
Holiday houses in Charlotte County
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Top-rated holiday rentals in Charlotte County
Guests agree: these stays are highly rated for location, cleanliness and more.

Saltwater Villa/Pool/Jacuzzi/MovieTheater/FishDock
Welcome to Saltwater Serenity Villa your canalfront paradise! ☀TOP LOCATION📍, close to: beautiful beaches 🏖️ Gasparilla Island, Siesta Key, Englewood! ☀️ Your Dream COFFEE Station ☕️ All kinds of coffee makers! ☀Dock Ideal to FISH 🎣| ☀️Kayaks ☀️ HEATED Pool 🏊♀️👙 ☀DEDICATED WORKSPACE 💻 ☀Arcade game🕹️ ☀Smart TVs in every room📺 ☀Fast WIFI📶 ☀Fully equipped kitchen🍽️ ☀Pool Table and Games🎱♟️ ☀FREE Onsite parking🅿️ ☀ Outside dining table 🍝 ☀BBQ🍖 ☀Self check in🔐 Lock Box BOOK NOW🔜⛱️
4.95 out of 5 average rating, 96 reviews
Lake Marlin Villa 2
WELCOME to this affordable, charming and unique villa, all spotless and immaculate, cleaned with passion, love and hospitality, to honor you; The GUEST of HONOR. This 2-bed, 2-bath, 2-car garage and plenty of outdoors, offers you the comfort of feeling home, yet the adventure of your getaway vacation. Overlooking the blue waters of Lake Marlin, away from traffic and noise pollution, yet close to stores, golf clubs and main roads taking you within minutes to Manasota Key and Boca Grande Beaches.
4.98 out of 5 average rating, 110 reviews
Type Top type lot
Relax with entire family at this peaceful home. Enjoy the privacy and the outdoors with kayaks, bikes, hot tub, boat dock and heated pool ; great views of the water, watch the fish do back flips! Play Billiards! Nice cul-de-sac with lots to see and do nearby! Short walk to great pizza. Town voted best in US, center is short drive with great restaurants & features great golf, parks with walking/bike paths, tennis, pickleball, playgrounds etc. Easy bike ride to Ponce de Leon Park for sunsets!!!
5.0 out of 5 average rating, 16 reviews
Jaw-Dropping Waterfront Sunset Views and Gameroom!
Welcome to SUNSET MANOR! This waterfront property sits on a beautiful and spacious corner lot with all the amenities including a heated pool with a tranquil waterfall feature. The preserve across the way provides the ultimate private oasis. This is one of THE BEST views in all of Charlotte County! The house is located in a beautiful and quiet waterfront community - just a few miles from the beach, Boca Grande, Punta Gorda, Fort Myers, and more. World-class Florida living at your fingertips!
4.91 out of 5 average rating, 100 reviews
Seaside Boca (Pool + Sauna + Mini Golf + Spa)
As seen on TV fun for the whole family at this new Airbnb. With its Key West vibes you’ll be sure to have a great time here! Boca Grande is just minutes away, Publix and shopping center are a short bike ride and boats are welcome as the marina is right next door. House is located in the tranquil area of Cape Haze close to Golf courses where you can stroll or bike to you hearts content. We just added a Game Room, a Pool with jacuzzi, Sauna, plus a multi court and Mini Golf (pics jus refreshed)
4.95 out of 5 average rating, 37 reviews
Harbors edge Retreat- no fee for heated pool
Experience waterfront luxury with an updated heated pool, spacious lanai, and pool deck in this updated home with a split floor plan in a tranquil neighborhood. Conveniently close to activities and superb local restaurants, don't miss the breathtaking sunrises and sunsets! Experience the ultimate in relaxation with our newly remodeled Pebble Tec custom-tiled pool. Heated at no extra cost, indulge in a soothing swim anytime, perfect relaxation year-round. Bikes and helmets are provided.
5.0 out of 5 average rating, 64 reviews
Canal Home w/ Escape Room, Pool & Dock, Pets OK
"Start your stay with something totally unexpected: our QR Clue mystery adventure, included with every booking. As you settle into the home, you’ll discover hidden clues containing interactive puzzles woven through the living spaces. Make it to the end to solve a long-standing mystery and win a take-home prize as a keepsake. It's an escape room-style challenge designed for all ages to create fun, memorable moments without ever leaving the comfort of the house.
