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Looking for a serene getaway on Florida’s Gulf Coast? Our monthly rentals in Port Charlotte, Florida, provide the perfect mix of comfort, relaxation, and adventure. With waterfront properties, private pools, and a laid-back lifestyle, Port Charlotte is an ideal destination for extended stays, whether you're planning a seasonal retreat or a long-term vacation.
Distance to beach: 15 miles to Englewood / Venice
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About this property
Beautiful expansive 4 bedroom home (3500sq. ft) on 4 acres in a very private setting. The back yard backs on to a canal that leads to the Myakka river. The front yard is approximately 500' deep with a large pond. A large lanai and swimming pool with a waterfall feature open up from the living room...
Featured review
Location was convenient and a beautiful, secluded setting for our large family gathering. We enjoyed every aspect of the roomy bedrooms. and bathrooms. The pool area is well equipped, and to have a bath/shower...
Distance to beach: 5 miles to Port Charlotte Beach Park – about 10 minutes away
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Welcome to Waterfront Oasis w/ Pool & Putt, a beautifully renovated 3-bedroom, 2-bathroom retreat that sleeps up to 8 guests. Perfectly set on the canals of Port Charlotte, this home offers the ultimate balance of fun and relaxation.Step outside to your own private paradise, featuring a sparkling...
Distance to beach: 10 miles to Boca Grande
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Book your Florida Spring BreakMay -July available.Picture yourself enjoying a gorgeous view down the intersecting canal.Imagine sitting by the heated pool and enjoying the private tranquil uninterrupted views sipping your favorite tropical beverage. Eagles , gators and other wildlife are common...
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Escape to Harbor House, a beautifully renovated and elegantly furnished home designed with comfort and relaxation in mind. With 2,800 sq ft of thoughtfully crafted living space, this spacious getaway is the ideal seasonal retreat for snowbirds seeking sunshine, serenity, and the best of Florida living.Unwind...
Distance to beach: 10 miles to Port Charlotte Beach Park – 15 minutes away
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️ Coastal Luxury Getaway – Sleeps 8, Near Boca Grande Golf & Beaches! Experience modern Florida living at its finest in this brand-new waterfront home in beautiful Port Charlotte. This 3-bedroom, 2-bath luxury retreat comfortably sleeps up to 8 guests with a king bed, queen bed, and two bunk...
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Waterfront 5BR Retreat – Canal Views, Patio Games & Family Fun! Bring the whole crew to this spacious 5-bedroom, 3-bath waterfront home in sunny Port Charlotte, Florida! With five comfortable queen beds, a bright living room, and a fully equipped kitchen, this home is perfect for families and...
Distance to beach: 5 miles to Anna Maria Island Beach – 10 minutes away
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Lakefront Retreat | Sunset Views Modern Comfort Experience the best of Southwest Florida living in this beautifully renovated 3-bedroom, 2-bathroom lakefront home — a peaceful getaway perfectly designed for comfort, relaxation, and breathtaking sunsets.Step inside to find a bright open-concept...
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Step into modern comfort and style at this beautifully renovated 3-bedroom, 2-bathroom Port Charlotte home, perfectly designed for families, couples, or small groups looking for a relaxing Gulf Coast getaway.Inside, you’ll find a bright open floor plan with contemporary décor, new furnishings,...
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Spacious 4BR Pool Retreat – Fenced Yard, Outdoor Games & Near Beaches! Escape to your own slice of paradise in sunny Port Charlotte, Florida! This bright and spacious 4-bedroom, 2-bath home offers everything you need for a relaxing and fun getaway. Enjoy a refreshing dip in the private inground...
Distance to beach: 0.5 miles to Port Charlotte beach park
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Gather up your family and friends and enjoy all SW Florida has to offer with our canal front, private (heated) pool home with easy access to Port Charlotte, Punta Gorda and many other area beaches and attractions. Fish from the dock, launch your boat from the public launch (only .5 miles away), or just...
