Kissimmee Homes with Private Pool type

Kissimmee Homes with Private Pool type

Welcome to Kissimmee, Florida – a vibrant city that seamlessly blends the magic of theme parks with the charm of small-town living. Nestled just a stone's throw away from the world-renowned attractions of Walt Disney World, Universal Studios, and SeaWorld, Kissimmee is the perfect destination for those seeking both adventure and relaxation. With its lush landscapes, beautiful lakes, and year-round sunshine, this city offers a lifestyle that is as inviting as it is exciting.

One of the standout features of Kissimmee is the abundance of homes equipped with private pools. Imagine coming home after a day of exploring the wonders of Central Florida, only to unwind in your own oasis. These homes provide the ultimate retreat, allowing you to soak up the sun, host memorable gatherings, or simply enjoy a peaceful evening under the stars. Whether you're looking for a cozy bungalow or a spacious villa, Kissimmee offers a diverse range of properties to suit every taste and budget.

The community is also rich in amenities, from shopping and dining to parks and recreational facilities. Families will appreciate the top-rated schools and family-friendly neighborhoods, while retirees will find a welcoming atmosphere that encourages a relaxed lifestyle. With its strategic location, Kissimmee serves as a gateway to all that Florida has to offer, making it an ideal place to call home.

Discover the charm of Kissimmee and explore the possibilities of owning a home with a private pool – where every day feels like a vacation!

Newest Kissimmee Homes with Private Pool type

$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
$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
$525,000
5 Beds ⋅ 5 Baths ⋅ Paradise Palms Resort Ph 4 SubDv. ⋅ 34747 Zip Code
**Exceptional 5-Bedroom Resort-Style Home in Prime Kissimmee Location!!!!This beautifully upgraded home at 2908 Banana Palm Dr puts you minutes from world-famous theme parks, shopping, restaurants, major roads, and the airport. Welcome to the perfect blend of comfort and convenience in one of Florida's most sought-after vacation destinations. Step inside this spacious 2-story home featuring over 3,000 square feet of thoughtfully designed living space. The grand entry showcases custom tile work and elegant shadow box molding that flows through the living room and dining area. Soaring vaulted ceilings and high ceilings throughout create an open, airy feel you'll love. The completely renovated kitchen is a chef's dream with brand new cabinets and porcelain countertops installed May 2025. Premium Forno appliances include a double wall oven, 36-inch French door electric range with convection, oversized 40-inch refrigerator, and a convenient microwave drawer built into the cabinetry. All five bedrooms offer comfortable retreats, with the primary bath featuring a modern bidet toilet. New LVP flooring runs throughout the entire home, while bedrooms feature cozy carpet. Recent upgrades include a new HVAC system (July 2025), hot water heater (April 2025), pool filter (November 2025), and washer/dryer (April 2025). Relax in your private screened pool and spa with privacy screens, backing up to a peaceful nature preserve. The resort-style community amenities are incredible: clubhouse, fitness center, Tiki bar, pool, two hot tubs, splash park, waterslide, movie theater, sauna, and sports courts. With over $100,000 in upgrades, this move-in ready home is approved for short-term rentals, making it perfect for personal use or investment income. Don't miss this incredible opportunity!

2908 Banana Palm Drive, Kissimmee
$695,000
5 Beds ⋅ 6 Baths ⋅ Reunion West Ph 1 East SubDv. ⋅ 34747 Zip Code
Welcome to 7564 Marker Avenue, an outstanding turnkey investment and lifestyle opportunity in the highly desirable gated resort community of Encore at Reunion, just minutes from Walt Disney World and Orlando’s world-class attractions. This fully furnished, professionally themed 5-bedroom, 5.5-bath luxury home offers over 3,300 square feet of thoughtfully designed living space, blending comfort, style, and strong short-term rental potential. The open-concept main level features a spacious family room, dining area, and modern kitchen, with the primary suite conveniently located on the first floor for added privacy and functionality. Upstairs, guests will find additional themed bedrooms and a versatile bonus/game room, creating an immersive vacation experience that consistently appeals to short-term rental guests. The home is designed for maximum occupancy appeal while still offering a warm and inviting feel for personal use. Step outside to your private resort-style pool and spa, complete with outdoor lounging space ideal for relaxing or entertaining after a day at the parks. All furnishings are included, making this a true turnkey purchase opportunity ready for immediate enjoyment or rental income. Located within Encore at Reunion, residents and guests enjoy world-class amenities including a water park, clubhouse, fitness center, tennis courts, and 24-hour gated security. With its prime location, strong vacation rental demand, and resort-style features, this property represents an exceptional opportunity for both personal enjoyment and income-producing investment.

