Kissimmee Homes with Private Pool type

Kissimmee Homes with Private Pool type

Welcome to Kissimmee, Florida – a vibrant city that perfectly blends the thrill of adventure with the charm of a close-knit community. Nestled just minutes from the enchanting attractions of Orlando, Kissimmee offers a unique lifestyle that appeals to families, retirees, and vacationers alike. With its sunny climate, beautiful parks, and a rich tapestry of cultural experiences, it's no wonder that Kissimmee is a sought-after destination for those looking to call Florida home.

One of the standout features of Kissimmee’s real estate market is the availability of homes with private pools. Imagine stepping into your very own oasis after a long day at the theme parks or enjoying a lazy afternoon soaking up the sun in your backyard. These homes provide the perfect blend of relaxation and entertainment, making them ideal for families and those who love to host gatherings. With a variety of styles and sizes to choose from, you can find a home that suits your needs while enjoying the luxury of a private pool.

Whether you're seeking a vacation rental investment or a permanent residence, Kissimmee's homes with private pools offer an unparalleled lifestyle. Picture yourself sipping coffee by the pool in the morning or enjoying a sunset swim with family and friends. In Kissimmee, every day feels like a vacation, and the joys of poolside living are just a step away. Explore the real estate options available in this enchanting city and discover your dream home today!

Newest Kissimmee Homes with Private Pool type

2191 Tripoli Court, Kissimmee
$570,000
8 Beds ⋅ 6 Baths ⋅ Windsor At Westside Ph 1 SubDv. ⋅ 34747 Zip Code
Buyer shall assume the existing solar contract at closing. Beautifully and tastefully decorated, this exceptional 8-bedroom, 6-bath single-family pool home is located within the highly sought-after Windsor at Westside Resort, one of the premier resort communities in the Orlando/Kissimmee area. Enjoy convenient access to world-class theme parks, dining, shopping, and entertainment. The home features a fully equipped kitchen with stainless steel appliances, granite countertops, and custom cabinetry, along with stylish furnishings and décor throughout. All furniture, décor, and appliances are included, making this a truly turnkey opportunity. Whether used as a vacation rental, a seasonal getaway, or a personal vacation home, this property offers outstanding flexibility. Owners and guests enjoy access to resort-style amenities, including a 10,000-square-foot clubhouse, state-of-the-art fitness center, expansive resort pool with splash area, and a relaxing lazy river. Additional amenities include Tu Casa Bar & Lounge, market and deli, concierge services, sand volleyball court, multi-purpose sports courts, a small soccer field, and playground—all designed to deliver a true resort lifestyle.

2191 Tripoli Court, Kissimmee
5315 Coral Vine Lane, Kissimmee
$425,000
3 Beds ⋅ 2 Baths ⋅ Dahlia Reserve At Crescent Lakes SubDv. ⋅ 34758 Zip Code
UNIQUE opportunity to own this single-story 3 bedroom, 2 bath home in Dahlia Reserve at Crescent Lakes, Kissimmee. A great fit for a primary residence, vacation home or investment. Set on a 0.22 acre lot with a private screened-in pool and lake view, with 1,876 sq ft of heated living space. No HOA. Currently operating as a short-term rental, so existing bookings stay with the sale. Easy to show by appointment. Schedule your private showing.

5315 Coral Vine Lane, Kissimmee
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
2704 Winding Ridge Avenue S, Kissimmee
$365,000
4 Beds ⋅ 3 Baths ⋅ Shadow Bay Unit 2 SubDv. ⋅ 34741 Zip Code
Not every house needs to be brand new to be the right house. Sitting on a quiet cul-de-sac in Shadow Bay, this 4-bedroom, 3-bath pool home has more than 2,000 square feet, a layout with personality, and plenty of room for the next owner to make it their own. Vaulted ceilings, exposed wood beams and an open staircase give the main living spaces architectural character you simply don’t find in every home. The first floor includes the primary suite plus an additional bedroom and full bath, while two more bedrooms and a third bath are upstairs, creating a flexible layout for family, guests or a home office. Out back, a large screened-in pool and covered patio take center stage, with a fenced backyard and plenty of space to enjoy Florida living. The home also offers a two-car garage, new fencing installed in 2022 and a new roof installed in 2020, taking two meaningful exterior items off the future to-do list. And a refreshingly low HOA of only $305 per year. The location puts you close to the best of Kissimmee, with easy access to US-192, shopping, dining, schools and major roadways, plus Walt Disney World and Orlando’s attractions within easy reach. This isn't a cookie-cutter renovation where someone else chose every finish for you. It's a home with good bones, real square footage and plenty of potential for someone ready to bring their own vision to it. Update a little at a time or come in with a plan and make it entirely your own. Either way, the space, pool, layout and location give you a solid place to start.

