Kissimmee Homes with Pool Community Features

Kissimmee Homes with Pool Community Features

Welcome to Kissimmee, Florida – a vibrant city that perfectly blends the magic of theme parks with the warmth of Southern charm. Nestled just south of Orlando, Kissimmee is renowned for its proximity to world-famous attractions such as Walt Disney World, Universal Studios, and SeaWorld. This lively city is not only a haven for tourists but also a delightful place to call home, offering an array of recreational activities, shopping opportunities, and dining experiences that cater to all tastes.

One of the most alluring features of Kissimmee is its stunning homes with pool community options. Imagine stepping out of your back door into a private oasis, where you can unwind in your own sparkling pool under the Florida sun. These communities are designed with both relaxation and entertainment in mind, perfect for families and individuals who enjoy a resort-style lifestyle. With spacious layouts, modern amenities, and beautifully landscaped surroundings, homes in Kissimmee's pool communities provide the ideal setting for hosting gatherings or enjoying quiet evenings under the stars.

Moreover, residents of these communities often benefit from additional amenities such as clubhouses, fitness centers, and walking trails, all contributing to a vibrant and active lifestyle. Whether you’re seeking a vacation home or a permanent residence, Kissimmee’s homes with pool community features offer a unique blend of comfort and convenience, making it a perfect place to create lasting memories. Embrace the Florida lifestyle in Kissimmee, where every day feels like a vacation!

Newest Kissimmee Homes with Pool Community Features

2 Beds ⋅ 2 Baths ⋅ Carlyle Residences South At Celebration Condo SubDv. ⋅ 34747 Zip Code

This NEWLY RENOVATED Carlyle Residences condo sits in the HEART OF CELEBRATION with restaurants, shopping and entertainment right outside of your door! Enter to find new VINYL PLANK FLOORING (2026), CEILING FANS (2026), LIGHT FIXTURES (2026) and FRESH PAINT (2026) throughout the home along with TALL CEILINGS and CROWN MOLDING. There are new QUARTZ COUNTERTOPS, sink and faucet (2026) in the eat-in kitchen which also has a spacious breakfast bar at the island, a closet pantry and a dinette. The OPEN FLOORPLAN is filled with natural light from the large windows and 2 sets of FRENCH DOORS that lead to the PRIVATE BALCONY overlooking Celebration Avenue! The FLEX SPACE will make a great 3rd bedroom, office, or home gym and has new French doors (2026) for privacy. The primary bedroom has a large WALK-IN CLOSET, spacious en-suite bathroom with double sinks, separate shower and garden tub. The 2nd bedroom is spacious with a walk-in closet. There is a laundry closet with a storage rack and appliances that convey. This condo includes a private 1-car GARAGE located conveniently at the stairs that lead to the condo. The garage was also recently painted and has an EPOXY FLOOR (2026). The building has an ELEVATOR for easy access. Celebration is a golf cart community, and the amenities include pools, playground, tennis courts, a dog park and so much more!

762 Celebration Avenue Unit 2201, Celebration

4 Beds ⋅ 4 Baths ⋅ Compass Bay Unit 4 SubDv. ⋅ 34746 Zip Code

FULLY FURNISHED, SHORT-TERM RENTAL READY & GATED – this 4-bedroom, 3.5-bath townhome in the sought-after Compass Bay community of Kissimmee offers everything you want in a vacation home, investment property or Central Florida getaway! Modern furnishings, THEMED BEDROOMS, upgraded lighting, DOUBLE-PANE WINDOWS with window treatments and a HYBRID ELECTRIC/HEAT PUMP WATER HEATER add comfort, efficiency and style. The tiled OPEN-CONCEPT MAIN FLOOR makes everyday living and entertaining easy, with a spacious living and dining area flowing into a well-appointed kitchen featuring STAINLESS STEEL APPLIANCES and a long BREAKFAST BAR with plenty of seating for casual meals. A convenient half bath off the foyer completes the first floor. All four bedrooms are upstairs, creating separation from the main living areas. The PRIMARY SUITE features its own full en-suite bath, while the SECOND BEDROOM is a JUNIOR SUITE setup with another private bath. Bedrooms three and four share a third full bathroom, and the UPSTAIRS LAUNDRY closet keeps it close to the bedrooms. Outside, enjoy the large PAVER PATIO with VINYL PRIVACY FENCING – an inviting space to relax after a long day at the parks and a COVERED FRONT PORCH that welcomes you home. Compass Bay delivers LOW-MAINTENANCE TOWNHOME LIVING in a GATED COMMUNITY with a COMMUNITY POOL and an excellent Kissimmee location. With easy access to Osceola Parkway, US-192/530, SR 535 and SR 417, you are just minutes from Central Florida’s THEME PARKS, RESORT AREAS, shopping, dining and entertainment. Whether you are looking for a fully furnished short term rental, vacation home or a place of your own near Orlando’s world-famous attractions, this Compass Bay townhome delivers the space, location and flexibility to make it happen. Call today for more information and schedule a tour!

