Holiday rentals with a kayak in Port Charlotte

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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
Home in Port Charlotte
5 out of 5 average rating, 65 reviews

Xanadu Luxury|Fishing Dock|Kayaks|Bar

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, 8 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!

Top guest favourite
An aerial view captures the coastline of Manasota Key, showcasing the blue-green waters and sandy beach. The surrounding area features a mix of residential buildings and green spaces, with multiple boats visible in the water and a bridge connecting to nearby islands.
Cottage in Englewood
4.9 out of 5 average rating, 162 reviews

Unit #1 Free kayak/bikes/walk to beach/fullcottage

Unit #1 Beach cottage very private and quiet, has a full kitchen, King bed in the master and queen sofa bed in the tv room, very comfortable, fast WiFi, AC & heat. All you need to relax and just have fun. Outdoor shower and laundry area, Private parking, Enjoy amazing sunsets/fishing/and restaurants and bars, all walking distance to the beach and bay. Kayaks/snorkel gear/beach toys are included. So start enjoying the beautiful sandy beach on Manasota Key, Lots of sea life and turtles.

Top 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
4.98 out of 5 average rating, 109 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
The interior features a collection of motorcycle memorabilia displayed on the walls, alongside vintage drag racing images. Two motorcycles are showcased on a smooth floor, with a colorful carpet beneath. A staircase lined with motorcycle wheels leads to a loft space, enhancing the room's unique style.
Cabin in Gulf Cove
4.97 out of 5 average rating, 38 reviews

Unique loft experience for motorcycle enthusiasts

This unique place has a style all its own. As you open the doors, you will quickly see 30 plus years of motorcycle drag racing history. the steps leading to the loft are lined with motorcycle wheels and many custom-made details. The kitchen has adorable vintage appliances with everything you need to make yourself at home. The bedroom has a cozy queen size bed. The full bathroom has many handmade details that continue the theme with a tire sink and license plate mirror.

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.

Top 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 Port Charlotte
4.95 out of 5 average rating, 58 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.

Guest favourite
A front porch is framed by pink hibiscus flowers and lush greenery. Rocking chairs are positioned along the porch, with a view of a well-kept garden and trees in the background. The overall atmosphere reflects a serene outdoor space.
Guest suite in Englewood
4.98 out of 5 average rating, 209 reviews

Blue Cottage Suite- Peaceful Old Englewood Charm!

This charming rental is in historic Old Englewood right at the edge of Lemon Bay. The Blue Cottage is in a quiet neighborhood just 4 blocks from Dearborn Avenue with all great entertainment, eclectic shopping and restaurants, live music, and more. The Front porch pictured is part of the main house and is NOT included for use while renting the Blue Cottage Suite. IF the main home is vacant during your stay, I will let you know and it can be used during that time.

Guest favourite
The outdoor pool area features a spacious deck with sun loungers and an umbrella for shade. A vibrant pink flamingo float is set in the sparkling blue water, surrounded by a fenced grassy yard and a few trees in the background.
Home in Port Charlotte
5 out of 5 average rating, 21 reviews

Canalfront Retreat - 3BR, Pool, Kayak, Near Beach

Welcome to your Port Charlotte getaway! This charming 3-bedroom, 2-bath canal-front home invites you to unwind in comfort and style. Enjoy the sparkling pool, game room with stunning water views, and outdoor dining area perfect for warm Florida evenings. Whether you’re here for a short escape or a long retreat, our fully-equipped kitchen and spacious living area offer everything you need for a relaxing stay. Come make memories in a place that feels like home!

Top guest favourite
A tropical hut features a thatched roof and ambient lighting, creating a serene atmosphere. Two lounge chairs are positioned under the shelter, and a wooden bed is visible in the background. Palm trees outline the area, enhancing the private outdoor setting.
Hut in Port Charlotte
4.96 out of 5 average rating, 53 reviews

Coco Plum

Glamping paradise feel the warmth of this tropical haven. Located on a fresh water canal full of fish. A peddle boat and kayaks available. Separate Bath House, fridge, coffee maker,outdoor cooking by heated pool, hot tub ,lounge chairs for sunning. Electric blanket, canopy screened bed. Comfy robes. Mini bar.fire tv, wifi Bikes are also available. No children No pets. All will find sanctuary here, Honeymooners, Gay, Nudist, any color. Veteran owned!!

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, 75 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!

Guest favourite
A modern living area is presented, featuring a neutral sectional sofa and a light-colored coffee table. A round mirror reflects natural light, while a potted plant adds a touch of greenery. The entrance leads to a view of the outdoors, enhancing the bright and airy space.
Holiday home in Venice
4.89 out of 5 average rating, 110 reviews

~ Relax Here 2 BED Home 8 Min to Beach ~

Enjoy a bright Florida getaway just 8 minutes from the beach! Perfect for families or couples, our cozy home features fast Wi-Fi, a fully equipped kitchen, free parking, and all the essentials for a relaxing stay. Close to restaurants, local shops, and water activities, this is the ideal base for your Florida vacation. Book now for convenience, comfort, and easy access to Gulf Coast fun!

Popular amenities for kayak rentals in Port Charlotte

When is the best time to visit Port Charlotte?

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Avg. price$238 SGD$245 SGD$256 SGD$238 SGD$209 SGD$199 SGD$213 SGD$181 SGD$204 SGD$195 SGD$209 SGD$235 SGD
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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 $64 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,920 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Holiday rentals with a pool

    40 properties feature pools

  • Rentals with dedicated workspaces

    30 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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