Kissimmee Homes with Private Pool type

Kissimmee Homes with Private Pool type

Welcome to Kissimmee, a vibrant city located in the sunny state of Florida! Known for its beautiful weather, exciting attractions, and friendly community, Kissimmee is a fantastic place to call home.

If you're looking for a home with a private pool, Kissimmee has plenty of options to choose from. Imagine coming home after a long day and being able to relax by your own pool, surrounded by the lush greenery and warm sunshine of Florida.

Homes with private pools in Kissimmee offer the perfect blend of comfort and luxury. Whether you're hosting a summer BBQ with friends and family or simply enjoying a quiet evening swim, having your own private pool adds a touch of elegance to everyday life.

In addition to the convenience and relaxation that a private pool provides, these homes often boast spacious layouts, modern amenities, and beautiful outdoor living spaces. It's the perfect way to make the most of the Florida lifestyle and create lasting memories with your loved ones.

So if you're dreaming of owning a home with a private pool in Kissimmee, now is the perfect time to explore the options available. Let the team at [Real Estate Agency] help you find the perfect property that meets your needs and exceeds your expectations. Get ready to dive into the luxury of Kissimmee living!

Newest Kissimmee Homes with Private Pool type

2422 Dubai Street, Kissimmee
$449,990
5 Beds ⋅ 5 Baths ⋅ Windsor At Westside Ph 3 SubDv. ⋅ 34747 Zip Code
This stunning retreat Nestled Townhouse in Windsor at Westside, one of Kissimmee's premier short-term rental communities, this FULLY FURNISHED townhouse is your oasis of luxury and relaxation. With five spacious bedrooms and four and a half bathrooms, offers the perfect blend of comfort and sophistication. As you step inside, you're greeted by an open floor plan that seamlessly integrates the living, dining, and kitchen areas. The kitchen boasts elegant quartz countertops and sleek stainless steel appliances, creating a modern yet inviting atmosphere. The spacious loft upstairs provides an additional living area, perfect for relaxing, entertaining, or even setting up a home office. One of the highlights of this townhouse is the private pool, easily accessible through pool-facing telescopic sliding glass doors. Staying in Windsor at Westside means enjoying world-class amenities. The HOA grants you access to an impressive 8,000 sq ft clubhouse, featuring a lazy river, sports courts, an arcade game room, and more. To make your stay even more effortless, the HOA covers cable, high-speed internet, exterior maintenance, trash pick-up, pest control, and lawn care. Every detail has been thoughtfully curated to ensure your experience is nothing short of extraordinary. This townhouse isn't just a home; it's a lifestyle. Schedule a showing today and take the first step toward making this dream retreat yours.

2422 Dubai Street, Kissimmee
115 Cheltenham Place, Kissimmee
$314,900
4 Beds ⋅ 2 Baths ⋅ Poinciana Village 2 Nbhd 1 SubDv. ⋅ 34758 Zip Code
Very nice 4/2 with pool property in a cul-de-sac. Property was renovated to include new kitchen cabinets with all appliances, window treatments, ceiling fans, freshly painted in an out with screened in pool. Pool pump was installed new. Electrical, plumbing, AC and roof are in excellent working condition. Property backs out to conservation area. Property has an open layout with double car garage. Property is moving ready. You need to see it to appreciate it.

115 Cheltenham Place, Kissimmee
2493 Reading Trail, Kissimmee
$495,000
4 Beds ⋅ 3 Baths ⋅ Cove At Storey Lake 5 SubDv. ⋅ 34746 Zip Code
Enjoy the best of Central Florida at this beautifully styled 4-bedroom, 3-bathroom townhome in Storey Lake Resort, Kissimmee. Built in 2023, this home features an open living and dining area with contemporary finishes and plenty of space to gather. The kitchen offers white cabinetry, stainless steel appliances, and a spacious island with seating, keeping everyone connected while preparing meals or relaxing after a day at the parks. Thoughtful details give each room its own personality, from the modern bedroom accent walls to the playful Mickey Mouse and Star Wars themed bedrooms. A private pool adds another place to unwind and enjoy the Florida sunshine. Storey Lake brings the vacation experience right into the community, with resort-style pools, a lazy river, waterslides, splash areas, a fitness center, sports courts, and a poolside tiki bar. Spend the day exploring Central Florida or stay close to home and enjoy the amenities. Located near Walt Disney World, Disney Springs, shopping, restaurants, and entertainment, this Kissimmee townhome offers a convenient base for enjoying the Orlando area. Whether you are looking for a personal vacation retreat or exploring a vacation rental opportunity, 2493 Reading Trail deserves a closer look.

