Kissimmee Homes with Pool Amenities

Kissimmee Homes with Pool Amenities

Welcome to Kissimmee, Florida – a vibrant city that perfectly blends the magic of the Sunshine State with the charm of small-town living. Nestled just south of Orlando, Kissimmee is renowned for its proximity to world-famous attractions like Walt Disney World, Universal Studios, and the stunning natural beauty of the Everglades. With its warm climate, diverse cultural experiences, and an abundance of outdoor activities, Kissimmee is a fantastic place to call home.

One of the most appealing features of Kissimmee's real estate market is the availability of homes with pool amenities. Imagine stepping out of your back door and diving into your private oasis on a sunny Florida day. These homes offer an ideal retreat for families and individuals alike, providing a perfect setting for relaxation and entertaining. Whether you’re hosting a summer barbecue, enjoying a quiet evening under the stars, or simply soaking up the sun, a pool enhances the lifestyle that Kissimmee has to offer.

Many of these homes are located in family-friendly neighborhoods, complete with parks, schools, and shopping centers, ensuring that all your needs are just a stone's throw away. With a variety of architectural styles and price points, you’re sure to find the perfect home that meets your lifestyle desires.

In Kissimmee, every day feels like a vacation. Embrace the Florida lifestyle and discover your dream home with a pool – where every moment can be a splash of joy!

Newest Kissimmee Homes with Pool Amenities

4381 Quote Street, Kissimmee
$449,800
4 Beds ⋅ 3 Baths ⋅ Cove At Storey Lake Iii SubDv. ⋅ 34746 Zip Code
BEAUTIFUL 4-BEDROOM POOL TOWNHOUSE IN STOREY LAKE! Discover this spacious and beautifully appointed 4-bedroom, 3-bathroom townhouse featuring a private pool and a convenient first-floor bedroom and full bathroom. Located in the highly desirable Storey Lake community, this property offers an exceptional location just minutes from Central Florida’s world-famous attractions, shopping, dining, and entertainment. The home features a modern kitchen with quartz countertops, 42" cabinetry, slate appliances, window blinds, and a functional open-concept layout ideal for entertaining and everyday living. Enjoy Storey Lake’s impressive resort-style amenities, including a Tiki Bar & Grille, lazy river, fitness center, canoe and kayak rentals, miniature golf, resort and quiet pools, splash pad, double water slides, volleyball court, and sports court.

4381 Quote Street, Kissimmee
2627 Tranquility Way, Kissimmee
$95,000
34746 Zip Code
Prime Homesite in Veranda Palms Kissimmee! Welcome to 2657 Tranquility Way, a desirable 50 x 115 homesite (5,663 sq. ft.) in the prestigious gated resort community of Veranda Palms. Build your dream vacation home or investment property in one of Central Florida's most popular destinations. Floor plans are available, making it easy to start bringing your vision to Life. Conveniently located near Disney World, Universal, world-class attractions, shopping, dining, and entertainment, this property offers an excellent opportunity for both homeowners and investors.

2627 Tranquility Way, Kissimmee
5367 W Irlo Bronson Memorial Highway Unit 2-225, Kissimmee
$70,000
1 Beds ⋅ 1 Baths ⋅ Greenpoint Essential Hotel Condo SubDv. ⋅ 34746 Zip Code
Investor opportunity just minutes away from Orlando’s world-famous attractions, including Disney! This newly remodeled studio is perfectly located in the heart of Kissimmee/Orlando, offering convenience, comfort, and excellent investment potential. Ideal for investors seeking a turnkey, rental-ready property to add to their portfolio. Features include updated finishes, a functional open layout, and a prime location only a few miles from the theme parks, shopping, dining, entertainment, and major highways. Whether used as a vacation rental, short-term rental, or long-term investment, this property offers incredible flexibility and income potential. MOTIVATED SELLER — don’t miss this exceptional opportunity in one of Central Florida’s most desirable tourist corridors!

