Vacation rentals with a kayak in McGregor

A modern dining area features a large wooden table set for a meal, complete with plates, glasses, and decorative centerpieces. Stylish pendant lighting illuminates the space, while an adjacent kitchen with stainless steel appliances can be seen in the background.

5 out of 5 average rating, 12 reviews

Surf-Inspired Luxury with Pool & Dock!

💰No nickel & diming — AirBnb & cleaning fees in nightly rate! 🌊 Canal-front pool home w/ hot tub! 🚤 Boater’s Dream-Bridge-free,easy Gulf access. 🏖 Beach-Ready–Chairs,Umbrellas,Cooler,Floats & more! 🎉 Family Fun – Games,PlayStation,Cornhole,Bikes, Kayaks & More! 🍽 Chef’s Kitchen – Fully equipped for home-cooked meals 🛏 Luxurious Beds – High-quality bedding for ultimate comfort ⚡ Fast WiFi 🐾 Pet-Friendly 🏡 Spacious, Newly Renovated 🎟 Guest Concierge – Your perfect trip starts here!!

5 out of 5 average rating, 22 reviews

A single-story home is featured, displaying a well-maintained lawn and a paved driveway. Lush palm trees and flowering plants are visible, enhancing the inviting exterior. The home has a tiled roof and large windows, allowing for natural light. A garage door is located to the right.

Home in Fort Myers

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

Our home on the canal is a very special place! We are on a quiet street, the neighbors are friendly, and the canal view will bring a peaceful calm to your soul. You are a short 20 min. drive south to Fort Myers Beach, among many other tourist attractions nearby, like the Edison and Ford Estates & Golf courses, 3 miles up McGregor. There is a Publix, Walgreens, a neighborhood Market 4 mins away, along with numerous restaurants. It is close to everything, making it easy to plan your fun visit.

4.98 out of 5 average rating, 187 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 Fort Myers

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!

The heated saltwater pool is illuminated in rich blue tones, with the evening sky transitioning to sunset hues. Outdoor lights create a soft glow, and the pool is screened-in, enhancing the serene atmosphere along the waterway lined with palm trees.

4.91 out of 5 average rating, 109 reviews

Reflections | Heated Pool, Canal, Kayaks, Bikes

BRAND NEW HEATED SALT WATER POOL! Entire home, 4 bed, 3 bath! Located in a quiet, residential neighborhood, within walking distance of downtown Cape Coral & the Cape Coral Yacht club beach. It is in the BEST LOCATION! Close to restaurants, bars, entertainment, beach, great parks & more. You can visit Cape Coral's beautiful parks, Sun Splash waterpark, & in a short drive you can visit downtown Fort Myers and Fort Myers beach, Captiva & Sanibel Island & more... Gulf access & kayaks included!

4.8 out of 5 average rating, 111 reviews

A compact kitchen is equipped with modern appliances, including a coffee maker, microwave, and refrigerator. A granite countertop offers ample workspace, while cabinets provide storage. Soft blue lighting from a sign enhances the atmosphere, and a small dining table is positioned nearby.

Guesthouse in Cape Coral

Perfect Place for your Vacations

This Guesthouse has everything you need for your vacation, it is central located, in a peaceful and safe neighborhood and have a very well distributed space. Its located few minutes from the Caloosahatche River and the beautiful beaches of the Gulf of Mexico, it includes bicycles, kayaks, umbrella, beach chairs, fishing rods and other items that will enhance your vacation. It is also very close to highly recommended restaurants, famous shops (walmart,Publix, McDonald) and other essential places.

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, 230 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!

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.

5 out of 5 average rating, 26 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

A private pool is surrounded by palm trees and a spacious patio area. Several lounge chairs are positioned for relaxation, and decorative string lights are visible in the background. The scene is framed by a wooden fence, providing a sense of privacy.

4.98 out of 5 average rating, 109 reviews

Holiday Sales! Hot Tub+Pets+5 min to downtown

-5 min to Downtown Cape/10 min to Yacht Club Beach, 20 min to Causeway Beach, 25 min to Ft Myers & Sanibel Beach -Tropical fenced backyard w/ pool, hot tub, gas firepit, swing chair, hammock & Blackstone grill -Beach essentials, boogie boards, umbrellas, beach wagon, cooler & chairs -Board games, ping-pong, corn-hole, darts, 2 kayaks+life jackets -2 Beach Cruiser bikes + helmets -Relaxing enclosed covered patio + string lights, neon sign & grass wall -Canal access for kayak launch 5 min away

A clear view of a pool area features a sparkling heated saltwater pool and a hot tub, both housed under a screened enclosure. Comfortable lounge chairs are arranged nearby, with lush tropical landscaping visible in the background and soft lighting enhancing the evening ambiance.

