Holiday rentals in Florida

Fire pit, Golf Cart, Kayaks, PedalBoat, Fishing!

Welcome to Azalea by the Sea, your perfect vacation escape! Enjoy endless water activities and relaxation right in your own backyard. Highlights You’ll Love: •🛶 Kayaks for exploring the waterways •🌊 Water Mat for fun on the water •🔥 Fire Pit for cozy evenings under the stars •🎯 Cornhole Boards for friendly competition •.🚗 Golf Cart •🌿 5 Minutes to Weeki Wachee River — perfect for kayaking, paddleboarding, or spotting manatees •🎵 Nearby Bars & Restaurants with live entertainment every night!!

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)

A perfect Lake House get away

Make some memories at this unique and family-friendly slice of paradise. Located on 100-acre Lake Anne. 20 minutes from the beautiful Gulf of Mexico beaches. Enjoy breathtaking sunsets around the fire pit. 3 Kayaks and 1 paddle board (included) or fish from the dock. Or sit and relax on the screened patio with your favorite beverage at the outdoor bar, by the fire pit, or on the dock. Or venture to beautiful downtown Tampa and enjoy the Buccaneers, Tampa Bay Lightning, or the Rays baseball team

Waters Edge-A Lakefront Oasis of Peace & Privacy

A 10-acre private lakefront estate ideally located to explore both Tampa Bay & Orlando attractions. A scenic, tranquil & luxurious retreat from the city. Directly on Lake Dowling with great bass fishing. Fishing kayaks (3), dock with custom kayak launch, four bedrooms (2 primary suites), 3 full/2 half baths, lux fully equipped kitchen, heated pool, fire pit, games, library, washer/dryer, birdwatching & stargazing. Water’s Edge promises an unforgettable experience in a stunning natural setting.

Unique Container "Caja Verde" 1 Mile UF & Downtown

Our home is less than a mile to UFHealth at Shands and the Malcom Randall Veterans Medical Center. We are a mile to the University of Florida campus. Amazingly, also a short bike ride (1-2 miles) to Downtown Gainesville. Close to Depot Park, art studios, restaurants, music venues, and theater. Nature parks close too. The bonus is we live on 2 acres, tucked back in a quiet neighborhood. Our pool is deep & cool; we have bikes to borrow. The container is perfect for a solo traveler, or a couple.

The Maldivian | Cocoa Beach, Florida

★ NEW LISTING ★ Imagine waking to soft tropical light, barefoot on cool stone floors, the scent of salt in the air. Inspired by the magic of a faraway bucket list island, The Maldivian invites you to slow down, sink in, and stay awhile. A sun-shelf pool shimmers just outside your door. Hammocks sway. Laughter echoes from the Casita. Every curve, texture, and handcrafted detail is designed to draw you in and help you forget the world you left behind. Your retreat begins the moment you arrive.

Guest favorite Houseboat~ Beach, Hot Tub & Kayaks

You can't get more waterfront than this! Immerse yourself in an extraordinary sea life adventure with every comfort at your fingertips. Luxurious 3-bed houseboat offers unparalleled blend of relaxation and excitement, surrounded by tranquil waters with the beach just steps away. Indulge in the ultimate waterfront experience, complete with a private hot tub for stargazing and kayaks for exploring the surrounding waters. Every detail has been thoughtfully provided to ensure a memorable stay.

Funshine - Vacation on a 43' Gulfstar Yacht

A unique, memorable place, anything but ordinary. Try living the boating lifestyle on a classic and quaint vintage 43 foot Gulf Star yacht. Only 1.2 miles to the historical St. Augustine Bayfront and less than 10 miles to many of our gorgeous beaches. This 2-bedroom 1.5 bath beauty allows you to experience a life on a live-a-board. You will vacation within a reasonable walking distance to many of the attractions in St Augustine, a winery, distillery, several museums, many restaurants.

The Owl A-Frame Retreat/ with hot tub

Escape to The Owl A-Frame a private cabin designed for special occasions. Here you won’t have any neighbors around just the peaceful sounds of birds and the magical sight of owls. Surrounded by impressively trees far away from city noise and distractions. This is the perfect place to relax and reconnect. Soak in the hot tub while listening to nature. If you’re looking for a peaceful family getaway, a nature escape, or a place to create unforgettable memories The Owl A-Frame offers it all.

Lux Spa Retreat•Pool•Hot Tub•Sauna•10 min to Beach

You asked, we delivered. Inspired by our Top 1% listing and consistent 5⭐ stays at “The Tiny Oasis”, Haus De Noir is a moody, boutique 3BR/3BA retreat with Plunge Pool, Hot Tub, Sauna, Outdoor Cinema and More! Slip into the Midnight Kafana, your own after-hours Hideaway Bar with Karaoke, Lights, and Late-Night energy. Fully stocked with everything you need and then some! Family-Owned and Managed! We don’t just host we LOVE what we do! Just 10 mins to Indian Rocks & Madeira Beach🏝️.

Spanish Eyes - A Castaway Beachfront Paradise

Beautiful, spacious, beachfront apartment with balcony ocean views and direct walking access to your own private Cabana at the Beach. Unwind, relax and experience the beauty of this remote location next to one of the most important natural preserves in North America. Direct and private beachfront access in the most exclusive part of Melbourne Beach, the South Beaches close to Vero Beach. Perfect for romantic getaways and secluded retreats in nature. Find us in IG: @castawayflorida

Soluna GeoDome 2: Stargazing, Springs, Outdoor Tub

Check out our latest handcrafted geodome creation. Tucked into the trees at Soluna Springs, 3 min to Poe, 5 min to Blue, and 12 min to Ginnie Springs, our geodome has everything you need to stay comfortable while being close to nature, and nothing you don’t. Rest on our King organic Birch mattress, stargaze while soaking in our outdoor tub, take a hot outdoor shower after the sauna, fire up the charcoal grill and fire pit, and sit back and relax. This isn’t a hotel. Its a reset.