Holiday rentals with a kayak in Port Charlotte

Find and book unique kayak rentals on Airbnb

Top-rated rentals with kayak in Port Charlotte

Guests agree: these rentals with kayak are highly rated for location, cleanliness and more.

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Top guest favourite
A private heated pool area features clear water surrounded by comfortable seating and vibrant blue umbrellas. A large pink flamingo float is visible in the water, alongside other colorful poolside furnishings. Lush greenery is present in the background, enhancing the outdoor atmosphere.
Home in Port Charlotte
5 out of 5 average rating, 76 reviews

Xanadu Luxury|Fishing Pool/Dock|Kayaks|Bar/Gazebo

Welcome to XANADU Luxury Villa 🌊 your canalfront paradise with a private BOAT DOCK ☀TOP LOCATION📍, close to: beautiful beaches 🏖️ Gasparilla Island, Siesta Key, Englewood! ☀Dock Ideal to FISH 🎣| Deck🎴 ☀BAR🍷 ROOM Dancing Light 🪩 ☀DEDICATED WORKSPACE 💻 ☀GAME🎮 Room /Roblox/Arcades🕹️ ☀Smart TVs in every room📺 ☀HEATED Pool 🏊‍♀️ ☀Fast WIFI📶 ☀Ping Pong Area in Sand 🏓 ☀Fully equipped kitchen🍽️ ☀Pool Table and Games🎱♟️ ☀ Outside dining table😋/Fireplace ☀BBQ🍖Ice Maker🧊 ☀Self check in 🔐 Smart Lock

Guest favourite
A modern luxury home is presented with a tiled roof and arched entryways. The manicured lawn features lush green grass, providing a welcoming appearance. A directional map is positioned in the corner, highlighting the property's location in relation to nearby attractions.
Home in South Gulf Cove
5 out of 5 average rating, 30 reviews

Luxury Waterfront Home With Heated Pool & Hot Tub

New modern luxury home featuring 3 bedrooms and 3 bathrooms. 50" Flat screen TVs in all bedrooms and a 65" TV in the family room. Master suite with dual sinks large soaking tub and a walk in roman shower! Screened in heated pool with hot tub and special LED lighting. Large lanai with gas grill a table with 6 chairs and 4 loungers. Dock has sitting area to sip morning coffee or grab a cocktail and watch the fish jump. Beach chairs, pool toys and fishing rods/ tackle everything is included!!!

Superhost
An outdoor covered lanai is shown, featuring a wooden dining table surrounded by several chairs. A comfortable seating area includes a woven couch with decorative pillows. A gas barbecue grill and a pool area with water views are visible in the background.
Home in Port Charlotte
4.8 out of 5 average rating, 123 reviews

Waterfront Home Heated Pool, Lift, Pedal Prowler

Your home offers a comfortable open floor plan with lots of windows offering views of the pool and waterfront area. Upon entering the home, you walk down a short hallway and enter into the large common area with 3 sliding glass doors allowing access to the pool deck and lanai. Your outdoor space offers a large covered lanai with plenty of seating along with an area for outdoor dining. In addition, you have a beautiful heated saltwater pool, a dock with gorgeous water views and boat lift.

Superhost
Colorful Adirondack chairs are arranged on a sandy beach with a clear view of the ocean. A wooden signpost displays various destinations, indicating distances in miles, adding a charming focal point to the scenic coastal setting.
Home in South Gulf Cove
4.76 out of 5 average rating, 17 reviews

"Everglades Breath"3bed 2 b ,BBQ, Kayaks, Hot tub

"Everglades Breath" Modern 3 bedroom 2 bath house, 1300 sf just build in 2022 with, quartz kitchen corner tops, 75 in TV ,lanai with 30 jets Hot Tub ,BBQ ,the back yard, is shareable. South West Florida prime boating and beaching communities with the Myakka River, Charlotte Harbor and The Gulf of Mexico min away. The community offers public sidewalks, parks, witch include a public boat ramp, picnic area, linear walkway and playground. Which provide place for kayaking, boating, fishing.

Guest favourite
A well-lit bedroom features a spacious wooden bed with plush white bedding. Natural light enters through the window, which is adorned with horizontal blinds. Simple wall art complements the soothing color scheme, and a ceiling fan provides ventilation.
Farm stay in Charlotte Harbor
4.96 out of 5 average rating, 112 reviews

Peaceful Waterfront Orchard 1

bring the whole family including your pets to this peaceful orchard and garden oasis. the action packed backyard of this duplex proudly boasts over 40 fruit trees of various varieties including banana, orange, lemon, fig, mango, papaya... and many more! choose to fish from the dock in the backyard canal, go exploring with the kayaks or paddleboards, play in the sandbox, try out the slackline, or even say hi to the chickens in the coop (maybe even grab a few fresh eggs for breakfast).

Top guest favourite
A spacious home is set on a well-maintained lawn, featuring a white exterior complemented by lush tropical landscaping. Palm trees and shrubs enhance the entrance, while a smooth driveway leads to a two-car garage. The sky is clear and blue, adding to the inviting appearance.
Home in Port Charlotte
5 out of 5 average rating, 100 reviews

Elegant heated pool canal home in very quiet area.

