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Condos and house rentals in Florida Keys, FL

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All 1,146 Rentals in Florida Keys
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From
$287
Per Night
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1 / 10
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Marathon
3 Bedrooms, 2 Bathrooms, Sleeps 6
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$1,200
Per Week
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1 / 24
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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Details Reviews (1) Make Inquiry
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$500
Per Night
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1 / 43
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Matecumbe Key
4 Bedrooms, 3 Bathrooms, Sleeps 8
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$143
Per Night
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1 / 24
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Key Colony Beach
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Reviews (4) Make Inquiry
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
  • x
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Key Colony Beach house description SPECIAL rate of $999.00 for 4 guests (may have 6, $35 per extra person, 6 max total) Valid for Spring and Fall (except Thanksgiving), Summer is $1100 per week, Please check calendar for open weeks. Weekly rental, Saturday-Saturday, excluding Thanksgiving NEW... View all property information
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5 of 5 stars Reviewed November 2, 2014
We had an awesome time at "Key Escapes", even though the weather did not really cooperate much of the time. The location of this duplex was wonderful, right on the channel with...
5 of 5 stars Reviewed June 29, 2014
From the beginning to the end, it was the best vacation ever! The owner was such a delight to work with! KEYS ESCAPE rental was perfect! If you looking for a real keys...
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$350
Per Night
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Key Largo
3 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
Details Reviews (8) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dryer
  • Grill
  • Internet Access
  • Ocean Views
  • Private Fishing...
  • Safe
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Villa Los-Montes Beautiful Summer Gate away, Paradise in the Keys. All Sales & Florida Taxes are Included on Pricing quote. We have NO hidden fees or additional taxes. Rates quoted are all inclusive, except standard $175.00 Cleaning Fee and PDP Fee. There being no damages, the security deposit... View all property information
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5 of 5 stars Reviewed February 17, 2015
Stayed here for two weeks with another couple and we all enjoyed ourselves very much. The house is a very pleasant place and was ideal for 2 couples. Enjoyed sitting on the...
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$225
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1 / 15
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Long Key
4 Bedrooms, 3 Bathrooms, Sleeps 9
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Beautiful canal front, clean, home located on ocean side in Long Key. MM 68. 4 bedrooms 3 baths total: 3 bedroom, 2 bath upstairs, 1 bedroom/bath (studio) downstairs. Great fishing and diving moments away. This is our family's vacation hideaway. Never rented prior to December 2012. Direct TV w HBO,... View all property information
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5 of 5 stars Reviewed June 14, 2014
Currently staying here and couldn't be happier. Comfortably sleeping 9 people in our party (4 adults, 4 kids/teens and a baby). The kitchen is stocked very well. Gorgeous view of...
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$215
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1 / 15
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Key Largo
2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Safe
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
Beautiful 2 bedroom, 2 bathroom Conch House located minutes from Pennekamp State Park. Fully equiped modern kitchen, spacious living area. Two comfortable decks for leisure and entertainment. Hot and cold outdoor shower. Steps away from home owner's park complete with covered picnic area, sandy... View all property information
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5 of 5 stars Reviewed January 10, 2015
We thoroughly enjoyed our holiday stay in the Keys So Happy house. It’s a wonderfully restored and appointed mid-century cottage with private access to Largo Sound and proximity...
5 of 5 stars Reviewed March 23, 2014
Charming bungalow...great outdoor deck and patio... Fully equipped...easy access to shopping restaurants and nightlife...highly recommend
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$200
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1 / 17
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Big Pine Key
3 Bedrooms, 3 Bathrooms, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Safe
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
About this property
REEL PARADISE, located in Big Pine Key, Florida Keys offers a large open format Keys retreat with vaulted ceilings. 3 bedrooms – King bed master suite – Queen bed master suite and two full beds in a spacious third bedroom, 3 baths, large kitchen, dining room, family room, sitting area, large... View all property information
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5 of 5 stars Reviewed February 18, 2015
The first thing that stood out was how clean this place is. Everything is spotless and well organized. A binder was provided with menus, helpful hints about the community and...
5 of 5 stars Reviewed May 8, 2014
We had a great experience. The owner is extremely friendly and accommodating. The property is excellent. Cannot wait to go back!
