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Long Key Vacation Rentals

1 - 42 of 68 rentals
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The Zane Grey - Long Key, FL Vacation Rental

The Zane Grey

Long Key, FL
2 Bed 1 Bath Sleeps 6
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The Henry Flagler - Long Key, FL Vacation Rental

The Henry Flagler

Long Key, FL
2 Bed 1 Bath Sleeps 6
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Top floor Oceanfront Playground - Long Key, FL Vacation Rental

Top floor Oceanfront Playground

Long Key, FL
2 Bed 2 Bath Sleeps 6 (4 Adults Max)
205 205 205 205 205 205 205 205 205 205 205 205 205 205 205 205 205
Oceanfront Palace - Long Key, FL Vacation Rental

Oceanfront Palace

Long Key, FL
6 Bed 5 Bath Sleeps 14
580 580 580 580 580 580 580 - - - - - - - - - -
Atlantic Oceanfront Luxury Mother-in-law - Long Key, FL Vacation Rental
122 122 122 122 122 122 122 - - - - - - - - - -
Waterfront Palace - Long Key, FL Vacation Rental

Waterfront Palace

Long Key, FL
3 Bed 2 Bath Sleeps 8
253 253 253 253 253 253 253 253 253 253 253 253 253 253 253 253 253
White Sands in Paradise - Islamorada, FL Vacation Rental

White Sands in Paradise

Islamorada, FL
2 Bed 2 Bath Sleeps 6
295 295 295 295 315 315 315 270 270 270 270 255 - - - - -
Dolphin Retreat - Marathon, FL Vacation Rental

Dolphin Retreat

Marathon, FL
3 Bed 3 Bath Sleeps 8
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The Atlantic Lookout  - Marathon, FL Vacation Rental

The Atlantic Lookout

Marathon, FL
2 Bed 2 Bath Sleeps 6
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Oasis in the Keys - Marathon, FL Vacation Rental

Oasis in the Keys

Marathon, FL
3 Bed 2.5 Bath Sleeps 8
- - - 270 330 330 330 320 - - - - - - - 320 285
Ninth Street Suite - Key Colony Beach, FL Vacation Rental
- - - - - - - - - 140 150 140 - - - - -
Perfect Boater's Retreat - Key Largo, FL Vacation Rental

Perfect Boater's Retreat

Key Largo, FL
3 Bed 2 Bath Sleeps 6
90 90 90 90 99 99 99 99 99 99 99 99 99 99 99 99 90
No Worries on Ninth Street - Key Colony Beach, FL Vacation Rental
- - - - - - - - - - - - - 165 175 175 150
Key Lime on Fifth Street - Key Colony Beach, FL Vacation Rental
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Fisherman's Canal Getaway - Key Colony Beach, FL Vacation Rental
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Ninth Street Cabana - Key Colony Beach, FL Vacation Rental

Ninth Street Cabana

Key Colony Beach, FL
3 Bed 2.5 Bath Sleeps 10
195 220 220 220 220 - - - - - - - - - - - -
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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Fisherman's Prime - Marathon, FL Vacation Rental

Fisherman's Prime

Marathon, FL
2 Bed 2 Bath Sleeps 6
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Duck Key Retreat - Marathon, FL Vacation Rental

Duck Key Retreat

Marathon, FL
3 Bed 2.5 Bath Sleeps 6
- - - - - - - 185 - - - - - - - - -
The Fish Wrangler - Marathon, FL Vacation Rental

The Fish Wrangler

Marathon, FL
2 Bed 2 Bath Sleeps 6
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Ninth Street Getaway - Key Colony Beach, FL Vacation Rental
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Fishing and Kayaking Dream Cove - Marathon, FL Vacation Rental
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White Dunes Retreat  - Key Colony Beach, FL Vacation Rental
- - - - - - - - - - - - 190 195 195 195 195
Waterfront Playground - Key Largo, FL Vacation Rental

Waterfront Playground

Key Largo, FL
3 Bed 2.5 Bath Sleeps 8
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Tropical Treasure - Key Colony Beach, FL Vacation Rental

Tropical Treasure

Key Colony Beach, FL
3 Bed 2 Bath Sleeps 8
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Sombrero Beach Place - Marathon, FL Vacation Rental

Sombrero Beach Place

Marathon, FL
2 Bed 2 Bath Sleeps 5
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Summer Sea Luxury - Islamorada, FL Vacation Rental

Summer Sea Luxury

Islamorada, FL
1 Bed 1 Bath Sleeps 4
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Perfect Diver's and Fisherman's Pad - Marathon, FL Vacation Rental
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Boater's Dream Come True - Marathon, FL Vacation Rental

Boater's Dream Come True

Marathon, FL
4 Bed 2.5 Bath Sleeps 12
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Seventh Street on the Water - Key Colony Beach, FL Vacation Rental
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Fantastic Fifth Street - Key Colony Beach, FL Vacation Rental

