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

Top Guest favourite
Home in Port Charlotte
5 out of 5 average rating, 14 reviews

Port Charlotte Lake front home Heated Pool, Dock

Welcome to Pineapple paradise, nestled on a stunning lakefront property, this 3BR, 2BA getaway boasts direct access to the lake from the spacious pool area, which is easily accessible from the living room. This home is situated in a quiet neighborhood, yet close to the vibrant downtown area, offering the best of both worlds. ✔ 3 Comfortable Bedrooms ✔ 2 Living Areas ✔ Smart TVs ✔ Backyard (Heated Pool, BBQ, Dock, Kayak) ✔ Games (Foosball, Pool, Board Games) ✔ Wi-Fi See more below!

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.

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 Punta Gorda
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 saltwater pool is enclosed by a screened lanai, featuring comfortable lounge floats and pool toys. Sunlight reflects off the clear water, surrounded by serene greenery and a well-maintained patio area. The inviting ambiance creates a perfect setting for relaxation and outdoor enjoyment.
Home in Port Charlotte
4.92 out of 5 average rating, 87 reviews

"Waterfront Oasis with Heated Saltwater pool"

Location! Lovely 3 bedroom 2 bath saltwater pool home. Set alongside a picturesque canal, this enchanting getaway has all the amenities,close to fantastic beaches, shopping and restaraunts! Access to the canal from the backyard grants you endless kayaking (kayak included) adventures right from the comfort of your backyard dock. Generously-sized, Saltwater Heated Pool, perfect for soothing relaxation. Nestled within a tranquil neighborhood, indulge in the ultimate vacation experience!

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, 99 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.

Superhost
An open-concept living area features a dining table with four chairs and a well-equipped kitchen with modern appliances. A large stainless steel refrigerator stands next to a kitchen island with seating for three. Bright natural light is provided by multiple windows.
Home in Port Charlotte
4.89 out of 5 average rating, 56 reviews

Home on the waters Edge

Fully renovated home in the heart of Port Charlotte. The home is 2 bedroom and 1 bath. 1 queen bed and 1 bunk bed, the bunk bed is full size and twin size. Home is also located on a canal. We have all the essentials you may need for a great stay, including bikes and kayaks. Please feel free to reach out if you have any questions. 7 Minutes to Sunseeker Resort and Charlotte Harbor 3 Minutes to William R Gaines Jr Veterans Memorial Park 3 Minutes to Port Charlotte Beach park

Top Guest favourite
A spacious single-story home is presented from a front view, featuring a manicured lawn and a circular driveway. Lush greenery and palm trees surround the property, while the exterior showcases a light color palette and a well-defined roofline.
Home in Punta Gorda
4.95 out of 5 average rating, 44 reviews

Fantastic! Luxury-Remodel-Sunny Heated Pool

LUXURY PGI home; 1.5 mile/5 minute distance to FishVillage and attention to detail. Modern, newly updated home with new furnishings and open layout allowing for enjoyment of the cool waterfront breezes. 13 minutes from PG airport. Take advantage of tremendously discounted Prime dates available in 2026 and 2027 WINTER SEASON ****LOW FEE (COMPARE) - Great value-No extra charges for pool heater, kayaks, bikes, fishing gear. No Administrative or Host fee; Low cleaning fee****

Top Guest favourite
The outdoor pool area is enclosed with a screened lanai, featuring a refreshing heated pool surrounded by a sunbathing deck. Lounge chairs are positioned for relaxation, while the backdrop showcases a spacious covered area suitable for dining or gatherings.
Home in Port Charlotte
5 out of 5 average rating, 24 reviews

The Harbor House-Waterfront-Private- Heated Pool

Escape the cold to this bright and sunny two- bedroom, two-bath, waterfront, gulf access, pool home with private dock. This home is located within minutes of Charlotte Harbor and the Gulf of Mexico. The pool is enclosed with a large covered lanai which is perfect for barbecuing and enjoying evenings by the gas fire pit. Be amazed by the beautiful sunsets and tranquil waterfront views along the serene saltwater canal where snook, tarpon, manatees and dolphins frolic nearby.

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
Home in Port Charlotte
5 out of 5 average rating, 22 reviews

Private Pool & Game Room on the Water

Canal-front home with a private pool, game room & kayaks, your crew gets the whole place to themselves. King suite + bunk room sleep up to 8. Grill out, float the pool, paddle the canal, or challenge everyone to foosball. Port Charlotte's warm water and quiet streets: no crowds, no noise, just your people and a really good week. Scroll down to see the full layout and book now to enjoy a memorable stay filled with adventures and relaxation!

Top Guest favourite
A waterfront patio is furnished with two lounge chairs positioned beneath a vibrant red umbrella. A small table holds a bottle of wine, and the serene view of the water, lined with palm trees and boats, creates a relaxing atmosphere.
Home in Port Charlotte
5 out of 5 average rating, 78 reviews

NEW 4BR/2BA Modern Waterfront Home Pool, Dock Boat

Have an amazing vacation time with the entire family at this stylish waterfront home in Florida! New to the rental market with brand new furniture and luxurious touches. Large heated pool, waterfront patio, boat dock with boat lift and beautiful open water views are just an addition to a perfect vacation time. If you love sun, water and peaceful, relaxing time this is a perfect home for you!

Popular amenities for kayak rentals in Port Charlotte

When is the best time to visit Port Charlotte?

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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 $57 AUD 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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