced! I was lucky to find this gem on a last minute whim to go to the Keys for a...
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    1 / 10
    5 of 5 stars (8) Excellent
    Big Pine Key
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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    • ?
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    • x
    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
    5 of 5 stars Reviewed 11 July 2016
    We rented this house from Captain Ron and had a great time. We brought a boat and were able to dock it in the canal with no problems. The house was outfitted with everything we...
    5 of 5 stars Reviewed 31 May 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 / 12
    5 of 5 stars (2) Excellent
    Duck Key
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
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    • Pet-friendly
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    • x
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    • x
    About this property
    SPA VILLA ON BLUE WATER CANAL FALL SPECIAL STAT 5 NIGHTS 6TH NIGHT FREE 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 Facility,... View all property information
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    Duck Key, Florida Keys
    5 of 5 stars Reviewed 24 May 2016
    This is a great place to spend a week. The unit is clean with a beach decor, accommodating four adults with no problem. The location is half way down the Keys so it was not too...
    5 of 5 stars Reviewed 17 November 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 / 36
    4.5 of 5 stars (9) Very good
    Key Largo
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Satellite TV
    • Children's Pool
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    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
    5 of 5 stars Reviewed 13 July 2016
    Would stay here again the owner was great to do business with. We loved the location the boat slip was convenient . The condo was super clean had everything we needed and more .
    5 of 5 stars Reviewed 13 August 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...
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    1 / 20
    5 of 5 stars (2) Excellent
    Marathon
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    Spacious 2 bedroom, 2 1/2 bath, 1400 square foot condo located on the Vaca Cut Beautiful open quiet waterfront location directly on the Gulf of Mexico at MM 53. This spacious 1400 sq. ft. unit includes 2 Bedrooms, 2 Full Baths, 1 Half Bath. New 42" flat screen T.V. in living room. King size bed in... View all property information
    Location Information
    Marathon, Florida Keys
    5 of 5 stars Reviewed 21 August 2016
    Best the Florida Keys has to offer. Wonderful and spacious 2 bedroom condo with plenty of room for 6. TV each bedroom and WIFI. 2 1/2 Bath made easier for everyone to get ready...
    5 of 5 stars Reviewed 6 August 2016
    The condo was fantastic, very clean and with all the amenities you needed, it felt really spacious and had a good layout. The wifi worked perfectly, which was important for our...
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    1 / 93
    5 of 5 stars (4) Excellent
    Key Largo
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    • Pet-friendly
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    • x
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    • ?
    About this property
    Our home is an approved and Licensed Monroe County Key Largo Vacation Rental and we are a member of the Key Largo Chamber of Commerce, for your security and peace of mind. Fully Furnished 3 Bedroom/3 Bathroom Florida Keys Home with private deep water canal dockage. Shopping and fine dining... View all property information
    Location Information
    Key Largo, Florida Keys
    5 of 5 stars Reviewed 3 days ago
    The house was beautiful and our time in there was just amazing. Sandra was very helpful and made us feel so comfortable in her home.
    5 of 5 stars Reviewed 12 August 2016
    we stayed there with family of 4, all adults for 3 days after a holiday in the caribes. The house is perfect with one double bedroom and two more bedrooms with at least 2...
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    1 / 21
    5 of 5 stars (1) Excellent
    Islamorada
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Ocean Views
    • Air Conditioning
    • Waterfront
    • Sauna
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    A Vacation Rental for View Lovers! FREE WIFI Best location in the complex. For two couples or a family with 2 kids. The two new extra long twin beds in 2nd bedroom convert to a comfy King Bed! Master bedroom has new king bed, ocean view and private bath. 2nd bathroom in hallway. This... View all property information
    Location Information
    Islamorada, Florida Keys
    5 of 5 stars Reviewed 10 July 2016
    Beautiful ocean views! Nicely decorated and well-cared for condo. We hope to return next year. We had everything we needed and felt like we were at home, a lovely relaxing home.
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    1 / 22
    Key West
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
    • Child-friendly
    • ?
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    • x
    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
    1 / 29
    4.5 of 5 stars (3) Very good
    Marathon
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Ocean Views
    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Ask About our Specials! Seaside Escape! Boater's Paradise! In the heart of the Florida Keys, "La Casita Sol" is on MM 52. "La Casita Sol" is a quaint 1/2 duplex canal home with 2 bedrooms and 1 bathroom that can comfortably accommodate 4-6 guests. 'La Casita Mar', it's sister vacation rental, is... View all property information
    Location Information
    Marathon, Florida Keys
    4 of 5 stars Reviewed 28 March 2016
    An extremely clean and comfortable venue to vacation. Spacious deck for outdoor dining, sunning and fishing. Beautiful view of the Atlantic. There were 4 of us in our family and...
    5 of 5 stars Reviewed 7 July 2015
    My husband and 3 girls aged 16, 14, and 10 stayed from June 13-28th. The house was immaculate, quiet, clean, and had all the necessities. The house is on a canal on the Atlantic...
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    1 / 11
    5 of 5 stars (4) Excellent
    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
    5 of 5 stars Reviewed 21 July 2016
    The Florida Keys is a big place, with literally thousands of places to stay between Key Largo and Key West. Nestled almost exactly in the middle, on a quaint little key called...