2704 Winding Ridge Avenue S, Kissimmee
1229 Grand Traverse Parkway, Reunion
$1,499,000
5 Beds ⋅ 6 Baths ⋅ Reunion West Village 03b SubDv. ⋅ 34747 Zip Code
Completely updated, 5 bedrooms, 5.5 baths, and a wall of glass facing the pool and preserve. From the front door, the view runs straight through the house: across wide-plank floors, past the kitchen island, and out an oversized black-framed slider to the screened pool, spa, and the tree line beyond. This 4,266 sq ft home at 1229 Grand Traverse has been redone from top to bottom, and it shows in every room. The kitchen anchors the main level. A waterfall-edge island sits under hammered brass pendants, with white shaker cabinetry to the ceiling, deep green lowers, and a paneled built-in refrigerator. The pro-style gas range has double ovens, a pot filler, a slab backsplash, and a custom hood, and an arched, tiled coffee bar is tucked just off the island. The kitchen opens to a great room with a fireplace and that full-width slider. All 5.5 baths have been remodeled, each with its own design. One is a glass-enclosed wet room with dual showers, a freestanding soaking tub, and an arched tile niche in brushed gold. Another pairs a freestanding tub and frameless glass shower with two separate vanities and matte black fixtures. A main-level bedroom opens through French doors directly to the pool deck. Located on Grand Traverse Parkway in Reunion Resort, the home comes with an active resort membership, opening the door to Reunion's three signature golf courses (Palmer, Watson, and Nicklaus), the water park, pools, tennis and pickleball, spa, and dining. It is ideally located within easy reach of Disney World, SeaWorld, Universal Studios and the Airport. Schedule your private showing today.

1229 Grand Traverse Parkway, Reunion
3179 Yellow Lantana Lane, Kissimmee
$425,000
4 Beds ⋅ 3 Baths ⋅ Encantada Ph 1 SubDv. ⋅ 34747 Zip Code
4-BEDROOM END UNIT | LARGER PRIVATE POOL | LAKEFRONT VIEWS | NEW A/C & POOL HEATER 2026! FULLY FURNISHED, TURN-KEY RENTAL, COMPLETELY RENOVATED in 2023!! Exceptional 4-bedroom, 3-bathroom end-unit townhome with STUNNING LAKEFRONT VIEWS and a PRIVATE HEATED POOL. This beautifully furnished home is designed for both comfort and entertaining and is currently set up as an active vacation rental. Step inside to an impressive OPEN-CONCEPT living space where the kitchen, dining, and family room flow seamlessly together. The beautifully RENOVATED KITCHEN features sleek wood cabinetry, stainless steel appliances, quartz countertops, and a SPACIOUS ISLAND—perfect for preparing meals while staying connected with family and guests. Large windows and sliding doors fill the living area with LOTS OF NATURAL LIGHT and showcase the spectacular views. NO CARPET. Tile flooring throughout the main living areas and luxury vinyl plank flooring in the bedrooms. Fully furnished and ready to enjoy. For added comfort and peace of mind, the A/C was replaced in 2026, and the pool heater is NEW in 2026. Located in the desirable Encantada Resort, this home is in the building closest to the clubhouse, providing exceptionally convenient access to the community amenities. Residents and guests can enjoy two heated community pools and spas, a fitness center, tiki bar, game room, and restaurant. The location is ideal for both vacationers and owners, with Theme Parks, US 192, Highway 27, restaurants, grocery stores, shopping, and entertainment all just minutes away. Whether you're looking for a turnkey vacation rental, second home, or your own Central Florida getaway, this beautifully renovated lakefront townhome offers the space, updates, pool, views, and location you've been looking for.

