Kissimmee/Celebration Homes with Pool Community Features

Kissimmee/Celebration Homes with Pool Community Features

Welcome to the enchanting region of Kissimmee and Celebration, Florida, where the magic of the Sunshine State meets the charm of suburban living. Nestled in Osceola County, this vibrant area is renowned for its proximity to world-famous attractions, including Walt Disney World, Universal Studios, and a wealth of outdoor adventures. With its picturesque landscapes, diverse dining options, and year-round sunshine, Kissimmee and Celebration offer a lifestyle that is as exciting as it is relaxing.

Kissimmee is characterized by its friendly neighborhoods and a strong sense of community, making it an ideal place for families, retirees, and everyone in between. The area boasts an array of homes, many of which feature stunning private pools that provide the perfect oasis for cooling off during those warm Florida days. Imagine lounging by your pool, sipping a refreshing drink, or hosting lively barbecues with friends and family in your own backyard paradise.

Celebration, originally developed by The Walt Disney Company, offers a unique blend of small-town charm and modern conveniences. Its tree-lined streets, quaint shops, and inviting parks create an enchanting atmosphere that feels like stepping into a storybook. Residents can enjoy community events throughout the year, fostering connections with neighbors and creating lasting memories.

Whether you're seeking a vacation home or a permanent residence, Kissimmee and Celebration promise a lifestyle filled with adventure, relaxation, and community spirit. Explore the homes with pool community features in this captivating region, and discover your dream home in the heart of Florida. Your oasis awaits!

Newest Kissimmee/Celebration Homes with Pool Community Features

$179,000
1 Beds ⋅ 1 Baths ⋅ Embassy Suites, Sunset Walk Hotel SubDv. ⋅ 34747 Zip Code
Welcome to luxury resort living at 8060 Vacation Ave #4409, a turn-key, fully furnished 1-bedroom, 1-bathroom studio condo positioned on the 4th floor of Building 4 in the prestigious Embassy Suites by Hilton at Sunset Walk. Designed with sleek modern finishes, this light-filled studio offers an effortless, hands-off experience for vacation home buyers and savvy real estate investors seeking strong short-term rental potential. Guests and owners enjoy world-class hospitality amenities, including a resort-style outdoor heated pool with a splash pad, lounge seating, a 24-hour fitness center, a signature on-site restaurant and lounge, complimentary made-to-order breakfast, and hassle-free theme park shuttle service. Unbeatable positioning puts you steps from the lively Promenade at Sunset Walk, featuring dozens of premier dining spots, boutique shopping, live music venues, and Island H2O Water Park. Located just minutes from Walt Disney World, Universal Studios, and Central Florida’s top attractions, this high-demand unit serves as both an ideal personal getaway and a high-performing income-generating asset in Orlando's prime tourism corridor.

8060 Vacation Avenue Unit 4409, Kissimmee
$250,000
3 Beds ⋅ 3 Baths ⋅ Emerald Island Resort Replat SubDv. ⋅ 34747 Zip Code
**Fully furnished and ready for its next owner!** This inviting 3-bedroom, 2.5-bathroom townhome is located in the highly desirable Emerald Island Resort, just minutes from Walt Disney World. The property is currently operating as a short-term rental, and future bookings may convey with the sale if the new owner chooses to continue with the current property management company. With a comfortable layout and everything needed for immediate enjoyment, this townhome is ideally suited as a vacation home, investment property, or personal getaway. Emerald Island is a gated, resort-style community offering two heated pools and spas, a clubhouse, fitness center, sauna, tennis and pickleball courts, mini golf, playgrounds, a nature trail, and more. A great opportunity to own a furnished townhome in one of Central Florida’s established vacation rental communities.

2782 Sun Key Place, Kissimmee
$375,000
3 Beds ⋅ 2 Baths ⋅ Sunset Lakes SubDv. ⋅ 34747 Zip Code
Unveil the ultimate waterfront escape at 2920 Sunset Lakes Blvd, a fully furnished 3-bedroom, 2-bathroom gem situated in the gated community of Sunset Lakes. Designed to embrace effortless Florida living, this single-story home features a fluid, open-concept floor plan that seamlessly flows out to a spacious, screened-in private pool area. Unwind on your lanai and take in serene, picturesque pond views—the ultimate backdrop for morning coffee, evening relaxation, or hosting guests poolside! Whether you are looking for a turnkey primary residence, a seasonal getaway, or a high-performing investment property, this home offers endless versatility. Residents of Sunset Lakes enjoy access to excellent neighborhood amenities, including a community pool, playground, and scenic fishing lakes complete with a pier and gazebo. Positioned just minutes from Walt Disney World, premier shopping outlets, local dining hubs, and top-tier golf courses, this property delivers a rare blend of quiet waterfront charm right near Central Florida's biggest attractions!