    5 of 5 stars Reviewed 31 December 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...
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    1 / 24
    5 of 5 stars (2) Excellent
    Key Largo
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    Key Largo, the first and northernmost of the Florida Keys, is the perfect destination for your next tropical escape! With gorgeous botanical scenery, white-sand beaches, and endless opportunity for fun water activities, you will constantly be amazed by the natural wonder of the area. Come... View all property information
    Location Information
    Key Largo, Florida Keys
    5 of 5 stars Reviewed 19 July 2016
    On the outside it looks like any mobile on the home; on the inside it has a delightful high-quality beach style. The location is great for John Pennekamp Coral Reef State Park...
    5 of 5 stars Reviewed 20 March 2016
    This home is comfortable and in a peaceful, quiet area. It is nicely furnished and we enjoyed spending time both inside and outside by the water. During our trip we needed to be...
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    1 / 24
    5 of 5 stars (1) Excellent
    Islamorada
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Terrace
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    • Pet-friendly
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    • x
    About this property
    This is a tropical vacation home away from home and is located in the heart of The Florida Keys. Perfect for families, couples, or a friends getaway. Our beautiful house has 3 bedrooms & 2 baths, and can sleeps 6 to 8 comfortably. It has a full kitchen with a spacious living room, plenty of... View all property information
    Location Information
    Islamorada, Florida Keys
    5 of 5 stars Reviewed 17 August 2016
    We just returned from a week at this house. We had a great time, it is really well equipped, nice to have lots of beach and bath towels, huge fridge and freezer, and the laundry...
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    1 / 10
    4.5 of 5 stars (3) Very good
    Key Largo
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • ?
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    • x
    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
    4 of 5 stars Reviewed 8 April 2016
    The house was just as seen on Trip Advisor post. We stayed for a week with our 2 boys (25 & 28) and our daughter 22 . We used the canoes every morning to fish and paddle the area...
    5 of 5 stars Reviewed 29 March 2016
    This was our families first trip to the Keys. We were absolutely impressed with this property. The game room was a big hit with kids and adults alike. The house was up to...
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    1 / 17
    4 of 5 stars (8) Very good
    Marathon
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
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    • ?
    • ?
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    • x
    About this property
    Top floor suite! Beautifully furnished condo overlooking the aqua-blue waters of the Gulf of Mexico! This 1,700 sq. ft. , custom decorated condominium offers a unique water vista from the living areas. The split floor plan provides privacy as the bedrooms are on each side of the living/dining area.... View all property information
    Location Information
    Marathon, Florida Keys
    5 of 5 stars Reviewed 4 weeks ago
    This was our second stay at this property. We loved the condo first time around and it was even better for this stay with improvements to the condo and all building works...
    5 of 5 stars Reviewed 26 October 2014
    Lovely, clean and well furnished condo with great view onto the Gulf. Condo was large with ample room for all six of us with screened verandah ideal for relaxing and watching...
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    1 / 7
    Tavernier
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    About this property
    This totally updated condo features full ocean views from almost every room. Watch the sun rise from the balcony as you enjoy your morning coffee. Enjoy an evening cocktail out on the jetty. Take it easy by the pool or enjoy the water sports and fine local seafood restaurants in the area. The... View all property information
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    Tavernier, Key Largo
    1 / 25
    Key Largo
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Ocean Pointe Suites is a secluded resort overlooking the Atlantic. A great getaway for families or couples. You relax in a gated community located on 67 acres on the Southern tip of Key Largo, in the quiet town of Tavernier. Our property is managed by Tony 954.410.3241 and Ana 954.410.0308. THE... View all property information
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    Key Largo, Florida Keys
    1 / 13
    4 of 5 stars (6) Very good
    Key Largo
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • Patio
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Listen to the tropical songbirds at sunrise. Walk to John Pennekamp Park. Get away from the hustle and bustle of South Florida. This property is nicely landscaped with palms and flowers and has a water view. There is a neighborhood park 100 meters away with water access for kayaking , swimming,... View all property information
    Location Information
    Key Largo, Florida Keys
    4 of 5 stars Reviewed 20 June 2016
    This is the first time we have rented a house when traveling. It was a fantastic decision, and this house was almost perfect for our big family. There are 2 bedrooms with...
    4 of 5 stars Reviewed 29 May 2016
    We were herev with family. 4 People with enough room to sleep for everybody. The House is clean and after a small talk with the owner, he didnt know the washmaschine wouldnt work...
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    1 / 15
    5 of 5 stars (4) Excellent
    Key West
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    • Pet-friendly
    • Child-friendly
    • ?
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    • x
    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
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    Key West, Florida Keys
    5 of 5 stars Reviewed 9 March 2016
    First time renting from Trip Advisor. The entire process went very smooth & would definitely recommend it. Stayed at this location for a week with spouse and another couple...
    5 of 5 stars Reviewed 18 March 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...
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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.

