Holiday rentals in Tiger Tail Island

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Top-rated holiday rentals in Tiger Tail Island

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
A waterfront home is nestled among lush trees, reflecting beautifully on the calm canal waters. A large outdoor patio with shaded seating and a relaxing area is visible. Kayaks are stored nearby, enhancing the outdoor recreational appeal of the property.
Home in Homosassa
4.91 out of 5 average rating, 128 reviews

Private waterfront house with large outdoor bar

Enjoy waterfront views while sipping a cocktail at the giant outdoor bar. Two bedrooms offer queen beds in each and a pull-out queen-size sofa bed is in the living room. Close to popular Crumps Landing Restaurant. The Riverside Marina is nearby to launch your boat. There is ample parking for a boat trailer. Canal access to Halls River & Homosassa River for flats boats or pontoon boats only. Must be able to lower bimini to go under Halls River Bridge. Property includes three kayaks and one canoe.

Superhost
A charming treehouse sits elevated among large trees, connected by a wooden bridge. Surrounding space features a well-arranged outdoor sitting area with round wooden seating, and ample green grass is visible below, enhancing the natural setting.
Treehouse in Ocala
4.83 out of 5 average rating, 213 reviews

Woodpecker Treehouse Retreat

Take some time for yourself and enjoy the treehouse, you will marvel at nature, you will be surrounded by beautiful birds of different types, explore the place just 10 minutes from Santos Trailhead and 35 from Rainbow Springs. After you finish visiting Ocala and seeing its incredible recreational areas, enjoy our hot tub with hydro massage, relax in our hanging mesh, gather around the fire pit and make s'mores. Our Treehouse promises the perfect blend of nature's tranquility and modern comfort!

Top guest favourite
The house stands elevated on stilts, featuring a wrap-around balcony with white railings. The exterior is a soft yellow, complemented by green foliage. A set of stairs leads to the entrance, while a spacious parking area is visible beneath the structure.
Home in Crystal River
4.95 out of 5 average rating, 132 reviews

Undebatable

This one bedroom house offers one queen bed and a pull-out sofa to sleep a total of 4 people. The house offers a private boat ramp, docks, and quick access to the gulf. Includes Wifi, 2TVs, washer/drier, fire pit, grill, coffee maker. Enjoy sunsets, nature walks, and fishing from the docks. Clean, Clean, Clean! EVERYTHING is washed after each guest including sheets, towels, All blankets, bed comforters, and even decorative pillow cases. All handles, knobs, remotes and shower are sanitized.

Top guest favourite
The exterior of a converted Chinook helicopter is showcased, featuring a fenced area and a welcoming entryway. The surrounding landscape includes greenery and sky, with details of the helicopter's design visible, blending seamlessly into the natural setting.
Plane in Brooksville
4.98 out of 5 average rating, 144 reviews

Get to the Choppa! One-of-a-kind 2/1 Helicopter!

Experience a truly UNIQUE Stay! “Chinook” is situated on a serene 5-acre compound inside the breathtaking Withlacoochee State Forest and the thrilling Croom Motorcycle Area, outside of Brooksville, FL. This unforgettable vacation experience is sure to take your adventure to new heights! Our one-of-a-kind accommodation, a REAL repurposed Chinook CH-47D helicopter, promises a stay like no other. This iconic “choppa” with the modern amenities of home, can not be found anywhere else in the world!

Guest favourite
A large swimming pool is surrounded by a spacious deck, reflecting the serene blue water and the nearby trees. The house, featuring a dark exterior and a warm roof, is positioned behind the pool, providing a seamless connection to the outdoor space.
Home in Homosassa
4.95 out of 5 average rating, 136 reviews

Pool home centrally located

Located within minutes to world class fishing, golfing, the famous Ellie Schiller's wildlife state park, hiking trails, biking trails, the Peace caves, manatee tours and our local monkey celebrities! Come back to your space and cool off in our large pool while grilling and chilling with the family. The pool is equipped with a safety gate and floatation buoy for the safety of your small children. In walking distance is Sassa Style Rentals where you can rent golf carts, kayaks, boats and more.

