
Holiday rentals with a kayak in Lee County
Find and book unique kayak rentals on Airbnb
Top-rated rentals with kayak in Lee County
Guests agree: these rentals with kayak are highly rated for location, cleanliness and more.

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!

Cape Escape | Hot Tub | Heated Pool | Game Room
🌴✨ Escape to Cape Escape – your 4BR/3BA new construction waterfront villa in Cape Coral with direct Gulf access! Just 30 mins from Fort Myers Beach, Sanibel Island, and RSW Airport. Enjoy a private heated pool, hot tub, and unique lanai suite. 🍹 Fire up the grill, relax at the outdoor bar, or paddle in provided kayaks. Family-friendly with pack 'n plays, toys, pool gate, and more! Stay connected with high-speed WiFi and Smart TVs. Game room fun awaits – create unforgettable memories at the Cap

Luxury Waterfront Home w/ Private Pool & Sea Views
Welcome to your dream getaway on Pelican Blvd in beautiful Cape Coral, Florida! This stunning waterfront home offers the perfect blend of luxury, comfort, and relaxation. With spacious living areas, modern amenities, and breathtaking canal views, it’s the ideal retreat for families, friends, or couples Enjoy your morning coffee on the lanai, take a refreshing dip in the private pool, or explore the nearby beaches and attractions Conveniently located near local dining, shopping, and entertainment

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!

Luxury Oasis w/ Heated Pool, Theater Room & Dock!
Welcome to your private piece of paradise in Cape Coral where luxury, serenity, and unforgettable memories await. This custom-built Mediterranean estate is more than a vacation rental, it’s an experience. Located in the most desirable area of SW Cape Coral, The Docks at Cape is a 4-bedroom, 4-bathroom home that sits on the coveted Spreader Canal, offering direct Gulf access in 22 minutes, breathtaking sunset views from Rooftop deck, and a level of craftsmanship rarely seen in vacation homes.

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!

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!

Caloosahatchee Hideaway II-Waterfront Retreat
Relax with the whole family at the Waterfront Caloosahatchee Hideaway II ! This CHARMING Farmhouse HOME away from HOME is a 2 Bedroom, 2 Full bathroom, duplex that sleeps 6! Close to Babcock Ranch, Grace River Island Resort, Spring Training Facilities. This home is fully stocked from the kitchen to the linens. The evening sunsets don’t disappoint! We provide fishing poles, paddleboards and kayaks for the adventurous folks. Plenty of blankets, pillows and bedding.

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.! ☀️🏝️🌴🌊
Popular amenities for kayak rentals in Lee County
House rentals with a kayak

Cape VillaVista - Newly Listed!

Seascape Casita. Gulf Access, Kayaks and Bikes

Waterfront Villa Capri | Dock + Gulf Access

Lakefront: Heated Pool, Minutes From Sanibel 12PPL

Waterfront Luxury | Saltwater Pool, Spa Near Beach

Cape Serenity- Luxury Waterfront Residence

Riverview@EndPoint -Sunrises+Sunsets - Heat Pool

Heated Pool Home Near Fort Myers Beach
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 holiday rentals with a kayak

Fisherman's Cottage at Matlacha

Bliss on Eternity

Tropical Villa Rosas on the water

Luxe, Boat Rental, Walk to Cape Harbour, Bikes

NEW! Beachfront!3BR Suites Sustainable Home+Dock

NEW!Pelican Paradise Retreat - Gulf Access

Bay of Grace A Boater's Paradise Riverfront Gem

Paradise House w/ Dock/Jacuzzi/Kayak/Gameroom/BBQ
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- Naples Beach
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