
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.

Toes in the Sand - 2 Bedroom Condo Sleeps 4
Two bedrooms and two full bathrooms on the 4th floor with ocean views. Amenities include a huge heated pool and hot tub with a bar, a beach cafe serving food and drinks, a private Key's beach, viewing pier, rentable boat slips & boat trailer storage, tennis, pickleball courts, basketball, children's swings, and BBQ areas, and gated entry with 24-hour security! Just remember that you're on "Island Time," mon, relax and enjoy! Perfectly located between Key Largo and Islamorada, close to Penneka
FamilyValueParking
4.86 out of 5 average rating, 271 reviews
Tiny Home on Waterfront | Bay Views | Deck | Pool
Down by the waters of Manatee Bay, you’ll find this idyllic tiny home for 6. With a full kitchen, three comfy beds,and access to a community pool, this is a prime location to enjoy the best of Key Largo. Sit on the deck and dip your toes in the water or explore the bay using the available kayaks and paddle boards. 10 Min Drive to the Gilbert’s Resort 15 Min Drive to John Pennekamp Coral Reef State Park 22 Min Drive to African Queen Canal Cruise Experience Key Largo With Us & Learn More Below!
LocationFamilyCleanliness
4.91 out of 5 average rating, 208 reviews
Best View Ocean Pointe Pool Beach King Bed, Gated
***IMPORTANT*** The pictures you see here are of OUR unit. What you see is what YOU GET. No surprise when you arrive at Ocean Pointe. NO bait and switch. We own in the Prominent Building #3 just steps from the Pool & Jacuzzi. Wireless Internet Netflix & Cable TV, XBOX ONE. ***Most of our guests (99%) claim this is the cleanest Airbnb they have ever stayed in.*** You will get a TRUE UNIMPEDED OCEAN VIEW in our unit. Read our reviews, our past guests tell it all. ⭐ 5 STAR ⭐ Get what you pay for.
ValueLocationCheckout
4.97 out of 5 average rating, 234 reviews
Oceanfront Lookout Point w/two Kayaks & Deck
Lookout Point is Wide open breathtaking Water View , Amazing Sunrises with a cup of Morning coffee, Refreshing breeze, Sound of water and Rustle of palm trees will start your day… Fishing right from the property, Kayaking. Taking sunbath on Chaise lounges or Reading books or just sitting under Tiki having a nice conversations and enjoying beautiful scenery of the view. You will see fishes jumping out of water, seagulls trying to catch up it , you might see manatee swimming by or dolphins.
ValueFamilyLayout
4.96 out of 5 average rating, 213 reviews
Your Happy Place - Oceanfront
Experience the ultimate coastal getaway at Ocean Point in the Florida Keys. Nestled along the Atlantic Ocean, our 2 bed/2 bath condo offers unrivaled ocean views from the moment you step inside. Indulge in the array of amenities available at our property including a private beach, pier, marina, snorkeling, family pool and a full service restaurant. Our condo comfortably sleeps 6-7 guests. Equipped with full kitchen and washer/dryer, we provide all the conveniences for a seamless stay.
ValueFamilyBeach
4.95 out of 5 average rating, 152 reviews
Largo Getaway: 3 King Suites + In-Law Space
🔑 Managed by KEYLARGOTRAVELS See our profile for all listings. VIRTUAL TOUR: YouTube @Keylargotravels, go to Shorts it is called Mariners 🛏 SLEEPING Bedroom 1 – First Floor In-Law Suite: King bed, en-suite full bathroom with shower, plus a full-size sleeper sofa in the living area Bedroom 2 – Third Floor Master: King bed, en-suite full bathroom, plus a twin floor mattress available if needed Bedroom 3 – Third Floor Guest Suite: King bed plus twin bunk beds, en-suite full bathroom
ValueLocationPool
4.93 out of 5 average rating, 100 reviews
My Little Oasis2 Waterfront Retreat, Key Largo
Million Dollar view at a fraction of the price! This property is on the water with amazing bay views. It includes one kayak for 2 people, paddle board, fishing rod, washer and dryer, kitchen with all cooking utensils. Note: The upstairs room is not comfortable for seniors or adults, the ceiling height is 4 feet (an adult has to walk on his knees). The property is located on a residential island, restaurants, bars, stores and grocery stores are within a 15 minute drive from the property.
