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

ValueOutdoor spacesBeach

4.96 out of 5 average rating, 133 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 spacesAccess

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

Welcome to Pelican Cove. Relax in our newly renovated 3-bed, 2-bathroom canal-front home with direct Gulf access and a 12 ft floating dock. Bring your boat or use our included kayaks to explore the stunning coastline, Anclote Key, and local islands. This dog-friendly getaway features smart TVs in every room, a fully stocked kitchen, Wi-Fi, and in-home laundry. Enjoy coffee on the patio overlooking the canal, or grill dinner after a day on the water. *Please check out “other things to note”!*

LocationValueBackyard

4.96 out of 5 average rating, 109 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 spacesSleep quality

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.

4.99 out of 5 average rating, 102 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!

ValueOutdoor spacesBeach

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.

4.99 out of 5 average rating, 77 reviews

Beautiful Home with a Pontoon!

Relax in your own little piece of paradise! Newly remodeled home on the water with direct Gulf access AND a boat for your own personal use!* Spend your days fishing, kayaking or cruising to the local island! Spend your evenings relaxing on the deck watching the sunset, gathered around the firepit, watching a movie or enjoying a sunset cruise! The incredibly spacious home has everything you need to have an amazing & memorable vacation! Keyless entry makes coming & going a breeze!

ValueLocationBathroom

4.96 out of 5 average rating, 113 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.

LocationValueComfort

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

4.77 out of 5 average rating, 119 reviews

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.

ValueLocationBeach

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, 131 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.

ValueLocationAccuracy

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.

5.0 out of 5 average rating, 107 reviews

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.

Outdoor spacesValueParking

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.

Outdoor spacesLocationSleep quality

A serene waterfront view is captured during sunset, showcasing vibrant hues of orange and pink reflected on the calm water. A palm tree can be seen in the foreground, with a paved pathway alongside the shoreline leading into the distance.

4.89 out of 5 average rating, 159 reviews

Gulf of Mexico Waterfront Retreat.

Freshly redone home that is yours to enjoy. Relax on the dock or in the large Florida room to witness a gorgeous sunset. This home has 2 bedrooms, 1 bath, a beautiful modern kitchen, new central AC, and a screened porch. Fenced in back yard for your pet. We are very dog friendly and do not charge a pet fee. We respectfully request cleaning up after any dog ‘deposits’. Quiet neighborhood. A short drive or bike ride to several restaurants.

Outdoor spacesValueTV

Popular amenities for New Port Richey kayak rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with a Kayak

4.98 out of 5 average rating, 105 reviews

The image captures the serene Weeki Wachee River, characterized by its clear waters and lush greenery lining both banks. A wooden dock with a ladder leads down to the water, while gentle ripples and blue sky complement the natural landscape.

Home in Spring Hill

Home On the River - Weeki Wachee Cabin

Outdoor spacesValueView

4.99 out of 5 average rating, 228 reviews

Home in Weeki Wachee

Riverfront Escape on the Weeki Wachee with Kayaks

Outdoor spacesLocationAccuracy

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

LocationOutdoor spacesDecor

5.0 out of 5 average rating, 8 reviews

Gulf Harbors Getaway!

LocationOutdoor spacesPool

Superhost

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.

4.72 out of 5 average rating, 190 reviews

Gulf Harbors Getaway Home with Pool

LocationValueGetting around

4.97 out of 5 average rating, 61 reviews

An inviting pool lanai is showcased, featuring comfortable lounge chairs and small tables. An umbrella provides shade, enhancing relaxation by the heated pool. A serene lake view is visible beyond the screened enclosure, surrounded by greenery and residential properties.

Home in Port Richey

Lakefront House with Heated Pool

ValueOutdoor spacesCheckout

5.0 out of 5 average rating, 17 reviews

Waterfront Home w/ Heated Salt Water Pool & Spa

Outdoor spacesLocationView

4.96 out of 5 average rating, 49 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

Outdoor spacesValueNearby

Cottages 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

ValueLocationNearby

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

Outdoor spacesLocationCondition

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

LocationValueWi-Fi

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)

Outdoor spacesValueTV

4.96 out of 5 average rating, 140 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!!!

ValueLocationView

4.92 out of 5 average rating, 380 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 spacesLocationBeach

4.85 out of 5 average rating, 189 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

Outdoor spacesLocationBathroom

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

Outdoor spacesValueQuiet

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

ValueOutdoor spacesBarbecue

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

ValueLocationHospitality

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

LocationValueBeach

4.98 out of 5 average rating, 59 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

LocationValueAccuracy