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Florida Keys House Rentals

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    1 / 23
    5 of 5 stars (4) Excellent
    Key West
    Studio / 1 Bathroom / Sleeps 2
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    $176
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    1 / 24
    5 of 5 stars (1) Excellent
    Key West
    Studio / 1 Bathroom / Sleeps 4
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    $1,325
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    1 / 19
    5 of 5 stars (3) Excellent
    Islamorada
    1 Bedroom / 1 Bathroom / Sleeps 3
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    $6,847
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    1 / 17
    5 of 5 stars (2) Excellent
    Key West
    2 Bedrooms / 3 Bathrooms / Sleeps 4
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    About this property
    30 DAY MINIMUM RENTAL OLIVIA COTTAGE Recently featured in Coastal Living's 'Guestbook' column, this charming Old Town house has recently been completely and tastefully renovated by its owners. Located just across the street from Key West's historic city cemetery, truly a tourist attraction in our... View all property information
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    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 9 August 2013
    Don't reserve at Olivia Cottage . . . because you may prevent us from doing so. We have traveled the world to just about every 5 star hotel of interest, and Olivia Cottage is the...
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    1 / 26
    4 of 5 stars (1) Very good
    Tavernier
    4 Bedrooms / 3 Bathrooms / Sleeps 10
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    • Balcony
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    About this property
    MINIMUM STAY: 29 DAYS NEW RENTAL OPPORTUNITY! This magnificent home is located at the mouth of a wide canal in Plantation Key and offers phenomenal open water views. The furnishings are new and provide a comfortable and extremely inviting living environment. This 4 bedroom 3 bath single... View all property information
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    Location Information
    Tavernier, Key Largo 33070
    4 of 5 stars Reviewed 27 December 2014
    We rented for the month of November with 9 people in our party. The property and home are beautiful but we unfortunately did not have a very good experience withKeys Holiday...
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    1 / 27
    Islamorada
    Studio / Sleeps 4
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    • Air Conditioning
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    • Dryer
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    • Private Outdoor...
    • Washer
    • Waterfront
    • Wi-Fi
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    About this property
    With the weather getting hotter, the water is once again the place to be in South Florida. Fortunately, you'll barely have to venture out your back door to take a soak while vacationing at this quaint oceanfront conch house. Located on Islamorada's Lower Matecumbe Key, near mile marker 76, this... View all property information
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    Islamorada, Florida Keys 33036
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    $12,743
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    1 / 19
    4.5 of 5 stars (5) Very good
    Duck Key
    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    • Air Conditioning
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    • Private Outdoor...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • x
    About this property
    Private residence on Duck Key. 2 bedrooms and 2 baths upstairs with a seperate one bedroom one bath apartment downstairs. Apartment has own kitchen and family room. Private dock with heated pool. Ocean kayak and fishing rods included. Catch tarpon right off the dock. House extensively... View all property information
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    Location Information
    Duck Key, Florida Keys 33050
    5 of 5 stars Reviewed 10 October 2014
    Stayed at Key Breeze with some old friends for a week of fishing. As the one that booked it, I came away a hero. The house was just perfect for our needs. Clean and up to date...
    3 of 5 stars Reviewed 5 February 2014
    We didn't realize the strength of the current behind this house when we booked it. Swimming is next to impossible and the fishing wasn't that great. We ended up renting boats for...
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    $6,626
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    1 / 20
    5 of 5 stars (3) Excellent
    Key West
    3 Bedrooms / 4 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Dishwasher
    • Grill
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    • Private Outdoor...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
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    • Elder access
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    About this property
    30 DAY MINIMUM RENTAL Welcome to Casa Alegria! An extended vacation at this Bahamian style conch house is sure to bring you happiness and joy! As you approach the front of the house you'll notice ample off-street parking on either side (a rarity in Old Town!) as well as an easy place to park... View all property information
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    Location Information
    Key West, Florida Keys
    5 of 5 stars Reviewed 26 September 2014
    We felt grateful to have the opportunity to experience this historic home in Key West. It is conveniently located to restaurants and attractions. The home itself is beautifully...