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$283
Per Night
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1 / 23
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Key Largo
4 Bedrooms, 2 Bathrooms, Sleeps 10
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Amenities & Details
  • Air Conditioning
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Private Fishing...
  • Safe
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
WWW.KEYLARGODREAMS.COM Our delightful home comfortably sleeps 10 and features 2 baths, 2 showers, 1 tub, and 4 lovely bedrooms. Bedroom 1 has a queen-size bed. Bedroom 2 offers 2 full beds. Bedroom 3 includes 2 twin beds. And, bedroom 4 is perfect for the kids with 2 sets of bunk beds. Featuring... View all property information
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$250
Per Night
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Key Largo
2 Bedrooms, 1 Bathroom, Sleeps 5
Bookings
Details Reviews (4) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Internet Access
  • Washer
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
This is a brand new furnished vacation rental on the point with the best sunset views. Rates have been reduced during this introduction period. This home has 2 bedrooms and 1 and a 1/2 bath. It has a 700 sq ft addition of kitchen and family room with direct views of the sunset. New leather... View all property information
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$139
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Key West
1 Bedroom, 4 Bathrooms, Sleeps 2
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Pool Table
  • Private Outdoor...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
Beautiful New large modern Home on very quiet street . Location , Location Location ! Share .5 Star $2.4m Home in Old Town Key West.. Own fully furnished bedroom with Queen size bed for 1 - 2 max ( see photos ) with large flat screen t.v. and 2 french doors leading onto private balcony... View all property information
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5 of 5 stars Reviewed February 18, 2015
What a wonderful place. A truly gracious host and wonderful home. We would enjoy returning to such a gem. Located just a short walk from all the best sights in Key West Old Town.
5 of 5 stars Reviewed January 12, 2015
Don is very attentive to the needs of his guests. Beautifull house. You have access to a little paradise in his backyard: warm water pool, jacuzzi, BBQ, even a living room pool...
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$895
Per Week
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1 / 18
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Key Largo
2 Bedrooms, 2 Bathrooms, Sleeps 5
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Private Fishing...
  • Safe
  • Satellite TV
  • Sauna
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
The condo is located in a complex called Moon Bay More like a resort than a condominium. Free tennis courts, saunas, a private boat slip, and a dock for fishing and saltwater swimming, to mention just a few of the amenities. The unit is on the fourth floor of an elevator building, making for... View all property information
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5 of 5 stars Reviewed January 9, 2015
We stayed in A407. This condo unit is nicely set up with everything you could need. The beds are very comfortable with the master bedroom having a view of the bay, so nice to...
4 of 5 stars Reviewed October 8, 2013
We stayed in condo B-106, owned by Gloria, who prepared everything for our arrival. Erin, her housekeeper met us on arrival and showed us round. Everything was as promised. The...
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$210
Per Night
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Marathon
3 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
Details Reviews (5) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
When you arrive, you know you've come somewhere very special. This condo has the most spectacular views of the the Atlantic Ocean and a pristine heated pool. Located on Coco Plum Beach in Marathon, Florida Keys, you're in a secluded yet central base for all Keys sightseeing and activities, if you... View all property information
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5 of 5 stars Reviewed December 21, 2013
This is the ideal place for a relaxing break, perfectly situated in the middle of the Florida Keys, so you have the facilities of Marathon on your doorstep and can easily drive to...
5 of 5 stars Reviewed October 6, 2013
This condo has an amazing view of the ocean! When we weren't walking on the beach or swimming in the pool it was nice to sit on the patio and just enjoy our surroundings. The...
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$199
Per Night
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Key West
2 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
Details Reviews (15) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Shared Outdoor Pool...
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Relax of the Island Style front porch and enjoy Key West at it's finest. Centrally located, less than a block from Duval - this Completely updated 2 Bedroom, 1 Bath will simply amaze you! High Ceilings, tall windows, full kitchen with separate dining room and plenty of space to make your Key West... View all property information
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5 of 5 stars Reviewed February 2, 2015
We stayed here for a week, for our destination wedding. We were able to entertain all of our wedding guests from out of town. Perfect size for our needs; great front porch...
