
Holiday rentals with a kayak in Estero Island
Find and book unique kayak rentals on Airbnb
Top-rated rentals with kayak in Estero Island
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!

Bahia Villa | Coastal Waterfront Retreat Pool
Discover Bahia Villa, a private waterfront retreat on Fort Myers Beach with pool, dock, and space for up to 10 guests. The Villa is the entire home (both Penthouse & Poolside units) for the ultimate coastal getaway. Enjoy two kitchens, two living areas, and four bedrooms — perfect for families or groups seeking comfort and privacy under one roof. Lounge by the pool, fish from your private dock, or stroll just four minutes to the beach. Modern coastal interiors, open-concept living, and tropic

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!

Salt Life-beautiful 2 bed/1 bath-pool-hot tub-tiki
This charming two-bedroom, one-bathroom home is perfect for families, offering comfortable beds and a relaxing atmosphere. Just under half a mile to the beach, Margaritaville, and great restaurants, it’s ideally located for both fun and convenience. Outside, enjoy a private oasis with a saltwater pool, hot tub, and a patio featuring a grilling area and dining space. The large tiki hut offers a lounge area with a smart TV. Located on a canal, it’s perfect for kayaking or fishing off the dock.

Gulf Access Canal, Kayaks, Bikes, Dock, Wildlife
A renovated mid century modern house with natural peaceful views out of every window and slider. No detail spared, as it was going to be our forever home. Located on an ocean access canal, extremely safe, quaint and friendly neighborhood, just off 41. The backyard has a large shaded sitting area with a gas grill and fire pit. The dock hangs over the water with seating and swim ladder. 2 tandem kayaks, fishing rods & tackle, adult & children’s bicycles, beach chairs, and so much more.

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.

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!

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!

The Great Escape Beach House/ Pool/ Dock
Escape to this waterfront beach house in sunny Fort Myers Beach! Perfect for families and friends, it features a private pool, a 50ft private dock with direct gulf access. House is only 1/2 a block from beach access. Plenty of outdoor entertainment areas including a large game room, with an outdoor ping pong table and beach accessories. Just minutes from beaches, shops, and dining this is your perfect Florida getaway for fun, relaxation, and unforgettable memories!

Flirty Flamingo Gulf Access Cape Coral Home
Lovely waterfront gulf access home in SW Cape Coral awaits you. 3 separate bedrooms and 2 full bathrooms will ensure everyone is comfortable. The lanai and screen covered heated pool will keep you cool under the warm Florida sun while keeping the bugs out. The house is fully equipped with a newly renovated kitchen and new dock with tiki hut. Close to entertainment: lots of bars, restaurants, & beaches.
Popular amenities for kayak rentals in Estero Island
House rentals with a kayak

Private Palm Oasis - Close to Beach

Luxury Oasis w/ Heated Pool, Theater Room & Dock!

Gulf Access/Dockside Sunsets/All Day Sun

Gulf Access Home with Heated Pool in Yacht Club

Gulf Access/Heated Pool & Jacuzzi/Up to 8

Peaceful Oasis

Heated Pool, Hut Tub, Dock, Bikes, Beach Gear!

3BR / 2BA Beach House walk 2 min to sand + HOT TUB
Cottage rentals with a kayak

The Enchanted Cottage on the Imperial River

Villa The Island Hideaway 2

Cottage Close to Vanderbilt Beach Heated Pool

Flamingo Bay Cottage

Quiet Riverside Cottage in Downtown Bonita Springs

The Coqui Palace

Cape Lake House Lake Front

Captains Cottage
Other holiday rentals with a kayak

Salt Life Serenity

Sunset Sanctuary

Caloosahatchee Hideaway II-Waterfront Retreat

Villa Serena

Tiki Time - Newly Listed!

Water Front Pool Home| Kayaks| Bikes| Fishing Dock

Cape Escape | Hot Tub | Heated Pool | Game Room

Paradise House w/ Dock/Jacuzzi/Kayak/Gameroom/BBQ
Destinations to explore
- Seminole Holiday rentals
- Central Florida Holiday rentals
- Miami Holiday rentals
- St Johns River Holiday rentals
- Orlando Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Havana Holiday rentals
- Tampa Holiday rentals
- Four Corners Holiday rentals
- Kissimmee Holiday rentals
- House rentals Estero Island
- Pet-friendly rentals Estero Island
- Rentals with a washing machine and dryer Estero Island
- Beachfront rentals Estero Island
- Luxury rentals Estero Island
- Rentals with pools Estero Island
- Rentals with a fireplace Estero Island
- Beach house rentals Estero Island
- Resort rentals Estero Island
- Rentals with a hot tub Estero Island
- Rentals with an EV charger Estero Island
- Villa rentals Estero Island
- Rentals with lake access Estero Island
- Fitness-friendly rentals Estero Island
- Rentals with beach access Estero Island
- Family-friendly rentals Estero Island
- Waterfront rentals Estero Island
- Flat rentals Estero Island
- Beach apartment rentals Estero Island
- Rentals with outdoor seating Estero Island
- Rentals with a firepit Estero Island
- Serviced apartment rentals Estero Island
- Rentals with a patio Estero Island
- Apartment rentals Estero Island
- Rentals with a kayak Fort Myers Beach
- Rentals with a kayak Lee County
- Rentals with a kayak Florida
- Rentals with a kayak United States
- Naples Beach
- Captiva Island
- Englewood Beach
- Lovers Key Beach
- Stump Pass Beach State Park
- Blind Pass Beach
- Tigertail Beach
- Bonita National Golf & Country Club
- Bowman's Beach
- Barefoot beach Bonita Springs,FL
- Florida Gulf Coast University
- Boca Grande Pass
- The Naples Pier
- Clam Pass Park
- Jetblue Park
- Bunche Beach
- Edison & Ford Winter Estates
- Yacht Club Public Beach
- Coral Oaks Golf Course
- Delnor-Wiggins Pass State Park
- Del Tura Golf & Country Club
- Barefoot Beach State Preserve
- Coconut Point
- Stonebridge Country Club





