Holiday rentals with a kayak in New Port Richey

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

Outdoor spacesValueAmenities

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

LocationOutdoor spacesBackyard

4.93 out of 5 average rating, 41 reviews

Brand new Stylish Ocean paradise 1200sqf hause

Escape to this brand-new, stylish waterfront comunnity home on a private 1-acre wooded lot. Enjoy ultimate relaxation under mature trees and evenings by the fire pit. The modern, design bright interiors private outdoor shade golf clubs E bikes for roaming around the beach, boat access & every accessory you can think of blending luxury with nature. Ideal for boaters and those seeking a quiet beach getaway. Perfect for enjoying serene sunsets and outdoor gatherings in your own secluded oasis.

Outdoor spacesValueBackyard

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.

LocationValueBackyard

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!

LocationOutdoor spacesCondition

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!

LocationOutdoor spacesHospitality

Superhost

A small outdoor area features a glass-top table surrounded by black metal chairs. Potted plants and vibrant flowers add color to the space with a backdrop of a wooden fence. A section of artificial grass enhances the serene atmosphere.

Guest suite in New Port Richey

Adorable one bedroom studio near the beach

Forget your worries in this serene and beautiful space. As soon as you enter the cozy courtyard, you can experience the tranquility of your private area. The studio is fully furnished, and kitchen is equipped with everything you need to prepare a delicious meal. Studio is close to stores, restaurants and shops. Enjoy kayaking on the still beaches of New Port Richey. Weeki Wachee Springs State Park is a 25-minute drive away. Downtown New Port Richey is only 5 minutes away.

ValueLocationCleanliness

4.77 out of 5 average rating, 119 reviews

4.97 out of 5 average rating, 118 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.

LocationValueTV

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.

5.0 out of 5 average rating, 132 reviews

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.

Outdoor spacesValueWi-Fi

Apartment in Tarpon Springs

An aerial view showcases a modern two-story house surrounded by water and greenery. A private boat dock is positioned in the foreground, along with a manicured lawn featuring a putting green and colorful kayaks. Solar panels are visible on the rooftop.

Waterfront Studio Apartment w/access to Gulf

Studio Apartment on ground level. Direct access to Gulf of Mexico w/short boat/kayak ride. Queen-size. Microwave, coffee maker, stove top, refrigerator/freezer, 62" Smart TV, gas BBQ. Hot tub (only available from Oct 1st-May 31st) Enjoy the sun, beautiful nature of Anclote River with 3 kayaks and 3 paddle boards. Daily sightings of dolphins, manatees and many species of birds passing by. Fish right off the sea wall. Beach is a short 2-miles away. Overnight boat docking.

LocationOutdoor spacesCheckout

5.0 out of 5 average rating, 107 reviews

4.99 out of 5 average rating, 228 reviews

Home in Weeki Wachee

Riverfront Escape on the Weeki Wachee with Kayaks

Relax and enjoy the peaceful beauty of the Weeki Wachee River in this riverfront retreat with kayaks included and boat rentals available. Our 2BR/2BA home sleeps 8 with two queen beds and two futons, perfect for families and friends. Lounge on the deck, sip drinks in the lanai, or launch into crystal-clear springs for kayaking and wildlife watching. Minutes from Weeki Wachee Springs State Park, beaches, dining, and shopping — the ideal mix of adventure and relaxation.

Outdoor spacesValueCheck-in

4.99 out of 5 average rating, 393 reviews

A serene outdoor patio area features blue Adirondack chairs arranged around a central fire pit, with a backdrop of lush greenery and clear waters of the Weeki Wachee River. The setting promotes a peaceful connection to nature, inviting relaxation and enjoyment of the surroundings.

Home in Weeki Wachee

Sasquatch Hideaway: Enjoy Clear Main River Waters

Trust me, you want to be on the main river with direct access to the clear waters of the Weeki Wachee. There's a preserve across the river providing added privacy, and just around the corner from Hospital Hole where manatees love to congregate. Our home has been COMPLETELY updated and can accommodate your large group with four large bedrooms! Bring your boat to tie up or use the six single kayaks and a three person canoe provided.

LocationOutdoor spacesWalkability

Popular amenities for New Port Richey kayak rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with a Kayak

4.94 out of 5 average rating, 110 reviews

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.

Home in Hernando Beach

Tiki Paradise · Heated Pool · Waterfront · Kayaks

LocationOutdoor spacesTV

4.98 out of 5 average rating, 118 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

Outdoor spacesValueDecor

A spacious living area is furnished with two comfortable sofas and a coffee table, complemented by a decorative rug. Artwork featuring seashells adorns the walls, and a large television provides entertainment. Natural light flows through the numerous windows, enhancing the open atmosphere.

4.97 out of 5 average rating, 79 reviews

Waterfront Getaway w/ Dock & Kayaks – Dog Friendly

Outdoor spacesLocationCheck-in

4.94 out of 5 average rating, 50 reviews

The exterior of a waterfront home is visible, featuring a white dock and a boat lift. A spacious lawn with palm trees is situated in front of the house, while colorful decorations are draped across the dock. Clear blue skies reflect in the calm water.

Home in Port Richey

Blue Marina House

ValueOutdoor spacesBarbecue

5.0 out of 5 average rating, 18 reviews

Waterfront Home w/ Heated Salt Water Pool & Spa

Outdoor spacesLocationBathroom

A serene waterfront view features a private dock with seating and mooring options. Behind, a home with a screened-in pool area is visible, surrounded by lush greenery. Palm trees sway gently in the breeze, adding a tropical element to the scene.

4.86 out of 5 average rating, 28 reviews

Dockside Nook | Waterfront Dock, Fishing, Pool

Outdoor spacesLocationHot tub

A serene waterfront view is presented with calm waters reflecting a clear blue sky. Two kayaks in vibrant green and blue are positioned along the shore, while multiple boats are docked nearby. A neatly arranged stone path leads towards the water, surrounded by green grass and landscaping.

4.97 out of 5 average rating, 79 reviews

Beautiful Home with a Pontoon!

Outdoor spacesLocationRiver

A person sits in a bright red kayak on calm waters surrounded by lush greenery. The vibrant foliage reflects in the tranquil water, enhancing the serene environment. Sunlight filters through the trees, creating a peaceful atmosphere ideal for nature exploration.

5.0 out of 5 average rating, 22 reviews

Gulfside Getaway - Beaches & Downtown

LocationOutdoor spacesIndoor spaces

Cottages with a kayak

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

LocationOutdoor spacesCheckout

4.98 out of 5 average rating, 270 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, Private Dock, Romantic, Fishing

LocationOutdoor spacesAir conditioning

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

LocationValueWi-Fi

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

ValueLocationKitchen

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)

ValueLocationComfort

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

ValueOutdoor spacesAccess

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

Outdoor spacesValueBiking

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!!!

LocationValueNearby

Cabin rentals with a kayak

5.0 out of 5 average rating, 123 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

LocationOutdoor spacesParks

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

LocationOutdoor spacesAmenities

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

LocationValueCondition

4.98 out of 5 average rating, 61 reviews

The cabin retreat is set against a backdrop of trees beside the crystal-clear river, featuring a spacious deck with ramp access. Brightly colored kayaks are visible along the shore. Two kayakers navigate the water, showcasing the serene environment surrounding the property.

Cabin in Spring Hill

River Run Retreat | Weeki Wachee River Cabin

ValueOutdoor spacesIndoor spaces