Holiday rentals with a kayak in Lee County

4.97 out of 5 average rating, 235 reviews

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.

Guesthouse in Iona

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!

4.96 out of 5 average rating, 55 reviews

Waterfront Home: Private Pool & Stunning 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

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.

4.99 out of 5 average rating, 260 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!

4.91 out of 5 average rating, 138 reviews

A two-story beach house features a bright blue exterior and large windows, surrounded by palm trees and lush greenery. A wooden staircase leads to the entrance, with a deck visible on the upper level. The sandy area offers a welcoming beach environment.

Home in Captiva

Blue Laguna - Vacation in paradise!

This bright, fully equipped welcoming three‑story home features a private heated pool and a rooftop observation deck with stunning 360‑degree water views. It offers three comfortable bedrooms and three full bathrooms for up to six guests, plus two screened lanais where you can relax in the island breeze and listen to the birds. A four‑seater golf cart is included, so you can easily explore the beaches and sandy paths of beautiful North Captiva Island. Also full access to Island Club amenities!

5.0 out of 5 average rating, 19 reviews

NEW!Pelican Paradise Retreat - Gulf Access

Discover Pelican Poolside Retreat, a tranquil getaway located on a picturesque canal in SW Cape Coral. This spacious home is equipped with all the amenities you need for a truly restful vacation. Soak up the sun by the pool, unwind in the cozy interiors, and end each day with awe-inspiring sunsets. Welcome to your ultimate relaxation haven, where everyday worries fade away and unforgettable memories are made. Private & Pet Free. Past host reviews mentioning pets are from a different property.

4.99 out of 5 average rating, 113 reviews

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

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.

4.9 out of 5 average rating, 127 reviews

Home in Cape Coral

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!

4.99 out of 5 average rating, 159 reviews

A covered outdoor seating area features a wooden sectional sofa facing a sparkling pool. Two ceiling fans provide a cooling breeze. The serene water views and lush greenery create a tranquil backdrop, with a red umbrella providing shade over the pool.

Home in Cape Coral

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 home 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.

Superhost

Villa in Fort Myers

5.0 out of 5 average rating, 5 reviews

Mediterranean Waterfront Estate on Caloosahatchee

Experience Nascosto Estate, a Mediterranean waterfront sanctuary on the Caloosahatchee River. This extraordinary estate offers resort-style amenities, including a heated infinity pool with a cascading waterfall, sanded lounge, fire pit, private pier, and boat lift. Just minutes from Downtown Fort Myers, it provides absolute privacy, breathtaking river views, and magical sunsets—a one-of-a-kind escape where every moment feels unforgettable and memories last a lifetime!

4.71 out of 5 average rating, 116 reviews

A screened patio houses a vibrant pool and spa, surrounded by tropical landscaping. Sunlight reflects off the clear blue water, and views of palm trees and the canal are visible through the mesh enclosure. A charming tiki hut is seen beyond the water.

Home in Cape Coral

"Seahorse Villa" by the water Pool & Spa +Tiki Hut

Your vacation Oasis! Pool & Spa & Tiki Hut for a good time with family or friends. 4 bedroom, 2 bathroom in central location yet in quiet neighborhood. Take a tour with a kayak and explore the area. (NO CHARGE!) free wifi, formal dining area inside or sit under the covered patio by the pool (heating optional) There are lounge chairs for a relaxing time by the pool, bbq grill, breakfast area, living room, play room with pool billiard lots of room for the whole family.

4.96 out of 5 average rating, 45 reviews

Sunset Views | Waterfront Pool & Hot Tub Home

Relaxing waterfront retreat in beautiful Cape Coral. Designed for comfort and easy coastal living, this spacious getaway is perfect for families, couples, and extended stays. Spend your mornings on the private dock watching dolphins and boats cruise through the canal, then unwind poolside with stunning waterfront views and a heated pool and hot tub perfect for year-round enjoyment. Conveniently located near popular restaurants, shopping, and local attractions.