FamilyLocationAccuracy
4.97 out of 5 average rating, 237 reviews
When Paradise is Key: Tropical Oceanfront Condo
🚨*PRICE YOU SEE IS ALL IN! Includes Airbnb fees and taxes!*🚨 🚨09.09.26 - 10.14.26 Elevator will be out of service due to installation of a new elevator 🚨 ☀️ Discover the ultimate beachfront getaway in our top floor, two-bedroom, two-bathroom condo, perfectly designed to offer an unforgettable escape. Nestled right on the oceanfront, this retreat comfortably accommodates up to six guests, making it ideal for families, friends, or couples seeking a serene coastal experience. ⛱️
FamilyValueAmenities
4.88 out of 5 average rating, 102 reviews
Ocean Views at Ocean Pointe
Conveniently located at MM 92.5, approximately 1 hour drive from Miami, you can enjoy a modern, newly redecorated Keys escape with amazing views of the sunrise right from your oceanside balcony. 2 bed/2 bath with full kitchen and washer/dryer. Pool, beach, pier, BBQ area, and private boat marina within this private community. Kayaks, paddle boards and bikes available for rent. No need to leave, but grocery stores, spas and ample restaurants are close by to fill any need.
ValueLocationAir conditioning
4.99 out of 5 average rating, 225 reviews
Turtles Nest 2 Beach, Pool, Restaurant 2bed 2bath
Turtle lovers rejoyce! Enjoy this Two Bedroom/Two Bath Condo with the perfect blend of style, comfort and convenience. Featuring a spacious living room and a fully stocked Kitchen. The Master bedroom features a King size bed and ensuite master bathroom. The guest bedroom features a Queen bed with a unattached bathroom. Both bathrooms feature a walk-in shower. The balcony offers views of the nature preserve and peek-a-boo views of the Atlantic Ocean!
FamilyLocationComfort
4.94 out of 5 average rating, 160 reviews
Kawama K1 Beautiful Lagoon View free bikes & kayak
Escape to paradise at Kawama Yacht Club, a private community featuring 24-hour security and an array of exclusive amenities: Salt water lagoon, 2 heated pools, Kids playground, Tennis courts, Marina boat ramp, boat parking, Jetty & Fire pits. We also provide kayaks and bikes so you can fully immerse yourself in the beauty of the surrounding area. Don't miss out on the ultimate Florida Keys getaway, book your stay at Kawama Yacht Club now.
LocationFamilyAccuracy
4.97 out of 5 average rating, 133 reviews
Ocean Pointe Condo | Beach, Pool, Hot Tub & Tennis
Stylish, fully remodeled end-unit condo in Ocean Pointe — steps to the beach! ☞ Resort access (pool + hot tub) ☞ Private beach access w/ sun loungers ☞ Fully equipped + stocked kitchen ☞ Smart TVs + bluetooth sound system ☞ Workspace + 350 Mbps wifi ☞ Tennis/pickleball courts ☞ BBQ grill + picnic tables ☞ Parking lot (2 cars max) 5 mins → DT Tavernier (cafes, dining, shopping) 15 mins → John Pennekamp Coral Reef State Park
LocationValueAccess
5.0 out of 5 average rating, 103 reviewsPopular amenities for Plantation Key rentals with a pool
House rentals with a pool

Mariners 212 Great Location with Marina Views
ValueFamilyQuiet
4.93 out of 5 average rating, 123 reviews
The Paradise 2
LocationFamilyBathroom
4.9 out of 5 average rating, 174 reviews
Paradise Palace 3/3 Waterfront Pool Kayak 60' Dock
ValueFamilyQuiet
4.91 out of 5 average rating, 149 reviews
Great key Largo home with water front and pool
FamilyLocationSleep quality
4.91 out of 5 average rating, 114 reviews
Private Pool Tropical Oasis - Centrally Located
FamilyLocationPool
5.0 out of 5 average rating, 120 reviews
NEW! Casa Azul - Golf Cart, 2 King, Pool, Kayaks
FamilyValueCheckout
4.89 out of 5 average rating, 119 reviews
Key Largo Waterfront: Tiki, Dock, Kayak & Pool
ValueFamilyOutdoor spaces
4.97 out of 5 average rating, 188 reviews
OceanView 2/2.5 w Beach Pool & Marina Islamorada
LocationFamilyAmenities
5.0 out of 5 average rating, 22 reviewsCondo rentals with a pool

SPECTACULAR VIEWS OCEAN FRONT MODERN BEACH CONDO!
