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

Top Guest favourite
Home in Marathon
5 out of 5 average rating, 29 reviews

Luxe Super Snapper-Heated Pool, Tiki, Dock, Lanai

NickRating, 5 stars5 days ago
Book this house! Very comfortable and well stocked with everything you need from pool towels to kitchen amenities! The house is in a quiet area with ample parking and only a couple minute drive from all the restaurants and attractions Marathon has to offer. A few key features to note. The screened in pool and outdoor outdoor shower were such a nice touch after being on the boat all day, the ice machine was priceless to refill the boat coolers everyday and not have to spend a fortune on ice at the bait shop! Beds were comfortable, couch was large and accommodating for my family of 4! The house was clean and bed linens were good quality. Plenty of outdoor seating from chairs to loungers. The fish cleaning station and power plug in station for the boat were a nice touch. Vaca Cut was a short 5 minute boat ride North or you can head South by boat 5 minutes to the 7 mile bridge. We will definitely stay here again!
Top Guest favourite
Home in Key Colony Beach
4.98 out of 5 average rating, 124 reviews

Paradise found!Key Colony Beach,Cabana Club.

ColinRating, 5 stars1 week ago
We had a great week at Kari's place. We were blown away by the view from the terrace. The apartment was well appointed and had everything we needed. The use of the nearby Cabana club was a real bonus. Colony Key is about an hour from Key West, so it was well located for all sorts of activities. Would love to return one day. Thanks Kari. Colin & Lynne Moore. Buckinghamshire, UK
Top Guest favourite
Home in Marathon
4.99 out of 5 average rating, 137 reviews

Cancellation Deal: 08/02 thru 08/09

KevinRating, 5 stars1 week ago
The house was very clean and inviting upon arrival. Nice location short drive to great restaurants and local grocery stores also less than 5min walk to the beach. Mr Eddie responded in a timely manner when we had questions. All in all we had a great time and very much enjoyed our stay! Thanks Mr Eddie
Guest favourite
Home in Marathon
4.98 out of 5 average rating, 92 reviews

4BR 3B, Heated Pool & Spa, 60' Dock

MondeRating, 5 stars2 weeks ago
Our stay in Marathon couldn’t have gone any better! I traveled with my three 20-something sons and their wives/significant others. The layout of Gerardo’s home was perfect for our needs. We had plenty of room, places to enjoy together, and space where everyone could find some peace and quiet. The location was ideal. We were within an easy driving distance of all excursions and restaurants and could even walk to Island Fish Company, which was one of our favorites. Gerardo was extremely responsive. He checked in prior to our arrival and touched base a couple of times to make sure there was nothing we needed. An excellent home I recommend to others with no hesitation!!
Top Guest favourite
Home in Marathon
5 out of 5 average rating, 40 reviews

Movie Theater | HotTub | Pool | Boat/RV/EV Parking

AnneRating, 5 stars2 weeks ago
We almost stayed at a hotel, but I saw Christian’s place pop up and it looked like a fun place for the family. It is so awesome! It is exactly as described.and more . He uses every inch of that awesome property for something fun. It’s also a close drive or bike ride to so many things. We took almost all of his suggestions on places to eat and things to do and they were right on. The last night we all chilled outside and projected the Goonies on the outdoor screen and had some good relaxing family time. He is an excellent host and is so helpful. We are all so happy we chose his Airbnb.. Thank you so much, Christian! You are one of a kind and your place is so cool.
Guest favourite
Home in Marathon
4.92 out of 5 average rating, 12 reviews

NEW! Private Pool, 50’ Dock, Kayaks, Waterfront

HansRating, 5 stars3 weeks ago
Loved every minute of our time here. Communication was excellent before during and after our stay and the house was superb. Highly recommended
Top Guest favourite
Home in Key Colony Beach
4.98 out of 5 average rating, 106 reviews

Waterfront House with 37 ft Dock & Cabana Club

CaseyRating, 5 stars5 days ago
Enjoyed the stay! If you’re looking for a low key place to stay this is it. Great location for day adventures in the keys.
Superhost
Home in Key Colony Beach
4.91 out of 5 average rating, 140 reviews

