Vacation rentals in Duck Key

4.96 out of 5 average rating, 89 reviews

Villa in Duck Key

Waterfront Island Escape with Private Plunge Pool

Come and relax in your own private plunge pool that overlooks a turquoise canal on 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 locally to enjoy world-renowned restaurants, fishing, snorkeling, and diving. The opportunities are endless.

4.8 out of 5 average rating, 137 reviews

Villa 5103 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.

Top guest favorite

5 out of 5 average rating, 73 reviews

Duck Key *Delight* private plunge pool

This beautiful townhouse was remodeled in late 2021 with a modern tropical inspired scheme. High speed internet-1,000 mbps, and 4K Smart TV's provide great entertainment. The patio's lush landscape with torches create a cozy setting at night and during the day the water sounds over the plunge pool allow for relaxation and fun. Take a break, lounge, have a morning cup of coffee and observe nature wake up. Explore close by fun tropical activities and great restaurants. Delve into Conch life!

Top guest favorite

Guest suite in Key Colony Beach

4.99 out of 5 average rating, 108 reviews

Turtle-By-The-Sea: the Best Deal in KCB!

A perfect get-away for couples or budget travelers, Turtle-by-the-Sea is the best priced vacation rental or hotel room in the middle-keys. Together with its prime location and amenities there simply isn’t a better deal to be had! Bursting with Keys charm, this cozy retreat is the perfect place to relax & escape. Owners Mallory & Steve infused their love of the Keys & its surrounding ocean into every aspect of their waterside home. Shoot us a message & start planning your dream Keyscation!

4.94 out of 5 average rating, 90 reviews

Home in Marathon

Conch Cottage at Hawks Cay - Chic Tropical Retreat

Welcome to our tropical Conch Cottage, a lovely place to create memories on your idyllic Florida Keys vacation in paradise. Our stylish waterfront villa sits alongside a clear turquoise canal on picturesque Duck Key, inside the Hawk's Cay resort, and just 10 minutes from busy Marathon. Get involved in on-site activities like snorkeling, scuba diving, fishing, boating and dolphin encounters—or simply lay out on the coral stone patio, soak up the sun, and slide into your private plunge pool.

4.95 out of 5 average rating, 139 reviews

Villa in Duck Key

Beach House - Kayaks & 2/2.5 Villa

Welcome to Beach House Getaway, a charming villa tucked away on the serene island of Duck Key and perfectly situated in the heart of the Florida Keys. Nestled between Key Largo and Key West, Duck Key serves as a peaceful yet convenient base for your island getaway. Its central location means you’re just a short drive from some of the most iconic destinations in the Keys, including the natural wonders of Bahia Honda State Park, the famous waters around Islamorada, and the lively Key West.

4.8 out of 5 average rating, 269 reviews

Boat in Marathon

Paradise awaits on this cozy houseboat!

Our vision is for you to kick back, relax, and find your home away from home! Wether you want to celebrate with your loved one or retreat by yourself this floating home offers comfortable space for 2 adults. Located near the 7 mile bridge in Marathon Florida on the Atlantic Ocean nestled in a quiet, reserved mangrove area. This spot is fantastic because you have unparalleled access to out of this world sunset/sunrise views. Kayak through the mangrove and explore the surrounding areas.

4.83 out of 5 average rating, 175 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. ****

4.92 out of 5 average rating, 26 reviews

Home in Marathon

Hawk's Hideout

Newly Remodeled!! Welcome to Hawk's Hideout! Hawk's Hideout is nestled on Duck Key, conveniently located just outside of Marathon. Enjoy the view from the back patio or relax in the plunge pool with your favorite cocktail! There's plenty to do on Duck Key! Our guests have access to the amenities open to the general public at Hawks Cay, such as the restaurants, marina rentals, and fishing charters. Sit back and relax in this calm, stylish space. Key West and Key Largo 1 hr away

4.83 out of 5 average rating, 59 reviews

2/2.5 Village at Hawks Cay - SPECTACULAR SUNSETS

The Village at Hawks Cay Villa 5066 on Sunset Village Drive is located on Duck Key with Tom's Harbor at your back door. Sip on your favorite cocktails from the patio overlooking the water or enjoy the water directly from your Villa by walking just a few steps where boats, jets skis, paddle boards and kayaks may be anchored. There is something for everyone in the Florida Keys! Come to visit, play and enjoy our hospitality when you do! We look forward to having you as our guests!

