Vacation rentals with a kayak in Fort Myers

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 spacesLocationDecor

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!

Outdoor spacesLocationView

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.

4.94 out of 5 average rating, 51 reviews

Excellent Location! Gulf Access, Heated Pool Chic!

Excellent location! Close to amenities: Ft. Myers airport 11 miles Ft. Myers, Sanibel, Captiva & San Carlos beaches 15 miles and the canal is 10 minutes to the River with NO bridges. NEAR FGCU & FSW. 2 kayaks to enjoy the canal for those relaxing moments. This home is off a dead-end street: very quiet and safe neighborhood. This home is located to all major restaurants, shopping and tourtist attraction. Guests have seen dolphins in the canal while fishing- Andirondack chairs replaced. FUN SPOT!!

LocationOutdoor spacesAir conditioning

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!

Outdoor spacesLocationGetting around

4.94 out of 5 average rating, 16 reviews

Elite Living | Kayak | Joy Pool | Outdoor Kitchen!

🌴Welcome to your elite Fort Myers vacation rental 5 bedroom private pool home with outdoor kitchen, designed for peaceful stays, family vacations, & extended getaways. Located on a quiet cul-de-sac, this spacious home near Fort Myers beaches offers the perfect blend of privacy, convenience, and resort-style amenities. Conveniently located near shopping, grocery stores, restaurants, and just a short drive to beaches, marinas, and top local attractions—one of the most loved vacation homes in FL!

Outdoor spacesLocationHospitality

4.91 out of 5 average rating, 142 reviews

A two-story beach house features a bright blue exterior and large windows, surrounded by palm trees and lush greenery. A wooden staircase leads to the entrance, with a deck visible on the upper level. The sandy area offers a welcoming beach environment.

Home in Captiva

Blue Laguna - Vacation in paradise!

This bright, fully equipped welcoming three‑story home features a private heated pool and a rooftop observation deck with stunning 360‑degree water views. It offers three comfortable bedrooms and three full bathrooms for up to six guests, plus two screened lanais where you can relax in the island breeze and listen to the birds. A four‑seater golf cart is included, so you can easily explore the beaches and sandy paths of beautiful North Captiva Island. Also full access to Island Club amenities!

ValueLocationCheckout

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!

ValueLocationTV

4.99 out of 5 average rating, 116 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.

LocationValueCleanliness

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 🌸

ValueOutdoor spacesGetting around

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!

LocationOutdoor spacesIndoor spaces

4.9 out of 5 average rating, 147 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!

Outdoor spacesLocationLong stay

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.

Outdoor spacesValueHospitality

Popular amenities for Fort Myers kayak rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a kayak

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

LocationOutdoor spacesView

4.95 out of 5 average rating, 22 reviews

Renovated 4/4 with Fishing, Pool, Boating, Beach

LocationOutdoor spacesKitchen

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

ValueLocationBeach

5.0 out of 5 average rating, 54 reviews

Paradise House w/ Dock/Jacuzzi/Kayak/Gameroom/BBQ

ValueOutdoor spacesCleanliness

4.98 out of 5 average rating, 42 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

Outdoor spacesLocationDecor

5.0 out of 5 average rating, 57 reviews

Caloosahatchee Hideaway II-Waterfront Retreat

LocationOutdoor spacesBackyard

4.98 out of 5 average rating, 59 reviews

Home in North Fort Myers

Luxury Waterfront: Kayaks + Fishing & Private Dock

Outdoor spacesLocationBeach

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.

4.95 out of 5 average rating, 42 reviews

Sunset view Villa

Outdoor spacesLocationIndoor spaces

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 spacesAir conditioning

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!

ValueOutdoor spacesCondition

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

Outdoor spacesLocationQuiet

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

LocationOutdoor spacesBathroom

4.67 out of 5 average rating, 55 reviews

4.94 out of 5 average rating, 84 reviews

An aerial view captures a serene coastal neighborhood surrounded by lush greenery, with the beach visible in the distance. The beach house is nestled among palm trees, indicating its close proximity to the shoreline and other scenic homes in the area.

Cottage in Captiva

The FlipFlopper Beach House - North Captiva Island

LocationOutdoor spacesHot tub

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

LocationOutdoor spacesWifi

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 spacesLocationBiking

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 spacesLocationCondition

5.0 out of 5 average rating, 19 reviews

Other vacation rentals with a kayak

Superhost

Apartment in Fort Myers

Luxury Ocean View

LocationAccuracyQuiet

4.77 out of 5 average rating, 30 reviews

Luxe

Villa in Fort Myers

Mediterranean Waterfront Estate on Caloosahatchee

Outdoor spacesValueQuiet

5.0 out of 5 average rating, 7 reviews

4.87 out of 5 average rating, 15 reviews

Villa in Iona

Bonaire Grand Luxury Villa

LocationOutdoor spacesNearby

Superhost

Villa in Fort Myers

Luxury 5BR Riverfront Home with Pool in Fort Myers

LocationOutdoor spacesKitchen

4.65 out of 5 average rating, 20 reviews

5.0 out of 5 average rating, 20 reviews

Gulf Access Home with Heated Pool in Yacht Club

LocationOutdoor spacesDecor

5.0 out of 5 average rating, 53 reviews

The Lily Pad + Waterfront + Pool + Golf Simulator

ValueLocationHospitality

An open-concept living space is displayed, featuring a large dining table surrounded by upholstered chairs. A modern kitchen with an island offers bar seating. Soft lighting is provided by a chandelier, and tropical decor elements are visible, creating a bright and welcoming atmosphere.

5.0 out of 5 average rating, 41 reviews

Ocean/Lakefront Heated Pool-Jacuzzi/Private Dock

LocationOutdoor spacesAmenities

Luxe