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Holiday 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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Top Guest favourite
A person stands on a paddle board in calm waters, holding a paddle. A dog wearing a life jacket sits comfortably on the board. The background shows a serene body of water with subtle ripples, enhancing the peaceful outdoor setting.
Campervan/RV in Key Largo
4.95 out of 5 average rating, 259 reviews

New Tinyhouse RV, Kayak, Beach, Fish, Marina, Pool

Newly replaced RV, lot# 19 at Key Largo Kampground and Marina Resort W/ 24 hour security. 1 Queen Bed in loft, living room Sofa bed, lounging basement, Full Kitchen and Full Bathroom, Cable TV and Wi-Fi. In walking distance to Publix Supermarket, John Pennekamp State Park, deep sea Fishing, Diving and Snorkel Charter boats, Restaurants. Private nicely landscaped all-to-your-self lot approx. 40' x 60' and it's, conveniently near the pool, boat ramp w/ trailer parking, laundry, toilet- bath house

Guest favourite
A modern kitchen features white cabinetry and stainless steel appliances. A wooden cutting board is placed on the counter, complemented by cooking utensils. Soft lighting illuminates the space, enhancing the clean and functional design. A window with shutters allows natural light to enter.
Condo in Key Largo
4.91 out of 5 average rating, 136 reviews

Gorgeous lagoon-front 2BR Townhouse with 2 pools

Kawama Yacht Club is situated between an extension of John Pennekamp Coral Reef State Park and a salt-water, filtered, tidal snorkeling lagoon! Two pools, tennis courts, private beach, a waterfront (lagoon) will keep you busy on site, while the neighborhood offers boating, many great restaurants and you may even swim with dolphins just outside the gates to the community. The townhouse comes equipped with two bicycles and two kayaks. All brand new appliances throughout + extra lg washer/dryer.

Guest favourite
An open-concept living area features a comfortable sofa and loveseat, designed for relaxation. A stylish dining table accommodates four. A wall-mounted TV and electric fireplace add modern touches, while large sliding glass doors offer natural light and views of the surrounding landscape.
Condo in Tavernier
4.94 out of 5 average rating, 162 reviews

Key Largo Coastal Condo-Ocean View ~ Pool ~ Beach

Welcome to our remodeled costal 1BR 1 Bath condo nestled in the premier oceanfront complex in Tavernier, FL. Escape to paradise and enjoy the wonderful Ocean views from the private balcony while just a few steps away from the sunny private beach, marina, minutes away from restaurants, shops, and attractions. ✔ Comfortable Queen BR ✔ Open Design Living ✔ Fully Equipped Kitchen ✔ Balcony ✔ Smart TVs/WI FI ✔ Complex Amenities (Pool, Hot Tub, Marina, BBQ, Sports, Free Parking) Learn more below!

Top Guest favourite
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, 175 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 favourite
A sunset view is captured from a covered outdoor seating area, showcasing a tranquil waterway. Silhouettes of kayaks and a table are visible, while the setting sun creates a warm glow across the horizon. Natural textures are evident in the thatched roof above.
Tiny home in Key Largo
4.97 out of 5 average rating, 177 reviews

Oasis2 in Key Largo With a million dollar view

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.

Guest favourite
Home in Key Largo
4.9 out of 5 average rating, 109 reviews

NEW! CASA PALMA - Golf Cart, 2 King Beds, Pool, Kayaks

NO RESORT, GUEST OR MANAGEMENT FEES WHEN BOOKING MY HOMES! Welcome to your Key Largo vacation rental. This oceanside villa is family friendly and filled with amenities, including a private golf cart, one adult kayak and three kids kayaks, pickleball and tennis courts, multiple pools, and a unique swimming lagoon. Spend your days kayaking, fishing, boating, snorkeling, or the beach John Pennekamp. Our villa has earned hundreds of 5-star reviews on all major platforms. No hidden fees!

Guest favourite
A bright studio space features a plush queen-sized bed and a cozy seating area with a Roku-enabled TV. The modern kitchen includes bar seating. Balconies overlook water views and a communal pool area, while tiki huts provide shaded outdoor lounging. Kayaks and paddle boards are readily available.
Apartment in Key Largo
4.92 out of 5 average rating, 290 reviews

Waterfront Studio 2| Couples Oasis | Kayaks | Pool

Enjoy gorgeous sunsets and excellent views of Manatee Bay from this beautifully upgraded studio apartment. The perfect spot for couples and small families, this modern studio comes with kayaks and paddle boards so you can get out on the water like a local. The ideal location offers easy access to the Bay, great restaurants, and local beaches. 10 Min Drive to the Gilbert’s Resort 15 Min Drive to John Pennekamp Coral Reef State Park Experience Key Largo With Us & Learn More Below!

