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

An aerial view of a large pool area, surrounded by lounge chairs and umbrellas in vibrant colors. Lush greenery and trees border the space, while the ocean can be seen in the distance. A hot tub is positioned near the pool, enhancing the resort-like setting.

Condo in Tavernier

4.9 out of 5 average rating, 295 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 68 acres and one side is surrounded by a nature preserve.

Guest favorite

A refreshing pool area is presented, featuring a crystal-clear pool bordered by light grey stone tiles. Chaise lounges are arranged around the pool, shaded by a spacious umbrella. Lush greenery is visible beyond the fence, contributing to the serene outdoor environment.

Vacation home in Key Largo

4.9 out of 5 average rating, 106 reviews

Ocean Shores Villa 2 with pool and boat slip

This centrally located boater's paradise is the perfect place to relax. Walk to restaurants, cook in kitchen or grill downstairs. with only 4 units in the building the guests have half an acre of waterfront entertainment (boat slip, kayaks, bikes, hammock and pool). 32ft dock slip and trailer parking are included in the rental. Relaxing balcony that looks down the ocean canal is the perfect place to have your morning coffee. Conveniently located near Sandbars, State Parks and many attractions.

Guest favorite

A serene waterfront view is framed by palm trees, with two green chaise lounges positioned for relaxation. The setting sun casts warm hues across the sky, reflecting on the water's surface. A Tiki structure adds charm, creating an inviting outdoor space.

Tiny home in Key Largo

4.95 out of 5 average rating, 155 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

A spacious outdoor area is highlighted by a circular pool surrounded by palm trees and tropical plants. A wooden deck leads to the water's edge, with a kayak visible nearby. The elevated home features a large deck, providing an optimal view of the landscape.

Home in Key Largo

4.89 out of 5 average rating, 126 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 families, couples and/or adventurers. Must be age 25 or older to book.

Guest favorite

A tranquil pool area is surrounded by palm trees and tropical landscaping. Lounge chairs are arranged around the water, and a coconut palm provides shade nearby. The pool's turquoise water reflects the sky, offering a refreshing space for relaxation. Brick pavers create a warm pathway leading to the pool.

Condo in Key Largo

4.89 out of 5 average rating, 168 reviews

Tropical Getaway

This light, airy two bedroom condo is located in the community of Kawama. Overlooks a small lake, where people swim, kayak and paddleboard. The condo community features two pools, tennis courts, playground, fishing, beach and marina. A long jetty extends out in the ocean where you can watch the beautiful sunrises or sunsets in the afternoons. Centrally located in Key Largo near restaurants, shopping and attractions. Come down and enjoy the peaceful atmosphere of our tropical area.

Top guest favorite

The exterior of the house features a bright blue facade, with a spacious pool surrounded by a manicured lawn. Red umbrellas shade a dining area with chairs nearby. The terrace above includes a balcony, enhancing the outdoor living space.

Home in Key Largo

4.98 out of 5 average rating, 117 reviews

Luxury Heated Pool/Jacuzzi, Games & Nice Backyard.

✨Bring the whole family to this great located house with a nice pool with spa, combo game table and lots of room for fun, and enjoy the beach, restaurants and entertainments around the area. ✨5BRs with smart TVs and comfortable mattresses and pillows. 3BR upstairs/2BR downstairs. ✨3 bathrooms, 1BR downstairs/2BR upstairs. ✨2 kitchens fully equipped with everything you may need. ✨Nice and quite neighborhood. ✨Sunsets are amazing at The Florida Keys. ✨Guest are always our priority.

Guest favorite

A thatched-roof gazebo provides a sheltered seating area with wooden adirondack chairs. The serene ocean glimmers in the distance, while green navigation markers are visible on the water's surface. The structure features a wooden railing surrounding the space, enhancing the coastal atmosphere.

Condo in Tavernier

4.84 out of 5 average rating, 232 reviews

Toes in the Sand - 2 Bedroom Condo Sleeps 4

2-bedrooms, 2 full baths located on the 4th floor with ocean views. This condo has a beach, viewing pier, rentable boat slips, & boat trailer storage, café and a very large heated pool with a bar and gated entry with 24 hour security! Perfectly located between Key Largo and Islamorada, close to Pennekamp State Park, Harry Harris State Park, popular restaurants on the water, and the best fishing, snorkeling, kayaking, paddle boarding and diving the world has to offer at your footsteps.

Top guest favorite

A modern two-story home with a spacious outdoor area featuring a private pool. Comfortable lounge chairs surround the pool, and a staircase leads to the upper level. The structure is complemented by a rooftop terrace with a sail shade, enhancing the coastal atmosphere.

Home in Marathon

4.97 out of 5 average rating, 118 reviews

Anglers Terrace, Condé Nast Traveler's Best Airbnb

As published in Condé Nast Traveler, this is one of the best Airbnb's in Florida. Newly Built two story Tropical Oasis with pool has been thought-out meticulously. An open, very light & spacious floor plan, carefully appointed furnishings, and great location provide the perfect surroundings. Decorated with a Zen sensibility, It’s outdoor Patio deck and Rooftop Terrace extends your living space into the private quiet ocean setting with panoramic views

Guest favorite

Condo in Key Largo

4.84 out of 5 average rating, 107 reviews

Lagoon View ~ Kayaks Pool Playground Pickle Ball

Two story condo just steps away from one of the two pools and salt water lagoon. Enjoy the fishing/sunrise/sunset at the jetty/pier, a 3-acre salt-water lagoon for swimming, snorkeling, kayaking, paddle boarding, 2 tennis/pickle ball courts and a children's playground. Primary Bedroom - Queen Bed (2 people) 2nd Bedroom - Queen Bed (2 people) 2 Full bathrooms WIFI Basic Cable TV BBQ Grill Pack N Play Ideal for 4 Adults

Guest favorite

A spacious Tiki hut features a thatched roof supported by wooden beams. Comfortable seating arrangements, including a woven couch and chairs, are positioned around a table. Kayaks are visible along the side, with serene canal views enhancing the relaxing atmosphere.

Tiny home in Key Largo

4.88 out of 5 average rating, 186 reviews

Modern beach tiny house/Tiki hut/ boat dock 20ft

Modern beach 'Tiny House" cottage on Canal in key largo. Great location for boaters, fisherman and includes 20ft private dock. Great area to kayak, paddle board or fish. Private Tiki hut just steps from the water. Two kayak's included for your use. This is great community which includes private ramp and associotion pool for homeowners. Very close to private beaches only accessible by boat. Well behaved pets allowed

Top guest favorite

A private pool is surrounded by lounge chairs and greenery. A concrete dock is visible nearby, providing access to the canal. The water in the pool is clear, reflecting sunlight, creating a serene setting for relaxation.

Guest suite in Tavernier

4.97 out of 5 average rating, 311 reviews

Key Largo! Tavernier! Welcome to Paradise!

A perfect tropical getaway! Life is good today! Bright, airy, 500 plus sq ft., canal front studio, close to the bay. From the dock you can KAYAK to mangrove tunnels, fish, or just relax. Cold drink in your hand, life is good today! You are going to have an awesome vacation!! ( NOTE: THE POOL MAY BE SHARED ON OCCASION, WITH OUR FAMILY. A SIGNED LIABILITY RELEASE IS REQUIRED AT CHECK IN )

Top guest favorite

A community pool is surrounded by lounge chairs and thatched-roof cabanas. A colorful inflatable ring rests on the water's surface, reflecting the sky above. A safety railing and tiled edge provide a secure area for guests to enjoy the peaceful setting.

Tiny home in Key Largo

4.98 out of 5 average rating, 259 reviews

The Oasis in key largo with your own private beach

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 and one paddle board. There is also a community pool for your enjoyment. Fishing rods are available for use. The property is located on a residential island, restaurants, bars, stores and grocery stores are within a 15 minute drive from the property.