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
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
4.92 out of 5 average rating, 144 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.

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Top guest favorite
An aerial view captures a lush, green landscape surrounding the canal and river. Clusters of homes are interspersed among trees, with a variety of colorful roofs visible. The winding waterway reflects the surrounding nature, providing a serene backdrop to the area.
Cottage in Homosassa
4.99 out of 5 average rating, 104 reviews

Live Life Now Canal Cottage: Dock, Kayaks, & Bikes

Old Homosassa! Relax on the water in this charming canal front cottage. A little piece of heaven sits on a canal from the Homosassa River, with nearby gulf access. This three bedroom, two bathroom cottage is the perfect place to get away and enjoy all the nature and activities this area has to offer! Bring your small boat for our dock and your golf cart to our recently remodeled and updated home away from home! A short walk to so many activities. There are so many wonderful things to do here!

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Top guest favorite
Home in Homosassa
5.0 out of 5 average rating, 24 reviews

Reel Serenity-Waterfront Escape in Old Homosassa-I

Welcome to Reel Serenity, your private slice of waterfront paradise in Old Homosassa. Nestled along the tranquil waters of the Nature Coast, our retreat offers the perfect balance of relaxation and adventure. Step out the back door and onto your private dock. Sip your morning coffee as dolphins or manatees glide by, launch a kayak or paddleboard for a peaceful cruise, or cast a line for some of Florida’s best inshore fishing. Here, the water isn’t just a view — it’s part of your daily rhythm.

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Top guest favorite
The image features a serene view of a boat dock extending into calm waters, reflecting the blue sky and clouds. A sign indicating 'SLOW' is visible nearby. The surrounding area is lush with greenery and a wooden boardwalk enhances the access to the water.
Home in Homosassa
5.0 out of 5 average rating, 36 reviews

River Life Homosassa : Renovated Waterfront Home

Welcome to our newly renovated 2-bedroom, 2-bath retreat on the serene Homosassa River. Relax on the spacious patio as you take in peaceful water views, just 5 miles from the famous Homosassa Springs and the Gulf—accessible directly via the river. The property features a private boat dock and a boat lift that accommodates up to a 28' boat (maximum 8,000 lbs). A convenient boat launch is located just across the street. Now accepting seasonal rentals—please inquire for availability and rates!

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Guest favorite
The calm waters of the Homosassa River reflect blue skies and surrounding greenery. A wooden dock extends into the water, providing a serene vantage point. Lush palm trees and foliage frame the scene, creating a tranquil atmosphere ideal for relaxation.
Home in Homosassa
4.92 out of 5 average rating, 133 reviews

Old Homosassa Water Front, Ice Machine & Kayaks

Located directly on the Homosassa River with Gulf Access. Remodeled home located in Old Homosassa. Almost an acre corner lot overlooking the huge bay. Large 2600 square foot, 4 bedrooms, 2 baths. The property has a screened lanai room, large BBQ patio, screened boathouse with a cleaning station on the dock with sink, ICE MACHINE, and open patio. Huge boat tie-up area. Truly a fisherman's paradise. You can fish right off the dock. Close to everything!!!! BOATLIFT IS NOT AVAILABLE FOR GUESTS.

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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
4.9 out of 5 average rating, 168 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.

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Top guest favorite
A sprawling waterfront property is showcased, with multiple buildings reflecting a blend of modern and classic architecture. Lush greenery surrounds the outdoor spaces, and the dock extends into the calm water, accommodating boat access. Clear skies and bright clouds create an inviting atmosphere.
Home in Homosassa
5.0 out of 5 average rating, 104 reviews

Riverfront retreat for family, friends & fishing

Be our guest at our treasured, family vacation home! Located directly on Homosassa River with exceptional views and ample dock space to accommodate two boats, your family and friends will want to book this home every season! Modern luxuries of beautifully appointed bedrooms, bathrooms, and a full kitchen are mixed with Old-Florida charm to make this home the perfect retreat to enjoy Homosassa Springs, swimming with manatees, scalloping in the Gulf of Mexico, world-class fishing and more!

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Top guest favorite
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
4.96 out of 5 average rating, 291 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.

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Guest favorite
A spacious front yard is framed by tall trees and lush greenery. A gravel driveway leads to a charming single-story home with a covered porch. Decorative elements, including a vintage cart, are placed strategically around the area, enhancing the property's inviting outdoor space.
Home in Homosassa
4.92 out of 5 average rating, 155 reviews

DEEP WATER Camp Oakie 3/2 Sleeps 10

Camp Oakie Water Front vacation location! Brand new to the Vacation market! Bring your boat and dock it in the back yard. Single story, 3/2 with lounging den area. Just a mile to the boat ramp, and happening Old Homosassa MacRae's and The Freezer. Plenty of room to park your boat trailer. Super charming, lots of space, full kitchen, bath tub and shower. Kayaks for your enjoyment. Super clean and updated, comfortable beds. Huge yard to play in! Kid Friendly!

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Guest favorite
Home in Homosassa
5.0 out of 5 average rating, 10 reviews

Homosassa waterfront a-frame retreat w/ dock &view

Waterfront A-frame retreat in Homosassa, FL with private dock and direct access to the Homosassa River and Gulf. Enjoy boating, fishing, scalloping, and nearby springs with manatees. This bright, open home features soaring ceilings, wood interiors, and floor-to-ceiling windows. Relax on the deck, take in peaceful canal views, and unwind in a one-of-a-kind coastal escape just minutes from restaurants and local attractions.

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Top guest favorite
A spacious living room features a large, light-colored couch adorned with numerous textured cushions. Two wicker chairs are placed nearby, alongside a round ottoman. Sunlight filters through sheer curtains, illuminating the floor covered with a soft area rug, creating a relaxed and welcoming space.
Home in Homosassa
4.96 out of 5 average rating, 47 reviews

Barefoot Bay - at Old Homosassa (River Access)

Welcome to Barefoot Bay, a waterfront retreat nestled in the heart of Old Homosassa, Florida. This charming vacation rental offers an unforgettable experience with direct water access to the Homosassa River, Homosassa Springs, and the Gulf of Mexico. This spacious home boasts 3 bedrooms and 2 baths, accommodating up to 6 people comfortably. Prepare to unwind, explore, and create lasting memories in this relaxing oasis.

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Top guest favorite
A pool area is enclosed by a screened lanai, featuring a turquoise swimming pool surrounded by lounge chairs and colorful floatation devices. A shaded area is provided by a large umbrella, and vibrant artwork decorates the surrounding walls of the home.
Home in Homosassa
4.96 out of 5 average rating, 136 reviews

Sunset Casita with private pool & game room

In the heart of Homosassa you will find this beautiful 2 bedroom home with a pool, game room, and fire pit is less than 1 mile away from the waterway, boating, restaurants, hiking, kayaking, and of course the manatees! *90 day minimum* If your dates are outside standard availability, feel free to reach out to discuss options. 😊

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Popular amenities for Tiger Tail Island vacation rentals