
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.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Duck Key rentals with a pool
House rentals with a pool

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
Stu’s place was not only beautiful but it had all the amenities we could have asked for. The location was perfect for all the things we wanted to do. It truly was a home away from home. If I could give more than 5 stars I certainly would. Loved it! Stu was extremely easy to communicate with.

Casa Solaris | Key Largo home with Private Pool!
A pleasure to stay. Sean was fast and helpful with any questions. The heated hot tub was well utilized. Plentiful towels and everything we could need to enjoy a three day celebration. Thanks for making my 50th birthday one to remember.

Casa Playa~ Luxury Pool Home, 36' Dock
We stayed here with friends with a total of 10 people, 4 adults and 6 kids. There was plenty of room for everyone never felt crowded. We all had a great time!

*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!

P22 - Updated 3 bedroom 2 bath duplex with private
We had six adults in our group and the house was a perfect location to go out fishing or to the beach. The house was well stocked and with plenty of linens and beach towels. We rented a boat for three days from Tropical boat rentals and the canal location made fishing super easy. Access to the ocean or the bay was convenient. We even caught several fish in the canal. We saw manatees, sharks, manna rays and tons of fish while enjoying the swimming pool. We can’t wait to make a return trip.

Gorgeous 3/2 SFH Brand-new pool&spa, 30ft dockage
First of all, Katie and Heather are the best hosts! They were always available, quick to respond, and eager to make our stay fabulous! This was our third family vacation to Marathon - eight of us, from age 10 to 77. We love the area! This home is very well located with easy access to beaches, restaurants, and all the activities you could want, and yet quiet and peaceful. The swimming pool and kayaks were amazing! We were able to a thoroughly enjoy our "home time" without feeling like we were wasting our vacation. We would definitely stay here again! Note: the only exits to the backyard/pool area are through the bedrooms.

Keys Elegance. Pool, Hot Tub, Dock Summer Specials
This house was absolutely amazing! Our family had the best week here. The outside area was so nice and lots of room. We all enjoyed the pool. I loved to sit on the swing every morning and evening. The house was perfect, had everything we needed for our family of 6. It was walking distance to the cabana club that we very much enjoyed also. Lots of food options within a 15 min drive. We would absolutely love to come back and stay.
Condo rentals with a pool

Resort Condo: Pool | Marina | Beach | Pickleball
This was the perfect spot for a nice getaway in the Keys! The check-in process was seamless and everything was super clean. The condo was located in a private, quiet area but still close to all the local restaurants. 10/10 Highly recommend!!!

1BR - Key Largo Sun & Sand Hideaway
Lovely stay at popular condo property. Propane heated pool 82-83° with lush, well maintained tropical landscaping. Pleasant shoreline with large grit sand; rental kayaks can be delivered; handsome boats to watch launch. Well stocked kitchen including good knives and pans; clean furnishings; very firm bed; amply wide shower; blackout curtains; convenient to stairs; considerate neighbors; exactly as listed; good distance to harbor so that fishing boats leaving at 5am don't disturb sleep, as they have other places. Absolutely five stars.

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
We had a wonderful time staying at this property! It lives up to the photos/description and did not disappoint. We enjoyed staying within a gated community and having access to the clubhouse, pickle ball courts, pools, and hot tubs. There's a lot to do within reasonable driving distance too - from Theater of the Sea to feeding tarpon to visiting Everglades National Park. Kim and Jazz were both very responsive hosts and a pleasure to communicate with. We would definitely stay again!

SPECTACULAR VIEWS OCEAN FRONT MODERN BEACH CONDO!
We had a wonderful trip and stay! Kimberly was a great host and the condo had everything we needed, including beach towels, pool noodles and snorkels! The complex itself is in a great location, close to so many things and the pool was perfect for lots of family swimming. We hope to visit again!!

Key Largo Coastal Condo-Ocean View ~ Pool ~ Beach
This condo was located in a gated community. It was quiet, well furnished, and conveniently located. There were lots of chairs at the pool and at the small beach area, as well as shaded area at the beach where you could enjoy being outside but out of the sun. We would definitely stay here again if in the area.

Ocean Views at Ocean Pointe
We have stayed in this complex before however the unit we had stayed previously was not available so we booked here. We had been in building 3 before and we're concerned that building 5 would be a hike for our elderly patients however it was even better than 3. Place was immaculate. view was terrific. Immaculate. Would stay again in a minute.

Luxurious Suite+Open Ocean Views+Pool & Cabana Bar
A beautiful tropical setting. A wonderful view.
Quick stats about holiday rentals with a pool in Duck Key
Total rentals
110 properties
Nightly prices starting at
$193 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
- Florida Keys Holiday rentals
- Key West Holiday rentals
- Miami Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Havana Holiday rentals
- Tampa Bay Holiday rentals
- St Petersburg Holiday rentals
- Central Florida Holiday rentals
- Tampa Holiday rentals
- Kissimmee Holiday rentals
- Rentals with pools United States
- Rentals with pools Florida
- Rentals with pools Miami
- Rentals with pools Miami Beach
- Rentals with pools Gold Coast
- Rentals with pools Monroe County
- Townhouse rentals Duck Key
- Monthly Rentals Duck Key
- Pet-friendly rentals Duck Key
- Waterfront rentals Duck Key
- Beachfront rentals Duck Key
- Rentals with a hot tub Duck Key
- Kid-friendly rentals Duck Key
- Apartment rentals Duck Key
- Rentals with a patio Duck Key
- Fitness-friendly rentals Duck Key
- Rentals with a washing machine and dryer Duck Key
- Villa rentals Duck Key
- Rentals with beach access Duck Key
- Family-friendly rentals Duck Key
- Rentals with outdoor seating Duck Key
- House rentals Duck Key
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom