Vacation rentals with a pool in Key Largo

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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

A serene sunset view showcases a circle of white Adirondack chairs positioned around a fire pit. The calm waters reflect vibrant hues of orange and purple from the sky, creating a peaceful atmosphere.

Townhouse in Key Largo

4.86 out of 5 average rating, 146 reviews

Sunrise Escape - Ocean Front Villa - Sleeps 10

Enjoy the sunrise while sitting on one of two terraces and sipping your morning coffee in the exclusive part of Kawama Yacht Club overlooking the Marina and Ocean. Enjoy the many choices for the day: Kayaking/paddle boarding just 20 steps from your door, walking to the south beach just 100 yards away, or walking to the beach jetty just across the marina. Or take a swim/snorkel in our swimmable lagoon or one of our two pools. Then bring a glass of wine to watch the breathtaking sunsets from our o

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, 107 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.

Top guest favorite

A serene beach scene is depicted at dusk, featuring two palm trees framing the view. The water reflects a soft glow from the moon, while subtle lighting along the beach highlights the sandy area. A kayak rests on the shore, adding to the tranquil atmosphere.

Apartment in Key Largo

4.94 out of 5 average rating, 190 reviews

Escape to the Seaside - Tiburon Cottage

Our one bedroom suite features separate bedroom and living areas, giving you the space and comfort to relax, sleep and eat. Set yourself up in a large in-suite space with private entrance. The suite provides all the comforts of home. Unpack and stretch out in a stylish suite with a sofa, flat screen TV, complimentary Wi-Fi and premium cable programming or explore all the Keys have to offer. Here, you’ll have everything you need, because to us it’s not a temporary accommodation, it’s your home.

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

4.96 out of 5 average rating, 156 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.

Top guest favorite

A heated swimming pool is surrounded by palm trees and lounge chairs. The pool area includes a smaller heated kiddie pool, with seating arrangements featuring bright blue chairs. The spacious layout ensures an inviting setting for relaxation.

Townhouse in Key Largo

4.99 out of 5 average rating, 102 reviews

Fun the Keys! Pool, Marina, Clubhouse, Fishing & m

Spend your vacation on the bayside of Key Largo, with the best sunsets to end your day. Steps away from the heated swimming pool and kiddie pool. Walk to a strip of restaurants on the water and enjoy a gorgeous sunset. We have the best fishing, snorkeling, kayaking, paddle boarding and diving the world has to offer. Come enjoy the island life in your comfortable and clean vacation house, on a property with everything you need, just bring your groceries! Two bedrooms with private bathrooms.

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 spacious living area features a light and airy design with coastal decor. Large windows offer views of the ocean, while a modern flat-screen television is mounted on the wall. A marble countertop provides a stylish separation from the kitchen area, and natural light enhances the overall ambiance.

Condo in Tavernier

4.97 out of 5 average rating, 150 reviews

Ocean View Corner Penthouse Ocean Pointe 5416

Coastal decor greets you in this serene Penthouse unit with all around views of the Atlantic ocean. This end unit is located in fabulous Ocean Pointe Suites, complete with small beach, pier, marina, large pool, jacuzzi, tennis and pickle ball court and even basket ball hoop. This unit is smack dab in the middle between Key Largo and Islamorada in the Florida Keys. Very close to amazing waterfront dining, snorkeling, diving, fishing, paddle boarding and kayaking. Must stay to believe!

Guest favorite

Condo in Key Largo

4.84 out of 5 average rating, 108 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 waterfront patio features comfortable wicker seating overlooking serene water. The setting sun casts a warm glow, illuminating the scene with subtle light. Colorful decorations hang from the thatched roof, complementing the tranquil atmosphere while boats are visible in the distance.

Home in Key Largo

4.93 out of 5 average rating, 120 reviews

The Paradise 2

Relax with the whole family at this peaceful place to stay. Our home is located right by the water. Modern spacious and spotless with private parking, fast Wi-Fi, cold AC plus cozy beds and pillows in every bed. Relax on the waterfront patio chairs, swim in our newly renovated pool, watch the manatees and dolphins swim by and go fishing from our backyard dock anytime. We are sure you will absolutely love our Tiny Home!

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 )