Holiday 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!!

Home in Sea Ranch on the Gulf

The exterior of a freshly redone home is visible, featuring a combination of yellow siding and stone accents. A welcoming sign is positioned near the entrance, surrounded by colorful flower beds with various blooms and maintained landscaping, creating an inviting approach to the property.

4.85 out of 5 average rating, 117 reviews

Waterfront house near Gulf of Mexico

Freshly redone home that is yours to enjoy. 2 bedrooms and 2 bathrooms that can accommodate 4 guests. Enjoy the gorgeous sunsets from either the screened-in back porch or the dock on the canal. Or, jump into the kayak and paddle a very short distance (7 houses down the canal) to the Gulf of Mexico. Fishing tackle and poles are available. Friendly, quiet neighborhood that is great for walking or riding the bikes that are included with the house. Plenty of restaurants or shopping nearby.

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.

4.98 out of 5 average rating, 118 reviews

The exterior of a newly constructed barn loft apartment is shown, featuring a wraparound deck accessed by wooden stairs. Beneath the deck, picnic tables and seating areas are visible among the surrounding greenery and trees. The property is set in a spacious outdoor environment.

Barn in Odessa

Cypress Lakes Barn Retreat

Rest & relax at this newly constructed barn loft apartment, located on a 4 acre hobby farm in Odessa, Florida on a private lake. This one bedroom, one bath and kitchen is clean, fun, and convenient. We have 2 daily feedings of farm animals at which you can participate including horses, cows, goats, & chickens; or you can choose to kayak on the lake. This memorable place is anything but ordinary, and is conveniently located 11 miles from the airport and is a quick drive to dining & shopping.

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, 107 reviews

Weeki Wachee cottage getaway

Weeki Wachee cottage that sleeps 4. Bedroom has a king and the couch pulls out and sleeps 2(kids). Plenty of space outside to park your boat, trailer, or toys. There is a 10x20 RV pad with 30A hookup available for extra. No dump station. Two kayaks, fish cleaning table, fire pit, horseshoes, cornhole, netted gazebo, smartTV, propane grill, board games, laundry. 1 dog w/fee. Hammock outside. WW Springs Park- 3 min drive. Rogers Park - 6 mins /Jenkins, & Linda P are 7 mins. Bayport Park 10 min.

4.83 out of 5 average rating, 114 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!

4.84 out of 5 average rating, 105 reviews

A view of the private dock features wooden posts and a boat lift, with calm water reflecting the surrounding waterfront homes. The scene captures a mix of greenery and colorful buildings in the background, under a cloudy sky that hints at a serene atmosphere.

Home in Hudson

Hudson Beach waterfront house, boat lift, Tiki Hut

**NO CLEANING or PET FEES** Visit is limited to registered guests. List price is for 1 guest: $25/ea additional guest per day (regardless of overnight) with a 6 person limit. Enjoy beautiful canals & manatees/dolphins from the spacious tiki hut. Put your boat on our lift or rent from marina down the street; launch one or all of our 3 kayaks or bring yours; fish from the dock. Walk to: 3 seafood restaurants with live music, Hudson Beach, Robert J. Strickland Park, Skeleton Key Marina

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.

4.9 out of 5 average rating, 105 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 ON DOCK. Open floor plan with 3 BR, 3 BA and comfortably sleeps 16. Near boat ramp w/ access to Weeki Wachee springs. Great home for sunset cruises, 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, 110 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, 119 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, 152 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.

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, 137 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!

Popular amenities for kayak rentals in Hernando Beach

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a kayak

4.69 out of 5 average rating, 156 reviews

The image showcases a heated in-ground pool bordered by light-colored pavers, overlooking a calm canal. Docked boats and palm trees line the water's edge, reflecting under a clear blue sky. The well-kept lawn adds a touch of green to the serene waterside setting.

Home in New Port Richey

Gulf Harbors Getaway Home with Pool

5 out of 5 average rating, 44 reviews

A spacious heated pool area is surrounded by a screened enclosure, featuring clear blue water under bright sunlight. A view of the waterfront is visible beyond the pool, with palm trees and homes reflected in the water. Potted plants add a touch of greenery.

Home in Hudson

Beautiful sunsets, waterfront 2/2 pool home

4.95 out of 5 average rating, 126 reviews

An outdoor living area is surrounded by sandy landscape and lush greenery. Lounge chairs are neatly arranged, while a hammock hangs between two trees. A covered area features seating, enhancing the space's inviting atmosphere. The property provides direct access to a tranquil canal.

Home in Spring Hill

River Beach Retreat: Tiki Bar, Hot Tub, Kayak +BBQ

4.99 out of 5 average rating, 68 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

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, 46 reviews

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

Home in Gulf Island Beach and Tennis Club

A modern kitchen is showcased with gray cabinetry and sleek marble countertops. An island with a matching countertop provides additional workspace. Recessed lighting brightens the area, while large windows offer an outside view. The adjacent room remains partially visible in the background.

5 out of 5 average rating, 14 reviews

marinita Sweet Home, Beach

4.87 out of 5 average rating, 203 reviews

A collection of colorful kayaks is positioned along the wooden dock, showcasing vibrant green, pink, and orange hues. The serene waterfront setting features lush trees and a glimpse of a charming home in the background, inviting leisurely outdoor activities.

Home in Weeki Wachee

PIRATES COVE - FULL ACCESS HOME ON THE WATER

4.94 out of 5 average rating, 233 reviews

The exterior of a two-story home is featured, set in a lush, green environment near a tranquil lagoon. Tall trees and hanging moss frame the structure, which is elevated slightly above the water. The calm water reflects the house and surrounding foliage.

Home in Tarpon Springs

Tree House Treasure

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, 106 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

4.89 out of 5 average rating, 62 reviews

A cozy living room features a light-colored sofa and two accent chairs, each adorned with decorative pillows. Natural light streams through the windows, illuminating the space with a soft glow. A circular coffee table and a wall-mounted fan add to the room's functionality.

Cottage in Odessa

Kayaks, Fire pit, gated community - The 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

4.71 out of 5 average rating, 7 reviews

A wooden dock extends over the crystal clear waters of the Weeki Wachee Springs River. A sturdy metal ladder is positioned at the edge, surrounded by lush greenery on both banks, under a clear blue sky.

Cabin in Spring Hill

Main River Capt Quarter-Kayaks l New Dock l Ladder

5 out of 5 average rating, 96 reviews

The entrance of the A-Frame Cedar Cabin is adorned with a charming sun motif, while the light green exterior contrasts with the brick pathway leading to the door. Planters with greenery are positioned near the entrance, surrounded by tall trees and a clear blue sky.

Cabin in Spring Hill

A Frame Stream Dream Cedar Cabin on Weeki Wachee

4.9 out of 5 average rating, 30 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