2920 Sunset Lakes Boulevard, Kissimmee
$260,000
2 Beds ⋅ 3 Baths ⋅ Encantada Ph 2 SubDv. ⋅ 34747 Zip Code
Great investment opportunity in the highly desirable Encantada Resort! This fully furnished, turnkey property offers a prime location in Kissimmee and is perfect for those looking to enjoy a vacation home, generate rental income, or use the property as a primary residence. This beautiful townhome features 2 bedrooms, 2.5 bathrooms, and 1,161 square feet of living space. The screened-in rear patio includes a private hot tub and peaceful views of the surrounding natural area. Enjoy a carpet-free home, with tile flooring throughout the first floor and laminate flooring on the stairs and second floor. The property is fully furnished and ready to enjoy from day one. Encantada Resort is a 24-hour gated community with excellent resort-style amenities, including heated pools, hot tubs, clubhouse, fitness center, playground, walking trails, and a poolside restaurant and bar. Ideally located just minutes from Walt Disney World, shopping, dining, golf, and major highways, providing easy access to everything Central Florida. A fantastic turnkey opportunity to enjoy, live in, or generate rental income from a property in one of Kissimmee’s most sought-after vacation destinations.

3063 White Orchid Road, Kissimmee
$699,000
5 Beds ⋅ 6 Baths ⋅ Reunion West Ph 4 SubDv. ⋅ 34747 Zip Code
Welcome to your Florida retreat! Located inside of Reunion West luxury community, right across from the waterpark, Encore Club, and tennis courts. The Encore Resort is a gated community offering a waterpark, a resort-style pool, restaurants, a kid's playroom, tennis courts, basketball courts, sand volleyball courts, a soccer field, fitness center, mini market and 24 hr. concierge service! A shuttle bus service is also available with transportation to nearby Walt Disney Resort, Disney Springs, Universal Studios, and shopping malls! This spacious 5-bedroom, 5.5 bath home offers nearly 3,000 square feet of beautifully designed living space with plenty of room to gather, relax, and entertain. Step inside to a bright, open layout that flows effortlessly into the kitchen and main living areas, then head outdoors to enjoy your own private pool, spa and covered patio-perfect for soaking up the Florida sunshine or unwinding after a day of fun. Generously sized bedrooms and abundant bathroom space make the home especially well-suited for hosting family and guests. With attractive curb appeal, a paver driveway, attached garage, and a location in the heart of the Kissimmee area, this home offers the space, and lifestyle buyers are looking for. Whether you're searching for a primary residence, Florida getaway, or investment opportunity, this one deserves a closer look. HOA includes landscaping maintenance, irrigation, pest control, pool care (optional), trash collection, cable TV, and high-speed internet! Schedule your private showing today!

289 Auburn Avenue, Kissimmee
$245,000
3 Beds ⋅ 2 Baths ⋅ Wyndham Palms Condo Ph 7 SubDv. ⋅ 34747 Zip Code
Fully Renovated Condo in Prime Airbnb Location! Secure your next high-performing asset with this exceptional 3-bedroom, 2-bathroom condo, perfectly positioned in a top-rated, income-producing short-term rental community. This is a genuinely turnkey investment; the property has been fully renovated from top to bottom, minimizing initial risk and maximizing your immediate cash flow. Enjoy peace of mind knowing all major components are new: a new electrical panel was installed in 2023, along with a newer AC condenser and a newer water heater. The unit boasts new flooring throughout, a brand-new kitchen featuring new cabinets, countertops, sink, disposal, and plumbing, complemented by all-new stainless-steel appliances. Both bathrooms feature updated vanities and accessories. Beyond the unit itself, guests will be drawn to the community's resort-style amenities, which include a swimming pool, clubhouse, restaurants, a full gym, basketball court, movie theater, and arcade. This rare combination of extensive, high-value mechanical updates and desirable amenities makes this unit an unbeatable choice for the savvy investor seeking a maintenance-free, high-yield property.

