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Holiday rentals with a kayak in Florida

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Top-rated Accommodation with a Kayak in Florida

Guests agree: these holiday homes with a kayak are highly rated for location, cleanliness and more.

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Top Guest favourite
A boat deck is presented with a shaded area featuring a built-in grill and multiple seating arrangements. Lush green grass leads from a paved pathway to the water's edge, while palm trees and tranquil waters create a serene setting.
Home in Hernando Beach
4.99 out of 5 average rating, 131 reviews

Golf Cart, Kayaks, Pedal Boat Included •Waterfront

Welcome to Azalea by the Sea, your perfect vacation escape! Enjoy endless water activities and relaxation right in your own backyard. Highlights You’ll Love: •🛶 Kayaks for exploring the waterways •🌊 Water Mat for fun on the water •🔥 Fire Pit for cozy evenings under the stars •🎯 Cornhole Boards for friendly competition •.🚗 Golf Cart •🌿 5 Minutes to Weeki Wachee River — perfect for kayaking, paddleboarding, or spotting manatees •🎵 Nearby Bars & Restaurants with live entertainment every night!!

Guest favourite
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, 112 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.)

Top Guest favourite
The screened-in pool area features a serene swimming pool with shimmering water, two blue lounge chairs positioned nearby, and views of a wide canal. A thatched-roof Tiki hut can be seen across the water, surrounded by lush greenery.
Home in Cape Coral
4.99 out of 5 average rating, 232 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 favourite
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, 335 reviews

The Cocoa Boho Rooftop Retreat

Escape to your own slice of paradise, a brand-new boho-chic retreat just 2 minutes from the beach! Picture this: ocean views from your private rooftop patio, mimosas in hand, Atlantic breezes flowing through bright, airy interiors. This isn't just accommodation, it's your perfect beach escape. Whether you're planning an unforgettable girls' trip, a romantic poolside retreat, or the ultimate theme park + beach combo vacation, Cocoa Boho delivers that perfect coastal vibe you've been craving.

Top Guest favourite
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, 149 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

Top Guest favourite
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, 129 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

Guest favourite
An aerial view showcases the property with a spacious pool integrated into the backyard. A well-maintained dock extends into the water, illuminated by a green light, accompanied by colorful kayaks. Nearby, palm trees add greenery to the inviting outdoor space.
Home in Hernando Beach
4.91 out of 5 average rating, 108 reviews

Waterfront home heated pool+jacuzzi+game room+golf

Bring your boat or rent nearby! Minutes to prime SCALLOPING waters. Enjoy a HEATED pool, jacuzzi, putting green, ping pong table, massage chair, arcade basketball, paddle boards, kayaks, bicycles, four jetski docks & boat dock. FISH CLEANING STATION ON DOCK. Open floor plan with 3 BR, 3 BA and comfortably sleeps 16. Near boat ramp w/ access to Weeki Wachee springs. Great home for sunset cruises, scallops, dolphin &manatee watching, minutes to bike and hiking trails! Pet friendly!

Top Guest favourite
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, 232 reviews

Bay Lake Cottage

You’ll have the Entire 500sq ft Cottage & private entry, deck/dock, all to yourself. Located on a 37-acre private ski lake.Key-pad entry, private parking. 1 king bed, 1 bath, queen sofa bed, washer/dryer, WiFi, smart TV’s, blackout curtains,shampoo,conditioner,hairdryer,WiFi. Fully stocked kitchen, smokeless grill, wine fridge upon request, k-cup/drip coffee machine. The lake has bass, we provide fishing poles/tackle box. Rentable Kayaks & Canoe. Dogs okay, sorry no cats, pet fee $50.

