Vacation rentals with a kayak in Fort Myers Beach

4.98 out of 5 average rating, 249 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 Iona

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!

The living area features a comfortable sofa arrangement under a ceiling fan, with large windows allowing natural light. The spacious bedroom showcases a four-poster bed, sleek furniture, and warm lighting. An enclosed patio displays a dining setup with colorful tableware, adjacent to a heated pool visible through expansive screen panels.

4.99 out of 5 average rating, 116 reviews

WF Oasis~Htd Pool~Spa~Pets4Free~BBQ~Big Lanai~Dock

Step into the spacious and entertaining 3BR 2Bath nestled in a tranquil canal front area close to many restaurants, shops and attractions. Explore the city or lounge the day away under the fairy-tale tiki hut next to the swimming pool and the private dock. 🐕Pets Stay Free! ✔ 3 Comfy BRs ✔ Open Design Living ✔ Fully Equipped Kitchen ✔ Patio (Heated Pool & Spa, TV, Lounges) ✔ Yard (Tiki Hut, BBQ, Dining, Lawn) ✔ Private Dock and boats ✔ Smart TVs + PS4 + SONOS ✔ High-Speed Wi-Fi ✔ Free Parking

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, 266 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 suite in North Naples

A private patio area features a smooth surface bordered by lush tropical plants and colorful flowers. A three-tiered blue water fountain adds a calming element, accompanied by comfortable seating arrangements. The space is set against a backdrop of vibrant greenery, presenting a serene outdoor escape.

Tropical Garden Studio Cottage (2 miles to beach)

Studio beach cottage experience in North Naples. Take one of the two complementary bicycles on an easy 15 min bike ride to the beautiful Wiggins Pass State Park or Vanderbilt beach. Just 3 miles from the popular Mercado shops, restaurants and theater. Prefer to walk? It's less than 10 mins walking to multiple great restaurants, grocery stores, and even paddle board/boat rentals, fishing trips, dolphin eco sunset & tours. Feeling adventurous? Take one of double kayaks from the dock to the beach.

4.97 out of 5 average rating, 468 reviews

Aerial view of a spacious waterfront property featuring a pool area enclosed by a screen. Lush palm trees surround the structure, with a boat lift visible along the water's edge. The ocean and distant buildings can be seen in the background.

5.0 out of 5 average rating, 19 reviews

Bayfront Bliss

Forget your worries in this spacious & serene home. Boat lift available for renters’ use, able to accommodate up to 24’! Truly relax while watching dolphins and manatees in the back bay of Fort Myers Beach with unmatched panoramic views. The sunrises over the bay are stunning! Take a very short stroll to the other end of the street & find the white sands of FMB where you can enjoy warm sunny days & amazing sunsets! Property is located midland-only 5 streets from Publix! Live like a beach local!

A serene outdoor space presents a newly renovated pool with clear water, surrounded by lounge chairs and a shaded area with a tiki bar. Two hanging chairs with cushions add to the relaxed atmosphere, while views of palm trees and a canal complete the inviting setting.

4.92 out of 5 average rating, 112 reviews

Gulf access Water front 3BD/2BH Boater’s Pool

Welcome to our Newly Renovated House in the Best Location of Cape Coral. This house will be a perfect option for families and friend who want to create unforgettable experiences. Why Book with Us? - 5 Min walking distance to Downtown. - Luxury Neighborhood - Access to the Gulf - great canal view and fishing spot - Pool Table - Kayaks and Bicicles Included - 10 guests (1 Queen Bed , 2 Twin, Queen Sofa Bed.) - Free Parking (4 Cars) - Fully Equipped Kitchen - Fast Wi-Fi - Private Patio…

4.99 out of 5 average rating, 186 reviews

A spacious stilt home features large windows that provide ample natural light. An outdoor deck with seating overlooks the canal, surrounded by palm trees. A boat dock is visible alongside smooth stone pathways leading to the house, creating a tranquil waterside setting.

Home in North Naples

Waterfront ocean access canal, Kayaks, Bikes Beach

We renovated a key west style home into a modern beachy oasis. You can kayak, bike and boat to the beach right from the house! This safe waterfront neighborhood has tons of friendly people out walking, running, biking, dog walking, etc. The house is 1/4 mile to the beach as the crow flys. Beach entrances are 2 miles away. We have 2 nice adult bicycles, kayaks and fishing rods for you to use. Located just off Wiggins Pass Road between 41 and the ocean. Stilt home. Don’t even need a car.

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.

4.98 out of 5 average rating, 141 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! EV Charging!

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.

4.99 out of 5 average rating, 118 reviews

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.

4.9 out of 5 average rating, 130 reviews

Cape Serenity- Luxury Waterfront Residence

This recently renovated, fully equipped home offers serenity and relaxation as you unwind in this gorgeous 3 bed, 3 bath residence. Located off the Caloosahatchee River, it is one of just a few select homes in the area that offers both privacy and luxury, along with direct accessibility to the gulf. Recent upgrades include a newly refinished pool deck, Ev charger, renovated kitchen and bathrooms and modern touches throughout to enhance your experience. Updated photos coming soon!

4.91 out of 5 average rating, 148 reviews

Modern Canal Oasis | Heated Pool | Kayaks & Office

Modern 3-bed canal-front oasis featuring a private heated pool and stunning sunset views. Explore the waterways with provided kayaks or stay productive in the quiet, dedicated office. Ideally located just 10 minutes from downtown Cape Coral and a short drive to Sanibel and Fort Myers beaches. Enjoy a bright, open interior and a screened lanai built for ultimate relaxation. Perfect for families or remote workers. Trust our 12+ years of hosting for a seamless Florida getaway!

