Vacation Rentals & Apartments in Duck Key

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Duck Key 50% off October

Duck Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

Price per night from

$659

2 BEDROOM 2 1/2 BATH VILLA WITH PRIVATE PATIO AND PLUNGE POOL

Duck Key villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$338

Harbour Dream~3/2..DKKB24~McGinnis

Duck Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 17 minutes

Price per night from

$674

Responds fast! avg. 2 hours 34 minutes

Price per night from

$180

Great rentals within 20 miles that match your search

Beautiful Captain's Cove

Islamorada villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$573

Best waterfront view in Marathon, pool, golf, dock

Marathon condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$153

Islamorada Waterfront Paradise 2

Islamorada house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$516

East Sister Rock Island

Marathon Shores house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$2,045

500 Ocean - Tropical Florida Keys Vacation Home

Marathon house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Zen Oasis with a Dock” Loved 500 Ocean. Quiet, Local, Relaxed. Great location, Good fishing and amenities for the boat ( tons of dock space, bait freezer, fish cleaning station) You have to watch that canal though it's super shallow (as in barely 2 feet most of the way). Everything is the house was nice and comfortable. Coconut Chuck was super helpful with our stay and provided a lot of information ahead of time!

Responds fast! avg. 3 hours 39 minutes

Price per night from

$114

Efficiency 8a, located 50 yards from Ocean

Grassy Key studio

  • Studio
  • 1 bathroom
  • sleeps 2

Price per night from

$229

8c, Efficiency located 50 yards from Ocean

Marathon studio

  • Studio
  • 1 bathroom
  • sleeps 2

Price per night from

$229

ISLAMORADA WATERFRONT PARADISE with FREE DOCKAGE

Matecumbe Key studio

  • Studio
  • 1 bathroom
  • sleeps 2

“Relaxing Weekend Getaway” We love this home! It is on a private dead-end street, and everything is just perfect. Kept the boat right at the dock, fished right there at night, took some nice boat rides through the back country, and relaxed in paradise. Wifi is good and fast (I had to do some work while we were there), and we can't wait to go back.

Price per night from

$172

Islamorada Waterfront Paradise Getaway!

Islamorada house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Wonderful Romantic Get-Away” We absolutely enjoyed our stay here and would recommend it to others. The owners were very friendly and pleasant, and the apartment was incredibly clean. The tiki hut over the private lagoon was amazing. We kept finding little things all over the apartment while we were there - drinks, books, games, etc. It was a totally wonderful time, and we want to go back!

Price per night from

$573

Florida Keys Beach Home Pool Fishing Diving

Marathon house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$2,290

Ocean Side View on Canal, Great for Fishing, Near Sombrero Beach & Restaurants

Marathon Shores house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$687

Bay and Beach Beauty

Islamorada house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$532

Paradise with or without a boat Clean Waterfront Beach Near Pet free

Marathon Shores house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

Responds fast! avg. 1 hour 38 minutes

Price per night from

$344

ISLAND DREAM

Lower Matecumbe Key house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$773

Price per night from

$332

Paradise Found - Sandy Beach, Beachside Bar, Great Views, And Dock

Islamorada villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$1,145

Cozy Keys Cottage Islamorada FL.

Islamorada house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$408

Island Conch Cottage

Matecumbe Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$155

Breezy Palms

Marathon house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Price per night from

$572

Price per night from

$1,088

Glamping in the Florida Keys

Grassy Key caravan/mobile home

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Price per night from

$184

Private studio with dock. Perfect getaway for fishing and grilling.

Marathon Shores studio

  • Studio
  • 1 bathroom
  • sleeps 2

Price per night from

$172

2-Story condo w/ panoramic views and balconies

Marathon condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$373

Price per night from

$1,317

the private and secluded PENINSULARHOUSE

Marathon villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

“Nice get away” Beautiful and relaxing. Did alot of snorkeling right off the deck. Enjoyed the paddle boats and the kayaks. When we make it down that way again I would definitely stay here.

Price per night from

$300

Responds fast! avg. 52 minutes

Price per night from

$802

3Bd/2Ba POOL on Canal, Dock, Kayaks, Bikes, Fishing Poles, Sombrero Beach 2.3mi

Marathon Shores apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$573

Beachfront Islamorada Villa with Dockage and Bay Views

Lower Matecumbe Key house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$348

Reel Paradise Islamorada

Lower Matecumbe Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$212

Boater's Paradise

Lower Matecumbe Key house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Price per night from

$377

Key Colony Beach Oasis

Key Colony Beach house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Price per night from

$1,145

Oceanside waterfront 2/2 home with 55ft dock and paddle equipment

Marathon Shores house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$287

PARADISE OCEAN FRONT HOME

Marathon house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Price per night from

$1,030

The Mini Coconut

Marathon Shores house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 1 hour 48 minutes

Price per night from

$258

Viewing 38 of 114
rentals in Duck Key

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About Duck Key

Duck Key truly embodies the laid-back lifestyle. This family-friendly spot is perfect for everyone, and there is plenty to do here. Start looking for your vacation rental with FlipKey, so you can find the perfect place to relax after a day exploring Duck Key!

About Duck Key

Located halfway down the Florida Keys, this island was uninhabited for a long time until Bryan W. Newkirk came along. 

What stands now is Newkirk's dream of Duck Key being the "Mecca of the America" —a cross between a luxury resort and residential community.

This secluded island has fast become a top destination for tourists because of the variety of activities available.

The origin of the island’s name is debated. Many believe it comes from the shape of the island, which does closely resemble a duck. Others believe it is because of the double-crested cormorants ("ducks") that lived on the island.

Whether you want to get your adrenaline pumping through parasailing or simply relax with your family, Duck Key definitely has something for you.

What to do in Duck Key

Start your day off by training, feeding and swimming with Atlantic bottlenose dolphins! Surely the best way to start a vacation is with these wonderful creatures?

Segway tours are available and are a great way to get around the island. Why not try your hand at stand-up paddle boarding, kayaking or jet skiing?

Be sure to drive over Seven Mile Bridge and take in scenic views. There are certain spots you will be able to park so that you can enjoy some fishing.

You will also be able to enjoy a round-trip bus tour from Miami Beach to Key West if you're interested in exploring any of the other islands.

When you've exhausted yourself, be sure to check out the restaurants in Duck Key. Seafood is a hot topic on most menus, and you'll find the term "Floribbean" being used. Alma, in particular, serves Florida and Latin-Caribbean dishes!

Top travel tips for Duck Key

Duck Key is blessed with a mild tropical climate. Compared to the rest of Florida, visitors can enjoy a slightly cooler summer if they come here. Be aware that it is more likely to rain between May and October.

You'll find incredible diving conditions in Duck Key. Often overlooked by divers, you'll be able to enjoy a quieter dive and check out the many sea creatures without the crowds.

Day trips to nearby Marathon and Islamorada are available, and you'll be able to find other points of interest!, too.

Whether you're with family, friends or traveling by yourself, Duck Key is the perfect retreat from the rat race. With its laid-back vibe, Duck Key has something for everyone. Why not find the perfect vacation rental in Duck Key using FlipKey?

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