Vacation rentals with a kayak in Hernando Beach

A boat deck is presented with a shaded area featuring a built-in grill and multiple seating arrangements. Lush green grass leads from a paved pathway to the water's edge, while palm trees and tranquil waters create a serene setting.

4.99 out of 5 average rating, 130 reviews

Golf Cart, Kayaks, Pedal Boat Included •Waterfront

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!!

4.99 out of 5 average rating, 140 reviews

The image features a silver Airstream trailer positioned under a covered wooden structure. A fire pit sits in the foreground, surrounded by a circular metal grate. Rustic wooden benches are placed nearby, and a log rests on the sandy ground, creating a cozy outdoor gathering space.

Camper/RV in Spring Hill

Weeki Waterfront Airstream Glamping Experience

Nestled amidst lush forest views, this tranquil waterfront glamorous camping (glamping) experience promises to lift your soul. Crafted with upcycled materials, it offers amenities (hot tub, outdoor shower, firepit, griddle, bikes, yoga mats, kayaks, & stand-up paddle boards) to ensure a delightful stay. From the dock, it is a 20 min paddle down the canal to the pristine Weeki Wachee River. Relax in the hammock, spot wildlife, or stargaze by the fire. Reconnect & create unforgettable memories.

A serene waterfront scene captures a vibrant sunset over calm waters, reflecting hues of pink and purple in the sky. The grassy bank leads to a wooden dock, inviting guests to enjoy the tranquil views and the peaceful ambiance of the surrounding nature.

4.96 out of 5 average rating, 102 reviews

Endless Summers |Direct Gulf Access |Oversized lot

Unwind at this beautifully newly renovated private waterfront home, perfectly situated on an oversized corner lot—ideal for relaxing or entertaining. Direct Gulf access, this peaceful retreat invites you to fish off the dock, catch live blue crab, or simply enjoy sightings of dolphins and birds. Watch breathtaking sunrises and sunsets from your backyard oasis, or head out on the water for an adventure. you’ll enjoy a quiet, coastal vibe just minutes from restaurants and nearby attractions.

4.83 out of 5 average rating, 115 reviews

A serene canal setting is highlighted, featuring calm waters reflecting the surrounding greenery. Boating docks are visible along the banks, with multiple boats moored. Lush trees create a natural backdrop, while the peaceful atmosphere invites relaxation.

Home in Spring Hill

Flip Flop River Stop

Throw on the flip flops and take it easy at this unique and tranquil getaway! Canal front dock with ladder to enjoy the visiting manatees or a quick paddle to the beautiful, clear Weeki Wachee river In the provided kayaks. Paddle to the springs or enjoy quick boat access to the Gulf for fishing or scalloping. Visit Pine Island, Weeki Wachee mermaids and Buccaneer Bay. One hour north of Tampa. Pets allowed. Must be declared! Max 2 (under 50 pounds each). **Monthly/weekly discounts on booking!

4.98 out of 5 average rating, 165 reviews

A screened-in outdoor space features a large patio area with several lounge chairs and a dining table, all overlooking the river. A kayak is stored nearby, and a built-in ladder leads down to the water for convenient access.

Home in Weeki Wachee

Wasted Time on the Weeki Wachee - Kayak & Manatees

Manatees, fishing, kayaks, crystal clear water and the best location await you at "Wasted Time," our waterfront retreat on the beautiful Weeki Wachee river, minutes from Rogers Park. This 2/2 stilt home is comfortably furnished, sleeps 6 and comes complete with all the essentials and toys you could imagine, including boat dock. It features a large, screened in balcony patio overlooking the river, and an entire screened in entertaining space underneath the home. Direct access to the Gulf!

Superhost

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, 111 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 + gym + 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....

5 out of 5 average rating, 120 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 Sea Pines

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.

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.

5 out of 5 average rating, 157 reviews

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.

4.95 out of 5 average rating, 110 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

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.

4.99 out of 5 average rating, 139 reviews

PARADISE POINT on Weeki Wachee (Boat Welcome)

Find tranquility at Paradise Point, a charming, private STUDIO home so there is not a separate bedroom. Our canal feeds into the Weeki Wachee River just before Rodgers Park. Short, easy paddle, (less than a quarter mile) to the amazingly clear, turquoise rivers. Stunning views from the back porch. Don't miss breathtaking sunsets on the water and watch for manatees, dolphins, and otters. ⭐️ PLEASE NOTE: 🐾 NO pets!

Guest suite in Weeki Wachee

A blue kayak rests on a wooden dock surrounded by vibrant pink flowers. Still waters reflect the colorful homes in the background under a partly cloudy sky, creating a serene and inviting space for outdoor activities.

