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Vacation rentals with a pool in Plantation Key

Find and book unique homes with a pool on Airbnb

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Popular amenities for Plantation Key rentals with a pool

House rentals with a pool

Top guest favorite
An outdoor space features a sparkling in-ground pool surrounded by a sun deck with several lounge chairs. A shaded screened-in porch is visible in the background, along with a gas grill and a cornhole game set nearby. Lush palm trees provide a tropical atmosphere.
Home in Marathon
4.99 out of 5 average rating, 138 reviews

Cancellation Deal: 08/02 thru 08/09

ShelleyRating, 5 stars1 week ago
Had a wonderful stay, would recommend to anyone looking for a convenient, beautiful spot in Marathon. Eddie was an excellent host!
Superhost
A collage showcases four images: A serene sunrise over water, a cozy bedroom with a flat-screen TV, an open-concept living area with a kitchen and dining space, and a tranquil view of the evening sun reflected on the bay, complete with a kayak along the shoreline.
Home in Key Largo
4.91 out of 5 average rating, 151 reviews

Tiny Home on Waterfront | Bay Views | Deck | Pool

VikranthRating, 5 stars2 weeks ago
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.
Guest favorite
Home in Key Colony Beach
4.95 out of 5 average rating, 117 reviews

Waterfront Home 37.5-ft dock, Cabana Club Included

LaurenRating, 5 stars1 week ago
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!
Guest favorite
A serene oceanfront pool area is framed by lush palm trees, with sparkling blue water inviting relaxation. Spacious poolside seating is available, and a charming gazebo can be seen in the background. The sky reflects a blend of blue hues, enhancing the tranquil setting.
Home in Islamorada
4.93 out of 5 average rating, 46 reviews

Beautiful Anglers Reef - 2/2.5 - Pool+Marina+Beach

ToddRating, 5 stars3 weeks ago
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...
Superhost
Two blue hammocks are suspended between white posts on a sandy area, facing a calm waterway. Lush greenery lines the shore, while a wooden dock extends into the water on the right. Soft clouds float above, casting gentle shadows on the ground.
Home in Key Largo
4.85 out of 5 average rating, 207 reviews

Outdoor Paradise - Beach, Boats, Snorkeling & Sun!

VanessaRating, 5 stars3 weeks ago
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.
Guest favorite
A serene beach area is highlighted by sandy shores and gentle waves. Palm trees sway in the breeze, while lounge chairs are arranged neatly in the foreground. A wooden dock extends into the water, framed by lush greenery in the background.
Home in Key Largo
4.79 out of 5 average rating, 146 reviews

Escape to the Seaside!

CarlyRating, 5 stars2 months ago
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.
Superhost
The inviting pool area is surrounded by palm trees and lush greenery, featuring multiple lounge chairs positioned along the water's edge. Steps lead into the pool, which reflects natural light amid an overcast sky.
Home in Key Largo
4.92 out of 5 average rating, 133 reviews

Mariners Club Resort, Best in the Upper Keys

DaisyRating, 5 stars3 weeks ago
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.
Guest favorite
A refreshing swimming pool is surrounded by palm trees, offering a relaxing area for guests. Lounge chairs are placed around the pool deck, and the clear blue sky is visible above, creating a bright and inviting setting. Tropical landscaping provides privacy and enhances the tropical feel.
Home in Key Largo
4.91 out of 5 average rating, 101 reviews

New Oceanside Casa Azul! Voted #1! Golf Cart-Beach

AshlynRating, 5 stars2 months ago
Martha was super helpful and responsive. The place was very nice, clean, and had incredible amenities. Kids loved it!

Condo rentals with a pool

Top guest favorite
A well-lit heated pool area is surrounded by lounge chairs and palm trees, creating a relaxed atmosphere. Soft blue lights illuminate the pool in the evening, while the ocean is visible in the background, adding to the inviting ambiance.
Condo in Key Largo
5 out of 5 average rating, 20 reviews

Newly Renovated Piece ofParadise

WolfgangRating, 5 stars2 weeks ago
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!
Superhost
An aerial view captures a large heated pool surrounded by lounge chairs and umbrellas. The pool area is complemented by vibrant greenery and palm trees. A jacuzzi is positioned nearby, and the ocean is visible in the background, providing a serene atmosphere.
Condo in Tavernier
4.88 out of 5 average rating, 155 reviews

Reel Large END Unit in Ocean Point Suites

JenniferRating, 5 stars6 days ago
Something for the whole family to do right at location. Pool was great.
Guest favorite
A modern kitchen features white cabinetry and stainless steel appliances. A wooden cutting board is placed on the counter, complemented by cooking utensils. Soft lighting illuminates the space, enhancing the clean and functional design. A window with shutters allows natural light to enter.
Condo in Key Largo
4.94 out of 5 average rating, 111 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 favorite
A covered balcony dining area is depicted, featuring a round table surrounded by six chairs. An expansive view of the sunset over the water is prominent, with silhouettes of palm trees and boats visible in the background, creating a serene atmosphere for outdoor dining.
Condo in Key Largo
4.94 out of 5 average rating, 50 reviews

Million dollar view in Key Largo!

DarrylRating, 5 stars2 months ago
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.
Top guest favorite
A large outdoor pool is surrounded by palm trees and lounge chairs, inviting relaxation. Sunlight reflects off the clear blue water, enhancing the spacious area. Nearby structures offer shelter and additional seating, creating an inviting atmosphere for guests to enjoy.
Condo in Tavernier
4.98 out of 5 average rating, 196 reviews

Ocean Views at Ocean Pointe

PattyRating, 5 stars1 month ago
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!
Top guest favorite
A light-filled living room reveals ocean views through sliding glass doors. A spacious white couch and armchair offer comfort, while a wooden coffee table rests on a patterned rug. Decorative elements include natural wall art and a bright indoor plant, enhancing the coastal ambiance.
Condo in Tavernier
5 out of 5 average rating, 55 reviews

Tequila Sunrise

MicheleRating, 5 starstoday
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!
Superhost
A spacious pool area features a large, azure swimming pool surrounded by lounge chairs and umbrella-shaded tables. Lush greenery borders the pool, enhancing the tranquil environment. Several blue umbrellas provide shade for guests enjoying the sunny Florida weather.
Condo in Tavernier
4.97 out of 5 average rating, 98 reviews

Ocean views at “Sangria Sunrise” 10% off Charters

LaurenRating, 5 stars1 month ago
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!
Guest favorite
A large outdoor pool is framed by palm trees and colorful lounge chairs. A hot tub is situated nearby, surrounded by tropical landscaping. The sunlight reflects off the surface of the water, creating a bright and inviting atmosphere.
Condo in Tavernier
4.9 out of 5 average rating, 158 reviews

Spectacular 2 Bedroom with a beautiful ocean view.

Brian And MelissaRating, 5 stars3 weeks ago
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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