Vacation rentals in Tiger Tail Island

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Top-rated vacation rentals in Tiger Tail Island

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Top guest favorite
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, 140 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!

Top guest favorite
Tiny home in Crystal River
4.99 out of 5 average rating, 127 reviews

The Shell Shack! Interactive Stay, King Bed

Welcome to The Shell Shack, where a cozy retreat meets the charm of tortoises and turtles. Immerse yourself in a unique, interactive experience surrounded by various tortoise species in a tranquil, nature-inspired setting. Perfect for animal lovers and those seeking a peaceful escape, The Shell Shack offers comfort and a touch of whimsy for a memorable stay. 🐢 2 miles away from Kings Bay, Crystal River, amazing springs and manatees as well as many restaurant/ shops. $200 smoking fine indoors

Guest favorite
A comfortable living area features a sectional sofa with light throw pillows, a round coffee table, and two accent chairs. A vibrant blue wall provides a bright backdrop, complemented by sheer patterned curtains and a flat-screen television. Nautical-themed decor is also present.
Home in Crystal River
5 out of 5 average rating, 10 reviews

Crystal River House in the Oaks

Relax at this peaceful place in a beautiful wooded neighborhood. Just north of crystal river a few miles. It is close to fishing, scalloping, ATV riding and all that Crystal river and Homosassa have to offer. A gulf access boat ramp is just a few miles away and the neighborhood and lot are beautiful and serene. It is far enough out of town to be very secluded yet close enough to everything to fully enjoy the area and any of the numerous festivities that take place in our wonderful area.

Top guest favorite
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 favorite
A cozy living area features a gray sofa adorned with decorative pillows. A red lamp and a vibrant artwork are positioned nearby. Natural light fills the space, highlighting wooden flooring. A wooden screen and a console table with coffee-making supplies add functionality to the room.
Cottage in Dunnellon
4.98 out of 5 average rating, 334 reviews

Cozy Cottage. Surrounded by nature, not neighbors.

Our one-bedroom cottage sits in the middle of over 25 acres of the beautiful Florida Nature Coast. Even though we are secluded, we have all the comforts of home, from indoor plumbing and hot water to AC and Wi-Fi. Our TV has a Firestick, so bring your streaming accounts and relax night away after you retire from roasting Smores on the outdoor firepit. A fold out sleeper couch takes this from a 2 person cottage to 4 in just minutes. Parking is not an issue, even if you have a trailer.

Guest favorite
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
4.97 out of 5 average rating, 147 reviews

Stilted 2BR canal home, full kitchen, yard, pets!

This unique place has a style all its own. Nestled upon an actual island within the Ozello Keys, Crystal River! Backwater canals to the Gulf of Mexico is the view from this loft style, stilt home. Recently renovated with all the conveniences guests love into the overall design. The property offers plenty of parking for all your toys (RV's require prior Host approval). Easily fits up to 8 vehicles. Dog friendly! FOUR Kayaks/Paddles included with your stay! Fully equipped home!

Guest favorite
Cottage in Homosassa
4.97 out of 5 average rating, 103 reviews

Cozy Renovated Cottage, Pet-Free Retreat

Our cottage is the perfect retreat, offering a peaceful escape in a true nature’s paradise. We are an animal‑free property due to the owners’ and their families’ severe allergies, making this a clean, allergen‑friendly stay for all guests. Just 5 minutes from all the best land and water activities, the cottage gives you quick access to everything Homosassa has to offer. You’ll love our convenient location making it easy to explore and enjoy your time on the river.

Top guest favorite
A spacious living area showcases a large blue sectional sofa adorned with two light-colored pillows. A dark wood coffee table is placed in front, complementing the warm tones of the floors. Natural light filters through the blinds-covered window, enhancing the inviting ambiance of the space.
Guesthouse in Crystal River
5 out of 5 average rating, 29 reviews

Boat parking, outdoor shower, jetted tub,craft ice

Brand new 2/1 close to everything...Enjoy craft ice, a jetted tub, private yard, and boat trailer parking off Ozello Trail - A quiet, natural resting place between boat parties in Homosassa and fun in the springs of Crystal River. Spend time boating, fishing, wildlife viewing, hunting, snorkeling, kayaking, scalloping, hiking, biking, and more! Unique and familiar restaurants are scattered in every direction, with Publix and Winn-Dixie right down US-19.

Top guest favorite
The front of a single-story home is framed by a large, shady tree and lush green lawn. The exterior features white siding with brown accents and a prominent star decoration above the entrance. A winding driveway leads to the front door, surrounded by colorful landscaping.
Home in Crystal River
4.9 out of 5 average rating, 135 reviews

Newly Renovated Crystal River Home on 1 acre

Your family will be close to everything when you stay at this centrally-located home. Just across Hwy 19 from kings bay, minutes from boat ramps, springs, restaurants and shopping. Home includes 1 King, 1 Queen, and 2 twin beds, fully equipped kitchen, laundry on site, spacious backyard with patio, gazebo and BBQ grill. We are pet friendly for small pets but the pets arent allowed on any of the furniture. Peaceful surroundings, safe secluded neighborhood.

Guest favorite
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, 122 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.

Guest favorite
An aerial view captures the serene waterways and lush greenery surrounding the property. Distinct houses line the water's edge, showcasing private docks and vibrant gardens. The calm waters reflect the sky, enhancing the natural beauty of the Ozello Island Keys community.
Home in Crystal River
4.91 out of 5 average rating, 168 reviews

Florida Fishing and Kayaking Paradise

Old Florida remote Fishing utopia in the Ozello Island Keys community of Crystal River, Fl. Amazing views from wrap around deck! 4 kayaks , 1 Canoe w/ fishing/swim gear. Swim off Floating Dock and Cold/Ice Bullfrog Spa! Perfect for 1 to 2 sm. families. Stocked kitchens and grill. TV Cable WIFI. Fenced yard, for kids/dogs. Boat ramp and covered parking. Bottom Floor under renovation winter 2025.

Top guest favorite
A spacious living area is framed by large windows overlooking the river, allowing natural light to fill the room. Comfortable seating is arranged around a central coffee table, with a soft area rug beneath. Decorative elements include a stone accent wall, enhancing the modern design.
Home in Dunnellon
4.95 out of 5 average rating, 119 reviews

Driftwood, a tranquil retreat on the Rainbow River

Welcome to Driftwood, a little part of paradise with spectacular sunrises. Driftwood is a peaceful waterfront retreat conveniently located in Blue Cove Dunnellon. Enjoy easy access to kayaking and tubing on the crystal clear Rainbow river, walking/biking on the trails, horse back riding, fishing, bird watching or just Rest & Relax and enjoy the serenity and beauty of the river and wildlife.

Popular amenities for Tiger Tail Island vacation rentals