Holiday rentals with a kayak in Fort Myers Beach

4.98 out of 5 average rating, 194 reviews

The modern kitchen is equipped with white cabinetry and stainless-steel appliances. A circular table with seating for four is positioned near a large glass sliding door that allows natural light and offers views of the outdoor space. A ceiling fan adds comfort to the room.

Guesthouse in Fort Myers

Waterfront Hideaway

This picturesque Airbnb is a hidden gem nestled along a canal, one minute boat ride to the Caloosahatchee River. The living room, bathed in natural light is perfect for taking in the scenic views. The spacious bedroom has a king-size bed, ensuring a night of blissful rest. The full kitchen is equipped with all modern appliances. Close to Sanibel & Fort Myers Beach. Bring your boat & dock it on the seawall, ready to set sail whenever your heart desires. Book now - your coastal paradise awaits!

Superhost

A compact kitchen is equipped with modern appliances, including a coffee maker, microwave, and refrigerator. A granite countertop offers ample workspace, while cabinets provide storage. Soft blue lighting from a sign enhances the atmosphere, and a small dining table is positioned nearby.

Guesthouse in Cape Coral

4.81 out of 5 average rating, 115 reviews

Perfect Place for your Vacations

This Guesthouse has everything you need for your vacation, it is central located, in a peaceful and safe neighborhood and have a very well distributed space. Its located few minutes from the Caloosahatche River and the beautiful beaches of the Gulf of Mexico, it includes bicycles, kayaks, umbrella, beach chairs, fishing rods and other items that will enhance your vacation. It is also very close to highly recommended restaurants, famous shops (walmart,Publix, McDonald) and other essential places.

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.

4.99 out of 5 average rating, 234 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!

A serene outdoor view features palm trees surrounding a saltwater pool, with vibrant sunset colors filling the sky. A covered lanai offers seating options, while two kayaks are docked nearby. A dedicated theater room displays reclining seats, designed for comfort during movie nights.

5 out of 5 average rating, 16 reviews

Waterfront, Salt Water Pool, Theater Room

Everything you need for Family Fun: • Salt water pool • Boat dock w/ 2 kayaks • Fishing poles and crab pots for your use • Outdoor furniture for sunbathing and pool toys • Dinner by the pool, full size dining table & gas grill • 1 mile to beach or downtown • Beach chairs, table and toys • Theater room with seating for 10 on those Florida rainy summer afternoons • Fully stocked with amenities - everything from cooking oil to extra phone chargers • Board Games, Video Games and variety of books

A spacious living area features a leather sofa with a wooden coffee table at its center. Large windows invite natural light, complemented by a ceiling fan above. To the rear, the open layout leads to a dining area and kitchen, enhancing the bright and airy atmosphere.

4.98 out of 5 average rating, 111 reviews

Snowbird Sale! HotTub+Beach Gear+5 min to Town

-5 min to Downtown Cape/10 min to Yacht Club Beach, 20 min to Causeway Beach, 25 min to Ft Myers & Sanibel Beach -Tropical fenced backyard w/ pool, hot tub, gas firepit, swing chair, hammock & Blackstone grill -Beach essentials, boogie boards, umbrellas, beach wagon, cooler & chairs -Board games, ping-pong, corn-hole, darts, 2 kayaks+life jackets -2 Beach Cruiser bikes + helmets -Relaxing enclosed covered patio + string lights, neon sign & grass wall -Canal access for kayak launch 5 min away

Condo in Fort Myers Beach

A living area is seen featuring large glass doors that offer a view of the waterfront. Rattan furniture, including a sofa and coffee table, complements the room. Decorative sea-themed artwork adorns the walls, creating a bright and airy atmosphere.

4.96 out of 5 average rating, 114 reviews

Romance! Awesome Beach & Views! 5 Stars

Feeds the senses & nourishes the soul! Away from the crowds and noise is this spectacular, waterfront (on the beach) 5 Star corner condo allowing you private unobstructed views of the Gulf, San Carlos Pass, Fort Myers Beach, City Lights, Back Bays, wildlife and is on Lover’s Key State Park Beach (#4 in US & 3 miles of pristine white sand shelling beach and 700 acres of nature). Don't risk your chance for a lifetime memorable experience anywhere else. There is bridge construction currently.

5 out of 5 average rating, 12 reviews

An outdoor space features a saltwater pool and a hot tub, both illuminated in soft blue tones under a twilight sky. A large tiki hut provides shaded seating, and lush tropical landscaping surrounds the area, creating a serene and private atmosphere.

Home in Fort Myers Beach

Salt Life-beautiful 2 bed/1 bath-pool-hot tub-tiki

This charming two-bedroom, one-bathroom home is perfect for families, offering comfortable beds and a relaxing atmosphere. Just under half a mile to the beach, Margaritaville, and great restaurants, it’s ideally located for both fun and convenience. Outside, enjoy a private oasis with a saltwater pool, hot tub, and a patio featuring a grilling area and dining space. The large tiki hut offers a lounge area with a smart TV. Located on a canal, it’s perfect for kayaking or fishing off the dock.

