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Middle Keys Vacation Rentals

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Most Popular

66
Sombrero Beach Seaclusion awaits with great vacation memories! Completely remodeled and updated in 2013 with new floor plans and all new granite countertops, stainless a...
29
Dave's Fish n Fun in Key Colony Beach! 46' concrete dock to handle a large, deep draft boat. Fish cleaning table and bait freezer. There's a garage for all your fishing ...
32
Five Star Custom Designed Homewith lots of privacy ona quiet street. Three bedroom (with two master suites), three bath home on a quiet street close to shops, restaurant...

Rentals

34
Canalfront Dock, Cabana Club Pool-Beach use. TWO (2) units ea. w/2 bedrooms & 2 baths, plus 2 queen sofa beds to accommodate a max. of 6/unit. Ideal for 2 families vacat...
27
Isula Formosa in Paradise. Well kepy Keys charmer with great views. Large covered patio overlooking the Atlantic with lovely sea breezes. Dockage for a small boat up to ...
31
January Rate Special starting at $849/week Book Spring & Summer NOW - Ask about our early bird booking discount. Accommodations: Vacation Rental Home, 2 Bedrooms + Con...
23
Nicely furnished and well kept half duplex just moments to the ocean. Two bedrooms, two baths, with an open porch that overlooks the Atlantic. 30' seawall with instant a...
16
Well kept two bedroom two bath home on Sombrero Beach Road. 56' dock with 50 amp electric. Warm and inviting home in a quiet setting. Large enlcosed family room for adde...
6
Well kept home with stunning views of the Gulf and luxurious sunsets. Large, covered, open deck facing the Gulf. Long dock with a bench to view the sunsets from. Fish, s...
31
Beautiful, remodeled studio with access to resort pool, recreation room and bbq grilles and access to fishing dock
You have discovered one of the Keys most unique vacation destinations, our 2 bedroom home on it's own tropical island. Your vacation package also includes asmall outboar...
The Beach House at Sombrero. Overlooking Sombrero Beach and Sister's Creek, this 2 bedroom, 2 bath home is a great vacation destination. Oceanviews, pool and dockage at ...
iews of the 7-Mile Bridge Fabulous Views of the Gulf of Mexico & the 7-Mile Bridge. Nearly new 3 bedroom, 3 bath, half duplex townhouse on the open Gulf of Mexico with ...
Tropical Paradise.this absolutely adorable two bedroom, two bath half duplex has been tastefully updated. Huge screened porch with large flat screen TV, and wet bar over...
11
on 10th Street with 37.5' of quick, easy access out to the ocean or gulf. Screened patio on the canal side, carport, and small storage area. Well kept unit with tile flo...
Located on a private island in the Florida Keys, our Duck Key vacation rental home is the perfect spot for your next holiday. This tropical paradise is minutes away from...
Affordable delight.one bedroom condo in a "resort atmosphere". Some units have adjoining doors for larger parties. Large heated pool, tiki bar with limitted food menu, t...
14
Cute, three bedroom, two bath home. Central air and heat, washer/dryer and a large open patio upstairs. Downstairs has an enclosed shed with a bait freezer and a lovely ...
13
Adorable 2 bedroom, 2 bath home in a quiet, tropical setting. Nicely furnished with 2 TV's, VCR and DVD. Hi Speed wireless Internet service. Enclosed storage below for a...
Great boating access from this half duplex just 4 homes in from the Gulf. Well priced home with 37' of dockage. Fish cleaning table and bait freezer. There is also water...
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Blog Posts

March 18, 2013
Marathon Florida is by far our favorite place. While Key Largo is very popular and Key West is extremely fun (if not decadent), Marathon has the best of all worlds in the Florida Keys, in our humble o...
October 25, 2012
My mother lives in Cape Coral so I head there first for a couple days before spending the majority of my time at my father's place in Key Colony Beach in the Florida Keys. On my way back north I stop ...
October 13, 2012
Later, Sanchez engineers his escape by arranging for the armoured truck he’s being carried in to be driven into the seas off Seven Mile Bridge, which connects Knight’s Key in the Middle Keys to Little...
September 07, 2012
The two of us ventured out to a local marina at 10:00am for what turned out to be a private kayaking tour through the beautiful waters in Marathon....
September 04, 2012
After a 5-hour drive from Orlando, we arrived at our new home in Key Colony Beach around 9pm on Sunday night. We unpacked our things, relaxed in the living room, and rested up for our week in the Key...
May 23, 2012
Marathon. Well, most people grab a ball and go from there. That is what I would suggest. THere is a great beer and burger joint as you come in on the port side (I cannot remember the name) but it is t...
March 25, 2012
Some people really know how to leave a mark. In Florida his name is Flagler. I wrote about him when we were in St. Augustine, but all along the state Henry Flagler's name keeps coming up. Pretty amazi...
February 15, 2012
The road leads visitors from Key Largo and down to the southernmost part of the U.S., Key West. The remainder of the old bridge, south of Marathon, provides a 2.2-mile bike trail or walkway out to Pi...
February 01, 2012
Tim and I visited the Florida Keys in February of 2011 and one highlight of the trip was our tour of the Turtle Hospital in Marathon Key. The tour begins with a presentation. Our guide, a young woman...
February 25, 2010
You see, I purposely stopped by Duck Key on my way to Islamorada, when returning from Key West. The small 60-acre island is home to the famed Hawks Cay Resort. But, little did I know I was in for such...
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