
Vacation rentals with a kayak in Lee County
Find and book unique kayak rentals on Airbnb
Top-rated kayak rentals in Lee County
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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

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!

Bliss on Eternity
Bliss on Eternity offers 2,833 sq ft of luxury accommodations in a convenient location. This 3BR/3.5 Bath home with Southern exposure has everything you would need: 4 TVs, wi-fi, spacious lanai with lounge chairs, well equipped kitchen, heatable infinity swimming pool and spa, and an outdoor kitchen and dining area. It is located on the extra wide Eternity Canal which leads to the Gulf of Mexico. Close to many restaurants and attractions. Pool heat is $25/day or at a reduced monthly rate.

Sleep over the water- Boathouse with Private Dock
This 1920s boathouse offers a once-in-a-lifetime stay directly over Whiskey Creek, where the gentle sound of water beneath your feet lulls you to sleep. With a private entrance, dock and waterfront views, this isn't just a room--it is an unforgettable Florida experience. This boathouse has been ungraded with all modern conveniences and is centrally located close to downtown, restaurants and shopping. Sip your morning coffee on the dock as herons and bald eagles glide across the creek.

Key West Style Home w/ Hot Tub & Boat Lift
KEY WEST style stilted waterfront home in the heart of Matlacha! Visit all there is offer - walking distance to Blue Dog and Perfect Cup. Take a boat ride to Cabbage Key, Cayo Costa or Boca Grande! Upstairs and downstairs are screened in. The second floor is peaceful and tranquil overlooking the water and treetops. Home is a 2 bedroom, 2 bathroom, with additional bonus space with trundle bed. Home is perfect for boaters with double driveway, complimentary boat lift and cleaning station.

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 house 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.

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!

Tiki, Kayaks, Heated Pool, Canals, Fishing, Fenced
Our beloved Cape Escape House awaits for your family vacation in South Florida! Heated, screen-enclosed pool, huge corner lot waterfront fenced in, outdoor kitchen, Kayaks, Tiki Hut, and outdoor lana. Centrally located between Ft. Myers and miles of island beaches, two marinas, a downtown, and lots of great food & drinks. 4 bedrooms offer a King, 2 Queens, and 2 Twin beds, plus a den with two sofa sleepers and 2 full bathrooms! Two bedrooms allow for patio doors to pool.

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!

Cape Serenity- Luxury Waterfront Residence
This beautiful, fully equipped home is located in the lovely Orchid neighborhood. As the name suggests, serenity will wash over you as you relax and unwind in this gorgeous 3 bed, 3 bath home. Located off of the Caloosahatchee River, this is one of the select few homes in the Cape Coral/Fort Myers area that affords both privacy/luxury and direct accessibility to the gulf. Recent upgrades include a newly refinished pool deck and EV charger to enhance your experience!
Popular amenities for Lee County kayak rentals
House rentals with a kayak

Sunset Sanctuary

Sunset Cove! Canal front home with heated pool/spa

Sea you at the Cape

NEW! Beachfront!3BR Suites Sustainable Home+Dock

Intervillas Florida - Xanadu Villa

NEW!Pelican Paradise Retreat - Gulf Access

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

Riverview@EndPoint -Sunrises+Sunsets - Heat Pool
Cottage rentals with a kayak

The Enchanted Cottage on the Imperial River

Villa The Island Hideaway 2

Flamingo Bay Cottage

Quiet Riverside Cottage in Downtown Bonita Springs

The Coqui Palace

Cape Lake House Lake Front

Captains Cottage

Boat Paradise Gulf Access 2,000 sf home 62 ft dock
Other vacation rentals with a kayak

Private Palm Oasis - Close to Beach

Lux 5 bdrm waterfront, pool&hot-tub, dock Fishing!

Luxury new construction Villa Ocean Kiss on canal

Gulf-Access Home with Heated Pool, Kayaks/Arcade

NEW Aqua Vista-SW Cape Coral Gulf Access Pool Home

May Deal: Private Dock, Hot Tub, Kayaks & Fishing

Luxury Ocean View

Boater’s Paradise: No-Bridge Gulf Access & Pool
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- Naples Beach
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