
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
4.86 out of 5 average rating, 271 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.
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.
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.
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
4.93 out of 5 average rating, 100 reviews
Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ
Oceanview condo with tennis courts, pickleball, hot tub, BBQ, marina & private beach. ★ "We absolutely loved the condo - the beds were comfy, and you can see the ocean from the family room. Everything you could possibly need. Responsive hosts and inside was spotless!" ➠ Resort size heated pool + Jacuzzi ➠ Balcony w/ ocean view ➠ Private beach access w/ sun lounger ➠ Fully equipped + stocked kitchen ➠ Double Master Suites ➠ 55” smart TVs w/ cable ➠ Car park (2 cars max) ➠ 250 Mbps WIFI
4.97 out of 5 average rating, 221 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.
4.97 out of 5 average rating, 236 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. ⛱️
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.
4.99 out of 5 average rating, 225 reviews
Kawama N2 Relaxing Lagoon View free bikes & kayaks
Relax and enjoy our family friendly 3 bedroom/3 bathroom Villa Lago in Key Largo! Salt water swimming lagoon, Pools, the Ocean, fishing pier, Marina, Tennis, Bikes, fire pit and playground. Enjoy resort like amenities in the comfort of a home. This beautifully decorated villa sleeps 8 and is conveniently located in a very central location in Key Largo. Close to some great restaurants, diving, fishing, boat tours, State Park. Kawama is fun for all ages.
4.93 out of 5 average rating, 179 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!
4.94 out of 5 average rating, 160 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
5.0 out of 5 average rating, 103 reviewsPopular amenities for Plantation Key rentals with a pool
House rentals with a pool

Tiny Home on Waterfront | Bay Views | Deck | Pool
4.91 out of 5 average rating, 207 reviews
The Paradise 2
4.9 out of 5 average rating, 174 reviews
Great key Largo home with water front and pool
4.91 out of 5 average rating, 114 reviews
Private Pool Tropical Oasis - Centrally Located
5.0 out of 5 average rating, 120 reviews
Paradise Palace 3/3 Waterfront Pool Kayak 60' Dock
4.91 out of 5 average rating, 149 reviews
Key Largo Waterfront: Tiki, Dock, Kayak & Pool
4.97 out of 5 average rating, 188 reviews
Florida Keys Resort-Style Home w/ Pool & Dock 5/3
4.95 out of 5 average rating, 152 reviews
OceanView 2/2.5 w Beach Pool & Marina Islamorada
5.0 out of 5 average rating, 22 reviewsCondo rentals with a pool

Lux Suite Open Ocean Views- 2 Balconies+Pool & Bar
4.9 out of 5 average rating, 168 reviews
SPECTACULAR VIEWS OCEAN FRONT MODERN BEACH CONDO!
4.9 out of 5 average rating, 338 reviews
BEAUTIFULLY DESIGNED OCEANFRONT CONDO
4.93 out of 5 average rating, 172 reviews
Reel Large END Unit in Ocean Point Suites
4.88 out of 5 average rating, 187 reviews
Tropical Getaway
4.9 out of 5 average rating, 197 reviews
Gorgeous lagoon-front 2BR Townhouse with 2 pools
4.91 out of 5 average rating, 171 reviews
3212 Across from Pool * King & Queen/Twin Bunk Bed
4.95 out of 5 average rating, 130 reviews
Key Largo Coastal Condo-Ocean View ~ Pool ~ Beach
4.95 out of 5 average rating, 181 reviewsOther vacation rentals with a pool

Key Largo Luxury Townhome | Pools & Marina
4.97 out of 5 average rating, 117 reviews
Kawama K1 Beautiful Lagoon View free bikes & kayak
4.97 out of 5 average rating, 133 reviews
Oceanfront Resort W/Indoor Pickleball - Speakeasy!
4.82 out of 5 average rating, 126 reviews
Fishing Getaway | Dock, Pool & Sunrise
5.0 out of 5 average rating, 14 reviews
Keys Sunset Sanctuary
5.0 out of 5 average rating, 20 reviews
NEW - Luxury Seascape w/Pool+Free Dockage+Gameroom
4.97 out of 5 average rating, 35 reviews
Condo in Tavernier
4.96 out of 5 average rating, 55 reviews
Good Vibes Only!!! 2 bedroom/2 bath townhouse
5.0 out of 5 average rating, 73 reviewsDestinations to explore
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- Rentals with pools Monroe County
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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