    5 of 5 stars Reviewed 20 July 2014
    We were delighted when we entered this lovely house. Very "Key West," just what we were looking for. The house was clearly updated with high-quality finishes and in impeccable...
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    1 / 24
    Key Largo
    4 Bedrooms / 4 Bathrooms / Sleeps 10
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    • Balcony
    • Grill
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
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    • Pets allowed
    • Smoking allowed
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    • x
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    • x
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    About this property
    MINIMUM STAY: 28 DAYS Exceptional single family home designed for tropical living - charming interior and extraordinary outdoor living areas. Open concept living area on the middle level of the home offers a formal dining with 8 chairs and 3 bar stools at the kitchen counter. There is a large... View all property information
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    Location Information
    Key Largo, Florida Keys 33037
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    $1,911
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    1 / 21
    5 of 5 stars (17) Excellent
    Conch Key
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Balcony
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    • Housekeeping...
    • Internet Access
    • Ocean Views
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Elder access
    • ?
    About this property
    LOW SUMMER AND FALL RATES $1500.-1600. PER WEEK including taxes and cleaning. It is a well kept secret that the best time for staying in the Keys is the Summer and Fall. Moderate temperatures- very warm sea waters- no waiting time at restaurants- Traffic, even in Key West is way down. We are a... View all property information
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    4 of 5 stars Reviewed 30 March 2014
    What a wonderful house to enjoy a restful vacation in paradise. We had a great stay in Conch Key. I loved the multiple patios so that you could always be in the sun or shade. Well...
    5 of 5 stars Reviewed 18 March 2014
    We loved our stay in this house. It was perfectly clean and well equipped, including a blender, beach towels, all the cooking Equipment we needed and a dishwasher. We did not...
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    1 / 15
    5 of 5 stars (1) Excellent
    Long Key
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • x
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    About this property
    I've owned this house for over 25 years. It's available for rental throughout the calendar year. I rent the house minimum stay 90 days, as per the rules by the city of Layton in Long Key, Florida. The house is on a dead end street just off mile marker 69. It's a very tranquil and peaceful... View all property information
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    5 of 5 stars Reviewed 5 December 2013
    Loved this place, I will not stay in a hotel again when visiting the keys! Great Price! Excellent Location near to stores, bars, and fun. Just an hour drive to key west and...
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    $4,460
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    1 / 24
    4.5 of 5 stars (2) Very good
    Matecumbe Key
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Air Conditioning
    • Dishwasher
    • Grill
    • Internet Access
    • Satellite TV
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • ?
    • ?
    About this property
    Great home with an even better view ... come and stay for a month and enjoy the Incredible endless views from the patio. Home is located in the perfect spot for snorkeling, fishing, and diving, and has a protected & private boat basin! Come once and you will see why so many people come back year... View all property information
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    $9,557
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    1 / 10
    5 of 5 stars (1) Excellent
    Islamorada
    3 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
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    • Elder access
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    About this property
    ****DUE TO A COUNTY ORDINANCE THIS PROPERTY CANNOT RENT FOR LESS THAN 28 DAYS**** You fall in love with The Cottage at first sight. Built in 1935, this once Red Cross building serves as a true historical reflection of the Florida Keys. Both bedrooms overlook the ocean, which is a mere 30 feet from... View all property information
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    Location Information
    Islamorada, Florida Keys 33063
    5 of 5 stars Reviewed 3 December 2013
    We were so lucky to have visited this home during November. We had the whole private gated compound to ourselves and even though we only leased the Cottage, the owners were so...
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    $510
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    1 / 25
    5 of 5 stars (2) Excellent
    Key West
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    This home has a unique pricing structure. While it can rent for less than 30 days, the owner prefers Monthly rentals. Because of this, this home offers substantial (25% off) Monthly Rental discounts. Your space. Your vacation lifestyle. The Quilted Giraffe provides both. This two-bedroom, two full... View all property information
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    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 8 June 2011
    This cottage is perfect for a couple, with occasional visitors. Walking distance to everything, away from the Duval madness, and reflecting the owner's taste, this rental is first...
