Vacation rentals with a kayak in North Port

An outdoor gazebo stands beside a canal, featuring comfortable seating and soft lighting, surrounded by a decorative stone pathway. A white railing encloses the area, while vibrant clouds create a striking sunset backdrop, enhancing the serene waterfront setting.

5 out of 5 average rating, 38 reviews

Xanadu Luxury|Fishing Dock|Kayaks|Heated Pool/Bar

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

Superhost

A launch area is depicted along a freshwater canal, showcasing two kayaks and a pedal boat positioned by the water. A concrete pathway leads down to the dock, surrounded by greenery and shaded by palm trees, inviting exploration of the tranquil setting.

Camper/RV in Port Charlotte

4.79 out of 5 average rating, 73 reviews

Monaco40

Better than any hotel room located in a very quiet setting 30 minutes from siesta key and close to Englewood beach on a fresh water canal with a pedal boat and two kayaks for you to use and explore wildlife. Close to many restaurants and places to see. WiFi, samsung tv, dvds available, clean and comfortable german speaking host. Skylight shower , convection microwave oven and new fridge . We welcome everyone black, white, gay, hippies, nudist. Everyone will find sanctuary here. Veteran owned.

4.89 out of 5 average rating, 156 reviews

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

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

Unit # 2 Beautiful 2 bed 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. This 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!

The exterior of a modern family house is displayed, featuring a manicured lawn and a two-car garage. A welcoming entrance is visible, accentuated by a porch and green vines. The contemporary design is complemented by large windows and a neutral color palette.

5 out of 5 average rating, 7 reviews

The perfect retreat with canal view

Discover the perfect family house with 3 bedrooms, an office, pool, and all the necessary amenities. It is located in Port Charlotte, just minutes away from Manasota key beach! And very close to a wide variety of different beaches, restaurants and shops! This family friendly property promises a delightful retreat, even if you decide to stay at mostly inside. You can dive into the refreshing pool, go fishing, enjoy outdoor games, or just unwind in the spacious bedrooms. It'll be a great fit! .

4.99 out of 5 average rating, 91 reviews

A living room is displayed with two comfortable seating areas featuring neutral-toned sofas. A geometric patterned area rug lies beneath, while large windows dressed with light curtains allow natural light to fill the space. A small lamp and a potted plant add warmth and greenery.

Home in North Port

North Port - Canal Home- Fish/Canoe/Bike

Relax in this well appointed guest house as you enjoy the warmth of the Florida sunshine. Read a book on the garden swing next to the canal while you watch the birds, fish off the dock or canoe. Immaculate 2 bed/2 bath home with sun porch and patio complete with BBQ grill located in lovely neighborhood next to lighted bike paths. Close to Routes 41 and 75 for beaches, shopping, restaurants, sports events etc. Our favorite thing to do is beach combing the fabulous beaches -equipment provided.

4.98 out of 5 average rating, 208 reviews

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

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 rental includes use of bikes and kayaks. Kayaks are kept at 998 Oxford Dr. We are available to launch or to help you launch kayaks at a local spot. Front porch pictured is part of the main house and is use of this space is not included.

4.98 out of 5 average rating, 96 reviews

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

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).

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.

4.91 out of 5 average rating, 77 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!

The image showcases a lush green backyard leading to a tranquil saltwater canal. A private dock with a shelter is visible, complemented by colorful plants and palm trees. The serene waterway reflects the surrounding greenery, creating a peaceful outdoor environment.

5 out of 5 average rating, 14 reviews

The Harbor House - Waterfront - Private 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 heated 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.

4.85 out of 5 average rating, 137 reviews

A large screened-in patio surrounds a sparkling Gunite pool, with a pink float in the water. Comfortable seating is provided at the bar area and poolside loungers, while palm trees and greenery are visible in the background.

Vacation home in Venice

🌟Venice Cute Pool Villa with bikes Kayaks 🌈🐬

Escape to our charming Venice pool home, where relaxation meets adventure! Perfectly located near the water, this tranquil three-bedroom retreat is nestled on a quiet, palm-lined street. Enjoy easy access to bikes and kayaks for exploring, plus all the beach essentials: cooler, umbrella, and chairs. The pool awaits for sunny days and peaceful evenings (note: a brand-new pool cage is on its way, expected in December). Book now to experience Venice’s beauty from your private oasis!

An open-concept living area features a dining table with four chairs and a well-equipped kitchen with modern appliances. A large stainless steel refrigerator stands next to a kitchen island with seating for three. Bright natural light is provided by multiple windows.

4.97 out of 5 average rating, 33 reviews

Home on the waters Edge

Fully renovated home in the heart of Port Charlotte. The home is 2 bedroom and 1 bath. 1 queen bed and 1 bunk bed, the bunk bed is full size and twin size. Home is also located on a canal. We have all the essentials you may need for a great stay, including bikes and kayaks. Please feel free to reach out if you have any questions. 7 Minutes to Sunseeker Resort and Charlotte Harbor 3 Minutes to William R Gaines Jr Veterans Memorial Park 3 Minutes to Port Charlotte Beach park