Holiday rentals with a kayak in Port Charlotte

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Top-rated Accommodation with a Kayak in Port Charlotte

Guests agree: these holiday homes with a kayak are highly rated for location, cleanliness and more.

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Guest favourite

Home in Port Charlotte

4.91 out of 5 average rating, 23 reviews

Dogs welcome, Pool, Canal, Kayaks, Fishing! Yard!

Take it easy at this unique and tranquil getaway. Pool, use of 2 kayaks, boat lift available for extra fee (accommodates up to a 24 foot boat, 5000 pounds). SUPER close to the harbor (20 minutes at no wake). Kayak from the back door beautiful mangroves are only a few minutes away! Descent fishing right off the dock, great fishing in the mangroves and harbor.. Gulf access is only about 45 minutes away. Close to Charlotte Beach. Volleyball🏐, Horseshoes, Cornhole! Reverse osmosis drinking water.

31 Oct – 7 Nov

$400 NZD per night

Guest favourite

Cottage in Englewood

4.9 out of 5 average rating, 110 reviews

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!

3–10 Aug

$306 NZD per night

Guest favourite

Home in North Port

4.99 out of 5 average rating, 78 reviews

North Port Retreat house convenient to the beach!

Relax in this darling 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 or fish off the dock. Immaculate 2 bed/2 bath home with sun porch and patio complete with BBQ grill located in lovely neighborhood convenient to area beaches and golfing. Walk or bike the lighted pathways with a wide variety of shopping and restaurants close by. Our favorite thing to do is beach combing the fabulous beaches in the area.

30 Jul – 6 Aug

$245 NZD per night

Guest favourite

Villa in Port Charlotte

5.0 out of 5 average rating, 8 reviews

"Everglade Kiss" 3b 2b BBQ, hot tub

"Everglade Kiss"3 bed 2 bath 1 car garage villa, quartz kitchen corner tops ,65 inch TV in living room, lanai has 16 jets hot tub . Back yard is shareable.South West Florida's prime boating and beaching communities with the Charlotte Harbor and The Gulf of Mexico minutes away.Community offers public sidewalks, parks, with boat ramp, picnic area, playground. The waterways provide place for kayaking, paddle boarding, and fishing. Enjoy a memorable visit when you stay in this unique place.

31 Aug – 7 Sep

$261 NZD per night

Guest favourite

Guest suite in Englewood

4.98 out of 5 average rating, 180 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 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.

26 Nov – 3 Dec

$284 NZD per night

Guest favourite

Home in Venice

4.89 out of 5 average rating, 161 reviews

Venice Pool Villa with Bikes Kayaks Great Beaches!

Relaxing pool home with 2 bedrooms, 1 king bed, 1 queen bed, 1 sofa double bed and one single foldout bed. 2 bathroom pool home just a 8 minute ride away from Manasota beach. Venice beach and caspersons beaches close by too. A great selection of restaurants and plenty of shopping and convenient grocery stores just 5 minutes away!. Also close to bike trails with two FREE bikes at the house and FREE kayaks too. My home is great for everyone! Pets welcome with pet fee, large fenced yard!

21–28 Sep

$330 NZD per night

Guest favourite

Guest suite in Matlacha Isles-Matlacha Shores

4.84 out of 5 average rating, 316 reviews

Moon Shell Hideaway

Private entrance to your one bedroom plus den (with queen size sleeper/sofa) apartment attached to main house. Direct access to the Gulf of Mexico. Bedroom has a queen size bed and the den has a queen size sleeper/sofa. The den doubles as your kitchenette and sitting area with double sliding glass doors that open up to the shared pool and dock area. Gas grill and microwave for cooking (no stove). Boat to five restaurants. Visit the Matlacha Art Galleries. Fish off the dock. WELCOME!

24–31 Oct

$180 NZD per night

Guest favourite

Guest suite in North Port

4.98 out of 5 average rating, 45 reviews

Scenic Cocoplum Canal Retreat

Beautiful canal view through out this scenic 1 bedroom tropical suite. Enjoy a cup of coffee on your own garden patio under a very large Oak tree. Extra chairs and swinging hammock available . 2 kayaks available with 9 miles of waterway to explore nature. Very close to a huge variety of shopping and restaurants. 3 miles to Warm Mineral Springs, Several awesome beaches 25-45 min drive. Water park 2 miles. Golf nearby. Parks within walking distance, Bike paths and more!

6–13 Sep

$154 NZD per night

Guest favourite

Home in Matlacha

5.0 out of 5 average rating, 142 reviews

The Secret Island Retreat HeatedPool/4b/open water

Free Heated Pool with open Panoramic Bay Views with Amazing Sunsets from this open layout with 4 bedrooms , a den, 3 bath, 2 car garage. 3200 sq ft. 2nd floor has an oversize owners suite with picture windows over the bay and provides an abundance of space for sitting area or quiet space. Three guests rooms + den. Don't forget to relax & enjoy the breeze on the 2nd story balcony...the perfect retreat. Kayaks, 2 boat lifts, fishing poles, bicycles, games, Grill and much more.

23–30 Jul

$934 NZD per night

Guest favourite

Farm stay in Punta Gorda

5.0 out of 5 average rating, 18 reviews

Peaceful Waterfront Orchard 2

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 (maybe even grab a few fresh eggs for breakfast).

10–17 Jun

$233 NZD per night

Guest favourite

Villa in Englewood

4.92 out of 5 average rating, 110 reviews

Magnificent Waterfront! Kayaks-Pool-Beach! gs

Fantastic Manasota Key Location! Upstairs at Blue Island Inn, waterfront “Seaglass Villa” dazzles with spectacular Bay views! 2 cozy bedrooms; 1 bathroom, kitchen & cozy family room. On-site resort pool overlooks stunning Lemon Bay. 5-minute walk to ocean-side beach or enjoy “Bay-front beach” out back. Quiet island street. low-key quiet respectful vacationers. 1 car parking spot. No visitor parking. No boats. No pets. No smoking. Free use of kayaks!

20–27 Oct

$328 NZD per night

Guest favourite

Home in Port Charlotte

4.91 out of 5 average rating, 11 reviews

The Waterfront White House

BRING YOUR BOAT🤙🏼 Our three-bedroom two-bathroom home is nestled on a canal leading to the Charlotte Harbor, is one you won’t want to miss. Newly renovated, with room to stretch out in, plenty of parking, the place is just as cozy as it looks. The boat dock has 2 underwater fish lights that bring in everything from snook, to redfish, to tarpon, and the boatramp is only 12 minutes away. Come enjoy water front southern living at its finest.

14–21 Dec

$336 NZD per night