
Vacation 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!

Beautiful Anglers Reef - 2/2.5 - Pool+Marina+Beach
Our first time at Angler's Reef and renting from Doug & Mary and we can't have asked for a better trip. First, Doug & Mary were great in providing everything we needed in advance and very responsive during our stay, couldn't have asked for a better host. The Lucky Lobster is well appointed; had everything we needed. All appliances appeared newer and functioned as they should, overall, the place was very clean and perfect for the five of us. The pool was very nice, and the area offers plenty to do. We rented a boat and went snorkeling at a couple of different sites and then hung out at the sand bar (which is extremely close to Angler's Reef). Anyway, we couldn't have had a better week and highly recommend The Lucky Lobster to anyone visiting Islamorada...

Outdoor Paradise - Beach, Boats, Snorkeling & Sun!
mooie RV op een leuke camping die alles te bieden heeft. zwembad en leuke hangmatten die uitkijken op de baai. camper aan te raden voor max. 4 of 5 personen. je hebt in 1 kamer wel stapelbedden. de airco op de ouderslaapkamer werkte wat minder.

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
Martha was super helpful and responsive. The place was very nice, clean, and had incredible amenities. Kids loved it!
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!

Reel Large END Unit in Ocean Point Suites
Something for the whole family to do right at location. Pool was great.

Gorgeous lagoon-front 2BR Townhouse with 2 pools
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!

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!

Tequila Sunrise
Kathryn's condo was great! Perfect for 2 couples, a small girls weekend or small family. It's on the end of a row which makes it extra quiet. The little extras in the bathroom and kitchen was really nice (toothpaste-that I forgot...coffee and creamer really get you started, pool floats too!) The overall location was perfect. There's a bar/restaurant on property which was nice and a concession/bar at the pool. The best restaurant was in Islamorada called Square Grouper and Key Lime Pie Factory is a MUST do! I highly recommend Kathryn's place!

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!

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
- Sea Oats Beach
- Monkey Jungle
- Far Beach
- Deering Estate
- Windley Key Fossil Reef Geological State Park
- Long Key State Park
- Keys' Meads