5 of 5 stars Reviewed November 18, 2014
We were in key west playing music at a friend's wedding around the corner at old town manor. The Bahama House is perfect! it is close to everything, there's a beautiful pool...
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From
$625
Per Night
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Marathon
4 Bedrooms, 4 Bathrooms, Sleeps 8
Bookings
Details Reviews (3) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Private Outdoor...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
Amazing 4 Room 4 Bath New Luxurious Florida keys house. Completely newly built house equipped with state of the art appliances and modern furniture available for rent as of right now. Sleeps 10ppl, less then 0.5 miles from Sombrero Beach, Less then 1 mile from supermarket and shopping centers.... View all property information
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5 of 5 stars Reviewed July 29, 2014
Great home , better than the great pictures.best pool and patio in marathon. Also very hospitable and helpfull owners.we would come back in a heart beat . Will recommend this...
4 of 5 stars Reviewed March 24, 2014
This is a new rental property, only finished building in December 2013. So everything is brand new and clean and beautifully presented. A couple of wires still to attach, but this...
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From
$125
Per Night
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1 / 25
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Marathon
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (24) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Ocean Views
  • Satellite TV
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
BRAND NEW WHISPER QUIET $5300/42,000 BTU'S TRI-ZONE AIR CONDITIONING/HEATING SYSTEM PROFESSIONALLY INSTALLED AND COMPLETED IN MAY 2014. Simple and unpretentious, the Ocean Front Bungalow Hideaway is a mobile home located right on the water at Boot Key Harbor. Only 45 miles south to Key West. One... View all property information
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5 of 5 stars Reviewed February 26, 2015
We had a wonderful stay in this very clean, cutely decorated mobile home! Has a great deck where we enjoyed our morning coffee and evening 'beverages'. Sunsets were beautiful...
5 of 5 stars Reviewed February 24, 2015
If you are looking for a place that is quiet, clean and just slightly off the beaten path then this is your place. There are at least six or seven places to kick back and enjoy a...
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$249
Per Night
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Key West
3 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
Details Reviews (10) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Shared Outdoor Pool...
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Just steps away from shops, restaurants, and the excitement of Duval Street, yet set on a quiet side street in a world of its own. With 3 bedrooms and 2 Baths, The Grand Bahama Suite has plenty of room for a large gathering or group of friends. Experience endless sunshine and the incomparable... View all property information
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5 of 5 stars Reviewed February 5, 2015
Easy walking to Duval St., waterfront and many Key West attractions. Plenty of room for three couples. Pool area is great! Beds are comfortable. Good value.
5 of 5 stars Reviewed January 25, 2015
This place far exceeded our expectations and was quite cozy. We weren't aware of the pool until we arrived so seeing such a great perk just added to a wonderful experience.
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$229
Per Night
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Key West
2 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Shared Outdoor Pool...
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
The Nassau Suite is one of the largest suites in The Bahama House. Featuring 2 King Bedrooms, 2 Bath and 2 Day-rooms with Futons. Quietly Tucked away in a world of it's own, yet literally only steps away from all that Key West has to offer. Whether your looking for a place to meditate or find an... View all property information
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5 of 5 stars Reviewed January 28, 2015
Loved the house, pool, location. Beds were very comfortable. Loved everything about it. Already have friends asking about rental.
5 of 5 stars Reviewed January 15, 2015
We were so pleased with this accommodation. The location is fantastic for enjoying all that Duval Street has to offer. Would recommend this place to anyone. Just sorry our...
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From
$5,000
Per Month
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1 / 22
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Tavernier
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Reviews (3) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Relaxing Home in the Florida Keys. Come enjoy a view from all but 1 room in this 2 Bedroom 2 Bath home. New 12,000lb boat lift to keep your boat on up and out of the water. 2 Balconys to relax and enjoy the views. Plentiful parking for car, truck, Motorhome, boat trailer. This home is 2nd key in... View all property information
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From
$4,300
Per Week
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1 / 15
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Marathon
5 Bedrooms, 5 Bathrooms, Sleeps 10
Bookings
Details Reviews (1) Make Inquiry
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
Great Heron House Ocean Front - Estate Luxury in ever detail and design with spectacular ocean views throughout. Private pool and spa. Spacious 5 bedroom 5.5 bath sleeps up to 10 guests. Sister property to the Grand Mangrove. Both accommodations reflect a meticulous attention to detail. Granite... View all property information
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$209
Per Night
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1 / 17
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Key West
2 Bedrooms, 2 Bathrooms, Sleeps 5
Bookings
Details Reviews (11) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Shared Outdoor Pool...
