Holiday rentals with a kayak in Charlotte County

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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.

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Superhost
Home in Englewood
5 out of 5 average rating, 3 reviews

Gulf Front Escape + Beach Access, Pet Friendly

🦩 Exclusive Amenities Include: • Walk Out to the Beach – Steps from Your Door • Coastal & Surf Decks - Outdoor Seating • Historic Old Florida Charm • Beach Towels, Chairs & Umbrellas Provided • Community Pool with Picnic Tables & Chaise Lounges • Community Grills & Post-Beach Outdoor Showers • Free WiFi & TV • Coffee Maker & Kitchenette Smallwares Provided • Starter Packs of Essentials for Kitchen & Bath • Enhanced Cleaning Protocols • Combo Tub/Shower Bathroom • Desk/Chair in Unit

Guest favourite
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
4.8 out of 5 average rating, 105 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!

Top Guest favourite
Home in Port Charlotte
5 out of 5 average rating, 14 reviews

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!

Top Guest favourite
Home in Englewood
5 out of 5 average rating, 18 reviews

Private Beach & Bay Access. Kayak & SUP

Discover your private slice of paradise! This home offers the best of both worlds, 2 minute walk from private beach access where you can soak up the sun & enjoy the ocean waves. Plus, you have private bay & dock access 2 houses down, with a kayak & stand-up paddleboard for your water adventures. Cast a line or dock for the day while Moe & Millie (our neighborhood manatees splash around)! Sip your morning coffee in the sunroom and end the day under the tiki torches in the large private yard.

Top Guest favourite
An inviting entryway features a patterned welcome mat and a small outdoor seating area with a round table and four chairs. Light filters through large windows, illuminating a cozy interior space, which presents a comfortable seating area adorned with decorative accents.
Home in Punta Gorda
4.94 out of 5 average rating, 35 reviews

Waterfront home in beautiful Punta Gorda Isles

Escape to this spacious 3-bedroom, 2-bath home, perfect for couples, families or groups, comfortably sleeping 8 guests. Nestled along a scenic canal, this pet-friendly retreat offers stunning sunset views and the chance to spot manatees and dolphins right in the backyard. Enjoy fishing with provided rods, or take advantage of the bikes and kayaks for outdoor adventures. Conveniently located just 10 minutes from Punta Gorda Airport, this home is your gateway to relaxation and waterfront fun!

Top Guest favourite
An aerial view captures the coastline of Manasota Key, showcasing the blue-green waters and sandy beach. The surrounding area features a mix of residential buildings and green spaces, with multiple boats visible in the water and a bridge connecting to nearby islands.
Cottage in Englewood
4.9 out of 5 average rating, 168 reviews

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

Unit #1 Beach cottage very private and quiet, has a full kitchen, King bed in the master and queen sofa bed in the tv room, very comfortable, fast WiFi, AC & heat. All you need to relax and just have fun. Outdoor shower and laundry area, Private parking, Enjoy amazing sunsets/fishing/and restaurants and bars, all walking distance to the beach and bay. Kayaks/snorkel gear/beach toys are included. So start enjoying the beautiful sandy beach on Manasota Key, Lots of sea life and turtles.

Guest favourite
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 Punta Gorda
4.96 out of 5 average rating, 112 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 favourite
The image reveals an inviting pool area within a screened lanai, featuring sun loungers adorned with black and white stripes. A glass-topped dining table accommodates four, accompanied by a potted plant. The pool glimmers with clear water, surrounded by lush greenery.
Home in Rotonda West
4.93 out of 5 average rating, 40 reviews

Tropical Retreat-HeatedPool Tennis PickleBall Golf

Do you want to relax in the sun near the Gulf Coast? Welcome to your Tropical Retreat! Beautiful heated pool house and large lanai with high and luxury living upgrades. Located in a quiet community 10 miles to the beach near stunning Boca Grande, Manasota Key and Englewood area. Golf enthusiasts will appreciate the five championship courses (99 holes) found within the community. Spend your days enjoying pool, golfing, fishing or exploring everything that makes Rotonda West unique.

Top Guest favourite
Cottage in Placida
4.98 out of 5 average rating, 61 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.

Top Guest favourite
The outdoor pool area is enclosed with a screened lanai, featuring a refreshing heated pool surrounded by a sunbathing deck. Lounge chairs are positioned for relaxation, while the backdrop showcases a spacious covered area suitable for dining or gatherings.
Home in Port Charlotte
5 out of 5 average rating, 24 reviews

The Harbor House-Waterfront-Private- Heated Pool

Escape the cold to this bright and sunny two- bedroom, two-bath, waterfront, gulf access, pool home with private dock. This home is located within minutes of Charlotte Harbor and the Gulf of Mexico. The pool is enclosed with a large covered lanai which is perfect for barbecuing and enjoying evenings by the gas fire pit. Be amazed by the beautiful sunsets and tranquil waterfront views along the serene saltwater canal where snook, tarpon, manatees and dolphins frolic nearby.

Top Guest favourite
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
4.94 out of 5 average rating, 32 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.

Top Guest favourite
A front porch is framed by pink hibiscus flowers and lush greenery. Rocking chairs are positioned along the porch, with a view of a well-kept garden and trees in the background. The overall atmosphere reflects a serene outdoor space.
Guest suite in Englewood
4.98 out of 5 average rating, 211 reviews

Blue Cottage Suite- Peaceful Old Englewood Charm!

This charming rental is in historic Old Englewood right at the edge of Lemon Bay. The Blue Cottage is in a quiet neighborhood just 4 blocks from Dearborn Avenue with all great entertainment, eclectic shopping and restaurants, live music, and more. The Front porch pictured is part of the main house and is NOT included for use while renting the Blue Cottage Suite. IF the main home is vacant during your stay, I will let you know and it can be used during that time.

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