
Vacation rentals with a kayak in Port Charlotte
Find and book unique kayak rentals on Airbnb
Quick stats about vacation rentals with a kayak in Port Charlotte

Total vacation rentals
Explore 70 vacation rentals in Port Charlotte

Nightly prices starting at
Port Charlotte vacation rentals start at G$10,448 GYD per night before taxes and fees

Verified guest reviews
Over 2,290 verified reviews to help you choose

Family-friendly vacation rentals
60 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Vacation rentals with a pool
50 properties feature pools

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
70 of Port Charlotte vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Port Charlotte rentals

4.8 Average rating
Port Charlotte stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated kayak rentals in Port Charlotte
Guests agree: these kayak rentals 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.

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!

Port Charlotte 4 Bedroom Pool Vacation Home Canal
Port Charlotte Private Pool Vacation Home - Canal access to Peace River! * Port Charlotte Private Pool Home Sleeps up to 8 * 4 Bedrooms / 3 Bathrooms * East Facing Private Pool with Canal View * FREE POOL HEAT FOR BOOKINGS THAT ARE 5 NIGHTS OR MORE * Standalone Hot Tub * Spacious Lanai with Seating Area * Propane BBQ * Game Room featuring Pool Table and Foosball * Fire Pit overlooking the canal * Dock Available 10' x 10' Boat Lift is not for guest use * 25-year minimum age to rent restriction

Happy Tarpon |10 PPL| Deck & Pool |Games |Fire Pit
Welcome to Happy Tarpon Villa, a family-friendly home in Port Charlotte! - Pool - EV Charger - 15 mins to Sunseeker Resort - 30 mins to Gasparilla Island - 30 mins to Manasota Island - Private Deck & Boat Lift - Playground for kids - Pool Table, Air Hockey & Game Console - BBQ, Fire Pit & Outside furniture - 10 PPL (1 KING, 1 QUEEN, 1 Bunk Bed & 1 Sofa Bed) - Washer & Dryer - Kids friendly - Private Patio & Terrace - Fully equipped kitchen - Free parking - Safe neighborhood - Self-check in

Luxury Waterfront Home With Heated Pool & Hot Tub
New modern luxury home featuring 3 bedrooms and 3 bathrooms. 50" Flat screen TVs in all bedrooms and a 65" TV in the family room. Master suite with dual sinks large soaking tub and a walk in roman shower! Screened in heated pool with hot tub and special LED lighting. Large lanai with gas grill a table with 6 chairs and 4 loungers. Dock has sitting area to sip morning coffee or grab a cocktail and watch the fish jump. Beach chairs, pool toys and fishing rods/ tackle everything is included!!!

Sensational! Sunny, Heated Pool-Endless waterviews
**NEW LISTING/HUGE DISCOUNTED PRICE*** LUXURY PGI home; 1.5 mile/5 minute distance to Fisherman’s Village and attention to detail with remodel and brand new furnishings. Take advantage of tremendously discounted Prime dates available in 2026 and 2027 WINTER SEASON Check PREMIER HOST reviews averaging 5.0 on other site. -Max 5 adults-

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.

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).

"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!

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.
Popular amenities for Port Charlotte kayak rentals
House rentals with a kayak

Paradise on the Bay

Tropical Retreat! Hot tub, pool, Kayak, pool table

Private Pool Retreat + Tropical Gazebo

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

Modern waterfront house fully equipped f/ vacation

Waterfront Oasis w/ Pool on Myakka – Near Beaches

Home •POOL•15 min to BEACH•Kayaks•Pet Friendly!

Gulf Access- Heated Pool-SPA - Dock Boat
Cottage rentals with a kayak

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

New Pool Tropical Waterfront Dock & Optional Boat

Quaint Cottage w/access to Peace River canoe/kayak

Island Getaway•Beach House•Dock•Pet Friendly

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
Other vacation rentals with a kayak

Waterfront Unique Euro Villa heated salt pool dock

Punta Gorda Paradise

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

Peace River Waterfront Home with Boat Lift/Dock

House With A Boat - Boat, Heated Pool, Fishing

Lux Home on Gulf w/Private POOL & 50ft Dock

Port Charlotte Lake front home Heated Pool, Dock

Boater's Paradise-Lux 3 bd w/ private heated pool
When is the best time to visit Port Charlotte?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$44,089 GYD | G$44,716 GYD | G$48,059 GYD | G$38,656 GYD | G$34,059 GYD | G$32,388 GYD | G$34,686 GYD | G$29,462 GYD | G$33,223 GYD | G$33,432 GYD | G$35,522 GYD | G$40,119 GYD |
| Avg. temp | 16°C | 18°C | 19°C | 22°C | 25°C | 27°C | 27°C | 28°C | 27°C | 24°C | 21°C | 18°C |
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