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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.

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Top guest favourite
The modern kitchen is equipped with white cabinetry and stainless-steel appliances. A circular table with seating for four is positioned near a large glass sliding door that allows natural light and offers views of the outdoor space. A ceiling fan adds comfort to the room.
Guest house in Fort Myers
4.98 out of 5 average rating, 209 reviews

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!

Top guest favourite
The screened-in pool area features a serene swimming pool with shimmering water, two blue lounge chairs positioned nearby, and views of a wide canal. A thatched-roof Tiki hut can be seen across the water, surrounded by lush greenery.
Home in Cape Coral
4.99 out of 5 average rating, 242 reviews

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!

Top guest favourite
An aerial view of a spacious home features a heated infinitive pool and hot tub, surrounded by lounge chairs on a patio. A private dock accommodates a boat, with manicured lawns and tropical landscaping completing the outdoor setting.
Home in Cape Coral
5 out of 5 average rating, 43 reviews

Waterfront Cape Coral Oasis+ Heated Pool | Kayaks

This Spacious 4-bedroom 3 Bathroom home was tastefully designed for relaxation and adventure, perfect for families, boaters, and vacationers. Bring your own boat and take advantage of our private dock or explore the water with the provided kayaks. Unwind in the heated pool and hot tub. Enjoy amazing outdoor furniture and outdoor kitchen. Inside, enjoy modern finishes, ice-cold A/C, Super fast WiFi and a fully stocked kitchen with all the essentials. Each bedroom features a 65-inch Samsung TV

Top guest favourite
The exterior of the home is shown, featuring light blue siding and a well-maintained garden. Lush greenery and colorful flower beds surround the property, while a vehicle is parked in the driveway. The bright sky creates a sunny atmosphere.
Home in Fort Myers Beach
4.91 out of 5 average rating, 70 reviews

100% cancel policy,Heated Pool, Beach, Dogs ok.

Everything provided for the best family vacation ever. Relaxing, Convenient location, 3 minute walk to grocery store. Heated indoor pool / hot tub its bright, light and very clean. Short walk to the beach 400 ft. 3 bedrooms sleeps 6 or 7 has 2 bath, a large living room, dining area and sitting area, full stocked kitchen free laundry area washer and dryer. grill, 2 new 55" TVs. Very fast internet. Dogs welcome. Fort Myer Beach STR Rental#19-1380. Unit 284624w4004000080. Application: A250616

Top guest favourite
An outdoor space features a saltwater pool and a hot tub, both illuminated in soft blue tones under a twilight sky. A large tiki hut provides shaded seating, and lush tropical landscaping surrounds the area, creating a serene and private atmosphere.
Home in Fort Myers Beach
5 out of 5 average rating, 15 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.

Top guest favourite
A spacious outdoor seating area is featured, showcasing a glass-top table surrounded by six chairs. The patio is complemented by a gas grill on one side. Large sliding doors provide a view of the interior dining area and kitchen, blending indoor and outdoor settings.
Home in Naples
4.98 out of 5 average rating, 195 reviews

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.

Top guest favourite
A sunlit pool area is framed by palm trees, with views of the canal and neighboring homes in the background. Comfortable loungers are positioned along the poolside, inviting relaxation amidst the tranquil waterfront setting.
Home in Fort Myers Beach
4.99 out of 5 average rating, 103 reviews

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.

Top guest favourite
The living room features a spacious sectional sofa, providing ample seating. Large glass doors open to the outdoor area, enhancing natural light. A mounted TV displays beach scenery, while a modern fireplace adds a touch of warmth. The room's design promotes comfort and relaxation for guests.
Home in Cape Coral
4.98 out of 5 average rating, 129 reviews

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!

Guest favourite
Villa in Cape Coral
5 out of 5 average rating, 7 reviews

Blue Mermaid

Fully stocked, and beautifully renovated and furnished 4 BR/ 3 bath direct access waterfront Villa with heated pool, dock, kayaks, fishing poles and much more. Located on a great saltwater canal minutes away from open water. Close to shopping, restaurants, and entertainment. Sleeps 8 The booking price includes full electricity - incl. pool heat. No further fees will occur after booking. Owners allow 1 non-shedding dog up to 40 lbs. Pre-approval needed and pet fee applies.

Top guest favourite
A waterfront beach house is showcased, featuring a wide driveway and lush green lawn. Palm trees and colorful landscaping surround the entrance, where a welcoming façade is visible under a clear blue sky, creating a relaxing atmosphere for guests.
Home in Fort Myers Beach
5 out of 5 average rating, 25 reviews

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!

Guest favourite
Home in Cape Coral
4.9 out of 5 average rating, 121 reviews

Cape Serenity- Luxury Waterfront Residence

This beautiful, fully equipped home is located in the lovely Orchid neighborhood. As the name suggests, serenity will wash over you as you relax and unwind in this gorgeous 3 bed, 3 bath home. Located off of the Caloosahatchee River, this is one of the select few homes in the Cape Coral/Fort Myers area that affords both privacy/luxury and direct accessibility to the gulf. Recent upgrades include a newly refinished pool deck and EV charger to enhance your experience!

Guest favourite
A screened lanai features a rectangular pool surrounded by tropical greenery. Outdoor dining furniture is visible near a glass table, offering a place to enjoy meals. Colorful pool floats and lounge chairs add to the inviting space, with the waterfront just beyond the pool area.
Home in Cape Coral
4.84 out of 5 average rating, 112 reviews

Peaceful Oasis

Enjoy the best of the Cape Coral Yacht Club neighborhood. We offer beautifully restored Terrazzo floors along with all new cabinetry, appliances and furniture. The interior of the house has been greatly improved since Hurricane Ian. The lanai, pool and waterfront offer you serene splendor and beauty that you will not want to leave. We provide the most convenient location in Cape Coral, just one mile from the downtown restaurant district.

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