7564 Marker Avenue, Kissimmee
$439,900
4 Beds ⋅ 2 Baths ⋅ Wyndham Palms Ph 3 SubDv. ⋅ 34747 Zip Code
Do you visit Orlando so much that it simply makes more sense to own a vacation home there?  Do you often stay at hotels and Airbnbs and wish you had more of a "home" feel to enjoy your stay?  If you answered yes to any of these.....then 2220 Wyndham Palms Way in Kissimmee could be your next home away from home!  Securely located in a 24-hour guard-gated community, this fully furnished home has just undergone a very successful renovation and is now ready for its new owners.  Once across the threshold you can instantly appreciate the sellers have done for you; starting with a 100% updated kitchen that includes new quartz countertops, new cabinetry, new hardware, floating shelves and updated appliances, making this an entertainer's dream.  New laminate flooring leads you from the entryway and throughout the entire home, leaving not one stitch of carpet to walk on or worry about cleaning.  A two-way split floor plan creates additional privacy, with the primary bedroom located on the right side of the home, tastefully updated with custom woodwork and sconces that flank the brand new bedroom set.  Your hotel-like en-suite bathroom does not fall short in any way; and has matching quartz and cabinetry as the kitchen and secondary bathroom.  Three other generously sized bedrooms are on the opposite side of the home, each with its own brand new bedroom set and serviced by its own, very well-updated bathroom.  A thoroughly outfitted game room includes a billiards table, games for your guests, as well as its own private TV.  If you're ready to enjoy the Florida sun, this stunning back patio and pool area will not disappoint!  Tea lights set the backdrop for movie night by the pool, where you can create endless memories with your friends and family, and have guests leaving 5 stars after their stay.  > BRAND NEW FURNITURE | 100% UPDATED KITCHEN & BATHROOMS | LAMINATE FLOORING THROUGHOUT | 2018 ROOF | 2021 HVAC | 2024 POOL PUMP | 2020 POOL HEATER | 2022 WATER HEATER | < UP TO 70% OCCUPANCY & POTENTIAL NOI OF $35,000+.  Don't you deserve to own a piece of the Florida sunshine in 2026?

2220 Wyndham Palms Way, Kissimmee
$595,000
4 Beds ⋅ 5 Baths ⋅ Reunion Ph 02 Prcl 01 & 1a SubDv. ⋅ 34747 Zip Code
Virtually Staged. Exceptional 4-bedroom, 5-bathroom home on Arnold Palmer Championship Course (Hole 5) in gated Reunion Resort. This property features fresh interior paint, brand-new kitchen appliances, granite kitchen and bathroom surfaces, new washer/dryer in the primary residence, plantation shutters throughout, and 2-car garage. Open floor plan with soaring ceilings and natural light flows from the gourmet kitchen with granite countertops to spacious living areas perfect for entertaining, enhanced by a ceiling speaker system. Primary suite upstairs features spa-inspired ensuite with dual sinks, jetted soaking tub, and stand-up shower, large walk-in closet, plus private golf course balcony. Two additional bedrooms upstairs with another full bathroom accommodate family or guests. Separate fully-equipped in-law suite with one bedroom, full bathroom, kitchenette, and living room featuring private entrance—ideal for extended guests or rental income. Heated and cooled resort-style pool sits in fully fenced courtyard with vinyl fencing, covered patio for al fresco dining, and half pool bath. Reunion Resort community offers three championship golf courses, water park, lazy rivers, wave pools, luxury spa, tennis, and fitness centers. HOA covers lawn care, irrigation, pest control, high-speed internet, cable, pressure washing, and 24-hour gated security. Zoned for short-term rentals with excellent cash flow potential. Minutes from I-4, 429, and Central Florida attractions. Perfect as primary residence, vacation retreat, or investment property. Property does not include resort membership. Up to 1% towards buyer's closing costs if using Seller's preferred lender, terms and conditions apply.

7526 Excitement Drive, Reunion
$569,000
5 Beds ⋅ 4 Baths ⋅ Cove At Storey Lake 4 SubDv. ⋅ 34746 Zip Code
Welcome to this stunning fully furnished 5-bedroom, 4-bathroom vacation home located in the highly desirable community of Kissimmee! This beautifully designed property offers the perfect combination of comfort, style, and investment potential. Featuring spacious open-concept living areas, a modern kitchen with stainless steel appliances, and plenty of room for family and guests, this home is ideal as a primary residence, second home, or short-term rental. The highlight of the property is the incredible themed bedrooms, including a magical Harry Potter-inspired room and an exciting Star Wars-themed room, creating an unforgettable experience for guests of all ages. The home also boasts generously sized bedrooms, elegant bathrooms, and a private outdoor space perfect for relaxing after a day at the nearby attractions. Conveniently located just minutes from Disney, shopping, dining, and entertainment, this property is a rare opportunity to own a turnkey vacation home in one of Central Florida’s most sought-after areas. Don’t miss your chance to make this exceptional home yours!

2994 Protagonist Street, Kissimmee
$445,900
4 Beds ⋅ 3 Baths ⋅ Oak Island Cove SubDv. ⋅ 34747 Zip Code
Fully furnished 4-bedroom, 3-bath pool home located in the desirable Oak Island Cove community in Kissimmee, just minutes from Walt Disney World, Margaritaville Resort, shopping, dining, and major attractions. Whether you're looking for a primary residence, a vacation home, or a turnkey short-term rental investment, this property offers the perfect combination of comfort and flexibility. The spacious open floor plan features two primary suites, a bright living area, a private screened pool and a converted games room for added entertainment. Zoned for short-term rentals with low HOA fees, this move-in ready home is an excellent opportunity to enjoy the Florida lifestyle while offering outstanding vacation rental potential. ROOF replaced in 2018

2914 Blooming Alamanda Loop, Kissimmee
$219,900
3 Beds ⋅ 2 Baths ⋅ Poinciana Nbrhd 03 South Village 07 SubDv. ⋅ 34759 Zip Code
Investor/Handyman special! Property with great potential sitting on 0.29 acres. Needs Interior and Exterior TLC. Roof 2021 Sold as-is, cash or hard money only

419 Allspice Court, Kissimmee
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