4.98 out of 5 average rating, 270 reviews

Harbormaster’s Loft-Nature and Kayak

Find your zen...Relax in the surroundings of an 150 acre bird sanctuary. Hear the sounds of the birds and star gaze into the night. Paddle to the crystal clear waters of the weeki wachee from bay lake pond, then 15-20 min nature paddle down canal to river . Observe manatees, birds, otters and turtles , or spend the afternoon at the beach watching dolphins or cast a fishing line into the pond or river..

A spacious deck offers scenic views of the canal, framed by white railings and wooden flooring. Comfortable seating provides a place to relax, while fluffy clouds drift across a bright blue sky, reflecting the tranquil atmosphere of the surrounding waterfront landscape.

4.95 out of 5 average rating, 264 reviews

Gulf Sunset View, Waterfront, Kayaks, Weeki Wachee

Stunning Gulf of America views from Elevated 14-Foot Decks! Enjoy breathtaking sunsets and watch dolphins and manatees glide by from your private fishing dock on a direct-access canal. Minutes from the open Gulf, this home is perfect for catching Redfish, Snook, and Snapper right in your backyard. Explore the serene Weeki Wachee River, a 5-minute drive away. Outside camera for security purposes.

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, 87 reviews

The outdoor area is illuminated by soft lighting, showcasing a spacious lawn with lounge chairs and a red umbrella. The cozy patio area features seating, creating an inviting space for relaxation. A small dog is seen enjoying the yard, adding a touch of life to the scene.

Home in Hudson

Angele's House, Waterfront with direct Gulf access

4.99 out of 5 average rating, 69 reviews

A cozy, newly remodeled home is presented with a welcoming front entry and a small, landscaped yard. The light-colored exterior is complemented by large windows and a front porch with steps. A mixture of trees and greenery surrounds the property, contributing to the tranquil setting.

Home in Hudson

Cozy House With Large Deck

Home in Sea Ranch on the Gulf

At night, a cozy firepit is surrounded by lush palm trees, providing a serene atmosphere. Soft lighting highlights the adjacent outdoor space of the home, where comfortable seating is arranged, creating an inviting spot for relaxation by the water.

4.87 out of 5 average rating, 61 reviews

SunWild Ventures Home *Golf Cart & Kayaks*

4.93 out of 5 average rating, 171 reviews

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.

Home in Spring Hill

Little Bohemia! Waterfront+kayaks+dock+tikitub

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.

4.96 out of 5 average rating, 49 reviews

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

An outdoor dining area features a spacious table with a marble top, surrounded by unique patterned chairs. A pergola offers shade above, overlooking a large swimming pool and waterfront views. Lush greenery enhances the setting, creating a relaxing space for outdoor meals.

5 out of 5 average rating, 12 reviews

NEW/Waterfront/Pool/Outdoor kitchen/ Dock&BoatRamp

A two-story house is seen from across the water, featuring a spacious balcony and an attractive roofline. A private dock is positioned in front, with a clean, open area suitable for mooring a boat. Palm trees and lush greenery enhance the waterfront view.

4.98 out of 5 average rating, 88 reviews

Beautiful Home with direct access to the golf

The exterior of a vibrant yellow home features a stone accent wall and a prominent star detail. Lush green grass surrounds the property, complemented by tropical palm trees. The driveway leads to a garage, and an American flag decorates the front, contributing to a welcoming presence.

5 out of 5 average rating, 23 reviews

3 BR Waterfront w/ heated Pool, kayaks and bikes!

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, 181 reviews

Relax Canalside at our Cottage, fast 200mbps wifi

4.84 out of 5 average rating, 107 reviews

A charming coastal cottage is depicted, featuring a welcoming front porch with rocking chairs and vibrant seating. Lush plants in decorative pots frame the entrance. The exterior is painted in soft grey tones, complemented by white shutters and a serene pathway leading to the door.

Cottage in Crystal Beach

Happy Camper Cottage | Cozy Oasis with Hot Tub

A spacious outdoor deck features various seating options, including woven chairs and bright lounge chairs. A boathouse is visible along the water, surrounded by lush greenery and sunlight filtering through the trees, creating a serene waterfront atmosphere.

4.85 out of 5 average rating, 147 reviews

Welcome to the Weeki Wachee River Boathouse

4.88 out of 5 average rating, 16 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

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, 361 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, 122 reviews

A Dream Cottage!!!

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.

4.89 out of 5 average rating, 168 reviews

Weeki Wachee Barefoot Cottage, Waterfront, Kayak’s

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.

4.95 out of 5 average rating, 109 reviews

Weeki Wachee cottage getaway

Cabin rentals with a kayak

4.92 out of 5 average rating, 13 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

5 out of 5 average rating, 98 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 Cedar Cabin on Weeki Wachee

4.87 out of 5 average rating, 31 reviews

A spacious deck is shown with wooden flooring, surrounded by tall trees draped in Spanish moss. A serene lake is visible in the background, reflecting sunlight through the foliage. The scene provides a tranquil setting for outdoor relaxation near the water's edge.

Cabin in Odessa

LakeHouse Cabin Getaway