2493 Reading Trail, Kissimmee
2603 Santorini Drive, Kissimmee
$663,800
5 Beds ⋅ 5 Baths ⋅ Westside Cay SubDv. ⋅ 34747 Zip Code
Fully upgraded from floor to ceiling, this luxury townhome blends contemporary elegance with high-end functionality — designed specifically for short-term rental success. Located in the exclusive Doppio Westside community in Kissimmee, just 15 minutes from Walt Disney World, this 5-bedroom, 4.5-bath home features an open-concept layout with spacious integrated living, dining, and kitchen areas that flow seamlessly to your own private heated pool. The kitchen is a showstopper with two oversized islands, Level 5 quartz countertops, designer backsplash, slatted wood detail, and Whirlpool stainless steel appliances. All cabinetry throughout the home includes soft-close features and matte hardware for a sleek, modern finish. Each of the five bedrooms is designed with comfort and rental flexibility in mind — including four full en-suites and one located on the first floor. The bathrooms are finished with high-end porcelain tile, glass shower enclosures, built-in niches, and vessel sinks in select locations. Luxury vinyl plank flooring runs throughout the entire home — no carpet anywhere — and 5.5" square baseboards give a clean, elevated look. Additional features include PVC windows, a smart front door lock, a lockable owner’s closet, a hybrid water heater, thermostat, and 2 Car Parking Spot. Construction is full concrete block, including second floor, with an insulated "sandwich" roof system and rubber membrane roofing designed for durability and energy efficiency. Located within a gated community, Doppio Westside offers resort-style amenities such as a lagoon-style pool, full-service restaurant, clubhouse with front desk concierge, fitness center, playground, convention center, and EV charging stations — all exclusively zoned for short-term rental with no public school restrictions. Don't miss this opportunity to invest in one of Central Florida’s most unique STR communities — fully upgraded as standard, and built with both guest experience and investor return in mind.

2603 Santorini Drive, Kissimmee
8067 Roaring Creek Court, Kissimmee
$550,000
5 Beds ⋅ 4 Baths ⋅ Indian Creek Ph 3 SubDv. ⋅ 34747 Zip Code
Virtually Staged. NO HOA. SHORT-TERM RENTAL FRIENDLY. HEATED SALTWATER POOL AND SPA. PRIVATE LOCKING 5TH BEDROOM SUITE. This 5-bedroom, 4-bath pool home has a private, locking in-law suite. The bedrooms and bathrooms have all been renovated. The screened pool and spa are heated and run on a brand-new saltwater system. All less than 8 miles from Disney's Animal Kingdom. There's no HOA and it's short-term rental friendly, so you can live in it, vacation in it or rent it out. The fifth bedroom is what sets this house apart. It's right off the foyer behind its own locking door, with its own bathroom, a microwave and a mini fridge. Rent the whole house as a 5-bedroom for bigger groups, or lock the suite off as your owner's space and rent the house as a 4-bedroom. Living here full time? It makes a great guest suite, in-law suite or home office. The primary bath is a showstopper, with a freestanding soaking tub and a frameless glass shower. Vaulted ceilings and skylights keep the living area bright and open, and two of the bedrooms are themed for a little extra fun. Out back is your own private oasis. Have your coffee on the covered lanai, swim in the heated pool all year, rinse off at the outdoor shower and fire up the grill in the fenced side yard. It's in Indian Creek, just minutes from US 192 shopping and dining and SR 429. Buyer to verify all information. Up to 1% toward buyer’s closing costs available with seller’s preferred lender, terms apply.

