Kissimmee, FL Homes for Sale with Private Pool

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  $425,000

  • 4 Beds
  • 3 Baths
  • 2,384 Sq Ft

  5344 Coral Vine Ln, Kissimmee, FL 34758

  This inviting vacation home welcomes you with the perfect blend of comfort and effortless style. Spanning 2,384 square feet of thoughtfully designed living space, the popular floor plan offers four bedrooms and three full bathrooms, creating room for everyone to spread out and truly unwind. Sunlight streams through generous windows, highlighting the open, airy layout that flows naturally from

  Emidio Dinardo CENTURY 21 WOLF'S CROSSING REALTY

  5344 Coral Vine Ln, Kissimmee, FL 34758
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  $458,000

  • 5 Beds
  • 4.5 Baths
  • 2,263 Sq Ft

  8942 Sydney Ave, Kissimmee, FL 34747

  TURN-KEY SHORT-TERM RENTAL | FULLY FURNISHED | SOUTH-FACING POOL| NO CARPET Welcome to this exceptional 5-bedroom, 4.5-bathroom townhome—a true turn-key investment opportunity or vacation retreat, professionally designed and ready to generate income from day one. Property Highlights:Newly upgraded laminate floorHighly desirable 5-bedroom floor plan with one bedroom conveniently located on

  Lucia Wu GOLDEN SUN REALTY INC

  8942 Sydney Ave, Kissimmee, FL 34747
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  $415,000

  • 3 Beds
  • 2 Baths
  • 1,538 Sq Ft

  1718 Golfview Dr, Kissimmee, FL 34746

  One or more photo(s) has been virtually staged. Wake up to sweeping golf course views and unwind in your own private pool retreat with no rear neighbors. Welcome to a rare opportunity in the heart of Kissimmee, a well maintained 3-bedroom, 2-bath pool home perfectly positioned along one of the scenic holes of the golf course, offering a level of privacy and open green views that few homes in the

  Robert John Babilonia PREFERRED REAL ESTATE BROKERS

  1718 Golfview Dr, Kissimmee, FL 34746
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  $470,000

  • 4 Beds
  • 2 Baths
  • 2,027 Sq Ft

  2800 Woodsmere Ct, Kissimmee, FL 34746

  Imagine waking up each morning in a serene oasis, where tranquility meets modern living. Welcome to 2800 Woodsmere Court, nestled in one of Kissimmee's most coveted neighborhoods, Pleasant Hill Lakes. This stunning four-bedroom, two-bathroom pool home offers a lifestyle that balances relaxation and adventure, all within moments of Disney's magic and vibrant local dining and shopping. As you

  Jenaia Fowlkes FOWLKES REALTY CO

  2800 Woodsmere Ct, Kissimmee, FL 34746
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  $675,000

  $20K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,351 Sq Ft

  2424 Varenna Loop, Kissimmee, FL 34741

  If you thought you couldn't find an incredible 3-bedroom property with an upstairs entertainment area, 2.5 bathrooms, and a private pool, featuring elegant and comfortable spaces, the seller has created a versatile space that can be used as a fourth bedroom or office, added a shower to the half bathroom, and the home boasts spacious bedrooms, a large kitchen, and a three-car garage. Enjoy a

  Antonio Spagnolo BRIGHT TRUST REALTY LLC

  2424 Varenna Loop, Kissimmee, FL 34741
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  $495,000

  • 4 Beds
  • 3 Baths
  • 2,217 Sq Ft

  8458 Secret Key Cove, Kissimmee, FL 34747

  Just minutes from Walt Disney World, this beautifully maintained 4-bedroom, 3-bathroom vacation home is located in the highly sought-after Emerald Island Resort and enjoys a private setting backing to a peaceful wooded conservation area in the heart of the community. Fully furnished and truly turnkey, the home features an open-concept layout designed for comfort, entertaining, and strong rental

  Steve Silcock RE/MAX HERITAGE

  8458 Secret Key Cove, Kissimmee, FL 34747
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  $390,000

  $30K PRICE DROP

  • 5 Beds
  • 4 Baths
  • 2,024 Sq Ft

  8949 Candy Palm Rd, Kissimmee, FL 34747

  Exceptional 5-bedroom, 4-bathroom townhouse located in a highly sought-after resort-style community in Central Florida, ideal for short-term rental investment, Airbnb income, and vacation home buyers. This fully furnished, turnkey property features a spacious open-concept floor plan, modern kitchen with upgraded finishes, and bright living spaces designed for comfort and functionality. A rare and