    5 of 5 stars Reviewed 6 March 2010
    The heated pool and lush backyard foliage were the draw to this well appointed home. Parking was a nightmare, the neighbor to the right facing the house was most unpleasant. A...
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    $5,084
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    Islamorada
    3 Bedrooms / 2 Bathrooms / Sleeps 7
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    Amenities & Details
    • Balcony
    • Grill
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Minimum Rental: 1 Month Charming vacation home located in the beautiful neighborhood of Port Antigua. You will love this home! There is a wonderful open concept floor plan with 3 nicely proportioned bedrooms. Sliding doors open from the dining area into the sunroom overlooking the canal.... View all property information
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    Location Information
    Islamorada, Florida Keys 33036
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    $3,122
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    1 / 17
    5 of 5 stars (1) Excellent
    Marathon
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Ocean Views
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Private Luxury Retreat in Paradise Everything is totally renovated! We love to travel and decided to customize our home giving it an upscale beach bungalow hotel vibe, with all the modern comforts anyone can ask for. The interior is completely renovated, everything in the unit is Brand New... View all property information
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    Location Information
    Marathon, Florida Keys 33050
    5 of 5 stars Reviewed 17 March 2015
    We stayed the month of February 2015 and completely enjoyed our time at Turtle Cove. We spent many an evening on the canal in the front of the house either reading or watching all...
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    $223
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    1 / 23
    5 of 5 stars (1) Excellent
    Tavernier
    2 Bedrooms / 1 Bathroom / Sleeps 6
    travellers have booked this property
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    • Air Conditioning
    • Balcony
    • Internet Access
    • Safe
    • Satellite TV
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
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    • Wheelchair access
    • Elder access
    • x
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    About this property
    Find a “Peace of mind” in this beautiful Tropical Paradise. This two bedroom home is conveniently located at Mile Marker 92 in Historical Tavernier, Florida. It is only 69 miles from Miami International Airport, and the residence will truly captivate your mind and help you relax! Want to... View all property information
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    Location Information
    Tavernier, Key Largo 33070
    5 of 5 stars Reviewed 21 August 2014
    10 dagen met veel plezier doorgebracht in de woning Peace in the Keys. Een woning in een grote tuin met mooie palmbomen waar je al snel een "thuisgevoel" krijgt. De woning is...
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    $445
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    5 of 5 stars (1) Excellent
    Marathon
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Enquiry
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
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    About this property
    Ocean View Cottage Periwinkle 2 bedroom - 2 bath This is an ocean view cottage 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 beautiful water vistas... View all property information
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    Location Information
    Marathon, Florida Keys 33050
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    $255
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    1 / 21
    5 of 5 stars (7) Excellent
    Key West
    2 Bedrooms / 1 Bathroom / Sleeps 4
    travellers have booked this property
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    • Air Conditioning
    • Grill
    • Gym
    • Internet Access
    • Safe
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    What a unique way to spend time on the water. Its not a 5 star hotel but you will have a nice clean private chartered boat on the water. Get ready for a unique vacation that others will envy. Boat is a 2003 Beneteau 331, while the boat is dockside the marina has electricity, water and Internet.... View all property information
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    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 7 March 2015
    We spent 3 nights on this boat. James the owner was easy going and welcoming. He explained all we needed to know and was available by phone for any questions or concerns. Boat...
    5 of 5 stars Reviewed 3 March 2015
    For sail boat minded people this is perfect : comfortable boat, beautiful yacht club and possibility to enjoy environment with kayaks. After visit of crowded key west it's very...
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    Key West
    3 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Air Conditioning
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    • Gym
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Elder access
    • ?
    • ?
