
Holiday rentals with a kayak in Lee County
Find and book unique kayak rentals on Airbnb
Top-rated Accommodation with a Kayak in Lee County
Guests agree: these holiday homes with a 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!

Heated Pool | Hot Tub | Game Room | Gulf Access
🌴✨ Escape to Cape Oasis – 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 Cape Oas

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.

Heated Pool Home Near Fort Myers Beach
Worried your rental won’t live up to the photos? At Casa Tortuga, what you see is exactly what you get — a newly renovated, modern home designed for comfort and fun. Relax in the private pool inside a screened lanai with a covered patio, ping pong table, and dining space. The fenced backyard offers a fire pit, room to unwind, and space for pets. Enjoy a stocked coffee & tea bar, Wi-Fi, and smart TVs. 4 miles from Fort Myers Beach, near Sanibel Island, and steps from Royal Scoop Ice Cream.

Panoramic View Villa Tranquility
Experience paradise in this exquisite home boasting a breathtaking, Lake view. Recently renovated, this gem offers a seamless blend of modern luxury and timeless charm. With enough space to comfortably accommodate up to 8 guests, this haven is ideal for families or groups seeking a tranquil retreat. The pool beckons you for a refreshing dip. You'll have a front-row seat to watch the dolphins and manatees. The heart of the home is the light-infused kitchen, perfect for entertaining.

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.

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.

6BR SW Villa - Canal Pool Retreat, putting green
Welcome to your ultimate waterfront escape in Southwest Cape Coral. This brand-new 6-br luxury home, offers the perfect blend of modern comfort, resort-style amenities, and relaxed Florida waterfront living. Gather with family or friends in the spacious open-concept living areas, challenge each other in the game room with a 3-in-1 pool table, air hockey, and ping pong, then unwind in the private heated pool and hot tub while taking in stunning canal views.
Popular amenities for Lee County kayak rentals
Holiday House Rentals with a Kayak

Waterfront Family Retreat/Heated Pool/kayaks&Games

Villa Vianni in Cape Coral

Cape VillaVista - Newly Listed!

Seascape Casita. Gulf Access, Kayaks and Bikes

Waterfront Villa Capri | Dock + Gulf Access

Lakefront: Heated Pool, Minutes From Sanibel 12PPL

Riverview@EndPoint -Sunrises+Sunsets - Heat Pool

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

Bonaire Grand Luxury Villa

Tropical Villa Rosas on the water

Paradise Pool Waterfront Kayak bike fish from dock

NEW!Pelican Paradise Retreat - Gulf Access

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

Gulf Access, HTD Pool, Smart TVs, Kayaks, Bikes+

Seaside Villa Majestic

Gulf Access Villa with Private Pool
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