
Holiday rentals with a kayak in Port Charlotte
Find and book unique kayak rentals on Airbnb
Top-rated Accommodation with a Kayak in Port Charlotte
Guests agree: these holiday homes with a kayak 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🔜⛱️

Gorgeous Resort style w Heated Pool/Spa &Boat Dock
Welcome to your private boater's paradise in South Gulf Cove, just minutes from Boca Grande, Englewood Beach, golfing, and world-class fishing! This newer 4-bedroom luxury home offers everything you need for an unforgettable Florida getaway - with a sparkling saltwater heated pool, relaxing hot tub/spa, outdoor kitchen, and canal-front dock with 115 FT of concrete seawall, and is located in the closest canal to the lock for the fastest, unrestricted access to Charlotte Harbor and the open gulf!

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!

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 PGI Getaway
This gorgeous 3 bedroom, 2 bathroom house is located on intersecting canals in Punta Gorda Isles, providing beautiful water views from several rooms throughout the house. With two living rooms, there is plenty of space for the whole family! You will enjoy indoor and outdoor dining tables. This quiet neighborhood is great for families, couples, or seniors. With the house at the end of the street you have plenty of privacy. The spacious pool overlooks your 145 ft water view and boat dock.

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.

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 Unique Euro Villa heated salt pool dock
Discover our private, modern Euro Villa-style home, ideally located with direct canal access to Charlotte Harbor and seamless boating to the Gulf of Mexico. Relax by the large, deep, heated saltwater pool, surrounded by tropical landscaping and stunning views from private balconies. Enjoy nearby restaurants, grocery stores, gas stations, parks, and beaches. Spacious indoor and outdoor areas await your family and friends—book now for an unforgettable coastal retreat!

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.

Luxury modern waterfront 4BR/3.5BA pool beach
HARBOR PARADISE - Where Location Meets Bliss! Savor stunning harbor views from your cozy vacation retreat. Perfect for fishing enthusiasts, water lovers, or anyone craving nature’s serenity. Nestled in a tranquil waterfront community, you’re just minutes from vibrant dining, shopping, and golfing. Plus, Florida’s most breathtaking beaches and charming Punta Gorda are right at your doorstep!
Popular amenities for Port Charlotte kayak rentals
Holiday House Rentals with a Kayak

Waterfront| Pool & Spa | Near Beach| No Extra Fees

Home on the waters Edge

"Everglades Breath"3bed 2 b ,BBQ, Kayaks, Hot tub

Tropical Retreat - Minutes from Boca Grande beach!

The perfect retreat with canal view

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

3 Bedroom 2 Bath with heated Pool

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

Manasota Key Beach Bungalow

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

Island cottage w/ pool, kayak & beach access

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

Coastal Key Cottage on Manasota Key
Other holiday rentals with a kayak

Dockside Delight:Waterfront/Gulf Access/4minsbeach

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

Englewood FL Waterfront | Dock+ Kayaks+Fishing

Daze Inn Between: Resort 10 mins to Manasota Beach

4 br |Heated Pool|8 mi to Beach|Family Fun|Office

Waterfront home in beautiful Punta Gorda Isles

Gulf Front Escape + Beach Access

Luxury Beach/Gulf Front 1 BR, hot tub & deck
When is the best time to visit Port Charlotte?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $353 NZD | $358 NZD | $385 NZD | $309 NZD | $273 NZD | $259 NZD | $278 NZD | $236 NZD | $266 NZD | $268 NZD | $284 NZD | $321 NZD |
| 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 70 holiday rentals in Port Charlotte

Nightly prices starting at
Port Charlotte holiday rentals start at $84 NZD per night before taxes and fees

Verified guest reviews
Over 2,150 verified reviews to help you choose

Family-friendly holiday rentals
60 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
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

Wi-Fi availability
70 of Port Charlotte holiday 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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