
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 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

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!

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.

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).

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.

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.

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.

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!

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!!

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!

~ 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
House rentals with a kayak

Storm Lady’s Paradise

Nokomis Waterfront Unit Walk to the Beach & Dining

Englewood, Fl 2 bedroom home with heated pool.

Tropical Retreat-HeatedPool Tennis PickleBall Golf

Lu's Lookout~A Beachfront Beauty🤎🌊 🏝 LGI

Waterfront 3BR – Pool, Dock, Kayaks & Beach

Coastal Retreat ~ Near Beaches, Parks & Shopping

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

Quaint Cottage w/access to Peace River canoe/kayak

Oystercatcher 3min walk to sunset, bikes, kayaks

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

The Coastal Oasis. Only 8 minutes from the Beach!

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

Good after Milton - Waterfall Pool! Beach! am

Island Getaway•Beach House•Dock•Pet Friendly

Good after Milton - Waterfall Pool! Beach! om
Other holiday rentals with a kayak

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

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

3/2 Florida heated pool fish boat beach waterfront

Waterfront Home Heated Pool, Lift, Pedal Prowler

Lake View, 6 Miles From Beach

Waterfront Paradise w/ Private Pool & Nearby Beach

Boater's Paradise-Lux 3 bd w/ private heated pool

Halo cottage pool, hot tub ,Myakka River
When is the best time to visit Port Charlotte?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| 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 |
| 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 $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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