
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

Hibiscus |Waterfront|Heated Pool-Dock-Bikes-Kayaks
Relax by your private dock in a tropical canal‑front oasis. - Luxurious Tommy Bahama-themed villa with heated saltwater pool. - Spacious master suite with direct pool access; comfortably sleeps 10 adults. - Fully equipped modern kitchen and spa-like atmosphere. - Private dock with access to the Peace River; boat rentals nearby. - Enjoy kayaks, beach bikes, fishing gear & beach gear - all included while you stay! - Scenic views with beautiful landscaping featuring palm and hibiscus trees.

North Port - Canal Home- Fish & Canoe
Relax in this well appointed guest house as you enjoy the warmth of the Florida sunshine. Read a book on the garden swing next to the canal while you watch the birds, fish off the dock or canoe. Immaculate 2 bed/2 bath home with sun porch and patio complete with BBQ grill located in lovely neighborhood next to lighted bike paths. Close to Routes 41 and 75 for beaches, shopping, restaurants, sports events etc. Our favorite thing to do is beach combing the fabulous beaches -equipment provided.

Gulf Front Escape + Beach Access, Pet Friendly
🦩 Exclusive Amenities Include: • Walk Out to the Beach – Just Steps from Your Door • Historic Old Florida Charm • Coastal and Surf Decks with Outdoor Seating • Community Pool with Picnic Tables and Chaise Lounges • Community Grills and Post-Beach Outdoor Showers • Free WiFi and TV • Full Kitchen, Wares • Starter Pack of Toiletry Essentials • Starter Pack of Home Essentials • Beach Towels, Chairs and Umbrellas Provided • Tub/Shower Combo in Bathroom • Desk and Chair in Unit, Community Laundry

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).

Boater's Paradise-Lux 3 bd w/ private heated pool
Sleeps 8 w/ private heated pool + water views! Within walking distance or a 5-minute car ride to Port Charlotte Beach Park! This waterfront, 3 bedroom, 2 full-bath home is the best! Huge pool with lanai for swimming, floating, grilling, and relaxing. Within minutes to dining, shopping, everything! Wifi included & 4 TVs to stream your favorite movies. Full stocked kitchen. Washer/Dryer. 30 minutes to the Hot Springs, less than 5 to groceries, Fisherman's Village. 15 minutes to PGD

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.

Waterfront Oasis
3/2 single-family home in Punta Gorda Isles. Relax in your screened in lanai with a heated pool that overlooks the canal & a boat dock which you can see from every room in the house. Close to fisermans Village, Harbor Walk, & Ponce De Leon Park. Punta Gorda is a boaters/fishing paradise! Fully equipped kitchen, two queen-sized beds & two twin beds. 2 car garage, washer & dryer, kayaks & life jackets, bicycles, ping pong table, dart board, internet, live tv & Wi-Fi.

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.

Pool Paradise with Game Room & Canalfront
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!
Popular amenities for kayak rentals in Port Charlotte
House rentals with a kayak

Walkin on Sunshine

Tropical Retreat-HeatedPool Tennis PickleBall Golf

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

Canal Home w/ Escape Room, Pool & Dock, Pets OK

Waterfront 3BR – Pool, Dock, Kayaks & Beach

The perfect retreat with canal view

Executive Level Home with Pool

Lux Canal Front | Pool, Kayaks, Bikes, & Boat Dock
Cottage rentals with a kayak

Good after Milton -Free Kayaks! Steps to Beach-bb

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

Good after Milton - Waterfall Pool! Beach! am

Island Getaway•Beach House•Dock•Pet Friendly
Other holiday rentals with a kayak

Dockside Delight:Waterfront/Gulf Access/4minsbeach

Hot Tub Tropical Escape, Kayak, Minutes to Sand

Heated Pool, Sleeps 10. Walkable to Restaurants

HOME*Heated POOL*Bikes*Boat Ramp across street!

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

Private Beach & Bay Access. Kayak & SUP

Spot manatees from your balcony

Coastal Retreat ~ Near Beaches, Parks & Shopping
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 | £113 | £121 | £136 |
| 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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