Villa vacation rentals in Duck Key

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Popular amenities for Duck Key villa rentals

Private villa rentals

A serene waterfront scene is depicted, featuring paddle boards laid along a grassy area beside a concrete pathway. Palm trees and a sunset over the water contribute to the natural beauty, while boats are visible in a nearby dock.
Villa in Islamorada

The Nest Villa & Marina in the heart of Islamorada

Christy & MatthewRating, 5 stars7 months ago
An amazing place! The pictures don’t do it justice and Gary was an amazing host as well! We plan to stay again in the future!
Top guest favorite
A serene pool area features a heated swimming pool with lounge chairs arranged nearby. A tiki hut stands at the edge, with vibrant sunset colors reflected on the water's surface, framed by lush palm trees.
Villa in Islamorada
5 out of 5 average rating, 7 reviews

Isla Key Lime: FREE Boat Dockage Sept-Oct Only!

Ricky Rating, 5 stars1 month ago
Key Lime Villa & Newman Hospitality were all around fantastic! We really enjoyed our weeklong stay at this beautiful property! They were a great host, very helpful and easy to deal with, super responsive too. The property itself was just as described, very nice, spacious and squeaky clean, very comfortable, we were able to settle in right away. Being big dog friendly was really nice as well, our boys were very comfortable and really enjoyed the place. We really love the pool and the fire pit area along with the dock area for sunset, it was very peaceful. Also, the location is perfect, it was right in the heart of the island so we were able to do a ton of walking to all of our restaurants and bars. We will definitely be back to stay here again for another trip soon! Thanks again to the team at Newman for making our stay a great one!
Superhost
An aerial view captures a row of white-roofed villas along a turquoise lagoon, surrounded by lush greenery. The serene waters extend towards the horizon, with a distant shoreline visible, creating a tranquil and spacious atmosphere.
Villa in Duck Key
4.83 out of 5 average rating, 78 reviews

Villa 5034 on Duck Key BOAT SLIP available

MeganRating, 5 stars2 months ago
Frank's place was just as listing shows! Perfect location on Duck Key. Beautiful sunsets right on Tom's Harbour. Would recommend to others!
The view from the patio showcases a vibrant sunset reflecting on the tranquil water. Lush palm trees frame the scene, with the illuminated pool area visible below. A distant pier extends into the water, enhancing the serene ambiance of the location.
Villa in Marathon
4.76 out of 5 average rating, 151 reviews

Sunset Villa in Duck Key

MichaelRating, 5 stars1 week ago
Perfect weekend getaway for us at this Duck Key townhouse! The views from the balcony were lovely, the accommodations inside the unit were comfortable and clean, and our host Gabriel was extremely responsive and helful when answering our questions. Would recommend this rental to anyone looking for a great stay in the Keys!
A spacious living area features a comfortable gray sofa with decorative pillows, accompanied by a natural wood coffee table. A large television is mounted on a light wall, while a dining area with white chairs is visible in the background.
Villa in Duck Key
4.83 out of 5 average rating, 104 reviews

Waterfront villa for families * Family friendly*

ShanaRating, 5 stars1 month ago
The place was decorated very cute, it was clean, had all the amenities necessary for a comfortable stay, would definitely book again.
Superhost
A wooden table with round seating is positioned on a covered porch, framed by vibrant tropical landscaping. Lush palm trees and clear blue skies are visible, creating a serene outdoor space. The view extends to a community pool area in the background.
Villa in Duck Key
4.71 out of 5 average rating, 56 reviews

Villa 5086 on Duck Key BOAT SLIP available

EmmaRating, 5 stars2 months ago
Great spot! Frank is very responsive! Highly recommend!
Superhost
A spacious outdoor area is showcased, featuring a covered porch with a ceiling fan. A view of the calm blue water and landscaped greenery is highlighted, presenting a sense of tranquility. The distant horizon features low buildings and sailboats, enhancing the serene coastal atmosphere.
Villa in Duck Key
4.91 out of 5 average rating, 47 reviews

