Holiday 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!

Outdoor spaces · Location · Backyard

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

Location · Outdoor spaces · Long stay

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!!

Value · Location · Pets

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

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!

Outdoor spaces · Location · Kitchen

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 spaces · Location · Sleep quality

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 · Nearby

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 🌸

Value · Outdoor spaces · Backyard

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!

Location · Outdoor spaces · Quiet

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 · Value · Shared spaces

“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.

Value · Location · View

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!

Value · Outdoor spaces · Pool