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Holiday Homes in Key Largo

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    Travellers to Key Largo are booking July dates now. Secure your holiday rental today, and have the perfect trip.
    21 Matching Rentals in Key LargoView all 309 rentals
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    Our Kozy Key - Paradise FUN at your door.1 / 45
    (22)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    LOOKOUT POINT - Wide Open Views, Beach & 30ft Dock1 / 27
    (17)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    BREATHTAKING,Updated,Spacious,Fishing Pier, Pools,Tennis,Ocean View,FREE Wi-Fi1 / 39
    (17)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Key Largo Vacation Condo1 / 7
    (4)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Sauna
    • DVD Player
    • Hot Tub
    • Cable/satellite TV
    • Children's Pool
    • Internet Access
    • Air Conditioning
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 October 2016
    Great condo, well equipped and beautifully done. Good location close to everything. Property has just finished being painted.
    Reviewed 31 January 2014
    We loved our stay in this condo. It is nicely furnished and decorated. Everything was clean, convenient and well stocked. The pool area was extremely nice. We went swimming...
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    About this property
    An exceptional vacation spot in beautiful Key Largo. This beautiful condo is on the Florida Bay side of Key Largo at Moon Bay Condos as featured on HGTV, just one mile from John Pennekamp State Park. The condo has just been completely remodeled and redecorated and unlike the other units in the...
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    Key Largo, Florida Keys 33037
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    PELICAN HARBOUR -Ocean Front, Dock & Private Beach1 / 14
    (13)Very good
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Patio
    • Air Conditioning
    • Parking
    • Cable/satellite TV
    • Grill
    • Waterfront
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 March 2016
    Stayed entire month of February. Great location on the water and our neighbors were all very friendly. Couldn't ask for a better setting and you won't find a better price in...
    Reviewed 5 February 2016
    Stayed the whole month of Jan. Great location and great view from property. Could not get more unless you spent a lot more money. Caught all sorts of fish from the bank. Being...
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    About this property
    PELICAN HARBOUR: Wide Open Ocean Views, with Cozy Trailer on Property... a 2005 Frontier, 25 FT. One Bedroom, One Bath..... PELICAN HARBOUR is a Great Property you are literally on the Water, step out and Wide Open Views, Exterior Stereo, Chaise Lounges, Seating Area and BBQ Outside (we do not...
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    Key Largo, Florida Keys 33037
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Key Largo Vacation Condo with Fantastic Bay View1 / 30
    (37)Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Internet Access
    • Air Conditioning
    • DVD Player
    • Waterfront
    • Children's Pool
    • Ocean Views
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 August 2016
    We loved the boat slip set-up, the Bay sunsets, the pool, the clubhouse, the tiki hut at the end of the dock, the 2 large bedrooms, the very comfy mattresses, and the owner's...
    Reviewed 7 May 2016
    I stayed in this condo for a week with my parents and my 2 year old. We loved it! The condo is VERY well equipped with any and everything that you could ever need, or...
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    About this property
    Bay front Vacation Condo in Key Largo, Florida. We book early so don't wait, beat the rest to one of the best and most reasonable, clean, and well appointed condos in beautiful Key Largo, Florida. We now Accept PayPal, at a small fee. Beautiful sunsets, water view from our balcony, private...
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    Key Largo, Florida Keys 33037
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Key Largo Villa - Beautiful Waterfront 3/2 + Den1 / 26
    (6)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    Amenities & Details
    • Air Conditioning
    • DVD Player
    • Washer
    • Internet Access
    • Cable/satellite TV
    • Grill
    • Waterfront
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautiful, waterfront house in Key Largo is our 2nd home. We are currently only looking for mid-to-long-term rentals (min. 3 months) beginning April 1. Enjoy watching breathtaking sunsets over the Bay from the 2nd floor balcony. A short canal leads you to tranquil Sexton Cove, with ocean...
