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The Florida Keys Vacation Rentals

1 - 42 of 318 rentals
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Papa's Hideaway  - Garden of Eden - Key West, FL Vacation Rental
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 Modern Rendezvous  - Key West, FL Vacation Rental

Modern Rendezvous

Key West, FL
2 Bed 2 Bath Sleeps 4
910 927 838 - - - - - - - - - - - - - -
Bliss - Key West, FL Vacation Rental

Bliss

Key West, FL
2 Bed 2.5 Bath Sleeps 6
217 221 235 236 227 231 225 226 225 258 258 256 266 270 270 232 -
Bright Key West Beauty - Key West, FL Vacation Rental

Bright Key West Beauty

Key West, FL
2 Bed 2.5 Bath Sleeps 5
- - - - - 217 209 - - - - - - - 238 - -
Papa's Hideaway #4 - Islands in the Stream - Key West, FL Vacation Rental
- - - - - - - 143 - - - 173 191 194 184 - -
Papa's Hideaway #3 - For Whom the Bell Tolls - Key West, FL Vacation Rental
- - - - 144 155 143 - - - - - - - 175 - -
Gecko Grotto - Key West, FL Vacation Rental

Gecko Grotto

Key West, FL
0 Bed 1 Bath Sleeps 2
- - - - 111 - - - 110 - - - - - - - -
Shark Key Chateau - Key West, FL Vacation Rental

Shark Key Chateau

Key West, FL
5 Bed 4.5 Bath Sleeps 12
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Hemingway Hideaway - Key West, FL Vacation Rental

Hemingway Hideaway

Key West, FL
3 Bed 3 Bath Sleeps 6
- - - - - - - - - - - 237 - - - - -
Waterfall 3 - Key West, FL Vacation Rental

Waterfall 3

Key West, FL
0 Bed 1 Bath Sleeps 2
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Double Delight  - Key West, FL Vacation Rental

Double Delight

Key West, FL
0 Bed 1 Bath Sleeps 4
- - - - - - - - - - - 149 157 - - - -
Cindy Villa  - Key Largo, FL Vacation Rental

Cindy Villa

Key Largo, FL
1 Bed 1 Bath Sleeps 2
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Tropical Breeze - Key West, FL Vacation Rental

Tropical Breeze

Key West, FL
0 Bed 1 Bath Sleeps 2
- - - - 137 148 143 144 143 173 174 172 181 175 - - -
 Azure Breeze - Duck Key, FL Vacation Rental

Azure Breeze

Duck Key, FL
2 Bed 2 Bath Sleeps 6
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Commodore's Cove - Key West, FL Vacation Rental

Commodore's Cove

Key West, FL
4 Bed 4 Bath Sleeps 12
- - - - 437 475 457 433 - - - - - - - - -
Casa Hueso - Key West, FL Vacation Rental

Casa Hueso

Key West, FL
4 Bed 3.5 Bath Sleeps 8
197 203 208 210 204 210 202 203 201 199 - - - - - - -
Bougainvillea - Key West, FL Vacation Rental

Bougainvillea

Key West, FL
0 Bed 1 Bath Sleeps 2
- - - - 137 148 143 144 143 173 174 172 171 - - - 167
Club Clark - Key West, FL Vacation Rental

Club Clark

Key West, FL
3 Bed 3 Bath Sleeps 6
- - - - - - - - - - - 172 - - - - -
Island Gem - Islamorada, FL Vacation Rental

Island Gem

Islamorada, FL
2 Bed 2 Bath Sleeps 6
77 77 77 77 81 81 81 81 81 81 77 - - - - - -
Paradise on Patricia Lane - Marathon, FL Vacation Rental

Paradise on Patricia Lane

Marathon, FL
2 Bed 2 Bath Sleeps 6
150 150 129 - - - - - - - 135 - - - - - -
Writer's King Room - Key West, FL Vacation Rental

Writer's King Room

Key West, FL
0 Bed 1 Bath Sleeps 2
- - - - 123 126 - - - - - - - - - - -
Banana Breeze @ Key Cove - Key West, FL Vacation Rental

Banana Breeze @ Key Cove

Key West, FL
4 Bed 3.5 Bath Sleeps 10
- - - - - - - - - - - 267 287 291 297 281 289
Aqua Pearl Crest  - Key West, FL Vacation Rental

Aqua Pearl Crest

Key West, FL
3 Bed 3.5 Bath Sleeps 8
- 204 210 212 205 211 203 204 202 215 215 217 228 236 248 216 232
Nautical Wheeler  - Key West, FL Vacation Rental

Nautical Wheeler

Key West, FL
4 Bed 3 Bath Sleeps 8
- - - - - - - - - - - - - - - - -
Coastal Comfort @ Key Cove - Key West, FL Vacation Rental

Coastal Comfort @ Key Cove

Key West, FL
4 Bed 3.5 Bath Sleeps 10
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Captain's Haven - Key Colony Beach, FL Vacation Rental

Captain's Haven

Key Colony Beach, FL
3 Bed 3 Bath Sleeps 9
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Passover Cottage - Key West, FL Vacation Rental

