Vacation rentals with a kayak in Charlotte County

Find and book unique kayak rentals on Airbnb

Top-rated kayak rentals in Charlotte County

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

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Top guest favorite

A canalfront area features a serene gazebo surrounded by lush green grass and white pebbles. The vibrant sunset sky adds warmth to the scene, and the private boat dock is visible in the background, enhancing the tranquil outdoor setting.

Home in Port Charlotte

Xanadu|Fishing/ Pool/Dock|Kayaks|Bar/Gazebo/ Kids

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

5.0 out of 5 average rating, 107 reviews

Top guest favorite

Two individuals ride bicycles along a sandy beach at sunset, with vibrant hues of orange and purple in the sky. Gentle waves lap at the shore, and distant figures can be seen walking along the coastline, creating a serene beach atmosphere.

Cottage in Englewood

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

Unit # 2 Beautiful 2 bedrooms 2 bath cottage, great space to relax with family and friends. With full kitchen/ garage/laundry/outdoor shower. WiFi/Free bikes, kayaks, beach toys. Great Lanai to spend wonderful afternoons. You will love to walk to the beach and enjoy the most breathtaking sunset pictures. cottage is fully furnished beach style for a wonderful vacation feeling. You have not only the beach and the bay to explore, but great restaurants/bars and more just walking distance. Enjoy!

4.9 out of 5 average rating, 211 reviews

Top guest favorite

A covered outdoor space features a view of a tranquil pool and nearby water. A table with a fire feature is positioned at the center, with a light-colored couch and a glass table nearby. Lush greenery is visible along the perimeter.

Home in Punta Gorda Isles

Tip Top tip lot

Relax with entire family at this peaceful home. Enjoy the privacy and the outdoors with kayaks, bikes, hot tub, boat dock and heated pool ; great views of the water, watch the fish do back flips! Play Billiards! Nice cul-de-sac with lots to see and do nearby! Short walk to great pizza. Town voted best in US, center is short drive with great restaurants & features great golf, parks with walking/bike paths, tennis, pickleball, playgrounds etc. Easy bike ride to Ponce de Leon Park for sunsets!!!

5.0 out of 5 average rating, 16 reviews

Guest favorite

An aerial view of Manasota Key showcases the expansive beach lined with soft sand and crushed shell. The vacation home is highlighted, surrounded by lush greenery and close proximity to the warm Gulf waters, with clear blue skies enhancing the tranquil environment.

Bungalow in Englewood

LG Beach Bungalow on Gulf w/Bay Access & deck too!

Welcome to Golden Girl. Our 3 bedroom 2 bath home is totally renovated with all new furniture. A 2nd level observation deck, private hot tub, bunkroom sleeps 6, two bdrms with kings, queen sleeper sofa in LR, laundry, high speed WIFI, all new appliances, smart TV's, so much more! Lanai opens up to semi private beach and a quiet neighborhood of single family homes. There is Bay access too. Kayaks available for rent. There is a separate apartment above not included. The location cannot be beat!

4.83 out of 5 average rating, 123 reviews

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

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.

4.92 out of 5 average rating, 106 reviews

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

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).

4.95 out of 5 average rating, 128 reviews

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

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.

5.0 out of 5 average rating, 105 reviews

Top guest favorite

Cottage in Don Pedro Island

Island Getaway, Beach House, Dock, Pet Friendly

Take it easy at this unique and tranquil getaway only accessible by boat. Little Gasparilla Island is a bridge-less barrier island off Florida’s West Coast in the Gulf of Mexico. Access is for residents and renters only, you will arrive by your private boat or jump aboard the water taxi for a 10 minute ride to our dock. No cars, shops, or restaurants on the island. The 7 mile beach is private and uncrowded. Get around LGI by renting a golf cart or explore by foot-you decide.

4.99 out of 5 average rating, 80 reviews

Guest favorite

Home in Punta Gorda

Wow! Luxury waterfront home-Heated Salt Water Pool

WOW! Luxury Punta Gorda waterfront home; HEATED POOL, golf community; WOW factor One of the largest and most luxurious Punta Gorda area homes available on Airbnb. Incredible remodel with over 100 5-star reviews combined sites; Need other open dates in PGI?? Please inquire as we have several PRIME PG HOMES. ****FEE COMPARE- Great value with No extra charges for pool heater, kayaks, bikes, fishing gear. No Administrative fee; Pool Heater fee, Low cleaning fee*****

5.0 out of 5 average rating, 13 reviews

Top guest favorite

Home in South Gulf Cove

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

"Start your stay with something totally unexpected: our QR Clue mystery adventure, included with every booking. As you settle into the home, you’ll discover hidden clues containing interactive puzzles woven through the living spaces. Make it to the end to solve a long-standing mystery and win a take-home prize as a keepsake. It's an escape room-style challenge designed for all ages to create fun, memorable moments without ever leaving the comfort of the house.

4.96 out of 5 average rating, 26 reviews

Guest favorite

Cottage in Englewood

Private Beach-Luxury 4BR+SUPs&Kayaks-Pets-BBQ

Charming 4 Bed Cottage (sleeps 9), Private Beach to Gulf Across Street, with Large Screened Porch, Super Shark Tooth Hunting, Free use of 2 Kayaks and SUPs, Restaurants, Live Music, Golf, and Tennis . Uber Eats & Grocery delivery, 50 Minutes from Sarasota Airport (75 minutes from Fort Myers airport). Lush tropical rainforest in the "Old Florida" region on the Gulf surrounds this cute cottage. *Please note small extra $50 pp nightly fee for guests 7-9.

5.0 out of 5 average rating, 38 reviews

Top guest favorite

Home in Punta Gorda Isles

Spotless 3-bedroom Waterfront Home. Heated pool.

This COMPLETELY remodeled home is located on the water in the very desirable community of Punta Gorda Isles. It is only a 3-minute boat ride through the canal to open water and biking distance to Fisherman's Village and Downtown Punta Gorda. The home consists of 3 bedrooms, 2 well-appointed bathrooms and a wonderful, open great room concept. Large patio and pool deck with heated pool. Enjoy the view of the canal as you sip your coffee in the morning.

5.0 out of 5 average rating, 42 reviews