Fantastic Fifth Street

Key Colony Beach, FL
4 Bed 2.5 Bath Sleeps 10
- - - 140 160 160 155 - - - - - - - - - -
Eleventh Street Legacy - Key Colony Beach, FL Vacation Rental
- - - - - - 155 - - - - - - - - - -
Fisher's Paradise - Key Colony Beach, FL Vacation Rental

Fisher's Paradise

Key Colony Beach, FL
2 Bed 2 Bath Sleeps 4
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Comfort in the Keys - Key Colony Beach, FL Vacation Rental
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Ninth Street Splendor - Key Colony Beach, FL Vacation Rental
- - - - - - 180 190 190 160 - - - - - - -
Canal-side Charisma - Key Colony Beach, FL Vacation Rental
- - - - - - - - - 125 - - - - - - -
Downhome Cabin by the Canal - Key Colony Beach, FL Vacation Rental
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Paradise on Patricia Lane - Marathon, FL Vacation Rental

Paradise on Patricia Lane

Marathon, FL
2 Bed 2 Bath Sleeps 6
- - - - - - - - 165 175 175 175 175 175 165 - -
Dockside Delight - Key Colony Beach, FL Vacation Rental

Dockside Delight

Key Colony Beach, FL
3 Bed 3 Bath Sleeps 6
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Fisherman's Castle - Tavernier, FL Vacation Rental

Fisherman's Castle

Tavernier, FL
6 Bed 4 Bath Sleeps 12
- 500 500 500 - - - - - - - - - - - - -
Bright as Beach Sand - Key Colony Beach, FL Vacation Rental
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Fisherman's Dream Pad - Key Largo, FL Vacation Rental

Fisherman's Dream Pad

Key Largo, FL
3 Bed 2 Bath Sleeps 6
- - - - - - - 136 136 136 136 136 136 136 136 136 136
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About Long Key

Long Key rated 4.5 out of 5 based on 38 reviews Long key, FL

Fill your days with seaside adventures and long stress-melting walks along the pristine shorelines when you plan your next escape to the sun-soaked beaches of the Florida Keys. With the swaying palm trees and long stretches of postcard-perfect beaches waiting to lull you into the island lifestyle, you'll have everything you need at your fingertips for a memorable stay. 

Boasting some of the world's most sought-after diving and snorkeling spots, and world-class deep sea fishing, you'll have a bevy of ocean-inspired adventures ready and waiting for you to dive into. Whether you're looking to explore shipwrecks and learn about the maritime history of the area, or simply to leave the stress of the daily grind behind as you bask in the sun, our Long Key vacation rentals put it all within easy reach. 

Where is Long Key, FL?

Long Key sits only 31 miles from the iconic beaches of Key Largo and a quick 16-mile coastal drive from Key Colony Beach. Featuring easy access to tropical day trips, and a stunning array of beachside activities for the whole group to delve into, everyone will have plenty of choices for fun in the sun!

Things to Do in Long Key, FL

Wake up early and head out on the open seas for a day of fishing with Dooda Charters. Offering experts guides and every piece of gear you'll need to land the big one, Dooda creates the perfect environment for a day at sea. Let the crew filet the fish for you and have them ready for a BBQ back at your vacation rental while you continue to chase the trophy fish waiting in the sea. 

Reserve your spot with the talented scuba experts at Key Dives for a day of underwater exploration and an experience unparalleled. Whether you're an expert and looking to charter a personal tour, or a novice looking to join a larger group for a memorable experience, Key Dives caters to every skill level and desire. Grab an underwater camera to capture the priceless shots of the tropical fishes, eels, and the colorful underwater world in your backyard. 

Take a day to simply curl up under a cabana and listen to the waves gently crash just a few feet from your slice of sandy paradise. Catch up with a good book while the kids build a sand castle or fly a kite. Rent a kayak or maybe a stand-up paddle board to check out the Long Key State Recreational Area and the protected marine life that surrounds the stunning environment. 

Get your adrenaline going with a high-flying parasailing adventure that takes you soaring above the sapphire blue waters. Stay a little closer to the ground but keep the speed with a rented jet ski so you can skip across the waves and feel the wind swirl around you. Afterward, indulge in a plate of mouthwatering seafood at Aquapazza Ristorante, and treat everyone's palate to a perfect meal. 

Day Trips & Short Drives from Long Key, FL

Take a day to head over to Marathon for a family-friendly time at the Florida Keys Aquarium Encounters. Listen to the guides to learn about the protected marine life and pet the sting rays if you're brave enough. Check out the coral reef tank or the tide pool touch tank. Give your crew the thrill of a lifetime by reserving your spot at the shark encounter and letting them pet the Nurse Sharks!

Drive as far west as you can and set up camp on the stunning beaches of Key West for a fun-filled day of volleyball, splashing, and seaside fun. Take a tour of the Key West Butterfly and Nature Conservatory before you swing by the Ernest Hemingway Home and Museum to see where the famed American writer lived and played. 

Whether you're coming to bask in the beauty of the beaches, unwind in the tropical breezes, or explore the underwater world of the Keys, our vacation rentals in Long Key offer you the chance to dive into them all with ease.

Photo Credit: W. Tipton via Flickr

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