Holiday rentals with a pool in Florida

Adult-Only Retreat w/ Pool & Spa | 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!

The Salty Cracker

The Salty Cracker has what LaBelle encompasses; tranquil cottage on 14 acre farm 2 miles from downtown. Surrounded by 1000’s of undeveloped acres with century old oak trees, hog, deer, turkey. Covered pole barn for RV, horse trailer, boat available. Basketball & pickleball court, bicycles, pond fishing on farm. Message me for shark teeth sifting, sandbar, boat rentals. Price nightly whether there is 1 guest or 4! Private hot tub/deck, fire pit, bbq grill; all ready for you to relax and enjoy!

Villa510~3 En-Suites~Gulf Access, Heated spa~pool

Villa510 is a newly built waterfront retreat ideal for extended stays in Cape Coral. Enjoy peaceful salt canal water views and manatees from the lanai, then relax in your private heated pool and spa—perfect year-round. The outdoor kitchen and lanai create an easy, comfortable daily routine. Inside offers three private en-suite bedrooms, a den with optional airbed, open living space, and TVs in every room. Close to shopping, dining, and beaches—perfect for snowbirds seeking comfort and ease.

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.

Luxury Riverfront Retreat • Pool & Spa • 60ft Dock

Luxurious 4BR 3.5Bath villa located in a prime location, directly on the Calosahachee River in a sought-after waterfront area near downtown. Magnificent expansive backyard with high-end amenities and direct river access ✔ 4 bedrooms ✔ Open Design Living ✔ Full Kitchen ✔ Patio (Pool and Hot tub, Bar, Dining, BBQ) ✔ Expansive Tropical Yard ✔ Indoor/Outdoor Surround Sound ✔ 7 Smart TVs ✔ High-Speed Wi-Fi ✔ Large Private pier/dock w/ boat & jet ski lift and a Tiki Hut! See more below!

Heated Pool | King Bed | Kitchen | Quiet Retreat

🌿 Welcome to CovaCabana A quiet guesthouse retreat tucked into Panama City’s historic Cove Terrace. You’ll be close to everything, but worlds away from the noise. Perfect for couples who want rest, privacy, and a bit of magic. Comfort, Connection & Sleep ☞ Luxurious resort style king bed ☞ Ultra-soft bamboo linens, plush towels & robes ☞ Spa-style walk-in shower ☞ Full kitchen + Nespresso and drip coffee bar ☞ Record player & vinyl collection & Bluetooth speaker ☞ Private Entrance

Downtown • Parking for 2 + Wraparound Porch

Historic Whitney House • Newly renovated 1,700 sq ft designer home Private driveway parking for 2 • Steps to trolley & St. George Street Gourmet kitchen, 2 en-suite bedrooms, 3 luxury baths, Starlink WiFi, wrap-around porch + sunny deck. Fitness club & pool passes included. Modern luxury in the heart of historic downtown St. Augustine. Perfect for couples or small groups seeking modern luxury, easy parking, and a walkable base right in the heart of historic downtown St. Augustine.

Charming Rustic Log Cabin with Pool & Farm Animals

Fazendinha Little Farm is a refined unique countryside retreat created by a Brazilian family passionate about hospitality and meaningful experiences. Surrounded by nature and charming animals, it invites you to unwind and reconnect in style. Enjoy serene pool days, ,cozy brick fireplace , peaceful under the stars by the outdoor fire pit and unique farm moments. The cabin hosts up to 6 guests with 2 queen beds and an air mattress, offering comfort, privacy, and elevated rustic charm.

Coastal Scandinavian Retreat | Cocoa Beach, FL

Escape into a world of luxury with unprecedented accommodations featuring extraordinary amenities! Our exquisitely designed residence offers a panoramic backyard oasis with various settings including resort style pool with loungers, private hammock, sparkling hot tub, fire pit, kitchen & wet bar, and covered dining. All nestled in a canvas rich in the hues of its natural surroundings, our coastal paradise provides a grand living experience in a gorgeous Scandinavian environment.

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

“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.