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Match: Waterfront
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$229
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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$229
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$344
“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!
Match: Waterfront
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$573
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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$670
“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!
Match: Waterfront
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$253
“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
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$573
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$355
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$516
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$391
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$158
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$458
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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$2,127
Blue Dolphin Private Oceanfront 1.8 acre Estate on Millionaire's Row with Pool
Islamorada house
- 5 bedrooms
- 4 bathrooms
- sleeps 12
Match: Waterfront
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$1,145
Lazy Daze Beach House 5 Star Modern Oceanfront Islamorada Townhome on the Beach!
Islamorada townhouse
- 2 bedrooms
- 3 bathrooms
- sleeps 6
Match: Waterfront
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$446
Paradise Found - Sandy Beach, Beachside Bar, Great Views, And Dock
Islamorada villa
- 3 bedrooms
- 3 bathrooms
- sleeps 6
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$1,145
Responds fast! avg. 2 hours 10 minutes
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$408
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$390
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$287
Oceanfront 2/2 Condo in Beacon Reef - Free boat dock
Islamorada condo
- 2 bedrooms
- 2 bathrooms
- sleeps 4
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$1,489
Gorgeous Florida Keys Vacation Home with Beach Access in Islamorada!
Islamorada townhouse
- 2 bedrooms
- 3 bathrooms
- sleeps 6
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$602
Townhome in Beachfront Community: Perfect for Florida Keys Vacation!
Islamorada townhouse
- 3 bedrooms
- 3 bathrooms
- sleeps 7
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$659
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$286
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$377
Vacation in Tropical Paradise with the Family! Waterfront Townhome in Islamorada
Islamorada townhouse
- 2 bedrooms
- 3 bathrooms
- sleeps 5
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$602
Beautiful Waterfront Townhome in Islamorada! Perfect for Florida Keys Vacation!
Islamorada house
- 2 bedrooms
- 2 bathrooms
- sleeps 6
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$602
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$515
Islamorada Townhome w/Beach View, Pool, Marina,Tennis! Perfect Family Getaway!!
Islamorada townhouse
- 2 bedrooms
- 3 bathrooms
- sleeps 6
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$203
Islamorada Waterfront Townhome w Priv. Beach! Comfortable Family Vacation Rental
Islamorada townhouse
- 2 bedrooms
- 2 bathrooms
- sleeps 6
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$602
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$602
Remodeled Townhome in Waterfront Community - 20% for Spring/Summer!
Islamorada house
- 2 bedrooms
- 2 bathrooms
- sleeps 4
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$602
Perfect Family Getaway! Waterfront Vacation Home in Islamorada, Florida Keys!
Islamorada townhouse
- 3 bedrooms
- 2 bathrooms
- sleeps 6
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$659
Beachfront Islamorada Villa with Dockage and Bay Views
Lower Matecumbe Key house
- 3 bedrooms
- 3 bathrooms
- sleeps 6
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$348
Majestic estate, 200' of private oceanfront beach & pool, ideal wedding venue
Islamorada house
- 3 bedrooms
- 3 bathrooms
- sleeps 8
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$1,472
Great rentals within 20 miles that match your search
Responds fast! avg. 1 hour 37 minutes
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$212
Responds fast! avg. 2 hours 20 minutes
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$401
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$487