Vacation rentals with a kayak in Port Charlotte

Find and book unique kayak rentals on Airbnb

Quick stats about vacation rentals with a kayak in Port Charlotte

  • Total vacation rentals

    Explore 70 vacation rentals in Port Charlotte

  • Nightly prices starting at

    Port Charlotte vacation rentals start at G$10,460 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,290 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

    70 of Port Charlotte vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Port Charlotte rentals

  • 4.8 Average rating

    Port Charlotte stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated kayak rentals in Port Charlotte

Guests agree: these kayak rentals are highly rated for location, cleanliness, and more.

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Top guest favorite
A spacious pool area features a heated pool surrounded by a screened enclosure. Colorful pool floats, including a flamingo and unicorn, are visible. A shaded dining area with an umbrella provides seating, while lounge chairs rest nearby, all overlooking a tranquil canal.
Home in Port Charlotte
4.94 out of 5 average rating, 89 reviews

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🔜⛱️

Top guest favorite
Home in South Gulf Cove
5 out of 5 average rating, 9 reviews

Best Rated House 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!

Superhost
Home in Port Charlotte
5 out of 5 average rating, 3 reviews

Port Charlotte 4 Bedroom Pool Vacation Home Canal

Port Charlotte Private Pool Vacation Home - Canal access to Peace River! * Port Charlotte Private Pool Home Sleeps up to 8 * 4 Bedrooms / 3 Bathrooms * East Facing Private Pool with Canal View * FREE POOL HEAT FOR BOOKINGS THAT ARE 5 NIGHTS OR MORE * Standalone Hot Tub * Spacious Lanai with Seating Area * Propane BBQ * Game Room featuring Pool Table and Foosball * Fire Pit overlooking the canal * Dock Available 10' x 10' Boat Lift is not for guest use * 25-year minimum age to rent restriction

Top guest favorite
Home in Port Charlotte
5 out of 5 average rating, 16 reviews

Happy Tarpon |10 PPL| Deck & Pool |Games |Fire Pit

Welcome to Happy Tarpon Villa, a family-friendly home in Port Charlotte! - Pool - EV Charger - 15 mins to Sunseeker Resort - 30 mins to Gasparilla Island - 30 mins to Manasota Island - Private Deck & Boat Lift - Playground for kids - Pool Table, Air Hockey & Game Console - BBQ, Fire Pit & Outside furniture - 10 PPL (1 KING, 1 QUEEN, 1 Bunk Bed & 1 Sofa Bed) - Washer & Dryer - Kids friendly - Private Patio & Terrace - Fully equipped kitchen - Free parking - Safe neighborhood - Self-check in

Top guest favorite
A screened-in lanai features a spacious swimming pool, with panoramic views of intersecting canals and the surrounding neighborhood. Lush green lawns and palm trees are visible in the foreground, while serene water reflections enhance the tranquil atmosphere.
Home in Punta Gorda Isles
4.92 out of 5 average rating, 105 reviews

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.

Guest favorite
A well-lit bedroom features a spacious wooden bed with plush white bedding. Natural light enters through the window, which is adorned with horizontal blinds. Simple wall art complements the soothing color scheme, and a ceiling fan provides ventilation.
Farm stay in Charlotte Harbor
4.95 out of 5 average rating, 124 reviews

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).

Guest favorite
A spacious saltwater pool is enclosed by a screened lanai, featuring comfortable lounge floats and pool toys. Sunlight reflects off the clear water, surrounded by serene greenery and a well-maintained patio area. The inviting ambiance creates a perfect setting for relaxation and outdoor enjoyment.
Home in Port Charlotte
4.91 out of 5 average rating, 93 reviews

"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!

Top guest favorite
A spacious home is set on a well-maintained lawn, featuring a white exterior complemented by lush tropical landscaping. Palm trees and shrubs enhance the entrance, while a smooth driveway leads to a two-car garage. The sky is clear and blue, adding to the inviting appearance.
Home in Port Charlotte
5 out of 5 average rating, 104 reviews

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.

Top guest favorite
An aerial view captures a light blue house with a spacious driveway and manicured lawn, surrounded by lush greenery and a serene canal. The home features a charming front porch and is set within a quiet neighborhood, showcasing the tranquil natural landscape.
Home in Port Charlotte
4.95 out of 5 average rating, 41 reviews

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.

Guest favorite
Home in Port Charlotte
4.88 out of 5 average rating, 16 reviews

Solar Powered Pet & Family Friendly Home + Kayaks

☀️ Welcome to our solar-powered, no fuss home in Port Charlotte, FL—perfect for families & pets! 🔌 Features Hurricane windows & a Level 2 Tesla EV charger 🍳 Fully stocked: kitchen (pots&pans, spices, grill), towels, Pack ’n Play, high chair, toys, board games, puzzles, Netflix & Disney+ Included 🌳 Backyard: 6-ft privacy fence 🏖️ Close to beaches, parks & yummy local mom-and-pop restaurants. Clean, comfy, and ready to welcome you! 2 Kayaks included

Top guest favorite
A screened-in porch offers a serene view of lush greenery and a calm waterway. Two wooden chairs are positioned at a white table, with a small decorative item placed on its surface. Bright sunlight filters through the trees, enhancing the natural surroundings.
Cottage in Arcadia
4.99 out of 5 average rating, 134 reviews

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.

Guest favorite
A screened-in pool area is presented, featuring a clear blue pool surrounded by stone pavers. Lush greenery and water views are visible through the screen, enhancing the sense of tranquility and connection with nature.
Cottage in Nokomis
4.95 out of 5 average rating, 105 reviews

New Pool Tropical Waterfront Dock & Optional Boat

Located on a highly desirable street, the house is perched high above Curry Creek offering spectacular water views from every room. The property includes a boat ramp to avoid the public launch. Three kayaks (two tandems and one single). Two miles from Nokomis Beach and only half a mile from The Legacy Bike Trail. You can do so many fun things, or just have a drink on the dock and watch the manatees. Pet Friendly

Popular amenities for Port Charlotte kayak rentals

When is the best time to visit Port Charlotte?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$44,141 GYDG$44,769 GYDG$48,116 GYDG$38,702 GYDG$34,100 GYDG$32,426 GYDG$34,727 GYDG$29,497 GYDG$33,263 GYDG$33,472 GYDG$35,564 GYDG$40,167 GYD
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