2302 Silver Palm Drive Unit 202, Kissimmee
$433,000
1 Beds ⋅ 1 Baths ⋅ Carlyle Residences South At Celebration Condo SubDv. ⋅ 34747 Zip Code
Perfectly Located in the Heart of Celebration! Looking for the perfect place in Celebration, Florida? Look no further! The Carlyle Condominiums, constructed by Issa Built in 2008, are located in the heart of Celebration’s downtown area and were designed with quality and distinctive living in mind. This beautifully updated 1-bedroom, 1-bath furnished ground-floor condo offers approximately 1,082 square feet of comfortable living space. Formerly a model unit, this private corner residence showcases quality finishes and thoughtful details throughout. The open-concept living area features high ceilings, crown molding, and tile flooring, creating a bright and welcoming atmosphere. The brand-new kitchen features new cabinetry, luxurious countertops, and comes fully equipped with appliances. Additional features include a spacious walk-in closet, soaking tub, separate shower, and in-unit laundry. Enjoy an unbeatable location just steps from Celebration’s charming restaurants, shops, lakeside, bars, and Starbucks. With approximately 26 miles of scenic biking and walking trails throughout the community, outdoor recreation is right outside your door. Whether you're looking for a full-time residence, a second home, or a place to enjoy the unique lifestyle of Celebration, this condo is a must-see! Come experience the charm, convenience, and lifestyle that make Celebration such a special place to call home.

803 Front Street Unit 4101, Celebration
$145,000
1 Beds ⋅ 1 Baths ⋅ Parkway Palms Resort Maingate Condo SubDv. ⋅ 34747 Zip Code
Investor Alert this is a unique property located at just 5 minutes from Disney perfect location airbnb allowed, short term rental allowed very good monthly earnings, completely recent renovated ready tu put on rent market, can be managed by the owner,

3100 Parkway Boulevard Unit 220, Kissimmee
$279,000
3 Beds ⋅ 2 Baths ⋅ Heritage Crossing, Reunion SubDv. ⋅ 34747 Zip Code
DIRECT GOLF COURSE VIEWS ON ARNOLD PALMER’S LEGACY COURSE IN REUNION RESORT. Overlooking the 11th tee box of Arnold Palmer’s Legacy Course, this updated 3-bedroom, 2-bath condo gives you the kind of view people come to Reunion for. Located on the second floor of Heritage Crossing, both balconies face the golf course. One off the living room and another directly off the primary bedroom. Inside, the 1,344-square-foot floor plan is bright, open, and easy to live in. The split-bedroom layout gives the primary suite added privacy, while updated flooring, a freshly painted kitchen, NEW REFRIGERATOR, and NEW DISHWASHER give the condo a fresh, updated feel. One of the most useful improvements is in the primary suite, where the original bathtub was removed and CONVERTED into a LARGE OWNER'S CLOSET, adding a significant amount of storage. Heritage Crossing has also recently received NEW ROOFS and FRESH EXTERIOR PAINT. Within the community are two pools, and owners and guests also have access to four additional resort pools and the Seven Eagles Fitness Center. Then there is Reunion itself. Located just minutes from Walt Disney World, Reunion Resort is one of Central Florida’s premier resort communities, known for its three Signature golf courses designed by Arnold Palmer, Jack Nicklaus, and Tom Watson. Reunion is also home to a 5-acre water park, tennis, pickleball, restaurants, resort amenities, 24-hour gated security and much more. Whether you are looking for a full-time residence, second home, long-term rental, or short-term vacation property, this condo gives you plenty of options in a location that is difficult to replicate. Schedule your showing today so you can experience the Reunion lifestyle for yourself!

