Holiday houses in Charlotte County

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Top-rated holiday rentals in Charlotte County

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Top Guest favourite
Guest suite in Port Charlotte
4.96 out of 5 average rating, 114 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.

Guest favourite
Home in Punta Gorda
4.95 out of 5 average rating, 177 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

Top Guest favourite
Apartment in Port Charlotte
4.93 out of 5 average rating, 104 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.

Top Guest favourite
Home in Rotonda West
5 out of 5 average rating, 6 reviews

Turtle Bay - minutes to Boca Grande!

Welcome to Turtle Bay Haven – Your Dream Escape on the Gulf Coast! Stay in your own private natural oasis, surrounded by lush greenery and the vibrant tropics of Florida wildlife. - Grocery Stores: just 5-10 min away - Dining Options: A variety of local restaurants are just min away. - Boca Grande: 11 mi (20 min) away, known for stunning beaches. - Manasota Key Beaches : 10 mi (20 min) - Activities: Kayaking, paddleboarding, fishing, hiking, biking, and over 20 golf courses await!

Top Guest favourite
Farm stay in Punta Gorda
4.98 out of 5 average rating, 102 reviews

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
Home in Punta Gorda
4.92 out of 5 average rating, 98 reviews

A Home on the golf course W/Hot tub near Downtown

Modern style with new floor!Located in Burnt Store Isles, a privileged canal&golf community. Close to downtown, restaurants, Fisherman ‘s village, beach parks, groceries-Publix ,accesses to highways 41 &75. Sitting on the 18th green of Twin Isles Contry Club. 2BRS&2BAS&a queen size Italian dove sleeper provide a rejuvenating retreat for 6 people; complete with a hot tub, enclosed lanai/patio and fully equipped modern Kitchen! Walk to TICC club house, 2 sets of golf clubs provided.

Top Guest favourite
Home in Port Charlotte
4.93 out of 5 average rating, 109 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!

Guest favourite
Tiny home in Punta Gorda
4.95 out of 5 average rating, 119 reviews

CozyTiny Home

Enjoy this cozy home with a little garden and private porch for a lazy time. Only 4.5 miles to Punta Gorda Downtown with shops, restaurants and tiki bar at the piece river. We take great pride in our place and want guests to feel at home. The Punta Gorda Airport is 1.5 miles from us. Southwest Intern. Airport Forth Myers 35 miles. Beaches nearby, Boca Grande 41 mil, Englewood Beach 35 mil. We provide beach chairs and umbrella. Parking: We have space for 2 cars, RV or boat .

Top Guest favourite
Home in Englewood
5 out of 5 average rating, 18 reviews

Free Heated Pool! Mins from Beach! Private Oasis!

Discover your dream getaway at this stunning 3BR tropical oasis just 5 miles from Englewood Beach! Start your mornings on the screened lanai with coffee, then dive into the heated pool featuring a swim-up bar. Surrounded by lush landscaping, this private escape offers comfort, style, and relaxation. Perfect for families, couples, or friends—close to beaches, golf, dining, and more. Book now and enjoy the ultimate Florida retreat filled with sun, fun, and unforgettable memories!

Top Guest favourite
Home in Port Charlotte
4.95 out of 5 average rating, 58 reviews

Amazing Peace River Views

House is a 2 bed, 2 bath layout. The Master bed is a king bed and the guest bedroom is a queen. Both bedrooms have walks in closets with easy and convenient shelving and built in hampers. The laundry is stocked with liquid soap and fragrance free powder with fast efficient machines. There are speakers in the house, lanai and pergola. You will be able to control them via your phone. There is a desk work area with extra monitor for laptops and a printer for your use.

Top Guest favourite
Home in Punta Gorda
5 out of 5 average rating, 18 reviews

Amazing Harbor Front Views Dowtown Best Location!

Expansive direct Harbor-front views across the street from Gilchrist Park Pickeball & Tennis in the heart Punta Gorda’s Downtown Historic District. Take the Harbor Walk to Fisherman’s Village, TT’s Tiki Hut Laishley Crab House, Sunseeker Resort, Farmer’s Market, Art Museum, Downtown Dining, & Shopping. This is by far the best location to stay in Punta Gorda, you will not be disappointed! This home can sleep up to 8 guests but no more than 6 adults comfortably.

Top Guest favourite
Home in Punta Gorda
5 out of 5 average rating, 39 reviews

Stylish Waterfront Gem with Scenic Views and Charm

Welcome to our charming DUPLEX in the very desirable Punta Gorda Isles, just minutes from Fisherman's Village and Charlotte Harbor! Home features private 2 bedrooms and 2 baths: a master with a king-size bed and a second room with a full bed. Enjoy your private entrance, a bright living room, shared pool access, and scenic waterfront views! Conveniently located near downtown Punta Gorda, perfect for dining and exploring all the area has to offer! ☀️

Popular amenities for Charlotte County holiday rentals