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Long Key Vacation Rentals

1 - 42 of 68 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
- - - - - - - - - - - - - - - - 265
The Zane Grey - Long Key, FL Vacation Rental

The Zane Grey

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
Atlantic Oceanfront Luxury Mother-in-law - Long Key, FL Vacation Rental
- - - - - - - - 122 122 122 122 122 122 122 122 122
Oceanfront Palace - Long Key, FL Vacation Rental

Oceanfront Palace

Long Key, FL
6 Bed 5 Bath Sleeps 14
- - - - - - - - 580 580 580 580 580 580 580 580 580
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
White Sands in Paradise - Islamorada, FL Vacation Rental

White Sands in Paradise

Islamorada, FL
2 Bed 2 Bath Sleeps 6
235 245 245 260 260 260 260 260 260 260 230 230 230 230 230 230 230
Dolphin Retreat - Marathon, FL Vacation Rental

Dolphin Retreat

Marathon, FL
3 Bed 3 Bath Sleeps 8
- - - 195 220 220 220 220 250 250 190 190 190 190 190 195 -
Marathon Waterfront Recreational Paradise - 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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Fisherman's Canal Getaway - Key Colony Beach, FL Vacation Rental
- - - - - - - - - - 140 145 145 145 145 125 -
Million Dollar View - Marathon, FL Vacation Rental

Million Dollar View

Marathon, FL
4 Bed 3 Bath Sleeps 8
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Ninth Street Getaway - Key Colony Beach, FL Vacation Rental
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Key Lime on Fifth Street - Key Colony Beach, FL Vacation Rental
- - - - - - - - 140 145 135 135 135 135 135 115 -
Waterfront Playground - Key Largo, FL Vacation Rental

Waterfront Playground

Key Largo, FL
3 Bed 2.5 Bath Sleeps 8
99 115 115 120 120 120 120 120 120 120 99 99 99 99 99 99 99
Seventh Street on the Water - Key Colony Beach, FL Vacation Rental
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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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Captain's Haven - Key Colony Beach, FL Vacation Rental

Captain's Haven

Key Colony Beach, FL
3 Bed 3 Bath Sleeps 9
- - - - - - - - 185 - - - - - - - -
Sunnyside Canal  - Key Colony Beach, FL Vacation Rental

Sunnyside Canal

Key Colony Beach, FL
2 Bed 2 Bath Sleeps 6
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Sweeping Atlantic View Escape - Tavernier, FL Vacation Rental
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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
- - - - - - 295 320 275 - - - - - - - -
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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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)
65 70 70 75 75 75 75 75 70 - - - - - - - 70
Duck Key Retreat - Marathon, FL Vacation Rental

Duck Key Retreat

Marathon, FL
3 Bed 2.5 Bath Sleeps 6
- - - - 175 - - - - 175 - - - - - - 145
Downhome Cabin by the Canal - Key Colony Beach, FL Vacation Rental
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Perfect Diver's and Fisherman's Pad - Marathon, FL Vacation Rental
- - - - - - - - - - - - - - - - 99
Fishing and Kayaking Dream Cove - Marathon, FL Vacation Rental
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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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Sunlit Serenity - Key Colony Beach, FL Vacation Rental

Sunlit Serenity

Key Colony Beach, FL
2 Bed 2 Bath Sleeps 4
- - 135 170 170 170 170 170 170 170 155 155 155 150 - - -
Sombrero Beach Place - Marathon, FL Vacation Rental

Sombrero Beach Place

Marathon, FL
2 Bed 2 Bath Sleeps 5
- - - - - 160 165 165 145 - - - - - - - -
The Fish Wrangler - Marathon, FL Vacation Rental

The Fish Wrangler

Marathon, FL
2 Bed 2 Bath Sleeps 6
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Comfort in the Keys - Key Colony Beach, FL Vacation Rental
- - 135 165 165 165 165 165 165 165 145 - - - - - -
Ninth Street Suite - Key Colony Beach, FL Vacation Rental
130 115 - - - - - - - - - - - - - - -
Tropical Treasure - Key Colony Beach, FL Vacation Rental

Tropical Treasure

Key Colony Beach, FL
3 Bed 2 Bath Sleeps 8
190 170 - - - - - - - - - - - - - - 165
Ninth Street Splendor - Key Colony Beach, FL Vacation Rental
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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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Breezy Palms - Key Colony Beach, FL Vacation Rental

Breezy Palms

Key Colony Beach, FL
4 Bed 4 Bath Sleeps 9
- - - - - - - - 130 - - - - - - - -
Summer Sea Luxury - Islamorada, FL Vacation Rental

Summer Sea Luxury

Islamorada, FL
1 Bed 1 Bath Sleeps 4
- - - - - 99 120 120 120 120 90 90 90 90 90 90 90
No Worries on Ninth Street - Key Colony Beach, FL Vacation Rental
- - - - - - - - - 140 - - - - - - -
Canal-side Charisma - Key Colony Beach, FL Vacation Rental
- 115 - - - - - - - 120 - - - - - - -
Eleventh Street Legacy - Key Colony Beach, FL Vacation Rental
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Fisherman's Castle - Tavernier, FL Vacation Rental

Fisherman's Castle

Tavernier, FL
6 Bed 4 Bath Sleeps 10
- - - 500 500 500 500 500 500 500 500 500 500 500 500 500 500
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About Long Key

Long Key rated 4.5 out of 5 based on 40 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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