Florida Keys Vacation Rentals

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Stay Anchored at Sombrero
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Book Your Ultimate Escape to Paradise in the Florida Keys

4 Bedrooms
3 Bathrooms
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17 reviews
$430 - $625 / night
(excl. fees & taxes)
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Paradise Found! Beautiful Oceanfront house
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Beautiful Oceanfront house with dock, Kayaks and Bikes

3 Bedrooms
2 Bathrooms
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46 reviews
$236 - $921 / night
(excl. fees & taxes)
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Tropical Oasis! Private Pool, Dock, Tiki Hut & BBQ
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Tropical Oasis! Private Pool, Dock, Tiki Hut & BBQ

3 Bedrooms
2 Bathrooms
4.94IconIconIconIconIcon
16 reviews
$350 - $425 / night
(excl. fees & taxes)
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New Studio 2 blocks from Duval
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0 Bedroom
1 Bathroom
$70 - $229 / night
(excl. fees & taxes)
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Studio in the heart of Old Town
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0 Bedroom
1 Bathroom
$70 - $218 / night
(excl. fees & taxes)
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Old Town tropical poolside oasis for larger groups
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4 Bedrooms
2 Bathrooms
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10 reviews
$614 - $3180 / night
(excl. fees & taxes)
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Cathouse on Catherine sleeps 4
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2 Bedrooms
1 Bathroom
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1 review
$361 - $549 / night
(excl. fees & taxes)
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Luxurious Canal Front Home in Islamorada
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Unique 4-Bedroom, 3-Bathroom Canal Home with Private Pool and Beach Access in Beautiful Islamorada

4 Bedrooms
3 Bathrooms
4.94IconIconIconIconIcon
16 reviews
$485 / night
(excl. fees & taxes)
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Beautiful 4 bedroom/3 bathroom pool home
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Beautiful 4 bedroom/3 bathroom pool home

4 Bedrooms
3 Bathrooms
4.94IconIconIconIconIcon
18 reviews
$485 / night
(excl. fees & taxes)
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Brand New - Oceanfront Condo
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Brand New - Oceanfront Condo

2 Bedrooms
2 Bathrooms
$220 / night
(excl. fees & taxes)
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Oceanfront  with unbelievable views
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Oceanfront with unbelievable views

2 Bedrooms
2 Bathrooms
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5 reviews
$295 / night
(excl. fees & taxes)
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Casa Feliz Luxury Oceanfront w/Private Beach, Pool
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Casa Feliz Luxury Oceanfront w/ Private Beach, Pool, & Kayaks

4 Bedrooms
4 Bathrooms
$858 - $2587 / night
(excl. fees & taxes)
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Islamorada Luxury Home
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Oceanfront Anglers Reef Luxury Home - Pool,Dock, Beach, Kayaks, Paddle Boards

2 Bedrooms
2½ Bathrooms
$299 - $529 / night
(excl. fees & taxes)
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Paradise at Executive Bay Club, Islamorada, Fl
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Paradise in Islamorada, the Sports fishing capital of Florida

3 Bedrooms
2 Bathrooms
$195 / night
(excl. fees & taxes)
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Ocean Pointe Resort
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Ocean Pointe Resort

2 Bedrooms
2 Bathrooms
$359 / night
(excl. fees & taxes)
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Ocean Pointe Resort
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Ocean Pointe Resort

2 Bedrooms
2 Bathrooms
$359 / night
(excl. fees & taxes)
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Ocean Pointe Resort
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Ocean Pointe Resort

1 Bedroom
1 Bathroom
$311 / night
(excl. fees & taxes)
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Ocean Pointe Resort
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Ocean Pointe Resort

1 Bedroom
1 Bathroom
$311 / night
(excl. fees & taxes)
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Ocean Pointe Resort
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Ocean Pointe Resort

2 Bedrooms
2 Bathrooms
$359 / night
(excl. fees & taxes)
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Ocean Pointe Resort
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Ocean Pointe Resort

1 Bedroom
1 Bathroom
$311 / night
(excl. fees & taxes)
    1 – 20 Rentals