Guest favourite
A serene view of the ocean under a clear blue sky is captured, with a flock of birds gracefully flying over the calm waters. The lush greenery along the shore adds a natural contrast to the blue hues of the sea and sky.
Condo in Tavernier
4.78 out of 5 average rating, 104 reviews

OCEAN FRONT WITH AMAZING VIEW AND PRIVATE BEACH

ENJOY THE FABULOUS FLORIDA KEYS IN THIS TOP FLOOR NEWLY REMODELED COZY BEACH CONDO Enjoy this updated 1 bedroom condo on the top floor with amazing ocean views! You will enjoy a full kitchen with stainless steel appliances and granite counter tops equipped for your culinary needs. Your living room has a queen pullout couch and small balcony with a fabulous view! Flat screen TVs are in both the living room and bedroom with a King bed. There is also a washer and dryer in your unit!

Top Guest favourite
A clear view of the ocean is captured from the balcony, showcasing the shimmering water beneath a bright blue sky. Lush greenery lines the foreground, while a dock extends into the sea. The scene conveys a serene coastal atmosphere.
Condo in Tavernier
4.99 out of 5 average rating, 207 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.

Superhost
A screened room is positioned adjacent to a shaded gazebo, both surrounded by tropical foliage. The gazebo features a brown canopy covering a seating area. Colorful decorations and signs adorn the white picket fence nearby, enhancing the outdoor space's welcoming atmosphere.
Campervan/RV in Key Largo
4.84 out of 5 average rating, 146 reviews

The Lobster Shack: RV Living at Its Best

We are now taking any reservations for next season (January-May 2025). The Lobster Shack is a luxury RV on the edge of John Pennekamp State Park. Enjoy all of the fun of camping without any of the hassles. Located in Key Largo Kampground one mile south of Pennekamp, the Lobster Shack is the perfect place to discover the wonders of the Florida Keys. Enjoy relaxing on our outdoor deck or in the screened room attached to the deck area.

Top Guest favourite
A bright, open living area features a neutral color palette accented by natural textures. A comfortable sofa is arranged around a round coffee table, with a unique wicker chair and indoor plant enhancing the space. Large sliding doors lead to a view of the outdoor area.
Holiday home in Key Largo
4.9 out of 5 average rating, 124 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 (boatslip,kayaks,bikes,fire pit,hammock and heated pool). 32ft dock slip and trailer parking are included in the rental. Conveniently located near Sandbars, State Parks and many attractions.

Guest favourite
The open-concept living area presents a spacious layout with a kitchen featuring a dark granite countertop and stainless steel appliances. A dining table accommodates several chairs, while comfortable seating is visible in the living room area. Large windows allow natural light to fill the space.
Villa in Key Largo
4.83 out of 5 average rating, 114 reviews

MODERN OCEANFRONT CONDO! OCEAN VIEWS! 2 KING BEDS!

You have just discovered one of the most unique properties in the heart of Key Largo. This OCEAN FRONT condo is located inside Kawama Yacht Club, a beautiful Hawaiian Island style resort that is situated along the southern border to the most popular park in all of the Keys, John Pennekamp National Underwater Park. Everything you could ever imagine making your Florida Keys vacation complete can be found here.

Popular amenities for Key Largo rentals with a pool

When is the best time to visit Key Largo?

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Avg. price$479 AUD$522 AUD$522 AUD$470 AUD$447 AUD$474 AUD$485 AUD$465 AUD$417 AUD$410 AUD$446 AUD$477 AUD
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Quick stats about holiday rentals with a pool in Key Largo

  • Total holiday rentals

    Explore 830 holiday rentals in Key Largo

  • Nightly prices starting at

    Key Largo holiday rentals start at $119 AUD per night before taxes and fees

  • Verified guest reviews

    Over 21,640 verified reviews to help you choose

  • Family-friendly holiday rentals

    690 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 300 rentals that welcome pets

  • Rentals with dedicated workspaces

    380 properties have a dedicated workspace

  • Wi-Fi availability

    820 of Key Largo holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Key Largo rentals

  • 4.8 Average rating

    Key Largo stays are highly rated by guests—averaging 4.8 out of 5!

Destinations to explore

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