Villa 5028 on Duck Key BOAT SLIP available

EdwardRating, 5 stars2 months ago
This is a great spot. Very quiet and close to everything we wanted to do. The place was spotless and had everything we needed. Frank is very responsive. I highly recommend this place.
A comfortable living area features a gray sofa and a wicker chair, complemented by an orange accent wall. Large sliding doors provide access to an outdoor space, allowing natural light to fill the room. Neutral-toned tile flooring enhances the inviting atmosphere.
Villa in Marathon
4.53 out of 5 average rating, 15 reviews

Key Lime Cottage - Lovely Duck Key Villa, Dip Pool

AlexandraRating, 5 stars6 months ago
Beautiful little townhome on duck key! I had a medical conference, and I walked to it every morning. Very convenient. We would stay again. Our only complaint was that the larger bedroom bed was so uncomfortable. I woke with severe back pain first 2 nights. My husband and I then slept in the twin beds in the other bedroom which were much more comfortable! Other than that, no complaints. It was December, so dipping pool of course was cold, but it would be so nice to have during a summer stay! Quick responses from the owner or manager! We had enough trash bags, toilet paper and paper towels for 2 people for our 6 day stay, which was very nice! Kitchen is fully functional and full size fridge!

Luxury villa rentals

Guest favorite
A two-story villa features a cheerful yellow exterior, showcasing a spacious front porch with white railings. Lush green landscaping surrounds the entrance, with vibrant plants adding color. The well-maintained structure stands alongside other similarly styled homes in a serene and inviting neighborhood.
Villa in Islamorada
5 out of 5 average rating, 34 reviews

Anglers Reef Islamorada

DeborahRating, 5 stars1 month ago
We had never been to the Keys before and were not sure where to stay. Islamorada ended up being an excellent choice. There was a great variety of activities nearby, and within a 30-45 minute drive there were even more unique places to visit. The private community where Gina's house is located feels like a mini-resort that The Mouse would be proud of. The community was clean, the staff were extremely friendly, and the other people we met were all gracious. Gina's house was well located - close to the entrance and a 1-minute walk to the pool. The house was super clean, comfortable, and the few things we had questions about were immediately dealt with by Gina. We're considering another trip to the Keys and would not hesitate to stay here again or recommend it to another group.
Top guest favorite
A serene outdoor seating area features two white Adirondack chairs set around a round table. A glass of white wine and a cocktail sit on the table, accompanied by a book. A vibrant pillow with an anchor design rests on one chair, with views of lush greenery and the water beyond.
Villa in Marathon
5 out of 5 average rating, 22 reviews

Indigo Reef water view Villa- #1 Guest Favorite

MarthaRating, 5 stars3 weeks ago
Perfect location in the Middle Keys with easy access to all that Marathon has to offer, Key West or Islamadora. The home is well appointed and the views of the Gulf out the two back porches are spectacular! Very peaceful setting and close to the docks and pool. Would stay here again in a heartbeat!
A serene waterscape showcases colorful kayaks gliding through calm water near a lushly landscaped community. A heated pool and tiki hut are visible in the background, beside white villas surrounded by greenery. Boats are moored at a nearby dock, enhancing the tranquil setting.
Villa in Islamorada
5 out of 5 average rating, 4 reviews

Isla Mamey: FREE Boat Dockage Sept-Oct Only!

ForrestRating, 5 stars4 weeks ago
Amazing location and beautiful home! The dock, pool, and fire place seating area were perfect. Would highly suggest this location to anyone.
Guest favorite
An aerial view captures a large pool surrounded by vibrant palm trees and comfortable lounge chairs. The pool features a curvy shape, with a section for swimming and areas for relaxation, showcasing a blend of greenery and water in a tranquil setting.
Villa in Key Largo
4.86 out of 5 average rating, 14 reviews

