Vacation rentals with a kayak in Homosassa

4.91 out of 5 average rating, 104 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.

4.97 out of 5 average rating, 109 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.

4.97 out of 5 average rating, 119 reviews

🏝Waterfront Pool & Dock, Close to Springs & Gulf🎣🌞

Bring friends & family to this fully remodeled and decorated home. It features a screened in pool, multiple fireplaces, and floating dock to tie up your boat(s) in a deep water canal with direct access to the Gulf and 3 Sisters Springs. Enjoy swimming with the manatees, scalloping, fishing in the gulf, kayak (2 inc.) & tube down the river, or shop & eat in Downtown Crystal River. The home has over 2,300 sq ft, 3 bedrooms / 3 baths making it a comfortable getaway for any season and occasion.

4.97 out of 5 average rating, 111 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.

Superhost

Vacation home in Homosassa

4.86 out of 5 average rating, 116 reviews

On the Chassahowitzka River Kayaks & Boat Slip

Keep it simple at this peaceful and centrally-located home. You can easily paddle your way to seven sisters springs with the kayaks on site, or bring your boat and park it at the home for your weekend stay! (Must be smaller boat no t-tops. Cook your catch on the backyard bbq or sit by the fire pit! On those rainy days sit on the back screened in patio. The home is close to old Homosassa and Crystal river. Also minutes to the suncoast parkway. Come relax and explore the nature coast!

4.97 out of 5 average rating, 103 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!

4.93 out of 5 average rating, 205 reviews

Cottage in Floral City

Waterfront Cottage 2BR 1B

This charming house is located on nearly an acre of woodland. Fish from the dock of the screen room on the canal or kayak to the nearby lake. Relax in the private backyard Jacuzzi. Bike on the nearby Withlacoochee Trail. There are 2 bedrooms plus living room sleeper sofa, and a lanai with a day bed. Fully furnished. Orlando theme parks are 1 1/2 hour away, Busch Gardens 1 hour. Close to Weeki Wachee, Homosassa and Crystal River for manatee viewing or scallop season.

4.95 out of 5 average rating, 111 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.

4.99 out of 5 average rating, 343 reviews

Home in Weeki Wachee

Sasquatch Hideaway: Enjoy Clear Main River Waters

Trust me, you want to be on the main river with direct access to the clear waters of the Weeki Wachee. There's a preserve across the river providing added privacy, and just around the corner from Hospital Hole where manatees love to congregate. Our home has been COMPLETELY updated and can accommodate your large group with four large bedrooms! Bring your boat to tie up or use the six single kayaks and a three person canoe provided.

4.99 out of 5 average rating, 127 reviews

Cottage in Spring Hill

PARADISE POINT on Weeki Wachee (Boat Welcome)

Find tranquility at Paradise Point, a charming, private STUDIO home so there is not a separate bedroom. Our canal feeds into the Weeki Wachee River just before Rodgers Park. Short, easy paddle, (less than a quarter mile) to the amazingly clear, turquoise rivers. Stunning views from the back porch. Don't miss breathtaking sunsets on the water and watch for manatees, dolphins, and otters. ⭐️ PLEASE NOTE: 🐾 NO pets!

Superhost

4.91 out of 5 average rating, 162 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.