Vacation rentals with a kayak in Hernando Beach

4.99 out of 5 average rating, 141 reviews

Firepit, Golf Cart, Kayaks, PedalBoat, Fish + more

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!!

5 out of 5 average rating, 112 reviews

A covered outdoor seating area features four dark blue Adirondack chairs arranged around a small fire pit. Wooden decking provides a warm contrast underfoot, while lush greenery lines the waterway in the background, enhancing the serene riverside setting.

Cabin in Spring Hill

A Frame Stream Dream-WeekiWachee River

This charming A-Frame Cedar Cabin is a perfect retreat on the Weeki Wachee River. Families enjoy kayaking, fishing, or relaxing on the dock by the water. In the evening, the atmosphere transforms with underwater lighting and LED dock lights. The cabin features 2 cozy Cedar bedrooms, including one with a spiral staircase and a master suite with water views. The main bathroom has a waterfall faucet and there's a heated outdoor shower nestled in nature. Create unforgettable memories on Weeki Wachee

An aerial view of a spacious three-story home is presented, bordered by lush greenery and palm trees. A private dock extends into the water, featuring seating areas for relaxation. The surrounding area is tranquil, showcasing a blend of natural and residential scenery.

4.98 out of 5 average rating, 108 reviews

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!

A charming cottage exterior is surrounded by tropical trees and well-maintained grass. The building features a mix of blue siding and stone accents, while large windows offer natural light. A cozy patio area with lounge chairs invites relaxation.

4.93 out of 5 average rating, 261 reviews

Weeki Wachee, Florida Entire House- 2 bed 2 bath

Come and relax in our newly remodeled river front cottage. This spacious two bedroom two full bath home sits nestled between beautiful tropical trees on the crystal clear river that leads out to the gulf of mexico. The 20 x 20 master suite consist of a king bed, custom two person rain shower and walk out private balcony. First level has an open floor plan with a fully stocked kitchen ready to entertain family and friends. The garage has 6 kayaks, life jackets, fishing gear, washer and dryer.

Two kayaks, one red and one orange, are anchored near a wooden dock by a turquoise building. Four blue Adirondack chairs are positioned on the patio, which overlooks a grassy area and a canal. Large windows allow natural light into the space.

4.93 out of 5 average rating, 191 reviews

Little Bohemia! Waterfront+kayaks+dock+tikitub

It is impossible not to fall in the love with the Weeki Wachee River - it's magical! The Little Bohemia Lodge is the perfect waterfront getaway - a perfect mix of retro and updated - you'll love the funky fun touches! You will probably find yourself spending most of your time out back watching manatees float by, grilling out, or sitting by the fire pit. Our outdoor Tiki Tub is perfect for hot baths after the cool river! The property comes with 2 tandem kayaks and 2 singles for your enjoyment.

An open living space features a large dining table set for six, accompanied by decorative candles. A cozy seating area in the background includes a sofa and chairs, illuminated by natural light from multiple windows. The vaulted ceiling showcases exposed beams, enhancing the spacious feel.

4.88 out of 5 average rating, 102 reviews

Waterfront A-Frame with Heated Pool, Dock, Kayaks

A Frame with private pool and private fishing/boat dock! Dive into relaxation in our screened-in pool, or fish from our private dock. Bring your boat and jetskis! Features: - Open floor plan - private full screened-in pool - oceanfront! fish right from your backyard! - grill, propane included - private fishing dock - boat slip - can accomodate boats up to 26' - 2 jet ski docks (BYO jetskis) - loaded kitchen - Complimentary coffee bar - kcups, sugars, creamers all included - 5 single kayaks

4.98 out of 5 average rating, 260 reviews

Two wooden Adirondack chairs are positioned on a deck overlooking a serene lake. A floating dock extends into the water, featuring two red lounge cushions. The clear blue sky enhances the tranquil atmosphere, with greenery visible along the shoreline.

Cottage in Tampa

Bay Lake Cottage

You’ll have the Entire 500sq ft Cottage & private entry, deck/dock, all to yourself. Located on a 37-acre private ski lake. Key-pad entry, private parking. 1 king bed, 1 bath, queen sofa bed, washer/dryer, WiFi, smart TV’s, blackout curtains,shampoo,conditioner,hairdryer,WiFi. Fully stocked kitchen, smokeless grill, wine fridge upon request, k-cup/drip coffee machine. The lake has bass, we provide fishing poles/tackle box. Rentable Kayaks & Canoe. Dogs okay, sorry no cats, pet fee $50.