4.98 out of 5 average rating, 59 reviews

Sunset Canal - Waterfront Heated Salt Pool Golf

Our beloved Coral Dream House awaits for your luxury vacation in South Florida! Read on to all of our amenities, but the heated, screen-enclosed salt water pool, huge waterfront, and professionally decorated house define indoor/outdoor living at its best! Centrally located between Fort Myers and miles of island beaches, we're a 5-min drive to lots of great food & drinks. 3 bedrooms offer a King, Queen and 4 Twin beds, plus sleeper sofa, with 2 large bathrooms; sleeps 10. Come live the dream!

5 out of 5 average rating, 14 reviews

Holiday Sales! Heated Pool/Hot Tub+Puttputt+Kayaks

-All you need private retreat, 1 mile to downtown Cape Coral, 20 min to downtown Fort Myers & 25 min to Sanibel -Canalfront with heated pool & infinity-edge spa -Steam shower & spa-style toilets for a touch of pampering -Putting green & kayaks for outdoor family fun -Jet ski lift & 55’ boat dock—bring your water toys! -Two bikes for exploring the neighborhood -Tiki hut & comfy outdoor lounge for family hangouts -Game room with pool table, shuffleboard, piano & karaoke—endless entertainment

An aerial view captures a property featuring a large screened pool area surrounded by lush greenery. A shaded boat lift is visible on the canal, along with two boats docked at the water's edge. Comfortable lounge chairs are positioned near the pool for relaxation.

4.95 out of 5 average rating, 39 reviews

Palaco Paradise

Welcome to sunny Cape Coral! At Palaco Paradise, enjoy an AMAZING HEATED POOL with sun on the lanai all afternoon. Grill out, relax, or head 30 mins to Fort Myers Beach—beach gear included! Stay 4+ nights for FREE waterpark passes. Fish from the backyard or take a 5 MINUTE BOAT DRIVE TO THE RIVER from your own personal dock! Fresh coffee is ready when you arrive, and you're just 35 mins from the airport. Everything you need, nothing you don’t—just sunshine, water, and pure relaxation!

4.94 out of 5 average rating, 187 reviews

A comfortably appointed living area features a light-colored tufted sofa adorned with decorative cushions. A dark coffee table occupies the center of the space, which is illuminated by a ceiling light. In the background, a glimpse of the kitchen is visible.

Home in Fort Myers

Cottage between Sanibel and Edison / Ford Estate

This is the ultimate getaway for our guests. Yes…. you’re going to have an entire house for yourself . Feel free to enjoy 2 bedroom / 2 bathroom house with a Florida room, plus outside patio with gazebo(BBQ) and large back yard. Our newly renovated retreat is in the perfect location that is close to the beach, near all the best restaurants, and has all the amenities you will need for a breezy family vacation. Free L2 EV charging in the garage! Cleaning fee only $49.

Popular amenities for McGregor kayak rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a kayak

The living area features a comfortable sofa arrangement under a ceiling fan, with large windows allowing natural light. The spacious bedroom showcases a four-poster bed, sleek furniture, and warm lighting. An enclosed patio displays a dining setup with colorful tableware, adjacent to a heated pool visible through expansive screen panels.

5 out of 5 average rating, 87 reviews

WF Oasis~Htd Pool~Spa~Pets4Free~BBQ~Big Lanai~Dock

A covered outdoor space features a cozy seating area with a dark wicker couch and light blue cushions. A patterned rug lies beneath, with lounge chairs arranged nearby. A swimming pool is visible through the screened enclosure, alongside landscaped greenery and a clear sky.

5 out of 5 average rating, 29 reviews

3 bd | 3 ba | htd pool | Gulf Access | Paradise

An aerial view showcases a fenced backyard featuring a screened-in pool and a private boat dock along a saltwater canal. The lush green lawn is bordered by tropical plants, and nearby residential homes are visible, set amid vibrant greenery.

4.76 out of 5 average rating, 17 reviews

Casa D'Incanto with Heated Pool and Boat Lift

A serene outdoor space features blue adirondack chairs and a small table set on a patterned rug by the water. A large umbrella provides shade. The backdrop showcases a vibrant sunset over the lake, enhancing the relaxing atmosphere of the setting.

4.98 out of 5 average rating, 54 reviews

Pool! Sunset Lake Views!

A private pool area is enclosed with a screened lanai, showcasing a sparkling swimming pool with rippling water. Pavers surround the pool, and a shaded seating area with two chairs is visible against the backdrop of lush green grass and water views.

4.91 out of 5 average rating, 86 reviews

Water Front Pool Home| Kayaks| Bikes| Fishing Dock

A sunlit pool area features a private pool and spa, surrounded by lounge chairs and colorful pool floats. Lush greenery and water views are visible through the expansive screens, with a shaded outdoor seating area nearby, creating a relaxed atmosphere for leisure activities.

4.88 out of 5 average rating, 8 reviews

Sunset view Villa

A modern living room features a 75” smart TV mounted on the wall, displaying a coastal scene. Yellow accent pillows are placed on sleek gray seating. A glass coffee table rests on a blue rug, with decorative items arranged on a side table and a pop of color from yellow curtains.

