We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.

Vacation rentals with a kayak in Florida

Find and book unique kayak rentals on Airbnb

Top-rated kayak rentals in Florida

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

0 of 0 items showing

1 of 3 pages

An outdoor space is featured, showcasing a heated pool next to a relaxing seating area. Marina and palm trees can be seen in the background against a colorful sunset sky. Tropical plants add greenery to the serene environment.

Home in Cocoa Beach

4.97 out of 5 average rating, 109 reviews

WaterfrontOasis | HtdPool • Walk2Beach • KBeds

Relax at Cocoa Beach's Distinctive Waterfront Retreat with a Lovely Heated Pool, Al Fresco Dining, Scenic Canal Vistas, and a host of amenities! Just a short half-mile stroll to the beach (10 minutes on foot), and conveniently close to Ron Jon Surf Shop, Cocoa Beach Pier, Cocoa Village, Kennedy Space Center, Cape Canaveral, eateries, bars, and more. Be sure to check out our Guidebooks for recommendations on dining, shopping, and entertainment! Closest Airport - Melbourne Int’l MLB (30-35 min.)

A bright, open living space features light-colored wood flooring and white walls. A spacious gray sectional sofa is positioned near a coffee table, and a large dining table with seating for eight can be seen in the background. Natural light flows in from large windows.

Home in Melbourne

4.98 out of 5 average rating, 184 reviews

New Waterfront Bungalow Retreat + Tropical Vibes

"The River Oak Bungalow" is a brand new 4BR/2.5BA exotic, lush, private estate nestled amongst winding oaks & palms directly on the Indian River Lagoon. Located in the Downtown Eau Gallie Arts District, only a short drive to the Beaches, FIT, USSSA, & MLB Airport. Bring your boat & enjoy a private 100' dock & riverfront sandbar recreation area, huge outdoor deck, spacious backyard, fire pit, tree climbs, paddle boards, and kayaks. Perfect for Family Gatherings, Celebrations, or a staycation!

Top guest favorite

Home in Cape Coral

4.99 out of 5 average rating, 227 reviews

LUX Villa w/ Private Salt Water Pool, Lanai, Canal

Are you looking to swim, relax outdoors, fish and take in beautiful sunsets on a wide gulf access canal? If so you will fall in love with this stunning newly constructed custom built home! The 2750 square foot home is bright & airy with two main bedroom on-suites & a separate family wing! The gourmet kitchen, dining room & great room open via large sliders to the lanai & pool w/ views of the canal in much desired SW Cape! Beach inspired villa! Large captains walk & Tiki! Check out our reviews!

Top guest favorite

The outdoor area features a private saltwater pool with a custom spa, surrounded by lush tropical landscaping. A spacious cabana is included, with comfortable seating beneath flowing white drapes. A shaded umbrella is positioned beside the pool, enhancing the relaxation space.

Home in St. Augustine

4.99 out of 5 average rating, 117 reviews

2023 Lux Home 4bd/3.5ba+HotTub+SaltPool+Walk2Beach

* Built in 2023- luxe coastal furnishings & linens * Featured in 2024 Good Housekeeping Mag🌟 * 2 King Suites (1 on each floor) | 2 Queen Bedrooms | 3.5 Baths * Private Saltwater Pool & Spa/Hot Tub * Poolside Cabana | Outdoor Kitchen | Front Porch * Bikes, Beach Toys, Beach Chairs * Lush Tropical Landscaping * 0.2 miles - gorgeous quiet beach * 5.5 miles- historic downtown St Augustine- The oldest city in the United States! * 0.2 miles - Cap's Restaurant for sunset dinner on the water

A refreshing plunge pool is surrounded by a spacious patio, accented by lounge chairs and stylish seating. The newly constructed guest home features multiple outdoor levels with a spiral staircase, and lush greenery lines the perimeter, enhancing the inviting outdoor space.

