
Holiday rentals with a kayak in Estero Island
Find and book unique kayak rentals on Airbnb
Top-rated Accommodation with a Kayak in Estero Island
Guests agree: these holiday homes with a kayak are highly rated for location, cleanliness and more.

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.

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!

Seaside Villa Aqua
The Seaside Villa Aqua is located directly on Fort Myers Beach and is only a 3-minute walk from the beach. The electrically heated infinity pool with directly connected whirlpool in a south-facing position is perfect for enjoying the sunsets over Fort Myers Beach. A breathtaking experience. Thanks to the outdoor kitchen with gas grill, every barbecue evening or breakfast with freshly brewed coffee at sunrise with friends and family will be an unforgettable experience.

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!

Cozy 2 bedroom on the canal with pool and hot tub!
Welcome to your relaxing retreat in beautiful Bonita Springs, Florida. This comfortable home is located in a quiet neighborhood, offering a peaceful stay with easy access to everything Southwest Florida has to offer. Perfect for families, couples, or business travelers. You’re just a short drive from Bonita Beach, Barefoot Beach, Coconut Point shopping, and great local dining. Enjoy nearby boating, fishing, golf, and nature preserves, all within minutes.

Water Front | Modern Open Concept | Beach Vibes
Deck overlooking a mangrove bay, private dock, abundant wildlife & sea life — this is real Florida. Fish off the dock, watch the birds, or just relax in your own space. Skip the stuffy hotel. Walk to Ft. Myers Beach or hop the golf cart shuttle. Bars & restaurants right on San Carlos Island. Key West Express day trip next door. Nature, beach & nightlife — all from your dock.

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 Estero Island kayak rentals
Holiday House Rentals with a Kayak

Sunset Sanctuary

Seascape Casita. Gulf Access, Kayaks and Bikes

Charming & Unique "River Shack" House!

Waterfront Villa Capri | Dock + Gulf Access

Intervillas Florida - Xanadu Villa

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

Riverview@EndPoint -Sunrises+Sunsets - Heat Pool

The Coconut Shack
Cottages 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

Private Palm Oasis - Close to Beach

Waterfront Family Retreat/Heated Pool/kayaks&Games

Owner-Managed Direct Gulf Front Amazing Sunsets

Caloosahatchee Hideaway II-Waterfront Retreat

Tropical Villa Rosas on the water

Gulf Access | Heated Pool & 2 Spas | Theatre |

3BR / 2BA Beach House walk 2 min to sand + HOT TUB

Gulf Access Villa with Private Pool
Destinations to explore
- Miami Holiday rentals
- Four Corners Holiday rentals
- Miami Beach Holiday rentals
- Orlando Holiday rentals
- Fort Lauderdale Holiday rentals
- Tampa Holiday rentals
- Hollywood Holiday rentals
- Jacksonville Holiday rentals
- Kissimmee Holiday rentals
- Key West Holiday rentals
- St. Augustine Holiday rentals
- Cape Coral Holiday rentals
- Resort rentals Estero Island
- Beachfront rentals Estero Island
- Rentals with a washing machine and dryer Estero Island
- Apartment rentals Estero Island
- Pet-friendly rentals Estero Island
- Rentals with pools Estero Island
- Family-friendly rentals Estero Island
- Rentals with a fireplace Estero Island
- Rentals with beach access Estero Island
- Villa rentals Estero Island
- Fitness-friendly rentals Estero Island
- Beach house rentals Estero Island
- Rentals with an EV charger Estero Island
- Rentals with a patio Estero Island
- Beach condo rentals Estero Island
- Rentals with a fire pit Estero Island
- Rentals with a hot tub Estero Island
- Rentals with outdoor seating Estero Island
- Serviced apartment rentals Estero Island
- Rentals with lake access Estero Island
- Waterfront rentals Estero Island
- House rentals Estero Island
- Luxury rentals Estero Island
- Condo 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
- Tigertail Beach
- Florida Gulf Coast University
- Stump Pass Beach State Park
- Blind Pass Beach
- Barefoot beach Bonita Springs,FL
- Bowman's Beach
- Bonita National Golf & Country Club
- Jetblue Park
- Boca Grande Pass
- The Naples Pier
- Clam Pass Park
- Bunche Beach
- Edison & Ford Winter Estates
- Yacht Club Public Beach
- Ave Maria University
- Coconut Point
- Delnor-Wiggins Pass State Park
- Lovers Key State Park
- Coral Oaks Golf Course
- Barefoot Beach State Preserve





