Holiday rentals 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, 113 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

Flat in Port Charlotte

4.93 out of 5 average rating, 103 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).

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 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! ☀️

Top guest favourite

Home in Port Charlotte

5 out of 5 average rating, 7 reviews

Sunny Florida Home | Private Yard + Patio

Charming 1960s home in Port Charlotte with 1 bedroom, 1 bath, and a private backyard with a screened-in patio. Perfect for both short getaways and longer stays, this home offers comfort and convenience in a quiet neighborhood close to shopping, dining, and US-41. Relax in the backyard, explore nearby parks and waterways, or take a quick drive to the Gulf beaches. Enjoy the ideal mix of Florida charm and everyday ease.

Top guest favourite

Bungalow in Port Charlotte

4.98 out of 5 average rating, 106 reviews

Charming Southwest Florida Bungalow

Enjoy the laid-back Florida lifestyle in this beautiful Coastal Cottage. This new construction 2 bedroom 2 bathroom home is centrally located near North Port and Port Charlotte with easy access to the highway, minutes to shopping and dining and less than 30 minutes to multiple stunning Gulf Coast beaches. This furnished vacation rental sleeps 6 comfortably! PLEASE NOTE: Due to hurricane Ian we lost the fence.

Guest favourite

Bungalow in Punta Gorda

4.99 out of 5 average rating, 143 reviews

Charming Pink Bungalow w/ King bed, Punta Gorda

🍍Charming Keywest Bungalow. Only good vibes under this roof, such a beautiful spot for wasting away again in Punta Gorda Ville🍹... Kick back and get your mind right and lounge on the front porch, or relax inside while jammin to your favorite Jimmy Buffett album in the safe protection of the 175mph rated impact windows. Hurricane Milton didn't even leave a scratch🌀