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Florida Keys Houses, FL

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    $1,673
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    1 / 26
    5 of 5 stars (4) Excellent
    Key West
    Apartment - 
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    $245
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    1 / 23
    5 of 5 stars (4) Excellent
    Key West
    Cottage - 
    Studio / 1 Bathroom / Sleeps 2
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    $4,942
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    1 / 15
    4.5 of 5 stars (2) Very good
    Key West
    House Rental - 
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    $390
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    1 / 12
    4 of 5 stars (14) Very good
    Key West
    Apartment - 
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Reviews (14) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Gym
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • ?
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    About this property
    Families are welcomed in our vacation rentals. Student groups are not permitted. Our minimum age requirement to rent is 25 years old. Everyone in your party must be 25 years old to check in unless accompanied by a parent. Coral Hammock is one of the newest gated communities with 55 luxury... View all property information
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    3 of 5 stars Reviewed 9 April 2014
    The house is as described. Clean and comfortable. The condo is very pleasant and safe. Pool was very much appreciated by our children. The main inconvenient is the noise. The...
    4 of 5 stars Reviewed 20 April 2013
    We enjoyed our stay and will plan to come again. The only complaints we had was that the lower bedroom dresser had the bottoms missing out of two drawers so unpacking the suitcase...
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    $228
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    1 / 17
    4 of 5 stars (7) Very good
    Marathon
    Apartment - 
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    travellers have booked this property
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
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    • Pets allowed
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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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    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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    1 / 16
    Key Largo
    House Rental - 
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    This is a beautiful 2 bedroom / 2 full bathroom home for rent in Key Largo, Florida located within a gated community. You have a gorgeous ocean front property with beach access. If you have a boat this property is just for you, you have water access to anchor boat with water reaching 2'-6'... View all property information
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    $6,988
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    1 / 17
    5 of 5 stars (2) Excellent
    Key West
    House Rental - 
    2 Bedrooms / 3 Bathrooms / Sleeps 4
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Grill
    • Hot Tub
    • 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 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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    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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    $1,951
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    1 / 11
    5 of 5 stars (40) Excellent
    Key West
    Apartment - 
    2 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Reviews (40) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Families are welcomed in our vacation rentals. Student groups are not permitted. Our minimum age requirement to rent is 25 years old. Everyone in your party must be 25 years old to check in unless accompanied by a parent. It is an upstairs unit with 2 bedrooms and 1 Bathroom with 1 queen, 2... View all property information
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    5 of 5 stars Reviewed 25 June 2013
    Stayed at the Shipyard 253 and had a wonderful time. Very nicely decorated, comfortable and a great location - just 2 blocks from Duval St. I would stay there again!
    5 of 5 stars Reviewed 31 May 2013
    Great central location. Walking distance to most things of interest. Liked the fact it's a Gated community with assigned parking place. Not beach front, but that wasn't important...
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    1 / 27
    Key West
    House Rental - 
    1 Bedroom / 1 Bathroom / Sleeps 4
    traveller have booked this property
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    Amenities & Details
    • Air Conditioning
    • Balcony
    • Grill
    • Gym
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Part of POOLSIDE PARADISE One-half block off world famous Duval Street sits the beautifully renovated home in the 500 block of Olivia Street. The updated kitchen features granite counter tops and beautiful wooden floors. Your bathroom offers a large walk-in tiled shower. A semi-private pool with... View all property information
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    $3,032
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    1 / 19
    4.5 of 5 stars (5) Very good
    Duck Key
    House Rental - 
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Reviews (5) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Fishing...
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • 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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    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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    $338
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    1 / 14
    4 of 5 stars (12) Very good
    Key West
    Apartment - 
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Reviews (12) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Grill
    • Gym
    • Hot Tub
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    About this property
    This quiet four-story condominium building is located just a short walk across the road to the Ocean with a recreational side walk miles long for running, walking, rollerblading and biking to Smaters Beach which is Key West's largest beach. This 2 bedroom, 2 bathroom unit offers all the convenience... View all property information