4-Bed Spring Break Villa: Clubhouse, Pool&Marriott

JoanneRating, 5 stars3 weeks ago
We had a wonderful stay at Playa Largo Ocean Residences. I came with my family to celebrate a milestone birthday and we all had a wonderful time! The house was even nicer than I had anticipated! It was modern, nicely furnished and very clean. We all had plenty of space as each bedroom has its own private bathroom. There was ample space in the common areas and we all really enjoyed hanging out on the third floor balcony. The hosts were quick to answer any questions via the Airbnb app. Having access to the Playa Largo Ocean Marriott was a huge plus as well. We spent an entire day there and rented a cabana by the pool (which I highly recommend). The pool and beach at the hotel were perfect and we stayed to eat dinner at the poolside restaurant which had excellent food. Afterward, they have free S’mores poolside which was a fun way to end the day. Would highly recommend this location and hope to stay again soon!
Guest favorite
A covered porch features four white Adirondack chairs positioned on a wooden deck. Lush green palm trees and landscaping provide a tropical backdrop, while a sparkling pool is visible in the distance, completing the serene outdoor setting.
Villa in Marathon
5 out of 5 average rating, 10 reviews

Waterfront Villa (38) w/ sunset views & boat slip

KatrinRating, 5 stars2 months ago
Great location on the property. Beautiful view of the water and the pool. Nice big porch to relax on with plenty of chairs. Provided plenty of towels and the kitchen had everything you needed. Could have used more TB, PT and some dishwasher soap but all good. This place is a favorite of ours to just relax and go boating! Highly recommend!!
Top guest favorite
A balcony view reveals a marina filled with boats, set against a backdrop of the Atlantic Ocean. Lush green foliage lines the waterfront, while a clear blue sky enhances the scene. A couple of lounge chairs are arranged on the balcony for relaxation.
Villa in Key Largo
4.96 out of 5 average rating, 67 reviews

Oceanfront/2 Pools/Lagoon/Tennis/Picketball/Marina

EranRating, 5 stars1 month ago
We were looking for a larger stay in the keys, and Jose’s home fit the bill perfectly. It was spacious, spread over only 2 floors (vs 3 floors for most properties in Kawama). The top floor has 2 bedrooms and 2 bathrooms and is recently remodeled (incl. the kitchen and the bathrooms). The lower floor is slightly less new but still in good shape. It has the 3rd bedroom and bathroom. Provided were a club car for our use, 2 kayaks, bikes, towels, snorkeling gear… great for spending time in the lagoon (which is essentially an enclosed salt water pool). Overall great stay in Key Largo. Thank you Jose!
A spacious outdoor area features a large swimming pool with an integrated hot tub, surrounded by a tiled deck. Lounge chairs and seating arrangements are visible, with palm trees providing natural shade. The property showcases a well-lit, modern architecture complemented by large windows.
Villa in Marathon
4.8 out of 5 average rating, 25 reviews

"Casa Azul Villa" Oceanfront-Marathon-8Guests-Dock

EdithRating, 5 stars4 months ago
This place was decorated beautifully! Very unique furnishings and decorations were fun! Outside area was beautiful. Spent every day there! Sunsets from the end of the dock were beautiful! The landscaping was spot on, even some orchids in the trees! Loved the colorful dishes and modern appliances, and the coffee pods were awesome! I am getting the same machine now! Privacy and quiet neighborhood is hard to find in some areas of the keys. Walked several days on the street. Nice towels, beach towels and comfortable sheets, pillows and throws. My husband loved the fake fur one in the LR! Thank you for the lovely stay!
An outdoor pool is surrounded by lounge chairs under palm trees, with the tranquil water reflecting the evening sky. The setting sun casts a soft light, enhancing the serene atmosphere of the pool area, which overlooks the bay.
Villa in Islamorada
4.71 out of 5 average rating, 7 reviews

Scenic Resort w/ Outdoor Pool | Florida Keys Stay

JackieRating, 5 stars3 months ago
Very nice townhouse, it was also really convenient to call the golf cart and go to the larger resort, which was beautiful.

Villa rentals with a pool

The living area features a comfortable gray sofa and a patterned armchair surrounding a wooden coffee table. Sliding glass doors provide access to the pool area, allowing natural light to fill the room and offering views of the lush greenery outside.
Villa in Duck Key
4.38 out of 5 average rating, 21 reviews

2BR water view with private pool, balcony & kayak

StefanieRating, 5 stars3 months ago
We overall had an amazing stay! Beautiful views, clean house, & responsive hosts!
A sparkling pool is set against a backdrop of lush greenery and calm water. A hammock is suspended between palm trees, inviting relaxation. Surrounding the pool, well-maintained landscaping features vibrant plants and manicured grass, enhancing the serene outdoor space.
Villa in Marathon
4.67 out of 5 average rating, 3 reviews

