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Holiday houses in Chassahowitzka River

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Top-rated holiday rentals in Chassahowitzka River

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, 117 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.

Guest favourite
A charming Tiffany blue house on stilts is showcased against a sunset sky. The elevated design features a spacious porch and white railings, with peacocks visible nearby. Lush greenery surrounds the home, enhancing its coastal-inspired aesthetic.
Treehouse in Crystal River
4.95 out of 5 average rating, 101 reviews

Riverside Cozy Treehouse, Outdoor Movie & Firepit

Immerse yourself in the tranquil allure of Famous Ozello Trail, residing in our cozy, coastal-inspired 2-bedroom house. Here, the magic of nature unfolds daily with wild peacocks making frequent appearances. Delight in BBQs by the gentle river, relax under the starlit sky on our comfy porch, or indulge in a movie night with our outdoor projector. Indulge in home comforts with a full kitchen, WiFi & smart TVs. Local springs and parks are a short drive away. Your dreamy Florida escape is here!

Guest favourite
A wooden dock extends towards a tranquil canal, surrounded by lush greenery. The structure includes steps leading down to the water, while a charming home is visible in the background, nestled amidst trees and foliage.
Home in Homosassa
4.92 out of 5 average rating, 143 reviews

Cool Chaz-Waterfront 2 docks/4 kayaks

Serene corner lot on cul-de-sac with intersecting canals that lead to Chassahowitzka River. Paddle to 7 Sisters Springs & visit "The Crack". 2 docks-4 kayaks, 1 canoe w/paddles & life jackets. 2 bedrooms & 2 full baths. See "The Space" (below). Sleeps 5 in beds & up to 9 on 2 sofas, foldout futon, chairbed. Fast Wi-Fi & streamed TV. TV's in living room & both bedrms. 1 DVD player. Fully stocked kitchen: cookware, micro, drip coffee maker, toaster, etc. Central AC/heat. Clean & comfortable.

Top Guest favourite
A charming pirate-themed home on stilts sits surrounded by lush greenery. The elevated structure features a porch with seating, providing a view of the tranquil river below, where kayaks can be seen ready for use. The inviting space offers a comfortable atmosphere for relaxation.
Home in Spring Hill
4.91 out of 5 average rating, 191 reviews

Weeki Wachee Pirate House-6703 W. Richard Dr.

Embellish in this once in a lifetime, perfect getaway on Weeki Wachee River. A local favorite! Fully furnished pirate themed, 500 sq ft home with 1 bedroom 1 bath full kitchen and sofa bed. It has everything needed to create unique memories. Swim with manatees in the crystal clear spring-fed river. Have your coffee on the porch over looking the water and your favorite drink around the fire at night. Kayaks are included. Minutes from Weeki Wachee mermaids, Pine Island Beach and Homosassa Springs.

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, 130 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
A serene sunset is captured over a calm body of water. The sky is filled with various shades of orange and yellow clouds, reflecting softly on the water's surface, while gentle ripples create a textured pattern across the scene.
Home in Homosassa
4.88 out of 5 average rating, 198 reviews

Chassahowitzka/Homosassa Waterfront Home

Remodeled Water Front Property with beautiful furnishings. There are two bedrooms, two baths, and a large lanai overlooking the canal. The kitchen is fully stocked with everything you need to prepare meals. Walking distance to Chassahowitzka campgrounds, a bait shop, and a bar/restaurant. Fish off the private boat dock: covered parking, bonus lanai room. We have two fishing kayaks available for use. THE OWNER TAKES NO LIABILITY FOR THE USE OF KAYAKS. Pet must be approved before check-in.

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
4.9 out of 5 average rating, 145 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.

Superhost
A cozy living area features a comfortable daybed adorned with light gray bedding, surrounded by two windows that invite natural light. Decorative shelves are mounted on the wall, showcasing coastal-themed decor. A woven area rug lies on dark wood flooring, adding texture to the space.
Tiny home in Homosassa
4.86 out of 5 average rating, 188 reviews

Tiny Home Glamping - fishing, springs, manatees

Connect with old Florida at this unforgettable escape in the heart of Homosassa. This Tiny Home is located inside of Cedar Breeze RV Park where you can access all of its amenities. Homosassa is renowned for its stunning natural attractions, and our tiny home is ideally located to explore them all. Experience thrilling airboat rides, kayak trips along Homosassa River’s wildlife-rich waters, excellent angling, and nearby charming shops, restaurants, and attractions for everyone to enjoy.

Top Guest favourite
A colorful cottage with a screened lanai rests along a serene river. Kayaks and a floating island are docked nearby, with reflections shimmering on the water. Lush greenery surrounds the property, creating a tranquil outdoor setting ideal for relaxation and recreation.
Cottage in Spring Hill
4.99 out of 5 average rating, 167 reviews

Screened Lanai /Clear Kayak / Waterfront / Fire Pi

Funky Flamingo River Cottage is a hidden gem on the Weeki Wachee River, designed for fun, relaxation, and adventure. Enjoy a no-see-um screened lanai, a comfy king bed, Smart TVs in every room, and a fully stocked kitchen. Paddle with manatees in our clear kayak, float on the lily pad mat, or unwind by the fire pit. With games inside and out, a hammock, and direct water access, it's the perfect escape—just off the main river, between the State Park and Roger’s Park.

Top 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, 109 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
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, 118 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.

Top Guest favourite
A sitting room is presented with a blue sofa and an armchair, complemented by orange accent pillows. Light wood paneling and ceiling fans are visible, enhancing airflow. Natural light enters through large windows, and a small lamp stands next to a wooden side table.
Guest suite in Homosassa
4.91 out of 5 average rating, 348 reviews

Waterfront apt. adjoins host home

Private apt, separate entrances. Canal and Homosassa River views. Galley kitchen, no stove or oven. Tile bathroom with shower. Sitting room with canal view. Bedroom is completed private from sitting room, ideal for 2 couples or family with children. Quiet neighborhood, fishing, manatee viewing. Close to head of the river.

Popular amenities for Chassahowitzka River holiday rentals