ValueFamilyIndoor spaces
4.9 out of 5 average rating, 338 reviews
Lux Suite Open Ocean Views- 2 Balconies+Pool & Bar
FamilyValueAccess
4.9 out of 5 average rating, 168 reviews
BEAUTIFULLY DESIGNED OCEANFRONT CONDO
FamilyLocationLaundry
4.93 out of 5 average rating, 172 reviews
Gorgeous lagoon-front 2BR Townhouse with 2 pools
LocationFamilyQuiet
4.91 out of 5 average rating, 171 reviews
Tropical Getaway
ValueLocationBeach
4.9 out of 5 average rating, 197 reviews
🏝 Oceanfront Paradise Awaits You
ValueLocationSleep quality
4.85 out of 5 average rating, 126 reviews
Reel Large END Unit in Ocean Point Suites
ValueLocationParks
4.88 out of 5 average rating, 187 reviews
3212 Across from Pool * King & Queen/Twin Bunk Bed
ValueFamilyCheckout
4.95 out of 5 average rating, 130 reviewsOther vacation rentals with a pool

4 Flr |2 Mastr |Oceanview |Jacuzzi |Beach |Marina
LocationValueCleanliness
4.93 out of 5 average rating, 249 reviews
Key Largo Luxury Townhome | Pools & Marina
LocationFamilyLaundry
4.97 out of 5 average rating, 117 reviews
New Listing! Tropical Oasis at the Mariners Club!
LocationValueAccess
5.0 out of 5 average rating, 107 reviews
Fishing Getaway | Dock, Pool & Sunrise
LocationValueDecor
5.0 out of 5 average rating, 14 reviews
NEW - Luxury Seascape w/Pool+Free Dockage+Gameroom
LocationFamilyCleanliness
4.97 out of 5 average rating, 35 reviews
Luxury Island Retreat • Speakeasy Lounge & Dock
LocationFamilyAccess
5.0 out of 5 average rating, 17 reviews
Keys Sunset Sanctuary
ValueLocationBiking
5.0 out of 5 average rating, 20 reviews
Condo in Tavernier
ValueLocationGetting around
4.96 out of 5 average rating, 55 reviewsDestinations to explore
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- Everglades National Park
- Sombrero Beach
- John Pennekamp Coral Reef State Park
- Zoo Miami
- Biscayne National Park
- Homestead-Miami Speedway
- Schnebly Redland's Winery & Brewery
- Coral Castle
- Bahia Honda State Park
- Seven Mile Bridge
- Robbies Marina Of Islamorada
- Everglades Alligator Farm
- Key Largo Kampground And Marina
- Deering Estate
- Theater of the Sea
- Ernest F. Coe Visitor Center
- Florida Keys Aquarium Encounters
- Harry Harris Beach and Park
- Dolphin Research Center
- Monkey Jungle
- Founder's Park
- History Of Diving Museum
- Homestead Bayfront Park
- Calusa Campground