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    Key Largo, Florida Keys 33037
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 9
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    PIRATE'S COVE - Ocean Front W/ 30Ft Dock Key Largo1 / 25
    (9)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Grill
    • Waterfront
    • Internet Access
    • Air Conditioning
    • Patio
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 May 2016
    Stayed here for 2 weeks and we couldn't have asked for a better location for peace and quiet. The accommodation was just beautiful and everything you needed to make our stay...
    Reviewed 4 May 2016
    This was a perfect getaway from the hustle and bustle of a big city, and we enjoyed our almost two-week stay immensely. The owner, Mr. Nestor Loredo, has put in much love...
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    About this property
    Enjoy your Own Private Secluded Retreat, PIRATE'S COVE....ONE BEDROOM KROFT, 40FT. PARK TRAILER, W/ THREE PULL-OUTS, ONE FULL BATH W/ADDITIONAL CONVERTIBLE BEDS. OCEAN WIDE-OPEN VIEWS, KEY LARGO, FLORIDA Enjoy your Own Private Secluded Retreat,PIRATE'S COVE ......One Bedroom w/...
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    Location Information
    Key Largo, Florida Keys 33037
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Tropical Cottage with  Boat1 / 9
    (2)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Patio
    • Air Conditioning
    • Washer
    • Grill
    • Cable/satellite TV
    • Waterfront
    • Internet Access
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 October 2015
    First of all I must say on entering the property we were really suprised on how spacious the house was, the photos dont do it justice.Great location right on the water, nice and...
    Reviewed 13 February 2014
    The house was located close to stores. The property manager was present when we arrived and made us feel comfortable with the house. We rented the boat and used it almost daily...
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    About this property
    Fantastic 3 Bedroom, waterfront home. House is located in Key Largo and has its own dock for swimming or boating. Centrally located for shopping , restaurants and all activities in Key Largo. The house can be rented with or without a 23 ft. Mako Center console. Boat is an extra $800.00 per week....
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    Location Information
    Key Largo, Florida Keys 33037
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Open for business after Irma.  Private home with Beach Access1 / 136
    (82)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Washer
    • Balcony
    • Patio
    • Grill
    • DVD Player
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    We had a family of five stay here. It was a good layout with 2 bedrooms and 2 bathrooms. We didn't spend a lot of time in the place as we were sightseeing. We did cook out one...
    Reviewed 4 weeks ago
    We stayed in Dan's vacation home for three nights in March 2018. As we had two kids and two couples with us, the layout of this home - two bedrooms with queen beds and a queen...
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    About this property
    We sustained minimal impact from Hurricane Irma and repairs are completed. Our hearts go out to all of those that have not been as fortunate as us. We are waiting to accept your booking. The Keys are open and the sun is shining. Rent with confidence. We have stilt home with newer roof and brand...
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    Location Information
    Key Largo, Florida Keys 33037
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Parking
    • Grill
    • Cable/satellite TV
    • Internet Access
    • Patio
    • Terrace
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Minimum Rental: 28 Days 'Twice the Charm' is a connvenient location in the Ocean Shores area of Key Largo. There’s easy ocean access from this 90' concrete dock. Water, electricity, fish cleaning station and gas barbecue grill are all handy. Not shown is the ice machine and bait freezer...
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    Location Information
    Key Largo, Florida Keys 33037
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    KEY LARGO YACHT CLUB 81 / 25
    (2)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Parking
    • Hot Tub
    • Grill
    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Internet Access
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 December 2014
    This place is a perfect place to check in for a stay in the Keys for. Dock with easy access to the channel for a day of fishing or diving. Easy clean up. Nice pool to take a...
    Reviewed 27 July 2013
    This condo was spacious, well maintained and included a host of community amenities. There was a pool, tennis and basketball court. It was centrally located to Key Largo, but...
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    About this property
    Minimum Rental: 28 Days ***** THIS UNIT IS CURRENTLY LISTED FOR SALE. WE ARE ONLY ABLE TO BOOK 1-2 MONTHS IN ADVANCE ***** 'Key Largo Yacht Club #8' is an exceptional 3 story townhouse located in a quiet oceanfront complex with heated pool and marina. Inspiring ocean views from two balconies...
