Vacation rentals with a pool in Key Largo

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Key Largo

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite

Condo in Key Largo

4.99 out of 5 average rating, 103 reviews

Enjoy sunsets & sunrise in your home away home.

Keys largo best kept secret. Enjoy all that Florida keys have to offer. Superb location close to main land and best of all on the water. Enjoy sunset on your private dock. Don't worry about parking you have you very own private spot. Very close to miami if you wish to venture out off the Florida keys. Great beaches and great restaurants. Come and enjoy the best that Florida has to offer. Great location to relax. You can enjoy the pool, tennis and basketball. You can eat in the club on the water.

Guest favorite

Tiny home in Cutler Bay

4.98 out of 5 average rating, 193 reviews

Quiet tropical Oasis setting with 1 bed and 1 bath

Tropical oasis centrally located between Miami Beach and Key Largo. Although you may never want to leave. The cozy casita with private bath and balcony is tucked away, surrounded by lush vegetation and sounds of the waterfall. Take a dip in the pool or grotto, relax with an afternoon cocktail under the tiki hut, or snooze in the hammock. During those cooler months soak in the hot tub. We have bikes available to cruise the miles of nearby paths stretching from Coconut Grove to Black Point Marina.

Guest favorite

Home in Key Largo

4.96 out of 5 average rating, 126 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!

Guest favorite

Condo in Tavernier

4.89 out of 5 average rating, 251 reviews

SPECTACULAR VIEWS OCEAN FRONT MODERN BEACH CONDO!

Enjoy a Top Floor condo with stunning ocean views from your living room and balcony. This condo features a King bed in the bedroom, updated kitchen, a queen pull out sofa and a new washer and dryer. Enjoy the wonderful amenities the property offers to include a Large pool/ spa area or relax on the private beach with lounge chairs provided. There are lighted tennis courts, areas to grill out and a small playground. This property sits on 38 acres and one side is surrounded by a nature preserve.

Guest favorite

Condo in Tavernier

4.96 out of 5 average rating, 174 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.

Guest favorite

Condo in Tavernier

4.94 out of 5 average rating, 157 reviews

It's Tiki Time Ocean Pointe Penthouse 1 Br/1Ba

Stay at our tropical hideaway rated one the “Coolest Airbnb’s in the Keys” by Trips to Discover! Our romantic condominium (sleeps 4) is located at the gated Ocean Pointe resort in the nature isle of Tavernier. You'll love the colorful mid-century modern decor that reflects the shades of this Keys paradise in the American Caribbean. With 60+ pristine acres, Ocean Pointe is the perfect blend of natural beauty and modern-day luxury and convenience for a great couples or small family getaway .

Guest favorite

Tiny home in Key Largo

4.96 out of 5 average rating, 101 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.

Guest favorite

Cottage in Key Largo

4.96 out of 5 average rating, 157 reviews

Charming Key Largo Cottage on the Water w/Kayaks!

Charming "Tiny House" Cottage on a main canal just two units from open water. Amazing location for boaters, fisherman and alike. This is a quaint and close knit RV park where you can keep to yourself or wander around and enjoy happy hour with new local friends. Bar none the best kayak, paddle board and fishing area. Two Tandem (each kayak accommodates two people) Kayaks and two paddle boards included in rental. Great outdoor space to dock your boat, fish off of or enjoy a few cocktails!

Guest favorite

Tiny home in Key Largo

4.93 out of 5 average rating, 107 reviews

Oceanfront w/ Dock & Kayak Pirate's Cove Key Largo

1,200 Sq.Ft. w/ outdoor living area and dock Enjoy your Own Private Secluded Retreat, Pirate's Cove 1 Bedroom, w/ 3 Pull-Outs, and one Full Bath, Park Trailer 55 In HDTV in the Living Room, and a 32 In HDTV in the Master Bedroom Full Size Refrigerator King Size Bed in Master Bedroom Regular House Toilet Gas BBQ outside (We do not provide the LP) Wide open water views You have a Community Pool on the next Peninsula. Great Tiki Huts, Stereo, and BBQ Entertainment area outside

Guest favorite

Condo in Key Largo

4.97 out of 5 average rating, 136 reviews

Oceanfront Condo w/Lake, Kayak, Paddleboard & Bike

Enjoy a Key Largo adventure in our deluxe oceanfront condo WHICH INCLUDES 2 KAYAKS, 2 PADDLEBOARDS, 2 BIKES, TENNIS RACKETS/BALLS AND FISHING GEAR in a private beach resort community with a fishing jetty, a 24/7 boat ramp & a 3-acre salt-water lagoon for swimming, snorkeling, kayaking & paddleboarding. The condo sleeps 6 & is in the gated Kawama Community of Key Largo, surrounded by JOHN PENNEKAMP CORAL REEF STATE PARK. Marina boat slips may be available for rent.

Guest favorite

Home in Key Largo

4.87 out of 5 average rating, 109 reviews

Paradise Palace 3/3 Waterfront Pool Kayak 60' Dock

Close to restaurants and dining, parks, and great views. You’ll love my home because of the peaceful atmosphere, sitting on your own dock watching the boats pass by or friendly manatees swim up. Enjoy swimming in the pool or just relaxing on the patio with a drink in your hand. This home is in a private, gated community and about 10 homes from the bay. A Pontoon boat rental is available(ask for details). Great for couples, adventurers, families (with kids).

Superhost

Rental unit in Central Beach

4.8 out of 5 average rating, 255 reviews

At Mine | Las Olas Beach Suites

Welcome to our prime location in Fort Lauderdale, just one block from the beach and surrounded by vibrant bars and restaurants.Our property boasts a shared pool and beautiful garden, complete with complimentary pool towels for all guests. Unit features a king bed, with a fridge, safe, iron. Our patio offers a charming space to relax and enjoy a meal. Don't forget to savor a cup of coffee while soaking in the atmosphere of our lovely surroundings.