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

Responds fast! avg. 13 minutes

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

Cozy Keys Cottage Islamorada FL.

Islamorada house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 10 minutes

Price per night from

$409

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

$574

Price per night from

$1,092

Oceanside, Pet Friendly, Smart Home with-SUP, kayak with and 60 ft Dock

Marathon house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Price per night from

$259

Glamping in the Florida Keys

Grassy Key caravan/mobile home

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Price per night from

$184

Last Minute Sunday to Sunday Availability August 22nd - August 29th

Marathon Shores house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$517

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

Marathon Shores studio

  • Studio
  • 1 bathroom
  • sleeps 2

Price per night from

$173

2-Story condo w/ panoramic views and balconies

Marathon condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$374

Price per night from

$1,322

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

$575

Beachfront Islamorada Villa with Dockage and Bay Views

Lower Matecumbe Key house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$350

Reel Paradise Islamorada

Lower Matecumbe Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$213

Key Colony Beach Oasis

Key Colony Beach house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Price per night from

$1,149

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

Marathon Shores house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$288

Harbor Hideaway 4 Bedrooms-3 Bathrooms Waterfront- Indoor Pool

Marathon Shores house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$746

The Mini Coconut

Marathon Shores house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 1 hour 48 minutes

Price per night from

$259

Hammerhead Hideaway- 2 Bed 2Bath Canal Front Home w/Cabana Club!

Key Colony Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$344

Key Colony Beach-2 Bed 2 Bath Canal Front Home with Cabana Club!

Key Colony Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$308

The Butterfly Cottage

Marathon house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$252

Thirty Three by The Sea - Vacation Rental Key Colony Beach, FL

Key Colony Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$345

Beautiful Home on the Water

Marathon Shores house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$327

Ocean Breeze Oasis With Excellent Boating Access

Marathon Shores house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$603

Immaculate Waterfront ~ 2 BR ~ Private Pool, Tiki on Canal! 2 Min Walk to Beach!

Key Colony Beach house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$343

Boater's Paradise

Lower Matecumbe Key house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Price per night from

$378

Villa Bella 3/3 with Private Pool and Dock

Key Colony Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

Price per night from

$413

New Listing! Gone Coastal-Waterfront Bring Your Boat! Cabana Club Membership

Key Colony Beach villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Price per night from

$217

Oasis Canal-Front Home: Pool, 30ft Dock, BBQ, and more!

Marathon house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$517

Pet Friendly Half-Duplex, Cottage with 40' Slip Option at The Boat House Marina

Marathon Shores cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Price per night from

$195

Price per night from

$821

Outstanding Oceanfront Condo on the Beach!!

Marathon condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$343

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

Spacious Top Floor Condo w/ Water View!!

Marathon apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$373

Viewing 38 of 120
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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