Vacation rentals with a kayak in Fort Myers

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!

Value · Outdoor spaces · Family

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!

Location · Value · Accuracy

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!

Value · Outdoor spaces · Quiet

Riverview@EndPoint -Sunrises+Sunsets - Heat Pool

One in a million - direct riverfront -dead end with no drive by traffic. Vast river views from almost every spot in the house! Full day sun on heated pool. Dock for fishing or tying up a boat. Back screened lanai and open deck to watch the dolphins, manatees and pelicans that visit daily. Privacy due to angle of corner lot with water on two sides. Ample parking. Safe neighborhood. Park and boat launch walking distance end of street. Clean products. Lift may be available -pre approval and fee.

Location · Outdoor spaces · Hospitality

Bonaire Grand Luxury Villa

Experience a 5 star Luxury experience at the Bonaire Grand Villa. The villa was designed as a vacation rental with high end finishes and the ultimate guest experience in mind. The location is perfectly situated in an upscale riverside hamlet, 10 minutes from Fort Myers Beach and Sanibel Island with downtown Fort Myers 15 minutes away. The 5 bedrooms and 3 bathrooms provide ample space for a large group to enjoy. The heated pool and 3 balconies that over look scenic views do not disappoint.

Outdoor spaces · Location · Sleep quality

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 spaces · Value · Kitchen

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.

Outdoor spaces · Location · Biking

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!

Outdoor spaces · Value · Beach

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

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 spaces · Location · Getting around

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!

Location · Outdoor spaces · Checkout

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!

Outdoor spaces · Value · Decor

Sunset Views | Waterfront Pool & Hot Tub Home

Relaxing waterfront retreat in beautiful Cape Coral. Designed for comfort and easy coastal living, this spacious getaway is perfect for families, couples, and extended stays. Spend your mornings on the private dock watching dolphins and boats cruise through the canal, then unwind poolside with stunning waterfront views and a heated pool and hot tub perfect for year-round enjoyment. Conveniently located near popular restaurants, shopping, and local attractions.

Location · Outdoor spaces · River