Great location! Bring your dog, bring your boat and enjoy the Florida sun in your heated saltwater swimming pool. Fish off your private dock while watching for dolphins or manatee. You can meet the rest of the opacarophiles who walk to the beach to view the sunset. Relax in the jacuzzi with your favorite beverage. NOTE: Beach is sandy but the water is BRACKISH, not clear. This is mostly a retirement neighborhood. This is NOT a party house and not suitable for unattended children.

Guest favourite
A spacious indoor pool area is framed by expansive screens, offering unobstructed views of the surrounding water. The pool includes a heated spa, with steps leading down to the water. The tiled floor reflects warm sunlight, enhancing the inviting atmosphere.
Home in Punta Gorda Isles
4.95 out of 5 average rating, 21 reviews

Tropical-Waterfront|Htd Pool-Spa-Dock-Kayaks-Bikes

Welcome to Villa Tropical — your private Punta Gorda retreat surrounded by water on three sides. With a saltwater pool and spa, private dock, steam shower, and plenty of space to unwind, this home blends peaceful luxury with all the tools for adventure. It’s a short 25-minute walk (or 10-minute bike ride) to Fishermen’s Village, with restaurants, shops, and harborfront views along the way. Bikes, kayaks, beach gear, and fishing gear all available to you for no additional cost.

Top guest favourite
An aerial view captures a light blue house with a spacious driveway and manicured lawn, surrounded by lush greenery and a serene canal. The home features a charming front porch and is set within a quiet neighborhood, showcasing the tranquil natural landscape.
Home in Port Charlotte
4.94 out of 5 average rating, 32 reviews

Peaceful waterfront home

Take it easy at this unique and tranquil getaway. Nestled alongside a serene canal, our home is a sanctuary of tranquility and natural beauty. From the moment you step onto the property, you are met with charm and allure that only canal front residence can offer. For those who enjoy outdoor activities, the canal provides a perfect venue for kayaking, fishing and lounging in our cocktail pool and hot tub. Surrounding sliding glass doors opens up to 3 separate patios.

Guest favourite
A stylish pool area is illuminated by soft lighting at night, featuring two large red umbrellas over submerged seating. Calm waters reflect the surroundings, while palm trees frame the view, creating a serene atmosphere by the water's edge.
Home in Charlotte Harbor
4.95 out of 5 average rating, 62 reviews

Amazing Peace River Views

House is a 2 bed, 2 bath layout. The Master bed is a king bed and the guest bedroom is a queen. Both bedrooms have walks in closets with easy and convenient shelving and built in hampers. The laundry is stocked with liquid soap and fragrance free powder with fast efficient machines. There are speakers in the house, lanai and pergola. You will be able to control them via your phone. There is a desk work area with extra monitor for laptops and a printer for your use.

Top guest favourite
Home in South Gulf Cove
4.94 out of 5 average rating, 16 reviews

Canal Home w/ Escape Room, Pool & Dock, Pets OK

"Start your stay with something totally unexpected: our QR Clue mystery adventure, included with every booking. As you settle into the home, you’ll discover hidden clues containing interactive puzzles woven through the living spaces. Make it to the end to solve a long-standing mystery and win a take-home prize as a keepsake. It's an escape room-style challenge designed for all ages to create fun, memorable moments without ever leaving the comfort of the house.

Top guest favourite
The image captures a serene waterfront view, showcasing a vibrant sunset with colorful streaks across the sky. Gentle ripples are observed on the water's surface, reflecting the warm hues of the evening light, creating a tranquil ambiance.
Townhouse in Englewood
5 out of 5 average rating, 19 reviews

Architect's waterfront home is a fisherman's dream

Who needs a pool when you have 10-minute access to the Gulf? Enjoy this unique, contemporary waterfront home designed and built by coastal architect FV Rossa. Imagine waking up to the sound of manatees in the private deep-water boat basin, then loading up your skiff for a day of fishing or beach hopping. This 3-story property is a fisherman's dream, located just off the intracoastal waterway from some of the most vibrant waters in Southwest Florida.

Top guest favourite
A screened-in porch offers a serene view of lush greenery and a calm waterway. Two wooden chairs are positioned at a white table, with a small decorative item placed on its surface. Bright sunlight filters through the trees, enhancing the natural surroundings.
Cottage in Arcadia
4.99 out of 5 average rating, 122 reviews

Quaint Cottage w/access to Peace River canoe/kayak

This 2.2 cottage located on 10+ acres features waterfront view and ample parking. Tranquility and paradise intersect here. There are multiple buildings on site, so you may see other guests. There are kayaks and canoes on property. First come first serve. There is a boat ramp on property you are welcome to use for boats or kayaks. No smoking and No animals. We are a farm, so we cannot allow outside animals to the property.

Popular amenities for kayak rentals in Port Charlotte

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Avg. price£138£142£148£138£121£115£124£105£118£119£127£143
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Quick stats about holiday rentals with a kayak in Port Charlotte

  • Total holiday rentals

    Explore 60 holiday rentals in Port Charlotte

  • Nightly prices starting at

    Port Charlotte holiday rentals start at £30 per night before taxes and fees

  • Verified guest reviews

    Over 1,980 verified reviews to help you choose

  • Family-friendly holiday rentals

    60 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Holiday rentals with a pool

    50 properties feature pools

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    60 of Port Charlotte holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Port Charlotte rentals

  • 4.9 Average rating

    Port Charlotte stays are highly rated by guests – averaging 4.9 out of 5!

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