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.
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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.
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 ...
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The house is fully functional after both storms!Harbor House is a recently renovated and stylish luxury home featuring 2800 sq ft, where you can come and relax in a peaceful community offering all the amenities waterfront living has to offer. Walking distance to Charlotte Beach Complex offering everything ...
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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 on a private lot, you will appreciate the large SALTWATER solar heated ...
This was our third stay in this beautiful home! It has everything we require in a vacation. It’s peaceful and very quiet and just a short drive to all sorts of amenities- shops, restaurants, the beach ...
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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 ...
Needed last minute lodging and didn't have to settle for less than desirable accommodations. The house, the pool, and convenient shopping were easy to get used to. The owner, Mr Armstrong was very responsive ...
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 ...
Distance to beach: 20 miles to Englewood
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Booked by snowbirds 1/15-4/15 every year incl 2025. So no availability during that timeVacations should be relaxing, stress free and full of surprises. We want you to feel at home, while away from home. Our properties have home like amenities, comfortable settings, and a few surprises that will ...
Distance to beach: 1 miles to Charlotte Harbor Beach Park
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New on the market, 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 ...
We love the house and the pool area and hot tub area was great. There was a dock my grandson love fishing off it. Thank you Cara and Bill.
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Welcome to our Port Charlotte home on a canal. The property is private with mature fruit trees and is located on a quiet subdivision street. There are 3 bedrooms, the master is furnished with a King bed with en suite as well as a TV with streaming services. One bedroom is furnished with a double ...
Distance to beach: 9 miles to Boca Grande Sandbar
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This modern waterfront home in South Gulf Cove is perfect for a family get away. The open concept home is bright, open and relaxing. The rooms are large enough to spread out. There is a two car garage and large circle driveway. The living room and dining area open up to screened patio. The pool is heated ...
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Available January 15th, 2025. This beautifully built 3-bedroom, 2-bathroom home, constructed in 2021, comes turnkey furnished and is the ideal vacation retreat. As you step inside, you'll be immediately impressed by the light-filled, open floor plan and stunning plank-tile flooring that flows seamlessly ...
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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 ...
Distance to beach: 3 miles to Port Charlotte Beach
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This property has that South Florida Charm. when you arrive here, you know its time to relax, make that drink and put your feet up. Take Kayaks out for a spin, hang out in the Lanai, if it is a cool night have a nice fire in the sand. Or just relax at the Tiki Bar. While the boat in the lift is not ...
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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 ...
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Well kept 3 bed 2 bath pool home with easy access to 41, Port Charlotte Beach Park (1.7 miles) and Punta Gorda. Our home is a perfect place to stay while on vacation or the in season. Located close to 4 airports and short drive to some of Floridas nicest beaches, Boca Grande and Manasota Key. Several ...
My husband and i stayed for week. The home had everything we needed. Loved that it has a fenced in private backyard and is pet friendly. We enjoyed the heated pool. There is near by restaurants as well ...
Distance to beach: 25 miles to Manasota Key Beach
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For Rent: Beautifully decorated Brand New 4 bed, 3 bath home. Fully equipped and Move-in ready! 1 bedroom and bathroom on the main level, 3 bedrooms upstairs with laundry and second living/family room. Kitchen with granite countertops, stainless steel appliances, and dining area. Newly paved patio for ...
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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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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 ...
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Gulf Cove in Port Charlotte. Four bedroom 3 and ½ half bath, pool, 3 car garage home nestled on a beautiful waterway. This beauty offers you the luxury of choice! It is available as a seasonal rental, or it is available for purchase. This is a very bright and spacious Great Room floor plan. The ...
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ONLY 5 years old!! 3 bedroom, 2 large full bathrooms plus bonus room,that has pull out sofa and can be used as a 4-th bedroom, 2 car garage house . Very private . Small street with ONLY 3 houses! No houses on adjacent lots. Cup of coffee in the morning and only palms, pines and birds around.The home is ...
Excellent single family home located on the border of North Port and Port Charlotte. The location is perfect for those looking to go to the beaches, shopping, or just find a nice restaurant for dinner. ...
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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 ...
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, ...
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 ...
Distance to beach: 15 miles to Englewood / Venice
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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 ...
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 ...
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