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Vacation rentals with a kayak in Bradenton Beach

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Top-rated kayak rentals in Bradenton Beach

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Top guest favorite

A bright and airy living area features large windows allowing natural light to fill the space. Comfortable seating is arranged around a woven coffee table, with art pieces adorning the walls. A door leads to outdoor views, enhancing the inviting atmosphere.

Home in Terra Ceia

4.98 out of 5 average rating, 105 reviews

Private Island Old FL Waterfront Heaven on Earth

Discover the hidden secret of "Terra Ceia Island" (Heaven on Earth.) This 3 bed / 2 bath completely remodeled and charming A frame home offers breath taking sunrises from the bayfront private dock. Imagine enjoying your coffee in adirondack chairs while the sun rises over the Tilette Bayou. Enjoy bike rides through the old Florida country side (Bikes included). And rent a boat and cruise the pristine waterways around the keys. This home has everything you need for relaxation, peace, and fun.

An elegant outdoor space features a heated pool surrounded by stylish stone pavers and tropical landscaping. Large covered porches provide shaded seating areas with colorful furniture, while palm trees enhance the inviting atmosphere of the home's exterior.

Home in Bradenton

4.95 out of 5 average rating, 150 reviews

WOW-King Bed w/86° Pool, Turf Golf green, Beaches

Location! Have fun with the whole family at this stylish home. Just minutes to Anna Maria Island beaches. This incredible newly built home sets the highest standards of luxury living. It’s the ideal retreat with its expansive views of the outdoors from the moment you enter. Open concept with large French doors throughout the home creates the perfect indoor-outdoor lifestyle. Spend the day lounging by the heated pool with a cold drink in your hand. Fun turf yard area with games and putting green

Top guest favorite

A private outdoor space features lush greenery framing a stone pathway leading to a wooden seating area. The area is adorned with tropical plants, creating a serene ambiance. A small bar-height table with stools is visible in the background.

Bungalow in Oldsmar

4.99 out of 5 average rating, 135 reviews

salt living at its best

- Resort Style Water front - Stand alone - Hot tub - Sunrise / sunset views on dock - free Kayaks - Internet / YouTube cable - 65” smart TV - Spacious Bedroom with king size bed, walk in closet and flat TV - Washer and Dryer in unit - Designated work space -Pet friendly - Fenced private patio - Free 2 cars / Boat Parking. - Central location ( beaches, restaurants, Tampa, St Pete’s, safety Harbor, Dunedin - 11 minutes from Ruth Eckerd event Hall - Pristine clean - Coffee station - Dining area

The outdoor area showcases a heated saltwater pool surrounded by lounge chairs and a covered seating area. A manicured artificial turf putting green is prominently featured, providing a playful touch to the spacious backyard, which is framed by lush landscaping and bright skies.

Home in Bradenton

4.79 out of 5 average rating, 350 reviews

Heated saltwater pool home - turf putting green

Private 3 bedroom single family home 4 miles to white sand gulf beaches Longboat Key and Anna Maria Island. HEATED SALTWATER POOL home with access to ride bikes to the beach. Spread out in the oversized backyard with your own private pool and sitting area, featuring artificial turf yard and putting green, and beautiful landscaping. All hurricane damage has been repaired. The fence is fixed and the backyard is again completely private. The pergola pictured in photos was lost in the storm.

Top guest favorite

A waterfront single-family home is depicted, featuring a spacious backyard with lush greenery. A private dock is visible, equipped with a boat lift. The home's screened porch offers a cozy outdoor area, while the surrounding trees provide shade and a natural setting.

Home in Riverview

4.97 out of 5 average rating, 148 reviews

Beautiful Waterfront Home on the Alafia River.

Beautiful Waterfront Single Family home on the Alafia River leading to Tampa Bay and the Gulf of Mexico. Bring your boats, jetskis, Kayaks, water toys, fishing rods, etc. Riverview Civic Center and Boat Ramp is literally a couple of blocks away from the property and trailer parking is available at the property. If it’s your lucky day, you will see manatees, dolphins, snook, redfish and stingrays right from the dock. Excellent fishing, restaurants and nightlife all on the river or by vehicle.

Top guest favorite

A spacious outdoor area features a serene pool, surrounded by a deck for lounging. Tall palm trees provide shade, and a dining area with ample seating overlooks the waterway. The calm surface of the water enhances the tranquil setting of this private waterfront home.

