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Vacation rentals with a kayak in Manatee County

Find and book unique kayak rentals on Airbnb

Top-rated kayak rentals in Manatee County

Guests agree: these kayak rentals are highly rated for location, cleanliness, and more.

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Top guest favorite

Aerial view showcases the property surrounded by lush greenery, with water views of the Manatee River. The image captures the nearby fishing pier, outdoor spaces, and proximity to the river, emphasizing the serene landscape and natural beauty of the area.

Villa in Bradenton

5 out of 5 average rating, 58 reviews

Tranquil Tide Villa - Waterview! 15 min to beach

Rest easy at this unique & tranquil retreat. With views of the Manatee River & steps from Mineral Springs Park & Riverwalk, you have quick access to fishing, beaches, dining, shopping, parks, & historical sites. This updated one bedroom w/ queen bed one bath villa has a full kitchen and stocked coffee/tea bar. There is a sleeper sofa in the living room as well. The back patio has a view of century old Live Oak Tree, waterfall, gardens, hammock & pool. Let your pup play in the fenced in dog area.

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, 104 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

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, 349 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.

Tiny home in Sarasota

4.96 out of 5 average rating, 369 reviews

@Shellmateisland |tiny home| island| bikes| kayaks

⭑Octagonal 320ft² tiny home sitting on a private 1.5-acre island!⭑ ✯ Lake access ✯ Walk to dining, nightlife, and shopping ✯ Fully equipped + stocked kitchen ✯ Free bikes + kayaks +beach gear ✯ Backyard fire pit + BBQ ✯ Screened-in outdoor lounge w/ hammocks ✯ Smart TV w/ Netflix ✯ Memory foam bed ✯ 426Mbps wifi Ask which fruit trees are in season for a homegrown treat! 3 min → Siesta Key Beach 7 min → Downtown SRQ 12 min → Myakka River State Park (river kayaking + wildlife viewing)

Top guest favorite

An outdoor common area features a decorative umbrella over a bistro table, surrounded by potted plants. A wooden deck leads to a staircase, with warm lights illuminating the setting. A grill is positioned nearby, creating an inviting outdoor space for relaxation.

Guesthouse in Sarasota

4.97 out of 5 average rating, 477 reviews

Quick and Easy Walk Downtown - Tons of Amenities

Are you coming to Sarasota on vacation or perhaps considering moving here? If yes, then the Carriage House is the perfect place to use as a base camp while you explore the area and experience the best Sarasota has to offer. Quick and easy walk to dozens of casual restaurants, cool bars and unique shops. 5 minutes to Selby Gardens. 10 minutes to the Sarasota Bayfront. Main street is half a mile away. We provide tons of amenities including bikes, kayaks, beach chairs and umbrella.

A bright living area is shown, featuring a comfortable gray sofa with patterned throw pillows. A light-colored coffee table sits on a textured area rug. Large glass doors open to a lush backyard, which can be seen through sheer white curtains, allowing natural light to fill the space.

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!

The outdoor space features a putting green surrounded by lush grass and a covered seating area under a pergola. String lights illuminate the area, while a hot tub is nestled in the background, offering a tranquil setting for relaxation.

Home in Bradenton

4.98 out of 5 average rating, 51 reviews

Fall Special! Lux Stay with Amazing Outdoors

**FALL SPECIAL - The longer you stay, the larger the DISCOUNT!** Escape to this home centrally located to shopping, restaurants, IMG and the Beaches! Enjoy the comfort of the spacious 4 bedroom / 4 bath home with amazing backyard which includes a pool, hot tub, fire pit, putting green and pergola with outdoor seating for enjoying the Florida weather. 11 min to Beach 8 min to IMG Academy 7 min to LECOM Field 6 min to Downtown Bradenton and Riverwalk

Cottage in Bradenton

4.95 out of 5 average rating, 43 reviews

2/2 Charming Riverfront Cottage w Deck & Kayaks

Let your worries drift away at this unique and tranquil river house getaway we call the Lazy Gator Lodge. Craftsman cottage offering 2 large bedrooms with en suite bathrooms, open layout with great views of Braden River. The house has a large deck out back plus a fenced in yard for pet owners and families to enjoy. Centrally located for the best of Bradenton/Lakewood Ranch/Sarasota -- and its world class beaches of Siesta Key and Anna Maria.

A private heated saltwater pool is surrounded by a paved patio area. A spiral staircase leads to a rooftop deck with seating. The outdoor kitchen area is visible, featuring a built-in grill and countertop space. Lush greenery borders the property.

Home in Bradenton

4.93 out of 5 average rating, 84 reviews

Sea Gem | Waterfront w/ Pool, Dock + Paddle/Kayaks

BNB Breeze Presents: Sea Gem! This stunning waterfront haven in the heart of the Sunshine State is going to blow you away! Located just 30 minutes away from Siesta Key Beach, this beautiful and entertaining home includes: ✔ Private Dock on the Canal w/ String Lights! ✔ Heated Saltwater Pool ✔ Rooftop Deck w/ Picturesque Views! ✔ Kayaks + Paddle Boards ✔ Outdoor Kitchen! ✔ Dolphin Sightings From the Dock! ✔ An Outdoor Grill + Wine Cooler!

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.

Top guest favorite

A charming exterior of a cottage is showcased, featuring a light-colored facade and a sturdy metal roof. A private patio area is visible with a blue picnic table and outdoor seating, surrounded by landscaping and palm trees, offering a relaxed outdoor space.

