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Holiday rentals with a pool in Florida

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Florida

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

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Guest favourite
Home in New Port Richey
5 out of 5 average rating, 8 reviews

Richey Suncoast Resort- Pool, Spa & Arcade Oasis

Brand-new resort-style home with pool and spa. Spacious backyard with fire pit and gas grill, lanai, and 2nd-story balcony; arcade room with pool table; well-stocked kitchen; large sleeping capacity. In this private oasis, kids can play safely indoors or out. Star-gazing from the hot tub is heavenly on clear Florida nights. Near downtown NPR, 1 hr to Clearwater Beach, and under an hour to Tarpon Springs, Weeki Wachee State Park, Tampa Bay attractions like Busch Gardens, plus nearby coastal gems.

Guest favourite
An outdoor space is featured, showcasing a heated pool next to a relaxing seating area. Marina and palm trees can be seen in the background against a colorful sunset sky. Tropical plants add greenery to the serene environment.
Home in Cocoa Beach
4.98 out of 5 average rating, 136 reviews

WaterfrontOasis | HtdPool • Walk2Beach • KBeds

Relax at Cocoa Beach's Distinctive Waterfront Retreat with a Lovely Heated Pool, Al Fresco Dining, Scenic Canal Vistas, and a host of amenities! Just a short half-mile stroll to the beach (10 minutes on foot), and conveniently close to Ron Jon Surf Shop, Cocoa Beach Pier, Cocoa Village, Kennedy Space Center, Cape Canaveral, eateries, bars, and more. Be sure to check out our Guidebooks for recommendations on dining, shopping, and entertainment! Closest Airport - Melbourne Int’l MLB (30-35 min.)

Top guest favourite
The screened-in pool area features a serene swimming pool with shimmering water, two blue lounge chairs positioned nearby, and views of a wide canal. A thatched-roof Tiki hut can be seen across the water, surrounded by lush greenery.
Home in Cape Coral
4.99 out of 5 average rating, 252 reviews

LUX Villa w/ Private Salt Water Pool, Lanai, Canal

Are you looking to swim, relax outdoors, fish and take in beautiful sunsets on a wide gulf access canal? If so you will fall in love with this stunning newly constructed custom built home! The 2750 square foot home is bright & airy with two main bedroom on-suites & a separate family wing! The gourmet kitchen, dining room & great room open via large sliders to the lanai & pool w/ views of the canal in much desired SW Cape! Beach inspired villa! Large captains walk & Tiki! Check out our reviews!

Guest favourite
The living room is furnished with two light-colored sofas and a central coffee table, creating a spacious and inviting space. A decorative fireplace is framed by mirrors and artwork, while natural light filters in through shuttered windows and greenery adds a touch of nature.
Home in St. Augustine
4.94 out of 5 average rating, 223 reviews

Downtown • Historic Whitney House • Luxury Baths!

Off Street Parking for 2 vehicles 2 Min. walk to St George St 5 Min drive to Anastasia State Park Beach 6 Min drive to Fitness Club/Pool High Speed Starlink Internet Luxury Retreat in Historic Downtown. Indulge in a charming vacation rental featuring a spacious living room, gourmet kitchen, and luxury baths. Immerse yourself in the rich history and vibrant culture, with its charming streets and local attractions. Whether seeking adventure or relaxation, this retreat offers the perfect base.

Top guest favourite
Home in Palm City
4.98 out of 5 average rating, 137 reviews

The Palm House

Escape to The Palm House! Featuring a brand new salt water pool, fountain, and outdoor kitchen oasis! Recently completed pool area is a tropical dream! Located just 15 minutes from the beach. Open concept great room with a chef’s kitchen and tropical views in every direction. Enjoy a true indoor outdoor South Florida experience with 20 foot sliders that open to the patio. Custom and modern touches in every room! You’ll love the lux built in bunkbeds! Stylish bedrooms with room to sleep 12.

Top guest favourite
Villa in Pompano Beach
4.99 out of 5 average rating, 320 reviews

Tropical Resort! 1mi BEACH+HTD Pool+SPA+Boat Rntl!

Whether it's to relax or create memories, your ocean access vacation home awaits. Equipped with complimentary paddle boards & kayaks, outdoor wet bar/grill and a giant tiki with hanging egg chairs overlooking the water. The 3 bed and 2 bath split floor plan creates a spacious interior. Come fish on our 70' dock or relax in our hammocks under our many palm trees while the leaves whisper a sweet melody through the air. Ask about our boat rental so you can get the most out of your vacation!

