Holiday rentals with a kayak in Homosassa

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Top-rated Accommodation with a Kayak in Homosassa

Guests agree: these holiday homes with a kayak are highly rated for location, cleanliness and more.

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Top Guest favourite
Home in Hernando Beach
4.99 out of 5 average rating, 133 reviews

Firepit, Golf Cart, Kayaks, Pedal Boat, Fishing!

Welcome to Azalea by the Sea, your perfect vacation escape! Enjoy endless water activities and relaxation right in your own backyard. Highlights You’ll Love: •🛶 Kayaks for exploring the waterways •🌊 Water Mat for fun on the water •🔥 Fire Pit for cozy evenings under the stars •🎯 Cornhole Boards for friendly competition •.🚗 Golf Cart •🌿 5 Minutes to Weeki Wachee River — perfect for kayaking, paddleboarding, or spotting manatees •🎵 Nearby Bars & Restaurants with live entertainment every night!!

Top Guest favourite
A spacious wooden deck is presented with an umbrella providing shade over a large table surrounded by multiple chairs. The tranquil canal reflects greenery and nearby structures, creating a serene outdoor space ideal for gatherings.
Home in Crystal River
4.96 out of 5 average rating, 103 reviews

Waterfront Crystal River with dock and kayaks

On Crystal River with Dock. Bring boat. Walking distance to the Plantation Resort. Boat or Kayak over to 7 waterfront restaurants. Entertaining deck with floating dock no lift. Remodeled in 2020, plenty of room for the family and additional trailer parking . Fishing or paddle 100 yards to open water of Kings Bay and King Spring, Hunter Springs, Three Sisters Springs. Manatees frequent dock, fish in the bay, swim in the springs, scallop, snorkel, Eco tours and world class fishing charters.

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, 124 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.

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
4.98 out of 5 average rating, 128 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
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, 205 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
Home in Crystal River
5 out of 5 average rating, 126 reviews

Retro Retreat, Waterfront,Kayaks,Boatslip

💦WATERFRONT HOME ON CANAL IN GREAT LOCATION. Use our KAYAKS to visit the MANATEES at 3 SISTERS and all the local springs. 🔴 BOAT SLIP for SCALLOPING! 🔴 POLES to fish right in the backyard. 🔴 1 man, 1 woman bicycles, fire pit table and grill. 🔵 UNIQUE RETRO RETREAT Vintage style fridge in fun, open concept kitchen, record player/records and comfy couch. We are close to everything... SWIMMING WITH MANATEES!! KAYAKING IN THE SPRING FISHING SCENIC/AIRBOATING SCALLOPING

Top 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
4.97 out of 5 average rating, 139 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!

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, 174 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 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, 119 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 two-story home with a light exterior features a wooden staircase leading to the upper level. Neatly landscaped greenery surrounds the entrance, providing a welcoming appearance. The driveway and garage are visible, designed for easy access and convenience.
Home in Crystal River
4.97 out of 5 average rating, 100 reviews

Waterfront home in Crystal river w/ private dock

This gorgeous waterfront home w/ private dock is seated right on the edge of the Crystal river with a breathtaking view of the manatees and spring water out of every window! Comfortably sleeps 4 with 2 queen beds and a sleeper sofa for addition guests - 6 guests MAX. Located less than 1 minute from plantation inn. Access to large floating dock for swimming, boat parking and kayak launch. 2 tandem and 2 single kayaks included with rental

Guest favourite
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.

Guest favourite
A private swimming pool area is showcased, surrounded by natural greenery. Two wooden chairs are positioned on a stone pathway next to the pool, offering a serene space for relaxation. The fencing provides security while maintaining an open view of the outdoor surroundings.
Home in Homosassa
4.94 out of 5 average rating, 440 reviews

The Sassa Mermaid with pool and kayaks

Come see what Homosassa's beauty has to offer! Launch one of our kayaks provided right from the back yard to the spring waters of the Hall's river and come back to cozy up to a bonfire in the evening. Enjoy our beautifully furnished home with new plush pillow top beds and flat screen televisions. We are minutes from public boat ramps, restaurants, shopping, and local charters.

Popular amenities for Homosassa kayak rentals

When is the best time to visit Homosassa?

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Quick stats about holiday rentals with a kayak in Homosassa

  • Total holiday rentals

    Explore 70 holiday rentals in Homosassa

  • Nightly prices starting at

    Homosassa holiday rentals start at $99 AUD per night before taxes and fees

  • Verified guest reviews

    Over 3,500 verified reviews to help you choose

  • Family-friendly holiday rentals

    70 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 40 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    70 of Homosassa holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Homosassa rentals

  • 4.9 Average rating

    Homosassa stays are highly rated by guests—averaging 4.9 out of 5!