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!

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!

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!

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.

Gulf Access Canal, Kayaks, Bikes, Dock, Wildlife

A renovated mid century modern house with natural peaceful views out of every window and slider. No detail spared, as it was going to be our forever home. Located on an ocean access canal, extremely safe, quaint and friendly neighborhood, just off 41. The backyard has a large shaded sitting area with a gas grill and fire pit. The dock hangs over the water with seating and swim ladder. 2 tandem kayaks, fishing rods & tackle, adult & children’s bicycles, beach chairs, and so much more.

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.

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!

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!

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!

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

Our home is in a quiet, safe neighborhood perfect for remote work, family getaways, or long-term stays in a kid-friendly environment. Spacious & Fully Equipped: 3 bedrooms • 2 bathrooms • Full kitchen • Washer/dryer • 2-car parking • WiFi • Smart TV • Beach gear available (Cable/streaming not included). Prime Location: 10 miles from Fort Myers Beach, 7 mi from Downtown, and a 7-min walk to Publix, Walmart, and restaurants. RSW Airport is a 20-min drive.

Waterfront Family Retreat/Heated Pool/kayaks&Games

The price you see is the price you pay—no additional Airbnb guest service fees❤️ Experience the ultimate waterfront getaway at this stunning canal-front retreat, perfect for families and friends. Located in a peaceful southeast neighborhood close to everything, this home offers the perfect mix of relaxation and fun. Enjoy your private outdoor oasis with a heated pool, beautiful canal views, and space to relax, play, and unwind.! ☀️🏝️🌴🌊

Gone Coastal!! Spa+Heated Pool Amenities Galore!

This spectacular 2358 sq. ft. Cape Coral waterfront home will exceed your expectations with its luxurious updates and abundant amenities. Located in a quiet neighborhood, but within minutes to shopping, grocery, restaurants, and beaches! Enjoy a large lanai with a heated pool and spa, outside TV and built-in grill. Includes kayaks, fishing poles, beach items, stroller, private driveway parking, Wi-Fi and printer. Gulf access with boat dock.