Holiday rentals with a kayak in Charlotte County

A private heated pool area features clear water surrounded by comfortable seating and vibrant blue umbrellas. A large pink flamingo float is visible in the water, alongside other colorful poolside furnishings. Lush greenery is present in the background, enhancing the outdoor atmosphere.

5 out of 5 average rating, 59 reviews

Xanadu Luxury|Fishing Dock|Kayaks|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

5 out of 5 average rating, 55 reviews

The modern kitchen features a large central island with four black stools. High-end appliances, including a stainless-steel refrigerator and a sleek range hood, complement the marble countertop. Natural light brightens the space, enhanced by decorative pendant lights and beach-themed artwork on the walls.

Home in Punta Gorda

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 out of 5 average rating, 11 reviews

A well-lit pool area is enclosed by a screened patio, showcasing a sparkling pool and hot tub. The vibrant hues of a sunset are reflected in the water, surrounded by lush tropical landscaping and silhouettes of palm trees.

Home in Englewood

Waterfront, 3 Bed, 3 Bath, Pool/Hot Tub, Kayak

Relax with the whole family at this peaceful place to stay right on the intercoastal. Enjoy the newly renovated amenities this home has to offer. Enjoy a meal in the brand new kitchen, relax in the pool/hot tub, grill poolside, take kayak's out or paddle board to float with the dolphins and soak in the beautiful sunsets. Your stay will reinvent what true relaxation feels like! Enjoy our neighborhood restaurant just walking distance from the front door. This home has the "Coastal Charm" you need!

5 out of 5 average rating, 39 reviews

A tranquil pool area is highlighted by a heated lap pool with a dolphin fountain, surrounded by lush coconut palms. The water view captures a serene canal lined with boats and docks, framed by a screened enclosure that invites natural sunlight.

Home in Punta Gorda

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

Welcome to your next slice of Florida sunshine paradise ! Stay with us at the Royal Palms Monaco located in beautiful historic Punta Gorda Isles Florida! LOADED w/ 5 star amenities like bikes, kayaks,golf clubs,fishing & beach gear,private dock & heated pool await you at this beautiful luxury 3bed/3 bath home. Located in a safe ,quiet and serene deed restricted neighborhood on a gulf access canal waterfront sailboat lot with a breathtaking long water view that seems like it goes on forever !

Superhost

5 out of 5 average rating, 3 reviews

Family Lake front Getaway 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!

4.9 out of 5 average rating, 155 reviews

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

Free kayak/bikes/walk to beach/full cottage #1

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.

5 out of 5 average rating, 5 reviews

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 Check PREMIER HOST reviews averaging 5.0 since 2018 on sister VRBO. 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*****

4.94 out of 5 average rating, 34 reviews

Waterfront Gem, waterfront. fish, kayak, relax!

Beautiful new construction home situated on canal with direct access to Charlotte Harbor. Boat dock and 10,000 lb boat lift. Coastal decor with all of the conveniences of home. Sit in a Florida screened lanai and enjoy an occasional dolphin or go fishing from the dock. Modern tile wood plank look throughout the home. With an open kitchen, home is fully furnished. Kayaks in the garage for your enjoyment and only minutes from downtown for excellent restaurants and evening entertainment.

4.98 out of 5 average rating, 104 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, 82 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!

4.93 out of 5 average rating, 40 reviews

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

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.