
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!

Beachfront North Captiva | Rooftop Deck | Hot Tub
No bridges. No cars. No crowds. Stella Maris sits directly on the Gulf on North Captiva — a private barrier island reachable only by boat. Step off your deck onto white sand. Watch dolphins from your 360° rooftop deck at sunset. 3 bedrooms, each with private en-suite bath. Cathedral ceilings, gourmet kitchen, formal dining with Gulf views, stone fireplace, hot tub, and included golf cart. Dual club access — Safety Harbor Club included; optional Island Club for pools, kayaks, bikes, and pool bar.

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!

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.

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!

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.

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!

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.

Sunset Cottage: Lake Front
This home boasts spectacular sunset and lakeside views right from your own spa or pool. Enjoy swimming in the private heated saltwater pool, unwind in the jetted hot tub, or let the kids splash around on the bubbling splash pad! We’ve got all the amenities you need, including bicycles, kayaks, beach gear, fishing gear, ping pong, foosball, and a gas grill, so all you have to do is bring your suitcase and toothbrush!

Luxury Villa: Pool, Hot Tub And Amazing Lake View
Escape to a private waterfront paradise on the famous Eight Lakes! This luxurious home offers spectacular sunset views from your private infinity pool and hot tub. Perfect for a relaxing retreat, it features seamless indoor-outdoor living, a gourmet kitchen, and high-end amenities. Ideal for couples or small groups seeking an unforgettable getaway.
Popular amenities for Lee County kayak rentals
House rentals with a kayak

Flirty Flamingo Gulf Access Cape Coral Home

Gulf Access/Heated Pool & Jacuzzi/Up to 8

Villa Vianni in Cape Coral

Luxe, Boat Rental, Walk to Cape Harbour, Bikes

Cape VillaVista - Newly Listed!

NEW! Beachfront!3BR Suites Sustainable Home+Dock

Intervillas Florida - Xanadu Villa

Lakefront: Heated Pool, Minutes From Sanibel 12PPL
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

Sunset Sanctuary

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

Waterfront Family Retreat/Heated Pool/kayaks&Games

Robin's Nest on a Canal with River and Gulf access

Luxury Ocean View

Dolphin Cove Villa • Heated Pool • Hot Tub •Tiki

Manatee Suite 2 / Funky Fish House at Cape Harbour

Gulf Access, HTD Pool, Smart TVs, Kayaks, Bikes+
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- Naples Beach
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