7603 Heritage Crossing Way Unit 202, Reunion
$589,000
7 Beds ⋅ 5 Baths ⋅ Emerald Island Residence Ph 05-B SubDv. ⋅ 34747 Zip Code
The search is over! Welcome to 2752 Lido Key Dr, a spacious FURNISHED 7-bedroom, 4.5-bath pool home located in the gated Emerald Island Resort, just minutes from Central Florida’s world-famous attractions. Offering 2,883 sq. ft. of heated living space, this home provides the space, flexibility, and resort-style setting ideal for a primary residence, vacation home, or short-term rental opportunity. Designed with large families and vacation groups in mind, the home features two primary suites—one upstairs and one downstairs—and sleeping accommodations for up to 16 guests. The bright, open living area features soaring ceilings and abundant natural light, while the spacious kitchen offers granite countertops, stainless steel appliances, a large island with seating, and plenty of cabinet and prep space. Step outside to your own Florida retreat featuring a screened private pool and spa with a covered lanai, perfect for relaxing, outdoor dining, and entertaining. And the fun doesn’t stop there! The garage has been converted into a theater/game room featuring a projection system, recliner seating, and game area—an added entertainment space for family and vacation guests. Emerald Island Resort offers an impressive collection of amenities including a clubhouse, fitness center, sauna, community pool and spa, tiki bar, tennis, basketball, and volleyball courts, all within a gated resort community. The home is conveniently located near Walt Disney World, shopping, dining, entertainment, and major roadways. Whether you're looking for a spacious Florida residence, your own vacation getaway, or a furnished property with short-term rental potential, 2752 Lido Key Dr offers an exceptional combination of space, amenities, and location. The property may also qualify for up to $3,000 toward closing costs when using the seller's preferred lender. Contact us for eligibility requirements and details. Hurry!!! - schedule your private showing today!

2752 Lido Key Drive, Kissimmee
$235,000
3 Beds ⋅ 2 Baths ⋅ Wyndham Palms Condo Ph 1 SubDv. ⋅ 34747 Zip Code
Discover this fully furnished 3-bedroom, 2-bath condo in Windsor Palms Resort, a guard-gated community conveniently located just minutes from Walt Disney World, shopping, dining, entertainment, and major highways. Offering a comfortable and functional layout, the unit features vinyl flooring throughout the main living areas and includes all furnishings (except 3rd bedroom - twin beds were removed). The community permits both short-term and long-term rentals, providing flexibility for investors, vacation home buyers, or future full-time residents. Basic cable and internet are included in the HOA fee, while residents and guests enjoy access to a variety of resort-style amenities. The property is currently tenant-occupied with a lease through July 31, 2027; however, the tenant may be willing to negotiate an early move-out.

2301 Butterfly Palm Way Unit 203, Kissimmee
$325,000
3 Beds ⋅ 3 Baths ⋅ Villas At Reunion Square SubDv. ⋅ 34747 Zip Code
**TOP-FLOOR CORNER UNIT IN REUNION RESORT!** Whether you are looking for a luxurious vacation home, a primary residence, or a short-term rental investment, this beautifully furnished 3-bedroom, 3-bath condominium offers the flexibility to fit your lifestyle. Currently used as an active short-term rental and enjoyed by the owners as a weekend getaway, this fourth-floor corner unit offers a wonderful combination of comfort, privacy, and resort-style living. Step inside to a bright and spacious open-concept floor plan featuring a fully equipped kitchen with stainless steel appliances, wood cabinetry, granite countertops, and ample storage. The kitchen opens seamlessly into the expansive Great Room, creating the perfect space for entertaining family and friends or simply relaxing after a day enjoying the resort. Large sliding glass doors fill the living area with natural light and open to an impressive private balcony that stretches across the entire width of the condominium. Enjoy your morning coffee, dine al fresco, or unwind while taking in beautiful views of the Tom Watson Signature Golf Course and watching golfers make their way down the course. Each of the three bedrooms features its own private ensuite bathroom and generous closet space, providing comfort and privacy for owners and guests alike. The spacious primary suite includes two walk-in closets, a luxurious ensuite bath with both a soaking tub and separate shower, and its own sliding glass doors providing direct access to the balcony. Reunion Resort offers an exceptional vacation lifestyle with 24-hour gated security, multiple resort-style pools, restaurants, fitness facilities, and an array of amenities for owners and guests to enjoy. Conveniently located near Walt Disney World and Central Florida's world-class theme parks, attractions, dining, and entertainment, this property offers both an incredible personal getaway and an attractive rental opportunity. Come experience all that Reunion Resort has to offer and discover why this top-floor corner condominium could be the perfect fit for your Central Florida lifestyle!

1100 Sunset View Cir Unit 402, Reunion
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