Two individuals are seen fishing from a large private dock next to calm waters, with a boat anchored nearby. Spacious Adirondack chairs offer comfortable seating, while houses with porches and greenery can be observed across the canal under a clear sky.

4.95 out of 5 average rating, 208 reviews

Waterfront | Gulf access | 4 Kayaks | Weeki Wachee

Single level. Waterfront, direct Gulf access, large private dock for fishing and boats! Bring your boat or rent one nearby at the Marina, just a few minutes away! Features: - 4 kayaks - EV Charging. - toiletries, cleaning supplies, ziplock bags, aluminum foil, etc all included - fully loaded kitchen - spices, lots of appliances, Calphalon pots and pans, lots of utensils, etc... - complimentary coffee bar (ground coffee, French Press, kcups, creamers, sugars - see pix for more info)

An aerial view showcases the property with a spacious pool integrated into the backyard. A well-maintained dock extends into the water, illuminated by a green light, accompanied by colorful kayaks. Nearby, palm trees add greenery to the inviting outdoor space.

4.91 out of 5 average rating, 123 reviews

Waterfront home heated pool+jacuzzi+game room+golf

Bring your boat or rent nearby! Minutes to prime SCALLOPING waters. Enjoy a HEATED pool, jacuzzi, putting green, ping pong table, massage chair, arcade basketball, paddle boards, kayaks, bicycles, four jetski docks & boat dock. FISH CLEANING STATION/deep canal. Open floor plan with 4 BR, 3 BA and comfortably sleeps 16. Near boat ramp w/ access to Weeki Wachee springs. Great home for fishing, scallops, dolphin &manatee watching, minutes to bike and hiking trails! Pet friendly!

5 out of 5 average rating, 129 reviews

The kitchen features light turquoise walls and dark wood cabinetry. Open shelving displays dishware and decorative items. A stainless steel stove and microwave are installed, with a large sink beneath a window. Counter space is available for meal preparation and dining.

Home in Hudson

Rachel's Place

Hudson is the best kept secret in Florida. This 2/2 is located just 200 yards from the Gulf of Mexico in the beautiful Sea Pines development. This home is nestled next to thousands of acres of wildlife bird sanctuary. There are kayak trails to follow for hours. Redfish, Sea trout and Mangrove snapper are abundant. This beautifully decorated home is well stocked with anything you may need. There are 2 Kayaks, one two person and one single, 2 adult bikes, and fishing equipment.

4.99 out of 5 average rating, 187 reviews

A colorful cottage with a screened lanai rests along a serene river. Kayaks and a floating island are docked nearby, with reflections shimmering on the water. Lush greenery surrounds the property, creating a tranquil outdoor setting ideal for relaxation and recreation.

Cottage in Spring Hill

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.

4.96 out of 5 average rating, 123 reviews

A stone fire pit is surrounded by two blue chairs, positioned on a grassy area by the waterfront. Trees provide shade, and a dock is visible across the lake, complementing the serene outdoor setting.

Home in Odessa

A perfect Lake House get away

Make some memories at this unique and family-friendly slice of paradise. Located on 100-acre Lake Anne. 20 minutes from beautiful Gulf of Mexico beaches. Enjoy breathtaking sunsets around the fire pit. Kayak, paddle board (included) or fish from the dock. Or sit and relax on the screened patio with your favorite beverage at the outdoor bar. Or venture to beautiful downtown Tampa and enjoy the Buccaneers, Tampa Bay Lightning, or the Rays baseball team

Popular amenities for Hernando Beach kayak rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a kayak

4.94 out of 5 average rating, 17 reviews

Vacation Home: 3 Bedrooms, Gulf Coast View, sleeps

An aerial view captures a waterfront home with a spacious screened-in porch and a pool area. The private dock extends into the canal, surrounded by lush greenery. Nearby, other residences dot the landscape, showcasing a tranquil and connected community atmosphere.

4.95 out of 5 average rating, 44 reviews

Waterfront-Direct Gulf Access-Dock-Kayaks-Pool

An expansive pool area is featured, surrounded by a lush lawn. The clear blue water is complemented by lounge chairs and an umbrella for shade. A nearby dock can be seen providing access to the waterway, with views of surrounding greenery and homes.