Distance to beach: 18 miles to Englewood Beach
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Welcome to a vacation home where every detail has been thoughtfully chosen to create a warm ,inviting, and personalized space for each guest. decor in every room to the cozy atmosphere throughout the house. Designed for unforgettable family moments ,you’ll enjoy relaxing days by the private pool...
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Built in 2019 and waiting for you to fall in love with this warm, modern-design coastal home where amenities abound. 3 beds/2 baths and an enclosed office allows sleeping for up to 6 guests. Situated in a quiet canal community, you will appreciate the large SALTWATER solar heated pool with space to...
Featured review
The location is easy to find, close to town but yet distanced enough to feel like home. The home is clean, kitchen is immense and ideal for cooking meals in and the outdoor grill was spacious for cooking...
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Fabulous 4 bedroom home, all with King beds and TV in each bedroom!. Great location, close to Engelwood, Manasota, Casperson and Boca Grand Beaches. Only one mile from the Tampa Ray's Spring Baseball Training Facility and the Twisted Fork Restaurant. Located off of SR776 in Biscayne Landing. Home...
Featured review
We had such a great time staying at this house. It was super comfortable, beautifully decorated, and had everything we needed. The king beds were really comfy and the living room seating was perfect for...
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Our comfortable and luxurious heated pool home is thoughtfully designed to make everyday living feel effortless, while offering ample space to relax, gather, and enjoy time at home. Inside, the layout flows naturally from room to room, with brand-new tile flooring throughout the main living areas and...
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Immaculate Spacious Florida Home • Located on a premier quiet residential street in Port Charlotte, approximately 6-7 minute drive to the main shopping area and mall. • Pool & Deck area with a Southern Exposure • Three bedroom two bath home. (1 bathroom is a...
Featured review
We couldn't have asked for a better experience as first-time snowbirds! We thoroughly enjoyed everything about our stay in Steve's Port Charlotte home. The home is conveniently located in a quiet and friendly...
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Come escape from ordinary in this stunning brand-new waterfront home located on Florida’s beautiful southwest coast. With sailboat access, a heated pool and spa, and an oversized U-shaped dock, this retreat offers endless opportunities for dockside sunsets, cool cocktails, and fishing adventures...
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Gated Community with Lake, Community Pool, Tennis Courts, Pier, Shuffle Board and running Track. This 2 Bedroom Condo has been redone with Ceramic Grand Floors and modern newly furnished with Natuzzi Couches and to High Def TV's with Infinity Cable. Two Bathrooms and two bedrooms with Broyhill furniture....
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3 BR 2 Bath second story condo in the beautiful Heritage Oak Park. Completely furnished for seasonal use. Internet and all utilities paid. Development has beautiful pool, fitness room, library and clubhouse.
Featured review
This is a wonderful condo in a beautiful gated community. We had the pleasure of staying here in 2021 and were very pleased! ! The huge Heritage Oak trees throughout the community are stunning! The balcony...
Distance to beach: 12 miles to Boca Grande
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Immerse yourself in the soothing vibe of sunny Florida at this modern and bright 3-bed, 2-bath home. This Port Charlotte vacation rental is the perfect place for your next Gulf Coast getaway, featuring a heated outdoor pool for refreshing swims all year round, a screened lanai with a heater, and an open...
Featured review
We stayed the entire month of April. Beautiful home furnished with everything you need or want! The location is quiet and the pool is fantastic! We had family stay throughout the month and everyone was...
Distance to beach: 1 miles to Port Charlotte Beach Park
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Memories await at "Latitude Adjustment" - our vacation home! This nicely updated, open concept, spacious home offers endless entertainment with year-round heated pool, large lanai equipped to lounge, grill and soak in the day or night... quick Gulf access, private dock with 10K boat lift, kayaks...
Featured review
Latitude Adjustment house is awesome. It is very peaceful and quiet all amenities are Provided as stated.. Caught a 28 inch snook from canal at house.,Wish we could have kept it but they were not in...
