Holiday rentals with a kayak in Fort Myers

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, 16 reviews

Heated Pool, Hut Tub, Dock, Bikes, Beach Gear!

💰No nickel & diming — AirBnb & cleaning fees in nightly rate! 🎟 Guest Concierge – Your perfect trip starts here!! 🌊 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! ⚡ Fast WiFi 🐾 Pet-Friendly 🍽 Chef’s Kitchen – Fully equipped for home-cooked meals 🛏 Luxurious Beds – High-quality bedding for ultimate comfort 🏡 Spacious, Newly Renovated

4.98 out of 5 average rating, 196 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!

An inviting outdoor space features a heated saltwater pool surrounded by a screened lanai. Comfortable seating is arranged near a fire pit, with expansive views of the waterfront and sunset over the canal.

5 out of 5 average rating, 39 reviews

Heated Pool | Hot Tub | Game Room | Gulf Access

🌴✨ Escape to Cape Oasis – your 4BR/3BA new construction waterfront villa in Cape Coral with direct Gulf access! Just 30 mins from Fort Myers Beach, Sanibel Island, and RSW Airport. Enjoy a private heated pool, hot tub, and unique lanai suite. 🍹 Fire up the grill, relax at the outdoor bar, or paddle in provided kayaks. Family-friendly with pack 'n plays, toys, pool gate, and more! Stay connected with high-speed WiFi and Smart TVs. Game room fun awaits – create unforgettable memories at Cape Oas

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, 235 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, 33 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

5 out of 5 average rating, 20 reviews

New Year Sale+Canal Front/Heated Pool/Spa+PuttPutt

-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! -4 bikes for exploring the neighborhood -Garage gym -Tiki hut & outdoor lounge for family hangouts -Game room with pool table, shuffleboard, piano & karaoke—endless entertainment

4.93 out of 5 average rating, 15 reviews

The exterior of a modern waterfront home is showcased, featuring a sleek metal roof and landscaped front yard. Palm trees are positioned in front of the elegant facade, while serene lake views can be seen in the background, reflecting the clear blue sky.

Villa in Cape Coral

NEW - Heated Pool & Spa - Gulf Access Lake - BBQ

Exquisite waterfront home with Gulf access & lavish gold accents located in South Cape Coral! A world of refined luxury in this breathtaking 3-bedroom, 3-bath + office home, perfectly situated on a serene lake. Tarpon Point , Cape Harbour, & Downtown Cape Coral are just minutes away. Offering 2,350 square feet under air & an expansive 3,700 square feet total, this masterpiece blends opulence and elegance with unparalleled craftsmanship. Extended lanai for extra sun in the heated spa and pool.

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, 112 reviews

Midweek Jan Sale! 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, 93 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.

4.99 out of 5 average rating, 152 reviews

An open living area features a cozy seating arrangement with a brown armchair and a textured ottoman. Wall art depicting botanical themes complements the neutral walls. A modern kitchen bar with three stools is visible, lending to the inviting and functional design of the space.

Home in Naples Park

Pool Bikes & Beach | Paddle Board Included

We welcome your family of up to 2 adults & 3 children. You will be close to sandy beaches, great restaurants and shopping at this great North Naples Location. Just a few minutes from Vanderbilt Beach and Wiggins Pass Park. You will love all the great amenities and be able to relax in this brand new clean apartment. Amenities, Bikes, paddle board, beach wagon and beach towels. Very easy to check-in, you will have your own private entrance and private one car parking available.

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, 197 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 Fort Myers kayak rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with a Kayak

5 out of 5 average rating, 54 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

A serene view of the water is presented from the covered terrace, showcasing the inviting saltwater pool. Lush palm trees are visible across the water, enhancing the tranquil setting. The sky is clear, allowing plenty of natural light to illuminate the scene.

4.88 out of 5 average rating, 24 reviews

Villa Vianni in Cape Coral

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.

4.84 out of 5 average rating, 112 reviews

Peaceful Oasis

A collage showcases various relaxing spaces. A putting green is positioned by the water, while a cozy bedroom features a neatly made bed and colorful pillows. The outdoor area highlights a poolside space with a tiki hut, and a dining table is set with elegant turquoise decorations.

4.92 out of 5 average rating, 39 reviews

TIKI on the CANAL mini-putt pool/spa kayak fishing

Superhost

5 out of 5 average rating, 4 reviews

Bluewater- 4 bedroom, 4 bath luxury Villa - Vestev

A serene outdoor space features comfortable seating arranged around a table, with a view of the canal and vibrant sunset colors. The screened-in lanai allows for an unobstructed view, enhancing the waterfront ambiance.

4.98 out of 5 average rating, 42 reviews

Chasing Sunsets SLT wtr pool, kayak & fish

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, 33 reviews

Escape To Your Personal Lakefront Villa On 8 Lakes

An aerial view shows a spacious house adjacent to water, featuring a private pool and a boat dock. Lush greenery surrounds the outdoor area, while multiple houses can be seen along the waterfront. A boat is tied up at the dock, emphasizing the water access.

5 out of 5 average rating, 41 reviews

Casa Marina

Cottages 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, 68 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, 261 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, 197 reviews

Captains Cottage

Other holiday rentals with a kayak

5 out of 5 average rating, 37 reviews

Luxury home with 2 master suites, large pool & spa

A serene outdoor space is viewed with a heated pool in the foreground, surrounded by lounge chairs. Lush palm trees line the water's edge, where a private dock extends into the Caloosahatchee River, offering a tranquil setting for relaxation.

5 out of 5 average rating, 20 reviews

Cape Coast Retreat | Waterfront - Pool - Sleeps 13

The image showcases four scenes from The Lily Pad. The top left features a game room with a golf simulator. The top right captures an outdoor fire pit area under an evening sky. The bottom left displays the heated saltwater pool surrounded by seating. The bottom right illustrates a private cinema with theater seating.

5 out of 5 average rating, 30 reviews

The Lily Pad + Waterfront + Pool + Golf Simulator

4.91 out of 5 average rating, 23 reviews

Townhouse in Cape Coral

Waterfront Condo with Pool & Boat Slip

5 out of 5 average rating, 15 reviews

A private heated saltwater pool and hot tub are enclosed within a screened patio, featuring a stone coping. A glass of beer rests on the ledge beside the pool. Lush greenery and palm trees are visible in the background, complemented by a clear blue sky.

Home in Fort Myers

Sanibel Causeway-New Villa Pool

Superhost

Home in Fort Myers

5 out of 5 average rating, 3 reviews

Heated Pool Home Near Fort Myers Beach

A spacious game room features natural wood beams across the ceiling, with a shuffleboard table and a pool table positioned for easy play. Bar stools line a stylish counter, while a large TV is mounted on the wall, providing a lively atmosphere for entertaining.

4.98 out of 5 average rating, 58 reviews

Coastal Therapy -Gulf Access w/ Pool, Dog Friendly