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Houses in Florida Keys, FL

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    $230
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    1 / 33
    4 of 5 stars (6) Very good
    Key Largo
    2 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (6) Make Enquiry
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    $384
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    1 / 12
    4 of 5 stars (14) Very good
    Key West
    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    1 / 16
    4.5 of 5 stars (34) Very good
    Key West
    3 Bedrooms / 4 Bathrooms / Sleeps 10
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    $6,878
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    1 / 17
    5 of 5 stars (2) Excellent
    Key West
    2 Bedrooms / 3 Bathrooms / Sleeps 4
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    • Air Conditioning
    • Dishwasher
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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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    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 / 19
    4.5 of 5 stars (5) Very good
    Duck Key
    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    • Dishwasher
    • Dryer
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    • Private Outdoor...
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    • Suitable for children
    • x
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    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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    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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    $256
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    1 / 10
    Key West
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Dishwasher
    • Grill
    • Hot Tub
    • Internet Access
    • Ocean Views
    • Private Indoor Pool
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Elder access
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    About this property
    Charming 2 bedroom 2 bath sleeps six Single Family Home. Located in a lovely casa marina neighborhood, this charming furnished 2 bedroom home features an open floor plan with cathedral ceilings, French doors that open to a spacious shared deck, two off-street parking spaces, washer/dryer, central... View all property information
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    Key West, Florida Keys 33040
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    1 / 21
    5 of 5 stars (17) Excellent
    Conch Key
    3 Bedrooms / 2 Bathrooms / Sleeps 5
    Overview Reviews (17) Make Enquiry
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Washer
    • Waterfront
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    LOW FALL RATES FOR SENIOR COUPLES AND RETIRED MILITARY PERSONNEL. $1600/ week for FALL 2015 bookings. 10% discount for senior couples who make a Fall reservation before June 30, 2015. It is a well kept secret that the best time for staying in the Keys is the Fall. Moderate temperatures- very... 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 / 20
    4.5 of 5 stars (21) Very good
    Key West
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (21) Make Enquiry
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Water Views
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    • Elder access
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    About this property
    Enjoy the resort-style amenities of 1800 Atlantic Condominiums while relaxing in a residential setting amongst neighbors. 1800 Atlantic sits on 400 feet of oceanfront property. An expansive pool and spa sits oceanside surrounded by a lushly landscaped garden of native Key West plants and trees.... View all property information
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    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 26 September 2012
    Our recent stay at Vista Fresco was great. Everything we needed from the blender to extra bath towels was provided. The only issue was something that management could do nothing...
    2 of 5 stars Reviewed 5 July 2012
    We stayed at Vista Fresco in March, 2012 with our 9 & 11 year-old children for Spring Break. I feel like we were mislead about the property in some respects, and we didn't feel...
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    1 / 12
    Key West
    1 Bedroom / 1 Bathroom / Sleeps 4
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    • Suitable for children
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    About this property
    Reasonable, couples, Key West, Private, gated property in Historic Old Town Key West. Fishermen will love smoker grille for their catch. Newly refurbished, tropical furnishings, private deck. Large kitchen with full range and oven, microwave, and toaster oven. Washer/dryer enclosed on deck.... View all property information
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    Key West, Florida Keys 33040
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    1 / 17
    4 of 5 stars (7) Very good
    Marathon
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    travellers have booked this property
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    • Balcony
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    • Safe
    • Satellite TV
    • Shared Outdoor Pool...
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    • Suitable for children
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    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
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    Marathon, Florida Keys 33050
    5 of 5 stars Reviewed 27 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...
    5 of 5 stars Reviewed 19 July 2014
    Really enjoyed our stay. Two adults and four teenagers. We had more than enough space. Also grocery stores close by and only an hour drive from the keys. Also a great snorkel...
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    $3,840
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    1 / 15
    5 of 5 stars (1) Excellent
    Long Key
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Enquiry
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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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    $4,480
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    1 / 24
    4.5 of 5 stars (2) Very good
    Matecumbe Key
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (2) Make Enquiry
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    • Air Conditioning
    • Dishwasher
    • Grill
    • Internet Access
    • Satellite TV
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    • x
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    • Elder access
    • ?
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    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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    1 / 44
    4.5 of 5 stars (2) Very good
    Key Largo
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Grill
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    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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    $9,601
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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
    • ?
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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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    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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    Matecumbe Key
    2 Bedrooms / 1 Bathroom / Sleeps 4
    traveller have booked this property
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    • Pets allowed
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    • Suitable for children
    • ?
    • ?