Top guest favourite
Two lounge chairs are positioned on a wooden deck facing a tranquil sunset over the water. The sun is seen descending on the horizon, casting warm hues across the sky and reflecting on the water's surface. A white fence outlines the area, enhancing the peaceful atmosphere.
Tiny home in Key Largo
4.99 out of 5 average rating, 100 reviews

My Little Oasis3 Waterfront Retreat Key Largo

Best of the Best, very exclusive, located on the oceanfront with a million dollar view, this tiny house is on a higher level than the others, is comfortable and cozy. It is ideal for a couple who want to escape. The property is located on a residential island, restaurants, bars, stores and grocery stores are within a 15 minute drive from the property. 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

Top guest favourite
Home in Vero Beach
4.99 out of 5 average rating, 330 reviews

Condé Nast Top 25 · Magical Botanical Garden stay

COCONUT CASITA~ A private tropical retreat in Vero Beach, Florida. A destination for creatives, couple’s and slow travelers. find us on Insta for more pics @thecoconutcasita Enjoy your private casita surrounded by one acre tropical botanical garden full of tropical fruit and flora. +A true old florida experience. +Enter through a private courtyard with a fountain. +Access to a deep water pool (attached to owner’s home next door) + In a quiet residential neighborhood

Top guest favourite
A three-story beach house is set against a clear blue sky, featuring a light-colored exterior and large windows. Palm trees line the entrance, leading to a stairway that connects to the main door. A private beach area is visible in the background.
Home in Navarre
4.98 out of 5 average rating, 153 reviews

Soundside Paradise

Private waterfront home with boat dock, private beach, community pool and tennis courts. Relax, unwind, and enjoy the views at this private tropical retreat. Paddle or kayak the sound or drop a line in the water to catch and cook some of the best fish Florida has to offer... all right from your backyard! Home features an open floor plan with breathtaking views of the water seen throughout. This one of a kind experience is sure to create lasting memories!

Top guest favourite
A private patio features a heated saltwater pool surrounded by lush tropical greenery. A gazebo with comfortable seating and a gas BBQ area is showcased, alongside cozy loungers positioned for relaxation. An umbrella stands ready, providing shade over a dining area nearby.
Home in Fort Lauderdale
5 out of 5 average rating, 155 reviews

Curated Luxury Retreat | Pool • Spa • 8 min Beach

Welcome to CASA DÉJÀ VU — a curated luxury retreat designed for travelers who value beauty, privacy, and unforgettable stays in Fort Lauderdale. ✔️ 8 min to the beach | 10 min to Las Olas ✔️ Heated saltwater pool + outdoor hot tub ✔️ Garden with gazebo, BBQ & loungers ✔️ 2 beds (King + Queen), fast Wi-Fi ✔️ Fully equipped kitchen + Smart TVs ✔️ Free bikes & beach gear ✔️ Quiet and safe neighborhood ✔️ Free parking + 24/7 hosts

Top guest favourite
An outdoor seating area is featured under a thatched roof, surrounded by aqua-blue chairs arranged around a stone fire pit. A sparkling pool is visible nearby, with a well-appointed outdoor kitchen in the background. String lights enhance the space, complementing the lush greenery.
Home in Fort Lauderdale
4.99 out of 5 average rating, 177 reviews

Tiki Las Olas, Fort Lauderdale

#1 BACHELOR / BACHELORETTE DESTINATION IN FORT LAUDERDALE !!! Also ideal for families:) Tiki Las Olas is a Multi Million dollar luxury Air BNB right on Las Olas Blvd! House (not a townhome) Tiki Bar overlooking a blue lagoon splash pool. Selfie wall with machine. Six foot concrete privacy wall with a secure gate. Polynesian movie theater with high end seating. Custom Tiki twin beds (6) in the theater room. Elevator. Hot Tub

Top guest favourite
A sandy pathway leads through lush greenery towards the beach. Wooden steps guide the way, framed by tall grasses and coastal plants, while the ocean glistens in the distance under a clear sky.
Home in Cocoa Beach
4.98 out of 5 average rating, 213 reviews

Little Piece of Heaven, pool/spa, steps to beach!

Tropical oasis just waiting for you to enjoy! 3 bed, 2 bath home, just steps to the beach, with a private heated pool, hot tub, and tiki bar set in tropical fenced in back yard. Pet friendly house by a dog friendly beach. Two of the bedrooms have king beds and TVs, 55 inch TV in living room, roku for streaming, and all the beach supplies you will need for your stay: Chairs, large popup tent umbrellas, towels, and toys!

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