
Holiday rentals with a kayak in Homosassa
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Top-rated rentals with kayak in Homosassa
Guests agree: these rentals with kayak are highly rated for location, cleanliness and more.

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.

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.

Scallop and fishing paradise waterfront deep canal
This beautiful stilt home is ready to welcome you! We have a very desirable deep water canal, perfect for any boat. Just 15 minutes from the gulf where you’ll have the best scalloping, fishing, and boating. And you can kayak in the river right from the dock. Our dock can fit two boats up to 40 feet, Watch manatees, dolphins and our sea otter right from the deck! Sleeps 8 and has two beautiful screened porches. Amenities include fully stocked kitchen, whole house generator, kayaks, and a grill

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.

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!

Weeki Wachee River Escape Waterfront Home w/Kayaks
Stay at this Weeki Wachee River Escape! 2 BR, 2 BA, updated coastal-themed home on the river that sleeps up to 6 people with a floating dock! The main house has a large master BR with king bed, full bath, beautiful kitchen and living room with bunk beds (twin and full) The patio is screened-in and has a dining and seating area. The little house has a queen bed, full bath and washer/dryer. Relax out back by a fire pit or cookout on the grill and enjoy the 5 kayaks and paddle board!

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

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!

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 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 kayak rentals in Homosassa
House rentals with a kayak

Homosassa River Fish Camp

Cool Chaz-Waterfront 2 docks/4 kayaks

Driftwood, a tranquil retreat on the Rainbow River

Crystal River Getaway | Sleeps 8 & Boat Parking

Charming River House @ Weeki Wachee!

Relaxing Escape

New Modern Homosassa Home Hot Tub, Putting Green

The Otter House - Wild view and King's Bay access!
Cottage rentals with a kayak

Relax Canalside at our Cottage, fast 200mbps wifi

Cozy Cottage! “ Steps away from Kings Bay!”

PARADISE POINT on Weeki Wachee (Boat Welcome)

The Lakeside River House

The Hernando Lake House

Kayak Kottage: waterfront, kayaks, bikes, dockage

A Dream Cottage!!!

Coastal Cottage Getaway
Cabin rentals with a kayak

Chaz River Charmer

Private Waterfront Cabin Retreat with Kayaking

Stunning Withlacoochee Riverside Cabin 5BR 4BA 16+

A Frame Stream Dream-WeekiWachee River

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 | $306 SGD | $319 SGD | $306 SGD | $292 SGD | $296 SGD | $305 SGD | $382 SGD | $328 SGD | $287 SGD | $266 SGD | $286 SGD | $258 SGD |
| 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 |
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 $89 SGD 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 & child-friendly amenities

Pet-friendly holiday rentals
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

Wifi availability
70 of Homosassa holiday rentals include wifi 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!
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- Weeki Wachee Springs
- Tampa Palms Golf & Country Club
- Rainbow Springs State Park
- Fort Island Beach
- Fred Howard Park
- World Equestrian Center
- Three Sisters Springs
- Weeki Wachee Springs State Park
- Hunter's Green Country Club
- Crystal River Archaeological State Park
- Homosassa Springs Wildlife State Park
- World Woods Golf Club
- Sunset Beach
- Howard Park Beach
- Snowcat Ridge
- Tarpon Springs Castle Winery
- Werner-Boyce Salt Springs State Park
- Hunters Spring Park
- The Canyons Zip Line and Adventure Park
- K P Hole Park
- Cedar Lakes Woods & Gardens
- Epperson Lagoon
- Florida Horse Park
- Crystal River