  Sandra Wyhnanskyj CHARLES RUTENBERG REALTY ORLANDO

  8949 Candy Palm Rd, Kissimmee, FL 34747
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  $565,000

  $5K PRICE DROP

  • 5 Beds
  • 4 Baths
  • 2,168 Sq Ft

  4184 Paragraph Dr, Kissimmee, FL 34746

  Embark on the Ultimate Vacation Home Ownership Experience near Disney! Presenting an exceptional opportunity to acquire a modern, fully-furnished 5-bedroom, 4-full-bathroom townhouse in the gated resort community of Storey Lake. This top-producer income property is professionally decorated with high-end furniture and your key to a luxurious and convenient lifestyle close to the enchanting

  Cristian Cen Chen SIMPSON REALTY LLC

  4184 Paragraph Dr, Kissimmee, FL 34746
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  $394,500

  • 3 Beds
  • 2.5 Baths
  • 1,941 Sq Ft

  3270 Deer Lick Ct, Kissimmee, FL 34746

  Experience the Best of THE WILDERNESS | Kissimmee, FLYour dream home in the highly sought-after Wilderness community! This stunning, updated single-family residence features 3 spacious bedrooms, 2.5 bathrooms, and a 2-car garage, offering the perfect blend of modern efficiency and luxurious comfort. This property has been meticulously maintained, ensuring your transition into homeownership is

  Emilia Lelong Luxe Properties

  3270 Deer Lick Ct, Kissimmee, FL 34746
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  $420,000

  • 4 Beds
  • 3 Baths
  • 1,986 Sq Ft

  2902 Evans Way, Kissimmee, FL 34758

  DUAL PRIMARY SUITES | OVERSIZED LOT | NO CDD FEES near Valencia College ?Stop compromising on space and privacy. Perfectly positioned minutes from Valencia College and the Medical Arts District in Downtown Kissimmee, this rare residence offers a high-intent location with the low-cost monthly carry you want. Featuring an affordable HOA and zero CDD fees, this home is a strategic move for the smart

  Jury Hernandez CORCORAN CONNECT LLC

  2902 Evans Way, Kissimmee, FL 34758
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  $499,000

  • 5 Beds
  • 4.5 Baths
  • 2,294 Sq Ft

  1539 Carey Palm Cir, Kissimmee, FL 34747

  Welcome to your FULLY FURNISHED Central Florida retreat—where luxury, flexibility, and investment potential come together just under 20 minutes from Walt Disney World. This impeccably maintained 5-bedroom, 4.5-bathroom home offers the perfect blend of comfort and opportunity, whether you’re searching for a primary residence, vacation getaway, or high-performing income property. All within the

  Christopher Silberlight KELLER WILLIAMS REALTY AT THE LAKES

  1539 Carey Palm Cir, Kissimmee, FL 34747
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  $549,000

  $11K PRICE DROP

  • 6 Beds
  • 5.5 Baths
  • 3,512 Sq Ft

  Unlisted Address

  After a period of strong bookings and consistent guest demand, this exceptional investment opportunity becomes available starting 05/03/2026. Inside one of Orlando's Premier Resort communities, this stunning 6-bedroom, 5.5-bath estate is designed for the family that wants it all. Walt Disney World, Universal Orlando, and SeaWorld are just minutes away. With four en-suite bedrooms, every person

  Lorena Hilel GLOBAL FLORIDA REALTY

  Unlisted Address
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  /26

  $549,000

  • 5 Beds
  • 4 Baths
  • 2,492 Sq Ft

  8931 Zurich Ln, Kissimmee, FL 34747

  A fantastic choice to be your Vacation Rental Property in the Windsor at Westside, located in Kissimmee Florida! 5 Bedrooms - 4 Bathrooms and your own Private Pool. Welcoming you inside is an amazing open floor concept that combines your living, dining and kitchen areas into one space. Also downstairs you will have an ensuite for your convenience. Upstairs you will find the loft, master bedroom

  Jimmy Xu TOPSKY REALTY INC

  8931 Zurich Ln, Kissimmee, FL 34747
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  /25

  $740,000

  • 8 Beds
  • 6 Baths
  • 3,805 Sq Ft

  4492 Monado Dr, Kissimmee, FL 34746

  Vacation Rental Property!!! This beautiful 8br vacation home is located just minutes from all the attractions and entertainment!!! Featuring stunning features such as solid surface counters, stainless steel appliances, title flooring, this home will be a great addition to anyone's investment portfolio. FULLY FURNISHED! In addition, this home also features 2 living rooms and a private pool!!!