    Florida Keys attractions and activities

    From phenomenal scuba diving and snorkeling to world-class ocean sportfishing and flats fishing to eco-tours and sunset watch parties, the Florida Keys has something for everyone. Each section of the Keys has its own unique attractions. In Key Largo, visit John Pennekamp Coral Reef State Park, a spectacular undersea park. In Islamorada, the Theater of the Sea Marine Mammal Park, offers opportunities to swim with dolphins and other creatures. At Marathon’s Crane Point, you can hike through a preserved tropical hardwood grove. In the Lower Keys, beach enthusiasts love the Bahia Honda State Park with its white sandy beaches. Key West is home to the Ernest Hemingway Home and Museum, the Key West Butterfly & Nature Conservatory and Mel Fisher’s Maritime Heritage Museum.

    Live like a local in a Florida Keys rental

    A vacation rental allows you the freedom to pursue the Florida Keys getaway perfect for you and your family. You’ll have ample space to store your fishing equipment, scuba and snorkeling gear, beach toys and other necessities for a great beach vacation. When it’s time to dine, a fully equipped kitchen allows you to save money and prepare a delicious meal that might even include the big fish you caught earlier in the day. With a vacation rental in the Florida Keys, you can stop imagining what it’s like to live there and actually do it for a short time.

    Florida Keys vacation rentals for families

    From Key Largo to Key West, we have an inventory of vacation rentals ideal for family getaways. We’ve got plenty of low-cost, budget-helping rentals that will allow you to spend money on things like swimming with dolphins or scuba diving instead of on a pricey hotel room.

    Saving money on Florida Keys vacation rentals

    Obviously, you want the best deal available to stay within your budget. Whether you want an amenity-rich beachfront estate home, a condo affording stunning sunset views or a cozy cottage or cabin, we have special deals and discounts in every price range.