4.91 out of 5 average rating, 47 reviews

*Cheerful Art Decor 3/2 Pool Home Villa Paradise*

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.

4.97 out of 5 average rating, 118 reviews

2 Kings, Pool, Gulf Canal, Game Room and Kayaks

Cottage rentals with a kayak

Cottage in Bonita Springs

A serene view of the Enchanted Cottage is showcased amidst lush tropical landscaping. Pathways with stone pavers lead towards the quaint entrance, bordered by various palms and flowering plants that enhance the peaceful garden setting.

4.98 out of 5 average rating, 62 reviews

The Enchanted Cottage on the Imperial River

4.65 out of 5 average rating, 51 reviews

The exterior of the villa features a light-colored façade with a sloped roof and a well-maintained lawn adorned with tropical plants. A driveway leads up to a garage on one side, while a double entrance door provides access to the home.

Cottage in Cape Coral

Villa The Island Hideaway 2

A bright and inviting living area features pastel yellow walls complemented by an array of furnishings in varied hues. The space includes a dining table with chairs, a cozy seating area with a striped sofa, and decorative artwork adorning the walls.

Cottage in Hamlet

4.88 out of 5 average rating, 42 reviews

The Coqui Palace

4.83 out of 5 average rating, 6 reviews

A serene outdoor space features a clear, heated saltwater pool surrounded by lush palm trees. Colorful kayaks are visible along the lakefront, while blue lounge chairs provide comfort for relaxing under the sun. The tranquil water reflects the blue sky and nearby greenery.

Cottage in Cape Coral

Cape Lake House Lake Front

A charming island cottage is surrounded by lush palm trees and tropical foliage. Two blue chairs are positioned on the gravel driveway, inviting relaxation. The entrance is framed by vibrant greenery, and a metal roof reflects the sunny skies.

Cottage in Bokeelia

4.71 out of 5 average rating, 192 reviews

Captains Cottage

A screened porch features two wooden chairs positioned for relaxation, with light streaming through large windows. The floor is covered with a decorative rug, and greenery is visible outside, creating a serene and inviting space for outdoor enjoyment.

Cottage in Bonita Springs

5BR riverfront cottages with dock, kayaks, & patio

5 out of 5 average rating, 19 reviews

A heated saltwater pool reflects the evening sky, showcasing vibrant hues of orange and purple. Lounge chairs are positioned around the pool area, and a tranquil lakeside view is visible, accentuating a peaceful outdoor space.

Cottage in Cape Coral

Sunset Cottage: Lake Front

Cottage in Saint James City

A screened-in deck features a circular dining table surrounded by two swivel chairs. Textured bamboo walls and wooden flooring enhance the space, while ceiling fans provide airflow. Large windows allow natural light and views of the surrounding area.

4.91 out of 5 average rating, 109 reviews

Waterfront/Kayaks/True Salt Life Bliss!

Other vacation rentals with a kayak

4.96 out of 5 average rating, 28 reviews

The modern villa exterior showcases a spacious entrance framed by palm trees. A neutral color palette is highlighted by a prominent front door and an American flag. Lush green grass and gravel provide a tidy landscaping, contributing to a welcoming curb appeal.

Home

Villa Vita Bella Cape Coral South West Florida

4.95 out of 5 average rating, 39 reviews

Views of the river, Gulf Access Bring your boat!

5 out of 5 average rating, 53 reviews

An aerial view of the villa showcases a spacious property with a large custom heated saltwater pool, surrounded by a screened lanai. Two kayaks rest on the lush green lawn, and the private dock extends into the calm canal waters.

Villa in Cape Coral

Luxury new construction Villa Ocean Kiss on canal

4.87 out of 5 average rating, 15 reviews

A serene view of a heated saltwater infinity pool reflects vibrant sunset colors over the canal. The surrounding terrace features a modern design with ample space for relaxation. The calm water is framed by palm trees and properties along the waterfront, creating a peaceful atmosphere.

Villa in Cape Coral

Villa Royal on XXL-Canal with Sailboat Access

A screened-in pool area features a spacious swimming pool and a relaxing spa. The pool deck is surrounded by tropical palm trees and lounge chairs, providing a serene outdoor setting. Clear blue skies and lush greenery add to the tranquil ambiance.

4.96 out of 5 average rating, 79 reviews

5 Bed Saltwater Pool Home/ BOAT! Ask for details!

4.9 out of 5 average rating, 10 reviews

Lux canal Villa-Heated Pool 4BR/3BA-Walk to D/T

5 out of 5 average rating, 19 reviews

A private balcony offers a scenic view of calm waters bordered by lush greenery. The sliding glass door provides access, while a simple chair is visible on the balcony. A boat can be seen gliding along the water, under a sky with soft clouds.

Apartment in Cape Coral

Manatee Suite 2 / Funky Fish House at Cape Harbour