
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.

WF Oasis~Htd Pool~Spa~Pets4Free~BBQ~Big Lanai~Dock
Step into the spacious and entertaining 3BR 2Bath nestled in a tranquil canal front area close to many restaurants, shops and attractions. Explore the city or lounge the day away under the fairy-tale tiki hut next to the swimming pool and the private dock. 🐕Pets Stay Free! ✔ 3 Comfy BRs ✔ Open Design Living ✔ Fully Equipped Kitchen ✔ Patio (Heated Pool & Spa, TV, Lounges) ✔ Yard (Tiki Hut, BBQ, Dining, Lawn) ✔ Private Dock and boats ✔ Smart TVs + PS4 + SONOS ✔ High-Speed Wi-Fi ✔ Free Parking

The Lakeside Cottage
Welcome to The Lakeside Cottage, our home away from home, and a special place we’re grateful to share. Tucked away in a quiet setting, this cozy retreat is perfect for relaxing, reconnecting, and making memories. With 4 bedrooms and 3 bathrooms (including two primary bedrooms), it blends comfort and convenience. Enjoy your own private oasis with lakeside views, private pool & hot tub. Close to shopping, dining, and highways, it’s an easy stay, whether you’re here to explore or simply exhale.

Adult-Only Getaway w/ Mermaid Pool | 18+, Private
🔒⛓️🗝️ Adults only. Ready to turn your vacation into an experience? Explore your fantasies at our romantic getaway, featuring four themed bedroom options* designed to inspire you. Bring your fave toys, experiment with our spicy 🌶️ amenities, or peruse our shop to bring home a little extra to keep the fire going after you leave. You will love our mermaid pool 🧜🏿♀️, jetted spa, & stone meditation deck while you soak up the sun or stargaze. 🌟 Your next adventure awaits. (*1 per 2 guests)

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!

Rustic Barn Retreat
Experience the rustic elegance of this beautifully remodeled 1,800 sq. ft. barn nestled on a serene 17-acre property. Unwind in the private heated hot tub and soak up the peaceful surroundings. The prime location offers convenient access to major attractions—just a 35-45 min drive west will take you to Disney, Universal, SeaWorld, and gator parks, while a 45-60 min drive east leads you to the breathtaking Atlantic beaches and the Space Coast. Plus, the property is only 40 min from the airport

Your Private NaplesBeach Getaway
🌴 Private Oasis 3 mins from Vanderbilt Beach 🌊 Welcome to our slice of paradise in Naples Park, Florida! Nestled 3 minutes away from the pristine sands of Naples Beach, world-famous Mercato Shops & Dining, and Publix/Walmart. Only 15 minute north of 5th Ave Downtown District. Our renovated home features a privately fenced backyard with new heated saltwater pool, a custom miniature golf zone, and many outdoor games for every guest 😃 Simply the perfect cozy retreat for your beach getaway⛱️

Luxurious waterfront mansion - large heated pool
This Luxurious water front mansion is directly across the intercoastal offering over 240' of dockage, large yacht are welcome Enjoy an incredible Pool and all the comfort and delicate taste. This family-friendly hidden gem offers sun, fun and adventure with watersports, fishing, shopping, dining and much more! Located in the heart of Florida’s Gold Coast, offering some of the warmest and clearest waters, welcoming sandy beaches and calming breezes. An unforgettable vacation awaits you!

“Have Fun at Hacienda Paraíso” Suite 1 | pool |
Welcome to Room 1, the first addition at Hacienda Paraíso. This suite is conveniently located next to another Airbnb suite, providing flexibility for your stay. It features a private entrance, bathroom, kitchenette, and dining table, ensuring a comfortable and self-contained experience. Enjoy the convenience of hotel-like amenities paired with the added bonus of access to our stunning pool and lush yard, creating a truly relaxing retreat.

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

Black Pearl! NEW! Block and half to Beach!
Black Pearl is a brand-new luxury 4-bedroom, 4-bath home just a block and a half from the beaches of Holmes Beach. This modern coastal retreat features a rooftop deck with gorgeous views, a private pool and spa, BBQ grill, ping pong table, and corn hole. Each bedroom offers a queen bed and ensuite bath, making it perfect for families or friends seeking upscale comfort and walkable beach access on Anna Maria Island. 🏖️✨

Mid-Century Modern Waterfront Pool Home Near Beach
Bella Chiquita Waterfront is a beautifully designed Mid-Century Modern 3-bedroom, 2-bath home with luxury furnishings, a chef’s kitchen, smart TVs, and a heated pool. Located on a deep-water canal with no fixed bridges, it features a private dock, large covered patio, and BBQ. Just about 1 mile from the beach, it’s perfect for families or groups seeking style, comfort, and easy access to the Intracoastal and the beach.

Luxury Heated Pool Villa • No Checkout Chores
Escape to your own private Southwest Florida pool retreat — complete with swaying palms, a heated pool, relaxing lanai, and effortless indoor-outdoor living. No checkout chores. No stress. Just vacation mode from the moment you arrive. IMPORTANT: Please ensure you've read and accept the house rules prior to booking. Thank you. Easy access to Fort Myers (RSW) and Punta Gorda (PGD) Airports – only 24 miles away!
Popular amenities for Florida rentals with a pool
House rentals with a pool

Pool • Ocean View • Walk to Beach & Restaurants

Beautiful 6BR Home w/ Pool Near Disney | Solara

Amazing 3/2 Beach Villa w/Heated Salt Water Pool

•Floasis• Your private FL Oasis 5 min to beach!

Waterfront Villa Capri | Dock + Gulf Access

Tiki Hut, Kayaks, Pool & Spa - Villa Pedro

Walk to beach

Oceanfront/Beachfront home with heated pool
Apartment rentals with a pool

ON CANAL! Pool+Walk to BEACH! Boat Watch! 2b/2b

Hideaway at Crescent Breach - St. Augustine

Cocoa Beach Ocean Overlook Condo #51

Welcome To Florida's Hidden Gem!

Upscale Beachfront Studio! Beach Service Included!

Salt Life Oasis - Direct Oceanfront (End Unit)

Majestic Ocean Views, Oceanfront Condo, Renovated!

Soak up the Sun, Sand, Sea at a Beachfront Studio
Home rentals with a private pool

Elegant Getaway Near the Ocean in West Palm Beach

Waterfront Pool Home/Sailboat Access & Dock

Stylish Villa with Free Pool Heat

Sunny Family Home with Pool Near Disney World

Lush Waterfront Home On Bay St. Lucie
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- Rentals with pools United States
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