3179 Yellow Lantana Lane, Kissimmee
4464 Nirvana Parkway, Kissimmee
$517,900
6 Beds ⋅ 5 Baths ⋅ Veranda Palms Ph 1b SubDv. ⋅ 34746 Zip Code
Welcome to this spacious, fully furnished 6-bedroom pool home located in a gated resort community in the heart of Kissimmee! Currently operating as a successful short-term rental, this property presents an excellent opportunity for investors seeking an income-producing vacation home or buyers looking for a spacious Florida getaway. The home features a new A/C system, new carpet, and a new pool heater, all installed in 2025. The private pool provides the perfect place to relax and unwind after a day enjoying Central Florida's world-famous attractions. Ideally situated with convenient access to major roadways, theme parks, shopping, dining, and entertainment, this home offers the ideal combination of location, space, and investment potential. Whether you're looking to add to your vacation rental portfolio or own your own piece of the Central Florida vacation market, this property is ready to enjoy and generate income.

4464 Nirvana Parkway, Kissimmee
2200 Tournament Court, Kissimmee
$560,000
4 Beds ⋅ 3 Baths ⋅ Overoaks SubDv. ⋅ 34746 Zip Code
Welcome to 2200 Tournament Court, a stately custom-built, 2,700+ square-foot single-story pool home situated on a spacious corner lot in the established Overoaks community. Offering 4 bedrooms, 3 bathrooms, a side-entry 3-car garage, and golf-course frontage overlooking the 3rd tee of The Oaks National Golf Club, this home delivers an impressive combination of space, privacy, and Florida living with no rear neighbors. A covered front porch and grand double-door entry welcome you inside, where the home immediately feels exceptionally spacious for a single-story floor plan. Soaring and tray ceilings, 8-foot doors throughout, oversized windows, architectural arches, columns, and multiple living and entertaining spaces create a bright, open, and stately atmosphere. The thoughtfully designed split-bedroom floor plan provides privacy and separation while still maintaining an easy flow throughout the home. The spacious kitchen features new quartz countertops, a new backsplash, 42-inch cabinetry with crown moulding, new GE Café appliances with transferable warranty, abundant storage, a center island, and breakfast-bar seating, opening directly to the family room and casual dining area. Multiple sets of sliding doors and large windows bring in abundant natural light while connecting the interior living spaces to the lanai and golf-course setting beyond. The spacious owner's suite provides a private retreat with a separate sitting area, dual walk-in closets, and an ensuite bath featuring dual sinks and a separate water closet. Step outside to a true Florida retreat with a screened pool and spa, expansive covered patio for outdoor dining and entertaining, outdoor shower, and convenient pool bath. The outdoor living area offers an open and peaceful backdrop rarely found this close to Central Florida's attractions. Additional features include rain gutters and an in-ground sprinkler system. Residents of The Oaks also enjoy access to a community boat launch to Lake Tohopekaliga, providing opportunities for boating and fishing. Conveniently located near shopping, dining, major roadways, Orlando International Airport, Walt Disney World and Universal Orlando.

2200 Tournament Court, Kissimmee
1541 Indian Oaks Trail, Kissimmee
$475,000
4 Beds ⋅ 2 Baths ⋅ Indian Ridge Villas Ph 2 SubDv. ⋅ 34747 Zip Code
Discover the opportunity to own a property in the heart of Central Florida’s world-renowned tourism market! Beautifully positioned 4-bedroom, 2-bathroom home with a private pool, this lovely home offers excellent potential as a short-term rental, long-term investment, vacation home, or primary residence. Fully furnished and move-in ready, this property makes it easy to enjoy the Florida lifestyle from day one or explore its potential as a rental investment. The open-concept floor plan provides a comfortable and inviting space for everyday living and entertaining, while the private pool creates the perfect outdoor retreat for relaxing under the Florida sunshine. Located just minutes from Walt Disney World and Central Florida’s major attractions, this property is ideally positioned for those seeking convenience and strong rental appeal. No HOA and no CDD provides added flexibility for homeowners and investors. Enjoy easy access to shopping, restaurants, entertainment, major highways, and theme parks, while being approximately 30 minutes from Downtown Orlando and Orlando International Airport. Whether you're looking for a personal Florida retreat or an income-producing investment, this 4-bedroom pool home offers an outstanding opportunity in one of Central Florida’s most desirable tourism areas. Call me today for a private showing!

