Holiday rentals with a kayak in Homosassa

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.

4.92 out of 5 average rating, 143 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.

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.

4.96 out of 5 average rating, 114 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.

4.99 out of 5 average rating, 103 reviews

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

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!

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.

4.92 out of 5 average rating, 132 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.

The exterior of a new construction home is showcased with a light green facade. Sturdy stairs lead to a welcoming entrance, while a black fence encloses the yard. Lush grass surrounds the house, and a freshwater canal is visible nearby, enhancing the property's serene setting.

4.85 out of 5 average rating, 190 reviews

Waterfront - Kayak to Springs with manatees !

This property is on a freshwater canal that connects directly to the Homosassa river. You can kayak/boat, even swim to the springs in < 5 minutes. 2 kayaks plus a paddle board are on site. Fort Island Gulf Beach is a 10-15 min drive. Home was built in 2019 so everything is relatively new (AC, roof, kitchen, appliances). There are 2 bedrooms downstairs, and a loft upstairs that is intended to sleep lots of children. Ideal set up is 3 couples downstairs 5 kids upstairs. Plenty of parking!

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.

4.91 out of 5 average rating, 182 reviews

Old Florida Waterfront Rustic Kayak/Boat Paradise

4/2 Old Florida Fishing utopia in the Ozello Keys community of Crystal River, Fl. Amazing views from wrap around deck! 7 kayaks, 1 Canoe w/ outdoor gear. Swim off Floating Dock cool off in Bullfrog Spa soak tub and enjoy hot outdoor shower. Sleeps 10 comfortably. Stocked kitchen and grill. TV Cable WIFI. Fenced yard, for kids/dogs. Boat ramp and covered parking. Downstairs fully renovated with bedrooms and gaming area. Shed equipt with life jackets, firepit ,crab and bait traps.

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.

4.92 out of 5 average rating, 154 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!

4.99 out of 5 average rating, 228 reviews

Home in Weeki Wachee

Riverfront Escape on the Weeki Wachee with Kayaks

Relax and enjoy the peaceful beauty of the Weeki Wachee River in this riverfront retreat with kayaks included and boat rentals available. Our 2BR/2BA home sleeps 8 with two queen beds and two futons, perfect for families and friends. Lounge on the deck, sip drinks in the lanai, or launch into crystal-clear springs for kayaking and wildlife watching. Minutes from Weeki Wachee Springs State Park, beaches, dining, and shopping — the ideal mix of adventure and relaxation.

4.98 out of 5 average rating, 206 reviews

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

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.

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.

4.97 out of 5 average rating, 172 reviews

Sleeps 8 | RV Hookup | On Canal | 2 Boat Ramps

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.

The entrance of Ruba's River Retreat features a colorful mural welcoming guests. A bright blue door complements the vibrant painted wall, adorned with tropical elements. The pathway is lined with pebbles, leading into the inviting entryway.

4.97 out of 5 average rating, 100 reviews

Deep-H2O Retreat: Dock/Kayaks/Pool & Dogs Welcomed

Ruba’s River Retreat is a 2-bed, 2-bath vacation rental in Crystal River that sleeps 6+ & is located at the end of a deep-water canal, with a fenced yard where the kids and adults alike can play along with the dogs, offering peaceful days and nights. Enjoy all the local action, including swimming with manatees, snorkeling in crystal-clear water, walking local trails, or having a picnic. Book now & experience the beauty of FL’s Natural Coast!

4.98 out of 5 average rating, 107 reviews

Mason Creek River House

Come relax at the wooded half acer river side house! Boat ramp and private dock as well as kayaks available for use on property. Fully loaded laundry room, fully equipped kitchen. Spacious wood deck perfect for grilling what ever you’re catching off the dock side. Rained in? No problem just stay comfy in king size suite. Whether your boating, fishing , nature gazing or retreating were definitely the spot to fulfill your vacation needs.

Popular amenities for Homosassa kayak rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with a Kayak

A wooden dock extends over calm water, framed by trees draped in Spanish moss. Reflections of the surrounding greenery and structures are visible on the water's surface, creating a serene outdoor setting perfect for relaxation and enjoying nature.

4.93 out of 5 average rating, 151 reviews

Waterfront Retreat | Dock, Kayaks & Pet-Friendly

A single-story home is featured in the evening, highlighted by illuminated windows and decorative solar lights in the front garden. The inviting entryway is accentuated by colorful potted plants and a porch with chairs, set against a backdrop of a clear sky and a crescent moon.

5.0 out of 5 average rating, 137 reviews

Close to Spring/Ramp~Pets/Fenced Yard~Boat Parking

4.91 out of 5 average rating, 158 reviews

Cool Chaz-Waterfront 2 docks/4 kayaks

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.

4.95 out of 5 average rating, 152 reviews

Undebatable w/ Boat Ramp in Ozello

A spacious backyard is showcased, featuring a picnic table with a blue and white striped umbrella providing shade. Lush green grass covers the ground, bordered by trees in the background. A bench and an open pathway are also visible in the serene outdoor space.