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    Location Information
    Key Largo, Florida Keys 33037
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Licensed 2/2 Villa in Key Largo's Most Upscale Oceanfront Resort - Secured WiFi!1 / 114
    (6)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • DVD Player
    • Cable/satellite TV
    • Balcony
    • Parking
    • Internet Access
    • Hot Tub
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 September 2016
    We stayed here the first week of September and found the location conveniently located, well maintained and great value. Our 10 yr old daughter loved the oasis pool. We would...
    Reviewed 19 March 2013
    We were very pleased with our stay in this villa. Mariners Club is nicely landscaped, had wonderful pool, nice hot tub, and was a very safe area. It was a good location for Key...
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    About this property
    An island paradise situated in the heart of Key Largo, adjacent to John Pennekamp Coral Reef State Park and Molasses Reef. The property is located in Rock Harbor's most upscale neighborhood. The area has the distinction of being Key Largo's newest oceanfront gated destination, with no other private...
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    Location Information
    Key Largo, Florida Keys 33037
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Tropical Island Getaway-Keys1 / 15
    (14)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • Air Conditioning
    • Cable/satellite TV
    • Children's Pool
    • Waterfront
    • Wi-Fi
    • Ocean Views
    • DVD Player
    • Sauna
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 August 2017
    Owner was quick to respond and very nice to deal with. This condo is easy to find great key largo location. The condo is roomier than expected. We have 5 in our family and had...
    Reviewed 2 July 2017
    We spent a week here while attending my grand daughter wedding. this condo was very nicely decorated and furnished. Very clean. Beds were comfortable and linens were...
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    About this property
    A view of the pool off your patio and the Florida Bay sunset glows at your front door. Tropical breezes and gardens grace the gated condo community. Yes, laptops do work in the apartment! At Moon Bay condominium you will have the opportunity to relax in the heated pool, exercise in the tennis...
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    Location Information
    Key Largo, Florida Keys 33037
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 7
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    Families and Weddings Historic Shadow Point Estate1 / 82
    (17)Excellent
    6 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    Amenities & Details
    • Patio
    • Cable/satellite TV
    • Washer
    • Air Conditioning
    • Wi-Fi
    • Waterfront
    • DVD Player
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 July 2017
    We had a wonderful week at Shadow Point- there is something for everyone at this property. We had 13 familymembers ages ranging from 12 to 80 years old. The location of the...
    Reviewed 18 June 2017
    Our family rented Shadow Point for a week in June. We invited our four children, their spouse/ boyfriends, and our two young grandchildren. The houses and property make you...
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    About this property
    Why would anyone want to rent a house on a canal right next to other houses and no real place to swim when you could rent this private, secluded, stunning place surrounded on 3 sides by water? We have the most charming and spectacular and intimate property in Key Largo for your vacation rental....
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    Location Information
    Key Largo, Florida Keys 33037
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 16
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    Key Largo Paradise Point !!!!1 / 30
    (23)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Waterfront
    • Cable/satellite TV
    • Wi-Fi
    • Washer
    • Patio
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 January 2018
    We were looking for a quick getaway not too far from Ft Lauderdale to escape the bitter cold up north. This house was perfect! It was comfortable and well equipped and private...
    Reviewed 8 January 2018
    This is a very well kept property. We loved that we could park our boat on the canal in the back of the property. Very clean and nice beach-y feel throughout the whole property...
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    About this property
    This beautiful CBS construction- three bedroom / two bath home is located in a private, gated community with only 32 homes and has been completely renovated with new baths and kitchen, including granite counters and stainless steel appliances in a beautiful kitchen that opens to the dining and...
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    Location Information
    Key Largo, Florida Keys 33037
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Licensed 4/3.5 Villa - Areas Most Upscale Oceanfront Resort - Free Secure WiFi!1 / 46
    (8)Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Hot Tub
    • Washer
    • Air Conditioning
    • DVD Player
    • Grill
    • Cable/satellite TV
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 December 2016
    This was a dream come true! My husband, my 74 yr old mom w/ dementia, our 2 sons, and a son's girlfriend... 6 total. We had the time of our life! The home was very...
