Kissimmee Homes with Private Pool type

Kissimmee Homes with Private Pool type

Welcome to Kissimmee, a vibrant city located in Osceola County, Florida. Known for its proximity to world-famous theme parks and beautiful natural surroundings, Kissimmee offers a perfect blend of excitement and relaxation.

If you're looking for a home with a private pool in Kissimmee, you're in luck! The city boasts a variety of properties that feature this desirable amenity. Imagine coming home to your own private oasis, where you can unwind by the poolside, host gatherings with family and friends, or simply enjoy a refreshing swim on a hot day.

Homes with private pools in Kissimmee provide the perfect setting for enjoying the sunny Florida weather and making the most of outdoor living. Whether you're looking for a cozy bungalow or a spacious estate, there are options to suit every taste and budget in this picturesque city.

Beyond the allure of private pools, Kissimmee offers a diverse range of attractions, including shopping centers, dining options, cultural experiences, and outdoor recreational activities. With its convenient location near major highways and attractions like Walt Disney World and Universal Studios, Kissimmee is a sought-after destination for residents and visitors alike.

Experience the best of Florida living in Kissimmee, where homes with private pools offer a luxurious and relaxing lifestyle in a charming city with endless opportunities for fun and adventure.

Newest Kissimmee Homes with Private Pool type

$495,000
5 Beds ⋅ 5 Baths ⋅ Windsor At Westside Ph 3 SubDv. ⋅ 34747 Zip Code
Welcome to this beautifully maintained 5-bedroom, 4.5-bathroom home located in the highly sought-after Windsor at Westside Resort in Kissimmee. Whether you're searching for a primary residence, vacation home, or investment property, this home offers the perfect blend of comfort, style, and convenience. The spacious open-concept floor plan features a modern kitchen with granite countertops, stainless steel appliances, and a large island overlooking the living and dining areas. The first-floor primary suite provides privacy and convenience, while the additional bedrooms plenty of space for family and guests. Step outside to your private screened-in pool, perfect for relaxing after a day at the theme parks. Residents and guests enjoy access to resort-style amenities including a clubhouse, fitness center, resort pool, lazy river, waterslide, sports courts, playground, and 24-hour gated security. Ideally located just minutes from Walt Disney World, shopping, dining, golf courses, and major highways, this property offers exceptional convenience for both homeowners and vacation guests. Don't miss this opportunity to own a home in one of Central Florida's premier resort communities.

2417 Dubai Street, Kissimmee
$498,000
8 Beds ⋅ 6 Baths ⋅ Emerald Island Resort Ph 1 SubDv. ⋅ 34747 Zip Code
One of best vacation home at Emerald Island Resort…Close to club house, New roof(2023), one 2024 new Air conditioner, new TVs and Sofa fully updated granite countertop in kitchen and all bathrooms…. Luxury design and decoration, no carpet, open floor plan, high ceiling, huge patio area, 2 min walking to club house and resort pool ….6 bedroom 5.5 baths, it have Great opportunity awaits you in this executive villa in Emerald Island Resort. The gated resort-style community of Emerald Island is an attraction itself. The clubhouse has a pool, hot tub, sauna, fitness room, cyber Internet room, 24-hour guard gated security and a video arcade. There is even a Tiki bar outside on the pool deck, numerous playgrounds, a sand volleyball court, tennis center and a nature trail to enjoy. Great location for residence, vacation home or short/long term rentals.

8475 Oasis Key Cove, Kissimmee
$389,900
4 Beds ⋅ 3 Baths ⋅ Magic Landings Ph 2 SubDv. ⋅ 34744 Zip Code
Welcome to Magical Landings, a desirable gated community in Kissimmee! This well-maintained, move-in ready home features 4 bedrooms, including two primary suites, 3 full bathrooms, and a 2-car garage. The open-concept floor plan offers a spacious great room that flows seamlessly into the main living areas, making it ideal for everyday living and entertaining. Enjoy Florida living year-round with your private screened and heated in-ground pool and screened in garage. Recent updates include a new roof (2022), new A/C (August 2025), new water heater (2025), and rain gutters. The home also comes equipped with hurricane panels for added peace of mind. Conveniently located just minutes from the Florida Turnpike, shopping, dining, schools, and Central Florida attractions, including Walt Disney World. This exceptional home offers comfort, convenience, and outstanding value. A must-see property ready for its new owners!