4.98 out of 5 average rating, 154 reviews

Retro Retreat-waterfront/kayaks for 6/bikes

A serene waterfront view displays a charming house surrounded by greenery, with sunlight reflecting on calm waters. A wooden dock extends towards the water, accommodating boats, while palm trees offer a natural border to the scene.

4.88 out of 5 average rating, 113 reviews

Anita's nature coast hideaway

4.93 out of 5 average rating, 117 reviews

Pelican Path Fishing Lodge @ Crystal River

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.

4.97 out of 5 average rating, 119 reviews

Waterfront home in Crystal river w/ private dock

Cottages with a kayak

4.94 out of 5 average rating, 113 reviews

Cottage in Crystal River

Cozy Cottage! “ Steps away from Kings Bay!”

4.95 out of 5 average rating, 264 reviews

A wooden dock extends over the calm waters of Lake Rousseau, framed by lush greenery. The sky is painted in soft hues of orange and purple as the sun sets, reflecting on the water's surface. Nearby, seating options available for relaxation by the lake.

Cottage in Dunnellon

The Lakeside River House

4.96 out of 5 average rating, 183 reviews

Cottage in Hernando

Lake Breeze Cottage 5

4.99 out of 5 average rating, 170 reviews

A wooden dock extends into a serene canal, flanked by lush palm trees and vibrant greenery. A gazebo and outdoor seating area are visible in the background, providing inviting spaces for relaxation amidst the tranquil surroundings.

Cottage in Spring Hill

PARADISE POINT on Weeki Wachee (Boat Welcome)

4.96 out of 5 average rating, 140 reviews

Lush greenery features prominently in the scene, highlighting various palm trees and colorful flowering plants. The vibrant yellow flowers contrast with the greenery, while a soft lawn extends through the landscape. A sense of tranquility is suggested by the natural setting.

Cottage in Weeki Wachee

A Dream Cottage!!!

4.92 out of 5 average rating, 380 reviews

Two kayaks glide through calm waters, surrounded by lush greenery and residential properties along the canal. Brightly colored kayaks in orange and yellow contrast against the serene blue water. Sunny trees provide shade and reflections are visible on the water's surface.

Cottage in Weeki Wachee

Kayak Kottage: waterfront, kayaks, bikes, dockage

4.85 out of 5 average rating, 189 reviews

A collection of four kayaks is displayed on a grassy area beside a canal. The kayaks are in bright colors: yellow, turquoise, and green. Surrounding palm trees and a view of the water create an inviting outdoor setting.

Cottage in Weeki Wachee

Relax Canalside at our Cottage, fast 200mbps wifi

4.92 out of 5 average rating, 182 reviews

The image showcases a calm canal surrounded by lush greenery. The still waters reflect the sky, while gentle ripples indicate the presence of aquatic life. Smooth stones line the edge, creating a natural pathway to the water.

Cottage in Aripeka

The Aripeka Shack

Cabin rentals with a kayak

4.97 out of 5 average rating, 187 reviews

The cabin is surrounded by lush greenery, positioned on a private peninsula. A spacious deck with seating faces the water, offering a serene view of the canal. Natural light filters through the trees, illuminating the inviting structure.

Cabin in Floral City

Private Waterfront Cabin Retreat with Kayaking

4.97 out of 5 average rating, 249 reviews

The stilted house, painted in a vibrant blue, is nestled among greenery and shaded by trees. A spacious porch with railing encircles the front, providing outdoor seating. The area beneath the house features a wooden ladder and a white chair, contributing to the rustic charm of the setting.

Cabin in Dunnellon

Rustic River Home on the Withlacoochee River.

5.0 out of 5 average rating, 122 reviews

An aerial view captures the A-Frame Cedar Cabin nestled alongside a serene waterway. Colorful kayaks are visible on the dock, while lounge chairs and a paddleboard are arranged on the wooden platform. Lush greenery frames the cabin, enhancing the natural riverside setting.

Cabin in Spring Hill

Weeki Wachee-AFrame Stream Dream

4.96 out of 5 average rating, 134 reviews

The charming cabin is framed by a wooden pergola adorned with hanging flower pots. Lush greenery surrounds the entrance, with large plants in decorative containers positioned at the front. A clear sky above adds brightness to the inviting exterior.

Cabin in Inverness

Tin Roof Cabin at The Cove

Cabin in Lake Panasoffkee

A cabin with a rustic exterior features a front porch with a swing. Picnic tables are arranged on a patio area, surrounded by grassy spaces. Lush greenery is visible in the background, providing a serene outdoor setting.

Lake Pan Cabin #1

4.88 out of 5 average rating, 165 reviews

4.98 out of 5 average rating, 84 reviews

The charming cottage exterior features a covered porch adorned with potted plants and hanging greenery. A pathway of pavers leads to a pebbled area, while a grill and seating are visible nearby. Tall palm trees and lush lawn frame the inviting entrance.

Cabin in Crystal River

Scallop season is here! Boat parking available.

5.0 out of 5 average rating, 6 reviews

Cabin in Homosassa

The Mullet Shack