A serene waterfront view reveals calm waters reflecting the clear blue sky. Lush palm trees line the water's edge, and nearby homes with red and brown roofs create a peaceful atmosphere. The scene invites relaxation and appreciation of the natural surroundings.

4.97 out of 5 average rating, 126 reviews

“Red Sunset”Waterfront.Gulf Access Heated Pool.

Enjoy beautiful “Red Sunsets” as you relax in paradise. Water front views are gorgeous. Gulf access and close to downtown. Might even see a dolphin or two. Relax…you are on vacation and living your best life! This house is valued at over $900,000 It will be our forever home one day and our masterpiece. We hope you love it! Click on our picture to view our five homes in Cape Coral/Ft. Myers/Delray Beach. All beautiful & with exceptional Super-host service and care.

Popular amenities for Fort Myers Beach kayak rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a kayak

4.94 out of 5 average rating, 188 reviews

Waterfront villa w/ heated pool & lake view.

A serene waterfront view is captured from a dock, showcasing calm waters reflecting palm trees and houses along the shore. The dock is anchored with sturdy posts topped by black finials and surrounded by a gentle rope, emphasizing the peaceful ambiance.

4.97 out of 5 average rating, 168 reviews

Flirty Flamingo Gulf Access Cape Coral Home

Superhost

A spacious living area is captured, featuring a modern dark leather sofa paired with a white coffee table. Natural light fills the room through large glass doors that open to a pool, with inviting seating visible outdoors.

4.87 out of 5 average rating, 112 reviews

DownTown Villa WaterFront/Kayaking/Heated Pool

4.95 out of 5 average rating, 19 reviews

Home in Fort Myers

Elite Living | Kayak | Joy Pool | Outdoor Kitchen!

4.96 out of 5 average rating, 24 reviews

NEW!Pelican Paradise Retreat - Gulf Access

4.94 out of 5 average rating, 53 reviews

A wooden dock extends over calm waters, featuring two blue Adirondack chairs positioned for relaxation. Lush greenery and palm trees are visible in the surrounding area, while several homes line the opposite bank, contributing to the serene setting.

Home in Fort Myers

Excellent Location! Gulf Access, Heated Pool Chic!

A shaded seating area is situated on the dock, featuring two wooden lounge chairs facing the water. The pavilion overhead provides shelter from the sun. The calm river reflects nearby greenery and palm trees, creating a serene waterfront setting.

4.98 out of 5 average rating, 57 reviews

Vietnam-Inspired Cape Villa

The exterior of the home is showcased with a spacious deck featuring seating areas and a Tiki Hut. Lush greenery and palm trees are seen surrounding the property, with clear waters reflecting the sky. An oversized dock extends from the deck into the water.

5.0 out of 5 average rating, 34 reviews

Luxurious Coastal Beach Style-Panoramic Water View

Cottage rentals with a kayak

4.91 out of 5 average rating, 291 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

4.93 out of 5 average rating, 59 reviews

An outdoor patio area is furnished with four black metal chairs, an orange-adirondack chair, and a small table. A barbecue grill is positioned nearby on a paved surface. The backdrop features calm water and a colorful sky at sunset.

Cottage in Matlacha

Waterfront Matlacha Cottage - Sunsets & Fishing!

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

Villa The Island Hideaway 2

4.67 out of 5 average rating, 55 reviews

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.

The Enchanted Cottage on the Imperial River

4.99 out of 5 average rating, 76 reviews

5.0 out of 5 average rating, 38 reviews

A heated saltwater pool reflects the evening sky, showcasing vibrant hues of orange and purple. Lounge chairs are positioned around the pool area, and a tranquil lakeside view is visible, accentuating a peaceful outdoor space.

Cottage in Cape Coral

Sunset Cottage: Lake Front

Cottage in St. James City

A screened-in deck features a circular dining table surrounded by two swivel chairs. Textured bamboo walls and wooden flooring enhance the space, while ceiling fans provide airflow. Large windows allow natural light and views of the surrounding area.

Waterfront/Kayaks/True Salt Life Bliss!

4.91 out of 5 average rating, 111 reviews

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.

Quiet Riverside Cottage in Downtown Bonita Springs

5.0 out of 5 average rating, 19 reviews

Surrounded by tall palm trees, the cottage features a modern facade with large windows. A vibrant exterior showcases a blend of greenery and pebbled landscaping, creating a welcoming entrance. Colorful outdoor seating is positioned in the foreground for relaxation.

Cottage in Bokeelia

Captains Cottage

4.66 out of 5 average rating, 222 reviews

Other vacation rentals with a kayak

Condo in Fort Myers Beach

A tall, modern building is seen from above, surrounded by water and lush greenery. The calm waters reflect the clouds in the clear blue sky. A small parking area and palm trees are visible in the foreground, highlighting the property's serene waterfront location.

Lover's Key Resort Unit #807

4.91 out of 5 average rating, 81 reviews

4.88 out of 5 average rating, 17 reviews

Villa in Iona

Bonaire Grand Luxury Villa

Luxe

Villa in Fort Myers

Mediterranean Waterfront Estate on Caloosahatchee

5.0 out of 5 average rating, 8 reviews

Aerial view of a duplex showcasing a private pool surrounded by loungers, with vibrant green kayaks positioned along the dock. The blue-roofed structure is framed by tropical palms, highlighting its serene bayside location.

4.94 out of 5 average rating, 34 reviews

Blue Heaven*Pool duplex perfect for 2 families!

4.87 out of 5 average rating, 63 reviews

Waterfront Home: Private Pool & Stunning Sea Views

5.0 out of 5 average rating, 36 reviews

Home in Iona

Lakefront: Heated Pool, Minutes From Sanibel 10PPL

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.

5.0 out of 5 average rating, 28 reviews

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