Kissimmee/Celebration Homes with Private Pool type

Kissimmee/Celebration Homes with Private Pool type

Welcome to the enchanting region of Kissimmee and Celebration, Florida—two vibrant communities that offer a perfect blend of natural beauty, modern living, and a dash of magic. Nestled in Osceola County, Kissimmee is renowned for its proximity to world-famous attractions like Walt Disney World and Universal Studios, making it a prime destination for families and vacationers alike. Meanwhile, the picturesque town of Celebration, originally developed by The Walt Disney Company, boasts charming architecture, scenic parks, and a lively downtown area filled with boutique shops and delightful eateries.

One of the standout features of homes in this area is the allure of private pools. Imagine stepping into your own backyard oasis after a day of adventure, where you can unwind in the warm Florida sun or host a barbecue with friends and family. Homes with private pools provide the ultimate luxury and convenience, offering a refreshing retreat right at your doorstep. Whether you’re looking for a cozy single-family home or a spacious villa, Kissimmee and Celebration boast an impressive array of properties designed to suit every taste and lifestyle.

In addition to their stunning homes, residents of Kissimmee and Celebration enjoy a wealth of outdoor activities, from tranquil lakes and nature trails to vibrant community events throughout the year. With a commitment to community and a lifestyle centered around relaxation and fun, these neighborhoods truly embody the Florida dream. Explore your options today and discover the perfect home with a private pool, where every day feels like a vacation!

Newest Kissimmee/Celebration Homes with Private Pool type

$1,800,000
5 Beds ⋅ 4 Baths ⋅ Celebration South Village Unit 3 SubDv. ⋅ 34747 Zip Code
Perfectly positioned on a beautifully landscaped corner homesite in Celebration's sought-after South Village, this exceptional Issa Dorchester residence offers timeless architecture, luxurious finishes, and an impeccably maintained single-story floor plan designed for both elegant entertaining and everyday comfort. With a private one-bedroom garage apartment, a three-car garage, and a resort-style pool and spa, this home represents the very best of Celebration living. From the moment you enter, you'll appreciate the home's rich architectural details, including luxury plank flooring, extensive decorative trim, elegant cove ceilings, custom window blinds, and an abundance of natural light. The spacious family room serves as the heart of the home, featuring a handsome built-in entertainment center and seamless flow into the gourmet kitchen. Designed for the culinary enthusiast, the chef's kitchen is both stunning and functional, showcasing a professional-grade gas range with pot filler, granite countertops, stainless steel appliances, center island, breakfast bar, custom tile backsplash, recessed and designer pendant lighting, and generous workspace for entertaining. The thoughtfully expanded owner's retreat is one of the largest you'll find in Celebration, enlarged by approximately two feet during construction to create an exceptionally spacious primary suite. The luxurious primary bath offers a soaking tub, separate walk-in shower, and an inviting spa-like atmosphere. A handsome library/home office with custom built-in desk and bookshelves provides the perfect space for working remotely or enjoying a quiet retreat. Step outside to your private backyard oasis where a screened lanai overlooks the sparkling pool and spa, surrounded by mature landscaping. Vinyl fencing provides privacy while creating the perfect setting for relaxing or entertaining year-round. Above the oversized three-car garage, guests or extended family will enjoy a private one-bedroom apartment complete with its own kitchen. Additional features include a spacious laundry room with utility sink and abundant storage, designer lighting, built-in cabinetry, and meticulous pride of ownership throughout. Every detail reflects quality craftsmanship, making this residence feel virtually brand new. Located in the award-winning community of Celebration, residents enjoy an unmatched lifestyle featuring charming tree-lined streets, over 26 miles of scenic walking and biking trails, community parks, playgrounds, multiple resort-style pools, tennis and basketball courts, and a vibrant downtown filled with exceptional dining, boutique shopping, lakeside events, and year-round community celebrations. Ideally situated just minutes from Walt Disney World Resort, with convenient access to Interstate 4, State Roads 417 and 429, Orlando International Airport, and Central Florida's premier shopping, dining, golf, and entertainment destinations, this remarkable home offers luxury living in one of Florida's most iconic communities.

906 Spring Park Loop, Celebration
$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
$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
$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
$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
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