Passover Cottage

Key West, FL
2 Bed 2 Bath Sleeps 6
- - - 429 477 - - - - - - 444 487 471 - - -
 Catherine Street Sanctuary - Key West, FL Vacation Rental
101 103 109 110 106 108 105 105 105 120 120 119 124 126 126 114 121
Paradise Palms - Key West, FL Vacation Rental

Paradise Palms

Key West, FL
0 Bed 1 Bath Sleeps 2
- - - - 137 148 143 144 143 173 174 172 181 185 185 145 176
Casa Atlantic - Key West, FL Vacation Rental

Casa Atlantic

Key West, FL
3 Bed 3 Bath Sleeps 9
- - - - - - - - 170 205 206 190 199 204 214 190 202
Cozumel Suite #112 - Key West, FL Vacation Rental

Cozumel Suite #112

Key West, FL
2 Bed 2 Bath Sleeps 6
- - - - - - - - - - - 181 - - - - -
Oceanside Retreat - Tavernier, FL Vacation Rental

Oceanside Retreat

Tavernier, FL
2 Bed 2 Bath Sleeps 6
- - - - - 149 139 - - - - - - - - - 142
Bay Harbor View - Key West, FL Vacation Rental

Bay Harbor View

Key West, FL
5 Bed 3 Bath Sleeps 18
- - 183 194 181 185 179 179 178 213 203 - - - - - -
West Indies - Key West, FL Vacation Rental

West Indies

Key West, FL
0 Bed 1 Bath Sleeps 2
- - - - 117 - - - - - - - - - - 138 149
Sunshine House - Key West, FL Vacation Rental

Sunshine House

Key West, FL
1 Bed 1 Bath Sleeps 4
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Sunlit Serenity - Key Colony Beach, FL Vacation Rental

Sunlit Serenity

Key Colony Beach, FL
2 Bed 2 Bath Sleeps 4
- - - - - - - - - - - - - - - - -
Papa's Hideaway #2 - Sun Also Rises - Key West, FL Vacation Rental
- - - - - - - - - 166 - - 172 - - - -
 Sunshine Drive - Key West, FL Vacation Rental

Sunshine Drive

Key West, FL
3 Bed 3 Bath Sleeps 10
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Lorelane Lookout - Key Largo, FL Vacation Rental

Lorelane Lookout

Key Largo, FL
4 Bed 2.5 Bath Sleeps 9
114 114 116 117 115 - - - - - 114 - - - - - -
Waterfront Playground - Key Largo, FL Vacation Rental

Waterfront Playground

Key Largo, FL
3 Bed 2.5 Bath Sleeps 8
- - - - - - - - - - - 119 125 125 125 120 116
Waterfall 4 - Key West, FL Vacation Rental

Waterfall 4

Key West, FL
0 Bed 1 Bath Sleeps 2
- - - - - - - - 96 - - - - 130 138 114 -
Pelico Paradise - Sugarloaf Key, FL Vacation Rental

Pelico Paradise

Sugarloaf Key, FL
5 Bed 3.5 Bath Sleeps 10
- - - - 280 - - - - 263 - - - 308 - - -
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About The Florida Keys

Seafaring types will be thrilled by all the opportunities to spend time on the water when they choose one of our Florida Keys vacation rentals! Delightfully warm weather, plentiful and fresh seafood, and plenty of beach access are just a few of the benefits of this beautiful region.

Where are the Florida Keys?

The Florida Keys are a chain of coral reef islands off the southern tip of Florida. Beginning 15 miles from Miami and extending in an arc toward Key West, the islands divide the Gulf of Mexico and the Atlantic Ocean. The islands are connected by a long stretch of road, so take a scenic drive across all the way from Key Largo, near the mainland, to the historical sites of Key West.

The inviting climate can be described as a "tropical savannah," making the Florida Keys a beloved vacation destination for many. It's important to bring lots of light clothing to stay cool in the warm weather, and equally important to not forget the bug spray - those mosquitos are no joke!

Dining in the Florida Keys

The real star of the food scene here is, of course, the local seafood, but by no means is that the extent of the culinary excellence to be found. There are great tapas restaurants, like Santiago's Bodega in Key West. The close proximity to Cuba doesn't disappoint, with the famous Cuban restaurant Bien voted one of the best restaurants in the Florida Keys.

Florida Keys Activities

Plenty of fun options ensure that you can find something special for everyone back home. The fun artisan shops in Islamorada are rife with beautiful items, and there are lots of art galleries where you can find something gorgeous to display on the wall back home.

One of the most fun things to do is simply to rent a boat and get out on the open water. Both experienced sailors striking out on their own and beginners going out under the supervision of a captain will love the rolling waves of Layton. Anglers will wants to bring along their fishing gear and catch something for dinner. Anyone wanting some excitement can try other aquatic adventures, like scuba diving and parasailing.

There are plenty of land-based options as well, like visiting the preserved mango swamps of Marathon or learning about dolphins at the Dolphin Research Center. Or just go back to basics and spend time soaking in the sun on the beach.

Heading to our Florida Keys vacation rentals to relax and soak in the local color is one of the best choices for someone looking to get away from the daily grind. After a few days in your home away from home, you'll wish you could stay forever.
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