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    4 of 5 stars Reviewed 27 January 2015
    We were pleasantly surprised with the condo. 2 separate bedrooms with 2 separate bathrooms and a kitchen and Living room. Bar stools for the kitchen bar. The condo was fully...
    3 of 5 stars Reviewed 16 November 2014
    This is a nice 2 bed 2 bath condo, clean, comfortable, and nicely decorated. The pool and hot tub in this small resort were very nice. Kitchen was adequate with new pans - I...
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    $4,422
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    1 / 20
    5 of 5 stars (6) Excellent
    Cudjoe Key
    House Rental - 
    4 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Reviews (6) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Designed as the ultimate vacation rental. Five Bedroom/Three Bath Oceanview Home with Heated Pool and Hot Tub. Panoramic Ocean Views. Sleeps 10+. Located on Cudjoe Key. Includes private boat dock, private beach, kayaks, and bikes. Weber BBQ grill, Lot's of lounge chairs and two hammocks.... View all property information
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    5 of 5 stars Reviewed 29 July 2014
    We rented this home for a week in July for a quiet family getaway. This was my first time renting a home in the keys, I have done so many times in the Smokey Mountains but never...
    5 of 5 stars Reviewed 4 March 2014
    We had a great experience at Fandango! The house looks exactly like online photos. The kitchen is well equipped, house is very clean, lots of bath and beach towels and a good...
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    $3,902
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    1 / 15
    5 of 5 stars (1) Excellent
    Long Key
    House Rental - 
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Enquiry
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    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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    $1,301
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    1 / 42
    5 of 5 stars (4) Excellent
    Key Largo
    House Rental - 
    6 Bedrooms / 7 Bathrooms / Sleeps 14
    Overview Reviews (4) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Grill
    • Hot Tub
    • Internet Access
    • Private Fishing...
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • 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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    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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    $423
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    1 / 20
    Key Largo
    Apartment - 
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Internet Access
    • Satellite TV
    • Washer
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Every one will love this luxurious and spacious 3 bedroom and 2.5 bathroom condo in the exclusive Mariner's Club gated community. This unit is located in the Sailfish Building which is directly on the ocean with a fantastic South exposure... Sunny deck in the winter and shaded deck in the summer.... View all property information
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    $2,601
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    1 / 10
    5 of 5 stars (6) Excellent
    Conch Key
    Cottage - 
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Reviews (6) Make Enquiry
    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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    $371
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    1 / 5
    5 of 5 stars (1) Excellent
    Marathon
    Apartment - 
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (1) Make Enquiry
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
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    • ?
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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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    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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    1 / 23
    5 of 5 stars (1) Excellent
    Tavernier
    House Rental - 
    2 Bedrooms / 1 Bathroom / Sleeps 6
    travellers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Balcony
    • Internet Access
    • Safe
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    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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    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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    $4,552
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    1 / 24
    4.5 of 5 stars (2) Very good
    Matecumbe Key
    House Rental - 
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Grill
    • Internet Access
    • Satellite TV
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • 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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    $325
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    Key Largo
    House Rental - 
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    MINIMUM RENTAL 1 MONTH: Villa Bella is a fabulous 3 BR/3 BA two-story townhouse. This end unit townhome 'lives' on the 2nd floor. The kitchen, dining and living areas are all open to each other in a great room with a gorgeous vaulted ceiling. There are 2 bedrooms and 2 baths on this upper level... View all property information
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    $1,463
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    1 / 99
    5 of 5 stars (72) Excellent
    Key Colony Beach
    House Rental - 
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (72) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Hot Tub
    • Housekeeping...
    • Internet Access
    • Ocean Views
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
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    • Elder access
    • x
    • ?
    About this property
    Welcome to the BEST rental LOCATION in KCB, 1038 W. Ocean Drive, FL Keys 33051! We have EVERY amenity you're looking for! 'KEYS OCEAN DRIVE' is #1 with MOST 5 Star Guest Reviews (67) in the ENTIRE FL Keys! Plus we are #1 with the MOST Guest Reviews (72) in the FL Keys! Plus 99+ Photos on... View all property information