Top Guest favourite
The living room features a spacious sectional sofa, providing ample seating. Large glass doors open to the outdoor area, enhancing natural light. A mounted TV displays beach scenery, while a modern fireplace adds a touch of warmth. The room's design promotes comfort and relaxation for guests.
Home in Cape Coral
4.97 out of 5 average rating, 118 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 favourite
A tiki hut with cozy seating sits by the waterfront, illuminated by decorative lights. A kayak rests nearby on the dock, which leads to a tranquil canal reflecting the warm hues of a sunset. Tropical landscaping surrounds the heated saltwater pool.
Home in Pompano Beach
4.98 out of 5 average rating, 162 reviews

Near Beach/kayaks/HtdPool/Tiki/BBQ/Gameroom

⭐️RANKED TOP 10% OF HOMES ON AIRBNB 🌊Heated Salt Water Pool (85 degrees year round free of charge) 🌴2 bedrooms plus 3rd Game room with full size futon bed and lockable doors as a 3rd room 🚣Free Kayaks and Paddle boards right off the dock 🐠 70 ft Waterfront / FISH RIGHT OFF THE DOCK 🔥Tiki hut with fire pit & outdoor seating/ BBQ grill 🎯Gameroom 🏡 Fully remodeled home 📺TVs in each bedroom 🏝️Only 2.5 miles to beach! ⛱️Beach essentials included 🚘 4 parking spaces

Top Guest favourite
A screened-in patio surrounds a inviting pool, which reflects the blue sky above. Lush greenery is visible beyond the pool area, complementing the serene waterfront view of the Banana River and the private dock in the background.
Home in Merritt Island
4.98 out of 5 average rating, 233 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 an 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

Top Guest favourite
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
5 out of 5 average rating, 158 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.

Popular amenities for Florida kayak rentals

KitchenWi-FiPoolFree parking on premisesAir conditioning

Holiday House Rentals with a Kayak

Top Guest favourite
An aerial view showcases a waterfront property at night, featuring a softly illuminated pool adjacent to the house. Green lights reflect in the water, highlighting the dock and surrounding greenery. The property is framed by a serene landscape, emphasizing its tranquil atmosphere.
Home in Miami
5 out of 5 average rating, 61 reviews

Waterfront Miami Oasis w/ Kayaks | Heated Pool

Top Guest favourite
The spacious kitchen features modern cabinetry and a large island with seating for four. State-of-the-art appliances, including a double oven and a cooktop, are present. Natural light floods the space through large windows, creating a bright and inviting atmosphere.
Home in Marco Island
5 out of 5 average rating, 18 reviews

Gorgeous Waterfront Home; WALK to Beach and shops

Top Guest favourite
Home in Indian Rocks Beach
5 out of 5 average rating, 11 reviews

Waterfront Manatee Home Pool, Dock, Optional Boat

Top Guest favourite
An aerial view captures the lakefront property, showcasing a sandy beach, a private boat house, and a wooden dock extending into the lake. Lush greenery surrounds the home, and kayaks are visible along the shoreline, highlighting the outdoor recreational opportunities available.
Home in Sebring
4.97 out of 5 average rating, 135 reviews

LakeFront Sunrise Cottage

Top Guest favourite
Home in Cape Coral
5 out of 5 average rating, 9 reviews

Cape Escape | Hot Tub | Heated Pool | Game Room

Guest favourite
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, 194 reviews

New Waterfront Bungalow Retreat + Tropical Vibes

Top Guest favourite
A spacious waterfront home is surrounded by lush greenery and palm trees. The Mediterranean-inspired architecture features a red-tiled roof and large front entrance, along with a neatly paved driveway leading to a two-car garage. Bright blue skies provide a clear backdrop.
Home in Cape Coral
4.97 out of 5 average rating, 116 reviews

Gone Coastal!! Spa+Heated Pool Amenities Galore!

Top Guest favourite
An aerial view captures the canalfront property, showcasing the large pool and spa surrounded by tropical landscaping. The private dock accommodates a boat, while a beach area is visible with lounge chairs and palm trees enhancing the waterfront setting.
Home in Apollo Beach
5 out of 5 average rating, 11 reviews

*New* Waterfront Retreat: Pool, Spa, Dock & Views

Cottages with a kayak

Top Guest favourite
A vibrant sunset casts shades of orange and purple across the sky, reflected in the calm waters of the Eau Gallie River. A wooden dock extends into the water, framed by lush greenery and distant silhouettes of trees, creating a serene ambiance.
Cottage in Melbourne
4.95 out of 5 average rating, 381 reviews

