
Vacation rentals with a kayak in Port Charlotte
Find and book unique kayak rentals on Airbnb
Top-rated kayak rentals in Port Charlotte
Guests agree: these kayak rentals are highly rated for location, cleanliness, and more.

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🔜⛱️

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

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!

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!

"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.

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.

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.

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

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.
Popular amenities for Port Charlotte kayak rentals
House rentals with a kayak

Island Beachfront Cottage. Secluded! Lux! Extras!

Tropical Retreat-HeatedPool Tennis PickleBall Golf

Private Oasis on Canal with Dock

Golden Hour Retreat on a Sailboat Canal

House With A Boat–Your Private Waterfront Resort

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

Executive Level Home with Pool

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

Manasota Key Beach Bungalow

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

2BR Beach Cottage-Steps to Beach, Heated Pool

Seaside Studio Cottage Retreat
Other vacation rentals with a kayak

Spotless 3-bedroom Waterfront Home. Heated pool.

Sun, Palms and Beaches at "Elena's Home"

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

Gorgeous Waterfront! Mermaid's Retreat Wows!

Spot manatees from your balcony

Waterfront 3 Bedroom Condo with Beach Access

Blue Tide Escape

Waterfront Oasis w/ Pool on Myakka – Near Beaches
When is the best time to visit Port Charlotte?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ679 | ﺩ.ﺇ701 | ﺩ.ﺇ731 | ﺩ.ﺇ679 | ﺩ.ﺇ599 | ﺩ.ﺇ569 | ﺩ.ﺇ610 | ﺩ.ﺇ518 | ﺩ.ﺇ584 | ﺩ.ﺇ588 | ﺩ.ﺇ624 | ﺩ.ﺇ705 |
| 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 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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