    Reviewed 20 August 2016
    Great place. Great location. Restaurants and grocery near by. Loved the pool area close to whatever u need. Nice layout. Plenty of room for 7 of us. ❤️❤️❤️❤️ Loved swimming w...
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    About this property
    An island paradise situated in the heart of Key Largo, adjacent to John Pennekamp Coral Reef State Park and Molasses Reef. The property is located in Rock Harbor's most upscale neighborhood. The area has the distinction of being Key Largo's newest oceanfront gated destination, with no other private...
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    Location Information
    Key Largo, Florida Keys 33037
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    Licensed 3/3 Waterfront Villa - Oceanfront Beach Resort - Fast & Secure WiFi!1 / 76
    (6)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Wi-Fi
    • Cable/satellite TV
    • Waterfront
    • Balcony
    • Air Conditioning
    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 August 2015
    Although we travel to The Keys on a pretty regular basis, this was the first time we opted to stay in Key Largo. The whole complex is well maintained. Some aspects of the...
    Reviewed 15 March 2015
    Beautiful location. Salt water lagoon for swimming and feeding fish located at the back door and outside the screened in porches. Two heated pools, one located steps away from...
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    About this property
    If you want to experience the true meaning of a Key Largo Island Vacation, then look no further than our spacious 3/3 Villa on the Ocean Side of the world famous Key Largo, Florida... ..The Dive Capital of the World! This villa is located inside Kawama Yacht Club, a beautiful Hawaiian Island style...
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    Location Information
    Key Largo, Florida Keys 33037
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Licensed New 3/3.5 Villa -  Key Largo's Most Upscale Oceanfront Resort - WiFi!1 / 84
    (14)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Washer
    • DVD Player
    • Hot Tub
    • Air Conditioning
    • Grill
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 January 2018
    The location was absolutely fantastic. The lagoon pool was just breathtaking I was a little disappointed that the waterfall at the grotto Jacuzzi was not up and running. It...
    Reviewed 2 December 2015
    We had a great time staying at this villa in Key Largo. The villa was very well equipped and the layout suited our party. We had a few issues however Fernandaz sorted...
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    About this property
    An island paradise situated in the heart of Key Largo, adjacent to John Pennekamp Coral Reef State Park and Molasses Reef. The property is located in Rock Harbor's most upscale neighborhood. The area has the distinction of being Key Largo's newest oceanfront gated destination, with no other private...
    View all property information
    Location Information
    Key Largo, Florida Keys 33037
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    Licensed 2 Bed Key Largo Villa - Oceanfront Beach Resort - Fast & Secure WiFi!1 / 27
    (4)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Grill
    • DVD Player
    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If you want to experience the true meaning of a Key Largo Island Vacation, then look no further than our spacious villa on the ocean side of the world famous Key Largo, Florida... ..The Dive Capital of the World! This villa is located inside Kawama Yacht Club, a beautiful Hawaiian Island style...
    View all property information
    Location Information
    Key Largo, Florida Keys 33037
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Licensed 2/2 W/Direct Ocean Views - Ocean Front Beach Resort - Fast Secure WiFi!1 / 29
    (7)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Balcony
    • Wi-Fi
    • Air Conditioning
    • Hot Tub
    • DVD Player
    • Washer
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 January 2015
    We couldn't have asked for a better vacation destination. So many nice restaurants in the area. The weather was perfect as well.
    Reviewed 20 May 2011
    The major issues on this trip was our state of mind! We needed to get away from the NJ snow and booked what we could find that was driving distance from Miami - - we had tix...
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    About this property
    Your vacation begins the moment you drive through our gatehouse entrance into our beautifully landscaped tropical grounds and enter your spacious 2 bedroom 2 bath suite. This unit is 'D-Model', the most requested and therefore the most difficult to reserve of the 4 condo layouts. The reason it is...
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    Location Information
    Key Largo, Florida Keys 33070
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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