291 Magical Way, Kissimmee
$415,000
5 Beds ⋅ 5 Baths ⋅ Windsor At Westside Ph 1 SubDv. ⋅ 34747 Zip Code
Where else can you live in Florida feeling like you are on Vacation everyday?! Resort style pools, Lazy River, Water Playground, Fitness Center, Restaurant & Club House, Pond and Pier and so much more! Those are just the amenities; lets talk about this 5 Bedroom & 5 Bath with a private garage in paradise. You have enough space for the family and some including a theatre area for all to enjoy. Subtle taste of Disney throughout the home and a very nice size kitchen for all to gather. Don't want to stop the fun from the community pool? Well bring it home since you'll have your very own private pool and patio area to enjoy. Its spacious, its clean and comes completely furnished as you see it all you need is the key to make it yours. You can enjoy this home as little or as much as you'd like as short term rental is allowed as well as long term if you'd choose. Want the best of both worlds? Why not leave your vehicle stored in the garage and some personal items in your very own, owners closet's throughout the house. Having too many options is never a bad thing when you either way you are making the right choice. Schedule your next appointment today!

9025 Rhodes Street, Kissimmee
$659,000
8 Beds ⋅ 7 Baths ⋅ Encore At Reunion, Reunion West SubDv. ⋅ 34747 Zip Code
Prepare to be wowed by 341 Pendant Ct, an absolute showstopper and turnkey vacation powerhouse located in the prestigious, gated community of Encore at Reunion! This fully furnished, high-capacity 8-bedroom, 7-bathroom retreat is engineered for non-stop fun and maximum rental returns. Step through the expansive living space out to your private backyard paradise featuring a sparkling pool and spa, upgraded with a brand-new heater installed in December 2025 and a freshly expanded paved lounge area ideal for soaking up the Florida sunshine. Indoors, the excitement continues in the converted garage gaming area—a massive hit for vacationers and family members alike. The adventure extends right into the community, where owners and guests enjoy access to Encore at Reunion’s world-class resort amenities, including a 10-acre waterpark with thrilling high-speed slides, an expansive clubhouse, a state-of-the-art fitness center, arcade, sports courts, and on-site dining. Ideally positioned just minutes from Walt Disney World, Universal Studios, championship golf, premier shopping, and fine dining, this home puts the very best of Orlando right at your doorstep. Whether you are expanding a high-yield short-term rental portfolio or securing an unforgettable multi-family getaway, 341 Pendant Ct is completely move-in ready to start generating income and memories on day one!

341 Pendant Court, Kissimmee
$560,000
4 Beds ⋅ 3 Baths ⋅ Cove At Storey Lake 5 SubDv. ⋅ 34746 Zip Code
Turnkey Vacation Rental Opportunity in Storey Lake! Welcome to 4383 Scene Lane, Kissimmee—a beautifully furnished 4-bedroom, 3-bathroom townhome in the highly sought-after Storey Lake Resort Community, just minutes from Central Florida's world-famous attractions. Whether you're looking for a high-performing short-term rental or a fully furnished vacation home, this property is ready to impress from day one. Thoughtfully designed with vacation guests in mind, the current owners have professionally furnished and decorated the home to create an unforgettable experience. Everyone will love the Harry Potter-themed bedroom and Mickey Mouse-themed bedroom, while the tranquil beach-themed suite provides the perfect place to relax after a day at the parks. The home also features a spacious, fully equipped kitchen with stainless steel appliances, making it easy to prepare meals and entertain family and friends. Step outside to your own private oasis featuring a heated pool, perfect for unwinding after exploring nearby attractions. Sold fully furnished, this home is truly turnkey and ready to continue operating as a successful vacation rental. Located approximately 10 minutes from Walt Disney World® Resort and with convenient access to Universal Orlando Resort and SeaWorld Orlando, Storey Lake is one of Central Florida's premier resort communities. Residents and guests enjoy an exceptional array of resort-style amenities, including: Resort-style swimming pools with thrilling water slides and a lazy river Two clubhouse amenity centers, including one featuring a pirate-themed pool Tiki bar Fitness center Sports courts Mini golf Kayaking and water recreation Whether you're expanding your investment portfolio or searching for the perfect vacation retreat, this exceptional Storey Lake townhome offers the ideal combination of location, luxury, and income-producing potential. Schedule your private showing today and discover why this property is the perfect place to vacation, invest, and create lasting memories.