    About this property
    A Key Escape 3 br 2.5 bath w/ private heated pool. Professionally decorated in a Coastal Living style, this elegant yet very comfortable custom built 3 bedroom, 2.5 bath, 3 story home has a living room (Q sleeper sofa) with rose hardwood floors, a gourmet kitchen with granite countertops and... View all property information
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    Location Information
    Key West, Florida Keys 33040
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    $1,274
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    1 / 42
    5 of 5 stars (4) Excellent
    Key Largo
    6 Bedrooms / 7 Bathrooms / Sleeps 14
    Overview Reviews (4) Make Enquiry
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Private Fishing...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
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    • Elder access
    About this property
    This is a monthly rental, please contact for rates, as they vary depending on how many people and how many days are occupied during the month.... Minutes from the mainland and an hour from Miami Airport...This giant estate with 2 separate residences come with contemporary mediterrean style... View all property information
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    Location Information
    Key Largo, Florida Keys 33037
    5 of 5 stars Reviewed 4 August 2014
    What can I say that would do this place justice? Privacy with a gated entrance on famed Millionaire's Row in Key Largo. Or Maybe the spectacular views from all over the...
    5 of 5 stars Reviewed 31 December 2013
    This luxurious double house is ideal for a large family group. The location is convenient, the houses are spacious and well equipped, the pool and spa are very comfortable, and...
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    4.5 of 5 stars (4) Very good
    Islamorada
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Dishwasher
    • Grill
    • Internet Access
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    • ?
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    About this property
    A very charming and immaculate 3 bedroom home in Plantation Key. This home has excellent protected deep water dockage. Ocean views from balcony. Easy bay access via Tavernier Creek. Close to resturants and store. CLICK HERE to view photos on a mobile device. Additional amenities include:... View all property information
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    Location Information
    Islamorada, Florida Keys 33036
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    $178
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    1 / 24
    5 of 5 stars (1) Excellent
    Key Largo
    3 Bedrooms / 2 Bathrooms / Sleeps 7
    travellers have booked this property
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    • Air Conditioning
    • Balcony
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
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    • Wheelchair access
    • Elder access
    • x
    About this property
    Plan your next Shore Leave at this gorgeous waterfront Key Largo home on Largo Sound, Oceanside near Mile Marker 103! Beautifully furnished and updated, with living room, kitchen and half-bath at ground level & 3 bedrooms & 2 bathrooms upstairs. Master bedroom has a Queen bed. Guest bedroom #1 has... View all property information
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    Location Information
    Key Largo, Florida Keys 33037
    5 of 5 stars Reviewed 5 March 2014
    My husband and I greatly enjoyed our Valentines weekend at this house. It was very clean and comfortable. The backyard was awesome to fish from and the kayaks were so much fun...
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    $241
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    4.5 of 5 stars (2) Very good
    Key Largo
    1 Bedroom / 1 Bathroom / Sleeps 2
    travellers have booked this property
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    • Air Conditioning
    • Balcony
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
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    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Elder access
    • x
    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
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    Location Information
    Key Largo, Florida Keys 33037
    4 of 5 stars Reviewed 8 March 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...
    5 of 5 stars Reviewed 24 July 2014
    Our unit was just big enough for the two of us having one bedroom, one bath. Walk out about 15 ft. to the pool and another 20 ft to the water. Beautiful sunsets! Diving nearby...
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    Tavernier
    4 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Make Enquiry
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    • Balcony
    • Grill
    • Hot Tub
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    MINIMUM STAY: 29 DAYS Sensational remodeled single family home on Plantation Key awaits your arrival. The gorgeous POOL, HOT TUB, and TIKI BAR are ready and waiting. Imagine fun filled days and evenings relaxing in the patio and yard area! The patio is spacious and surrounded by tropical... View all property information
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    Location Information
    Tavernier, Key Largo 33070
    From
    $7,009
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    1 / 21
    5 of 5 stars (1) Excellent
    Key West
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Reviews (1) Make Enquiry
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
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    • Elder access
    • x
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    About this property
    SPRING SPECIALS! 10% off MAY & JUNE 2015! Please see Specials Page for terms, rules and limitations. To say this townhouse condominium is worth the amassed treasure of Blackbeard, one of the most notorious and wealthy pirates in seafaring history, is a major understatement. The 1950's era art deco... View all property information
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    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 28 April 2015
    We very much enjoyed this condo. It is beautifully decorated and there is a high priority for safety. Each condo has a private elevator that can only be entered with a specific...
