Waterfront holiday rentals in Florida

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Top-rated waterfront rentals in Florida

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Top guest favourite
An open loft-style space contains a spacious bed with decorative pillows. Light wood flooring and colorful rugs add warmth. Natural light filters in through nearby windows. A small desk and shelves create an inviting area for work or relaxation, complemented by tasteful artwork on the walls.
Shipping container in Gainesville
4.98 out of 5 average rating, 876 reviews

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.

Top guest favourite
The exterior of the house showcases a striking blend of wood and stone finishes, featuring large windows that illuminate the interior. An expansive, clear blue pool reflects the sky, with a bridge extending over the water leading to the main entrance.
Villa in Orlando
4.95 out of 5 average rating, 118 reviews

The Lakeview Oasis - XL Pool & Jacuzzi - Orlando

Welcome to our stunning lakefront resort, where luxury meets tranquility! Dive into our expansive 100,000-gallon pool, enjoying a refreshing swim surrounded by breathtaking views. Inside, our tastefully designed space features midcentury modern amenities ensuring you have everything for a perfect getaway. Each bedroom offers serene views and plush bedding for a restful night’s sleep. Whether you seek adventure or relaxation, this is your ideal getaway. Book now for unforgettable memories!

Top guest favourite
An outdoor porch features a two-person Jacuzzi, inviting relaxation while overlooking a lake. Warm lighting is provided by lanterns, creating an ambient atmosphere against the backdrop of a colorful sunset and silhouettes of trees.
Tiny home in Dade City
4.98 out of 5 average rating, 215 reviews

Eco-Luxurious Lakefront haven (Fire pit & Hot Tub)

Experience the perfect blend of an eco-friendly retreat and modern luxury of our lakefront container home. Nestled in the heart of nature, this stylish oasis promises an unforgettable experience where you can immerse yourself amidst the beauty of the countryside without sacrificing comfort. Plus, enjoy the opportunity to interact with our farm animals, adding a touch of rural charm to your agritourism escape. Also, feel free to check out my other listing, Casa de Elvira on my host profile.

Top guest favourite
A charming log home is nestled among large trees draped in Spanish moss, with a well-kept grassy area leading to the lake. The porch is visible, and the peaceful water serves as a backdrop, enhancing the natural beauty of the surroundings.
Cabin in Hawthorne
4.96 out of 5 average rating, 169 reviews

Charming Lakefront Log Home

Welcome to your perfect lake retreat! Located on a no public access lake. This charming log home has a private dock and boat ramp suitable for launching your boat for fishing or skiing. There are kayaks on premises for use. This is an ideal location to enjoy North Florida’s lake life with family, friends, or work retreat. Includes a fully stocked kitchen, covered porch, fire pit, gas grill, and WiFi if you feel the need to plug in. NOT suitable for parties or events. NO loud noise, please.

Top guest favourite
The stilt home features a light-colored exterior with multiple windows allowing natural light. A wide staircase leads to the covered porch, surrounded by green grass and palm trees. The backdrop includes a clear blue sky, emphasizing the coastal setting.
Cottage in Crystal River
4.97 out of 5 average rating, 140 reviews

Ozello Keys Cottage on Crystal Bay

2/1 Ozello coastal cottage on stilts surrounded by nature, tranquility, and endless views of the water and estuary. Nature lovers paradise. World renowned fishing and scalloping. Regular dolphin and manatee sightings. Relax with the whole family on the large screened back porch providing gorgeous views of the Nature Coast and stunning sunrises over the salt marsh. The open floor plan opens up to a large screened porch with a dining and lounging space with private and expansive water views.

Top guest favourite
A classic 43-foot Gulf Star yacht is moored in calm waters, exhibiting a spacious deck with a covered seating area. The hull is painted in a crisp white, reflecting sunlight, while nearby masts and boats frame the picturesque marina scene.
Boat in St. Augustine
4.96 out of 5 average rating, 127 reviews

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.

