Vacation rentals with a kayak in Port Charlotte

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Top-rated kayak rentals in Port Charlotte

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Guest favorite
A spacious pool area features a heated pool surrounded by a screened enclosure. Colorful pool floats, including a flamingo and unicorn, are visible. A shaded dining area with an umbrella provides seating, while lounge chairs rest nearby, all overlooking a tranquil canal.
Home in Port Charlotte
4.93 out of 5 average rating, 72 reviews

Saltwater Villa/Pool/Jacuzzi/MovieTheater/FishDock

Welcome to Saltwater Serenity Villa your canalfront paradise! ☀TOP LOCATION📍, close to: beautiful beaches 🏖️ Gasparilla Island, Siesta Key, Englewood! ☀️ Your Dream COFFEE Station ☕️ All kinds of coffee makers! ☀Dock Ideal to FISH 🎣| ☀️Kayaks ☀️ HEATED Pool 🏊‍♀️👙 ☀DEDICATED WORKSPACE 💻 ☀Arcade game🕹️ ☀Smart TVs in every room📺 ☀Fast WIFI📶 ☀Fully equipped kitchen🍽️ ☀Pool Table and Games🎱♟️ ☀FREE Onsite parking🅿️ ☀ Outside dining table 🍝 ☀BBQ🍖 ☀Self check in🔐 Lock Box BOOK NOW🔜⛱️

Guest favorite
A serene sunset is captured over the ocean, with warm hues of orange and yellow reflecting on the water. Gentle waves lap at the sandy shore, while soft clouds are illuminated by the fading sunlight, creating a peaceful coastal scene.
Home in Rotonda West
4.97 out of 5 average rating, 61 reviews

Waterfront 3bdr 2ba Beaches Golfing Fishing

Enjoy your family vacation at this peaceful place to stay for a perfect location in Florida! This villa is close to beaches, Boca Grande island 10 min 1312sq ft space is set up with guests in mind and has everything you might need to have a stress free vacation! Enjoy evening BBQ on the enclosed lanai with beautiful view of the river, fishing, canoe, or just a coffee on the dock, great movie board game in the spacious living room Ann&Chuck Pool 5min Sasy tarts coffee pls &multiple places to eat

Guest favorite
The outdoor area features a heated saltwater pool and spa, enclosed within a screened lanai. Lush greenery and palm trees surround the pool, creating a serene environment with views of the canal waterfront and clear blue skies visible through the spacious screens.
Home in Punta Gorda Isles
4.86 out of 5 average rating, 28 reviews

Tranquility|Waterfront| Pool-Spa-Dock-Bikes-Kayaks

Villa Tranquility is a peaceful waterfront escape in Punta Gorda Isles featuring a heated saltwater pool, hot tub, and private dock with boat and WaveRunner lifts. Enjoy complimentary kayaks, bikes, fishing gear, and beach gear during your stay. The villa offers three king bedrooms, an open living area, and a gourmet kitchen, all just a short walk or bike ride from Fishermen’s Village. Unwind in the screened lanai or watch for dolphins and manatees from the dock. Everything you need to unwind!

Top guest favorite
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!

Guest favorite
A lighthouse is observed standing tall against a backdrop of serene blue waters and a sandy shore. The lightkeeper's balcony offers panoramic views of the ocean, reflecting shimmering sunlight, while the surrounding beach features gentle dunes and patches of vegetation.
Villa in South Gulf Cove
4.95 out of 5 average rating, 20 reviews

"Everglade Kiss" 3b 2b BBQ, hot tub

"Everglade Kiss"3 bed 2 bath 1 car garage villa, quartz kitchen corner tops ,65 inch TV in living room, lanai has 16 jets hot tub , BBQ Back yard is shareable.South West Florida's prime boating and beaching communities with the Charlotte Harbor and The Gulf of Mexico minutes away.Community offers public sidewalks, parks, with boat ramp, picnic area, playground. The waterways provide place for kayaking, paddle boarding, and fishing. Enjoy a memorable visit when you stay in this unique place.

Guest favorite
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.

Guest favorite
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, 113 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 favorite
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.

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 favorite
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, 25 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 favorite
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.

Popular amenities for Port Charlotte kayak rentals

When is the best time to visit Port Charlotte?

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Avg. priceﺩ.ﺇ679ﺩ.ﺇ701ﺩ.ﺇ731ﺩ.ﺇ679ﺩ.ﺇ599ﺩ.ﺇ569ﺩ.ﺇ610ﺩ.ﺇ518ﺩ.ﺇ584ﺩ.ﺇ588ﺩ.ﺇ624ﺩ.ﺇ705
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Quick stats about vacation rentals with a kayak in Port Charlotte

  • Total vacation rentals

    Explore 60 vacation rentals in Port Charlotte

  • Nightly prices starting at

    Port Charlotte vacation rentals start at ﺩ.ﺇ147 per night before taxes and fees

  • Verified guest reviews

    Over 1,980 verified reviews to help you choose

  • Family-friendly vacation rentals

    60 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Vacation rentals with a pool

    50 properties feature pools

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    60 of Port Charlotte vacation rentals include wi-fi 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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