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Homes for Rent in ZIP Code 33953 with Pool

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  • /55

    $2,600 per month

    • 3 Beds
    • 2 Baths
    • 2,444 Sq Ft
    • House for Rent

    108 Mccabe St, Port Charlotte, FL 33953

    3 bedroom, 2 bath pool home on the Apollo Waterway. This saltwater canal provides access to the Myakka River, Charlotte Harbor, and onto the Gulf of Mexico. Upon entering, you’ll appreciate the vaulted ceilings, water views & an abundance of natural light. The kitchen boasts stainless steel appliances & premium granite countertops. The primary bedroom is generously sized, featuring a bathroom

    Agent Photo

    Osmary Aguilar

    KELLER WILLIAMS TAMPA PROP.

    (941) 367-2364

    108 Mccabe St, Port Charlotte, FL 33953
  • /64

    $1,849 - $2,479 per month

    Landings at Westport Townhomes

    2 - 3 Beds

    2227 E Landings Way, Port Charlotte, FL 33953

    Experience Port Charlotte living at Landings at Westport. This property is situated in the 33953 area of Port Charlotte. The leasing team will assist you in finding the perfect townhome. At Landings at Westport, you're right at home.

    2227 E Landings Way, Port Charlotte, FL 33953
  • /46

    $6,000 per month

    • 2 Beds
    • 2 Baths
    • 1,581 Sq Ft
    • House for Rent

    2049 Bonito Way, Port Charlotte, FL 33953

    Welcome to your ultimate Florida escape! This bright and spacious 3-bedroom, 2-bathroom home is designed for vacation living at its best. Enjoy your private screened pool, perfect for lazy afternoons in the sun or evening swims under the stars. The open layout, fully equipped kitchen, and comfortable bedrooms make it easy to relax and feel right at home.Located just minutes from beautiful

    Stephinie Futch TARPON REAL ESTATE, INC.

    2049 Bonito Way, Port Charlotte, FL 33953
  • /33

    $1,214 - $2,297 per month

    Springs at West Port

    Studio - 3 Beds

    1080 West Port Blvd, Port Charlotte, FL 33953

    Springs at West Port is a brand new, pet-friendly, premium apartment community in Port Charlotte, Florida. Our gated community has studio, one, two, and three-bedroom townhome-style apartments that are minutes from major employers, schools, and everyday essentials. Stop by CVS or Publix on your way home from work. Enjoy an evening out at one of the nearby gems, like La Rocco or Centennial Park.

    1080 West Port Blvd, Port Charlotte, FL 33953
  • /47

    $4,000 per month

    • 3 Beds
    • 2 Baths
    • 2,034 Sq Ft
    • House for Rent

    16048 Crofton Springs Way, Port Charlotte, FL 33953

    AVAILABLE JANUARY- APRIL 2026 - IMPECCABLY FURNISHED 3 bedroom, 2-bathroom BRAND NEW Home in The Cove of West Port. This Community features Resort Pool, Club House, Pickle Ball, Bocci Ball, Dog Park and Gate. LIGHT AND BRIGHT open-concept floor plan boasts double-sliding glass door and a multitude of windows to fill the kitchen, great room and dining area with the Florida sunshine. The island

    Mandy Compton MARINA PARK REALTY LLC

    16048 Crofton Springs Way, Port Charlotte, FL 33953
  • /29

    $2,875 - $3,996 per month

    Harborside Residences Luxury Rental Community

    3 Beds

    14550 River Beach Dr, Port Charlotte, FL 33953

    Welcome to Harborside Waterfront Residences, a Luxury Rental Community, on the shores of the Myakka River, offering 11 luxury (condo-quality) units and four villas, in the quaint El Jobean neighborhood of Port Charlotte, FL. Our community offers active waterfront living at its finest. Experience world-class fishing and boating off of our 400+' pier, relax by the pool and hot tub, exercise in our

    14550 River Beach Dr, Port Charlotte, FL 33953
  • /43

    $2,900 per month

    • 3 Beds
    • 2 Baths
    • 1,316 Sq Ft
    • House for Rent

    14277 Palm Terrace, Port Charlotte, FL 33953

    AVAILABLE FOR WINTER SEASON 2026 - JANUARY, FEBRUARY, AND MARCH. Posted rate is winter/peak season rate. Off season rate is $1,800.00/month. Three-month minimum rental required. This lovely 3 bedroom, 2 bath, 2 car garage home is quietly nestled in The Tree Tops at Ranger Point, a 55+ community. The kitchen has beautiful quartz counters, a cozy eating area for 2 as well as a pass through to