Guesthouse in Bradenton

4.98 out of 5 average rating, 190 reviews

Conch Cottage adorable one bedroom with pool.

Take it easy at this unique and tranquil getaway. Conch Cottage is 5 minutes to Anna Maria Island. Walk to Portosueno park and see the Manatees watch the sunset from the park or bridge. Kayak, walk or bike Robinsons Preserve. So much to do in this historic Palma Sola Neighborhood.

Vacation rentals for every style

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Houses

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Cottages

Quaint homes, peaceful surroundings

Popular amenities for Manatee County kayak rentals

Free parking on premises

Air conditioning

House rentals with a kayak

Top guest favorite

A private pool is surrounded by a tropical landscape, featuring palm trees and vibrant plants. The clear water reflects the blue sky, and a spacious deck with paver stones offers a welcoming area for relaxation. A canal can be seen in the background.

Home in Anna Maria

4.95 out of 5 average rating, 183 reviews

Discounted September and October Stays w/Dock-Pool

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

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, 49 reviews

Tranquil Retreat with Treehouse

A private heated pool is surrounded by a spacious patio, offering views of the bay. Lounge chairs are positioned nearby for relaxation. The shimmering water reflects the clear blue sky, creating a serene atmosphere for outdoor enjoyment.

Home in Holmes Beach

4.94 out of 5 average rating, 63 reviews

Bayfront Gem Pool, Spa & walk to Anna Maria Beach

A heated pool is enclosed within a screened area, surrounded by lush greenery and outdoor seating. The pool area features a natural stone deck, with lounge chairs positioned for sunbathing. The peaceful environment offers a private retreat for relaxation and enjoyment.

Home in Sarasota

4.91 out of 5 average rating, 102 reviews

Heated Pool - Just 1 mile to Beach! Updated/Fun!

Home in Sarasota

4.97 out of 5 average rating, 60 reviews

Perfect Family Getaway+ping pong, mini golf, bikes

Home in Siesta Key

5 out of 5 average rating, 3 reviews

Blu Sky Cottage | Waterfront Home w/ Private Pool

A spacious bedroom features a large bed with a light blue and white bedding arrangement. A ceiling fan circulates overhead, and natural light flows in from sliding glass doors leading to an outdoor area. A large indoor plant adds a touch of greenery.

Home in Sarasota

4.96 out of 5 average rating, 56 reviews

Winter Haven Retreat – Steps to Bay & Ringling

Cottage rentals with a kayak

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

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

A narrow garden path is bordered by vibrant pink bougainvillea that arches overhead, creating a colorful canopy. The ground is scattered with fallen petals, and a wooden fence is visible in the background, contributing to a serene and inviting ambiance.

Cottage in Sarasota

4.96 out of 5 average rating, 78 reviews

Cottage by the Bay - free charging, Level 2 EV

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

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, 4 reviews

Cottage & Tree ~ by the Sea

A sunken living room is seen, featuring a gray sectional sofa and a blue sofa. A coffee table sits between them, complemented by a unique side table. A television is positioned on a stand opposite the sofas, with light streaming through the window-covered double doors.

Cottage in Siesta Key

4.9 out of 5 average rating, 169 reviews

Siesta Key Cozy Cottage across from the beach!

Other vacation rentals with a kayak

A bright pink flamingo float rests partially submerged in the clear water of a swimming pool. Sunlight reflects off the surface of the water, enhancing the pool's inviting atmosphere. Surrounding lounge chairs are positioned along the poolside, emphasizing a leisure-friendly environment.

Apartment in Sarasota

4.97 out of 5 average rating, 32 reviews

Siesta Key 2 miles! Pool, Steps to Dining, +Bikes!

An aerial view captures the home's modern blue exterior, featuring multiple outdoor spaces. A spacious pool with illuminated edges reflects the evening sky, while surrounding greenery and a professional putting green enhance the resort-like atmosphere.

Home in Bradenton

4.89 out of 5 average rating, 9 reviews

Waterfront 5BR w/Pool, Spa, Boat Lift, Putting Grn

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 Bradenton

4.98 out of 5 average rating, 48 reviews

15 Min to Beach Entire Home! Gracies Cottage

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, 38 reviews

Stunning Home, Heated Pool and Boat Dock

An aerial view showcases the waterfront property, highlighting the building's proximity to the canal. Nearby greenery and water feature prominently, while the surrounding area includes various residential and commercial structures, indicating a vibrant community. The pool is visible, situated on the property.

Condo in Sarasota

4.96 out of 5 average rating, 23 reviews

Waterfront w/ Pool, mins to SK Beaches, bikes/sups

A modern kitchen with white cabinetry showcases stainless steel appliances, including an oven, microwave, and refrigerator. A central island features seating for four, complementing a bright living area with large windows and a view of the outdoors. Natural light enhances the airy atmosphere.

Condo in Sarasota

5 out of 5 average rating, 12 reviews

Deluxe 2/2 Pool View, terraces, Top Floor

Top guest favorite

A two-story home is visible across the calm waters, featuring a covered balcony with railings and palm trees adorning the front yard. A dock extends into the water, accommodating a watercraft and offering access to the bay.

Apartment in Palmetto

5 out of 5 average rating, 33 reviews

Waterfront Studio relax, work on Snead Island, Fl.

A charming Key West-style house is set amidst lush greenery and palm trees. The wrap-around porch is accessible via wooden steps and features a railing, while a spacious driveway made of pavers leads up to the entrance.

Home in Ellenton

4.91 out of 5 average rating, 54 reviews

Waterfront Key West Style Home

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