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Beachfront Islamorada Villa with Dockage and Bay Views
Lower Matecumbe Key house
- 3 bedrooms
- 3 bathrooms
- sleeps 6
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$348
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$212
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$377
Great rentals within 20 miles that match your search
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$391
Responds fast! avg. 20 minutes
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$205
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$802
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$81
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$287
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$377
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$516
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$457
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$115
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$158
2 BEDROOM 2 1/2 BATH VILLA WITH PRIVATE PATIO AND PLUNGE POOL
Duck Key villa
- 2 bedrooms
- 2 bathrooms
- sleeps 6
Responds fast! avg. 13 minutes
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$338
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$229
“Relaxing Weekend Getaway” We love this home! It is on a private dead-end street, and everything is just perfect. Kept the boat right at the dock, fished right there at night, took some nice boat rides through the back country, and relaxed in paradise. Wifi is good and fast (I had to do some work while we were there), and we can't wait to go back.
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$172
“Wonderful Romantic Get-Away” We absolutely enjoyed our stay here and would recommend it to others. The owners were very friendly and pleasant, and the apartment was incredibly clean. The tiki hut over the private lagoon was amazing. We kept finding little things all over the apartment while we were there - drinks, books, games, etc. It was a totally wonderful time, and we want to go back!
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$573
“Perfect Holiday in Tavernier” We had a wonderful time at Dan and Penny's home. They were very accommodating! The home is absolutely pristine and in a nice neighborhood. There wasn't a day that we did not see manatee and tarpon in the canal in front of the house. Perfect location for restaurants, shopping and activities either by land or water. Beautiful home with everything you need for a perfect vacation in the Keys!
Responds fast! avg. 1 hour 17 minutes
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$210
Clean Keys 3/3 w/Davits Clear Canal Bay Side/Views Fenced 2Level Tavernier Home
Tavernier house
- 3 bedrooms
- 3 bathrooms
- sleeps 12
Price per night from
$247
“Winter Paradise!” My wife and I stayed at this great place in January 2014 and it was wonderful. It was very clean and well maintained. The canal was great to watch the fish jump and we saw Manatees almost every day. We especially liked the kayak and did a lot of site seeing from the ocean side. Migdy was great to work with and very accommodating. We would highly recommend this place to anyone.
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$157
“What Florida dreams are made of” Growing up in South Florida and the Keys but now moved farm away, I wanted to show my husband and young children the Florida I remembered as a child. This my friends was more than my dreams could have asked for! We were tremendously blessed to have had the opportunity to share this paradise! Private, gated estate with coral wooded hammocks to stroll through, palm trees clicking in the breeze, flocks of ibis that grazed through the lush green yard that ended at the private water front. Orchids blooming in the trees welcomed us to the hammocks where we had our morning coffee to stunning colored sunrises. It had everything: super clean Keys styled house with a cute kitchen (that saved us on meal expenses), bedrooms and bathrooms that were perfect size and accommodations, and wifi. It was quiet yet welcoming to my kids. We kayaked and swam on Christmas morning! The hosts were gracious and really made us feel as we were family. It was a Christmas we will always cherish. "Give and it will be given to you. A good measure, pressed down, shaken together and running over, will be poured into your lap." Luke 6:38 Truly, after giving us the chance to come share your slice of heaven, our cup runneth over.
Responds fast! avg. 2 hours 33 minutes
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$982
WATER FRONT COTTAGE W/ MOTHER IN LAW TREETOP SUITE also a 23' Compac sailboat
Conch Key cottage
- 4 bedrooms
- 2 bathrooms
- sleeps 8
Price per night from
$561
CARIBBEAN SOUL SAILING CHARTER Bayfront 2 BR cottage w/ 23 foot Sailboat or dock
Conch Key cottage
- 2 bedrooms
- 1 bathroom
- sleeps 6
“Perfect get-away cottage exceeded our expectations.” Just back from enjoying the cottage, Conched Out, at Caribbean Soul Charters on Conch Key. Awesome rustic cottage with tons of nautical character and a sailboat right out the back door. Great location near Marathon allowed us to easily day trip up to Key Largo and down to Key West. My family took the 23' Compact sailboat out 3 times during the week and the sailing was awesome. Our boat was in great shape and the motor operated flawlessly. One of the best family vacations we've ever enjoyed. We can't wait to come back. The owners, Barry and Tammy Jo, were very friendly and great sources of local information.
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$327
“Phenomenal keys experience!” This bay front condo is the perfect destination for the entire family! The fishing ranks up with the best in the world, there are plenty of other activities, and Key West is just a short trip down the beautiful HWY 1. I've had the pleasure of staying at this condo several times and have honestly never had a bad time (even during a cat 5 Trop Storm). There is too much to do, the condo is comfy, and the weather is always beautiful. Definitely recommend this condo!
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$253
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$344
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$355
Responds fast! avg. 2 hours 17 minutes
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$674
Responds fast! avg. 2 hours 10 minutes
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$532
Come relax in Islamorada, the tropical jewel of the Florida Keys!!
Islamorada apartment
- 1 bedroom
- 1 bathroom
- sleeps 4
Price per night from
$201
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$207
Sunset Catch- Gulf Front Home Incredible Views Pool Dock private and spacious
Grassy Key house
- 3 bedrooms
- 2 bathrooms
- sleeps 8
Responds fast! avg. 1 hour 39 minutes
Price per night from
$802