
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.

Private RV SITE on spring w dock~ Manatees~Scallop
Enjoy our Private RV SITE on the head of the Homosassa Springs with full hookups, WiFi, dock & water access. Have your coffee while manatees swim by the dock, take a cool dip in the spring water, or toss a line & catch some dinner. The site is shaded with large oak & magnolia trees, perfect for having privacy to enjoy the outdoors. We provide a fire pit, table & chairs, & a large area mat for outside. We welcome guests with boats (check bridge height restrictions). **SITE ONLY RV NOT INCLUDED**

Newly Offered-Great Location - Sleeps 12 + Kayaks
Gulf Access +LOCATION!The whole group will enjoy easy access to everything from this centrally located place. See the drone photos on this ad. This home is ONLY a 5 min via kayaks to : The Main Weeki Wachee River + Rogers Park Playground + Rogers Park Beach + Rogers park Boat Ramp + Jon Boat Rentals + Upper Deck Resturaunt & located on a Deep- Water channel just a couple streets off Shole Line Blvd. Bicycles and Kayaks are included so you can experience the River Life to the fullest!

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.

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!

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!

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.

Stilt 2BR Canal Home | Waterfront Retreat
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.

Driftwood, a tranquil retreat on the Rainbow River
Welcome to Driftwood, a little part of paradise with spectacular sunrises. Driftwood is a peaceful waterfront retreat conveniently located in Blue Cove Dunnellon. Enjoy easy access to kayaking and tubing on the crystal clear Rainbow river, walking/biking on the trails, horse back riding, fishing, bird watching or just Rest & Relax and enjoy the serenity and beauty of the river and wildlife.

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

Manatee Lodge | Waterfront Escape on Clear Water

Weeki Wachee River Escape Waterfront Home w/Kayaks

Waterfront home in Crystal river w/ private dock

Wasted Time on the Weeki Wachee - Kayak & Manatees

Waterfront • Game Room • Kayaks • No Steps

Crystal River Canal front Oasis w/ Private Dock

River Roost w/ Boat Access

Fishbowl House
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

Kayak Kottage: waterfront, kayaks, bikes, dockage

Coastal Cottage Getaway

The Hernando Lake House

A Dream Cottage!!!
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 | $308 SGD | $321 SGD | $308 SGD | $294 SGD | $298 SGD | $307 SGD | $385 SGD | $330 SGD | $289 SGD | $268 SGD | $288 SGD | $259 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 $90 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
- Rainbow Springs State Park
- Tampa Palms Golf & Country Club
- Fort Island Beach
- Fred Howard Park
- World Equestrian Center
- Crystal River Archaeological State Park
- Three Sisters Springs
- Weeki Wachee Springs State Park
- Homosassa Springs Wildlife State Park
- Hunter's Green Country Club
- World Woods Golf Club
- Sunset Beach
- Rogers Park
- Howard Park Beach
- Epperson Lagoon
- The Canyons Zip Line and Adventure Park
- Tarpon Springs Castle Winery
- Snowcat Ridge
- Werner-Boyce Salt Springs State Park
- Hunters Spring Park
- K P Hole Park
- Cedar Lakes Woods & Gardens
- Crystal River