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    1 / 29
    5 of 5 stars (1) Excellent
    Marathon
    2 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dryer
    • Grill
    • Internet Access
    • Ocean Views
    • Satellite TV
    • Washer
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • ?
    • ?
    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
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    Location Information
    Marathon, Florida Keys 33050
    5 of 5 stars Reviewed 25 January 2015
    From the momment we opened the door and found a light to turn on,( and it was dark because we arrived after sunset) we knew we had found the right place for our relaxing holiday...
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    4.5 of 5 stars (11) Very good
    Key Colony Beach
    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Dishwasher
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    • Private Outdoor...
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    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
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    • Elder access
    About this property
    Welcome to our 'Newly Constructed' Casa Mar Azul III, a 'Brand New' upscale and luxurious 3 Bedroom, 2 Bath newer home with a private heated pool that sleeps 8 people and located at 260 Sadowski Causeway in Key Colony Beach. Do you prefer privacy and to be almost all alone on the beach?? Well we... View all property information
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    5 of 5 stars Reviewed 27 April 2015
    My husband and I and our grown children (along with their children and a few friends) rented three houses in Key Colony during Easter week and had a great time. It was 85 and...
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    4.5 of 5 stars (2) Very good
    Key Largo
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Reviews (2) Make Enquiry
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Grill
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Fabulous, like-new, waterfront vacation home located in the Heart of Key Largo! You'll love the convenient location, the boat slip, and the peek-a-boo ocean view from the fabulous roof top deck! This stunning vacation home is ideal for vacationers planning to enjoy either land or sea activities or... View all property information
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    Location Information
    Key Largo, Florida Keys 33037
    5 of 5 stars Reviewed 24 March 2015
    We rent homes on the water in the Keys frequently. By far this is the best home we have rented. House is immaculate, fully equipped,and only a short ride to the ocean. On...
    4 of 5 stars Reviewed 23 March 2015
    In our first trip to the Florida Keys, we stayed at this home. It is a very nice home, located close to everything. Great kitchen - it was nice to be able to comfortably cook in...
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    Long Key
    3 Bedrooms / 2 Bathrooms / Sleeps 7
    Overview Make Enquiry
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    • Balcony
    • Grill
    • Internet Access
    • Satellite TV
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    MINIMUM STAY: 28 DAYS FABULOUS BEACH HOUSE with sea grape trees on three sides and the ocean on the other! This home is located directly on the Atlantic Ocean with a sandy beach big enough to take lovely morning walks. Wait for the tide to go out and take your chair and umbrella out to... View all property information
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    1 / 8
    5 of 5 stars (1) Excellent
    Key West
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (1) Make Enquiry
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Pool Table
    • Private Outdoor...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
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    • Elder access
    • x
    • x
    About this property
    Note, this is a monthly rental. We do not rent our home out for less than 30 days. Historic 'conch' house has been completely redesigned and custom crafted by 2 architects as our home away from home. Featured on HGTV in 2007 (!), this intimate house boasts many fun and thoughtful features which... View all property information
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    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 9 December 2014
    This is a wonderful conch house in Old Town, Key West. The house is just around the middle of Old Town, so you can walk or bike to the harbor, the ocean, and the great music at...
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    5 of 5 stars (73) Excellent
    Key Colony Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Hot Tub
    • Housekeeping...
    • Internet Access
    • Shared Outdoor Pool...
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
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    • x
    • ?
