
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

Monaco40
Better than any hotel room located in a very quiet setting 30 minutes from siesta key and close to Englewood beach on a fresh water canal with a pedal boat and two kayaks for you to use and explore wildlife. Close to many restaurants and places to see. WiFi, samsung tv, dvds available, clean and comfortable german speaking host. Skylight shower , convection microwave oven and new fridge . We welcome everyone black, white, gay, hippies, nudist. Everyone will find sanctuary here. Veteran owned.

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!

Free kayak/bikes/walk to beach/full cottage #1
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.

Waterfront Gem, waterfront. fish, kayak, relax!
Beautiful new construction home situated on canal with direct access to Charlotte Harbor. Boat dock and 10,000 lb boat lift. Coastal decor with all of the conveniences of home. Sit in a Florida screened lanai and enjoy an occasional dolphin or go fishing from the dock. Modern tile wood plank look throughout the home. With an open kitchen, home is fully furnished. Kayaks in the garage for your enjoyment and only minutes from downtown for excellent restaurants and evening entertainment.

Private Oasis on Canal with Dock
Indoor-outdoor living at it's best. Light and airy. Perfectly situated in a quiet neighborhood, with close proximity to shopping, schools, restaurants, and I-75. The house sits on a double-wide lot with large elk trees, palms, and lush landscaping. Very private. The most stunning feature is the oversized screened lanai with couch, bar, flat screen TV, wine refrigerator, and gas firepit. The lanai also features a large wrought-iron dining table and chairs, with seating for 6-8 guests.

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!

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.

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!
Popular amenities for kayak rentals in Port Charlotte
House rentals with a kayak

Storm Lady’s Paradise

Englewood, Fl 2 bedroom home with heated pool.

Tropical-Waterfront|Htd Pool-Spa-Dock-Kayaks-Bikes

Coastal Retreat ~ Near Beaches, Parks & Shopping

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

Executive Level Home with Pool

Venice Pool Villa with Bikes Kayaks & fun!

The Mangrove House
Cottage rentals with a kayak

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

Oystercatcher 3min walk to sunset, bikes, kayaks

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

The Coastal Oasis. Only 8 minutes from the Beach!

Free Kayaks/bikes/walk to beach/pet friendly #3

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

Home on the waters Edge

The Leaning Palm

Architect's waterfront home is a fisherman's dream

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

Waterfront Home Heated Pool, Lift, Pedal Prowler

Lake View, 6 Miles From Beach

Tropical Island Beach Condo Ferry & Parking Incl.

SunCoast Garden Family Retreat
When is the best time to visit Port Charlotte?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $241 SGD | $249 SGD | $259 SGD | $241 SGD | $212 SGD | $202 SGD | $216 SGD | $183 SGD | $207 SGD | $198 SGD | $212 SGD | $238 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 $65 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!
Destinations to explore
- Seminole Holiday rentals
- Central Florida Holiday rentals
- Miami Holiday rentals
- Saint Johns River Holiday rentals
- Orlando Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Havana Holiday rentals
- Fort Lauderdale Holiday rentals
- Four Corners Holiday rentals
- Tampa Holiday rentals
- Kissimmee Holiday rentals
- Hotel rooms Port Charlotte
- Rentals with lake access Port Charlotte
- Pet-friendly rentals Port Charlotte
- Villa rentals Port Charlotte
- Family-friendly rentals Port Charlotte
- Rentals with a fireplace Port Charlotte
- Rentals with a firepit Port Charlotte
- Rentals with a patio Port Charlotte
- Rentals with a washing machine and dryer Port Charlotte
- House rentals Port Charlotte
- Rentals with pools Port Charlotte
- Fitness-friendly rentals Port Charlotte
- Rentals with an EV charger Port Charlotte
- Apartment rentals Port Charlotte
- Rentals with a hot tub Port Charlotte
- Flat rentals Port Charlotte
- Rentals with beach access Port Charlotte
- Rentals with outdoor seating Port Charlotte
- Waterfront rentals Port Charlotte
- Rentals with a kayak Charlotte County
- Rentals with a kayak Florida
- Rentals with a kayak United States
- Anna Maria Island
- Siesta Beach
- Crescent Beach
- Captiva Island
- Turtle Beach
- Caspersen Beach
- Coquina Beach
- Cortez Beach
- Lido Key Beach
- Anna Maria Public Beach
- Lovers Key Beach
- Barefoot beach Bonita Springs,FL
- River Strand Golf and Country Club
- Englewood Beach
- Manasota Key Beach
- Point Of Rocks
- Lakewood National Golf Club
- Marie Selby Botanical Gardens
- Myakka River State Park
- Blind Pass Beach
- South Jetty Beach
- North Jetty Beach
- Stump Pass Beach State Park
- Boca Grande Pass