4.96 out of 5 average rating, 26 reviews
Spotless 3-bedroom Waterfront Home. Heated pool.
This COMPLETELY remodeled home is located on the water in the very desirable community of Punta Gorda Isles. It is only a 3-minute boat ride through the canal to open water and biking distance to Fisherman's Village and Downtown Punta Gorda. The home consists of 3 bedrooms, 2 well-appointed bathrooms and a wonderful, open great room concept. Large patio and pool deck with heated pool. Enjoy the view of the canal as you sip your coffee in the morning.
5.0 out of 5 average rating, 42 reviews
The Coastal Palm Cottage
Discover the charm and walkable beauty of Punta Gorda’s historic district from this inviting 2-bedroom, 2-bath home. Perfectly situated just steps away from scenic waterfront parks, vibrant restaurants, and unique local shops, you’ll have the best of Punta Gorda right at your doorstep. Whether you’re planning a quick weekend escape or a longer Florida retreat, this home offers the ideal blend of location, comfort, and authentic coastal charm.
4.95 out of 5 average rating, 41 reviews
Beach + private backyard + hot tub + fire pit
Relaxing Getaway that is completely gated for your privacy. Just minutes to Boca Grande and Gasparilla beach, world-class fishing, Englewood Beach, restaurants, grocery stores, golfing , airport and the interstate. Thus area is surrounded by front living and canals that lead out to the Gulf of Mexico for some of the finest sport fishing in the world. The community offers boating ramps, playgrounds, parks and sidewalks for everyday enjoyment.
4.85 out of 5 average rating, 54 reviews
Private Oasis•Heated Pool•Near Gulf Beaches
Escape to your private tropical oasis on a peaceful Florida canal! Enjoy a heated saltwater pool, 4 bedrooms and 5 beds, just 10 minutes from shops and restaurants and an easy drive to Siesta Key, Venice, Englewood and Boca Grande. After a day at the beach, cool off in the pool, relax by the fire table, toast marshmallows or enjoy an outdoor movie night on the large TV. Your perfect Gulf Coast getaway!
5.0 out of 5 average rating, 48 reviews
Harbor Side Retreat
Welcome to your relaxing Florida retreat! This charming one-bedroom, one-bathroom private unit is perfect for solo travelers, couples, small families or remote workers looking to unwind near the coast. Located just minutes from Charlotte Harbor, Fishermen’s Village, and Sunseeker Resort, you’re in the heart of it all—yet tucked away on a quiet street for peaceful nights.
4.93 out of 5 average rating, 58 reviewsPopular amenities for Charlotte County holiday rentals
Other great holiday rentals in Charlotte County

Ibis Cottage | Beachfront Retreat on Manasota Key
5.0 out of 5 average rating, 8 reviews
Private Heat Pool. Gazebo, canal kayaks free pets
4.93 out of 5 average rating, 28 reviews
Stunning! Luxury waterfront home-Heated Sunny
4.95 out of 5 average rating, 38 reviews
Modern Waterfront Bliss
4.98 out of 5 average rating, 51 reviews
Spa, Heated Pool, Tropical Waterfront Near Beach
5.0 out of 5 average rating, 38 reviews
Stylish Waterfront Gem with Scenic Views and Charm
4.95 out of 5 average rating, 61 reviews
Gorgeous Sunset Views at New Canal Oasis Pool/Spa
4.93 out of 5 average rating, 30 reviews
Tripoli House
5.0 out of 5 average rating, 13 reviewsDestinations to explore
- House rentals Charlotte County
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- Siesta Beach
- Captiva Island
- Turtle Beach
- Caspersen Beach
- Manasota Key Beach
- Englewood Beach
- Crescent Beach
- Lovers Key Beach
- Myakka River State Park
- Florida Gulf Coast University
- Stump Pass Beach State Park
- Bowman's Beach
- Jetblue Park
- Blind Pass Beach
- North Jetty Beach
- Barefoot beach Bonita Springs,FL
- Bonita National Golf & Country Club
- Boca Grande Pass
- Edison & Ford Winter Estates
- Yacht Club Public Beach
- Ave Maria University
- South Jetty Beach
- Coconut Point
- Clam Pass Park