4383 Scene Lane, Kissimmee
$424,999
4 Beds ⋅ 4 Baths ⋅ Cumbrian Lakes Resort Ph 3 SubDv. ⋅ 34746 Zip Code
Virtually Staged. Short Sale. One or more photos have been virtually staged. Welcome to this beautiful home located in the exclusive gated community of Cumbrian Lakes, one of Kissimmee's most sought-after neighborhoods for short-term vacation rentals and investment properties. This spacious home features an open-concept floor plan, making it ideal as a primary residence, vacation home, or income-producing investment property. The heart of the home is the well-appointed kitchen, featuring stainless steel appliances, a large breakfast island, and seamless flow into the living room, dining area, and covered lanai—creating the perfect space for entertaining. Step outside to your private screened pool, where you can relax and enjoy Florida's year-round sunshine. High ceilings fill the home with abundant natural light, while the split-bedroom floor plan provides added privacy. The garage has been professionally converted into a climate-controlled living space with air conditioning and heating, adding approximately 440 square feet of additional living area—ideal for a game room, home office, fitness room, or flexible living space. The spacious primary suite offers direct access to the lanai and pool and features an en-suite bathroom with a garden tub, separate walk-in shower, and walk-in closet. Bedrooms two and three share a Jack-and-Jill bathroom, while the fourth bedroom is conveniently located near another full bathroom. An additional half bathroom and an outdoor poolside shower provide extra convenience for family and guests. The covered lanai includes a ceiling fan and lighting, making it the perfect place to enjoy outdoor living throughout the year. Lawn maintenance is included in the HOA fee, offering added convenience and low-maintenance ownership. Ideally located just minutes from Walt Disney World, Universal Orlando Resort, SeaWorld Orlando, shopping, dining, major highways, and the SunRail station, this property offers exceptional convenience and accessibility. Cumbrian Lakes is a highly desirable gated community that allows short-term rentals, making it an outstanding opportunity for investors seeking strong rental potential or buyers looking for a vacation home in the heart of Central Florida. Don't miss this exceptional opportunity to own a property in one of Kissimmee's premier vacation rental communities!

4806 Cumbrian Lakes Drive, Kissimmee
$770,000
8 Beds ⋅ 5 Baths ⋅ Storey Lake 2 50 Resort SubDv. ⋅ 34746 Zip Code
Turnkey and fully furnished, this impressive 8-bedroom, 5-bathroom vacation home is located in the highly desirable Storey Lake Resort—just minutes from Walt Disney World, Disney Springs, shopping, dining, and Orlando's top attractions. With over 4,300 square feet of thoughtfully designed living space, the home features an open-concept floor plan, two spacious primary suites, a large loft, and a private screened pool and spa, making it ideal for large groups and vacation guests. Whether you're expanding your portfolio or searching for a second home that generates income, this property offers outstanding short-term rental potential in one of Central Florida's premier resort communities. Owners and guests enjoy world-class amenities, including a lazy river, water slides, resort-style pools, fitness center, mini golf, sports courts, playgrounds, and a tiki bar. Don't miss this opportunity to own a high-demand vacation home in one of Orlando's most sought-after resort destinations.

4536 Target Boulevard, Kissimmee
$1,230,000
5 Beds ⋅ 5 Baths ⋅ Celebration North Village Unit 6 SubDv. ⋅ 34747 Zip Code
Rare Space. Endless Possibilities. One of Celebration's Best Values. Welcome to one of the most versatile homes available in Celebration—the town Disney built. 5 bedrooms, 4.5 bathrooms and 3,418 square feet, this exceptional residence combines generous living space, luxury features, income potential, primary first floor suite, pool, game room, sun deck, garage apt and 3 car garage. Inside, you'll discover hardwood flooring, custom moldings, abundant natural light. The heart of the home is an impressive Chef's Kitchen featuring: • Massive granite center island • Premium GE Monogram appliances • Coveted Sub-Zero refrigerator • Gas cooktop • Warming drawers • Generous custom storage • Open concept design ideal for entertaining family and friends. The spacious family room with a cozy gas fireplace flows seamlessly into the formal dining room, while a dedicated home office offers an ideal work-from-home space or optional additional bedroom. The first-floor owner's retreat is a rare find in Celebration, featuring dual closets, an ensuite bath, direct backyard access, and even a private stacked washer and dryer tucked inside the walk-in closet for ultimate convenience. Upstairs, two oversized bedrooms share an expansive Jack-and-Jill bathroom, while an additional laundry room adds everyday convenience. A detached pool suite with its own entrance, kitchenette, and full bathroom creates endless opportunities as • Guest suite • In-law quarters • Home gym • Art studio • Private office • Media room • Teen retreat. Above the attached 3-car garage, you'll discover a completely separate 1-bedroom apartment complete with • Private entrance • Full kitchen • Full bathroom • Washer & dryer • Expansive second-story deck. Whether used for visiting family, multigenerational living, a private executive office, or rental income, this apartment adds tremendous long-term value. Your own backyard retreat features a beautiful heated pool and spa surrounded by elegant brick pavers—perfect for relaxing after a day at the parks or entertaining guests year-round in Florida's sunshine. Buy with confidence knowing several important improvements have already been completed, including: • New Roof (2021) • Fresh interior paint • Routine HVAC maintenance • Water system maintenance. Located just steps from North Village Park, playgrounds, volleyball courts, athletic fields, and the community pool, you'll enjoy one of Celebration's most beloved neighborhoods. As a Celebration resident you'll also enjoy: Six community pools, Tennis & pickleball courts, Fitness centers, More than 20 miles of walking and biking trails, Beautiful parks and lakes, Year-round community events, charming downtown Celebration with restaurants, boutiques, coffee shops and entertainment. With quick access to I-4, SR-417, US-192, Walt Disney World, Orlando International Airport, and Central Florida's world-famous attractions, the location is as convenient as it is beautiful. Homes with this much flexibility are incredibly difficult to find in Celebration. Between the first-floor primary suite, detached pool suite, private apartment, three-car garage, heated pool and outstanding North Village location, this property checks boxes that very few homes can. Whether you're looking for multigenerational living, guest accommodations, rental income, or simply room to spread out, 205 N Village Street delivers exceptional value and endless possibilities in one of Florida's most iconic hometowns.