Top guest favourite
A serene lakeside view features vibrant pink flowers and lush greenery framing a hammock. The calm, clear waters of the private lake are visible in the background, with two kayaks resting on the shore, creating an inviting space for relaxation.
Cottage in Hawthorne
4.97 out of 5 average rating, 193 reviews

Modern Cottage on Private Spring Fed Lake

Nestled on a gorgeous spring-fed private lake in the woods, our charming cottage is your ideal retreat. Whether you're dreaming of peace and quiet, a romantic getaway, or fun with your kids, this is the place to be! Kayak around the serene lake as you witness breathtaking sunsets, take a dip in the cool water or simply unwind amidst the beautiful surroundings. As night falls, gather around a fire and gaze up at the many stars lighting the sky. Come and create many cherished memories ☀️

Top guest favourite
A scenic view of the farm showcases friendly animals grazing on lush green grass in the foreground. In the background, a vibrant red barn is framed by a colorful sunset, with trees lining the horizon, creating a peaceful rural landscape.
Barn in Vero Beach
4.95 out of 5 average rating, 663 reviews

Private Barn Studio at Pura Vida Florida Farm

Enjoy a bit of paradise at Pura Vida Florida Farm — an ACTIVE working farm — in Vero Beach, FL. Offering an amazing place to relax, unwind and connect with nature. Walking around the farm, you can meet our beloved animals like “Sweetheart”, the donkey and share some time with the horses, Daisy, Sundance and Splash (and more!) — who are our guests, too. This beautiful space is located on the second floor of our barn with private access. See photos for Horse Riding session info!

Top guest favourite
The stilt house features a wooden deck with seating options and overlooks the tranquil Blackwater River. Surrounding trees provide a natural setting, while the calm water reflects the structure and landscape. A boat dock is visible, enhancing the waterfront experience.
Home in Milton
4.95 out of 5 average rating, 239 reviews

Waterfront with kayaks* Blackwater River Shanty

Enjoy nature in this 2 bedroom stilt house on Paradise Island surrounded by the Blackwater River- just a 30 minute drive to Gulf Beaches! Kayak around the island, enjoying the turtles & birdwatching, or boat or drive to downtown Milton to dock and dine at Blackwater Bistro or Boomerang Pizza. There is a boat ramp, boat house, 4 kayaks and life jackets for guest use. Easily visit Navarre Beach, vibrant Downtown Pensacola, Pensacola Beach, or Ponce de Leon Springs.

Top guest favourite
The treehouse is elevated on stilts, surrounded by lush greenery and ancient oaks. A spacious deck with wooden railings features steps leading to the ground, while decorative plants enhance the outdoor space. The structure showcases large windows, allowing natural light to fill the interior.
Treehouse in Tallahassee
4.99 out of 5 average rating, 117 reviews

Shangri-La Treehouse

Shangri-La Treehouse is the 1st and only luxury treehouse in Tallahassee, Florida's Capital City. Nestled between ancient oaks, Shangri-La Treehouse is luxury in the wild where serenity is found. You are invited to enjoy 9.5 acres of verdant land amidst ducks, deer, owls, and other assorted wildlife that call Shangri-La home. A thoughtful, adults only (21+) romantic getaway for 2 that can accommodate up to 4 guests comfortably.

Guest favourite
A houseboat is positioned within a marina, featuring large glass windows that reflect in the calm water. The evening sky casts a soft blue hue, while surrounding luxury yachts are visible. Gentle lighting enhances the serene atmosphere, creating a peaceful setting.
Boat in Stuart
4.93 out of 5 average rating, 499 reviews

Modern Houseboat On the water

This cozy houseboat is located at Sunset Bay Marina & Anchorage in Stuart, FL. A short 5-minute walk takes you to Historic Down Town Stuart and all of its fabulous shops and restaurants. Here at the marina, we have Sailors Return restaurant and Gilbert's Coffee Bar to satisfy any craving you have. Martin County’s beautiful beaches are just 6 miles away. Two bicycles are at your disposal for enjoyable rides.

Top guest favourite
A multi-level house elevated on stilts showcases a mix of light green siding and a gray metal roof. Large balconies extend from the front, offering expansive views. Surrounding palm trees complement the coastal setting, while steps lead gracefully from the shore.
Home in Perry
4.9 out of 5 average rating, 241 reviews

Gulf Front Sunset Right on the Gulf

Our 2 bedroom 1 bath house sits on high stilts directly overlooking the Gulf of Mexico. Located in undiscovered Dekle Beach, Florida. It is a retreat from everything. We are about three miles up the coast from Keaton Beach. Known for scalloping! Three open bays for your vehicles. Boat launch one block away. Beautiful sunsets, stargazing, birding, reading, fishing and scalloping during the season.

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