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179 house rentals
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$285
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$1,720
Newly refinished condo open water views very nice
Islamorada condo
2 bedrooms / 2 bathrooms / sleeps 6
Responds fast! avg. 57 minutes
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$164
Responds fast! avg. 2 hours 8 minutes
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$401
NEW Interior Oceanfront 5th Floor End Unit, Pool, WiFi, Great Ocean Views!
Islamorada condo
2 bedrooms / 2 bathrooms / sleeps 4
Responds fast! avg. 31 minutes
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$206
“AMAZING!!!!!!!” Ewa and Peter were incredible hosts at this beautiful property. We felt right at home immediately and had so many activities to do plus Ewa and Peter had loads of great tips when we asked. The studio was so well stocked with all the essentials and then even the ones you forgot! It was wonderful to see a manatee swim up past the dock our first morning there. A very magical spot with generous hosts. It had everything we wanted and then some. After a week there and driving around the whole Keys it was 100% the most perfect choice for us. I miss those hammocks!
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$259
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$344
Venetian Tropics 3 bedroom pool home on sailboat canal weekly vacation rental
Islamorada house
3 bedrooms / 3 bathrooms / sleeps 8
“Comfortable home for family get-together” Positive experience overall: Our family of six adults had a tropical-feeling destination Christmas here. The house easily accommodated all of us, and we enjoyed the wrap-around porch and pool. We appreciated the commodious kitchen with a two-tier dishwasher and side-by-side refrigerator with ice/water dispenser. Having a washer and dryer on the premises was very helpful, since guests are requested to wash linens and towels before departing. Some drawbacks: the house did not come equipped with adequate staples, such as paper products, laundry detergent, and garbage bags, so be prepared to purchase these. There are no beaches or stores within walking distance. On a couple of nights, noisy neighbors talking on the street woke us up. (In general, though, the area is quiet.)
Responds fast! avg. 16 minutes
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$667
Responds fast! avg. 7 minutes
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$6,191
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$168
“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 3 minutes
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$575
Luxury condo overlooking harbor with ocean view
Islamorada condo
3 bedrooms / 3 bathrooms / sleeps 6
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$310
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$585
“The Best Keys Location” My family stayed at this lovely Futura Yacht Club Condo for three weeks this July. We have stayed at many other units in this complex over the years but this unit was one of the nicest we have seen. The unit has been remodeled and it has everything you would need for a great Keys vacation. Futura Yacht club has a big heated pool, tennis courts and if you are a boater a great marina with its own boat ramp which made it easy for us to enjoy our boat and jet ski's. It is a gated complex with security, centrally located to all the activities & restaurants in the area. We found the owner most helpful, accommodating and easy to deal with. We are looking forward to our next stay!!
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$222
Experience the Florida Keys like never before!!!
Islamorada condo
2 bedrooms / 2 bathrooms / sleeps 6
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$243
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$356
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$158
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$792
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$422
Responds fast! avg. 1 hour 25 minutes
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$1,261
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$460
Blue Dolphin Private Oceanfront 1.8 acre Estate on Millionaire's Row with Pool
Islamorada house
5 bedrooms / 4 bathrooms / sleeps 12
Responds fast! avg. 1 hour 25 minutes
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$1,261
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$262
Oceanfront Anglers Reef Islamorada Florida Keys
Islamorada house
2 bedrooms / 3 bathrooms / sleeps 6
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$376
DEC & APRIL DEAL MONTH MINIMUM ENJOY! 9545791140
Islamorada apartment
3 bedrooms / 2 bathrooms / sleeps 8
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$172
2 Acres on the Atlantic Ocean in Islamorada, Florida
Islamorada house
3 bedrooms / 3 bathrooms / sleeps 6
Responds fast! avg. 1 hour 49 minutes
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$373
San Roc - Private 150 Ft Oceanfront 2.5 Acre Millionaire Row Estate, Pool, Spa,
Islamorada house
4 bedrooms / 3 bathrooms / sleeps 8
Responds fast! avg. 1 hour 25 minutes
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$1,261
Fabulous 6bedroom /4bathroom Waterfront Pool Home in Islamorada - 3/2 Each Level
Islamorada house
3 bedrooms / 4 bathrooms / sleeps 10
Responds fast! avg. 33 minutes
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$382
Newly Renovated Townhome In Tropical Paradise
Islamorada townhouse
2 bedrooms / 2 bathrooms / sleeps 6
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$133
Paradise Found - Sandy Beach, Beachside Bar, Great Views, And Dock
Islamorada villa
3 bedrooms / 3 bathrooms / sleeps 6
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$1,151
Responds fast! avg. 2 hours 29 minutes
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$170
Responds fast! avg. 31 minutes
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$202
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$161
Recently Remodeled Beautiful Pool Home with Private Dock with Beach Access
Islamorada house
4 bedrooms / 3 bathrooms / sleeps 8
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$421
Beautiful Pool Home with Private Dock with Beach Access
Islamorada house
4 bedrooms / 3 bathrooms / sleeps 8
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$403
Lazy Daze Beach House 5 Star Modern Oceanfront Islamorada Townhome on the Beach!
Islamorada townhouse
2 bedrooms / 3 bathrooms / sleeps 6
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$333
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$130
Mile Marker 87 - Mina Bay - Oceanfront "Million Dollar View"
Islamorada townhouse
2 bedrooms / 2 bathrooms / sleeps 8
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$150