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

Cancellation Deal: 08/02 thru 08/09
Had a wonderful stay, would recommend to anyone looking for a convenient, beautiful spot in Marathon. Eddie was an excellent host!

Tiny Home on Waterfront | Bay Views | Deck | Pool
Great great getaway place to relax. Right on the waterfront. You can get your boat, Jet ski and enjoy your stay. I loved watching sunrise with my cup of coffee.

Waterfront Home 37.5-ft dock, Cabana Club Included
Clean house, well decorated, great location and responsive hosts! It’s also a plus that they accept pets for a reasonable pet fee. Key Colony Beach is a great location and this is a lovely little home. Book with confidence!

Outdoor Paradise - Beach, Boats, Snorkeling & Sun!
nice RV on a nice campsite that has everything to offer. swimming pool and nice hammocks overlooking the bay. camper recommended for max. 4 or 5 people. you have bunk beds in 1 room. the air conditioning in the master bedroom worked a little less.

Escape to the Seaside!
Perfect spot for a long weekend beach getaway! This was our first time visiting the Florida Keys, and we loved being right on the water with a small beach area to ourselves. The space was ideal for our group of friends, and the location was great—close to local bars and restaurants, some within walking distance or just a short drive away.

Mariners Club Resort, Best in the Upper Keys
The home is beautiful, well maintained, clean and perfectly set up for a large group. The house had literally everything we wanted plus additional thoughtful things that made our experience great! And.. All the amenities were just short a walk away. The host Joseph was very responsive and accommodating. Our family loved it here and will definitely return.

New Oceanside Casa Azul! Voted #1! Golf Cart-Beach
Excellent place fun for the kids, the pool was amazing,the house has everything you need, the gulf cart was a plus. Highly recommended!

Paradise Palace 3/3 Waterfront Pool Kayak 60' Dock
We had a great time visiting the FL keys and staying on Mangrove lane. It was awesome hanging on the dock, using the pool, fishing, and catching the sunsets each night. We also really enjoyed having the screened in porch upstairs and spent our breakfasts and night cap cocktails out there. Great spot on a private street! Looking forward to coming back in the future.
Condo rentals with a pool

Newly Renovated Piece ofParadise
We had such a wonderful stay at Todd’s Airbnb in beautiful Key Largo! The place was modern, spotless, and thoughtfully decorated—it felt like a true home away from home. The kitchen was well stocked with everything we needed, which made cooking a breeze. There were so many fun things to do on the property, from grilling out on the BBQs to relaxing in the hammocks, and playing foosball or ping pong. The pool was awesome, and the marina was absolutely stunning—especially at sunset. Todd was an incredible host, full of helpful information and spot-on recommendations that made our trip even better. We’d highly recommend his place to anyone looking for a fun, comfortable, and well-located home base in Key Largo. Can’t wait to come back!

Mariner's Club 522 - Don't worry Beach Happy!
Location of unit is beautiful! Amenities were also wonderful and resort like. Host provided a prompt response regarding some questions about the unit and addressed any concerns presented. Thank you for a relaxing stay!

Million dollar view in Key Largo!
The condo was very nice. Lots of room, clean and easy to access. We loved the balcony, and spent a lot of time there. We enjoyed the kayaks a couple of different times as well. Our first time to The Keys and we enjoyed this spot.

Ocean Views at Ocean Pointe
We had a fantastic stay at this condo in Tavernier! The location was ideal—close to everything we wanted to see and do in the Keys. The unit was clean, comfortable, and well-stocked, with a beautiful view of the ocean that made every morning feel like a dream. The host was extremely responsive and made everything easy from check-in to check-out. Highly recommend this place—we’d love to come back!

Ocean views at “Sangria Sunrise” 10% off Charters
I cannot say enough about how much we enjoyed our stay at Sangria Sunrise! The condo itself is beautiful, the property is awesome, well-maintained, and the staff are friendly and helpful! We spent most of our time at the pool and the beach. The pool bar is great and the pool is clean and refreshing. Plenty of sunny spots and lots of shaded tables, too. It’s right across from the condo so we went multiple times a day. Beautiful landscaping all around. The beach and marina area are really nice. We loved watching the boats from the balcony and seeing the sunrise over the water. Lots of fun things to do in the area within a short drive, but also plenty to do on the property if you prefer to stay put. Tracy is an excellent host and is very helpful and responsive. We will absolutely be back. Thank you for sharing your space with us, Tracy!

🏝 Oceanfront Paradise Awaits You
Great place, adorable beach and plenty to do in the area. Home is perfect and has everything you could possibly need for a short stay.

Tropical Getaway
We had a great stay at Kawama, Key Largo Everything was as described in the listing and photos. Great location, good facilities with the pools, creek and beach options. We enjoyed sitting in the shade by the beach having a drink and snacks as the sun went down. Also really handy for snorkelling at John Pennekamp. Would highly Recommend Many thanks Gladys!

Spectacular 2 Bedroom with a beautiful ocean view.
My daughter and I stayed her for a long weekend and it was perfect. Very clean and up to date, the beds were very comfortable and an overall nice place to stay. We would definitely stay here again if we were in the area.
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- Everglades National Park
- Sombrero Beach
- John Pennekamp Coral Reef State Park
- Zoo Miami
- Bahia Honda State Park
- Coral Castle
- Cannon Beach
- Biscayne National Park
- Conch Key
- Theater of the Sea
- Everglades Alligator Farm
- Cocoa Plum Beach
- EAA Air Museum
- Far Beach
- Sea Oats Beach
- Monkey Jungle
- Deering Estate
- Windley Key Fossil Reef Geological State Park
- Keys' Meads
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