Tiki Time 2

WarrenRating, 5 stars3 weeks ago
It was a great place inside and out. We had drinks under the tiki hut where it was cooled by the tropical breeze. Being on the ground floor, we seniors never had to climb stairs and the grounds were very even. The dock area was in fair shape but watch out for the small coconuts dropping from the palm trees. The laundry room was good and the machines were very clean and large capacity. The barbecue grill was ok, but the propane unit was rusty and the flames were very inconsistent. We enjoyed ourselves at the Cabana Club where the pool was great and the food there was the best for lunches and drinks

Condo rentals with a pool

Superhost
Condo in Tavernier
4.88 out of 5 average rating, 154 reviews

Reel Large END Unit in Ocean Point Suites

PatrickRating, 5 stars1 week ago
very kind and flexible hosts. Let us check out an hour after checkout time and we're also very communicative, friendly and service oriented. definitely recommend
Guest favourite
Condo in Key Largo
4.94 out of 5 average rating, 110 reviews

Gorgeous lagoon-front 2BR Townhouse with 2 pools

MarissaRating, 5 stars2 weeks ago
This place was just what we needed. It was the perfect size for our 4 plus a dog for 2 nights. It’s located in a nice community and close to a lot. I would stay here again!
Guest favourite
Condo in Tavernier
4.94 out of 5 average rating, 101 reviews

Your Happy Place - Oceanfront

RodRating, 5 stars4 days ago
Sandra's place was very nice and clean. She was very reponsive with any and all questions. The accomodations are as listed. I enjoyed the peace and quiet. I most enjoyed relaxing on the balcony listening to the ocean. All you need is you, clothes, and the memories you will make. The rest is provided. However I will note that I was expecting a "real" beach and it was more of a lagoon. although still nice. Thanks Sabdra I would definitely book again. 🙂
Guest favourite
Condo in Tavernier
4.94 out of 5 average rating, 146 reviews

Key Largo Coastal Condo-Ocean View ~ Pool ~ Beach

KatieRating, 5 stars3 weeks ago
This is a top notch airbnb. Excellent communication from the host, extremely clean, well stocked condo, generous supplies beautiful decor. We stayed 8 days in the condo and felt right at home. Loved the large pool. We caught many fish and cooked at the condo all but 2 evenings and had everything we needed to prepare meals. Really appreciated the assortment of coolers provided for day trips. Thank you again, John!
Guest favourite
Condo in Tavernier
4.9 out of 5 average rating, 125 reviews

Luxurious Suite+Open Ocean Views+Pool & Cabana Bar

WilliamRating, 5 stars2 weeks ago
This was a great place to stay in Tavanier! Very close to Key Largo and a short drive to all the charters and activities in Islmarada. Very roomy condo with every at home convenience. Great community pool that had food and drinks available on site from Island Grill. Will definitely consider staying here again. Also.....our host "Largo" was great to deal with. Nice, Friendly, and quick to answer any questions. My boys and I had a wonderful stay!
Guest favourite
Condo in Tavernier
4.95 out of 5 average rating, 128 reviews

BEAUTIFULLY DESIGNED OCEANFRONT CONDO

NicholasRating, 5 stars2 days ago
We really enjoyed our stay Beautiful condo extremely clean clear instructions wonderful place to stay pool and hot tub area are amazing. You can swim anytime which is really nice. Most places the pool closes at dusk. There is a nice poolside little restaurant and also a restaurant right by the beach area really convenient would go back there anytime
Top Guest favourite
Condo in Tavernier
4.95 out of 5 average rating, 191 reviews

Tiki Time! Ocean Pointe Top Floor King 1 Br/1Ba

CameronRating, 5 stars2 weeks ago
Everything was nice and clean. The condo was full of amenities. I wish we could have stayed longer.
Guest favourite
Condo in Tavernier
4.94 out of 5 average rating, 104 reviews

Sugar Cane - Florida Keys tropical retreat

AshleyRating, 5 stars1 week ago
Great stay in the Keys, easily accessible to all that the area has to offer. Nice amenities in the community as well. Would stay again!

Quick stats about holiday rentals with a pool in Duck Key

  • Total rentals

    100 properties

  • Nightly prices starting at

    $200 NZD 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

Destinations to explore

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