5 out of 5 average rating, 24 reviews

Boater's Paradise. No Hurricane Damage

4.96 out of 5 average rating, 28 reviews

A crystal-clear heated pool and jacuzzi are visible, surrounded by a spacious deck with lounge chairs. A private dock extends into the canal, accommodating a boat. The calm water reflects the sky, enhancing the serene outdoor setting.

Home in Hudson

Luxury 3BR Waterfront Escape and Boaters Dream

4.76 out of 5 average rating, 21 reviews

Hot Tub & Firepit Waterfront! Kayaks and Ping Pong

4.92 out of 5 average rating, 219 reviews

Weeki Wachee Pirate House - 6703 W. Richard Dr.

An inviting pool area features a sparkling inground swimming pool, with clear waters inviting relaxation. The surrounding patio is paved with square tiles, while a boat lift and colorful kayaks are visible on the canal in the background under bright blue skies.

4.94 out of 5 average rating, 32 reviews

A Piece of Paradise

4.73 out of 5 average rating, 15 reviews

Hot Tub • Fishing • Kayaking • Gulf Access!

Cottage rentals with a kayak

A collection of four kayaks is displayed on a grassy area beside a canal. The kayaks are in bright colors: yellow, turquoise, and green. Surrounding palm trees and a view of the water create an inviting outdoor setting.

4.86 out of 5 average rating, 184 reviews

Relax Canalside at our Cottage, fast 200mbps wifi

4.59 out of 5 average rating, 102 reviews

River Daze

4.99 out of 5 average rating, 162 reviews

A wooden dock extends into a serene canal, flanked by lush palm trees and vibrant greenery. A gazebo and outdoor seating area are visible in the background, providing inviting spaces for relaxation amidst the tranquil surroundings.

Cottage in Spring Hill

PARADISE POINT on Weeki Wachee (Boat Welcome)

4.85 out of 5 average rating, 20 reviews

A large, partially covered deck offers a view of the canal, accented by palm trees and a clear blue sky. Outdoor seating areas include a wooden rocking chair and several dining chairs, inviting relaxation by the water's edge.

Cottage in Hudson

Water Front Nautical Haven

A cozy bedroom features a metal bed with a soft white spread and decorative teal accents. Natural light enters through two windows framed by light blue curtains. A matching blue cabinet and bedside tables with lamps add functionality and warmth to the space.

4.95 out of 5 average rating, 235 reviews

Coastal Cottage Getaway

Two kayaks glide through calm waters, surrounded by lush greenery and residential properties along the canal. Brightly colored kayaks in orange and yellow contrast against the serene blue water. Sunny trees provide shade and reflections are visible on the water's surface.

4.92 out of 5 average rating, 372 reviews

Kayak Kottage: waterfront, kayaks, bikes, dockage

Lush greenery features prominently in the scene, highlighting various palm trees and colorful flowering plants. The vibrant yellow flowers contrast with the greenery, while a soft lawn extends through the landscape. A sense of tranquility is suggested by the natural setting.

4.96 out of 5 average rating, 135 reviews

A Dream Cottage!!!

4.94 out of 5 average rating, 122 reviews

A cottage featuring a light blue exterior is surrounded by greenery and mature trees. The front yard is spacious, with a gravel pathway leading to the entrance, and the sunset casts warm colors across the sky.

Cottage in Spring Hill

Weeki Wachee cottage getaway

Cabin rentals with a kayak

4.96 out of 5 average rating, 78 reviews

The exterior of a tiny cabin features a wooden deck with two red chairs and a welcoming sign. The cabin is painted in warm orange with contrasting gray trim, and multiple windows allow natural light. A wooden fence surrounds the yard, providing privacy.

Cabin in Land O' Lakes

Tiny Lakefront Cabin

4.93 out of 5 average rating, 14 reviews

The exterior of the cabin is illuminated by string lights, creating a welcoming ambiance. A patio area features seating and a table, while a grill is positioned nearby. A nearby flag adds a touch of character, and greenery can be seen around the space.

Cabin in Port Richey

Cotee River Guest Cabin

4.98 out of 5 average rating, 47 reviews

The cabin is situated alongside a calm river, surrounded by lush trees that display various autumn colors. The two-story structure features a spacious deck and balconies, providing outdoor seating areas. The tranquil water reflects the greenery, creating a peaceful natural setting.

Cabin in Spring Hill

River Run Retreat