8067 Roaring Creek Court, Kissimmee
940 Stockport Drive, Kissimmee
$299,900
4 Beds ⋅ 2 Baths ⋅ Poinciana Village 2 Nbhd 1 SubDv. ⋅ 34758 Zip Code
Welcome to this spacious single story home in Kissimmee, offering a fantastic opportunity to make it your own! Featuring a two car garage, welcoming screened front entry, spacious kitchen with ample cabinetry and breakfast bar, and comfortable living areas filled with natural light. Step outside to enjoy the screened patio overlooking your private swimming pool and spa, perfect for relaxing or entertaining. The home offers plenty of potential for personal updates and finishing touches. Conveniently located near shopping, dining, parks, schools, and major roadways, with access to Central Florida's popular attractions, including Walt Disney World, Universal Orlando, and nearby recreational destinations. Enjoy Florida living with your own backyard retreat!

940 Stockport Drive, Kissimmee
4274 Paragraph Drive, Kissimmee
$629,000
5 Beds ⋅ 5 Baths ⋅ Storey Lake SubDv. ⋅ 34746 Zip Code
Amazing investment opportunity! Come see this beautifully furnished, turnkey five-bedroom, five-bathroom pool home in the sought-after Storey Lake Resort. With existing bookings, high-end furnishings, themed bedrooms, custom upgrades, and a desirable oversized lot, this contemporary home offers an exceptional opportunity for short-term rental investors seeking a prime Central Florida property. Designed to comfortably accommodate larger traveling parties, the home features an open-concept kitchen with Corian countertops, slate appliances, and luxury lighting, complemented by spacious living and dining areas, soaring two-story ceilings, abundant natural light, and durable tile flooring in high-traffic areas. All custom designed bedrooms have a private en-suite bathroom plus, there is a bright open loft featuring custom metal railing, creating an inviting space for entertainment and relaxation. The garage has been converted into a game room, providing additional entertainment space for guests of all ages. Step outside to the covered lanai and screen-enclosed private pool and spa, offering the perfect setting for guests to unwind after a day exploring the them parks. The oversized lot and convenient location of the main clubhouse further enhance this property's appeal. Storey Lake Resort offers an impressive array of amenities, including resort-style pools and spas, a lazy river, water slides, splash pad, fitness center, onsite dining and bar, volleyball and basketball courts, mini-golf, and kayak rentals! Located just minutes from world-famous theme parks, shopping, dining, and major roadways, this property puts guests close to everything that makes Central Florida a premier vacation destination. With its turnkey furnishings, themed bedrooms, private pool and spa, dedicated game room, spacious five-bedroom layout, existing bookings, and desirable resort location, this property presents an exciting opportunity to expand your vacation rental portfolio. Don't miss your chance to own a piece of Central Florida's vacation lifestyle!

4274 Paragraph Drive, Kissimmee
816 Alpine Court, Kissimmee
$319,900
4 Beds ⋅ 3 Baths ⋅ Poinciana Village 1 Nbhd 3 East SubDv. ⋅ 34758 Zip Code
Priced to sell as is! This 4-bedroom, 2.5-bath Poinciana home sits on a generous 1/4-acre lot and offers a formal dining room, living room, and bonus space for flexible living. Enjoy Florida days on the screened lanai overlooking the inground pool. Two-car garage. Kitchen and bath cabinets, countertops, and carpet are ready for your updates, so bring your vision and build instant equity in a prime Poinciana location.

816 Alpine Court, Kissimmee
2321 Silver Palm Drive, Kissimmee
$349,000
3 Beds ⋅ 3 Baths ⋅ Windsor Palms Twnhms Ph 3b SubDv. ⋅ 34747 Zip Code
Beautifully updated 3-bedroom, 3-bathroom townhome in the sought-after Windsor Palms Resort! This stunning property features upgraded kitchen cabinets, an updated main-level bathroom vanity, granite countertops, and luxury vinyl flooring throughout both levels. Perfect for vacation living or investment, the home showcases fun Disney-inspired décor, including Mickey Mouse-themed living and bedroom spaces, a Toy Story-themed bedroom, and a Disney Castle-themed primary suite. Enjoy an impressive array of resort-style amenities at the popular Windsor Palms Resort, including a community pool, tiki bar, spa, fitness center, tennis, basketball and volleyball courts, convenience store, movie theater, arcade, playground, BBQ area, and picnic spaces. Experience the perfect blend of comfort, entertainment, and resort living just minutes from Walt Disney World!

