Vacation rentals with a kayak in North 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 spacesLocationIndoor spaces

4.94 out of 5 average rating, 17 reviews

The Ligia House / Heated Pool / Sauna

Backyard with a heated pool covered with a lanai, no mosquitoes. Relax in this spacious and serene space, with 2 person sauna, multiple sitting/dining areas, BBQ, fruit trees, a hammock and 2 kayaks that you can launch right at the property into an offspring of the Caloosahatchee River that could eventually take you to the ocean. Close to i75 Highway for easy access to Airport and all of SW Florida attractions. Spacious 2/2, with additional sleeping arrangements and office space. Pet friendly.

Outdoor spacesLocationHospitality

4.99 out of 5 average rating, 264 reviews

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.

Home in Pelican

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 spacesLocationFamily

5.0 out of 5 average rating, 54 reviews

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

Elegant home on a wide-open canal with a dock and miles of fresh water boating is located in one of the most desired pockets of Cape Coral. Waterfront 3 bedroom, spacious living room, kitchen, breakfast bar, 2 full bathrooms, large saltwater spa, BBQ, game room. Relax in the hot tub or kayaking from the patio overlooking a beautiful canal. Enjoyment, adventure & relaxation for up to 10 guests. Premium area close to restaurants, supermarkets, beach, waterpark, golf clubs, and attractions.

LocationValueIndoor spaces

4.98 out of 5 average rating, 141 reviews

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.

Home in Pelican

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 spacesValueLaundry

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 🌸

LocationValueQuiet

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!

ValueLocationCheck-in

5.0 out of 5 average rating, 5 reviews

Sunrise Serenity: Ft Myers Waterfront, Dock+Kayak

Work where others vacation! This newly renovated 3BR/2BA waterfront home in North Fort Myers sits on the Caloosahatchee River & canal, with a private dock, kayak, and screened lanai overlooking the water. Enjoy a gourmet kitchen, dedicated office nook with fast WiFi, smart entry & single-level pet-friendly living. Just 6 minutes to downtown Fort Myers and close to Gulf beaches. 5.0★ host — perfect for remote workers, snowbirds, families & boaters seeking serenity near the action.

LocationNearbyHospitality

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!

LocationValueGrill

A private pool is enclosed within a screened area, featuring a light blue surface and several colorful pool floats. Lounge chairs are positioned nearby, while views of the waterway and neighboring homes are visible through the screens.

5.0 out of 5 average rating, 19 reviews

Waterfront Oasis|Pool|Dock| Gulf Access|Sleeps 11

Waterfront oasis with a heated pool, dock, and direct gulf access, perfect for groups up to 11. Fish, relax, and watch dolphins and manatees from your backyard. • Heated pool year-round • Private dock for fishing & relaxing • Direct gulf access • Spacious for families & groups • Peaceful waterfront setting with beautiful views 10–15 min to Fort Myers Beach, ~20 min to Sanibel, near dining & shops. Enjoy morning coffee by the water and sunset views by the pool.

LocationOutdoor spacesPool

Guesthouse in North Fort Myers

Seahorse Studio

Take it easy at this unique and tranquil getaway with a massive botanical garden (photos show plants from our half acre garden), water views, and pool access! We are 20-35 minutes from the ocean and even less from the beautiful river and connecting canals. Kayak the gorgeous canals and right iut to the Caloosahatchee river! See manatees, dolphins, gators and a plethora of birds and other wildlife! Please do not tresspass on neighboring properties.

ValueLocationBackyard

4.9 out of 5 average rating, 119 reviews

4.94 out of 5 average rating, 188 reviews

Home in Pelican

Waterfront villa w/ heated pool & lake view.

Indulge in luxury at our 3-bedroom 2- bathroom Cape Coral lakefront house. As you step into this home take in the breathtaking lake views. Meticulously maintained, the noticeable attention to detail in this home includes the finest finishes throughout. The open floor plan offers seamless integration between the living room, kitchen and master suite. Enjoy stunning lake views right inside the home from the living room, kitchen and master suite.

Outdoor spacesValueBathroom

Popular amenities for North Fort Myers kayak rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a kayak

4.92 out of 5 average rating, 125 reviews

A welcoming kitchen and dining area features a round wooden table surrounded by stylish white chairs. Brightly colored flowers are displayed in a vase on the table. The kitchen, equipped with modern appliances, is visible in the background, complemented by light-toned walls and flooring.

Home in Cypress Lake

SWFL: Lake McGregor House - Entire Home! 3B/2B

ValueOutdoor spacesLaundry

A screened heated pool is surrounded by lush tropical plants and red lounge chairs. The tranquil water view is enhanced by a vibrant sunset with orange and purple hues visible through the enclosure, creating a serene environment.