    Maddy Waterhouse FLORIDIAN REALTY SERVICES, LLC

    14277 Palm Terrace, Port Charlotte, FL 33953
  • /20

    $3,000 per month

    • 3 Beds
    • 2 Baths
    • 1,670 Sq Ft
    • House for Rent

    1734 Saddlewood Cir, Port Charlotte, FL 33953

    Property Id: 1863158Move right into this stylish, fully furnished 3-bedroom, 2-bath home in the gated community of Biscayne Landing! Built in 2023, this modern residence features an open floor plan, ceramic tile throughout, granite countertops, and custom lighting. The fenced backyard offers beautiful private views—perfect for relaxing or entertaining.HOA includes: cable/internet,

    1734 Saddlewood Cir, Port Charlotte, FL 33953
  • /28

    $1,800 per month

    • 2 Beds
    • 2 Baths
    • 1,168 Sq Ft
    • Condo for Rent

    14459 River Beach Dr Unit A101, Port Charlotte, FL 33953

    Gorgeous view of the Myakka River. Private sandy beach. Heated swimming pool ,With bathrooms . Dog / pet Friendly!! Park your car under the building any space you like. Sunsets , Water , Peaceful surroundings ,Fishing... just waiting for you to enjoy. 1st floor with stairs .Screened lanai with sliding glass doors in case it starts to sprinkle. Luxury vinyl flooring in all living areas. Corner

    Cindy Struthers COLDWELL BANKER SUNSTAR REALTY

    14459 River Beach Dr Unit A101, Port Charlotte, FL 33953
  • /92

    $1,950 per month

    • 2 Beds
    • 2 Baths
    • 1,581 Sq Ft
    • House for Rent

    1912 Saddlewood Cir, Port Charlotte, FL 33953

    Annual Rental in Beautiful Biscayne Landing! Charming 2 Bedroom, 2 Bath Villa with a Bonus Room and attached 2 car Garage offers the perfect blend of Comfort and Convenience. Open Floorplan with Tile Floors Throughout. Large Living/Dining Area with sliders to the Extended Lanai, perfect for indoor-outdoor living. The well-appointed Kitchen is equipped with White Cabinets, Granite Counters,

    Leo Albanes CHARLOTTE COUNTY PROPERTIES

    1912 Saddlewood Cir, Port Charlotte, FL 33953
  • /24

    $1,900 per month

    • 2 Beds
    • 2 Baths
    • 1,503 Sq Ft
    • House for Rent

    16070 Bridle Ridge St, Port Charlotte, FL 33953

    Possible 3 Bedrooms or 2 Bedrooms Plus a Den/Office!Welcome to The Cove at West Port—a premier community offering exclusive amenities including a beautifully appointed clubhouse, resort-style pool, state-of-the-art fitness center, and courts for pickleball and bocce ball.This Carrington model is designed for both comfort and flexibility, featuring 2 bedrooms, 2 bathrooms, and a

    Cesar Alvarenga RE/MAX PALM

    16070 Bridle Ridge St, Port Charlotte, FL 33953
  • /28

    $1,475 per month

    • 2 Beds
    • 2 Baths
    • 1,150 Sq Ft
    • Condo for Rent

    14459 River Beach Dr Unit 129, Port Charlotte, FL 33953

    ** SHORT TERM** Update RENTED FOR 2026 SEASON**AVAILABLE SEPTEMBER-NOVEMBER 2025**LOVELY 2/2 CONDO WITH A BREATHTAKING WATERVIEW** ENJOY the BEAUTIFUL COMMUNITY POOL OVERLOOKING THE MYAKKA RIVER!!! ENJOY THE SPACIOUS ENCLOSED SCREENED LANAI! LOCATED CLOSE TO BEACHES, RESTAURANTS, & SHOPPING! THIS CONDO IS FULLY FURNISHED/TURNKEY & READY FOR YOU! CALL TO SET UP SHOWING! CALL FOR

    Jenni Kinchelow PALM REALTY PROPERTY MGMNT

    14459 River Beach Dr Unit 129, Port Charlotte, FL 33953
  • /29

    $1,500 per month

    • 1 Bed
    • 1 Bath
    • 616 Sq Ft
    • Condo for Rent

    4410 Warren Ave Unit 206, Port Charlotte, FL 33953

    What a view and a stress-reducing place to call home, 1 bedroom, 1 bathroom, hidden gem tucked away Condo in a waterfront community located between Englewood and Port Charlotte near the Gillot bridge, huge community pool with a view of the Harbor, What more do you need when low key is the way of life here. Small pet negotiable, credit must be at least 650+, good landlord refs, verification of

