
Vacation rentals with a kayak in Homosassa
Find and book unique kayak rentals on Airbnb
Quick stats about vacation rentals with a kayak in Homosassa

Total vacation rentals
Explore 70 vacation rentals in Homosassa

Nightly prices starting at
Homosassa vacation rentals start at ﺩ.ﺇ 257 per night before taxes and fees

Verified guest reviews
Over 3,670 verified reviews to help you choose

Family-friendly vacation rentals
70 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
70 of Homosassa vacation 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!
Top-rated kayak rentals in Homosassa
Guests agree: these kayak rentals are highly rated for location, cleanliness, and more.

Fire pit, Golf Cart, Kayaks, PedalBoat, 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!!

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.

Retro Retreat-waterfront/kayaks for 6/bikes
💦WATERFRONT HOME ON CANAL IN GREAT LOCATION. 1 TANDEM and 3 SINGLE KAYAKS (2 brand new stadium seat/sit on top kayaks and 1 sit-in) Small boat slip on a vacant lot next door from your use only. Brand new 1 man and 1 woman bicycle, fire pit table, fishing poles, picnic table with umbrella by the water. Fun retro decor with an open concept kitchen/living room with record player/records and comfy couch. We are close to everything... KAYAKING FISHING SCENIC/AIRBOATING SCALLOPING SHOPPING

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.

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.

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!

The Otter House - Wild view and King's Bay access!
The Otter House is located on a quiet canal in Crystal River surrounded by nature preserves and very few neighbors! Relax on the lanai or take the kayaks out for a paddle right from the backyard. Bring your own boat and dock at the boat house! Located at the South end of King's Bay you have easy access to swim with manatees, scallop in the Gulf and enjoy a secluded nature view that is also minutes from the grocery store and a short ride to downtown and restaurants!

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.

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 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.

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.

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
House rentals with a kayak

Mason Creek River House

Waterfront Crystal River with dock and kayaks

Homosassa River with Springs & Gulf Access

Homosassa home on the water with kayaks.

Weeki Wachee, Florida Entire House- 2 bed 2 bath

Cool Chaz-Waterfront 2 docks/4 kayaks

Waterfront home in Crystal river w/ private dock

Three Acre Waterfront Retreat with Kayaks
Cottage rentals with a kayak

Relax Canalside at our Cottage, fast 200mbps wifi

Cozy Cottage! “ Steps away from Kings Bay!”

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

PARADISE POINT on Weeki Wachee (Boat Welcome)

The Lakeside River House

Coastal Cottage Getaway

Kayak Kottage: waterfront, kayaks, bikes, dockage

A Dream Cottage!!!
Cabin rentals with a kayak

The Barn

Private Waterfront Cabin Retreat with Kayaking

Stunning Withlacoochee Riverside Cabin 5BR 4BA 16+

A Frame Stream Dream-Weeki Wachee

Charming Lakeside Getaway - 1BR with Serene Views

Tin Roof Cabin at The Cove

Tiny Lakefront Cabin

A-Frame with Rainbow River access via Com. Park
When is the best time to visit Homosassa?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 834 | ﺩ.ﺇ 970 | ﺩ.ﺇ 981 | ﺩ.ﺇ 841 | ﺩ.ﺇ 852 | ﺩ.ﺇ 878 | ﺩ.ﺇ 1,102 | ﺩ.ﺇ 944 | ﺩ.ﺇ 826 | ﺩ.ﺇ 768 | ﺩ.ﺇ 823 | ﺩ.ﺇ 742 |
| Avg. temp | 17°C | 18°C | 20°C | 23°C | 26°C | 28°C | 29°C | 29°C | 28°C | 25°C | 21°C | 18°C |
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