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Holiday 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

Superhost
Home in Key Largo
4.91 out of 5 average rating, 150 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 favourite
Home in Key Largo
5 out of 5 average rating, 15 reviews

NEW! Oceanside Casa Largo Modern Tropical Getaway

AnnabelaRating, 5 stars1 month ago
amazing stay at Martha's place. it's prestine. she's super responsive and very kind. I'd stay at any of her places because she's on top of it.
Guest favourite
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 favourite
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
Home in Key Largo
4.85 out of 5 average rating, 207 reviews

Outdoor Paradise - Beach, Boats, Snorkeling & Sun!

VanessaRating, 5 stars2 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.
Superhost
Home in Marathon
5 out of 5 average rating, 3 reviews

Grand Blue Arenas/ 120'Dock/Mini golf/GameRoom

GinaRating, 5 stars6 days ago
We had an absolutely amazing stay at this beautiful home in Marathon Keys! From the moment we arrived, it was clear that this property is extremely well-maintained and spotless. The house was immaculately clean, which made settling in with kids feel effortless and comfortable.The two-story layout was perfect for our family, offering plenty of space for everyone to spread out and relax. The home is definitely kid-friendly and family-oriented, with thoughtful touches throughout. The pool was a huge hit with both the kids and adults, and we had so much fun spending our evenings enjoying it! The kitchen was gorgeous and fully equipped with high-quality appliances, which made cooking meals together easy and enjoyable. We brought both a 22-foot bay boat and a 22-foot pontoon, and docking was a breeze. Overall, this home was the perfect place for our family getaway. We made unforgettable memories here and would absolutely return. Highly recommended for families looking for a home in the Keys!
Superhost
Home in Key Largo
4.92 out of 5 average rating, 133 reviews

Mariners Club Resort, Best in the Upper Keys

DaisyRating, 5 stars2 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.
Superhost
Home in Key Largo
4.86 out of 5 average rating, 100 reviews

Cary’s Oceanside

KrissieRating, 5 stars5 months ago
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.

Apartment rentals with a pool

Guest favourite
Apartment in Tavernier
4.9 out of 5 average rating, 134 reviews

1BR - Key Largo Sun & Sand Hideaway

JosephRating, 5 stars2 months ago
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.
Superhost
Apartment 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
Apartment 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 favourite
Apartment in Key Largo
4.97 out of 5 average rating, 38 reviews

PENTHOUSE SUITE - OFFERS BEST PANORAMIC OCEAN VIEW

MelissaRating, 5 stars1 month ago
Our stay was everything we could have wanted. The view was incredible. The condo had everything we could need. We will definitely come again and recommend it to family and friends.
Guest favourite
Apartment 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 favourite
Apartment 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 favourite
Apartment in Tavernier
5 out of 5 average rating, 54 reviews

Tequila Sunrise

AaronRating, 5 stars5 days ago
Exactly what we were looking for. Clean, cozy and great location with an amazing view of the ocean and sunset. Pool area with hot tub was clean and a nice bonus, as well as the small beach and pier. Highly recommend and would definitely book again
Guest favourite
Apartment in Key Largo
4.88 out of 5 average rating, 163 reviews

Tropical Getaway

TrevorRating, 5 stars1 month ago
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!

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