Vacation rentals with a kayak in Hernando Beach

4.99 out of 5 average rating, 162 reviews

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!

4.98 out of 5 average rating, 115 reviews

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.

Home in Spring Hill

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!

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.

4.89 out of 5 average rating, 111 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

The waterfront home features a spacious deck with outdoor seating, adjacent to a private dock. A hot tub is located nearby, surrounded by a fenced-in backyard lush with greenery. The calm waters of the canal reflect the serene surroundings and palm trees.

4.98 out of 5 average rating, 101 reviews

Hot Tub, Waterfront, Private Dock, Pet, 4 Kayaks

Single level waterfront home, private fishing and boating dock, direct access to the Gulf, hot tub, 4 kayaks, fenced in backyard, loaded kitchen & coffee bar. Welcome to Canal Paradise! We stock this house like we live here. Take it easy at this unique getaway. Located right on the direct ocean access canals of Hernando Beach. Birds, Dolphins, Fish, Manatees, all right in your backyard. Spend the evenings grilling and watching the sunsets right from the floating dock. Boaters paradise!!

A spacious outdoor area features a screened-in heated pool alongside comfortable loungers and seating. A ceiling fan circulates air above the pool deck, which overlooks serene waterfront views with homes in the background. Soft sunlight brightens the inviting space.

5.0 out of 5 average rating, 69 reviews

*NEW* - Waterfront - Heated Pool - 4 Kayak - grill

Waterfront Oasis w/ Heated Pool, Dock + Kayaks! Unwind in your private screened-in heated pool or fish right from the private dock. Bring your boat (up to 26’) & furry friends (small fee). Loaded kitchen, grill (propane included), complimentary coffee bar, snow cone machine, & 4 kayaks for fun on the water. Open floor plan, unbeatable backyard views, and the ultimate Florida waterfront escape — perfect for families, boaters, or couples! Don't miss this 5-star waterfront Florida escape!

A spacious patio area surrounds the heated pool, featuring a table with an umbrella and several comfortable chairs. The screened enclosure allows for unobstructed views of the clear blue water and is complemented by a grill station nearby.

4.94 out of 5 average rating, 109 reviews

Tiki Paradise · Heated Pool · Waterfront · Kayaks

Heated screened-in pool, waterfront with private dock and direct Gulf access. Less than 7 minutes to the Weeki Wachee River — kayaking with manatees. Tiki hut at the water's edge for sunsets, fishing, and dolphin watching. Two floors, sleeps 10. - 3 bedrooms, 3 full bathrooms - 1 king, 2 queens, 2 bunk beds - Loaded coffee bar (Keurig, drip, Nespresso) - Sunroom - Heated screened pool, October 15 – June 30 - Private dock — bring your boat - 4 kayaks, fishing rods, fish cleaning station

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, 139 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!

Aerial view of the Seascape Oasis home showcases the expansive Gulf waters alongside a lush green landscape. The property is surrounded by palm trees and features neighboring homes. The scenery highlights the serene waterway and vibrant greenery, offering a glimpse of the tranquil environment.

4.89 out of 5 average rating, 123 reviews

Oasis on the Gulf- screened heated pool & jacuzzi!

You are renting this ENTIRE Seascape Oasis home sitting on the Gulf, with private water views, screened pool and a private dock for your boat: 3BRs, 2 baths + office BR + living + kitchen + breakfast room + dining room + screened patios + 1 boat dock + Laundry room. Escape to kayaking, scalloping, fishing, crabbing, biking, pool, Florida sunset all at this Seascape Oasis! 5 mins to Weeki Wachee, 1 hr to Tampa, 2 hrs to Disney, minutes to restaurants, boat rentals, Walmart....

4.96 out of 5 average rating, 113 reviews

Home in Hudson

45% OFF- Pet friendly, waterfront, kayaks, fishing

• Private boat dock & floating dock – Bring your boat and keep it secured in the water! • Kayaks included – Explore the scenic canals and nearby waterways. • Tiki hut – Kick back in the shade with a cool drink. • Fenced in backyard - Paved and fenced in backyard. • Fishing right from the backyard – Cast a line and see what you can catch! • Spacious outdoor seating – Enjoy sunset views and coastal breezes. • Immediate access to the Gulf of Mexico - A short boat ride away.