Home in Apollo Beach

4.94 out of 5 average rating, 126 reviews

Waterfront Oasis: Pool, Kayaks & Sunset views

Relax at your waterfront oasis in Apollo Beach with a private pool, kayaks, and sunset views. Spot dolphins and manatees from the backyard or unwind on loungers with outdoor dining and games. Inside: full kitchen, dining area, 2 bedrooms, 2 baths, plus an extra living room with sleeper sofa and closet that serves as a 3rd bedroom. Close to Tampa, beaches, dining, and family attractions — ideal for families, friends, or a romantic getaway in a spacious private home. LIC# DWE3913431

Home in Sarasota

4.94 out of 5 average rating, 111 reviews

Rita Retreat - Beautiful 2/2 with private pool

Welcome to your dream vacation home! This charming rental offers a private pool and a lush green area for relaxation and fun. Situated just 4.6 miles away from the stunning Siesta Key beach, you'll have easy access to sun-kissed sands and sparkling waters. Seafood lovers will be delighted to find the renowned Phillippi Creek Oyster Bar nearby, offering some of the best seafood in town. Embrace the Florida lifestyle and make cherished memories in this wonderful retreat!

A living area features a plush blue sofa and matching lounge chair, placed on a light blue and white striped rug. Large sliding glass doors open to a balcony, allowing natural light to illuminate the space. A coffee table and a side table complete the inviting setup.

Townhouse in Ruskin

4.94 out of 5 average rating, 234 reviews

Waterfront Townhome w/ Heated Pool & Balconies

Relaxation awaits you the moment you step in to Bahia Bungalow, a 2 Bedroom, 1.5 Bath town home nestled in Little Harbor Resort. Little Harbor is located on a partially private guest reserved beach in Ruskin, a short drive from Tampa, Sarasota & St. Pete. The resort overlooks Tampa Bay & features a heated outdoor pool, basketball and pickleball courts, fitness area, a playground & a marina. Dining within the Resort include a bay-view restaurant, a poolside bar/grill.

Two bright turquoise adirondack chairs are positioned on a pebbled shoreline, facing a calm canal. Lush palm trees and greenery surround the area, while distant houses line the opposite bank under a clear blue sky.

Home in Bradenton Beach

4.96 out of 5 average rating, 109 reviews

Waterfront Gem/ Pool Spa+ Dock/ Near Bridge Street

Anna Maria Waterfront oasis! **5 min walk to beach, private dock, pool heat included!!** Relax in the private heated pool, sip coffee on the dock, or walk to the beach. This bright, updated home has spacious living areas, a stocked kitchen, smart TVs, fast Wi-Fi, and cozy beds. Great for families or couples! Grill by the pool, dine under the stars, or fish from the dock. Includes washer/dryer, beach gear, and parking. Your peaceful, sunny getaway awaits—book now!

Top guest favorite

The grotto-style pool area features natural rock formations with cascading waterfalls and lush tropical plants. A hot tub is integrated into the design, providing a relaxing space. The serene water reflects the clear blue sky, while views of the bay are visible in the background.

Home in Oldsmar

5 out of 5 average rating, 145 reviews

Bayside Retreat your tropical oasis

"Bayside Retreat" is a Charming Private 1~bedroom/1 bath with full living room suite, located right on the water of upper Tampa Bay. Spend a quiet day lounging in the grotto pool, kayaking the bay, or a lazy day reading in the hammock. Enjoy breath taking sunrise and sunsets from the dock. Your own Tropical Paradise away from the rest of the world....... Just 15min to Raymond James Stadium. Centrally located 15 miles from TPA Airport

The exterior of a charming yellow bungalow is visible, featuring a covered patio area with potted plants. The entrance is accessed via a set of steps leading to the upper level, while brick pavers create a welcoming pathway.

Apartment in Bradenton Beach

4.87 out of 5 average rating, 394 reviews

Las Palmas Beach Rentals unit 2

Unit 2 Ground floor;800 sq ft; patio; limited beach view . Steps to the white sandy beach across the street Free parking to registered guest. Fully equipped kitchen with markets nearby, Restaurants and shopping, within walking or hop free trolly. Trolly stop nearby. Linens and basic supplies are included. Overnight guest are welcome to arrive early to adventure the island, stay parked until after sunset on departure day.

A well-lit room features two spacious beds dressed in blue linens. A small table and chairs are positioned nearby, along with a flat-screen television mounted on the wall. Sliding glass doors open to a balcony, inviting natural light and providing views of the surrounding area.

