Holiday rentals with a kayak in Hudson

4.98 out of 5 average rating, 106 reviews

A wooden deck is set up with tall bar stools around a circular table, surrounded by tropical plants. Palm fronds provide shade, while the open space creates a relaxed outdoor dining area. The vibrant green lawn enhances the tropical atmosphere.

Home in Port Richey

Waterfront home w/dock-Kayaks & Jon Boat included!

Escape to this charming two-bedroom waterfront duplex, complete with a floating dock offering direct access to the Gulf of Mexico. Spend your days exploring the area's picturesque mangroves and scenic waterways using the provided battery-powered Jon boat or kayaks. Step outside to a backyard that feels like your own tropical retreat. A surround-sound music system extends throughout the property, creating the perfect atmosphere for entertaining, lounging, or simply soaking in the vacation vibes

4.99 out of 5 average rating, 100 reviews

Sunshine Escape Hernando Beach Direct Gulf Access

🌞 Sunshine Escape – Luxury Waterfront Retreat in Hernando Beach Freshly renovated in 2024, this stylish canal-front escape offers direct Gulf access, a private dock, kayaks, paddleboards, bikes, firepit, and boutique coastal charm. Relax under the waterfront pergola with a drink in hand, explore the water by day, and unwind in comfort by night. Inside, you’ll find a bright living space, fully stocked kitchen, Smart TVs, and comfy bedrooms (King + Queen). Bring your boat, cast a line, or explore

4.71 out of 5 average rating, 7 reviews

Waterfront 4BD Pool Oasis! Billiards Kayaks & Dock

Waterfront 4BR/3BA retreat with private pool, deck, theater room, billiards, kayaks, cornhole & dock! Just 1 mile from Hudson Beach. Perfect for families, fishing trips & group getaways. Relax, play & make unforgettable memories! Treat yourself to free snacks, coffee, tea & hot cocoa w/the Keurig in the fully stocked kitchen. W/D in unit! Enjoy a hot shower or bath. Extra toiletries supplied. 1 King 3 Queens 1 Full 3 Twins 4 Smart TV's .8 miles to Ice Cream Parlor 1 mile to Public Boat Ramp

4.96 out of 5 average rating, 135 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 the beautiful Gulf of Mexico beaches. Enjoy breathtaking sunsets around the fire pit. 3 Kayaks and 1 paddle board (included) or fish from the dock. Or sit and relax on the screened patio with your favorite beverage at the outdoor bar, by the fire pit, or on the dock. Or venture to beautiful downtown Tampa and enjoy the Buccaneers, Tampa Bay Lightning, or the Rays baseball team

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.

4.83 out of 5 average rating, 145 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 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.

5.0 out of 5 average rating, 73 reviews

Beautiful sunsets, waterfront 2/2 pool home

Unwind with your loved ones at Sunset Shore, a meticulously renovated 2/2 *heated pool home accommodating 6 guests. The residence boasts a stunning outdoor living area, perfect for taking in breathtaking sunsets from the screened porch. A spacious patio w/ firepit table connects to the boat dock, ideal for fishing, kayaking, observing marine life, even occasional manatee sightings. Home is near Nature Coast beaches, the fresh waters spring in Homosassa & more. *Pool heating additional charge

4.96 out of 5 average rating, 111 reviews

A tranquil poolside view captures the serene waters of the Anclote River at sunset. Soft purple lighting reflects from the pool's surface. Spacious seating areas invite relaxation, with silhouettes of boats visible in the background against the vibrant sky.

Home in Holiday

Paradise!Renovated waterfront pool home.Sunsets!

Sunsets to die for! Remodeled in 2023 pool house on the Anclote River with access to the Gulf of America.Imagine fishing,kayaking in the backyard & and spotting dolphins!Watch birds, ducks, manatees. All new appliances and granite countertops. New quartz bathroom cabinets!New tiles throughout the house including Florida room. Cooler,chairs&umbrella, kids beach toys. Fishing rods.Bonfire pit.Grill.Heated pool for a fee. Portable crib,stroller, high chair. Come,relax&enjoy No hurricane damage!

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, 106 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!!

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.

4.97 out of 5 average rating, 103 reviews

Angele's House, Waterfront with direct Gulf access

Waterfront home with direct Gulf access. 3 bedrooms, 1.5 baths, living room and eat in kitchen. Screened Lanai with BBQ grill. Outdoor Shower. Backyard offers shaded Pergola w/ Gas Grill and seating area. Bring your boat or rent a boat. Public boat ramp located just down the street. Hudson Beach has plentiful inshore fishing Direct gulf access to reefs and wrecks for a day of offshore fishing or Island hopping! Pet friendly w OWNER APPROVAL ONLY, FEES APPLY! We are a non smoking home!

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.

4.93 out of 5 average rating, 111 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, 142 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!

4.97 out of 5 average rating, 119 reviews

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.

Popular amenities for kayak rentals in Hudson

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a kayak

Home in Weeki Wachee Gardens

A vibrant sunset paints the sky over the tranquil river. An Adirondack chair is positioned on a concrete pad, facing the water. Kayaks are anchored nearby, surrounded by lush greenery and reflections on the calm surface. The inviting scene captures the natural beauty of the river setting.

Bigfoot's Bungalow: Enjoy Clear Main River Waters

4.95 out of 5 average rating, 207 reviews

4.81 out of 5 average rating, 190 reviews

Seascape - WHOLE HOUSE 360 water views, pool, gulf

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

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.

4.94 out of 5 average rating, 32 reviews

Luxury 3BR Waterfront Escape and Boaters Dream

5.0 out of 5 average rating, 24 reviews

Coastal Escape | Boat Slip w/Gulf Access & Fishing

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.

4.82 out of 5 average rating, 87 reviews

SunWild Ventures Home *Golf Cart & Kayaks*

5.0 out of 5 average rating, 53 reviews

Waterfront Retreat • Gulf Access • 6 Kayaks • Dock

A single-story home features a welcoming front porch with a gray door and four windows. The exterior is accented by a light pink wall and gray siding. Green grass surrounds the home, complemented by a small palm tree and planted flowers.

4.83 out of 5 average rating, 42 reviews

Grand Gulf a Water Lovers Paradise

Cottage rentals with a kayak

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

4.98 out of 5 average rating, 207 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

4.88 out of 5 average rating, 195 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

4.96 out of 5 average rating, 141 reviews

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.

Cottage in Weeki Wachee

A Dream Cottage!!!

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)

4.92 out of 5 average rating, 383 reviews

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.

Cottage in Weeki Wachee

Kayak Kottage: waterfront, kayaks, bikes, dockage

4.97 out of 5 average rating, 145 reviews

A serene lakefront view is framed by tall trees draped with Spanish moss. A wooden dock extends into the calm water, providing a space for relaxation. Soft shadows are cast across the lush green lawn, inviting guests to enjoy the peaceful surroundings.

Cottage in Lutz

A little piece of Heaven

4.84 out of 5 average rating, 190 reviews

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.

Cottage in Weeki Wachee

Relax Canalside at our Cottage, fast 200mbps wifi

Cabin rentals with a kayak

5.0 out of 5 average rating, 124 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

AFrameStreamDream-Weeki Wachee River Unique Cabin

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

4.92 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

4.89 out of 5 average rating, 9 reviews

Cabin in Aripeka

Old FL Cracker Cabin • Aripeka • Kayaks • Fire Pit