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

Firepit, Golf Cart, Kayaks, Pedal Boat, 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!!

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.

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.

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.

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.

Waterfront home in Crystal river w/ private dock
This gorgeous waterfront home w/ private dock is seated right on the edge of the Crystal river with a breathtaking view of the manatees and spring water out of every window! Comfortably sleeps 4 with 2 queen beds and a sleeper sofa for addition guests - 6 guests MAX. Located less than 1 minute from plantation inn. Access to large floating dock for swimming, boat parking and kayak launch. 2 tandem and 2 single kayaks included with rental

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
Holiday House Rentals with a Kayak

Waterfront w/deep KingsBay Channel/2 King Ensuites

Homosassa River Fish Camp

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

Driftwood, a tranquil retreat on the Rainbow River

Sassafied!

Riverfront Escape on the Weeki Wachee with Kayaks

Relaxing Escape

Waterfront • Game Room • Kayaks • No Steps
Cottages 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

Waterfront Cottage with private mooring Rod n Nod

Kayak Kottage: waterfront, kayaks, bikes, dockage

A Dream Cottage!!!

The Hernando Lake House
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

Cotee River Guest Cabin

Log cabin on the river
When is the best time to visit Homosassa?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $339 AUD | $353 AUD | $339 AUD | $324 AUD | $328 AUD | $338 AUD | $424 AUD | $363 AUD | $318 AUD | $295 AUD | $316 AUD | $285 AUD |
| 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 $99 AUD 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 and kid-friendly amenities

Pet-friendly accommodation
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

Wi-Fi availability
70 of Homosassa holiday 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!
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- Weeki Wachee Springs
- Tampa Palms Golf & Country Club
- Rainbow Springs State Park
- Fort Island Beach
- Fred Howard Park
- Weeki Wachee Springs State Park
- Hunter's Green Country Club
- World Equestrian Center
- Homosassa Springs Wildlife State Park
- Three Sisters Springs
- World Woods Golf Club
- Crystal River Archaeological State Park
- Sunset Beach
- Snowcat Ridge
- Howard Park Beach
- Tarpon Springs Castle Winery
- Werner-Boyce Salt Springs State Park
- Hunters Spring Park
- Cedar Lakes Woods & Gardens
- K P Hole Park
- Rogers Park
- Crystal River
- Florida Horse Park
- Sholom Park