    Liesa Payne COLDWELL BANKER SUNSTAR REALTY

    4410 Warren Ave Unit 206, Port Charlotte, FL 33953
  • /20

    $1,800 per month

    • 2 Beds
    • 2 Baths
    • 1,150 Sq Ft
    • Condo for Rent

    14459 River Beach Dr Unit 226, Port Charlotte, FL 33953

    **SHORT TERM/OFFSEASON**Welcome to the GORGEOUS Tarpon Bay community!! This condo overlooks the BEAUTIFUL GULF and has AMAZING water views right from your living room!! Enjoy the private screened in lanai and community pool!! This UPDATED condo has lovely furnishings and turnkey ready for your stay, just unpack your suitcase! New Dock being built!! Utilities included in the rent! 12% sales tax

    Jenni Kinchelow PALM REALTY PROPERTY MGMNT

    14459 River Beach Dr Unit 226, Port Charlotte, FL 33953
  • /72

    $4,500 per month

    • 3 Beds
    • 2 Baths
    • 1,989 Sq Ft
    • House for Rent

    1082 March Dr, Port Charlotte, FL 33953

    **SHORT TERM**GORGEOUS WATERFRONT 3/2 POOL HOME**RENTED DECEMEBER 15,2025-APRIL 15, 2026*This UNBELIEVABLE FURNISHED home is absolutely BREATHTAKING, the serene atmosphere and fashionable décor makes this one of kind!! Every detail of this home has been well thought out!! Boasting exquisite furniture, modern style lighting fixtures, Stunning artwork, granite countertops AND MORE!! Enjoy the

    Jenni Kinchelow PALM REALTY PROPERTY MGMNT

    1082 March Dr, Port Charlotte, FL 33953
  • /25

    $4,500 per month

    • 3 Beds
    • 2 Baths
    • 1,713 Sq Ft
    • House for Rent

    15321 Mille Fiore Blvd, Port Charlotte, FL 33953

    **BOOKED JAN-MAR, 2026** AVAILABLE FOR SUMMER-FALL MONTHS OF 2025* Seasonal/Short Term rental, located in the Villa Milano community. Within a short drive to the beaches in Englewood and Boca Grande, the Rays and the Braves Spring Training facilities, North Port, and Pt Charlotte. Enjoy this beautiful spacious 3 Bedroom, 2 Bath, 2 Car garage home. Features an open Great Room plan, and with

    Diana Legg COLDWELL BANKER SUNSTAR REALTY

    15321 Mille Fiore Blvd, Port Charlotte, FL 33953
  • /41

    $2,200 per month

    • 2 Beds
    • 2 Baths
    • 1,500 Sq Ft
    • House for Rent

    1492 Remington Trace Dr, Port Charlotte, FL 33953

    ANNUAL UNFURNISHED- Welcome to the stunning new community of West Port in Port Charlotte, where modern luxury living meets serene waterfront views. We are delighted to introduce you to our brand new rental property at 1492 Remington Trace Dr., Port Charlotte, Florida.2 Bedrooms, 2 Bathrooms and 2-car garage. This spacious and well-designed home offers two comfortable bedrooms and two modern

    Sanjeev Ramachandran THOMAS RYAN REAL ESTATE MANAGE

    1492 Remington Trace Dr, Port Charlotte, FL 33953
  • /73

    $1,800 per month

    • 3 Beds
    • 2 Baths
    • 1,404 Sq Ft
    • Property for Rent

    14510 Costine Ct, Port Charlotte, FL 33953

    Great, Hot spot and rented by seasonal vacation. Everyone loves this property and location.Furnished, 3/2/ Office or extra bed room (3). $1800 a month (yearly contract).Seasonal: $3,000 month with 1st and security and approval.Furnished, rent monthly or by the month / Yearly only. Water, electric, and wifi is included with the rental.This property feels like a resort. Many

    Adam Keller RE/MAX PALM REALTY

    14510 Costine Ct, Port Charlotte, FL 33953
  • /25

    $3,300 per month

    • 2 Beds
    • 2 Baths
    • 1,327 Sq Ft
    • Condo for Rent

    14016 Willow Glen Ct Unit 212, Port Charlotte, FL 33953

    AVAILABLE FOR WINTER SEASON 2026 - JANUARY, FEBRUARY, AND MARCH. Seasonal/Short-Term Rental available throughout the year. Posted rate is winter/peak season rate. Off-season/summer rate is $2,000/month. Lovely two bedroom and two bath top floor unit in Willow Glen of Riverwood. Huge, screened lanai overlooks a pond. The master bedroom has a large master bath and King size bed. The guest room

    Maddy Waterhouse FLORIDIAN REALTY SERVICES, LLC

    14016 Willow Glen Ct Unit 212, Port Charlotte, FL 33953
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