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    • x
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    About this property
    Directly on your private oceanfront beach. Ocean views from every room of your two bedroom one bath Keys style duplex villa. You will experience the true 'old Keys' charm of bird watching on the wraparound deck to fishing on the beach...or perhaps just relaxing on the sand. With over a half acre... View all property information
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    $3,136
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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
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    • 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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    1 / 24
    5 of 5 stars (2) Excellent
    Marathon
    4 Bedrooms / 3 Bathrooms / Sleeps 10
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Satellite TV
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Wheelchair access
    • Elder access
    • x
    About this property
    The casa de munday is a lovely 2300 sq. Ft... 4 bedroom 3 bath deep water canal home located in the middle of marathon mm52. One hour to key largo(mm104) and one hour to key west(mm1)... Ground level with no stairs to climb. The home has plenty of parking for your cars as well as boat trailers. The... View all property information
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    Marathon, Florida Keys 33050
    5 of 5 stars Reviewed 13 April 2015
    There are few words that come to mind when staying at Casa de Munday......Clean, Comfortable, Spacious and Convenient. We had a large family function and decided on this property...
    5 of 5 stars Reviewed 13 April 2015
    Wonderful Location, very close to Grocery, Drug, and Kmart stores. The fishing was great... the reef was only 10 minutes away... snorkeling at Sombrero Lighthouse was wonderful...
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    1 / 25
    5 of 5 stars (2) Excellent
    Key West
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Air Conditioning
    • Dishwasher
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    • Internet Access
    • Private Outdoor...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
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    • Elder access
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    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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    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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    1 / 8
    4.5 of 5 stars (2) Very good
    Key Largo
    2 Bedrooms / 2 Bathrooms / Sleeps 7
    travellers have booked this property
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    Condo, 2 Bedrooms + 2 Baths (Sleeps 4-7) in Port Largo Villas Perfectly located condo across the street from Ocean Divers and Sharkey’s Pub and Galley in the heart of Key Largo. Quiet, serene and relaxed, yet still close to all ithe main fishing, diving and boating amenities. Recently updated,... View all property information
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    Key Largo, Florida Keys 33070
    4 of 5 stars Reviewed 26 March 2014
    Walking distance to snorkel, dive and evening cruises. Nice pool, good views from our balcony over the canal. Ate at many nice restaurants, liked the Fish House and Lazy Days...
    5 of 5 stars Reviewed 9 January 2014
    Clean, well maintained and stocked. Nicely decorated. You can tell the owners use the condo. We walked to the Scuba charters and training pools. Several locations within...
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    Key Colony Beach
    2 Bedrooms / 3 Bathrooms / Sleeps 6
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    • Air Conditioning
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    • Internet Access
    • Private Outdoor...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    • Elder access
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    About this property
    Spectacular 2 story ocean front condo with heated pool and spacious grounds. Relaxing beach with tiki hut. Beach front deck with gas grills. First floor features a spacious living room with balcony that overlooks the heated pool, a fully equipped kitchen with breakfast bar and dining room. The... View all property information
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    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
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    • Safe
    • Satellite TV
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    • Pets allowed
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    • Suitable for children
    • ?
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    • 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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    5 of 5 stars (1) Excellent
    Marathon
    1 Bedroom / 1 Bathroom / Sleeps 4
    traveller have booked this property
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    • Pets allowed
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    • Suitable for children
    • ?
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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
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    Marathon, Florida Keys 33050
    5 of 5 stars Reviewed 18 April 2014
    awesome place to stay for lots of relaxation!!! My kids loved it. The place was very clean, nice breakfast. The pool was very clean and warm. the water was perfect.
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    5 of 5 stars (1) Excellent
    Marathon
    2 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
    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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    Marathon, Florida Keys 33050
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    1 / 42
    5 of 5 stars (4) Excellent
    Key Largo
    6 Bedrooms / 7 Bathrooms / Sleeps 14
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Private Fishing...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    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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    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
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
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    • Elder access
    • ?