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, 135 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
The modern two-story home features a mix of stone and wood accents, with large windows that provide ample natural light. Surrounded by lush greenery, the structure is complemented by palm and hardwood trees, creating a serene outdoor setting.
Home in Homosassa
4.91 out of 5 average rating, 155 reviews

UpTheCreek at Mason Creek Preserve - Old Homosassa

This home built in 2019 is one of the most recognizable homes in Old Homosassa. Across from the well known and often photographed twin roosters on Mason Creek this home is located within private protected nature preserve and wetland management land. With three bedrooms, two bathrooms, full kitchen, laundry area, second floor deck and game room. The property has three separate rentable spaces. The house, the loft and the studio. Booked together the property can host a total of 16 guests.

Top guest favourite
A gentle manatee is seen gliding just below the water's surface, showcasing its curvy body and flippers. The serene water reflects the blue sky and clouds, creating a calming scene. This aquatic mammal is commonly found in the area, adding to the local wildlife experience.
Home in Homosassa
4.95 out of 5 average rating, 277 reviews

Waterfront home, boat dock, ice machine, & kayaks

Ideal location; you are literally minutes away from everything however can easily escape for some peace in quiet. We are located right where the Halls & Homosassa rivers meet. You can be in the springs or to many of the waterfront restaurants by boat in just a few minutes. 1 Queen Bed (Master), 1 Queen Bed(2nd BR), 1 Queen / twin bunk bed(3rd BR)provides bed space for 7. Cable TV /Wifi /Fully equipped Kitchen /BBQ Grill /Paver Deck /Canal sitting area /Dock / Kayaks.

Guest favourite
A cozy home is set on a grassy lawn illuminated by string lights hanging from a large tree. The exterior features a combination of light-colored walls and an inviting front door. A patio area with outdoor furniture is visible beside the driveway.
Home in Homosassa Springs
4.95 out of 5 average rating, 123 reviews

#3 Charming *2 Bdrm *Boat Parking *Convenient Loca

This coastal haven has everything you need for a relaxing vacation - or an adventure - or both! Just a short drive to swim with manatees, fish, catch scallops, beaches, and more. Perfect for business, small families, or groups of friends looking to enjoy an unforgettable getaway. Hammocks, fire-pit, and BBQ grill are located in the courtyard and shared between our four vacation homes. PLUS onsite Boat Parking. Contact us for info on group stays (up to 17 people).

Guest favourite
The stilt home features a spacious outdoor area with white Adirondack chairs arranged on a wooden deck. Sturdy stairs lead to the entrance, surrounded by palm trees. A clear blue sky and soft clouds provide a serene backdrop, highlighting the inviting nature of this unique property.
Home in Crystal River
4.96 out of 5 average rating, 153 reviews

Stilt 2BR Canal Home | Waterfront Retreat

Unique 2BR/1BA stilt home on an island in the Ozello Keys, Crystal River, with canal views to the Gulf. Recently renovated with a modern nautical feel. Fully equipped kitchen, indoor laundry, and plenty of parking (RVs with approval; up to 8 vehicles). Dog friendly! Includes 4 kayaks with paddles. Upstairs loft and downstairs bedroom both feature king beds, TVs, workspace, and extra sleeping options. Renovated bathroom with large walk-in shower.

Top guest favourite
A wooden dock extends over calm waters, framed by lush greenery and tall trees. Kayaks are secured at the edge, ready for use. The tranquil scene reflects clear blue skies and invites relaxation in a natural setting.
Home in Homosassa
4.95 out of 5 average rating, 124 reviews

The Banyon House 2br 2Ba on Canal + Kayaks

Relax with family and friends at this beautiful property. Enjoy kayaking right from the dock on the property. There is a lovely covered patio where you can enjoy meals cooked in the fully stocked kitchen. There are two bedrooms that are both en-suite. For additional sleeping there is a sleeper sofa in the lounge. We will accommodate Dogs (up to two) but NO CATS... Owner is highly allergic. There is a $75 additional pet fee per stay.

Guest favourite
The open living space features a cozy seating area with a gray sofa and a navy blue armchair, complemented by a round coffee table. A stylish bar with stools sits in the background, while light streams through large windows, highlighting the fresh, neutral interior design.
Cottage in Crystal River
4.95 out of 5 average rating, 123 reviews

Ozello Waterfront Cabaña - minutes from the Gulf!

Calling all outdoor adventurers—this cozy waterfront cabin is your perfect basecamp. Launch straight from your private boat slip, then return to clean your catch at your own fish/scallop station. Grill up dinner on the back deck while soaking in epic water views. Whether you're fishing, scalloping, kayaking, or exploring Florida’s wild coast, this spot puts you in the heart of it all—rustic comfort meets real adventure.

Popular amenities for Tiger Tail Island holiday rentals