
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

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!!!

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.

"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.

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).

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.

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.

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.

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.

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.

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.

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
House rentals with a kayak

Tropical Retreat-HeatedPool Tennis PickleBall Golf

Private Oasis on Canal with Dock

Ripple Inn: lagoon pool+lanai, ½ mi to beach ferry

Waterfront 3BR – Pool, Dock, Kayaks & Beach

Canal Front Vacation Oasis

Private Pool & Game Room on the Water

Waterfront Pool, Kayaks & Games mins to Downtown

Waterfront home in beautiful Punta Gorda Isles
Cottage rentals with a kayak

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

Oystercatcher 3min walk to sunset, bikes, kayaks

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

2 bedroom, walk to beach-bikes-kayaks-grill-picnic

1 Bed-Walk beach-bikes-kayaks-grill-out hot shower

New Pool Tropical Waterfront Dock & Optional Boat
Other holiday rentals with a kayak

Spotless 3-bedroom Waterfront Home. Heated pool.

Tropical Retreat! Hot tub, pool, Kayak, pool table

Peace Riverfront Retreat

4BR bayfront home with pool, 2 docks & lanai

Waterfront Oasis w/ Pool on Myakka – Near Beaches

Blue Tide Escape

Luxury modern waterfront 4BR/3.5BA pool beach

Beautiful pool and kayaks adventure
When is the best time to visit Port Charlotte?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £138 | £142 | £148 | £138 | £121 | £115 | £124 | £105 | £118 | £119 | £127 | £143 |
| 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 £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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