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
Located in the heart of Old Town, this split 2 Bedroom plan is just blocks from everything Key West has to offer. The famous Southernmost Point, Hemingway House, Lighthouse, Beaches and more. Just 1/2 block from Duval Street. Completely updated for your comfort and convience with new furnitire,... View all property information
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5 of 5 stars Reviewed February 23, 2015
Stayed at the Bimini suite last week and all 4 of us loved it! Fantastic location, great amenities, clean unit, nicely decorated, responsive owner - all in all a great stay...
5 of 5 stars Reviewed February 3, 2015
The rental was located one block from Duval St. but provided a quiet refuge when not exploring. We enjoyed the private patio and pool. Units were clean and well maintained...
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$260
Per Night
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Key West
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Reviews (12) Make Inquiry
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 January 26, 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 November 16, 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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From
$200
Per Night
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1 / 27
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Key West
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Reviews (35) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Gym
  • Hot Tub
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
This is a non-smoking condo (smoking on the balcony only) with that 'home away from home' appeal. My condo is reasonably priced and includes 1 king bed suite and 1 queen bed suite and a sofabed. All bed linens are provided. Wait there is more, 2 full baths, fully equipped kitchen (dine in/dine... View all property information
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5 of 5 stars Reviewed January 8, 2015
We have been going to Key West for 8-9 day stays for 20 years. Stayed in lots of rentals but this has been by far the best accomadations we've have had. It had the comforting...
5 of 5 stars Reviewed December 31, 2014
Fanatastic location. Perfectly appointed with every amenity. Immaculate. Pool was wonderful. Pam was very helpful. We had an amazing holiday away from home in a Pam's...
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From
$400
Per Night
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Matecumbe Key
3 Bedrooms, 3 Bathrooms, Sleeps 5
Bookings
Details Reviews (6) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Private Fishing...
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
3 bedroom, 2.5 bath home at the end of a quiet private road in Islamorada. Queen bed in the master with a fantastic view of the ocean from your pillow. Two queen beds in the second bedroom with en suite bath The third bedroom is used as an office. From the moment you open the front door you have... View all property information
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5 of 5 stars Reviewed January 18, 2015
Stayed at this fabulous home again, and once again the title is absolutely correct... I did not want to leave. This time, we bought groceries on our way down, and with that...
5 of 5 stars Reviewed July 9, 2014
This was our first trip to the Keys and not knowing the area, we splurged on this house. We were not disappointed! It was very peaceful, roomy, clean, nicely decorated, and the...
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From
$6,295
Per Week
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Marathon
3 Bedrooms, 3 Bathrooms, Sleeps 8
Details Reviews (7) Make Inquiry
Amenities & Details
  • 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 December 28, 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...
5 of 5 stars Reviewed September 23, 2014
From the moment you step foot on this beautiful island paradise, you'll feel like you've been transported to your own little private world! Every amenity has been thought of from...
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From
$1,700
Per Week
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Islamorada
3 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
Details Reviews (2) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Ocean Views
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
BEAUTIFUL NEWLY REMODELED 3 BEDROOM, 2 FULL BATHROOM VACATION RENTAL IS LOCATED IN THE EXECUTIVE BAY CLUB. BREATHTAKING BAY VIEW FROM YOUR OWN BACK YARD! UNIT HAS BRAND NEW CUTOME KITCHEN CABINETS WITH GRANITE COUNTER TOPS. ALL STAINLESS STEEL APPLIANCES, DOUBLE DOOR REFRIGERATOR, DISHWASHER,... View all property information
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5 of 5 stars Reviewed February 23, 2015
The place was beautifully decorated and in excellent condition. From the patio you had an excellent ocean view that was a short walk to a small beach. My teens has a blast and...