5367 W Irlo Bronson Memorial Highway Unit 2-225, Kissimmee
5606 Dennery Bay Road, Kissimmee
$380,030
4 Beds ⋅ 3 Baths ⋅ Westview 50s Gc SubDv. ⋅ 34758 Zip Code
Under Construction. This new four-bedroom Hendrix showcases convenient single-story living. Three secondary bedrooms are located near the front of the home off the foyer, near a versatile flex space ready to be used as an office or studio. An open-concept floorplan blends the kitchen, living and dining areas with easy access to a covered patio, while a luxe owner’s suite is nestled into a private rear corner, providing direct access to a full bathroom with dual sinks and a walk-in closet. Westview is a master-planned community in Poinciana, FL. This amenity-rich, pet-friendly community has something for residents of all ages to enjoy, including a swimming pool, dog park, clubhouse and sports fields. Lake Marion Creek Wildlife Management Area is nearby with hiking trails, as well as Poinciana for shopping, dining and entertainment options. The community is in close proximity to Highway 17 for easy commuting to Greater Orlando.

5606 Dennery Bay Road, Kissimmee
5546 Sapote Court, Kissimmee
$325,600
4 Beds ⋅ 3 Baths ⋅ Westview 45s Gc SubDv. ⋅ 34758 Zip Code
Under Construction. The Morrow checks all your boxes! This new two-story luxurious retreat has a first-floor owner’s suite, featuring a spacious bedroom, en-suite bathroom and walk-in closet. The open-concept floorplan combines the kitchen, living and dining areas for streamlined everyday living. Three additional bedroom suites can be found on the second level, along with a versatile loft that provides a convenient shared living area and additional entertainment space. Westview is a master-planned community in Poinciana, FL. This amenity-rich, pet-friendly community has something for residents of all ages to enjoy, including a swimming pool, dog park, clubhouse and sports fields. Lake Marion Creek Wildlife Management Area is nearby with hiking trails, as well as Poinciana for shopping, dining and entertainment options. The community is in close proximity to Highway 17 for easy commuting to Greater Orlando.

5546 Sapote Court, Kissimmee
2779 Oxymoron Way, Kissimmee
$590,000
6 Beds ⋅ 5 Baths ⋅ Bronson 40 SubDv. ⋅ 34746 Zip Code
Welcome to 2779 Oxymoron Way, a fully furnished 6-bedroom, 5-bathroom vacation home in the highly sought-after Storey Lake Resort, one of Central Florida's premier short-term rental communities. Designed to accommodate up to 15 guests, this spacious retreat offers the perfect blend of comfort, entertainment, and resort-style living just minutes from Orlando's world-famous attractions. The bright and open floor plan features a spacious family room, dining area, and fully equipped kitchen with a large island, creating the ideal space for gathering with family and friends. Multiple Smart TVs and high-speed WiFi provide entertainment throughout the home. Guests will love the thoughtfully designed themed bedrooms, including Mario, Frozen, and Star Wars-inspired rooms that create a memorable vacation experience for children and families. Three king suites, including two ensuite bedrooms, offer privacy and comfort, while a baby crib adds convenience for traveling families. Step outside to your private screened-in pool and patio, perfect for relaxing after a day at the parks. Enjoy outdoor dining, lounging poolside, or grilling meals on the BBQ while creating lasting vacation memories. Storey Lake Resort offers exceptional amenities, including heated zero-entry resort pools, water slides, splash areas, clubhouse, fitness center, sports courts, kayak rentals, and more. Owners and guests enjoy easy access to shopping, dining, entertainment, and Orlando's top attractions. Ideally located approximately 16 minutes from Walt Disney World, 22 minutes from SeaWorld, 27 minutes from Epic Universe, and 36 minutes from Universal Studios and Islands of Adventure, this home places Central Florida's most popular destinations within easy reach. Whether you're seeking a turnkey vacation home, short-term rental investment, or personal Florida getaway, this beautifully maintained property offers outstanding income potential and an unforgettable resort lifestyle in the heart of Kissimmee. Provide your feedback on BizChat