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    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...
    5 of 5 stars Reviewed 30 January 2015
    We were first time visitors to Key Colony and can't wait to go back. We stayed at this property over Christmas 2014 and the home is as beautiful as the pictures. Key Colony is a...
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    5 of 5 stars (1) Excellent
    Marathon
    Cottage - 
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Enquiry
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
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    • 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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    $260
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    1 / 29
    5 of 5 stars (1) Excellent
    Marathon
    House Rental - 
    2 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Reviews (1) Make Enquiry
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    • 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' is on MM 52. 'La Casita' is a quaint 1/2 duplex canal home with 2 bedrooms and 1 bathroom that can comfortably accommodate 4-6 guests. This lovely home sits on the Atlantic Ocean side, just 2... View all property information
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    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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    $5,853
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    4.5 of 5 stars (4) Very good
    Islamorada
    House Rental - 
    3 Bedrooms / 1 Bathroom / Sleeps 1
    Overview Reviews (4) Make Enquiry
    Amenities & Details
    • Dishwasher
    • Grill
    • Internet Access
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
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    • 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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    $1,626
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    Key Colony Beach
    House Rental - 
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Grill
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    This 2100 sq ft bright and spacious property is located just 3 houses back from the canal entrance to Shelter Bay, which provides quick access to the Ocean or Gulf. It also includes membership to the Cabana Club, which is oceanfront with a beach, heated pool, activities restaurant and bar. Key... View all property information
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    $228
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    1 / 8
    4.5 of 5 stars (2) Very good
    Key Largo
    Apartment - 
    2 Bedrooms / 2 Bathrooms / Sleeps 7
    travellers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    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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    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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    4.5 of 5 stars (2) Very good
    Key Largo
    House Rental - 
    3 Bedrooms / 2 Bathrooms / Sleeps 10
    travellers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Dryer
    • Grill
    • Internet Access
    • Private Fishing...
    • Safe
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    • x
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    • 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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    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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    5 of 5 stars (1) Excellent
    Islamorada
    House Rental - 
    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 @ Schooner Bay Estate 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... View all property information
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    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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    5 of 5 stars (1) Excellent
    Key Largo
    House Rental - 
    3 Bedrooms / 2 Bathrooms / Sleeps 7
    travellers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    • x
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    • 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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    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
    House Rental - 
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Enquiry
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Grill
    • Gym
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    • Elder access
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    About this property
    Escape to gorgeous Marathon, Florida Keys for a romantic getaway or a fun family retreat. For families with young children this Keys Vacation home is located just two blocks away from beautiful Sombrero Beach with a children`s playground, baseball diamond, volleyball net, picnic areas and roped... View all property information
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    4.5 of 5 stars (6) Very good
    Cudjoe Key
    House Rental - 
    6 Bedrooms / 4 Bathrooms / Sleeps 12
    Overview Reviews (6) Make Enquiry
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
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    • Elder access
    • x
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    About this property
    Oceanfront 6 bed/4 bath home with panoramic ocean view on Cudjoe Key. Sleeps 12+. Beach, Hot Tub, Floating Dock, Heated Pool, Kayaks and 540 square foot screened in porch overlooking the Atlantic ocean. This house has been very popular with large groups. Floating dock is great to fish and swim... View all property information
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    5 of 5 stars Reviewed 14 January 2015
    Pool overlooking Ocean (check), Sandy Beach (check), Hot tub (check), Dock for Fishing (check), Amazing Sunset and Sunrises (check!!!!!). If those are on your checklist for your...
    5 of 5 stars Reviewed 12 July 2014
    The house was clean and in good shape. The kitchen was well stocked with cooking and eating utensils. The beach was gravel, and it was clean with no grass or sand. There were...
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    4.5 of 5 stars (2) Very good
    Key Largo
    House Rental - 
    1 Bedroom / 1 Bathroom / Sleeps 2
    travellers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Balcony