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    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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    1 / 24
    5 of 5 stars (12) Excellent
    Key Largo
    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    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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    5 of 5 stars (1) Excellent
    Marathon
    2 Bedrooms / 1 Bathroom / Sleeps 6
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    • Ocean Views
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    • x
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    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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    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 (4) Very good
    Islamorada
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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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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    Islamorada, Florida Keys 33036
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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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    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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    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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    Marathon
    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    • x
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    About this property
    Welcome to Sanctuary Bay at Faro Blanco Resort This 3 bedroom, 2 bathroom vacation rental features unique open water views from the screened in wrap-around porch. Use of the brand new resort pool over at the newly built Hyatt is included with this rental. Tennis courts are also available for... View all property information
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    Marathon, Florida Keys
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    4.5 of 5 stars (2) Very good
    Key Largo
    1 Bedroom / 1 Bathroom / Sleeps 2
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    • Pets allowed
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    • Suitable for children
    • x
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    • 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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    5 of 5 stars (21) Excellent
    Key West
    1 Bedroom / 1 Bathroom / Sleeps 2
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
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    • x
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    About this property
    Forget that 'been there, done that' hotel room; enjoy the comforts of home in Old Town Key West at the Seashell Cottage. Located on a quiet lane, just 1 block to Duval Street, walk to the grocery store, restaurants, museums, beach, and 'Sunset Celebration'. The original local artwork throughout... View all property information
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    Location Information
    Key West, Florida Keys 33040
    5 of 5 stars Reviewed 11 December 2013
    We have been traveling to Key West 1-2 times a year for about 15 years and have stayed everywhere from the most economical to the high end resorts and will confidently say this...
    5 of 5 stars Reviewed 11 September 2013
    First of all, I must say that I never even considered staying in a rental house on a vacation. But I am so glad that I did, because it was absolutely wonderful! My husband and I...
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    5 of 5 stars (73) Excellent
    Key Colony Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • ?
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    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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    5 of 5 stars (1) Excellent
    Key West
    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    • ?
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    • x
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    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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    Key West
    1 Bedroom / 1 Bathroom / Sleeps 2
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    • ?
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    About this property
    Gorgeous one bedroom apartment on the second floor of the historic Sailmaker's House. This 28 night minimum vacation rental is located only 1.5 blocks from the Historic Seaport and 4.5 blocks from Duval Street. One bedroom one bath floor plan maximizes the space in this airy tree top apartment.... View all property information
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    Location Information
    Key West, Florida Keys
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    $352
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    1 / 29
    5 of 5 stars (3) Excellent
    Islamorada
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
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    • Air Conditioning
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    • Pets allowed
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    • Suitable for children
    • x
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    • x
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    About this property
    Thank you for considering Our home in the Florida Keys!... Our slice of Paradise! Stay at a Luxury Townhome at Executive Bay Club (Islamorada , Florida ) The Executive Bay Club is located in Islamorada which is best known for it's crystal blue water where you can enjoy sport fishing, snorkeling,... View all property information
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    Location Information
    Islamorada, Florida Keys 33036
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    $311
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    5 of 5 stars (2) Excellent
    Marathon
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
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    • Pets allowed
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    • x
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    About this property
    Imagine a delightful tropical getaway in the Florida Keys. This beautiful Coco Plum Beach Villas 3rd floor condo is located on the ocean in Marathon near mile marker 54. The unit has been recently updated and comes with a private balcony giving you a spectacular view of the Atlantic Ocean. The... View all property information
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    Location Information
    Marathon, Florida Keys 33050
    5 of 5 stars Reviewed 11 March 2012
    We have stayed at Cocoa Plum Villas twice now. Once in this condo (I believe it was this one) and once in Warren Bernard's condo one floor up. This is a great place to just relax...
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    5 of 5 stars (6) Excellent
    Conch Key
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    • Water Views
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    • Pets allowed
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    • Suitable for children
    • x
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    • x
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    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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    4.5 of 5 stars (6) Very good
    Marathon
    1 Bedroom / 1 Bathroom / Sleeps 4
    travellers have booked this property
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    • Air Conditioning
    • Balcony
    • Gym
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    • Satellite TV
    • Shared Outdoor Pool...
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
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    • Elder access
    • x
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    About this property
    Located in the centre of Marathon. This destination is perfect for discovering the beautiful Florida Keys. One hour's drive from Key West or Key Largo. Marathon is famous for the sportfishing including but not limited to Marlin, Sailfish, Mahi-Mahi and there are numerous places to rent a boat,... View all property information
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    Location Information
    Marathon, Florida Keys 33050
    5 of 5 stars Reviewed 27 March 2015
    This freshly-painted condo is just right for a couple seeking privacy and is conveniently located in Marathon for easy access throughout the Florida Keys. The bed and shower are...
    4 of 5 stars Reviewed 10 November 2014
    Really liked the location and balcony on the front & back. The TV's were nice. The bed was very comfortable. The kitchen was suitable. It may need new carpeting soon. Over all...
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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
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    • Pets allowed
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    • Suitable for children
    • x
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    • ?
