Holiday rentals with a kayak in Sanibel

Guest house in Fort Myers

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.

4.98 out of 5 average rating, 197 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!

Superhost

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.

Guest house in Cape Coral

4.8 out of 5 average rating, 119 reviews

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, 237 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!

5 out of 5 average rating, 12 reviews

A screened-in patio features a rectangular table surrounded by several chairs, offering a view of the lush green lawn and the pool area. The ocean can be seen in the background, with palm trees lining the property. Beach gear is stored neatly on the wall.

Apartment in Sanibel

Sanibel Island - Steps From Beach - Sandalfoot 2B2

Welcome to Unit 2B2 at Sandalfoot Beachfront Condominium, professionally managed by Gulf Coast Vacation Rentals. Enjoy beautiful gulf views from this peaceful 1-bedroom, 1-bath retreat where the beauty of Sanibel Island is right at your doorstep. Situated on the second floor, this updated condo offers easy access to the beach and provides a calm, serene atmosphere that’s perfect for your next getaway. Fully renovated, this unit now features modern amenities designed to enhance your comfort and

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, 114 reviews

April Available! HotTub+Beach Gear+5 min to Town

-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

5 out of 5 average rating, 10 reviews

A bright, airy living area features large windows showcasing panoramic Gulf views. A spacious seating arrangement is positioned around a central coffee table, inviting relaxation. The coastal-inspired decor complements the natural light that floods the space, enhancing the serene atmosphere of the beachfront retreat.

Home in Captiva

Beachfront Oasis w/ Golf Cart and Paddle Boards!

💰No nickel & diming : AirBnb & cleaning fees included! 🤝 local concierge support for a stress-free stay! 🏖️ Beachfront paradise, bordered by untouched nature on both sides— serene, and truly private 🚲 2 bikes + 🛶 2 paddleboards included for island adventures on land and sea 🛺 Golf cart provided for carefree island cruising 🛏️ Oversized primary suite: king bed, lounge areas, desk & full ensuite bath 🏡 Detached casita with private king suite—ideal for guests, couples, or quiet retreats!

Apartment in Fort Myers Beach

A living area is seen featuring large glass doors that offer a view of the waterfront. Rattan furniture, including a sofa and coffee table, complements the room. Decorative sea-themed artwork adorns the walls, creating a bright and airy atmosphere.

4.95 out of 5 average rating, 118 reviews

Romance! Awesome Beach & Views! 5 Stars

Feeds the senses & nourishes the soul! Away from the crowds and noise is this spectacular, waterfront (on the beach) 5 Star corner condo allowing you private unobstructed views of the Gulf, San Carlos Pass, Fort Myers Beach, City Lights, Back Bays, wildlife and is on Lover’s Key State Park Beach (#4 in US & 3 miles of pristine white sand shelling beach and 700 acres of nature). Don't risk your chance for a lifetime memorable experience anywhere else. There is bridge construction currently.

4.95 out of 5 average rating, 139 reviews

A serene beach scene showcases smooth, soft sands meeting the gentle waves of a turquoise ocean. A piece of driftwood rests in the foreground, complementing the clear blue sky and tranquil waters that stretch into the horizon.

Home in Captiva

Steps to Beach Captiva Includes CLUB & Golfcart

HOST PAYS AIRBNB FEE WINTER SPECIALS Golf Cart and Club amenities Included North Captiva Island Cottage! Just steps away from the Gulf's pristine shores, this cozy retreat offers a private hot tub, perfect for families and beach enthusiasts. Enjoy modern amenities, a well-stocked pantry, and a complimentary golf cart to explore the island. Pet-friendly(small fee) accessible by ferry, boat, or plane. With beach gear, access to the club pool, and unbeatable proximity to the beach STAY WITH US

4.98 out of 5 average rating, 189 reviews

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

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.

4.9 out of 5 average rating, 122 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!

Beautiful and welcoming are just two words to describe this magnificent, 4 story home with heated private pool and sweeping 360 degree water views from the observation deck. Blue Laguna features 3 bedrooms and 3 full baths allowing this home to sleep up to 6 people. Two screened in lanai's so you can sit and enjoy the island breeze and leave the sliding doors open for a true island nature experience during the colder seasons. A golf cart for 4 persons is also included in the rental.

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.

4.98 out of 5 average rating, 121 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!

4.94 out of 5 average rating, 200 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 kayak rentals in Sanibel

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a kayak

A view of the tranquil canal is presented, framed by several turquoise Adirondack chairs arranged in a semi-circle. Lush greenery and palm trees are visible in the background, while a clear blue sky is overhead, enhancing the serene setting.

5 out of 5 average rating, 20 reviews

Waterfront Escape w/ Kayaks, Luxe Kitchen, Hot Tub

The sunset casts a warm glow over a tranquil saltwater pool, with palm trees reflected in the water. A spacious screened lanai surrounds the pool area, featuring lounge chairs and lush greenery. The calm canal adds to the serene atmosphere.

4.92 out of 5 average rating, 24 reviews

Sea you at the Cape

4.97 out of 5 average rating, 36 reviews

The outdoor waterfront area features a wide wooden dock extending along the water. Palm trees provide shade over lounge chairs placed on lush green grass. The home is visible in the background, offering a relaxed atmosphere in a serene setting.

