Holiday rentals with a kayak in Lee County

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!

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!

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.

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.

Luxury Canal Villa•Heated Pool•Dock•Fishing•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.

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

Your vacation Oasis! Pool & Spa & Tiki Hut for a good time with family or friends. 4 bedroom, 2 bathroom in central location yet in quiet neighborhood. Take a tour with a kayak and explore the area. (NO CHARGE!) free wifi, formal dining area inside or sit under the covered patio by the pool (heating optional) There are lounge chairs for a relaxing time by the pool, bbq grill, breakfast area, living room, play room with pool billiard lots of room for the whole family.

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!

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.

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 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.