Family-friendly holiday rentals in Charlotte County

Guest suite in Port Charlotte

4.96 out of 5 average rating, 120 reviews

Garage to a Tiny House Studio Near Shopping Center

Experience comfort and style in this charming, pet-friendly space, perfect for short getaways. Enjoy the privacy of your own entrance, along with a full shower, cozy living room, dining area, and bedroom, all within one convenient layout. The fully fenced backyard, shared with other tenants, features a grill and fire pit—ideal for relaxing evenings outdoors. While the space includes a kitchenette, access to the main shared house may be available if you need a full kitchen or laundry facilities.

A covered outdoor space features cozy seating around a fire pit. String lights illuminate the area, creating a warm ambiance. In the background, an inviting above-ground pool is set against a lush garden landscape, showcasing tropical plants and trees.

4.96 out of 5 average rating, 257 reviews

Tropical getaway Pool and tiki bar

1)Beautiful newer build house on 2 acres 1800sq/ft with 3 BR and 2 bath sleeps up to 8. 2)Has a large above ground pool 18' x 33' and a large fish pond and outdoor bar/BBQ and tropical landscape parking for 4 cars. 3)15mins drive from downtown Punta Gorda with lots of great restaurants little shops and bars with live music and much more, 7mins drive closest store winn-dixie. 4)10 mins drive to Punta Gorda airport. Located in a peaceful neighborhood with large oak trees on a dead end street.

The exterior of a single-story home is showcased, featuring a spacious driveway lined with pavers. Lush landscaping is present, including palm trees and colorful flowers. The front entrance is accentuated by a decorative archway and a garage door on the right.

4.95 out of 5 average rating, 181 reviews

Seasonal vacation rental with Heated pool

The living room has a 65 " smart TV,wall mounted with a LCD Fireplace below with surround sound- All TV's have Netflix.The bar room has a small refrigerator,pool table and dart board.Outside has a private lanai with Heated pool and a propane firepit.Enjoy the sonos sound with 55" smart TV in the Master bedroom the second bedroom also has a TV. The bar room,also has sonos as well as the lanai.30 minutes from several beaches.The garage will not be available.Home located in a quiet Cul de Sac

4.95 out of 5 average rating, 108 reviews

House/ Caribbean Hot Tub & Tiki Bar, Pets Welcome

3900 Rosemary Drive is a pet friendly house with parking for 2 cars. Relax & enjoy your own private get away, outside patio area, tiki bar, sun loungers & hot tub. The open plan apartment has an 80” Peacock enabled TV,. Enjoy Netflix, Amazon Prime or other subscriptions that you have by entering your home’s password & pin information. In the lounge area there’s a 2 seater theatre style adjustable settee & a small dining table/ working area with Wi-Fi access and a fully equipped kitchen.

Apartment in Port Charlotte

A charming yellow house is embraced by tall palm trees and lush greenery. A welcoming entrance features a black wrought iron gate framed by vibrant tropical plants. Light cascades from the windows, reflecting the historic character of the home.

4.94 out of 5 average rating, 109 reviews

Old Florida Charm near Beaches

Take it easy at this unique and tranquil getaway. Florida charm at its finest. Tropical garden setting in an historic home in your own private space. Walking distance to three restaurants including an original landmark restaurant, the Bean Depot. Fishing pier and boat ramp on the Myakka River to the gulf are also nearby. The house was originally owned by the Adams Family, makers of chewing gum ( chicklets and tea berry gum). Beautifully restored older home with lush tropical landscaping.

4.98 out of 5 average rating, 107 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).

Guest favourite

4.89 out of 5 average rating, 115 reviews

Fun Luxury Stay: Mini Golf, Pool, Bowling

Escape to a private family paradise with a pool, spacious play yard with minigolf, hopscotch, tic tac toe and garden views for unique outdoor relaxation, BBQs, and creating unforgettable memories. Splash, play and unwind in crystal clear waters while laughter fills the air. Step inside the well designed luxurious interior which provides utmost comfort and is equipped with all essentials and more. Your adventure awaits in this dreamy retreat. This private home is 15min from Beach Park

A spacious living area features a modern white leather sectional sofa positioned around a low coffee table. Large windows allow natural light to illuminate the room, showcasing the open layout that connects to the dining area and kitchen.

4.93 out of 5 average rating, 114 reviews

Ideal location - 2bed/1bath near the beach & shops

Recently enhanced 2 bed/1 bath ideally located just one block west of Hwy 41 on a quiet street & less than 10 minutes to the Sunseeker Resort. Experience an extremely clean & comfortable home, with a screened in lanai, at a tremendous value! All major supermarkets, retail & local restaurants are within walking distance. Downtown Punta Gorda, the Charlotte Harbor & shoppes are all within 2 miles. Property is a duplex, inquire about both sides! We look forward to hosting you!

A modern living area is depicted, featuring two gray sofas and a dark wood coffee table on a geometric-patterned rug. Behind, a kitchen with white cabinetry and stainless-steel appliances is visible, complemented by warm accent lighting and bar stools. Natural light floods the space.

4.98 out of 5 average rating, 52 reviews

Relaxing Little Getaway, Game Room!

Relax in style in our thoughtfully designed space that combines contemporary elegance with comfort. The house features spacious living areas flooded with natural light, a fully equipped kitchen, and cozy bedrooms to ensure a restful stay. Step outside to enjoy the serene canal at the back, perfect for morning coffee or evening sunsets. Whether you’re looking to soak up the sun on the beach or explore the nearby attractions, this home is your gateway to unforgettable memories.

4.94 out of 5 average rating, 128 reviews

Luxury Bungalo with Pool in Port Charlotte

Please make yourself at home. Relax in a in ground heated pool. Centrally located in a peaceful neighborhood & close to beaches, parks, golf, entertainment & restaurants. You will find all the comforts you are looking for. Grocery stores like Publix, Aldis, Sprouts & Walmart within 3 miles. Sunseeker Resort 4.2 miles away. Downtown Punta Gorda is 6 miles away. Fisherman’s Village has shopping & restaurants. Port Charlotte Beach Park is 2 miles away.

Guest favourite

A hammock is suspended between two palm trees in a verdant backyard, providing a relaxing spot. In the background, a two-story tiki hut and a dock are visible along the calm canal, complementing the serene outdoor environment.

Guest suite in Punta Gorda

4.81 out of 5 average rating, 80 reviews

2 room suite private bathroom & entry.

Enjoy your own 2 room suite in this lovely secluded neighborhood. The bamboo floors and light colored wood make your space bright and cheerful. The back yard features a 2 story tiki hut, hammock, fire pit, and dock for your relaxation. Arrive by land or by sea. The sailboat access canal is only 300 yards from the Peace River and the dock is powered 110V. The home is at the end of a cul-de-sac with a large open area in front of the house.

Guest favourite

The exterior of a single-story cottage is presented, featuring a light blue facade, large front windows, and a welcoming entrance. A palm tree and manicured lawn enhance the curb appeal, while a concrete pathway leads to the entrance, framed by soft landscaping.