Villa Sombrero

NikkiRating, 5 stars29 months ago
We had a wonderful time. The neighborhood is beautiful, super quiet and nice to walk around. We used the provided paddle boards to go to nearby Sombrero Beach which was lovely. We also walked to Publix and Walgreens. The house itself is really two houses - one upstairs and one downstairs - each with their own kitchens, bedrooms and bathrooms. The house itself is simple and utilitarian, but backyard area is really spectacular. We spent the vast majority of our time outside lounging, playing tennis or swimming in the pool. The location also makes for an easy day trip to Key West. The property manager JesĆŗs was extremely responsive and took care of everything we needed.
A spacious outdoor area features a private pool surrounded by a wooden deck. Loungers invite relaxation under the shade of palm trees. The home, with two stories, showcases a covered patio equipped with dining furniture, complemented by lush greenery for added privacy.
Villa in Duck Key
5 out of 5 average rating, 3 reviews

Florida Keys Sanctuary

VictoriaRating, 5 stars1 week ago
I celebrated both my mom’s birthday and mine here, and from the moment I booked until check-out, the experience was nothing short of amazing. The property manager was incredibly helpful, responsive, and made everything seamless. Highly recommend!
Two comfortable white Adirondack chairs are positioned on a wooden deck, overlooking a lush green lawn and palm trees. A canal with a boat can be seen in the background, completing the serene waterfront view.
Villa in Marathon

Luxury Waterfront Villa, Marathon, Florida Keys

ShawnRating, 5 stars5 months ago
Very clean quiet and an excellent pool area!
Villa in Key Largo
4.79 out of 5 average rating, 68 reviews

Oceanfront Villa overlooking the Atlantic

ShannonRating, 5 stars26 months ago
My family really enjoyed our stay at Vivian’s place! The photos do not do it justice! Very roomy, amazing water views, and beautiful decor/upgrades. Vivian had everything we needed for our stay - we traveled with a toddler and baby and everything we needed was there. Vivian was responsive and helpful. We would definitely stay again! Thanks Vivian!
Top guest favorite
A private swimming pool is surrounded by a wooden deck and tropical landscaping, featuring palm trees for shade. Lounge chairs are positioned near the pool, while the two-story home with a covered balcony overlooks the serene outdoor space.
Villa in Duck Key
5 out of 5 average rating, 72 reviews

Duck Key *Bliss* Private Pool & Patio

JamieRating, 5 stars1 month ago
We enjoyed all the little extra touches around the house also loved the privacy of the back yard with the pool.We would definitely stay here again
Villa in Key Largo
4.85 out of 5 average rating, 46 reviews

2bd/2ba Ocean Retreat in Kawama Yacht Club

JanetRating, 5 stars2 months ago
A beautiful unit, nice beds and everything as pictured! Paul was good on communication. However, the small community at Kawama is becoming over- crowded. Many times the pools are full and over capacity with screaming kids, and no chairs are available to just sit by the pool. Large parties are happening most every weekend, with a lot of drinking, smoking, and loud music. It’s not Paul’s fault, but the atmosphere here isn’t as quiet and kid friendly as it used to be!
Superhost
An aerial view captures a marina community surrounded by lush greenery and clear blue waters. The scene includes multiple townhomes lined along the waterfront, with boat slips visible along the shoreline. A resort-style pool can also be seen in the center of the community.
Villa in Marathon

Refreshed & Elevated Indigo Reef Luxury Villa 15

HenryRating, 5 stars14 months ago
Beautiful location in the Keys. We loved our stay, and the unit was comfortable, clean and new. Great pool, wonderful dock and pleasant neighbors. Would definitely come back!

Quick stats about villa rentals in Duck Key

  • Total rentals

    40 properties

  • Nightly prices starting at

    G$46,165Ā GYD before taxes and fees

  • Total number of reviews

    1.7K reviews

  • Family-friendly rentals

    40 properties are a good fit for families

  • Rentals with a pool

    20 properties have a pool

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

Destinations to explore

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  2. United States
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  4. Monroe County
  5. Duck Key
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