
Holiday rentals with a pool in Duck Key
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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

The Paradise 2
We really enjoyed our stay. It completely matched the description, the patio was amazing, and the place was well stocked with everything we needed. It had many personal touches which made us feel at home. It was a great fit for two adults and 2 kids. Our time on the porch in the morning and relaxing in the evenings were the best part. Highly recommend!

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!
Had a great time and the house was perfect for our group!

Cary’s Oceanside
We had a great time at Cary’s Oceanside! Beautiful location, beautiful and comfortable accommodations! Maria was very helpful and responsive with our questions. We really enjoyed the pool and outdoor area.

P23 - New 3 bedroom 2 bath duplex with private po
Our stay was wonderful! Key Colony is a quiet and peaceful community. Our condo was beautifully decorated and had everything we needed for the first couple days. The sheets and towels were soft The beds were very comfortable. We really enjoyed our stay and hope to go back soon again!

Golf Coast Oasis
We really enjoyed our week at Gulf Coast Oasis! The house was lovely, well-stocked, and great for our family of 5. We very VERY much enjoyed the pool and appreciated being able to heat it. Loved using the bikes and kayaks. Ate on the screened in porch. Madelyn was very helpful and responsive both in advance of and during our trip. Great stay! The only "negative" was the noise from the nearby airport -- not disruptive but worth noting.

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!

Sale! Pool, Hot Tub, Dock & Putting Green!
We had an amazing time! The location is perfect with so many things to do, pool, hot tub, canal, etc. The home was overall beautiful and we loved every second of it!
Condo rentals with a pool

Resort Condo: Pool | Beach | Marina | Pickleball
This place was great for an in between Miami and Key West! The pool was perfect for relaxing at all day! Restaurants near by were all fantastic! Doable drives for day trips to key west and Miami!

1BR - Key Largo Sun & Sand Hideaway
Stayed at Vanessa’s place twice while visiting the Keys. Quiet, clean and private. A great host and would definitely stay again next time a visit. Easy access to everything off the highway and great amenities with the pool and beach nearby. 10/10.

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 Retreat!
Kim's place was perfect for our extended family. The full unit (kitchen, lounge, bathroom, and bedroom) downstairs was perfect for my parents to stay while my family of 4 plus my sister stayed upstairs where there is another kitchen and lounge as well as 2 bedrooms. Facilities in the complex were fantastic with a huge pool, tennis and pickle ball courts, and clubhouse. The location was great to get anywhere in Key Largo as well as the rest of the Keys. Last, but definitely not least, the hosts were extremely responsive and helpful with all the questions and things that came up during the stay. Would definitely recommend and stay again if we are back in the Keys.

SPECTACULAR VIEWS OCEAN FRONT MODERN BEACH CONDO!
My twin sister and I had such a wonderful time at Kim's home celebrating our birthday. She is super responsive and the place was exactly as described! It was so nice to sit on the patio in the morning and overlook the beautiful water. Pool is very nice and plenty to do in the property with the beach, tennis courts, BBQ, restaurant/baror just walk around in a safe, secluded environment. Condo was perfectly appointed with all the comforta and amenities of home! Can't wait to visit with Kim again! Wish I could give her 10 stars !!!!

Key Largo Coastal Condo-Ocean View ~ Pool ~ Beach
The unit is just like the photos and was very comfortable! John was helpful and helped make for an enjoyable stay! Would happily stay here again

Ocean Views at Ocean Pointe
Michelle was great! Very responsive and understanding when we had to make a last minute trip change. Unit was clean, bright and had a nice view. It’s a nice location between Key Largo and Islamorada making it convenient to explore both. We didn’t use any of the resort’s amenities, but there was an influx of seaweed at the small beach. Just one downside of this time of years in the Keys. But the pool looked great!

Luxurious Suite+Open Ocean Views+Pool & Cabana Bar
This place checked all the boxes! The location of this particular unit was awesome. Close to the pool, but not too close. A short walk to the beach area, and those views from the balcony are second to none. Largo is very responsive and very easy to communicate with. Tavernier Key is the perfect location to many activities. Our family misses this trip already.
Quick stats about holiday rentals with a pool in Duck Key
Total rentals
100 properties
Nightly prices starting at
$187 AUD before taxes and fees
Total number of reviews
2K reviews
Family-friendly rentals
100 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
60 properties have a dedicated workspace
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- Everglades National Park
- Sombrero Beach
- John Pennekamp Coral Reef State Park
- Bahia Honda State Park
- Cannon Beach
- Long Beach
- Calusa Beach & Loggerhead Beach
- Windley Key Fossil Reef Geological State Park
- Cocoa Plum Beach
- Far Beach
- Sandspur Beach
- Theater of the Sea
- EAA Air Museum
- Keys' Meads
- Sea Oats Beach
- Long Key State Park
- Horseshoe Beach
- Sugarloaf Beach