5 of 5 stars Reviewed February 23, 2015
When we first contacted the owner regarding the rental, she responded immediately and was very nice and helpful. The unit was impeccable when we arrived and the location in the...
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$175
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Marathon
3 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
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 October 26, 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 July 18, 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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$267
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Marathon
3 Bedrooms, 3 Bathrooms, Sleeps 7
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Grill
  • Housekeeping...
  • Internet Access
  • Ocean Views
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Come to the Florida Keys and enjoy living in luxury at 'Blue Heaven'. There are blue skies, crystal clear blue water, calm tropical breezes at 'Blue Heaven' every day. This beautiful new three bedroom, three bath villa has 2,000 square feet on 2 levels with under cover parking. It is located in the... View all property information
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5 of 5 stars Reviewed November 23, 2014
Really enjoyed this home, clean,secure, owner answered all questions in a timely fashion. Highly recommended!
5 of 5 stars Reviewed May 30, 2014
We spent seven wonderful days at Blue Heaven . When we arrived we were astonished by the clean, modern,well equipped home . Located centrally in Marathon, it was a great central...
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$1,650
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Marathon
4 Bedrooms, 4 Bathrooms, Sleeps 12
Booking
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Fisherman's Dream!! Clean comfortable duplex with huge yard on the water and close to everything. Plenty of parking and deepwater access/ dockage for up to 2 boats. Waterfront 4BR/4BA Duplex with ample dockage and parking for groups from 1 to 12 people. Can be split into 2- 2BR/2BA units that will... View all property information
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5 of 5 stars Reviewed July 6, 2014
Perfect all the way. This is perfectly located to easily access all of the surrounding attractions. I would highly recommend this rental to anyone that wants a great home on the...
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From
$349
Per Night
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Key Largo
4 Bedrooms, 3 Bathrooms, Sleeps 10
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Private Fishing...
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Fully Furnished 4 Bedroom/3 Bathroom Florida Keys Home with private deep water canal dockage and underwater lighting. This beautifully decorated home also offers two homeowner parks with beaches, pavilions and two private boat ramps. Shopping and fine dining nearby. Easy ocean and back country... View all property information
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From
$185
Per Night
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Key Largo
3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Private Fishing...
  • Sauna
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Welcome to your home away from home! “Bel Cielo” is a beautiful two-story condo in the quaint community of Moon Bay, located at mile marker 104 in Key Largo. (Moon Bay was recently featured on HGTV's Beach Front Bargain Hunt!) Featuring 1,146 square feet of living space with handsome furnishings,... View all property information
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4 of 5 stars Reviewed August 11, 2014
Bel Cielo is nicely furnished and well maintained. An abundance of bath and beach towels is included and the kitchen is fully equipped. The owner responded promptly to questions...
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$1,350
Per Week
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Key Largo
3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dryer
  • Grill
  • Internet Access
  • Safe
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
Paradise point! This is a newly renovated (Spring 2014) home in a private gated community. Located at mile marker 106 on the bayside in Key Largo, this home is an ideal location for those looking to enjoy life on the water in the Florida keys. The home is situated for convenient access to... View all property information
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4 of 5 stars Reviewed January 8, 2015
I stayed at the Bayside home from 12/31/14-1/6/15 and it was wonderful. Joy and Doug were very accommodating and available for any and all questions. The place was perfect to sit...
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$250
Per Night
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Key Largo
2 Bedrooms, 3 Bathrooms, Sleeps 6
Details Reviews (1) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Ocean Views
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • ?
About this property
This beautifully refurbished 4th floor condo has great marina and ocean views from the living room, master bedroom & balcony! Gorgeous wood floors throughout and new furnishings lend an elegant atmosphere with lots of comfort in mind. Master bedroom has a king-sized bed, while guest bedroom has 2... View all property information
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5 of 5 stars Reviewed January 25, 2015
My husband and I stayed in 401 Kawama Towers in November. We had a wonderful time. The views are even better than the pictures show and the unit was spotless which are both...
