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Responds fast! avg. 2 hours 10 minutes
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$530
Islamorada Ocean Views! Pool, Wi-Fi, Balcony, Gym, Covered Parking
Islamorada condo
- 2 bedrooms
- 2 bathrooms
- sleeps 4
Responds fast! avg. 2 hours 44 minutes
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$172
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$343
“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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$571
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. 1 hour 0 minutes
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$668
“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 42 minutes
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$978
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$571
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$354
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$514
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$389
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$245
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$799
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$158
San Roc - Private 150 Ft Oceanfront 2.5 Acre Millionaire Row Estate, Pool, Spa,
Islamorada house
- 4 bedrooms
- 3 bathrooms
- sleeps 8
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$2,119
Blue Dolphin Private Oceanfront 1.8 acre Estate on Millionaire's Row with Pool
Islamorada house
- 5 bedrooms
- 4 bathrooms
- sleeps 12
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$1,141
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$456
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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$444
Paradise Found - Sandy Beach, Beachside Bar, Great Views, And Dock
Islamorada villa
- 3 bedrooms
- 3 bathrooms
- sleeps 6
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$1,141
Responds fast! avg. 2 hours 10 minutes
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$407
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$160
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$286
Oceanfront 2/2 Condo in Beacon Reef - Free boat dock
Islamorada condo
- 2 bedrooms
- 2 bathrooms
- sleeps 4
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$1,483
Price per night from
$314
Gorgeous Florida Keys Vacation Home with Beach Access in Islamorada!
Islamorada townhouse
- 2 bedrooms
- 3 bathrooms
- sleeps 6
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$599
Townhome in Beachfront Community: Perfect for Florida Keys Vacation!
Islamorada townhouse
- 3 bedrooms
- 3 bathrooms
- sleeps 7
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$656
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$284
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$376
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$513
Beautiful Waterfront Townhome in Islamorada! Perfect for Florida Keys Vacation!
Islamorada house
- 2 bedrooms
- 2 bathrooms
- sleeps 6
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$599
Islamorada Townhome w/Beach View, Pool, Marina,Tennis! Perfect Family Getaway!!
Islamorada townhouse
- 2 bedrooms
- 3 bathrooms
- sleeps 6
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$202
Remodeled Townhome in Waterfront Community - 20% for Spring/Summer!
Islamorada house
- 2 bedrooms
- 2 bathrooms
- sleeps 4
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$599
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$599
Perfect Family Getaway! Waterfront Vacation Home in Islamorada, Florida Keys!
Islamorada townhouse
- 3 bedrooms
- 2 bathrooms
- sleeps 6
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$656
Beachfront Islamorada Villa with Dockage and Bay Views
Lower Matecumbe Key house
- 3 bedrooms
- 3 bathrooms
- sleeps 6
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$347
Majestic estate, 200' of private oceanfront beach & pool, 3,600sqft tiki
Islamorada house
- 3 bedrooms
- 3 bathrooms
- sleeps 8
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$1,466
Great rentals within 20 miles that match your search
“Quaint and unique rental” The houseboat was everything I expected and needed it to be. It slept our family of four comfortably - which was all we really needed. The weather was good so really the only thing we did at the houseboat was shower and sleep. We did also do a few loads of wash - having a full size washer and dryer was convenient. I bet if we spent more time there, we would have used the back yard, it is really neat and welcoming. Maggie was a gracious hostess and everything was exactly where and how she described it. All in all a great value.
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$97
Large Waterfront 4 balcony Key Largo Townhouse with Oceanfront Dock
Key Largo townhouse
- 3 bedrooms
- 3 bathrooms
- sleeps 8
Responds fast! avg. 2 hours 23 minutes
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$400
Key Largo Oceanfront Condo with Dock and Spectacular views
Key Largo apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 4
Responds fast! avg. 2 hours 23 minutes
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$400