Condo in Ruskin

4.88 out of 5 average rating, 114 reviews

Big Oasis at Little Harbor!

Renovated Condo in beautiful Little Harbor Beachfront Resort located in Ruskin, Florida!! A complex full of amenities that you can enjoy during your stay. It has two heated pools and a Jacuzzi which you can use to relax while you vacation. There is also a playground, tennis and basketball courts, and an area for barbecues with tables and chairs to eat with an amazing view! Come and stay in paradise!!!

Vacation rentals for every style

Get the amount of space that is right for you

Houses

A space thats all yours, with room for everyone

Apartments

Convenient locations with everyday essentials

Bungalows

Intimate homes. inviting architecture

Popular amenities for Bradenton Beach kayak rentals

Free parking on premises

Air conditioning

House rentals with a kayak

A screened-in patio surrounds a clear swimming pool, offering views of a serene waterfront. Comfortable lounge chairs line the poolside, complemented by palm trees in the background. The tranquil setting is enhanced by the inviting blue hues of the water.

4.9 out of 5 average rating, 21 reviews

Oceanside 3BR with Private Pool & Boat Lift

Top guest favorite

An aerial view of a single-story home with a blue exterior and a metal roof highlights a private pool surrounded by a spacious patio. Lush landscaping and palm trees create a tropical atmosphere, while a shaded seating area under the umbrella invites relaxation.

Home in Sarasota

5 out of 5 average rating, 39 reviews

Stunning Home, Heated Pool and Boat Dock

A serene pool area is surrounded by lush greenery, including palm trees and colorful plants. A gentle waterfall cascades into the crystal-clear water. Two floating pool toys in vibrant colors rest on the surface, while a green umbrella provides shade nearby.

Home in Sarasota

4.79 out of 5 average rating, 19 reviews

Resort Style Home w/ Hot tub

An outdoor patio area features a large wooden table surrounded by benches. Lush greenery and potted plants add to the environment. A spacious pool is visible in the background, enhanced by partially shaded areas provided by the roof overhead.

Home in Ellenton

4.93 out of 5 average rating, 29 reviews

Waterfront Oasis

The outdoor space is highlighted by a shimmering private pool surrounded by a smooth concrete patio. Cozy lounge chairs are positioned nearby, with a hammock hanging in the shade. The tranquil house sits in the background under a colorful sunset sky.

Home in Bradenton

4.89 out of 5 average rating, 27 reviews

Coastal Haven w/pool in Bradenton

An inviting living area features a spacious sectional sofa adorned with vibrant pillows and a cozy fireplace. Large glass doors provide natural light and views of the outdoor pool area, while a unique coffee table complements the mid-century modern design.

Home in Siesta Key

5 out of 5 average rating, 5 reviews

Mid-Century Modern, Pool, Mins to Siesta Key Beach

Top guest favorite

A tranquil outdoor space features a circular hot tub adjacent to a rectangular swimming pool, both surrounded by brick pavers. The sunset casts soft colors across the water, with a view of boats docked nearby and the silhouette of trees in the distance.

Home in Indian Rocks Beach

5 out of 5 average rating, 177 reviews

Piece of paradise in Indian Rocks Beach.

Home in Bradenton

4.95 out of 5 average rating, 19 reviews

Private Pool + Game Room Near AMI Beach - NEW

Cottage rentals with a kayak

A serene beach scene shows soft, white sand stretching along the shoreline, meeting gentle turquoise waves under a clear blue sky. A few people are visible enjoying the beach, with vibrant green vegetation and distant structures lining the coast.

Cottage in Pass-a-Grille Beach

4.8 out of 5 average rating, 289 reviews

Sunny PaG Island rental w/bikes-just steps2beach

A charming duplex features a bright pink exterior with white awnings. A swing and patio chairs are located in the front yard, surrounded by potted plants. Bicycles are parked nearby, enhancing the inviting atmosphere of this beachside property.

Cottage in Clearwater Beach

4.77 out of 5 average rating, 155 reviews

Pink Gulfside Cottage, Steps to Beach, Pets OK

A modern kitchen features white shiplap walls and an island with a light marble countertop. Four wooden bar stools with caned backs are positioned at the island. Pendant lights with woven shades hang above, and silver appliances are visible in the background.

Cottage in Holmes Beach

4.9 out of 5 average rating, 10 reviews

Anna Maria Cottage w/Golf Cart

The cottage exterior features a light blue facade with a centered front door, flanked by two large windows. A small porch with a bench is present, along with potted plants. A single-car garage is visible, and a manicured lawn surrounds the home.