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    • 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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    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 (3) Excellent
    Islamorada
    House Rental - 
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Internet Access
    • Private Fishing...
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Wheelchair access
    • Elder access
    • 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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    1 / 16
    5 of 5 stars (1) Excellent
    Key Largo
    House Rental - 
    5 Bedrooms / 4 Bathrooms / Sleeps 10
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    • Elder access
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    About this property
    This Oceanfront home is totally re-modeled with all top of the line finishes and ready to enjoy your Keys Vacation. Oceanfront Pool Home. 3 Story 5 Bed/5.5 Bath 4300+ sq. ft. of luxury and fun. Protected deepwater Dockage & Panoramic Ocean Views. This great executive rental features Ocean Views... View all property information
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    5 of 5 stars Reviewed 12 January 2015
    Thank you for allowing us to stay in your amazing property! The pictures really do not do it justice, surely one of the finest houses in Key Largo Absolutely first class and...
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    Matecumbe Key
    Apartment - 
    2 Bedrooms / 1 Bathroom / Sleeps 4
    traveller have booked this property
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    • Pets allowed
    • Smoking allowed
    • 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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    4 of 5 stars (5) Very good
    Marathon
    Apartment - 
    1 Bedroom / 1 Bathroom / Sleeps 4
    travellers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Balcony
    • Gym
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Wheelchair access
    • Elder access
    • x
    • ?
    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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    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...
    5 of 5 stars Reviewed 29 October 2014
    We stayed in this one bedroom unit, in a complex of about 6 buildings, overlooking a canal off the ocean side of marathon key, fl. We used the key west transit bus to travel to...
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    5 of 5 stars (1) Excellent
    Key West
    House Rental - 
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • 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
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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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    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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    4 of 5 stars (1) Very good
    Islamorada
    Apartment - 
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
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    • Elder access
    • ?
    About this property
    Beautiful bayside condo, 3bedrooms 2baths, sleeps 6 comfortably, new sealy beds in all rooms with cable and wifi. Newly furnished and clean. Comes with 36 foot boat slip in the marina. There is a boat ramp on the property along with a brand new pool. Deep water dockage and deep channel to... View all property information
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    4 of 5 stars Reviewed 16 June 2014
    We spent a full week at this Futura Yacht Club rental, which we enjoyed very much. Here are the pro's and con's: Pro: Boat slip accommodated our 29 foot boat well Fresh water...
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    5 of 5 stars (2) Excellent
    Key West
    House Rental - 
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    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
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    • 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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    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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    Islamorada
    Cottage - 
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Internet Access
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    It offers a unique floor plan with the main living area in the center of the house with kitchen, dining area, sitting area and a full bath. To the right is a large bedroom with a king bed and full bath. The laundry area with a full size washer and dryer is also located in this room. To the left of... View all property information
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    5 of 5 stars (5) Excellent
    Marathon
    Villa - 
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    travellers have booked this property
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    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Elder access
    • x
    About this property
    Located in the secluded Indigo Reef Resort in Marathon, this luxury vacation rental is pure paradise. You will immerse yourself in long leisurely days of boating, lounging by the pool and watching spectacular sunsets from your back porch. Located just 90 miles south of Miami and 45 miles from Key... View all property information
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    4 of 5 stars (2) Very good
    Key Largo
    House Rental - 
    1 Bedroom / 1 Bathroom / Sleeps 2
    travellers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Dryer
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    1 Bedroom in Key Largo Kingsized bed and day bed, wifi, cable and air con. screened front porch. We are located close to grocery store and restaurants on the bayside. There is also a 2br upper and studio available for rent in this triplex. We are located at mile marker 105 on the... View all property information
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    4 of 5 stars Reviewed 8 July 2014
    We stayed here 4th of July weekend. The unit itself was nice and clean, pots and dishes were there to prepare breakfast etc. Good size bathroom and living/ dining room area...
    4 of 5 stars Reviewed 6 March 2014
    Nice older rental in quiet neighborhood. Part of a home that was divided into several units. The unit will sleep up to four since it has a day bed. However, you'll notice in...
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    4.5 of 5 stars (8) Very good