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From
$165
Per Night
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Tavernier
2 Bedrooms, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Come enjoy all that the Florida Keys has to offer in this 'home away from home'. Great for a quick get-away or Mini-vacation! Located in the prestigious Hammer Point community, this water front home is a treasure! With its crystal clear waters and abundant sea life, your backyard offers nature... View all property information
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5 of 5 stars Reviewed February 7, 2015
We just returned from a month of perfect weather in Tavernier in the Florida Keys at Hammer Point. Our host Migdy Moya could not be nicer. She checked on us while we were there a...
5 of 5 stars Reviewed January 1, 2015
Midgy was so kind and accommodating as a host. We enjoyed relaxing on the screened porch. We had fun paddling around in the kayak along side a beautiful manatee. Very quiet and...
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From
$450
Per Night
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Key West
3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
Large 3 Bedroom, 2 Bath OCEANFRONT condo. Breathtaking views of the Atlantic from every room. Tropical landscaped property with large heated pool and Jacuzzi. Just steps to Smathers Beach which has swimming, jet skis, parasailing, etc. Fully appointed condo with all the amenities of home at... View all property information
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4 of 5 stars Reviewed February 9, 2015
Loved the condo! Besides a few minor issues the place was everything it promised and more. Nicely and comfortably decorated with lots of room (there were 6 adults). The balcony...
5 of 5 stars Reviewed December 29, 2014
The condo comfortably fit out family of 5. It had lovely ocean views, homey updated decor, a pool & jacuzzi, while walking distance to Smather's Beach equipped with all kinds of...
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From
$225
Per Night
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Cudjoe Key
2 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
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Amenities & Details
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Private Fishing...
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • 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 October 25, 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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From
$139
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Big Pine Key
2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
This 2 bedroom 2 bath ground level home with a glassed in Florida room, is on a boating canal with only 1/4 mile to open water. In five minutes at idle speed you have immediate access to the Atlantic or the Gulf of Mexico via Bogie Channel. The Canal has 50 feet of concrete seawall with bumpers... View all property information
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5 of 5 stars Reviewed January 3, 2015
We rented this home for the week following our destination wedding in Key West, FL. It's in a very quiet neighborhood which we really appreciated after the craziness of KW. The...
5 of 5 stars Reviewed September 16, 2014
This was my 4th year staying at Capt Ron's rental on Big Pine Key. We come down every year for a week of fishing. The house is clean, well stocked with items needed for cooking...
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$139
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Big Pine Key
2 Bedrooms, 2 Bathrooms, Sleeps 4
Bookings
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
A quite, private, waterfront residence in the lower Florida Keys, the American Caribbean. Decorated in Nautical and Tropical décor. Undeveloped property on one side and across the canal. On a boating canal with dockage for your boat, Free launching at the nearby marina and space for your boat... View all property information
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5 of 5 stars Reviewed February 10, 2014
Booked this house for a week in early December of 2013. Captain Ron met us for checkin and went over the property with us. Everything was in great condition; very clean, and in...
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From
$110
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Islamorada
1 Bedroom, 1 Bathroom, Sleeps 3
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Grill
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Waterfront
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • Elder access
About this property
Located in beautiful Plantation Key, the first Island of Islamorada. An area of all waterfront homes Wifi, boat dock, trailer parking, and all amenities are included also, Lovely Tiki Hut overlooking the water. Plus a huge covered entertainment area complete with dining areas, settee and gas... View all property information
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3 of 5 stars Reviewed June 12, 2014
Location was great, quiet & relaxing. Close to shopping & restaurants. Allowed us to bring our elderly dog. Small but had everything you needed.
3 of 5 stars Reviewed April 25, 2014
You've got to like Key Islamarada because it's strictly for boaters and this place has a slip for yours. We booked it because it was one of the few rentals with handicapped...
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From
$300
Per Night
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Key West
2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Recently renovated, two bedroom, one bathroom, high end kitchen, luxurious living room, and balcony over looking garden restaurant. Tile throughout, modern kitchen, top-of-the-line appliances, are just a few nice features of this perfect vacation rental. Just moments from some of the best dinning... View all property information
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4 of 5 stars Reviewed April 8, 2014
Just got back from Key West and this condo is in a prime location on Duval St. It is towards the back so noise is not a problem-other than roosters crowing (they are all over the...