5 out of 5 average rating, 93 reviews

A sunlit pool area is framed by palm trees, with views of the canal and neighboring homes in the background. Comfortable loungers are positioned along the poolside, inviting relaxation amidst the tranquil waterfront setting.

Home in Fort Myers Beach

Paradise on canal minutes to Ft Myers Beach/Gulf

Beautiful 3 Bedroom, 3 bath home on a canal with a dock! Bring your boat or jet skis! Enjoy a relaxing stay watching the dolphins and manatee right off the dock. This exquisitely updated home has everything you need for a fantastic vacation. Especially location! 5 minutes to Ft Meyers Beach. Enjoy the resort right in your own backyard. New pool with hot tub and sun shelf. Enjoy beautiful sunsets off the huge patio. Trolly to beach at neighborhood entrance or walk to in minutes.

A heated pool with a clear blue surface is surrounded by a cozy patio area. Lounge chairs provide a space for relaxation, while lush palm trees and vibrant greenery frame the serene waterfront view. A shaded umbrella offers a spot to enjoy the outdoors.

4.99 out of 5 average rating, 139 reviews

Waterfront Oasis•Heated Pool•Dock•Kayaks•Fishing

We designed Sprocket Boathouse as our dream waterfront escape, filled with bright open spaces, thoughtful details, and everything you need (plus a few things you didn’t know you needed). From the heated pool that catches all day sun, to the retro arcade machines, vinyl records, and kayak adventures off your own private dock, every moment here feels easy and relaxed… and make sure to keep a look out for all the wildlife, you can spot iguanas, turtles & herons on the waterfront!

4.99 out of 5 average rating, 149 reviews

An open living area features a cozy seating arrangement with a brown armchair and a textured ottoman. Wall art depicting botanical themes complements the neutral walls. A modern kitchen bar with three stools is visible, lending to the inviting and functional design of the space.

Home in Naples Park

Pool Bikes & Beach | Paddle Board Included

We welcome your family of up to 2 adults & 3 children. You will be close to sandy beaches, great restaurants and shopping at this great North Naples Location. Just a few minutes from Vanderbilt Beach and Wiggins Pass Park. You will love all the great amenities and be able to relax in this brand new clean apartment. Amenities, Bikes, paddle board, beach wagon and beach towels. Very easy to check-in, you will have your own private entrance and private one car parking available.

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.

4.97 out of 5 average rating, 119 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!

5 out of 5 average rating, 11 reviews

A waterfront beach house is showcased, featuring a wide driveway and lush green lawn. Palm trees and colorful landscaping surround the entrance, where a welcoming façade is visible under a clear blue sky, creating a relaxing atmosphere for guests.

Home in Fort Myers Beach

The Great Escape Beach House/ Pool/ Dock

Escape to this waterfront beach house in sunny Fort Myers Beach! Perfect for families and friends, it features a private pool, a 50ft private dock with direct gulf access. House is only 1/2 a block from beach access. Plenty of outdoor entertainment areas including a large game room, with an outdoor ping pong table and beach accessories. Just minutes from beaches, shops, and dining this is your perfect Florida getaway for fun, relaxation, and unforgettable memories!

Popular amenities for Fort Myers Beach kayak rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with a Kayak

5 out of 5 average rating, 36 reviews

Luxury home with 2 master suites, large pool & spa

5 out of 5 average rating, 51 reviews

A spacious screened pool area is shown, featuring a heated saltwater pool with built-in bench seating. Lounge chairs are positioned along the edge, and a hammock is visible nearby. The outdoor dining area and sectional seating are included, with a 55" Smart TV situated to provide entertainment.

Home in Bonita Springs

Private Palm Oasis - Close to Beach

Superhost

Home in Bokeelia

5 out of 5 average rating, 5 reviews

Just Listed! Coastal Oasis with Private Pool

A sunlit pool area features a private pool and spa, surrounded by lounge chairs and colorful pool floats. Lush greenery and water views are visible through the expansive screens, with a shaded outdoor seating area nearby, creating a relaxed atmosphere for leisure activities.

4.91 out of 5 average rating, 11 reviews

Sunset view Villa

An inviting outdoor space features a large pool and spa, surrounded by a screened lanai. Inside, a modern kitchen with stainless steel appliances is showcased alongside a pool table in a recreational area. Scenic lake views extend beyond the property.

5 out of 5 average rating, 33 reviews

Escape To Your Personal Lakefront Villa On 8 Lakes

An aerial view shows a spacious house adjacent to water, featuring a private pool and a boat dock. Lush greenery surrounds the outdoor area, while multiple houses can be seen along the waterfront. A boat is tied up at the dock, emphasizing the water access.

5 out of 5 average rating, 41 reviews

Casa Marina

An aerial view of a resort-style home features a spacious outdoor area with a pool, surrounded by palm trees. A private boat dock extends into the canal, providing direct access to the water, while seating areas for relaxation are visible on the deck.

5 out of 5 average rating, 49 reviews

Resort Style Luxury Christmas: Canal, Pool, Games

A heated pool is visible, surrounded by a spacious deck that accommodates lounge chairs and includes views of the river and palm trees. The water's surface reflects the clear blue sky, creating a serene outdoor atmosphere.