    About this property
    Welcome to the BEST rental LOCATION in KCB, 1038 W. Ocean Drive, FL Keys 33051! 'KEYS OCEAN DRIVE' is #1 with MOST 5 Star Guest Reviews (68) in the ENTIRE FL Keys! Plus we are #1 with the MOST Guest Reviews (73) in the FL Keys WITH 99+ Photos on our Island of KCB ('click' photos /don't forget... View all property information
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    5 of 5 stars Reviewed 9 April 2015
    My wife and I stayed here the third week in March this year . This was the first time I have ever rented a house for vacation . I have to say It was a great experience . This home...
    5 of 5 stars Reviewed 9 March 2015
    We just enjoyed our second visit to Key Colony Beach. We stayed at Keys Ocean Drive both times (the month of February 2015 and 2014). This home is immaculately maintained and...
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    4 of 5 stars (1) Very good
    Key Colony Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    This two bedroom, two bath ground level half-duplex is priced right for an affordable get-a-way! Plenty of parking is provided for vehicles and a boat trailer. There is 37' feet of seawall dockage with electric, lights and water. Vaca Cut is a short distance from the dock for easy access to the bay... View all property information
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    $3,186
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    1 / 9
    5 of 5 stars (1) Excellent
    Key West
    1 Bedroom / 1 Bathroom / Sleeps 2
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    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
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    • Elder access
    • ?
    • ?
    About this property
    Completely hidden from the street, this recently redecorated garden flat provides you with two private entrances off a large gated manicured garden. Your own private expansive covered bricked front porch spans the width of the garden right out the front door and leads to a beautiful meditation... View all property information
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    Location Information
    Key West, Florida Keys
    5 of 5 stars Reviewed 1 April 2015
    I have stayed at the Butterfly Garden more than once while in Key West on business. I enjoy the location as everything is a short bike ride away. The landscaping is amazing, the...
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    Key West
    1 Bedroom / 1 Bathroom / Sleeps 2
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    • Air Conditioning
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Sauna
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Construido en la década de 1950, el complejo rezuma encanto de la época, sin retraso en el crecimiento de las comodidades. Las habitaciones cuentan con obras de arte cubano, TV de pantalla plana, mini-nevera, y hamacas. El hotel presta huéspedes coloridos sarongs para relajarse, y algunas... View all property information
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    Location Information
    Key West, Florida Keys 33040
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    5 of 5 stars (6) Excellent
    Grassy Key
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    traveller have booked this property
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
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    • Elder access
    • x
    • ?
    About this property
    La Casa Habana is a 3 bedroom , 2 bath house overlooking the Gulf of Mexico on exclusive and private Morton St. on Grassy Key. This house has been extremely popular for over 10 years. It has everything you need for a great vacation-bikes, kayaks, snorkel gear, fishing gear, Cable TV and wifi... View all property information
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    5 of 5 stars Reviewed 26 June 2014
    My husband and I and our three grown children (boys ages 18, 20 and 23) thoroughly enjoyed our stay at La Casa Habana. The home was even nicer than in the photos. The kitchen and...
    5 of 5 stars Reviewed 14 June 2014
    We LOVE La Casa Habana! They have really made this feel like your in your own home. Has everything you could possibly need for your stay...just pack your clothes and pick up...
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    5 of 5 stars (2) Excellent
    Key Largo
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    travellers have booked this property
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    Amenities & Details
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Private Fishing...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • 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
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    Location Information
    Key Largo, Florida Keys 33037
    5 of 5 stars Reviewed 24 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 9 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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    5 of 5 stars (12) Excellent
    Key Largo
    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    This is a designer built home on a full acre estate with 300' on the water and 80' dock. Drive to dock to load and unload boat. Covered parking. Lush tropical landscaping throughout estate. Roof is a beautiful Bermuda stepped design. Cathedral cypress wood ceiling that gives the home an... View all property information
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    Location Information
    Key Largo, Florida Keys 33037
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    4.5 of 5 stars (2) Very good
    Key Largo
    3 Bedrooms / 2 Bathrooms / Sleeps 10
    travellers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Grill
    • Internet Access
    • Ocean Views
    • Private Fishing...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    Beautiful 3 story 3 bedroom 2 baths home. Locate in key largo at MM 101 is on a canal which opens up to beautiful Tarpon Basin Bay with access to the Atlantic Ocean. Minutes from beautiful Penny Camp National Underwater Park. Close to local shopping, fine restaurants or just swimming with the... View all property information
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    Location Information
    Key Largo, Florida Keys 33037
    4 of 5 stars Reviewed 25 February 2015
    Overall our three week stay here was very pleasant. The outisde lower level of the house had a very nice patio and seating area where you can entertain while cooking food on the...