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    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
    Islamorada
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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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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    About this property
    This remodeled 2 bedroom 2 bath condo is directly on the Atlantic Ocean with ground access via a spiral staircase. Stunning views from the Master bedroom and balcony. Wake up to the sunrise and enjoy your leisurely day on the boat, at the nearby sand bar, or lounge in the zero entry pool. There... View all property information
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    Location Information
    Islamorada, Florida Keys 33036
    5 of 5 stars Reviewed 7 January 2012
    My husband and I stayed here for almost 2 weeks for our honeymoon/vacation over the Christmas holiday. We were nervous about renting something over the internet that we had never...
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    5 of 5 stars (10) Excellent
    Key Colony Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Pets allowed
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    • Suitable for children
    • ?
    • x
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    • ?
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    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 (1) Excellent
    Islamorada
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    traveller have booked this property
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    • Pets allowed
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    • Suitable for children
    • ?
    • x
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    • x
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    About this property
    Relax and enjoy a peaceful getaway in beautiful Islamorada, Florida. This unique home is nestled on a bay overlooking the ocean. We are located on Lower Matecumbe Key just a few miles south of the hustle and bustle of downtown Islamorada. This is a spacious three bedroom with vaulted ceilings, a... View all property information
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    Location Information
    Islamorada, Florida Keys 33036
    5 of 5 stars Reviewed 19 November 2014
    We stayed at Captains Cove again for our annual fishing weekend. Cindy, the new owner, has made several updates to the house, deck and dock which enhanced the property since our...
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    5 of 5 stars (1) Excellent
    Marathon
    3 Bedrooms / 1 Bathroom / Sleeps 8
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    • Pets allowed
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    • Suitable for children
    • x
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    About this property
    Escape To The Florida Keys....Spend a Week in The Islands~ Seaside! Seaside Escape is the ultimate in a family vacation.....easy, and quick access to the Atlantic for a day of fishing, snorkeling or just plain enjoying boating out on the ocean for the day. For those of you that consider... View all property information
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    Marathon, Florida Keys 33050
    5 of 5 stars Reviewed 28 February 2015
    We absolutely loved this house! Everything was perfect 😃 The pool was wonderful and the scenery was beautiful! The house was great as well. Everything that we needed was...
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    Key West
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
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    • Gym
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    • Pets allowed
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    • Suitable for children
    • x
    • x
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    About this property
    Enjoy this quiet 2 bedroom, 2 bath condominium tucked away from all the excitement of Key West. Spend your days lounging by the shared lagoon shaped pool surrounded by beautifully lush tropical foliage. Or take just a short walk to Smather’s Beach where you can spend your time snorkeling,... View all property information
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    Location Information
    Key West, Florida Keys 33040
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    4 of 5 stars (1) Very good
    Key Colony Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Suitable for children
    • ?
    • x
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    • 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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    5 of 5 stars (1) Excellent
    Marathon
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
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    • Pets allowed
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    • Suitable for children
    • x
    • x
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    • x
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    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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    5 of 5 stars (1) Excellent
    Cudjoe Key
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    traveller have booked this property
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    • Dryer
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    • x
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    About this property
    Dock you boat or jet skis behind this nicely decorated 2 bedroom 2 bathroom(sleeps up to six people) on a deep water canal just a stone's throw from the open water of the Atlantic Ocean. On-site amenities include an 80 foot heated swimming pool, seperate pool for the kiddies, jacuzzi, marina, boat... View all property information
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    Location Information
    Cudjoe Key, Florida Keys 33042
    5 of 5 stars Reviewed 26 October 2014
    Awesome Cudjoe Key get a way. Good sized personal dock behind the house for my boat and great Atlantic Ocean access, was in deep water in about 10-15 minutes. Good fishing off the...
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    4.5 of 5 stars (2) Very good
    Islamorada
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
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    • Internet Access
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    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
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    About this property
    **We do not use the optional calendar feature on this listing. ** This is a very popular rental, so book your preferred week well in advance of peak season! I reply to EVERY inquiry. If you do not receive a reply, please contact me again! Email me for additional pictures of this wonderful... View all property information
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    Location Information
    Islamorada, Florida Keys 33036
    5 of 5 stars Reviewed 14 April 2015
    We had a wonderful time at this waterfront paradise. Waking up in the morning to a beautiful view of the waterway outside the window of our bedroom. Not to mention enjoying the...
    4 of 5 stars Reviewed 19 February 2015
    We had a great family time in this house. It's perfectly located in the Keys. It's clean, well equiped, quiet and peaceful.
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    $4,352
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    1 / 17
    Key West
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    30 DAY MINIMUM RENTAL Welcome to the Mango Menagerie - a treasury of island colors combined with Key West charm. Located in the heart of Old Town, this home is located just one block from the ever popular Cuban restaurant El Siboney and one block from the local's favorite Flaming Buoy restaurant.... View all property information
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    Location Information
    Key West, Florida Keys
    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.