  Eddie Ferrei Ferreira KAZA REAL ESTATE LLC

  4492 Monado Dr, Kissimmee, FL 34746
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  /18

  $512,500

  $78K PRICE INCREASE

  • 4 Beds
  • 3 Baths
  • 1,914 Sq Ft

  4188 Paragraph Dr, Kissimmee, FL 34746

  Prime Location! Beautiful Townhome in Storey Lake near Orlando Attractions! Excellent maintained 4-bedroom, 3-bathroom townhome with a private pool. This spacious residence features an open layout with one bedroom conveniently situated on the first floor, offering both comfort and convenience. This property comes fully furnished with a beautiful interior design, ready for immediate use, perfect

  Juan Fernandez DECONOVA INTERNATIONAL GROUP

  4188 Paragraph Dr, Kissimmee, FL 34746
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  $474,900

  $60K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,094 Sq Ft

  1495 Skyline Dr, Kissimmee, FL 34744

  One or more photo(s) has been virtually staged. SELLER ASSISTING WITH BUYER FINANCING, 2/1 BUYDOWN ON THE INTEREST RATE! Welcome to this wonderful 3-bedroom, 2-bathroom completely renovated home offering nearly 2100 sq. ft. of living space in the highly desirable Harbour Oaks community in Kissimmee, Florida. This spacious residence is designed for both comfort and style, featuring an open-concept

  Peter Macera MACERA REALTY GROUP INC

  1495 Skyline Dr, Kissimmee, FL 34744
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  /27

  $680,000

  $70K PRICE DROP Pre-Foreclosure

  • 8 Beds
  • 5 Baths
  • 3,248 Sq Ft

  4481 Monado Dr, Kissimmee, FL 34746

  This stunning, fully furnished vacation home is now available for sale at the BellaVida Resort! Offering breathtaking lake views, this expansive 8-bedroom, 5-bathroom modern retreat is the perfect place for large families or groups looking to enjoy an unforgettable vacation. Boasting an impressive two-level open floor plan, the home provides ample space with two spacious living areas, ensuring

  Xiao Pang BLUE CHIP INTERNATIONAL REALTY LLC

  4481 Monado Dr, Kissimmee, FL 34746
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  $699,500

  $75K PRICE DROP

  • 9 Beds
  • 6.5 Baths
  • 4,169 Sq Ft

  8951 Hilton Ridge Ave, Kissimmee, FL 34747

  Beautiful, Spacious 9 bedroom Vacation Pool and spa Home in one of the Disney Corridors Premier Rental Communities. Professionally Furnished, Corner lot with with large pool deck with sun coverage. This home boasts the largest floor plan in the community, providing unmatched space and comfort for large families, guests, or vacationers. Whether you're hosting unforgettable gatherings or simply

  Joseph Rogers FLORIDA SCANDI REALTY LLC

  8951 Hilton Ridge Ave, Kissimmee, FL 34747
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  /22

  $354,900

  $5K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,825 Sq Ft

  436 Bloomfield Dr, Kissimmee, FL 34758

  Welcome to this beautiful 3-bedroom, 2-bathroom pool home located in the heart of Kissimmee! This well-maintained property offers a spacious and functional layout perfect for families, first-time buyers, or investors. Enjoy Florida living at its finest with your own private screened-in pool, ideal for relaxing weekends, entertaining guests, or soaking up the sunshine year-round. The home features

  Maria Pagan DEAL MAKERS REALTY TEAM CORP

  436 Bloomfield Dr, Kissimmee, FL 34758
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  $525,000

  • 4 Beds
  • 3 Baths
  • 1,914 Sq Ft

  4817 Lullaby Ln, Kissimmee, FL 34746

  Don’t miss this incredible opportunity to own a fully furnished luxury vacation home in the highly sought-after Storey Lake Resort! This beautifully maintained 4-bedroom, 3-bathroom property offers a spacious and functional layout, perfect for both short-term rental investment and personal use. Ideally located just minutes from Orlando’s world-renowned attractions, including Disney, Universal

  Danilo Aquino FLORIDA CONNEXION PROPERTIES

  4817 Lullaby Ln, Kissimmee, FL 34746

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