205 N Village Street, Celebration
$450,000
4 Beds ⋅ 3 Baths ⋅ Storey Lake Ph 2 SubDv. ⋅ 34746 Zip Code
Turnkey and income-producing, this recently renovated 4-bedroom, 3-bathroom townhome is located in Storey Lake Resort, one of Central Florida’s most desirable short-term rental communities. Offered fully furnished and professionally decorated, the home features a bright open-concept layout, an updated living area, granite countertops, stainless-steel appliances, and two private suites. Step outside to your screened-in private pool and covered lanai, the perfect place to relax after a day at the parks. Currently operating as a vacation rental, this property is ready for its next owner to enjoy and generate income from day one. Storey Lake offers resort pools, lazy rivers, waterslides, clubhouses, fitness centers, mini-golf, tiki bars, playgrounds, and sports courts—all just minutes from Walt Disney World, shopping, dining, and entertainment. An exceptional opportunity for a vacation retreat or investment property near Disney. Schedule your showing today!

3080 Juliet Drive, Kissimmee
$525,000
5 Beds ⋅ 4 Baths ⋅ Windsor At Westside SubDv. ⋅ 34747 Zip Code
Located within the highly sought-after Windsor at Westside gated resort community, this fully furnished home offers flexibility as a primary residence, vacation getaway, or income-producing short-term rental. The property is already set up for Airbnb use and is being sold turnkey, allowing for immediate occupancy or continued rental operations. The home offers five bedrooms and four bathrooms, along with a game room and an open, airy floor plan designed for both comfort and functionality. The layout easily accommodates large groups, with multiple spaces to gather or unwind throughout the home. A private first-floor suite provides a quiet retreat, while the kitchen features modern finishes including granite counters and stainless steel appliances. Outdoors, a private pool to create the perfect place to relax at any time of day. Owners and guests enjoy access to a wide range of resort amenities, including a full-service clubhouse, lake and pier, expansive zero-entry pool, water slide, lazy river, splash area, fitness center, sports courts, arcade, and on-site convenience shop. Conveniently positioned near Disney and major attractions, this home combines location, lifestyle, and investment potential in one exceptional opportunity.

2440 Tangier Drive, Kissimmee
$299,000
2 Beds ⋅ 2 Baths ⋅ Indian Ridge Villas Ph 1 SubDv. ⋅ 34747 Zip Code
Beautifully Updated Home Minutes from Disney – Ideal Primary Residence, Vacation Home, or Investment Opportunity!Welcome to this beautifully 2-bedroom, 2-bathroom home located in the desirable Kissimmee area, just minutes from Walt Disney World. This move-in-ready property offers a perfect blend of comfort, functionality, and investment potential.The home features an updated knockdown ceiling texture throughout, replacing the original finish for a fresh, modern look. The spacious living areas flow seamlessly into the kitchen and comfortable bedrooms.Enjoy Florida living in your private backyard featuring a refreshing swimming pool with a recently replaced pool pump, perfect for relaxing or entertaining. The fully fenced yard provides added privacy and security.Additional recent improvements include a newer air conditioning system, offering energy efficiency and peace of mind. The garage has been professionally converted into a versatile bonus room complete with its own mini-split air conditioning unit and upgraded electrical panel, making it ideal for a home office, game room, fitness area, guest space, or hobby room.Conveniently located just minutes from Disney, this property presents an outstanding opportunity for investors seeking short-term rental income (subject to local regulations and community restrictions). Easy access to SR 429, I-4, shopping, dining, entertainment, and Central Florida's world-famous attractions makes this an exceptional location for both residents and visitors alike.Don't miss the opportunity to own this beautifully updated home in one of Central Florida's most sought-after locations!

7732 Water Oak Ct, Kissimmee
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