Vacation rentals with a kayak in Florida

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Top-rated kayak rentals in Florida

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Top guest favorite

A cozy bedroom features a California king bed adorned with decorative pillows and a textured throw. Light enters through vintage double doors that lead to a private outdoor space with a hammock. A colorful piece of wall art adds character to the cabin's rustic decor.

Tiny home in Orlando

4.96 out of 5 average rating, 297 reviews

Lake View from King Bed+Free Bikes+Kayaks+Espresso

The Perfect Couple’s Getaway❤️ (😊 read our reviews) ‼️NO BOOKING FEE‼️ We Pay All Fees - Espresso Machine☕️ - Couple’s Rain Shower - Heated King Bed - Lake Views from Bed - Hammock in Garden - Grill+Utensils - FREE Bikes+Kayaks+Paddle Boards - Private Garden Yard Seating Wake up to epic lake views from your king bed. Sip strong Cuban espresso, then launch a kayak or paddle board into calm waters—or bike into one of three charming nearby towns: Winter Park, Baldwin Park, or Downtown Orlando.

Guest favorite

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, 102 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 favorite

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

4.99 out of 5 average rating, 178 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!

Superhost

Townhouse in Pensacola

4.93 out of 5 average rating, 107 reviews

Sunny Side: Awesome Waterfront Unit with 4 Kayaks

Welcome to the Sunny Side! Come enjoy fun and relaxation right outside your back door! Sitting directly on a calm, private, shallow cove of Perdido Bay, Sunny Side provides the perfect place for families to swim and play safely. This 2 bed/2.5 bath sleeps 7 people across 4 different beds and includes a fully stocked kitchen, laundry, 4 Kayaks, and more! Spend all day here, tucked away from the hustle and bustle, or take a short 5 minute drive to Perdido Key Beach, restaurants, parks, and more!

Top guest favorite

The private saltwater pool and spa are surrounded by lush tropical landscaping, featuring a covered cabana and chaise lounge seating. The water glows softly in the evening light, with the spa situated adjacent to the pool, creating a serene atmosphere for relaxation.

Home in St. Augustine

4.99 out of 5 average rating, 110 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 favorite

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, 303 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

A serene dock extends over the water, featuring a bright blue kayak secured alongside a comfortable lounge chair. The expansive bay is visible in the distance under a partly cloudy sky, reflecting a peaceful atmosphere ideal for waterfront activities.

Tiny home in Key Largo

4.96 out of 5 average rating, 141 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

4.99 out of 5 average rating, 201 reviews

Waterfront Home with Pool + 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 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, 111 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, 135 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.

Top guest favorite

A three-story beach house is set against a clear blue sky, featuring a light-colored exterior and large windows. Palm trees line the entrance, leading to a stairway that connects to the main door. A private beach area is visible in the background.

Home in Navarre

4.99 out of 5 average rating, 116 reviews

Soundside Paradise

Private waterfront home with boat dock, private beach, community pool and tennis courts. Relax, unwind, and enjoy the views at this private tropical retreat. Paddle or kayak the sound or drop a line in the water to catch and cook some of the best fish Florida has to offer... all right from your backyard! Home features an open floor plan with breathtaking views of the water seen throughout. This one of a kind experience is sure to create lasting memories!

Top guest favorite

Home in Interlachen

5 out of 5 average rating, 126 reviews

Hot Tub, Fire Pit, Kayaks, Paddleboard, Lake Front

Adventure awaits at this lakeside retreat! Paddleboard, kayak, or boat across a 400-acre lake, explore the shores, or dive into a day of water sports. Unwind in the hot tub as the sun sets, then gather around the fire pit for s’mores under the stars. Inside, enjoy lake views, modern comforts, and a cozy space to recharge. After your action-packed day, refresh in the spa-like shower and get ready for another adventure in your perfect getaway!