Holiday rentals 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.

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Top guest favourite
A private heated pool area features clear water surrounded by comfortable seating and vibrant blue umbrellas. A large pink flamingo float is visible in the water, alongside other colorful poolside furnishings. Lush greenery is present in the background, enhancing the outdoor atmosphere.
Home in Port Charlotte
5 out of 5 average rating, 101 reviews

Xanadu|Fishing/ Pool/Dock|Kayaks|Bar/Gazebo/ Kids

Welcome to XANADU Luxury Villa 🌊 your canalfront paradise with a private BOAT DOCK ☀TOP LOCATION📍, close to: beautiful beaches 🏖️ Gasparilla Island, Siesta Key, Englewood! ☀Dock Ideal to FISH 🎣| Deck🎴 ☀BAR🍷 ROOM Dancing Light 🪩 ☀DEDICATED WORKSPACE 💻 ☀GAME🎮 Room /Roblox/Arcades🕹️ ☀Smart TVs in every room📺 ☀HEATED Pool 🏊‍♀️ ☀Fast WIFI📶 ☀Ping Pong Area in Sand 🏓 ☀Fully equipped kitchen🍽️ ☀Pool Table and Games🎱♟️ ☀ Outside dining table😋/Fireplace ☀BBQ🍖Ice Maker🧊 ☀Self check in 🔐 Smart Lock

Guest favourite
Home in Port Charlotte
5 out of 5 average rating, 25 reviews

Canal front, gulf access, pool, spa, game room

Welcome to Harbor Breeze Gulfstream, a 3/3 waterfront retreat designed for relaxation, fishing & boating. Perfectly situated just a 5-minute walk from Charlotte Beach Park & Marina, this cute home comfortably accommodates 6 to 9 guests, making it perfect for families, couples, or friends seeking a sun-soaked getaway on Florida’s Gulf Coast and to enjoy of the many amenities such as the BBQ grill, Game Room, Pool, Spa, kayaks & Fire pit. Bring your boat or rent it and get ready for the adventure.

Top guest favourite
Home in Port Charlotte
4.98 out of 5 average rating, 98 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.

Top guest favourite
The spacious pool area is enclosed by a protective screen, with the shimmering water reflecting a vibrant sunset. Palm trees frame the scene, while the canal with moored boats is visible in the background, enhancing the tranquil waterfront atmosphere.
Home in Punta Gorda
5 out of 5 average rating, 62 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.

Top guest favourite
An aerial view showcases a spacious waterfront property surrounded by lush landscaping and palm trees. A winding canal runs adjacent to the home, while neighboring houses are visible in the distance. The vibrant blue water and clear sky enhance the tranquility of the setting.
Home in Punta Gorda
5 out of 5 average rating, 45 reviews

Sensational! Sunny, Heated Pool-Endless waterviews

**NEW LISTING/HUGE DISCOUNTED PRICE*** LUXURY PGI home; 1.5 mile/5 minute distance to Fisherman’s Village and attention to detail with remodel and brand new furnishings. Take advantage of tremendously discounted Prime dates available in 2026 and 2027 WINTER SEASON Check PREMIER HOST reviews averaging 5.0 on other site. -Max 5 adults-

Top guest favourite
Home in Port Charlotte
5 out of 5 average rating, 22 reviews

Heated Pool, Hot Tub, Fire Pit + RV/Boat Parking

Relax and recharge at this private Port Charlotte retreat! Enjoy a heated pool, hot tub, fire pit— all in your own backyard oasis. The house sleeps 5, with a King En suite, Queen with pool view and office with daybed. Bring your RV or boat/trailer. Close to local beaches, golf, dining, and shopping, the perfect base for your Florida vacation. There is a separate garage studio that can be rented in addition to this property. It will not be rented otherwise when the main house has guests.

