
Holiday rentals with a pool in Duck Key
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Duck Key
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.
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Popular amenities for Duck Key rentals with a pool
House rentals with a pool

Islamorada Cay Home. Elegant home
The outdoor space is absolutely fabulous. The heated pool was enjoyed every day. The property is on the corner of two canals that had pretty clean water. We met several manatees who graced us with their presence often. Fishing was not great during the month so our fishermen were rather disappointed. The interior was very pleasant and cooking was easy. The entire third floor is the master sitting room, bathroom and bedroom. The only drawback for me personally is that the master bathroom is an "open concept " design which left me without a sense of privacy. Isa was extremely helpful and responded quickly with our questions. Thank you Isa!

W09 - New Luxury Property! Breathtaking Canal Fron
This was our 2nd stay at the house it a big and nice for our group! Just needs a little update and some extra kitchen towels which we did get just little stuff. But for the most part we had a wonderful trip 😊

Waterfront Oasis w/Private Pool-Dockage-Beach
Incredible property. Perfect gathering space for my entire family of 6. Private yet close to commerce like Publix and local gym to work out. Great memories made.

Large Waterfront Home, w/Efficiency, Pool, Kayaks
We had everything we needed! Stu was helpful and responsive. We had a fantastic time and will be back in the future! Don’t miss a chance to stay here in Key Largo. Great location and loved keeping the boat behind the house. House is very clean and has all of the amenities you could possibly think of!! 10/10 recommend!

Casa Solaris | Key Largo home with Private Pool!
We loved our stay! We will be back, Sean and Denise communicated well and were super nice. 😊 the place was clean and reserved, the rooms were spacious and added a lot of comfort to our love for the keys!!! We will use this place next time we come back for sure!!

*NEW* Casa Coco-Pool/Tennis/Ramp
My stay in Key Largo was absolutely perfect! The Airbnb was stunning—immaculately clean, beautifully decorated, and had everything I needed for a comfortable and relaxing stay. The location was fantastic, with easy access to local attractions and breathtaking views. The host was incredibly kind, responsive, and went above and beyond to ensure I had a great experience. I highly recommend this place to anyone visiting Key Largo and would love to stay here again!

Golf Coast Oasis
Madelyn's place was a wonderful place for our family vacation. The heated pool and mini golf were a hit with the grand kids! A great deal of thought has went into the property's landscape to insure privacy. We felt completely at home. Plenty of spaces for everyone to go off and have "alone time". Most everything there is self explanatory, however Madelyn was proactive in contact with us should we have had any questions. We are definitely considering this place in future visit to the Keys!

Gorgeous 3/2 SFH Brand-new pool&spa, 30ft dockage
Everything about this place was perfect! The location was great, plenty to do in the immediate area and close enough for a day trip to Key West. The pool and backyard provided everything we needed for those lazy days we just wanted to stay in and enjoy the Florida weather. Boat dock was really convenient for our boat rental. Fully functional kitchen and grill allowed us to prepare meals when we wanted. Our host was available anytime we had questions. Honestly don’t have one negative thing to say!
Condo rentals with a pool

Resort Condo: Pool | Marina | Beach | Pickleball
The condo is perfect for families - the pool is fantastic (really large), there’s a snack bar, hot tub, and pickleball courts. It’s a great spot!

1BR - Key Largo Sun & Sand Hideaway
We really enjoyed our stay. Games and seating area near the building were a nice touch. Option of pool or private beach with restaurant near were nice amenities. I would stay here again.

Relax in Key Largo
Paradise, I stayed for five weeks. July 27th-Sep 3rd. Entire Moonbay Is a condominium resort. It is huge and has everything you could ask for. The grounds are meticulously kept. The pool is gorgeous and brand heated. No one is there in August so I had the entire place to myself. The snowbirds don't return until October. kid's were in school and I was in heaven. Thank you Arthur for sharing your little slice of paradise. I will be back permanently ASAP.

Key Lime Breeze Ocean Retreat | Waterfront Oasis
The host were great and so proactive. They showed such great hospitality and provided a wonderful home to stay in. The apartment down stairs was so perfect for our parents. The kids loved the pools and pickle ball courts! Also, loved all the extras like the pool toys and having access to a washer and dryer. Thanks again for the wonderful stay!

SPECTACULAR VIEWS OCEAN FRONT MODERN BEACH CONDO!
We had such a wonderful time staying at Kimberly’s place! We were traveling with our two young kids and loved how easy it was to move from the beach to the pool and play all day. The dinner recommendation list and local activity binder made it easy for us to find things to do or places to visit when we felt like exploring. Kimberly was a great host and was very responsive!

Key Largo Coastal Condo-Ocean View ~ Pool ~ Beach
We stayed for a week long spring break vacation with our 8 year old daughter. Everything is exactly as shown in the photos and stated in the positive reviews, and this condo is an absolute gem. It’s not only the perfect location in the resort complex itself…so close to the pool and a very short walk to the private beach, it’s also close to both Key Largo and Islamorada restaurants and attractions. We truly had the most amazing experience…the pool is lovely any time of day, it was never overcrowded or noisy, we loved having a full kitchen for cooking meals and having snacks, the ocean view was beautiful, and the in condo laundry was so very convenient. We also loved exploring the other islands, and felt so lucky that we were perfectly located for day trips and convenience to the Miami airport as well. We would highly recommend this condo and are looking forward to staying here again, or at another of John’s properties!! Thank you for an amazing experience!!

Ocean Views at Ocean Pointe
The apartment was very clean and cozy. Michelle was very thorough in her communications and had a book that contained a lot of information about local things to do. The swimming pool was a saltwater pool and maintained a wonderful temperature. There was a nice beach and a bar on the property. The security to the property was friendly and helpful. Anything off of the property did require a drive, but this was obvious when selecting the apartment. The elevators to the room were a nice feature.

Luxurious Suite+Open Ocean Views+Pool & Cabana Bar
We very much enjoyed our stay. Largo was a very kind and helpful host. The ocean views are beautiful and we enjoyed the pool and the private beach. We would love to come back.
Quick stats about holiday rentals with a pool in Duck Key
Total rentals
110 properties
Nightly prices starting at
$199 AUD before taxes and fees
Total number of reviews
1.9K reviews
Family-friendly rentals
110 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
70 properties have a dedicated workspace
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- Everglades National Park
- Sombrero Beach
- John Pennekamp Coral Reef State Park
- Bahia Honda State Park
- EAA Air Museum
- Windley Key Fossil Reef Geological State Park
- Calusa Beach & Loggerhead Beach
- Long Beach
- Long Key State Park
- Cannon Beach
- Far Beach
- Sugarloaf Beach
- Sea Oats Beach
- Sandspur Beach
- Cocoa Plum Beach
- Theater of the Sea
- Horseshoe Beach
- Keys' Meads