Holiday rentals with a kayak in Florida

Find and book unique kayak rentals on Airbnb

Top-rated rentals with kayak in Florida

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

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Top guest favourite

This image showcases a single-story home with a spacious pool area, nestled among palm trees. A dock is visible along the water's edge, accommodating kayaks. The backyard is well-maintained, providing views of the canal and landscaped garden.

Home in Cocoa Beach

4.98 out of 5 average rating, 169 reviews

Coral Retreat Waterfront 3 BR /2.5 BA

Have fun with the whole family at this stylish & upscale pool home, direct waterfront with gorgeous water views. Watch the dolphins & manatees from the backyard or while in the pool. Located in a beautiful well-maintained neighborhood in the heart of Cocoa Beach. Remodeled home w/ dock, views of canal & Banana River, Pool, short 0.7 mile walk to the beach! Less than 1 mile to the Pier, Ron Jons, Starbucks, restaurants & shops. 1 hr to Disney, <30 min to Kennedy Space Ctr, Brevard Zoo, Viera

Top 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, 111 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, 230 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!

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.

Guest house in Cocoa Beach

4.96 out of 5 average rating, 324 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

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, 125 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

Top guest favourite

A sunset view is captured from a covered outdoor seating area, showcasing a tranquil waterway. Silhouettes of kayaks and a table are visible, while the setting sun creates a warm glow across the horizon. Natural textures are evident in the thatched roof above.

Tiny home in Key Largo

4.97 out of 5 average rating, 161 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.

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

4.9 out of 5 average rating, 105 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

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, 226 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!

Top guest favourite

A bright sunlit dining area features a round white table surrounded by chairs, with a green plant in a pot nearby. Large glass windows overlook a pool and landscaped backyard, framed by tropical palm trees and vibrant greenery.

Villa in Pompano Beach

5 out of 5 average rating, 207 reviews

OASIS Views! 3mi BEACH+SPA+HTD Pool!

Nautical themed waterfront villa on the nicest street in the city. Watch boats go by with coffee on the 70' dock, join them, or get on the water using our complementary paddle boards & kayaks. Split floor plan and enclosed patio complete with arcade games/foosball overlooking backyard. Grill out under the open back patio watching your favorite team on our outdoor smart TV. The heated pool encourages socializing with various seating plus a large hot tub. 3 miles to the beach!

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

4.97 out of 5 average rating, 158 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 river house is depicted, featuring a wide deck with yellow railings. Below, a sandy area is surrounded by stones, with two blue lounge chairs and a sliding board leading into the water. Kayaks and a boat are visible nearby, along with greenery and a clear blue sky.

Home in Weeki Wachee

4.98 out of 5 average rating, 196 reviews

Riverfront Escape on the Weeki Wachee with Kayaks

Relax and enjoy the peaceful beauty of the Weeki Wachee River in this riverfront retreat with kayaks included and boat rentals available. Our 2BR/2BA home sleeps 8 with two queen beds and two futons, perfect for families and friends. Lounge on the deck, sip drinks in the lanai, or launch into crystal-clear springs for kayaking and wildlife watching. Minutes from Weeki Wachee Springs State Park, beaches, dining, and shopping — the ideal mix of adventure and relaxation.