Cottage in Sarasota

5 out of 5 average rating, 6 reviews

Cottage & Tree ~ by the Sea

The entrance of the cottage is shown, highlighted by a well-lit walkway lined with stones. The well-maintained outdoor space features small shrubs and a wooden deck adorned with a railing, leading to the inviting front door, which is flanked by vibrant accents.

Cottage in Myakka City

4.92 out of 5 average rating, 13 reviews

New Country Cottage on Lake Manatee Lakewood Ranch

Cottage in Bradenton

4.95 out of 5 average rating, 43 reviews

2/2 Charming Riverfront Cottage w Deck & Kayaks

Top guest favorite

A cozy living space features a dark leather couch and a decorative wooden coffee table. Natural light streams through large windows adorned with blue patterned curtains. A flat-screen TV is mounted on the wall, and a wooden cabinet displays nautical-themed decor.

Cottage in Riverview

4.93 out of 5 average rating, 87 reviews

Alafia River Cottage

A wooden bench is positioned on sandy ground near a serene beach. The clear blue sky is visible above, complimented by scattered clouds. The gentle waves of the ocean reflect shades of turquoise, creating a calming coastal view.

Cottage in Holmes Beach

5 out of 5 average rating, 5 reviews

Steps To The Beach, Private & Heated Pool, Renovat

Other vacation rentals with a kayak

Top guest favorite

A spacious living area features a striped, blue and white sofa set with matching armchairs. Large sliding glass doors open to a balcony, providing views of the water. A flat-screen TV is positioned on a low table, and two lamps provide soft lighting.

Condo in Sunset Beach

5 out of 5 average rating, 14 reviews

Land's End 11-404: Gulf Front Gem - 2BD/2BA

Two vibrant green kayaks rest on a stone patio by a serene waterway, surrounded by lush greenery. The area features a fire pit and is bordered by trees, creating a tranquil setting for outdoor enjoyment.

Home in Bradenton

5 out of 5 average rating, 30 reviews

Waterfront/Kayak with Manatees/Pool/Fish

Top guest favorite

A welcoming living space features a comfortable sectional sofa with decorative pillows and an accent coffee table. Natural light filters through a window dressed in sheer curtains, illuminating the warm wood flooring and earthy wall decor. An adjacent dining area is visible, offering a welcoming atmosphere.

Home in Wares Creek

4.98 out of 5 average rating, 48 reviews

15 Min to Beach Entire Home! Gracies Cottage

A clear swimming pool rests within a screened enclosure, surrounded by tropical greenery. Comfortable lounge chairs are positioned by the water's edge, inviting relaxation. The pool features a connected hot tub, offering options for leisure and enjoyment.

Villa in Wimauma

5 out of 5 average rating, 8 reviews

Coastal Farmhouse & Pool

A vibrant treehouse is situated within a lush backyard, featuring bright red railings, a green slide, and swings. The structure is surrounded by greenery and large Live Oak trees, providing a playful space for children to enjoy outdoor activities.

Home in Palmetto

4.92 out of 5 average rating, 51 reviews

Tranquil Retreat with Treehouse

A large saltwater pool is surrounded by comfortable lounge chairs and palm trees, providing a relaxing outdoor environment. The pool area is complemented by a backdrop of the condo building, with multiple levels visible under clear blue skies.

Condo in Bradenton Beach

4.97 out of 5 average rating, 60 reviews

2 BDR, 2 Bath,Fully Loaded Condo, Largest Pool-182

Top guest favorite

A private deck overlooks Heron Lagoon, featuring a dining table with two chairs shaded by a large blue umbrella. Two lounge chairs sit invitingly on the deck, alongside lush greenery and trees that frame the tranquil water view.

Bungalow in Siesta Key

5 out of 5 average rating, 14 reviews

Lagoon, pool, the Ringling at Siesta Key Bungalows

A screened pool area features a private pool surrounded by tropical plants in large pots. The canal can be seen beyond, with colorful kayaks floating nearby. A decorative green wall adds a touch of greenery, creating an inviting outdoor space.

4.74 out of 5 average rating, 54 reviews

Hometown Paradise - Canal, Dock & Heated Pool

Quick stats about vacation rentals with a kayak in Bradenton Beach

Total rentals
20 properties
Nightly prices starting at
€ 145 before taxes and fees
Total number of reviews
1.3K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
20 properties have a pool

Destinations to explore