
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.

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

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!

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.

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).

"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!

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.

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

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****

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.

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.

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!

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
House rentals with a kayak

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

Walkin on Sunshine

Private Beach & Bay Access. Kayak & SUP

Newer 4bd/2ba Canal Pool House, Hot Tub & Game Rm!

Luxury long waterview w/pool-kayaks-clubs-bikes!

Executive Level Home with Pool

Lux Canal Front | Pool, Kayaks, Bikes, & Boat Dock

Waterfront 3bdr 2ba Beaches Golfing Fishing
Cottage rentals with a kayak

Quaint Cottage w/access to Peace River canoe/kayak

Oystercatcher 3min walk to sunset, bikes, kayaks

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

Unit #2 Free bikes/kayaks/walk to beach/2bed/2bath

Unit #3 Free Kayaks/bikes/beach/pet friendly

Island Getaway•Beach House•Dock•Pet Friendly

Great after Milton -Pool & Waterfall! Beach! im

2 bedroom, walk to beach-bikes-kayaks-grill-picnic
Other holiday rentals with a kayak

Dockside Delight:Waterfront/Gulf Access/4minsbeach

Waterfront 3 Bedroom Condo with Beach Access

The Mangrove House

20 Steps to Water! Dock, Sunsets, and Hot tub!

SunCoast Garden Family Retreat

Luxury Beach/Gulf Front 1 BR, hot tub & deck

Waterfront Paradise w/ Private Pool & Nearby Beach

Cozy, Comfortable, 4/2 Pool and Canal View
When is the best time to visit Port Charlotte?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $261 AUD | $270 AUD | $281 AUD | $261 AUD | $230 AUD | $219 AUD | $235 AUD | $199 AUD | $225 AUD | $226 AUD | $240 AUD | $271 AUD |
| Avg. temp | 16°C | 18°C | 19°C | 22°C | 25°C | 27°C | 27°C | 28°C | 27°C | 24°C | 21°C | 18°C |
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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