Guesthouse in Cocoa Beach

4.96 out of 5 average rating, 316 reviews

The Cocoa Boho Rooftop Retreat

Thinking about your next vacation? Need to unwind? Want to take in ocean views while sipping mimosas on a rooftop patio? Say hello to Cocoa Boho. Brand-new, clean boho-chic with bright & open interiors, a year-round summer breeze and the sounds of the Atlantic. Cocoa Boho is a newly constructed guest home - 2min walk to public beach access, 1.5 miles away from Downtown. If you're booking your next girls trip, poolside retreat or theme park crowd beach escape, Cocoa Boho is that vibe.

Top guest favorite

Tiny home in Key Largo

4.97 out of 5 average rating, 149 reviews

Oasis2 in Key Largo With a million dollar view

Million Dollar view at a fraction of the price! This property is on the water with amazing bay views. It includes one kayak for 2 people, paddle board, fishing rod, washer and dryer, kitchen with all cooking utensils. Note: The upstairs room is not comfortable for seniors or adults, the ceiling height is 4 feet (an adult has to walk on his knees). The property is located on a residential island, restaurants, bars, stores and grocery stores are within a 15 minute drive from the property.

Top guest favorite

A screened-in pool area features a sparkling blue pool surrounded by a concrete deck. Lush greenery and palm trees are visible outside the enclosure, with views of the water enhancing the serene setting.

Home in Merritt Island

4.98 out of 5 average rating, 215 reviews

Waterfront Home with Pool and Private Dock

Unwind in this intercoastal waterfront paradise with breathtaking sunrise views over the Banana River. Spot turtles, dolphins & manatees from your private dock. Retreat into elegance with a sophisticated upscale split floor plan coastal home. 🏡 Close to Cocoa Beach, Port Canaveral & Kennedy Space Center. Disney & Orlando are 40 mins away. 🐠🚣‍♂️ Provided kayaks, fishing poles, beach chairs & pool toys. Send us a message about the ultimate getaway with your own private pool & dock!

The exterior of a two-story stilt home is visible, showcasing a deck with wooden stairs leading up. A bright green kayak is secured beneath the home, highlighting the convenient access to water activities. The facade features a combination of white and black panels, with a vibrant door marking the entrance.

Home in Crystal River

4.97 out of 5 average rating, 108 reviews

Stilted 2BR canal home, full kitchen, yard, pets!

This unique place has a style all its own. Nestled upon an actual island within the Ozello Keys, Crystal River! Backwater canals to the Gulf of Mexico is the view from this loft style, stilt home. Recently renovated with all the conveniences guests love into the overall design. The property offers plenty of parking for all your toys (RV's require prior Host approval). Easily fits up to 8 vehicles. Dog friendly! FOUR Kayaks/Paddles included with your stay! Fully equipped home!

Top guest favorite

An aerial view of the home reveals a spacious backyard adjacent to a yard canal. The property includes a screened-in pool area and various outdoor amenities. Distinct areas such as the master bedroom, guest room, and garage/game room are labeled, along with an outdoor shower and firepit.

Home in Cape Coral

4.97 out of 5 average rating, 116 reviews

2 Kings, Pool, Gulf Canal, Game Room and Kayaks

Unwind Cape Coral welcomes you to sunny southwest Florida, close to magnificent beaches, fishing, shelling, Minnesota Twins Spring Training & much more. Come enjoy this new construction home with heated pool, Kayaks, heated and cooled game room (PlayStation 5), gulf access - salt water canal, 4k oled tv's & many more refreshing amenities. You will love this clean & bright home with lovely décor. Located in the highly sought after Pelican neighborhood of Southwest Cape Coral!

Top guest favorite

A vibrant red kayak is docked at the private launch area, with steps leading up from the water to the screened lanai. The spacious cottage, with its large windows, features colorful decor and a playful sculpture. Lush trees frame the peaceful waterway.