2779 Oxymoron Way, Kissimmee
4985 Windermere Avenue, Kissimmee
$479,000
4 Beds ⋅ 3 Baths ⋅ Storey Lake Ph 3 SubDv. ⋅ 34746 Zip Code
PRIVATE POOL. FULLY FURNISHED. STOREY LAKE RESORT. This is the Florida vacation home buyers come looking for—and 4985 Windermere Avenue is ready to show them why. Step inside this 4-bedroom, 3-bathroom townhome and find 1,914 square feet designed for time together. The open living and dining space flows into a kitchen with a generous island, while sliding doors lead to your own screened-in pool. Start the morning with coffee by the water, spend the day exploring Orlando, and come home to a swim whenever you please. A bedroom and full bathroom on the first floor give guests a comfortable space of their own. Upstairs, two additional bedrooms, a full bathroom, and a primary suite provide room to unwind. You’ll also find an upstairs laundry room and a dedicated owner’s closet for storing personal belongings between stays. Beyond your front door, Storey Lake delivers the resort experience: clubhouses, pools, a lazy river, water slides, splash areas, kayaking, playgrounds, and fitness facilities. The community’s Kissimmee location puts Walt Disney World, Disney Springs, International Drive, Universal Orlando Resort, SeaWorld, restaurants, and shopping within easy reach. Located in Storey Lake’s vacation rental area, this furnished home brings together a private pool, resort amenities, and a location guests will want to return to. Come see it for yourself—schedule your showing today!

4985 Windermere Avenue, Kissimmee
201 Longview Avenue Unit 202, Celebration
$432,800
3 Beds ⋅ 3 Baths ⋅ Georgetown At Celebration Condo SubDv. ⋅ 34747 Zip Code
Beautifully updated corner residence in Georgetown at Celebration, featuring the sought-after Washington floor plan and nearly $50,000 in renovations and improvements. This spacious 3-bedroom, 3-bathroom condominium combines bright, open living spaces with thoughtful updates and the convenience of Celebration living. Large windows bring abundant natural light into the home and showcase expansive views. The open-concept layout, high ceilings, two covered balconies, and generous walk-in closets create inviting spaces for everyday living and entertaining. Each bedroom has direct access to a full bathroom. Renovations and improvements completed primarily in 2023 include kitchen updates, quartz countertops, subway tile, vinyl flooring, carpeting, bathroom vanities and mirrors, toilets, faucets, a sink, garbage disposal, microwave, and updated locks and hinges. Additional improvements include a water heater installed in April 2023, a dishwasher installed in November 2023, and a refrigerator added in July 2026. Enjoy views of Celebration’s fireworks and, when visibility permits, SpaceX launches from Cape Canaveral. Georgetown residents have access to a clubhouse, swimming pool, fitness center, playground, tennis court, car wash area, electric vehicle charging stations, and daily doorstep trash collection. Living in Celebration means enjoying scenic lakes, parks, nature trails, bike paths, community pools, tennis and basketball courts, and a golf course. Shops, restaurants, grocery stores, schools, churches, hospital, and year-round community events complement the lifestyle. Located just minutes from Walt Disney World and other Central Florida attractions, with convenient access to major highways, this updated corner residence brings together generous living space, modern finishes, and Celebration’s distinctive charm. Schedule your private showing today.

201 Longview Avenue Unit 202, Celebration
1999 Limestone Trail, Kissimmee
$575,000
3 Beds ⋅ 2 Baths ⋅ Four Seasons At Orlando Ph 3c & 3d SubDv. ⋅ 34747 Zip Code
Welcome to the Four Seasons of Orlando in Kissimmee a 24 hour guard gated community. This is a ST. THOMAS model home featuring a welcoming foyer with coffered ceilings, dry bar and luxury vinyl flooring throughout the home. The two bathrooms have tile flooring. Enjoy the open concept kitchen, dining room and great room with upgraded cabinets and quarts counters. The owner's suite features luxury vinyl flooring, coffered ceilings and a beautiful primary bath with ceramic tile flooring. There are two additional bedrooms and a guest full bath. Four panel sliders brings you out to the private extended screened in lanai. The lanai is 40 feet wide and faces conservation. The garage houses two cars plus a golf cart space. You will love living at the Four Seasons of Orlando in Kissimmee. We are entwined within the Mystic Dunes Golf Course which offers wonderful views. Our Calypso Clubhouse offers a coffee bar, kitchen, meeting rooms, grand ballroom, ping pong and pool room, card room, excercise room and a state of the art exercise room. Outside enjoy the two pools, hot tub, grilling in the pool courtyard, tennis, pickleball courts and so much more. Our clubhouse has so many activities for you to enjoy from line dancing to yoga classes. You can also walk or use your golf cart to go over to Mystic Dunes Clubhouse and have brunch, lunch or dinner. They give our residents a discount.