Distance to beach: 12 miles to Englewood Beach
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Spacious Getaway with Room for Everyone!Welcome to our inviting, family-friendly home—perfect for groups or families seeking a relaxing retreat. With plenty of space, modern amenities, and a prime waterfront location, this home is designed for both comfort and fun.Sleeping Arrangements: • Master...
Distance to beach: 1 miles to Charlotte Harbor Beach Park
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Old Florida at its best! Remodeled 3 bedrooms, 2 bath home with a split floor plan. Amazing canal view as soon as you open the door. Master has a new King Bed and on-suite bath with double sinks and an amazing large walk-in shower. The first guest room has a new Queen bed, the 3rd bedroom has a...
Featured review
Could not fault this comfortable homely villa, very relaxing! Everything we needed and more! Beds were super cosy too! Cara and Bill were wonderful hosts! Nothing was a problem! The view of the canal,...
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This exquisitely updated home offers a 3 Bedroom - Den, 2 bath split floor plan, tray ceilings, crown molding, french doors, plantation shutters, upgraded outdoor shower and more. Wow! Situated on a very quiet street on a picturesque canal. That means privacy for enjoying the peaceful view from the caged...
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The villa is fully air-conditioned and designed with comfort in mind, offering three beautifully appointed bedrooms. The master suite features a king-size bed, a private en-suite bathroom, a TV, and direct access to the pool terrace—creating a seamless indoor-outdoor retreat. Two additional guest...
Featured review
Unser Aufenthalt in der Pearl of Sacramento in Port Charlotte war einfach traumhaft. Schon bei unserer Ankunft haben wir gemerkt, wie ruhig und entspannt die Lage ist – genau das, was wir uns für unseren...
Distance to beach: 20 miles to Englewood Beach
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Villa Tomtom: A secluded sanctuary, perfectly placed.Tucked away in a peaceful natural setting yet just moments from life and convenience, Villa TomTom invites you into an atmosphere of calm, spaciousness, and understated luxury. From the moment you step inside, the villa feels like a private retreat...
Featured review
Our stay at Villa TomTom was absolutely wonderful and exceeded all expectations. From the moment we arrived, we felt a sense of calm and privacy that made it easy to truly relax. The home is beautifully...
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Beautiful 4 bedroom 2 car garage pool home with 2 car garage. Lot’s of room to stretch out here with 1942 square feet of living area. The home has a Living room and Great room, spacious Kitchen that allows more than one cook! Owner’s Suite is spacious and has a walk in closet. Tile throughout...
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Well kept 4 bed 2 bath pool home with easy access to 41, 776, Port Charlotte Beach Park and Punta Gorda. Our home is a perfect place to stay while on vacation or for the season. The house is in a quiet neighborhood on an oversized lot, almost an acre. Located close to 4 airports and short drive to some...
Featured review
A wonderful home that is clean and tastefully decorated. Great Location for ease of access to US 41 and Port Charlotte shops. Walking distance to Parks and a few restaurants and necessities. Owner was...
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Special Summer Rate!! Welcome to your luxurious waterfront oasis on the scenic Myakka River! This newly remodeled 3 bedroom, 2 bathroom home is a masterpiece designed by a professional decorator, offering you the ultimate blend of style, comfort and relaxation.As you step inside, you will be captivated...
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Forget your worries in this spacious and serene space. The house is light and peaceful with a whimsical vibe, we are located in a quiet neighborhood, with a caged lanai, heated pool, on a canal that has one bridge to open water. Enjoy your morning coffee, yoga or fishing on the dock, the sunsets and water...
Featured review
This home was absolutely gorgeous inside! It was spacious with plenty of room inside and out. We enjoyed a peaceful coffee out on the dock by water every morning. It is also very close to all my favorite...
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Beautiful 3-bedroom 2 bath 2 car garage, heated saltwater pool home for seasonal rental. Wow! Situated on a very quiet street on a picturesque canal. That means privacy for enjoying the peaceful view from the caged pool area. This sparkling home has space to stretch out with 1979 square feet of A/C living...