Cottage in Spring Hill

5 out of 5 average rating, 144 reviews

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.

A viewing deck equipped with several white chairs overlooks calm waterways. A small boat and two kayaks are visible at the dock, surrounded by lush reeds and gentle water reflections under a bright blue sky.

Home in Hernando Beach

4.97 out of 5 average rating, 116 reviews

Saltwater Pool • Kayaks • Pedal boat + more!

Discover the perfect spot for a fun-filled vacation with family and friends at Seaside Retreat! Nestled along the beautiful waterways of Hernando Beach, this waterfront getaway offers everything you need for relaxation and adventure. Whether you’re looking to unwind by the pool, paddle through the serene waters, or enjoy lively local entertainment, Seaside Retreat has it all. Book your stay today and make unforgettable memories by the water!!

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, 144 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

Vacation rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Bungalows

Intimate homes. inviting architecture

Cabins

Kick off your hiking boots at these rustic lodgings

Popular amenities for Florida kayak rentals

Free parking on premises

Air conditioning

House rentals with a kayak

Home in Panama City

4.96 out of 5 average rating, 28 reviews

Organic Design with a Resort Style Heated Pool

Top guest favorite

5 out of 5 average rating, 53 reviews

Waterfront Miami Oasis w/ Kayaks | Heated Pool

Home in Cape Coral

5 out of 5 average rating, 6 reviews

Intervillas Florida - Villa Xanadu

Top guest favorite

An aerial view captures a serene pool surrounded by a wooden deck, complemented by lounge chairs and lush palm trees. A tiki hut provides shade nearby. The dock extends into the water, with kayaks stored beside it, offering easy access for water activities.

Home in Cocoa Beach

4.96 out of 5 average rating, 199 reviews

Seasons in the Sun | Cocoa Beach, Florida

A beachfront home stands amidst tall trees, featuring a sandy area leading to the water's edge. Several lounge chairs are arranged on the beach, inviting relaxation, while the house’s elevated structure provides ample space beneath for enjoyable gatherings.

Home in Carrabelle

4.91 out of 5 average rating, 105 reviews

The Bella Beach Treehouse: New Pool. Kayak. Golf

Home in Captiva

4.95 out of 5 average rating, 130 reviews

Steps to Beach Captiva Includes CLUB & Golfcart

A serene outdoor area features several colorful kayaks and a paddleboard resting on the grass, surrounded by lush green trees. There is a fire pit area with seating nearby, all overlooking the calm waters of the Ichetucknee River.

Home in Branford

4.95 out of 5 average rating, 129 reviews

Riverfront Retreat w LAZY RIVER

Top guest favorite

A serene backyard view showcases a sparkling pool with blue mosaic tiles, overlooking a calm canal. Palm trees frame the scene, and comfortable outdoor seating is arranged around the pool area, inviting relaxation in a peaceful atmosphere.

Home in Apollo Beach

4.94 out of 5 average rating, 125 reviews

Waterfront Oasis w/ Pool, Kayaks & Sunset Views

Cottage rentals with a kayak

A private wooden deck is shown, featuring two chairs positioned to overlook a lush green lawn and the Eau Gallie River. Tall bamboo trees and other vegetation are visible in the background, adding to the serene outdoor setting.

Cottage in Melbourne

4.95 out of 5 average rating, 367 reviews

Manatee Point Cottage, Private Waterfront Getaway

Top guest favorite

The cottage is framed by lush greenery and large trees, with a spacious lawn leading toward the serene lake. Large windows line the cottage, allowing natural light to fill the interior. The wrap-around porch offers shaded outdoor seating overlooking the water.

Cottage in Sanford

4.97 out of 5 average rating, 212 reviews

Lakefront,Sanford airport, Boombah, Venue 1902,UCF

Cottage in Eustis

4.95 out of 5 average rating, 120 reviews

Redbird cottage and farm. Equestrian lake cottage

Top guest favorite

A charming yellow cottage is set within a lush green yard, surrounded by mature trees and various plants. A small patio area features a stone table and seating. A blue canoe is positioned nearby, adding to the outdoor atmosphere.