5.0 out of 5 average rating, 131 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.

4.98 out of 5 average rating, 206 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.

Superhost

A wooden dock extends into calm waters, leading to a tranquil canal lined with colorful homes. Soft pastel hues of pink and purple fill the sky at dusk, reflecting on the water's surface, creating a peaceful and serene atmosphere.

4.77 out of 5 average rating, 141 reviews

Gulf-Access Home, Dock & Kayaks—Hernando Beach

Direct Gulf-of-Mexico views with your own dock and free kayaks—launch right from the backyard. Newly remodeled 2,000 sq ft house sleeps 10 in 3 bedrooms (4 beds, 2 baths), with a fully stocked kitchen, 3 4K TVs, washer/dryer, and parking for 5 cars plus an EV fast-charging outlet. Boat down to the Gulf in minutes, or rent jet skis, paddle boards, and charters nearby. Great for families, multi-generational groups, and anglers headed to Hernando Beach.

Popular amenities for Hernando Beach kayak rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a kayak

4.99 out of 5 average rating, 228 reviews

Home in Weeki Wachee

Riverfront Escape on the Weeki Wachee with Kayaks

5.0 out of 5 average rating, 24 reviews

Luxury Waterfront | Pool+Spa | Dock | Kayaks/Views

5.0 out of 5 average rating, 12 reviews

Coppertale Hernando Beach

4.94 out of 5 average rating, 33 reviews

Pool house w private dock, gameroom, kayaks

4.96 out of 5 average rating, 49 reviews

6BR Waterfront • Direct Gulf • Fire Pit • Biliards

4.99 out of 5 average rating, 97 reviews

Sunshine Escape Hernando Beach Direct Gulf Access

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.

4.91 out of 5 average rating, 45 reviews

A Piece of Paradise

5.0 out of 5 average rating, 23 reviews

Dolphins Cove | Direct Gulf Access, Tiki & Pool

Cottage rentals with a kayak

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, 140 reviews

A Dream Cottage!!!

4.92 out of 5 average rating, 182 reviews

The image showcases a calm canal surrounded by lush greenery. The still waters reflect the sky, while gentle ripples indicate the presence of aquatic life. Smooth stones line the edge, creating a natural pathway to the water.

Cottage in Aripeka

The Aripeka Shack

4.99 out of 5 average rating, 170 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)

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, 380 reviews

Kayak Kottage: waterfront, kayaks, bikes, dockage

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.

4.85 out of 5 average rating, 189 reviews

Relax Canalside at our Cottage, fast 200mbps wifi

4.88 out of 5 average rating, 194 reviews

The cottage is situated on a peaceful corner lot by the canal, offering views of its blue exterior and a welcoming porch. Lush greenery surrounds the property, and a clear blue sky reflects in the calm water, enhancing the serene atmosphere.

Cottage in Spring Hill

Weeki Wachee Barefoot Cottage, Waterfront, Kayak’s

4.98 out of 5 average rating, 268 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

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.

4.96 out of 5 average rating, 245 reviews

Coastal Cottage Getaway

Cabin rentals with a kayak

5.0 out of 5 average rating, 122 reviews

An aerial view captures the A-Frame Cedar Cabin nestled alongside a serene waterway. Colorful kayaks are visible on the dock, while lounge chairs and a paddleboard are arranged on the wooden platform. Lush greenery frames the cabin, enhancing the natural riverside setting.

Cabin in Spring Hill

Weeki Wachee-AFrame Stream Dream

4.92 out of 5 average rating, 12 reviews

An aerial view displays a vast expanse of waterways with interconnected canals and clusters of homes lining the shores. The serene landscape reveals pockets of greenery and the Gulf's open waters, creating a tranquil coastal environment.

Cabin in Hernando Beach

Waterfront Weeki Wachee Paradise

4.93 out of 5 average rating, 15 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

4.83 out of 5 average rating, 6 reviews

Cabin in Aripeka

Old FL Cracker Cabin • Aripeka • Kayaks • Fire Pit