
Holiday rentals with a kayak in Charlotte County
Find and book unique kayak rentals on Airbnb
Top-rated rentals with kayak in Charlotte County
Guests agree: these rentals with 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
5.0 out of 5 average rating, 107 reviews
Type Top type 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
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.
5.0 out of 5 average rating, 82 reviews
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, 122 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.
4.92 out of 5 average rating, 106 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).
4.95 out of 5 average rating, 128 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.
5.0 out of 5 average rating, 105 reviews
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, 79 reviews
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
Stunning Bay Waterfront! Jaw dropping Water Views!
Spectacular Lemon Bay views! Upstairs at Blue Island Inn, waterfront “Bella Vista” with Bay & Pool views! 2 bedrooms; kitchenette & family room. Enjoy “Lemon Bay-front beach” in backyard. Low-key quiet vacationers. 1 car parking spot. No visitor parking. Free 2 kayaks. Login to your favorite streaming services with Smart TVs. Beautiful Blind Pass Beach, Englewood Beach, 5 restaurants & Tiki Bars are just 1.5 mile away or hop on Stumpy's Free Shuttle (tip based)
4.99 out of 5 average rating, 144 reviews
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
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 reviewsPopular amenities for kayak rentals in Charlotte County
House rentals with a kayak

Executive Home with Pool in Punta Gorda
5.0 out of 5 average rating, 52 reviews
Luxury long waterview w/pool-kayaks-clubs-bikes!
5.0 out of 5 average rating, 49 reviews
Gulf Access- Heated Pool-SPA - Dock Boat
4.94 out of 5 average rating, 16 reviews
Sleeps 10, Pool, Gulf Access, Kayaks: Coronado
5.0 out of 5 average rating, 8 reviews
Lux Home on Gulf w/Private POOL & 50ft Dock
5.0 out of 5 average rating, 66 reviews
Luxury modern waterfront 4BR/3.5BA pool beach
5.0 out of 5 average rating, 89 reviews
Luxury Waterfront Home With Heated Pool & Hot Tub
5.0 out of 5 average rating, 34 reviews
Dog Friendly | Walk to Fishermen’s Village • Pool
4.94 out of 5 average rating, 64 reviewsCottage rentals with a kayak

Unit #2 Free bikes/kayaks/walk to beach/2bed/2bath
4.9 out of 5 average rating, 211 reviews
1 Bed-Walk beach-bikes-kayaks-grill-out hot shower
5.0 out of 5 average rating, 45 reviews
Oystercatcher 3min walk to sunset, bikes, kayaks
4.95 out of 5 average rating, 41 reviews
Manasota Key Beach Bungalow
5.0 out of 5 average rating, 14 reviews
Coastal Key Cottage on Manasota Key
5.0 out of 5 average rating, 7 reviews
LunaSea, WATERFRONT cabin. Gilligan's Island !!
4.97 out of 5 average rating, 36 reviews
Unit #1 Free kayak/bikes/walk to beach/fullcottage
4.89 out of 5 average rating, 193 reviews
Unit #3 Free Kayaks/bikes/beach/pet friendly
4.85 out of 5 average rating, 167 reviewsOther holiday rentals with a kayak

Beachfront Escape + Private Deck
4.78 out of 5 average rating, 9 reviews
Waterfront Oasis
4.78 out of 5 average rating, 9 reviews
Best Rated House w Heated Pool/Spa & Boat Dock
5.0 out of 5 average rating, 14 reviews
Castadiva-Your Gorgeous Gulf Coast Beach Home!
4.65 out of 5 average rating, 20 reviews
Waterfront 3 Bedroom Condo with Beach Access
5.0 out of 5 average rating, 66 reviews
Happy Tarpon |10 PPL| Deck & Pool |Games |Fire Pit
5.0 out of 5 average rating, 22 reviews
Luxury Waterfront Oasis w/ Pool, Hot Tub & Dock
4.92 out of 5 average rating, 13 reviews
Waterfront| Pool & Spa | Near Beach| No Extra Fees
5.0 out of 5 average rating, 38 reviewsDestinations to explore
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- Rentals with a kayak Florida
- Rentals with a kayak United States
- Siesta Beach
- Captiva Island
- Turtle Beach
- Caspersen Beach
- Manasota Key Beach
- Englewood Beach
- Crescent Beach
- Lovers Key Beach
- Myakka River State Park
- Florida Gulf Coast University
- Stump Pass Beach State Park
- Bowman's Beach
- Jetblue Park
- Blind Pass Beach
- North Jetty Beach
- Barefoot beach Bonita Springs,FL
- Bonita National Golf & Country Club
- Edison & Ford Winter Estates
- Boca Grande Pass
- Yacht Club Public Beach
- Ave Maria University
- Coconut Point
- South Jetty Beach
- Clam Pass Park





