Vacation rentals in Duck Key

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Top-rated vacation rentals in Duck Key

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Superhost

Townhouse in Duck Key

4.82 out of 5 average rating, 142 reviews

Villa 5020 on Duck Key BOAT SLIP available

Boat slip available for additional $100 a night. Largest boat that can fit is 33 ft. Ask for availability. This villa boasts breathtaking sunsets, close to watersports, charter fishing, restaurants while being surrounded by one of the most exclusive island neighborhoods with lush landscaping. Duck Key is family-friendly, or it can be a serene couples retreat. Dine with Sunsets on the rear deck, or explore the world-class restaurants of the middle keys. Please NO Smoking indoors and NO pets.

May 25 – Jun. 1

$572 CAD per night

Superhost

Villa in Marathon

4.85 out of 5 average rating, 80 reviews

Marina front villa *Family Friendly*

Welcome to Driftwood Villa.This newly renovated 2 bed 1.5 bath luxury villa is located in the popular area duck key alongside of Hawks Cay Resort.Duck Key marina is located across the street where you can dock your boat or charter a boat for the day. Enjoy stunning sunset views from the back porch. Kitchen includes all amenities including small kitchen appliances , silverware ,plates , cups , and pots. Linens and towels are also provided THIS PROPERTY DOES NOT HAVE ACCESS TO HAWKS CAY AMENITIES

Sep. 24 – Oct. 1

$465 CAD per night

Guest favourite

Guest suite in Marathon

4.98 out of 5 average rating, 184 reviews

Casa Mariposa: Easy walk to Sombrero Beach

Book your relaxing getaway now at Casa Mariposa in the heart of the Florida Keys! See why we were rated a top 15 cozy retreat in the Keys, 1 0f 24 amazing AirBNB rentals in the Keys, and, in 2023, 1 of 23 Amazing Airbnbs In Florida Keys. Step out from your private suite to our 50' lap pool surrounded with tropical foliage, large patio, and tropical gardens. Avoid beach parking fees with a short walk from your suite at Casa Mariposa! Contact us if you are interested in other lengths of stay.

Jul. 4 – 11

$347 CAD per night

Superhost

Condo in Marathon

4.88 out of 5 average rating, 17 reviews

Paradise @ MM61 - Waterfront 1 BR / 1 Bath Condo

Welcome to our beautiful ground floor 1 bedroom, 1 bathroom newly-renovated condo located in gorgeous Duck Key. Come and enjoy the fully-equipped kitchen overlooking the beautiful crystal blue waters of the Atlantic Ocean. Our condo is stocked with all the comforts of home. The property is surrounded by Hawks Cay so you can enjoy many of the Hawks Cay amenities such as water sports, dolphin encounters, boating, restaurants, kayaks/paddleboards, book a private charter, or take a sunset cruise.

Oct. 8 – 15

$317 CAD per night

Guest favourite

Home in Marathon

4.91 out of 5 average rating, 32 reviews

Waterfront Villa & Sunset Views

Come and relax on your own veranda that overlooks the turquoise waters of the beautiful Duck Key. The outdoor living space is quiet and serene, making it a perfect place to unwind. Families and honeymooners alike can enjoy this island oasis. Centrally located at Mile Marker 61, Duck Key is just a short drive to Key West. Explore everything the Florida Keys have to offer or stay local to enjoy world-renowned restaurants, fishing, snorkeling, and diving. The opportunities are endless.

Aug. 16 – 23

$496 CAD per night

Superhost

Townhouse in Duck Key

4.83 out of 5 average rating, 127 reviews

Vibrant Beachfront Villa

Welcome to Beachfront Villa that has recently been renovated. The 2 bedroom 1.5 bath luxury villa is located in the popular area of Duck key alongside of Hawks Cay Resort. Duck Key marina is located across the street where you can dock your boat or charter a boat for the day. Enjoy stunning sunset views from the back porch. Kitchen includes all amenities including silverware ,plates , cups , and pots. Linens and towels provided. *** Pets welcome with host approval and pet fee. ****

Sep. 16 – 23

$726 CAD per night

Superhost

Townhouse in Duck Key

4.83 out of 5 average rating, 124 reviews

THE OCEAN BECKONS! 2/2 Village at Hawks Cay 5047

The Village at Hawks Cay Villa 5047 on Sunset Village Drive is located on Duck Key. Let this astonishing villa be your home away from home for your Next Florida Keys vacation. Captivating decor with the Florida Key in mind will keep you both comfortable and relaxed for your much needed vacation. Sip on your favorite cocktails from the patio overlooking the water or enjoy the water directly from your Villa or walk the waters edge with nature on Duck Key as your own back yard.

Feb. 2 – 9

$841 CAD per night

Guest favourite

Townhouse in Duck Key

4.94 out of 5 average rating, 142 reviews

2B/2.5B Villa and Village at Hawks Cay with Spa

Our Villa is located between Islamorada and Marathon Key on Duck Key at the Village of Hawks Cay; one of the most desirable locations in the Florida Keys. This is at Mile Marker 61. With ocean views, high-end finishes, comfy beds and plenty to do in the surrounding areas, the Villa offers something for everyone. There is an in-ground splash pool located on the patio. It is not a hot tub but reaches a maximum temperature of 104 degrees for those desiring heat.

Nov. 17 – 24

$554 CAD per night

Guest favourite

Home in Marathon

4.97 out of 5 average rating, 32 reviews

Beach House, Private Pool & Dock, Gulf Sunset view

You don't come to the islands to stay in a town! Relax in our tropical paradise beach home away from the traffic and noise of US Hwy #1. The perfect location has now been turned into the perfect oasis. Special features include a gourmet kitchen, private pool surrounded by lush landscaping, private 300' pier/dock with a fish cleaning station. Our guests enjoy luxury bedding with quality linens, fluffy towels and bathrobes. Wireless internet service and cable tv.

Mar. 22 – 29

$1,018 CAD per night

Guest favourite

Home in Duck Key

4.95 out of 5 average rating, 112 reviews

Tiny Villa Big Ocean Views| Breathtaking Sunsets

Welcome to your happy place in paradise! Our oceanfront villa is located on Duck Key right outside of Marathon and next to the world famous Hawks Cay Resort. Halfway between Key Largo and Key West, it’s the perfect location to explore all our island paradise has to offer. Enjoy world class fishing, diving and snorkeling or kick back with a cold beverage and enjoy a stunning sunset on one of our covered porches. And always remember…it’s 5 o’clock somewhere!!

Sep. 17 – 24

$514 CAD per night

Guest favourite

Home in Duck Key

5.0 out of 5 average rating, 30 reviews

Private Pool Tropical Oasis - Centrally Located

Centrally located in the Florida keys, this beautiful three-bedroom home is steps away from fishing, restaurants, boat rentals and water sports. The property features a private and lush backyard filled with your own private pool, loungers and outdoor games. In the evening, unwind with a refreshing drink under the outdoor lighting or in the heated pool. The villa includes a high chair, pack and play, bed rails, booster seat, baby gate and kids dishware.

Nov. 25 – Dec. 2

$1,096 CAD per night

Guest favourite

Townhouse in Duck Key

4.98 out of 5 average rating, 47 reviews

Duck Key *Glee* with private plunge pool

Enjoy the Florida Keys while staying at a cozy recently remodeled tropical delight. High speed internet-1,000mbps, and large 4K Smart TV's provide great entertainment. Cool off and relax in the private plunge pool. Enjoy a morning cup of coffee in the patio while watching nature wake up. Explore close by fun tropical activities and great restaurants. Catch a sunset!

Aug. 24 – 31

$593 CAD per night