    5 of 5 stars Reviewed 20 August 2014
    We enjoy staying at this place. Very big place, very clean. I got my deposit back. I will visit again
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    $6,626
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    3.5 of 5 stars (3) Average
    Key West
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Dishwasher
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    30 DAY MINIMUM RENTAL Walk the historic streets of Key West, live in Old Town in a quiet residential neighborhood. Just two blocks from Duval Street, it is a quick walk or bike ride to all of Key West's attractions, including it's close proximity to the Historic Seaport area. This is an lovingly... View all property information
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    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 19 June 2009
    We had an absolutely delightful time! We have been renting homes in the Keys for years and found this to be our best experience yet. The folks at Rent Key West were so helpful...
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    5 of 5 stars (1) Excellent
    Marathon
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Enjoy your getaway in Casa Solis, on the docks awaiting a gorgeous sunrise or a cool breeze at sunset on the deck. This brand new home provides the views and relaxing setting you are looking for! The two bedrooms and en-suite bathrooms are designed to perfection. Each room comes with its own LED... View all property information
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    Location Information
    Marathon, Florida Keys 33050
    5 of 5 stars Reviewed 7 April 2015
    Just stay there. It's one of the nicest condos available to rent! The place looks like it is brand new. It has a large double car carport under the raised condo to keep cars...
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    $6,371
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    5 of 5 stars (1) Excellent
    Long Key
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Enquiry
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Washer
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • ?
    • ?
    About this property
    Cozy, canalfront pool home at MM 74 in Islamorada's desirable Port Antigua (Lower Matecumbe Key) with quick Florida Bay access and a short ride to the Atlantic Ocean. The bed rooms are located in a separated, quiet part of the house, while the living, dining, and kitchen are open for enjoying each... View all property information
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    $2,166
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    5 of 5 stars (13) Excellent
    Conch Key
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Reviews (13) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Grill
    • Internet Access
    • Satellite TV
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    This one bedroom, one bath cottage is located high in the swaying coconut trees overlooking the water. The living room area has sliding glass doors that open onto a small deck area with a water view. The bedroom is tastefully furnished with an antique double bedroom set and the entire cottage is... View all property information
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    5 of 5 stars Reviewed 1 February 2015
    We enjoyed our 40th anniversary in the Tree House Cottage. We sailed every afternoon, visited the multitudinous and full of variety places to see on Marathon Key, and ate out...
    5 of 5 stars Reviewed 12 December 2014
    My wife and I stayed in the treetop cottage during the first week of December. We had so much fun!!! Capt Tom, Peggy, Danny and Michelle are great hosts. The treetop cottage...
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    4.5 of 5 stars (4) Very good
    Key Largo
    2 Bedrooms / 1 Bathroom / Sleeps 4
    travellers have booked this property
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Ocean Views
    • Private Fishing...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    This is a brand new furnished vacation rental on the point with the best sunset views. . This home has 2 bedrooms and 1 and a 1/2 bath. It has a 700 sq ft addition of kitchen and family room with direct views of the sunset. New leather furniture and two bedroom sets just added. The home has a Sharp... View all property information
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    Location Information
    Key Largo, Florida Keys 33037
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    $4,906
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    Key Largo
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    This luxurious waterfront home is located on the ocean side of northern Key Largo (The Sport Fishing Capital of the World), near mile marker 105. Superb quality and beauty and centrally located, this house has it all! Everything you need is right here waiting.... This home comfortably accommodates... View all property information
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    Location Information
    Key Largo, Florida Keys 33037
    From
    $5,097
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    1 / 14
    5 of 5 stars (8) Excellent
    Key West
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (8) Make Enquiry
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Private Outdoor...
