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Holiday rentals with a pool in Duck Key

Find and book unique homes with a pool on Airbnb

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Popular amenities for Duck Key rentals with a pool

House rentals with a pool

Superhost
Home in Islamorada
5 out of 5 average rating, 3 reviews

Islamorada Cay Home. Elegant home

MarlaRating, 5 stars1 month ago
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!
Superhost
Home in Marathon
5 out of 5 average rating, 18 reviews

W09 - New Luxury Property! Breathtaking Canal Fron

KImRating, 5 stars1 month ago
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 😊
Top Guest favourite
Home in Marathon
5 out of 5 average rating, 12 reviews

Waterfront Oasis w/Private Pool-Dockage-Beach

DaveRating, 5 stars3 months ago
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.
Top Guest favourite
Home in Key Largo
4.94 out of 5 average rating, 79 reviews

Large Waterfront Home, w/Efficiency, Pool, Kayaks

BrittanyRating, 5 stars1 week ago
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!
Guest favourite
Home in Key Largo
4.94 out of 5 average rating, 65 reviews

Casa Solaris | Key Largo home with Private Pool!

DayanaRating, 5 stars2 weeks ago
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!!
Superhost
Home in Key Largo
4.8 out of 5 average rating, 20 reviews

*NEW* Casa Coco-Pool/Tennis/Ramp

ChristopherRating, 5 stars1 month ago
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!
Guest favourite
Home in Marathon
4.9 out of 5 average rating, 20 reviews

Golf Coast Oasis

RickRating, 5 stars2 weeks ago
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!
Superhost
Home in Marathon
4.74 out of 5 average rating, 57 reviews

Gorgeous 3/2 SFH Brand-new pool&spa, 30ft dockage

BryanRating, 5 stars1 month ago
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

Guest favourite
Condo in Tavernier
4.94 out of 5 average rating, 16 reviews

Resort Condo: Pool | Marina | Beach | Pickleball

LauraRating, 5 stars2 weeks ago
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!
Guest favourite
Condo in Tavernier
4.89 out of 5 average rating, 131 reviews

1BR - Key Largo Sun & Sand Hideaway

TrishaRating, 5 stars2 weeks ago
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.
Superhost
Condo in Key Largo
4.83 out of 5 average rating, 35 reviews

Relax in Key Largo

AnthonyRating, 5 stars7 months ago
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.
Guest favourite
Condo in Key Largo
5 out of 5 average rating, 14 reviews

Key Lime Breeze Ocean Retreat | Waterfront Oasis

TaraRating, 5 stars2 weeks ago
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!
Guest favourite
Condo in Tavernier
4.9 out of 5 average rating, 275 reviews

SPECTACULAR VIEWS OCEAN FRONT MODERN BEACH CONDO!

JessicaRating, 5 stars1 day ago
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!
Guest favourite
Condo in Tavernier
4.93 out of 5 average rating, 138 reviews

Key Largo Coastal Condo-Ocean View ~ Pool ~ Beach

JamieRating, 5 stars2 weeks ago
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!!
Top Guest favourite
Condo in Tavernier
4.98 out of 5 average rating, 193 reviews

Ocean Views at Ocean Pointe

ElizabethRating, 5 stars1 week ago
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.
Guest favourite
Condo in Tavernier
4.9 out of 5 average rating, 117 reviews

Luxurious Suite+Open Ocean Views+Pool & Cabana Bar

CarolineRating, 5 stars3 weeks ago
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

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Monroe County
  5. Duck Key
  6. Rentals with pools