    Marathon
    Bungalow - 
    3 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Balcony
    • Dryer
    • Grill
    • Internet Access
    • Private Fishing...
    • Safe
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Seabird Key is a ten acre private island available for rental by the week featuring an architecturally stunning home with gracious porches and multi level decks; a private, sandy beach and beautiful, tropical gardens throughout. Only 5 minutes offshore by boat, this is the Island that has it... View all property information
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    5 of 5 stars Reviewed 20 March 2015
    Wow. Seabird Key is one of a kind. We felt like we were in the swiss family robinson movie. The house's main floor is perched at the same level as the tree canopy. If you love...
    5 of 5 stars Reviewed 29 December 2014
    We were lucky enough to spend the week of Christmas at Seabird Key. The owners have thought of everything. The grounds, beach, docks, craftsmanship, decor and all amenities are...
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    5 of 5 stars (1) Excellent
    Key Largo
    House Rental - 
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Grill
    • Internet Access
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    MINI VACATIONS 3 DAYS 2 NIGHTS $199.00 April 1 - May 15, 2015 This Key Largo property is a paradise in a gated private community. This comfortable park model trailer includes cable TV, full kitchen, bathroom, Queen size bed in master bedroom and much more. Outside terrace with BBQ grill and... View all property information
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    5 of 5 stars Reviewed 12 March 2015
    Oscar was a great person and a very trustworthy person to deal with from the beginning of the registration to the day we sadly departed. We found our unit clean, comfortable and...
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    3.5 of 5 stars (3) Average
    Key West
    House Rental - 
    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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    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
    Cudjoe Key
    House Rental - 
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    traveller have booked this property
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    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Hot Tub
    • Internet Access
    • Private Fishing...
    • Safe
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • x
    • ?
    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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    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 of 5 stars (1) Very good
    Matecumbe Key
    House Rental - 
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    traveller have booked this property
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    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Satellite TV
    • Washer
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    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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    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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    4.5 of 5 stars (10) Very good
    Marathon
    Apartment - 
    1 Bedroom / 1 Bathroom / Sleeps 4
    travellers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Safe
    • Satellite TV
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Come relax on the tropical island of Duck Key. Our Florida Keys Vacation condo is uniquely designed and decorated to capture that island paradise feel. This one bedroom one bath condo is clean, spacious, and relaxing. Our condo is completely updated, fully furnished, and has all kitchen... View all property information
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    3 of 5 stars Reviewed 15 January 2015
    We spent almost a week in this condo with our 1-year old. It is really ideally located in the Duck Keys in a quiet, gorgeous area, and not too far from services (supermarket...
    5 of 5 stars Reviewed 31 July 2014
    Condo was clean when we came in. We enjoyed our stay at Duck keys. WE were there with our 11 Yrs old daughter, she slept on the hide a bed sofa. Condo was Well furnished, beach...
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    4.5 of 5 stars (2) Very good
    Key Largo
    House Rental - 
    2 Bedrooms / 1 Bathroom / Sleeps 4
    travellers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
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    About this property
    Key Largo Home with 2 bedrooms large kitchen great for entertaining, Home features screened in porch with seating area, barbecue, internet, tv, comfy pillowtop mattress's, large high top dining table seating for 8ppl. Lots of parking in rear lot. Also separate studio available on lower level and... View all property information
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    4 of 5 stars Reviewed 25 August 2014
    This was our first time staying outside of the known major hotel chains or resorts for vacation thoroughly enjoyed this location. The home is adequately furnished and clean. Also...
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    Big Pine Key
    Apartment - 
    1 Bedroom / 2 Bathrooms / Sleeps 3
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dryer
    • Internet Access
    • Satellite TV
    • Washer
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    • Wheelchair access
    • Elder access
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    About this property
    LOVELY FURNISHED APARTMENT ON A 25TH FLOOR OF ONE OF THE HIGHEST BUILDINGS IN SAN JUAN, WITH MARBLLE FLOORS, FACIAS, INDIRECTR LIGHTING CENTRAL AIR CONDITIONED, NEW KITCHEN WITH STAINLESS STEEL APPLIANCES WHERE YOU CAN HAVE A COUPLE AND A CHILD SLEEPING COMFORTABLY. THE TWO BATHROOMS ARE LINED UP... View all property information
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    Florida Keys Vacation Rentals

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

    Florida Keys attractions and activities

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

    Live like a local in a Florida Keys rental

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

    Florida Keys vacation rentals for families

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

    Saving money on Florida Keys vacation rentals

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