Vacation rentals with a kayak in Fort Myers Beach

4.98 out of 5 average rating, 243 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!

LocationValueGrill

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, 115 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

Outdoor spacesLocationWalkability

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

Make some wonderful Memories at our Crystal Blue Beach House! Heated pool! Relax in our Spacious Waterfront Cove Enjoy the Amazing Sunsets in the Expansive Lanai with a 32ft Pool! Outside is a gas BBQ-grill and an extra dining area. Dock your boat rental at the edge of the property! Close drive, or boat ride, to Fort Myers Beach & Sanibel Island! Close to shopping, and restaurants * Close to Twins and Red Sox spring training fields. * Newly remodeled home *Top Notch Neighbor Hood on Quite Street

Outdoor spacesLocationCheck-in

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, 264 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!

LocationOutdoor spacesBiking

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!

Outdoor spacesLocationAccess

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.

Outdoor spacesLocationAccess

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!

Outdoor spacesLocationSleep quality

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, 116 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.

LocationValueHospitality

4.99 out of 5 average rating, 161 reviews

Tropical Sunset Villa•Pool•Dock•Arcade•Kayaks

Welcome to Sprocket Boathouse, your private waterfront escape overlooking one of Cape Coral’s widest canals. Soak up the Florida sunshine from your private heated pool (heat included, no extra fees), then watch incredible sunsets over the water. Kayak the canals or fish straight from your private dock, with kayaks & rods included. Keep an eye out for the local wildlife…iguanas, turtles, herons & more. We’ve thoughtfully created every corner with love to make this your dream escape 🌸

ValueLocationAccess

4.9 out of 5 average rating, 129 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!

LocationValueParking

5.0 out of 5 average rating, 12 reviews

Seaside Villa Aqua

The Seaside Villa Aqua is located directly on Fort Myers Beach and is only a 3-minute walk from the beach. The electrically heated infinity pool with directly connected whirlpool in a south-facing position is perfect for enjoying the sunsets over Fort Myers Beach. A breathtaking experience. Thanks to the outdoor kitchen with gas grill, every barbecue evening or breakfast with freshly brewed coffee at sunrise with friends and family will be an unforgettable experience.

LocationConditionCheck-in

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.

4.98 out of 5 average rating, 42 reviews

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!

LocationOutdoor spacesTV

Popular amenities for Fort Myers Beach kayak rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a kayak

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.

4.97 out of 5 average rating, 139 reviews

Gone Coastal!! Spa+Heated Pool Amenities Galore!

Outdoor spacesValueCleanliness

5.0 out of 5 average rating, 19 reviews

Water Front | Modern Open Concept | Beach Vibes

LocationOutdoor spacesHeating

4.94 out of 5 average rating, 51 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!

ValueOutdoor spacesCondition

4.94 out of 5 average rating, 16 reviews

Home in Fort Myers

Elite Living | Kayak | Joy Pool | Outdoor Kitchen!

LocationOutdoor spacesCheck-in

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, 27 reviews

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

LocationOutdoor spacesIndoor spaces

5.0 out of 5 average rating, 20 reviews

Gulf Access Home with Heated Pool in Yacht Club

Outdoor spacesLocationSleep quality

A private heated saltwater pool is surrounded by a screened lanai, allowing for unobstructed views of the waterway beyond. Comfortable lounge chairs are positioned on the deck, complemented by shade umbrellas. Lush palm trees and other greenery enhance the serene environment.

4.9 out of 5 average rating, 83 reviews

Boaters paradise 8 pple heated pool, kayaks & pet

Outdoor spacesLocationLayout

4.97 out of 5 average rating, 60 reviews

Outdoor spacesLocationAccuracy

Cottage rentals with a kayak

4.91 out of 5 average rating, 288 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

ValueOutdoor spacesPool

4.93 out of 5 average rating, 57 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!

Outdoor spacesLocationCondition

5.0 out of 5 average rating, 36 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

LocationOutdoor spacesAmenities

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

Outdoor spacesLocationGetting around

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

Outdoor spacesValueHospitality

4.99 out of 5 average rating, 76 reviews

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!

Outdoor spacesLocationSleep quality

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

Outdoor spacesLocationBeach

5.0 out of 5 average rating, 19 reviews

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 St. James City

Flamingo Bay Cottage

ValueOutdoor spacesComfort

5.0 out of 5 average rating, 8 reviews

Other vacation rentals with a kayak

4.87 out of 5 average rating, 15 reviews

Villa in Iona

Bonaire Grand Luxury Villa

Outdoor spacesLocationGrill

4.95 out of 5 average rating, 20 reviews

6BR SW Villa - Canal Pool Retreat, putting green

LocationFamilyAmenities

The outdoor area features a heated pool with illuminated waters, a spa, and a Tiki Hut. Soft lighting highlights the architecture of the home, including arched columns. Lounge chairs provide seating near the pool, with direct access to the indoor entertainment area visible in the background.

4.97 out of 5 average rating, 32 reviews

Luxury Oasis w/ Heated Pool, Theater Room & Dock!

LocationOutdoor spacesTV

5.0 out of 5 average rating, 81 reviews

4 bedroom-Heated Pool-Dock w/ Lift-Tiki Hut!

LocationOutdoor spacesBiking

4.93 out of 5 average rating, 60 reviews

Waterfront Home: Private Pool & Stunning Sea Views

Outdoor spacesLocationBeach

5.0 out of 5 average rating, 34 reviews

Riverview@EndPoint -Sunrises+Sunsets - Heat Pool

LocationValueBathroom

Luxe

5.0 out of 5 average rating, 29 reviews

Cape Escape | Hot Tub | Heated Pool | Game Room

LocationOutdoor spacesLaundry