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Long Key Vacation Rentals

1 - 42 of 72 rentals
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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)
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Waterfront Palace - Long Key, FL Vacation Rental

Waterfront Palace

Long Key, FL
3 Bed 2 Bath Sleeps 8
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Atlantic Oceanfront Luxury Mother-in-law - Long Key, FL Vacation Rental
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Beachfront Ocean Duplex - Long Key, FL Vacation Rental

Beachfront Ocean Duplex

Long Key, FL
4 Bed 2 Bath Sleeps 8
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Oceanfront Palace - Long Key, FL Vacation Rental

Oceanfront Palace

Long Key, FL
6 Bed 5 Bath Sleeps 14
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 Azure Breeze - Duck Key, FL Vacation Rental

Azure Breeze

Duck Key, FL
2 Bed 2 Bath Sleeps 6
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Dockside Delight - Key Colony Beach, FL Vacation Rental

Dockside Delight

Key Colony Beach, FL
3 Bed 3 Bath Sleeps 6
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Cindy Villa  - Key Largo, FL Vacation Rental

Cindy Villa

Key Largo, FL
1 Bed 1 Bath Sleeps 2
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Million Dollar View - Marathon, FL Vacation Rental

Million Dollar View

Marathon, FL
4 Bed 3 Bath Sleeps 8
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Paradise on Patricia Lane - Marathon, FL Vacation Rental

Paradise on Patricia Lane

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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The Ocean is Calling  - Marathon, FL Vacation Rental

The Ocean is Calling

Marathon, FL
5 Bed 4 Bath Sleeps 12
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Island Gem - Islamorada, FL Vacation Rental

Island Gem

Islamorada, FL
2 Bed 2 Bath Sleeps 6
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Oceanside Retreat - Tavernier, FL Vacation Rental

Oceanside Retreat

Tavernier, FL
2 Bed 2 Bath Sleeps 6
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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
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Canal-side Charisma - Key Colony Beach, FL Vacation Rental
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Downhome Cabin by the Canal - Key Colony Beach, FL Vacation Rental
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Waterfront Playground - Key Largo, FL Vacation Rental

Waterfront Playground

Key Largo, FL
3 Bed 2.5 Bath Sleeps 8
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Duck Key Retreat - Duck Key, FL Vacation Rental

Duck Key Retreat

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

The Fish Wrangler

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

Dolphin Retreat

Marathon, FL
2 Bed 2 Bath Sleeps 7
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Dream in the Keys - Key Colony Beach, FL Vacation Rental

Dream in the Keys

Key Colony Beach, FL
3 Bed 3 Bath Sleeps 9
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Anchors Aweigh Retreat - Marathon, FL Vacation Rental

Anchors Aweigh Retreat

Marathon, FL
2 Bed 2 Bath Sleeps 6 (5 Adults Max)
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Comfort in the Keys - Key Colony Beach, FL Vacation Rental
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Lorelane Lookout - Key Largo, FL Vacation Rental

Lorelane Lookout

Key Largo, FL
4 Bed 2.5 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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Breezy Palms - Key Colony Beach, FL Vacation Rental

Breezy Palms

Key Colony Beach, FL
4 Bed 4 Bath Sleeps 9
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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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No Worries on Ninth Street - Key Colony Beach, FL Vacation Rental
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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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Tropical Charm - Key Colony Beach, FL Vacation Rental

Tropical Charm

Key Colony Beach, FL
3 Bed 3.5 Bath Sleeps 8
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The Zane Grey - Layton, FL Vacation Rental

The Zane Grey

Layton, FL
2 Bed 1 Bath Sleeps 6
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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
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Coral Getaway - Key Colony Beach, FL Vacation Rental

Coral Getaway

Key Colony Beach, FL
2 Bed 2 Bath Sleeps 4
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Key Lime on Fifth Street - Key Colony Beach, FL Vacation Rental
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Kokomo - Marathon, FL Vacation Rental

Kokomo

Marathon, FL
4 Bed 3 Bath Sleeps 10 (8 Adults Max)
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The Coral Condo - Tavernier, FL Vacation Rental

The Coral Condo

Tavernier, FL
1 Bed 1 Bath Sleeps 2
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Magic in Marathon - Marathon, FL Vacation Rental

Magic in Marathon

Marathon, FL
3 Bed 2 Bath Sleeps 7
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Tavernier Waterfront Retreat - Tavernier, FL Vacation Rental
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Landings of Largo Gem - Key Largo, FL Vacation Rental

Landings of Largo Gem

Key Largo, FL
2 Bed 2 Bath Sleeps 7 (4 Adults Max)
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Ocean Oasis - Islamorada, FL Vacation Rental

Ocean Oasis

Islamorada, FL
5 Bed 4 Bath Sleeps 14
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About Long Key

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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