1541 Indian Oaks Trail, 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
1113 Castle Pines Court, Reunion
$899,000
6 Beds ⋅ 6 Baths ⋅ Reunion West Village 03a SubDv. ⋅ 34747 Zip Code
RESORT MEMBERSHIP AVAILABLE: The best priced 6 bedrooms on the market with adjacent lot available for purchase. Amazing opportunity to own a fantastic 6 bedroom home in Reunion Resort. This home is heavily used by homeowner. Impeccably styled and thoughtfully designed, this stunning home offers the perfect blend of luxury, comfort, and resort-style living. The open-concept first floor creates an ideal setting for both everyday living and entertaining, seamlessly connecting the spacious living room and gourmet kitchen so everyone can gather while meals are prepared. The living area is bright and inviting, featuring a soothing neutral color palette, an oversized sectional, multiple seating areas, and space designed to accommodate the whole family. The chef’s kitchen is equipped with stainless steel appliances, granite countertops, abundant cabinetry, and a generous breakfast bar with seating for six. Adjacent to the living space, the dining area offers a large table that comfortably seats eight—perfect for hosting family dinners or guests. The primary suite is conveniently located on the first floor with elegant finishes, and a spa-inspired en-suite bath featuring dual vanities, a soaking tub, and an oversized walk-in shower. Upstairs, you’ll find five additional bedroom suites, including one with a private balcony overlooking the golf course. Two themed bedrooms add a fun and unique touch, making this home especially appealing for families and guests. A spacious loft provides an additional gathering space with a large sectional and gaming setup, while the dedicated home theater delivers an immersive movie-night experience. Step outside to your own private pool deck, where serene golf course views create a peaceful backdrop for swimming, relaxing, or entertaining. The outdoor summer kitchen makes al fresco dining effortless—ideal for barbecues and evenings under the stars. Located within the prestigious, amenity-rich Reunion Resort, enjoy access to three world-class PGA Championship golf courses, multiple resort pools, a five-acre water park with a lazy river and slides, tennis and sports courts, a full fitness center, spa services, and a variety of on-site dining options. Whether used as a primary residence, second home, or luxury vacation rental, this exceptional property delivers the lifestyle and location buyers seek in one of Central Florida’s most desirable resort communities.

1113 Castle Pines Court, Reunion
1848 Sandy Park Trail, Kissimmee
$529,000
6 Beds ⋅ 5 Baths ⋅ Solara Resort SubDv. ⋅ 34747 Zip Code
Welcome to your dream vacation retreat in the heart of Kissimmee! This stunning 6-bedroom, 4.5-bathroom home in the highly sought-after Solara Resort offers the perfect blend of luxury, comfort, and investment appeal. Featuring an elegant open-concept layout, two spacious primary suites, generously sized bedrooms, and a private pool, this beautifully appointed home is designed for unforgettable stays and effortless entertaining. A proven and highly productive rental property, the home has enjoyed consistently strong demand, making it an excellent opportunity for investors seeking an established income-producing property. Solara Resort offers world-class amenities, including a resort-style clubhouse, heated pool, Flow Rider® surf simulator, fitness center, sports courts, playground, game room, restaurant, bar, lounge areas, and more. Ideally located just minutes from Disney, dining, shopping, and Orlando’s premier attractions, this exceptional property is a perfect choice for a vacation home, second residence, or short-term rental investment. Whether relaxing poolside or exploring all that Central Florida, this home delivers the ultimate resort lifestyle.

1848 Sandy Park Trail, Kissimmee
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