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    THIS PROPERTY IS A MONTHLY ONLY RENTAL Casa Mañana at 800 Virginia Street is perfectly situated for the discriminating guest who wants to enjoy Key West at its finest. Located just two blocks from Duval Street, home of world famous watering holes, shopping and dining, you are steps away from... View all property information
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    Location Information
    Key West, Florida Keys 33040
    4 of 5 stars Reviewed 24 April 2012
    We've stayed in 4 different vacation rentals for a month or more at a time, and I think we enjoyed Casa Manana the best. Lots of character, great location, friendly cats and...
    5 of 5 stars Reviewed 3 July 2011
    The home was wonderful & the perfect size for our family. It was close to everything & we enjoyed the nearby church bells while sitting by the pool. We were surprised however...
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    4.5 of 5 stars (8) Very good
    Ramrod Key
    4 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (8) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Pool Table
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    • ?
    About this property
    House and AMERICAN CARRIBEAN VILLA near to Key West, Florida in Ramrod Key, visit: www.villamarquesa.com for our Official Prices, Calandar and Photos and for our Sister Property Casa Serenity http://www.flipkey.com/ramrod-key-vacation-rentals/p300040/ See us in on TV as the most affordable rental... View all property information
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    5 of 5 stars Reviewed 28 April 2015
    My wife and I had a spectacular week staying at Villa Marquesa. The owner answered all our questions and was prompt in returning phone calls. He provided tips to local...
    4 of 5 stars Reviewed 5 September 2014
    My spouse and I traveled with our three children, ages 6, 8, and 11. The apartment downstairs was perfect for our friend to join us without feeling overwhelmed by our family of...
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    $255
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    5 of 5 stars (10) Excellent
    Key Colony Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (10) Make Enquiry
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    1,400 per week - additional rates apply to holidays and Lobster Weeks. PRIVATE-ON-SITE POOL, 45 FT DOCK, CABANA CLUB, GROUND LEVEL, CARPORT, W/D, BAIT FREEZER,OUTSIDE STORAGE, BIKES, BEACH CHAIRS Beautifully maintained and tropically decorated ground level canal front pool home. 2 BR 2 Baths-... View all property information
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    5 of 5 stars Reviewed 9 January 2015
    My family stayed in this beautiful home in December 2014. Great location with walking distance to Sunset Beach, quiet and friendly neighborhood, pool in the back yard, everything...
    5 of 5 stars Reviewed 19 December 2014
    My husband and I just got home two days ago from our wonderful stay in this charming home. Everything about our use of this home was fantastic. They were flexible with our dates...
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    5 of 5 stars (6) Excellent
    Conch Key
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    Amenities & Details
    • Air Conditioning
    • Grill
    • Internet Access
    • Satellite TV
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Our Florida Keys tradional island home is a fully furnished 2 bedroom, 1 bath plus Florida room with a deck overlooking the bay. It is surrounded by lush vegetation and large towering coconut palm trees. The house has been decorated in a nautical flavor with many fine antiques collected from around... View all property information
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    5 of 5 stars Reviewed 3 February 2015
    My husband & our friends thoroughly enjoyed our stay at "Conched Out", eating out at Barry & Dan's recommended restaurants nearby or grilling by the docks. Dan's suggestion to...
    4 of 5 stars Reviewed 29 April 2014
    Comfortable, homey/cozy feeling cottage with the bonus of the daily use of a compact sailboat! A/C, ceiling fans, full kitchen, comfortable queen sized beds, BBQ, porch with fans...
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    Key Largo
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Beautiful fully furnished 2/2 trailer located on Ocean front canal in Key Largo. Unit is located in the best Community in Key Largo. Less than 100 yards via boat from Ocean. Beautiful grounds, boat ramp, and plenty of parking. Great views and plenty of places to ride your bike to or walk. Covered... View all property information
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    Location Information
    Key Largo, Florida Keys 33037