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From
$800
Per Night
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Key West
4 Bedrooms, 4 Bathrooms, Sleeps 10
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
This three story, elegant home has something for everyone! It is located three blocks from Duval Street and two blocks from the historic Key West Seaport. There are three bedrooms on the second floor and a third floor suite with living room, efficiency kitchen, bedroom and full bathroom. There is... View all property information
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From
$150
Per Night
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Key Largo
2 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
Details Make Inquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
This condo is located on Mile 104 on one of the best areas of the Keys and just few miles of Pennekan Park and Harris Park. The Apartment has been redecorated and on floor 4 with spectacular views of the bay and stunning sunset. View all property information
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From
$225
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Key Largo
2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Grill
  • Private Fishing...
  • Safe
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Ocean Pointe Suites is a secluded resort overlooking the Atlantic. A great getaway for families or couples. You relax in a gated community located on 67 acres on the Southern tip of Key Largo, in the quiet town of Tavernier. Our property is managed by Tony 954.410.3241 and Ana 954.410.0308. THE... View all property information
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From
$143
Per Night
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Key Largo
2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Everything is in place to enjoy your vacation in Key Largo! Our lovely condo is located in quiet community with many amenities for all ages. Relax on the deck with a nice cocktail and enjoy the wildlife. Go snorkeling in the saltwater lagoon. Or, take the golf car a short drive to the jetty and... View all property information
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From
$140
Per Night
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Key Largo
3 Bedrooms, 2 Bathrooms, Sleeps 7
Bookings
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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
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Plan your next Shore Leave at this gorgeous waterfront Key Largo home on Largo Sound, Oceanside near Mile Marker 103! Beautifully furnished and updated, with living room, kitchen and half-bath at ground level & 3 bedrooms & 2 bathrooms upstairs. Master bedroom has a Queen bed. Guest bedroom #1 has... View all property information
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5 of 5 stars Reviewed March 4, 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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From
$100
Per Night
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Key West
2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
***Due to licensing restrictions, this Key West Condo rental requires minimum stay of 30 nights*** MONTHLY RENTAL ONLY - NO PETS ALLOWED - NO EXCEPTIONS Seaside Breeze is a true Key West island paradise. It is a wonderful two bedroom two bath, newly renovated condo decorated in light and bright... View all property information
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$987
Per Week
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Key Largo
4 Bedrooms, 3 Bathrooms, Sleeps 12
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
This Amazing Beach Home Has All That You Need!!! This House Has 3 Floors With Balconies With An Amazing View Of The Bay. It Has An Outdoor/Covered Space That Can Be Used To Hang Out And Cook. It Has An Outside Island Kitchen That Is Fully Stocked With Cooking Gadgets. The Private Beach And Boat... View all property information
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From
$300
Per Night
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Key West
3 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Housekeeping...
  • Internet Access
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
About this property
WOW Oceanside Voted #1 Key West's Best Luxury Penthouse Marina/Condo/Pool Direct Oceanfront 1490 Sq Ft Condo, 3 Bedrooms, 2 Baths, (Sleeps 6) Oceanside Marina is one of the newest and one of the most prestigious communities offering breath taking water views and large, open units. The... View all property information
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$110
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Islamorada
3 Bedrooms, 2 Bathrooms, Sleeps 8
Details Make Inquiry
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
ENJOYABLE, CENTRAL LOCATION, PLANTATION KEY, 3 bedroom + loft, 2 bath; 1400 sf 2 story, all bedrooms and 1 full bath are upstairs & downstairs is the living area and 1 additional full bath. The unit is clean, comfortable, quiet and restful. The community is gated with security, no pets are allowed;... View all property information
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From
$1,400
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Matecumbe Key
1 Bedroom, 1 Bathroom, Sleeps 2
Bookings
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Grill
  • Internet Access
  • Private Fishing...
  • Satellite TV
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
Dive right into paradise while staying at Casa Rio. With a beautiful view from a raised master suite in the Florida Keys you can quickly relax and transform into 'island time.' This exclusive bayside home is situated in a secluded location on Islamorada with quick access to the Florida Bay and... 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.