4.83 out of 5 average rating, 148 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.

4.85 out of 5 average rating, 109 reviews

Waterfront Duck Key Villa - Sleeps 8 (7058)

BEST VIEW IN DUCK KEY!!!! Waterfront Villa at the heart of the Florida Keys - Duck Key Florida. Beautiful location with easy access to both the Atlantic Ocean and the Gulf of Mexico. Come check us out and see for yourself what the exclusive Duck Key area has to offer. DOCK INCLUDED-35 Foot. Conveniently behind the village! The Village at Hawks Cay Villas by KeysCaribbean are not affiliated with the Hawks Cay Resort; our guests do not have access to hotel amenities.

Vacation rentals for every style

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Houses

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Apartments

Convenient locations with everyday essentials

Villas

Luxurious estates for the ultimate escape

Popular amenities for Duck Key vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Other great vacation rentals in Duck Key

4.86 out of 5 average rating, 7 reviews

Hotel room in Marathon

Breathtaking Waterfront Hotel w/ / Outdoor Pools

KevinRating, 5 stars3 months ago

This place has it all , great property, food and location. Wish we had a few more nights

4.77 out of 5 average rating, 104 reviews

Waterfront Duck Key Villa - Sleeps 6 (7026)

Robert Justice ScharaRating, 5 stars1 week ago

It was a great place for vacation very clean. The maid was very nice. We did come a little earlier than we were supposed to but it’s OK things happen. Just want to thank you again my phone actually got broke yesterday so I couldn’t give you the survey yesterday or I would’ve I got water in it at the keys. Lol but thank you so much. Have a good day.

Home in Marathon

5 out of 5 average rating, 4 reviews

The Roseate House at Grassy Key

MollyRating, 5 stars1 week ago

I don’t even know where to begin. From start to finish, our stay was absolute perfection. The views could not be beat. There are kayaks to venture out into the gulf and the mangroves, a pool that’s COOLED (you know how hot pools can get during the summer. It was so refreshing) and a garden oasis full of some of the most beautiful foliage I’ve ever seen. I’m from Charleston, SC. I’m used to waterfront living, but this was just something more magical than I could’ve ever predicted. I’m already planning my trip back for next year. Heidi left a great list of recs for restaurants and activities to do, but the property was so incredible, I only left to eat really. If you’re looking for a relaxing place to stay, with on site water days this is the place for you. The house is nice, but also has that old school beach vibe which is my absolute favorite. I just can’t say enough good things. Thank you so much, Heidi, for sharing your stunning home with us.

Home in Duck Key

4.67 out of 5 average rating, 157 reviews

4/2.5 - Pool Home at Village at Hawks Cay 7222

RyanRating, 5 stars1 month ago

Our family had a great time in Duck Key. The pool area was relaxing and our family spent most of our time here. We had an amazing five days in the keys and would definitely rent here again. We cannot wait to come back.

Cabin in Marathon

4.9 out of 5 average rating, 10 reviews

New Waterview Cabins w Boat Ramp

RassulRating, 5 stars6 days ago

Boat docks , canal is shallow need to be careful, nice piece full place very good nice people stuff

4.78 out of 5 average rating, 54 reviews

Beachy Townhome Perfect For A Relaxing Getaway!

DoranRating, 5 stars1 week ago

Very cute spot. Worked well for our family of 5. Close to Marathon restaurants, grocery stores etc. My kids loved fishing in the canals.

4.75 out of 5 average rating, 16 reviews

Hotel room in Duck Key

Conch Key Villas Unit #4- Overlooking Florida Bay

ThomasRating, 5 stars3 months ago

Oh stay at Conch key Villa #2 was stellar. The sunsets over the bay were better than explained. The apartment was exactly enough space, super cute with all the necessities for the stay. My favorite spots were the patio views of the bay, dinner on the dock with friends and waking up in the bed with the view of the bay from it. Our hosts were super friendly, helpful, quick to respond accommodating. Of course the beautiful weather that David and Daphne ordered for our stay was a plus 😁 When we return to the keys we will look for a booking with David.