Featured review
Thanks you for sharing your home. We loved the tall ceilings, excellent kitchen, the pool temp was perfect, and comfortable beds. There were plenty of fluffy towels (could use more towel racks and trash...
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Welcome to The Preserve at Charlotte Harbor, your perfect vacation retreat or everyday paradise! Available Long or Short term, Pricing varies for length of stay! This stunning 3-bedroom, 3-bathroom condo combines spacious living with luxurious finishes, offering a lifestyle that feels like a permanent...
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Very pretty and updated 2 bedroom, 2 full bath home, with lovely outdoor living space. Master suite has it's own bathroom with new fixtures and vanity. King sized bed with brand new pillowtop mattress, double bedside tables, and large bureau as well as a walk in closet. Living room also has brand...
Featured review
I stayed for 2-months at Sandra's home and very much enjoyed my time there. The home is located in a modest, safe neighborhood and is only a few blocks away from Tamiami Trail and its many stores and restaurants....
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Our spotlessly clean, well maintained and appointed home is situated in the family friendly residential community of Gulf Cove. With easy access to local beaches, bars, restaurants, golf, fishing, water sports and shopping the house is ideally situated for guests with varied interests looking for a range...
Featured review
This house is amazing. We spent 7 wonderful weeks there and felt so at home. It has everything you would ever need (I sure didn't need to bring all the stuff I did). The decor is so warm and inviting,...
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About this property Pet-Friendly Port Charlotte Home w/ Canal Access and private pool Experience the ultimate waterfront getaway at this lovely 3-bedroom, 2-bathroom vacation rental in Port Charlotte. Nestled along the canal, this home features a private boat dock — ideal for endless fishing...
Inquire for rates
Discover a variety of monthly rentals in Port Charlotte, from canal-front homes with boat docks to tropical retreats with heated pools. Whether you’re seeking a quiet neighborhood or easy access to the water, you’ll find the perfect rental for your needs. Enjoy the convenience and comfort of a long-term stay in this picturesque Southwest Florida destination.
Don’t wait to secure your perfect long-term rental in Port Charlotte. Browse our listings to find the ideal property for your extended stay. Whether you’re planning a winter escape or a summer adventure, Port Charlotte offers endless activities and attractions to enjoy.
It’s never too early to book your next getaway. By reserving in advance, you’ll secure the best rental for your preferred dates, whether for a seasonal retreat or a long-term vacation.
Group-Friendly Rentals: Traveling with family or friends? Port Charlotte offers spacious homes with multiple bedrooms, private pools, and large living spaces, perfect for group vacations or reunions.
Romantic Retreats for Couples: Port Charlotte’s tranquil waterways, scenic sunsets, and cozy rentals make it an ideal destination for couples seeking a romantic escape.
Winter Retreats for Snowbirds: Port Charlotte is a favorite for snowbirds looking to escape colder climates. With mild weather, waterfront views, and a welcoming community, it’s the perfect spot for an extended stay.
Secure your winter retreat in Port Charlotte by reserving one of our monthly rentals today. Experience the sunny weather, peaceful neighborhoods, and vibrant community that make Port Charlotte a favorite for snowbirds and long-term visitors.
💰 Highest rates
January and March
🎉 Busiest month
March
🏠 Popular home types
Canal-front homes with private pools
🔥 Hottest months
July and August
❄️ Coldest months
January and February
☔ Rainiest months
June through September
🌺 Best months for flowers
April and May
🌴 Peak tourist season
June through September
🍂 Quietest months
September and October
🌊 Best beach months
April through June
🏌️ Best golfing months
November through April
🎨 Top cultural events
Charlotte Harbor Boat Show (January), Arts in the Park Festival (May)
🍽️ Best dining months
January through March
🦋 Best months for nature activities
March through May
🛶 Best water sports season
June through September
🏖️ Best months for shelling
May and June
📅 Local festivals peak
January through March
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