Holiday 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

LocationOutdoor spacesHospitality

4.97 out of 5 average rating, 238 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!

LocationValueWi-Fi

4.94 out of 5 average rating, 17 reviews

Home in North Fort Myers

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 spacesLocationQuiet

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, 262 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 spacesValueAir conditioning

An inviting outdoor area showcases a pool and spa, surrounded by lush greenery. The sky is tinted with vibrant pink and purple hues at sunset. A pink flamingo float rests in the water, adding a playful element to the serene setting.

4.97 out of 5 average rating, 117 reviews

5 Star Paradise Plus/Canal/Pool/Spa/Kayaks

Luxury Oasis near the pickleball/tennis courts: Pool, Spa, Canal & kayaks. Experience the perfect blend of high-end design & convenience in this stunning, fully renovated home. Whether you’re here for a tournament, family getaway, or visiting beaches, this home offers space & the wow factor you’re looking for! It is designed for comfort & privacy featuring a layout that caters perfectly for couples/families/groups. Features 2 large master suites plus 2 bedrooms. The outside is also amazing!

Outdoor spacesLocationLayout

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

Outstanding lake waterfront executive home. Great views. Enjoy a quiet neighborhood while you watch the pelicans & turtles. Relax on the hammock, fish off the dock or bask in the inviting pool. BBQ your best recipes then gather around the lounge area watching the flicker from the gas fire pit Minutes to the best restaurants and shops You’ll sleep deeply with cool AC & ceiling fans in each bedroom . 5G fast wifi. Peaceful Villa Rosas. Basecamp for area beaches and sea shell collecting!

LocationOutdoor spacesNearby

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!

ValueOutdoor spacesLaundry

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, 160 reviews

Luxury Canal Villa•Heated Pool•Dock•Arcade•Kayaks

Welcome to Sprocket Boathouse, a dream waterfront escape. Beautiful views, a sparkling heated pool overlooking one of the widest canals in Cape Coral, and with western sun exposure, the home gets ☀️ all day. Don’t miss the incredible sunsets and sunrises! You won’t be disappointed. Spend hours swimming, kayaking or fish off your own private dock (kayaks & rods included.) Make sure to keep a look out for all the wildlife! You can spot iguanas, turtles & herons on the waterfront.

Outdoor spacesValueQuiet

4.9 out of 5 average rating, 144 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!

ValueOutdoor spacesRiver

5.0 out of 5 average rating, 5 reviews

Villa in Fort Myers

Mediterranean Waterfront Estate on Caloosahatchee

Experience Nascosto Estate, a Mediterranean waterfront sanctuary on the Caloosahatchee River. This extraordinary estate offers resort-style amenities, including a heated infinity pool with a cascading waterfall, sanded lounge, fire pit, private pier, and boat lift. Just minutes from Downtown Fort Myers, it provides absolute privacy, breathtaking river views, and magical sunsets—a one-of-a-kind escape where every moment feels unforgettable and memories last a lifetime!

LocationOutdoor spacesKitchen

Guesthouse in North Fort Myers

4.9 out of 5 average rating, 115 reviews

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.

ValueLocationBeach

4.94 out of 5 average rating, 188 reviews

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.

LocationOutdoor spacesPool

Popular amenities for North Fort Myers kayak rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with a Kayak

4.9 out of 5 average rating, 127 reviews

Cape Serenity- Luxury Waterfront Residence

LocationValueHospitality

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, 74 reviews

PARADISE SUNSET

LocationOutdoor spacesCondition

5.0 out of 5 average rating, 50 reviews

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

Outdoor spacesLocationQuiet

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, 59 reviews

Waterfront Family Retreat/Heated Pool/kayaks&Games

Outdoor spacesLocationCleanliness

5.0 out of 5 average rating, 56 reviews

Home in Fort Myers

Caloosahatchee Hideaway II-Waterfront Retreat

LocationOutdoor spacesAmenities

A screened patio houses a vibrant pool and spa, surrounded by tropical landscaping. Sunlight reflects off the clear blue water, and views of palm trees and the canal are visible through the mesh enclosure. A charming tiki hut is seen beyond the water.

4.71 out of 5 average rating, 117 reviews

"Seahorse Villa" by the water Pool & Spa +Tiki Hut

Outdoor spacesValueLayout

4.97 out of 5 average rating, 61 reviews

Waterfront Pool Oasis | Spa, Fishing & 2 Kings

ValueLocationDecor

4.81 out of 5 average rating, 21 reviews

Home in North Fort Myers

Pool & Kayaks Waterfront Retreat Near Downtown

Outdoor spacesLocationAccuracy

Cottages with a kayak

4.67 out of 5 average rating, 55 reviews

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 spacesLocationLong stay

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 spacesLocationHot tub

4.95 out of 5 average rating, 55 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!

LocationValueFamily

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.

4.91 out of 5 average rating, 111 reviews

Waterfront/Kayaks/True Salt Life Bliss!

ValueOutdoor spacesBiking

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

4.67 out of 5 average rating, 219 reviews

Captains Cottage

Outdoor spacesValueView

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

5.0 out of 5 average rating, 8 reviews

Flamingo Bay Cottage

Outdoor spacesValueAmenities

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.

Cottage in Cape Coral

4.93 out of 5 average rating, 54 reviews

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

LocationOutdoor spacesCheckout

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

4.88 out of 5 average rating, 42 reviews

The Coqui Palace

Outdoor spacesLocationIndoor spaces

Other holiday rentals with a kayak

4.76 out of 5 average rating, 29 reviews

Apartment in Fort Myers

Luxury Ocean View

LocationAccuracyQuiet

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.

4.96 out of 5 average rating, 76 reviews

Soak in the Stunning Sunsets! Lakefront Home!

ValueLocationHospitality

5.0 out of 5 average rating, 4 reviews

D'Marsha

Outdoor spacesLocationDecor

4.93 out of 5 average rating, 30 reviews

The exterior of a modern waterfront home is showcased, featuring a sleek metal roof and landscaped front yard. Palm trees are positioned in front of the elegant facade, while serene lake views can be seen in the background, reflecting the clear blue sky.

Villa in Pelican

NEW - Heated Pool & Spa - Gulf Access Lake - BBQ

ValueLocationQuiet

An aerial view of a serene residential neighborhood showcases a winding canal bordered by lush greenery and palm trees. The scene is enhanced by a sunset casting warm hues across the sky, with well-maintained homes lining the expansive properties along the water.

4.95 out of 5 average rating, 73 reviews

Golden Pearl | Luxury Villa | Pool | Dock | Games

Outdoor spacesLocationPool

4.96 out of 5 average rating, 47 reviews

Sunset Views | Waterfront Pool & Hot Tub Home

LocationOutdoor spacesComfort

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

ValueOutdoor spacesTV