1999 Limestone Trail, Kissimmee
2736 Bookmark Drive, Kissimmee
$599,000
6 Beds ⋅ 5 Baths ⋅ Cove At Storey Lake Ii SubDv. ⋅ 34746 Zip Code
Welcome to your dream vacation retreat! This fully furnished 6-bedroom, 5-bathroom home is nestled in the highly sought-after Storey LakeResort, offering the ultimate in resort-style living with unparalleled amenities. Decorated to perfection, this stunning home features spaciousliving areas, an elegant modern kitchen, and beautifully designed bedrooms. Step outside to your screened private pool and spa, providing theperfect retreat for relaxation and entertainment. Storey Lake is a gated community boasting multiple clubhouses, resort-style pools, lazy river,waterslides, fitness center, volleyball and tennis courts, and more! The HOA covers lawn maintenance, internet, cable, and daily valet trashservice for a seamless experience. Conveniently located near world-class shopping, dining, and top attractions, this home is perfect for avacation retreat or a lucrative investment property. Don’t miss out—schedule your showing today!

2736 Bookmark Drive, Kissimmee
2963 Sera Bella Way, Kissimmee
$500,000
3 Beds ⋅ 3 Baths ⋅ Sera Bella SubDv. ⋅ 34744 Zip Code
A 3-bed single family residence in Sera Bella with water views, a private entrance in-law suite, and potential 4th bedroom flexibility is hard to find in Kissimmee. This 2-story home offers 2,416 heated square feet, 2.5 baths, a 2-car garage, pond views with fountains and lights, and access to Sera Bella community amenities. This beautifully maintained home in Kissimmee’s 34744 area delivers the space, layout, and location buyers want. The inviting exterior features a brick paver driveway, covered entry, landscaped curb appeal, sidewalks, and an attached 2-car garage. Inside, the bright floor plan offers ceramic tile flooring, formal dining, a spacious living room, and a comfortable family room that flows naturally into the kitchen. The kitchen features granite counters, stainless steel appliances, a center island, closet pantry, stone counters, and generous workspace for everyday meals or entertaining. One of the home’s most valuable features is the attached in-law suite with a kitchenette, studio layout, and private entrance, creating added flexibility for guests, extended stay needs, a work-from-home setup, or a private retreat. Upstairs, the primary suite offers tray ceilings, a walk-in closet, dual sinks, granite counters, a garden bath, and a separate shower. Two additional bedrooms, an upstairs laundry room, and a spacious loft complete the second floor. The loft has excellent potential to become a 4th bedroom, with an existing built-in area intended for a closet. The covered, enclosed, screened rear porch overlooks the pond, where fountains and evening lights create a peaceful backdrop for relaxing or entertaining. Convenient to Lake Nona, Medical City, shopping, dining, major roads, Orlando International Airport, and Central Florida attractions.

2963 Sera Bella Way, Kissimmee
2202 Key West Court Unit 633, Kissimmee
$174,900
2 Beds ⋅ 2 Baths ⋅ Villas Del Sol At Kissimmee Condo SubDv. ⋅ 34741 Zip Code
One or more photos are virtually staged for décor inspiration only; no structural changes are shown. INVESTOR OPPORTUNITY! This spacious 2-bedroom, 2-bath condo in Villas del Sol combines what investors value most: location, rental flexibility, and strong guest appeal. Daily vacation rentals are permitted, offering the flexibility to operate as a short-term rental, consider longer-term occupancy, or enjoy personal use. Ideally positioned in Kissimmee near Walt Disney World, The Loop, shopping, dining, entertainment, and major Central Florida roadways, the community also offers resort-style amenities including pools, fitness center, tennis courts, playground, and recreational areas. An opportunity to own a property designed around the lifestyle and convenience vacation guests seek. Own near the attractions—and turn location into opportunity. Buyer to independently verify current HOA rules, short-term rental eligibility, licensing, and restrictions.

2202 Key West Court Unit 633, Kissimmee
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