Home in North Fort Myers

Winter Sale: Hot Tub, Firepit, Kayaks & Fishing

A spacious coastal home is surrounded by lush greenery and well-maintained landscaping. The property features a large driveway leading to a two-car garage, with a welcoming entrance highlighted by a decorative front door. Tall palm trees add a tropical touch to the front yard.

4.96 out of 5 average rating, 77 reviews

Private Tropical Retreat w/ Heated Pool & Spa

A spacious waterfront home is surrounded by lush greenery and palm trees. The Mediterranean-inspired architecture features a red-tiled roof and large front entrance, along with a neatly paved driveway leading to a two-car garage. Bright blue skies provide a clear backdrop.

4.97 out of 5 average rating, 120 reviews

Gone Coastal!! Spa+Heated Pool Amenities Galore!

Two glasses of water are served with orange garnishes, resting on a metal side table. The screen-in lanai frames a view of a clear pool, surrounded by lounge cushions. Lush greenery and palm trees are visible beyond the pool.

4.93 out of 5 average rating, 88 reviews

Sunny Pool Beach/Island Escape in Comfy Canal Home

Superhost

Home in Fort Myers

5 out of 5 average rating, 4 reviews

Heated Pool Home Near Fort Myers Beach

A serene outdoor view features palm trees surrounding a saltwater pool, with vibrant sunset colors filling the sky. A covered lanai offers seating options, while two kayaks are docked nearby. A dedicated theater room displays reclining seats, designed for comfort during movie nights.

5 out of 5 average rating, 18 reviews

Waterfront, Salt Water Pool, Theater Room

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.

4.99 out of 5 average rating, 69 reviews

The Enchanted Cottage on the Imperial River

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

4.65 out of 5 average rating, 51 reviews

Villa The Island Hideaway 2

4.91 out of 5 average rating, 264 reviews

A private heated saltwater pool is surrounded by vibrant palm trees, creating a lush outdoor oasis. White lounge chairs are positioned along the poolside, inviting relaxation under a clear blue sky. A well-maintained grassy area adds to the serene atmosphere.

Cottage in Naples Park

Cottage Close to Vanderbilt Beach Heated Pool

A tranquil waterway is visible, reflecting the surrounding structures and sky. A private boat dock extends into the canal, offering access to boats moored nearby. The scene features well-maintained properties lining the banks, framed by palm trees and grassy areas.

Cottage in Saint James City

5 out of 5 average rating, 7 reviews

Flamingo Bay Cottage

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

Cottage in Bonita Springs

An outdoor seating area features a round black table surrounded by six metal chairs, set against a backdrop of white siding. A potted plant sits in the center of the table. Sunlight filters through the nearby window, enhancing the inviting atmosphere.

5 out of 5 average rating, 17 reviews

Quiet Riverside Cottage in Downtown Bonita Springs

A lush green lawn is bordered by palm trees and shrubbery, with a charming house featuring large glass doors. A gentle rainbow arcs over the scene, enhancing the serene atmosphere. Soft lighting from pathway fixtures highlights the stone walkway leading up to the entrance.

Cottage in Fort Myers

Luxury Waterfront Villa + Guest House

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

4.72 out of 5 average rating, 198 reviews

Captains Cottage

Other holiday rentals with a kayak

A vibrant pool area features a serene water feature cascading from a spa into the pool. Surrounding the water, multiple blue adirondack chairs invite relaxation. Lush palm trees and expansive blue sky create a backdrop for this tranquil outdoor space.

5 out of 5 average rating, 49 reviews

Cape Coral Paradise, Waterfront, Patio, Pool, Spa

5 out of 5 average rating, 6 reviews

A scenic view of tropical vegetation leading to a wide beach area, with soft sand and gentle waves. The sky showcases a mix of clouds and bright blue, creating a peaceful atmosphere. The shoreline is visible in the distance, inviting relaxation and exploration.

Flat in Captiva

New Luxe Beachfrnt, Specatular Ocean Views + Club!

4.92 out of 5 average rating, 24 reviews

Townhouse in Cape Coral

Waterfront Condo with Pool & Boat Slip

5 out of 5 average rating, 7 reviews

Home in Fort Myers Beach

Secluded Pier, Partial Bay Views - Blue Bayou A

Apartment in Fort Myers Beach

A tall, modern building is seen from above, surrounded by water and lush greenery. The calm waters reflect the clouds in the clear blue sky. A small parking area and palm trees are visible in the foreground, highlighting the property's serene waterfront location.

4.95 out of 5 average rating, 55 reviews

Lover's Key Resort Unit #807

An aerial view of a resort-style home features a spacious outdoor area with a pool, surrounded by palm trees. A private boat dock extends into the canal, providing direct access to the water, while seating areas for relaxation are visible on the deck.

5 out of 5 average rating, 54 reviews

Resort Style: Dock, Canal, Heated Pool, Games

5 out of 5 average rating, 44 reviews

A screened lanai features comfortable wicker seating with light blue cushions and a central table, offering an inviting space for relaxation. Large windows showcase breathtaking views of the scenic surroundings, while a ceiling fan adds a cooling touch to the atmosphere.

Apartment in Cape Coral

Stunning Views Penthouse-Waterview King Suite Golf