Manatee Point Cottage, Private Waterfront Getaway

Top Guest favourite
A hot tub is situated within a thatched-roof tiki hut, showcasing a relaxing atmosphere. A flat-screen TV is mounted nearby, and views of the natural surroundings are visible through the open structure. Decor includes a decorative sign and a serene backdrop of greenery and water.
Cottage in Palm City
4.98 out of 5 average rating, 126 reviews

Waterfront,BoatDock,Hot Tub,7kayaks!-Private,HGTV

Top Guest favourite
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, 156 reviews

Tranquil Waterfront Cottage

Guest favourite
A spacious outdoor tiki living area features a thatched-roof gazebo overlooking the ocean. Two kayaks rest on the dock, with a fishing rod and tackle box nearby. The scene captures a serene sunset, reflecting light across the water and creating a tranquil ambiance.
Cottage in Key Largo
4.97 out of 5 average rating, 117 reviews

Oceanfront Getaway | Kayaks, BBQ & Stunning View!

Top Guest favourite
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
4.99 out of 5 average rating, 139 reviews

PARADISE POINT on Weeki Wachee (Boat Welcome)

Top Guest favourite
A wooden dock extends over the calm waters of Lake Rousseau, framed by lush greenery. The sky is painted in soft hues of orange and purple as the sun sets, reflecting on the water's surface. Nearby, seating options available for relaxation by the lake.
Cottage in Dunnellon
4.95 out of 5 average rating, 228 reviews

The Lakeside River House

Top Guest favourite
A comfortable seating area is offered with a light-colored couch adorned with colorful pillows. A plant sits on a side table, while large windows provide a view of Lake Stella. Natural light brightens the space, complemented by a patterned rug and stylish cabinetry.
Cottage in Crescent City
4.96 out of 5 average rating, 104 reviews

Lakefront cottage and dock★Free bikes & paddleboat

Top Guest favourite
A cozy bedroom features a metal bed with a soft white spread and decorative teal accents. Natural light enters through two windows framed by light blue curtains. A matching blue cabinet and bedside tables with lamps add functionality and warmth to the space.
Cottage in Weeki Wachee
4.95 out of 5 average rating, 215 reviews

Coastal Cottage Getaway

Cabin rentals with a kayak

Top Guest favourite
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, 150 reviews

Private Waterfront Cabin Retreat with Kayaking

Guest favourite
A tranquil river deck is shown, featuring two lounging chairs positioned to overlook the Suwannee River. Soft light filters through the tree branches above, and lanterns are mounted on wooden posts, adding to the peaceful outdoor setting.
Cabin in Live Oak
4.95 out of 5 average rating, 101 reviews

Cozy Riverfront Retreat -Natural Springs Abound!

Top Guest favourite
Two kayaks rest on the sandy shore near a clear area of Crystal Lake. A small boat is anchored nearby, while several outdoor chairs are positioned for relaxation. The surrounding greenery enhances the natural setting, offering a tranquil spot for outdoor activities.
Cabin in Ocklawaha
4.98 out of 5 average rating, 191 reviews

VERY BEARY CABIN on Crystal Lake

Top Guest favourite
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, 169 reviews

Charming Lakefront Log Home

Top Guest favourite
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, 111 reviews

Twisted Pine Lake Cabin, secluded & near town

Guest favourite
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
4.95 out of 5 average rating, 116 reviews

Tin Roof Cabin at The Cove

Superhost
A cozy living area features wooden walls and a unique patterned couch. A golden-hued coffee table with storage drawers sits centrally, complemented by a small black side table. Warm natural light filters through the large window, adorned with lace curtains, while artwork depicting zebras adds character.
Cabin in Venus
4.85 out of 5 average rating, 151 reviews

Animal Lovers Farm – FREE Horseback Rides +Animals

Guest favourite
A tranquil log cabin is nestled among lush greenery, with a wooden deck extending over calm waters. The surrounding trees provide shade, while the cabin's rustic exterior blends harmoniously with the natural environment, creating a serene retreat.
Cabin in Brooksville
4.85 out of 5 average rating, 174 reviews

Log cabin on the river

Destinations to explore