2321 Silver Palm Drive, Kissimmee
533 Eagle Pointe S, Kissimmee
$389,900
4 Beds ⋅ 2 Baths ⋅ Eagle Pointe SubDv. ⋅ 34746 Zip Code
Beautiful 4-bedroom, 2-bathroom pool home located in the desirable Eagle Pointe community in Kissimmee! Enjoy a spacious, open floor plan with a private swimming pool and a relaxing backyard view of the pond. The inviting outdoor area is perfect for relaxing, entertaining, or enjoying Florida living year-round. Conveniently located near Walt Disney World, shopping, restaurants, and major attractions. Whether you're looking for a primary residence, vacation home, or investment opportunity, this property offers comfort, convenience, and an appealing setting. Schedule your showing today! ROOF WAS REPLACED 2018.

533 Eagle Pointe S, Kissimmee
2600 E Irlo Bronson Memorial Highway, Kissimmee
$1,400,000
3 Beds ⋅ 2 Baths ⋅ Moss Oaks SubDv. ⋅ 34744 Zip Code
Virtually Staged. ONE OF A KIND-A MUST SEE -Exceptional Neo City corridor lakefront retreat at 2600 East Irlo Bronson Memorial Highway near Neo City and approximately 1 mile from Turnpike , featuring a 3 bedroom 2 bath main residence with gas cooktop, gourmet kitchen, and a spectacular 12 by 6.8 exotic granite island, screened lanai, and a Florida room with a gas fireplace plus a kitchen and bar with seating area; enjoy resort-style outdoor living with an outdoor fire pit, spa/cabana with gas fire pit, another summer kitchen, and a wooden deck delivering fantastic sunset views, along with garden-like walkways and a marble bench made for watching birds and enjoying the totally zen ambiance as otters and wildlife roam through the backyard and head to the lake; this is also a rare multi-generation and income opportunity with a GUEST HOUSE with screened-in porch , flexible family living, or passive income rental while additional development potential exists as the property (approximately 2.2 acres with about 185 ft lake frontage and lake view) was previously zoned commercial before added resort-style features and may allow (upon application/approval) up to 6–8 dwellings/acre; luxury townhome possibilities and investor development opportunities are highlighted by the exceptional lakefront setting, gorgeous sunsets, and proximity to the Neo City development along the same commercial corridor, making this one of a kind “hidden gem” truly a must-see and perfect for both luxury retreat living and future high-potential development.

2600 E Irlo Bronson Memorial Highway, Kissimmee
2669 Manesty Lane, Kissimmee
$678,000
6 Beds ⋅ 4 Baths ⋅ Windsor Hills Ph 3 SubDv. ⋅ 34747 Zip Code
Welcome to your ultimate vacation retreat—ideally situated just 5 miles from the world-renowned Walt Disney World®! This stunning 6-bedroom, 4-bathroom home sits on an elevated premium corner lot in the highly sought-after Windsor Hills Resort, offering exceptional privacy and unobstructed backyard views. Perfect as a family getaway or high-performing investment property, the home features a spacious layout with a main floor guest suite, a master bedroom, and four additional bedrooms upstairs, offering comfort and privacy for everyone. Recent upgrades include a new roof (Nov 2024), new luxury vinyl plank flooring throughout (2024), and a new pool pump (2024), ensuring low maintenance and modern appeal. The beautifully furnished living room provides a warm, relaxing atmosphere, while the well-equipped kitchen boasts granite countertops, stainless steel appliances, ample cabinetry, a closet pantry, and a bright eat-in area. Sliding glass doors open to your private screened-in pool and covered patio, ideal for soaking up Florida’s sunshine year-round. Windsor Hills is one of Central Florida’s most renowned resort communities, known for its proximity to Disney and a wealth of amenities: a resort-style pool, hot tub, water park, fitness center, recreation park, sports courts, game room, movie theater, market, and on-site grill. The HOA also includes Bluestream cable, high-speed internet, lawn maintenance, and trash valet. Whether you're seeking a personal vacation home, a short-term rental, or a full-time residence, this home offers the best of the Florida lifestyle. Don’t miss this exceptional opportunity—schedule your private showing today and make this piece of paradise yours!

2669 Manesty Lane, Kissimmee
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