
Holiday rentals with a kayak in Charlotte County
Find and book unique kayak rentals on Airbnb
Top-rated Accommodation with a Kayak in Charlotte County
Guests agree: these holiday homes with a kayak are highly rated for location, cleanliness and more.

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

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.

Lux Canal Front | Pool, Kayaks, Bikes, & Boat Dock
This newly renovated home has gorgeous water views and heated pool - also offers sailboat access and private boat dock! Discover the open living area, interior designed furniture, and fully equipped kitchen. This high end retreat offers bikes, kayaks, firepit, games, hammock, heated pool, and dock. Enjoy the fast Wi-Fi, smart TVs, screened lanai, and canal view. Just minutes away downtown PG and Sunseeker Resort dining and entertainment, this home is an ideal base for your SW Florida vacation.

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!

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!

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.

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.

Incredible Water View! Heated/Salt/Sun filled pool
Newly remodeled home that is designed for family entertaining and relaxation. The open layout allows for enjoyment of the constant waterfront breezes while relaxing with family, taking a swim in the pool or watching the manatees lounge in the canal that has direct access to Charlotte Harbor and the Gulf. The home is located within the Burnt Store Isles golf community (Twin Isles Country Club, 3 minute drive) with nearby shopping centers, Fisherman’s Village and downtown Punta Gorda.

Lux Home on Gulf w/Private POOL & 50ft Dock
Rest your feet & your soul as you getaway from it all! This luxurious little piece of paradise is tucked away on a quiet Gulf Coast waterway. 10min from Englewood Beach and 5 min from stores. Tie your boat up in the back yard to the private 50 ft dock. Spend your days fishing, catching sunsets or in the pool every evening! Easy access to Don Pedro Island, local sandbars, inlet and several restaurants, all at your fingertips! Pack your bags, kick back- paradise is waiting!

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.

Island Beachfront Cottage. Secluded! Lux! Extras!
Welcome to the most secluded spot on Little Gasparilla Island! Our Beach Cottage property is on the beach with all-natural surroundings: a state park, a mangrove lagoon, and the Gulf of Mexico. It boasts front views of the water and gorgeous island sunsets year-round. You'll have boat space on our private dock and amenities including kayaks, paddle boards, an outdoor bayside dining area, coffee bar with complimentary coffee, private grilling area, fire pit, and much more!

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.
Popular amenities for Charlotte County kayak rentals
Holiday House Rentals with a Kayak

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

Private Beach & Bay Access. Kayak & SUP

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

AMAZING Cape Haze Location -community kayak launch

Gulf Access- Heated Pool-SPA - Dock Boat

Canal-Front 3BR – Pool, Hot Tub & Boat Access

Gulf Front Escape + Beach Access, Pet Friendly

Spotless 3-bedroom Waterfront Home. Heated pool.
Cottages with a kayak

Unit #1 Free kayak/bikes/walk to beach/fullcottage

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

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

Manasota Key Beach Bungalow

Oystercatcher 3min walk to sunset, bikes, kayaks

Coastal Key Cottage on Manasota Key

LunaSea, WATERFRONT cabin. Gilligan's Island !!

Unit #2 Free bikes/kayaks/walk to beach/2bed/2bath
Other holiday rentals with a kayak

Cape Haze Cottage

Luxury Waterfront Home With Heated Pool & Hot Tub

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

Island home w/POOL, Private DOCK & BEACH access!

Waterfront Escape • Pool, Kayaks & BBQ

Harbor Side Retreat

Port Charlotte 4 Bedroom Pool Vacation Home Canal

Modern Island Oasis: steps2beach
Destinations to explore
- Townhouse rentals Charlotte County
- Holiday home rentals Charlotte County
- Rentals with a fire pit Charlotte County
- Rentals with a washing machine and dryer Charlotte County
- House rentals Charlotte County
- Rentals with an EV charger Charlotte County
- Rentals with outdoor seating Charlotte County
- Rentals with breakfast Charlotte County
- Condo rentals Charlotte County
- Private suite rentals Charlotte County
- Rentals with an accessible height toilet Charlotte County
- Waterfront rentals Charlotte County
- Villa rentals Charlotte County
- Family-friendly rentals Charlotte County
- Fitness-friendly rentals Charlotte County
- Guesthouse rentals Charlotte County
- Pet-friendly rentals Charlotte County
- Beachfront rentals Charlotte County
- Rentals with beach access Charlotte County
- Hotel rooms Charlotte County
- Rentals with pools Charlotte County
- Apartment rentals Charlotte County
- RV rentals Charlotte County
- Rentals with a fireplace Charlotte County
- Rentals with a hot tub Charlotte County
- Rentals with a patio Charlotte County
- Rentals with lake access Charlotte County
- Rentals with a kayak Florida
- Rentals with a kayak United States
- Siesta Beach
- Captiva Island
- Turtle Beach
- Caspersen Beach
- Manasota Key Beach
- Crescent Beach
- Englewood Beach
- Lovers Key Beach
- Myakka River State Park
- Florida Gulf Coast University
- Stump Pass Beach State Park
- Blind Pass Beach
- Bowman's Beach
- Barefoot beach Bonita Springs,FL
- North Jetty Beach
- Bonita National Golf & Country Club
- Jetblue Park
- Boca Grande Pass
- South Jetty Beach
- Edison & Ford Winter Estates
- Clam Pass Park
- Yacht Club Public Beach
- Bunche Beach
- Marie Selby Botanical Gardens