Top guest favourite
A heated saltwater pool is situated within a screened enclosure, framed by lush greenery and palm trees. The tranquil water reflects soft evening light, enhancing the peaceful ambiance. A lounge chair is positioned beside the pool, inviting relaxation.
Home in Port Charlotte
5 out of 5 average rating, 46 reviews

Heated Saltwater Pool Near Sarasota Fort Myers

Private heated saltwater pool oasis. Florida nature but only 10 minutes from shops and restaurants. In a great location to explore many of the Gulf Coast beaches! Easy drive to Siesta Key, Lido Key, Venice Beach, Nokomis Beach, Englewood Beach, Fishermans Village in Punta Gorda, Sunseekers resort, Boca Grande, Fort Myers, Naples, Anna Maria Island. Enjoy exploring and coming back to large tv for movie night outdoors. Toast marshmallows on the fire table. Enjoy a dip in the saltwater pool

Superhost
Home in Punta Gorda
5 out of 5 average rating, 5 reviews

Peace River Retreat | Riverfront + Heated Pool

BNB Breeze Presents: Peace River Retreat! Set right on the Peace River in Punta Gorda, this inviting waterfront home offers a relaxing escape with peaceful views and easy access to the water. You’ll find plenty to enjoy nearby in Punta Gorda, including scenic waterways, parks, marinas, dining, and local attractions that showcase the best of Southwest Florida. - Heated Pool - heated at NO extra cost from Nov 21 - April 1st - Waterfront Views - Pet Friendly - Blackstone Grill - More!

Guest favourite
Flat in Punta Gorda
5 out of 5 average rating, 17 reviews

Golf Course Living at Its Best | 3BR Luxury Stay 8

Luxury meets location in this stunning 3BR/2.5 BA townhouse set directly on the golf course in Punta Gorda Isles. Step out your back door and you’re instantly on the fairway, with peaceful water views just beyond. Bright, open living spaces, modern finishes, and a fully equipped kitchen make it perfect for relaxing or entertaining. Each bedroom offers comfort and privacy. Just 1 mile from Fishermen’s Village, you’re minutes from dining, shopping, and waterfront activities

Top guest favourite
An aerial view captures a serene waterfront neighborhood featuring numerous houses, canals, and docks. Lush green areas and palm trees are interspersed among the homes. The blue waters extend into the horizon, with multiple buildings visible in the distance.
Home in Englewood
5 out of 5 average rating, 25 reviews

Waterfront home w/40 ft dock, POOL, private ramp

Welcome to our charming and cozy retreat, where bright & airy simplicity meets coastal serenity. New POOL AND HOT TUB! Catch a sunset on the large white patio chairs overlooking the water or lounge in the floor-to-ceiling-windows air conditioned sunroom! Bringing the BOAT? 🛥 Launch AT THE HOUSE w/our private boat ramp and 30' ft dock to tie up in backyard! Got BEACH? ⛱️ We are only 8 min from Englewood Beach & restaurants! Chairs+Umbrella+towels provided!

Guest favourite
Home in Port Charlotte
5 out of 5 average rating, 13 reviews

Heated Spa Waterfront Home | Port Charlotte, FL

Brand new modern 3BR, 3BA waterfront villa where elegance meets coastal tranquility. Sleeps up to 10 with soaring ceilings, full length windows, and open living spaces overlooking the canal. Enjoy a gourmet kitchen with large island and coffee bar, spa inspired baths, a brand new outdoor heated spa, huge dock with direct water access, cozy fire pit, and outdoor kitchen with dining area. Just minutes to beaches, dining, shopping, and Port Charlotte attractions.

Top guest favourite
Home in Punta Gorda
4.95 out of 5 average rating, 19 reviews

Canalfront Oasis | Heated Pool | Private Dock

✨ Perfect for Winter Snowbirds! ✨ Escape the cold and settle into this luxury 3-bedroom, 3-bathroom waterfront oasis. Unwind by the fully heated pool and spillover spa, or stay connected with high-speed poolside Wi-Fi. Designed for boaters and luxury travelers alike, the property features unobstructed, no-bridge Gulf access. Located just moments from the premier shops, dining, and marina at Fishermen's Village, it’s the perfect blend of relaxation.

Popular amenities for Charlotte County holiday rentals