5 out of 5 average rating, 17 reviews

Riverview@EndPoint -Sunrises+Sunsets - Heat Pool

Cottages with a kayak

Cottage in Bonita Springs

A serene view of the Enchanted Cottage is showcased amidst lush tropical landscaping. Pathways with stone pavers lead towards the quaint entrance, bordered by various palms and flowering plants that enhance the peaceful garden setting.

4.98 out of 5 average rating, 65 reviews

The Enchanted Cottage on the Imperial River

Superhost

The exterior of the villa features a light-colored façade with a sloped roof and a well-maintained lawn adorned with tropical plants. A driveway leads up to a garage on one side, while a double entrance door provides access to the home.

Cottage in Cape Coral

4.65 out of 5 average rating, 51 reviews

Villa The Island Hideaway 2

4.91 out of 5 average rating, 259 reviews

A private heated saltwater pool is surrounded by vibrant palm trees, creating a lush outdoor oasis. White lounge chairs are positioned along the poolside, inviting relaxation under a clear blue sky. A well-maintained grassy area adds to the serene atmosphere.

Cottage in Naples Park

Cottage Close to Vanderbilt Beach Heated Pool

A tranquil waterway is visible, reflecting the surrounding structures and sky. A private boat dock extends into the canal, offering access to boats moored nearby. The scene features well-maintained properties lining the banks, framed by palm trees and grassy areas.

Cottage in Saint James City

5 out of 5 average rating, 7 reviews

Flamingo Bay Cottage

A bright and inviting living area features pastel yellow walls complemented by an array of furnishings in varied hues. The space includes a dining table with chairs, a cozy seating area with a striped sofa, and decorative artwork adorning the walls.

Cottage in Hamlet

4.88 out of 5 average rating, 42 reviews

The Coqui Palace

Cottage in Bonita Springs

An outdoor seating area features a round black table surrounded by six metal chairs, set against a backdrop of white siding. A potted plant sits in the center of the table. Sunlight filters through the nearby window, enhancing the inviting atmosphere.

5 out of 5 average rating, 17 reviews

Quiet Riverside Cottage in Downtown Bonita Springs

A lush green lawn is bordered by palm trees and shrubbery, with a charming house featuring large glass doors. A gentle rainbow arcs over the scene, enhancing the serene atmosphere. Soft lighting from pathway fixtures highlights the stone walkway leading up to the entrance.

Cottage in Fort Myers

Luxury Waterfront Villa + Guest House

A charming island cottage is surrounded by lush palm trees and tropical foliage. Two blue chairs are positioned on the gravel driveway, inviting relaxation. The entrance is framed by vibrant greenery, and a metal roof reflects the sunny skies.

Cottage in Bokeelia

4.72 out of 5 average rating, 197 reviews

Captains Cottage

Other holiday rentals with a kayak

4.96 out of 5 average rating, 24 reviews

An inviting outdoor space features a sparkling pool surrounded by elegant paving. Comfortable lounge chairs are positioned nearby, offering leisurely seating. A two-story structure is visible, with a balcony overseeing the pool area. Lush greenery and palm trees enhance the tropical ambiance.

Villa in Cape Coral

Lux 5 bdrm waterfront, pool&hot-tub, dock Fishing!

A view of the tranquil canal is presented, framed by several turquoise Adirondack chairs arranged in a semi-circle. Lush greenery and palm trees are visible in the background, while a clear blue sky is overhead, enhancing the serene setting.

5 out of 5 average rating, 19 reviews

Waterfront Escape w/ Kayaks, Luxe Kitchen, Hot Tub

5 out of 5 average rating, 54 reviews

An aerial view of the villa showcases a spacious property with a large custom heated saltwater pool, surrounded by a screened lanai. Two kayaks rest on the lush green lawn, and the private dock extends into the calm canal waters.

Villa in Cape Coral

Luxury new construction Villa Ocean Kiss on canal

5 out of 5 average rating, 58 reviews

A heated pool and spa are set within a sun-drenched patio area, complemented by lounge chairs and an umbrella for shade. The surrounding deck features a waterfront view of the canal, enhancing the relaxing outdoor atmosphere.

Villa in Cape Coral

Pool & Spa Villa with Waterfront Views and Kayaks!

4.91 out of 5 average rating, 22 reviews

Townhouse in Cape Coral

Waterfront Condo with Pool & Boat Slip

A serene outdoor space features blue adirondack chairs and a small table set on a patterned rug by the water. A large umbrella provides shade. The backdrop showcases a vibrant sunset over the lake, enhancing the relaxing atmosphere of the setting.

4.98 out of 5 average rating, 55 reviews

Soak in the Stunning Sunsets! Lakefront Home!

5 out of 5 average rating, 13 reviews

A private heated saltwater pool and hot tub are enclosed within a screened patio, featuring a stone coping. A glass of beer rests on the ledge beside the pool. Lush greenery and palm trees are visible in the background, complemented by a clear blue sky.

Home in Fort Myers

Sanibel Causeway-New Villa Pool