Vacation rentals with a kayak in Sanibel

4.98 out of 5 average rating, 186 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 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!

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

5 out of 5 average rating, 13 reviews

A charming two-story home is surrounded by lush tropical landscaping. The exterior features a bright yellow facade with green accents, complemented by a large screened-in porch on the main level. Concrete walkways lead to the entrance, framed by natural beauty and garden elements.

Home in Sanibel

Island Paradise-The Sandy Banana-across from beach

Relax and enjoy a little taste of paradise in this beautiful home with 3 master suites and a large loft area that has twin beds that double as a sofa, its own coffee bar and mini fridge. Tucked in and surrounded by beautiful sea grapes and palm trees you'll feel like its your own private oasis. Located on the quiet west end of Sanibel Island only a two minute stroll to one of the quietest beaches on the island. You're sure to enjoy nightly sunsets over the Gulf of Mexico during your stay!

Condo 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, 111 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, 132 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 FALL 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

4.9 out of 5 average rating, 121 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.

4.97 out of 5 average rating, 118 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!

4.9 out of 5 average rating, 118 reviews

Cape Serenity- Luxury Waterfront Villa

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!

4.98 out of 5 average rating, 54 reviews

A heated saltwater pool is enclosed by a spacious screened area, allowing for relaxation and sun exposure. Lounge chairs and vibrant orange seating are positioned beside the water, with views of a tennis court visible through the mesh walls and lush landscaping beyond.

Home in Sanibel

Coastal Chic Island Escape

Just 150 yards from Sanibel's peaceful beach, our home offers unmatched luxury: direct beach access, a heated saltwater pool, private pickleball/tennis court, and sea-view dining. A king suite, additional king bedroom, playful bunk room, and separate apartment provide comfort for all. Perfect for those seeking a serene escape, our home is not suited for loud gatherings or parties. Please help us preserve the tranquility of this special place. 28-day minimum.

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.

4.96 out of 5 average rating, 114 reviews

Gone Coastal!! Spa+Heated Pool Amenities Galore!

This spectacular 2358 sq. ft. Cape Coral waterfront home will exceed your expectations with its luxurious updates and abundant amenities. Located in a quiet neighborhood, but within minutes to shopping, grocery, restaurants, and beaches! Enjoy a large lanai with a heated pool and spa, outside TV and built-in grill. Includes kayaks, fishing poles, beach items, stroller, private driveway parking, Wi-Fi and printer. Gulf access with boat dock.

The living area features a spacious sectional sofa with decorative pillows and a light-colored coffee table. A large television is mounted on the wall opposite the seating. Sliding glass doors provide views of the canal and allow natural light into the space.

4.89 out of 5 average rating, 120 reviews

Pool Home on Canal | Quiet Neighborhood | Kayaks

You will have the entire home to yourself. Newer canal home in the heart of Cape Coral! Just 5 minutes from Pine Island Rd, 10 minutes from downtown Cape Coral and Cape Coral Beach, 15 minutes from downtown Fort Myers, 35 minutes from Fort Myers Beach and Sanibel Island, and an hour from Naples. We have been hosting on Airbnb for 10 years and know exactly what guests are looking for. Trust us for your SWFL vacation and book today!

Popular amenities for Sanibel kayak rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a kayak

5 out of 5 average rating, 47 reviews

A spacious screened pool area is shown, featuring a heated saltwater pool with built-in bench seating. Lounge chairs are positioned along the edge, and a hammock is visible nearby. The outdoor dining area and sectional seating are included, with a 55" Smart TV situated to provide entertainment.

Home in Bonita Springs

Private Palm Oasis - Close to Beach

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

5 out of 5 average rating, 7 reviews

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

The Great Escape Beach House/ Pool/ Dock

A modern single-story home presents a clean architectural design with a light-colored exterior and a tiled roof. Lush green landscaping, including palm trees and other plants, enhances the entrance. The driveway leads to a two-car garage, framed by a well-maintained lawn.

5 out of 5 average rating, 6 reviews

Cape VillaVista - Newly Listed!

An inviting outdoor space features a large pool and spa, surrounded by a screened lanai. Inside, a modern kitchen with stainless steel appliances is showcased alongside a pool table in a recreational area. Scenic lake views extend beyond the property.

5 out of 5 average rating, 32 reviews

Escape To Your Personal Lakefront Villa On 8 Lakes

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, 83 reviews

Sunny Pool Beach/Island Escape in Comfy Canal Home

5 out of 5 average rating, 13 reviews

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

A modern single-story home is displayed with a well-maintained front yard featuring lush greenery and flowering plants. A spacious paved driveway leads to a two-car garage, and palm trees are positioned nearby, enhancing the tropical feel of the property.

4.96 out of 5 average rating, 45 reviews

Waterfront Retreat: Relaxing Cape Coral Getaway.

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

Superhost

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, 257 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 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 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

4.97 out of 5 average rating, 65 reviews

An aerial view captures a serene coastal neighborhood surrounded by lush greenery, with the beach visible in the distance. The beach house is nestled among palm trees, indicating its close proximity to the shoreline and other scenic homes in the area.

Cottage in Captiva

The FlipFlopper Beach House - North Captiva Island

Other vacation rentals with a kayak

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.

4.96 out of 5 average rating, 28 reviews

Villa Vita Bella Cape Coral South West Florida

An inviting outdoor space features a sparkling pool surrounded by elegant paving. Comfortable lounge chairs are positioned nearby, offering leisurely seating. A two-story structure is visible, with a balcony overseeing the pool area. Lush greenery and palm trees enhance the tropical ambiance.

5 out of 5 average rating, 21 reviews

Lux 5 bdrm waterfront, pool&hot-tub, dock Fishing!

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, 86 reviews

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

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.

5 out of 5 average rating, 53 reviews

Luxury new construction Villa Ocean Kiss on canal

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.

Apartment in Captiva

New Luxe Beachfrnt, Specatular Ocean Views + Club!

A shaded patio area features two turquoise lounge chairs positioned near a sparkling pool. A small table holds a bottle of champagne and a bowl of oranges. In the background, spacious arched windows and a bright, inviting interior are visible.

5 out of 5 average rating, 7 reviews

Villa Serena

A serene view of a private salt-water pool under a clear blue sky, bordered by a spacious terrace. The pool reflects sunlight, and the surrounding area features palm trees and nearby houses along a waterway.

5 out of 5 average rating, 6 reviews

VRCC Villa Alany-Miami style gem-lastminute deals