Cottage in Homosassa Springs

4.97 out of 5 average rating, 153 reviews

Tranquil Waterfront Cottage

Top guest favorite

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

4.97 out of 5 average rating, 219 reviews

Bay Lake Cottage

Top guest favorite

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

4.98 out of 5 average rating, 133 reviews

PARADISE POINT on Weeki Wachee (Boat Welcome)

Top guest favorite

A scenic view showcases a spacious green lawn bordered by trees draped in Spanish moss. In the distance, a calm lake is visible, with a wooden dock extending into the water. The tranquil setting is framed by the natural beauty of the surrounding landscape.

Cottage in Dunnellon

4.95 out of 5 average rating, 222 reviews

The Lakeside River House

Top guest favorite

Cottage in Floral City

4.93 out of 5 average rating, 209 reviews

Waterfront Cottage 2BR 1B

Cabin rentals with a kayak

The exterior of the cottage features a stone facade and a covered carport. A well-maintained path leads to the entrance, surrounded by established shrubs and greenery. A gravel driveway provides access, with a fenced yard visible in the background.

Cabin in Mary Esther

4.91 out of 5 average rating, 207 reviews

Safe Harbor Cottage on Santa Rosa Sound - Pets ok!

A shaded outdoor pavilion is equipped with a wooden picnic table beneath a sloped roof. An American flag hangs nearby, and string lights provide a warm glow. The serene water view is visible in the background, highlighting the natural landscape.

Cabin in Fort McCoy

4.94 out of 5 average rating, 156 reviews

Reality Check / Salt Springs with a view

The cabin is surrounded by lush greenery, positioned on a private peninsula. A spacious deck with seating faces the water, offering a serene view of the canal. Natural light filters through the trees, illuminating the inviting structure.

Cabin in Floral City

4.97 out of 5 average rating, 142 reviews

Private Waterfront Cabin Retreat with Kayaking

A colorful cabin exterior is presented, featuring a vibrant green façade accented by white trim. Lush tropical plants surround the property, and a paved driveway leads to the entrance. The setting is surrounded by greenery, providing a serene and inviting atmosphere.

Cabin in Bonita Springs

4.9 out of 5 average rating, 286 reviews

Romantic River Cabin for 2; Beautiful Nature View

A charming cabin is nestled among shaded oak trees, featuring an exterior mural that reflects the surrounding natural beauty. A wooden deck extends from the cabin, providing easy access to the outdoors. Soft sunlight filters through the trees, creating a peaceful atmosphere.

Cabin in Gulf Breeze

4.91 out of 5 average rating, 537 reviews

Waterfront tiny Cabin/ Glamping

Top guest favorite

A charming log home is nestled among large trees draped in Spanish moss, with a well-kept grassy area leading to the lake. The porch is visible, and the peaceful water serves as a backdrop, enhancing the natural beauty of the surroundings.

Cabin in Hawthorne

4.96 out of 5 average rating, 162 reviews

Charming Lakefront Log Home

Top guest favorite

A wooden cabin with a screened porch is set in a lush green landscape. Surrounding trees provide dappled shade, while colorful flowering plants enhance the serene atmosphere. The cabin features a metal roof and is partially obscured by greenery, emphasizing the secluded environment.

Cabin in Tallahassee

5 out of 5 average rating, 100 reviews

Twisted Pine Lake Cabin, secluded & near town

The charming cabin is framed by a wooden pergola adorned with hanging flower pots. Lush greenery surrounds the entrance, with large plants in decorative containers positioned at the front. A clear sky above adds brightness to the inviting exterior.

Cabin in Inverness

4.94 out of 5 average rating, 109 reviews

Tin Roof Cabin at The Cove

Destinations to explore