4.89 out of 5 average rating, 75 reviews

PARADISE SUNSET

LocationOutdoor spacesView

5.0 out of 5 average rating, 41 reviews

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.

Home in Fort Myers

Ocean/Lakefront Heated Pool-Jacuzzi/Private Dock

LocationOutdoor spacesAmenities

A tranquil pool area is highlighted by a clear blue swimming pool, with steps leading in. Lounge chairs are positioned nearby, and a shaded palapa provides a seating area, all overlooking a serene lake view framed by tropical plants and palm trees.

5.0 out of 5 average rating, 33 reviews

Tropical Villa Rosas on the water

Outdoor spacesLocationCondition

5.0 out of 5 average rating, 57 reviews

Home in Fort Myers

Caloosahatchee Hideaway II-Waterfront Retreat

LocationOutdoor spacesAccess

4.97 out of 5 average rating, 61 reviews

Waterfront Pool Oasis | Spa, Fishing & 2 Kings

ValueLocationAccuracy

4.77 out of 5 average rating, 22 reviews

Pool & Kayaks Waterfront Retreat Near Downtown

Outdoor spacesValueHospitality

The outdoor area features well-maintained grass bordered by gravel and illuminated palm trees, enhancing the tranquil canal view. A dining table is set up for outdoor meals, while string lights provide soft lighting. The calm water reflects the colorful lights, creating a serene atmosphere.

4.98 out of 5 average rating, 61 reviews

Waterfront Family Retreat/Heated Pool/kayaks&Games

ValueOutdoor spacesGrill

Cottage rentals with a kayak

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 spacesKitchen

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.

4.67 out of 5 average rating, 55 reviews

Villa The Island Hideaway 2

Outdoor spacesLocationRiver

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.

5.0 out of 5 average rating, 36 reviews

Sunset Cottage: Lake Front

LocationOutdoor spacesCleanliness

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!

LocationOutdoor spacesBeach

4.91 out of 5 average rating, 111 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

Outdoor spacesValueBathroom

5.0 out of 5 average rating, 8 reviews

The entrance of the bungalow is framed by lush tropical plants, with a welcoming pathway leading to double glass doors. The exterior walls are a soft pink hue, complemented by white window shutters. A decorative mat is positioned at the front door, enhancing the inviting appearance.

4.93 out of 5 average rating, 54 reviews

Boat Paradise Gulf Access 2,000 sf home 62 ft dock

LocationOutdoor spacesGetting around

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 Matlacha

The Coqui Palace

LocationOutdoor spacesDecor

4.88 out of 5 average rating, 42 reviews

A serene outdoor space features a clear, heated saltwater pool surrounded by lush palm trees. Colorful kayaks are visible along the lakefront, while blue lounge chairs provide comfort for relaxing under the sun. The tranquil water reflects the blue sky and nearby greenery.

4.5 out of 5 average rating, 10 reviews

Cape Lake House Lake Front

LocationAccessKitchen

Other vacation rentals with a kayak

4.77 out of 5 average rating, 30 reviews

Apartment in Fort Myers

Luxury Ocean View

LocationCleanlinessPets

5.0 out of 5 average rating, 3 reviews

The villa exterior features a bright yellow facade with arched windows and an inviting entryway. A well-maintained lawn surrounds the house, complemented by tropical landscaping and palm trees. The driveway leads to a spacious two-car garage, enhancing the attractive curb appeal.

Villa in Cape Coral

Casa de La Vista – Pool & Spa with lakefront view

LocationOutdoor spacesPool

Luxe

Villa in Fort Myers

Mediterranean Waterfront Estate on Caloosahatchee

ValueOutdoor spacesView

5.0 out of 5 average rating, 7 reviews

4.85 out of 5 average rating, 65 reviews

A light-filled living area features plush beige sofas surrounding a circular coffee table. A flat-screen television is mounted on the wall above a sleek, white media console. A potted plant adds a touch of greenery, complemented by a guitar leaning against a wall.

Apartment in Fort Myers

Relaxing Ft. Myers home

Outdoor spacesLocationDecor

4.78 out of 5 average rating, 18 reviews

The Salty Stay - Dock+Direct Gulf Access+Pool

LocationOutdoor spacesPool

A peaceful waterfront scene showcases a wooden dock with blue Adirondack chairs, surrounded by lush greenery. Calm waters reflect the sky, while a boat travels along the canal, enhancing the serene atmosphere of the setting.

4.99 out of 5 average rating, 69 reviews

Waterfront Living on Intersecting Canal!

Outdoor spacesValueBathroom

5.0 out of 5 average rating, 64 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!

Outdoor spacesValueWalkability