5109 Killarney Way, Kissimmee

2 Beds ⋅ 2 Baths ⋅ Indian Wells Unit 7 SubDv. ⋅ 34746 Zip Code

CORNER LOT | BRAND NEW VINYL FENCE | NEW ROOF 2025 | FULLY RENOVATED POOL | FRESH INTERIOR PAINT | SHORT-TERM RENTALS ALLOWED & MORE!! Enjoy Florida living in this well-maintained 2-bedroom, 2-bath home, perfectly positioned on a corner lot with a flexible location near Orlando's major attractions. Whether you're searching for a primary residence, vacation home, long-term rental, or short-term rental opportunity, this property offers comfort, convenience, and versatility. Recent updates make this one move-in ready: a newly renovated pool, brand new vinyl fencing, new pavers in backyard, fresh interior paint, and a new 2025 roof — all major-ticket items already taken care of for you. Step through the sliding glass doors off the kitchen into your screened pool area, where indoor-outdoor living comes easy for relaxing or entertaining. Tile flooring runs throughout the entire home, and the 2-car garage offers plenty of room for parking, storage, and laundry. Optional HOA amenities include a community pool, playground, basketball court, and tennis courts. Conveniently located between SR 535 and Osceola Parkway, you're just 8 miles from Disney, 7 miles from SeaWorld, and 12 miles from Universal. Publix and Walmart are less than a mile away, with plenty of dining, shopping, and entertainment nearby. Schedule your private showing today!

3221 White Dove Lane, Kissimmee

N/A SubDv. ⋅ 34758 Zip Code

THIS PROPERTY IS A FLAG LOT WITH GREAT POTENTIAL FOR YOUR FUTURE HOME OR AN INVESTMENT PROPERTY.MAKE YOUR MOVE BEFORE IT'S TAKEN.

Aurelia Ct, Kissimmee

5 Beds ⋅ 5 Baths ⋅ Storey Lake SubDv. ⋅ 34746 Zip Code

WHY WAIT FOR A NEW HOME TO BE BUILT, when you can by an AMAZING, FULLY furnished/decorated by a professional interior designer AND REALLY close TO THE RESORT AMENITIES? This is a turn-key home with pretty much nothing to be done by the new owner. This Alexander model features 5 bedrooms and 5 bathrooms. The Storey Lake Resort is one of the closest locations to Disney parks, 5 minutes from Lake Buena Vista Outlet and Loop shopping and convenient access to shopping, dining and entertainment. The resort has an AMAZING clubhouse with lazy river, pool, beach volleyball court, slides, splash area, mini golf, bar, kayaking and much more.

4726 Sleepy Hollow Drive, Kissimmee

2 Beds ⋅ 2 Baths ⋅ Sunset Walk Hotel Condo Ph 1 SubDv. ⋅ 34747 Zip Code

Experience the ultimate vacation lifestyle at 3151 Sunset Walk Drive, #514, a beautifully appointed 2-bedroom, 2-bathroom condo at Embassy Suites by Hilton Orlando Sunset Walk. This 1,048-square-foot Inspiration floor plan offers a desirable corner location with views of the resort pool, bringing the vacation atmosphere right to your doorstep. Inside, the stylish kitchen features rich navy-blue cabinetry, quartz countertops with a waterfall island, and a modern design that flows seamlessly into the living space. The primary suite offers a relaxing retreat with an oversized shower and separate soaking tub enhanced with mid-century modern tile and fixtures, while the second bedroom provides comfortable accommodations for family and guests. The second bedroom can sleep two people with adjoined twin beds, both with reading lights and built-ins to store that book you’ve saved for your vacation. Beyond the condo, enjoy an impressive array of resort amenities, including a sparkling pool, splash pad, tiki bar, fitness center, complimentary made-to-order breakfast, and evening reception. Guests can also take advantage of free shuttle service to the theme parks, access to Island H2O Water Park, and the vibrant dining, shopping, and entertainment just steps away at The Promenade at Sunset Walk. Whether you're looking for a personal vacation getaway or a short-term rental investment, this property offers more than a place to stay — it's an opportunity to make the vacation part of the lifestyle.

3151 Sunset Walk Drive Unit 514, Kissimmee

5 Beds ⋅ 4 Baths ⋅ Storey Lake SubDv. ⋅ 34746 Zip Code

Pride of ownership shines throughout this upgraded turnkey 5-bedroom, 3.5-bath home with a first-floor primary suite in the gated resort community of Storey Lake. Lovingly maintained by its original owner and never rented, this nearly 4,000-square-foot residence is ready for you to move right in. Inside, rich hardwood and elegant tile flooring flow throughout, and the kitchen features beautiful granite countertops. The first-floor primary suite, finished with warm wood floors, offers privacy and convenience, while a separate dedicated office makes working from home easy. Upstairs, an expansive loft is ready to become a media room, game room, playroom, or second living area. Everyday living is easier with TWO laundry rooms, one on each floor, plus a security system for added peace of mind. Outside, enjoy a fully fenced backyard and screened patio, ideal for morning coffee or weekend barbecues. Best of all, a private gate in the fence opens right across from the clubhouse, putting the resort-style pool, fitness center, playgrounds, and dog park just steps away. A paver driveway, custom concrete curbing, and a sought-after 3-car garage complete the curb appeal. Living in Storey Lake feels like a vacation every day, just minutes from Central Florida's world-famous attractions, shopping, and dining. Homes this well-maintained don't come along often. Schedule your private showing today!

3074 White Horse Court, Kissimmee

4 Beds ⋅ 4 Baths ⋅ Preserve At Tapestry Ph 1 SubDv. ⋅ 34741 Zip Code

Welcome to 3611 Mount Vernon Way, where thoughtful updates, generous living spaces, and a beautiful connection to the outdoors come together in a home designed for enjoyment. Located in The Preserve at Tapestry, this beautifully maintained residence offers 4 bedrooms plus a versatile bonus room and a full first-floor bathroom, giving you flexibility for a home office, guest space, playroom, or whatever best suits your lifestyle. The open floor plan creates an effortless flow between the kitchen, casual dining area, and living spaces, while abundant natural light and warm finishes give the home an airy yet welcoming feel. Freshly painted inside and out, the home feels refreshed and move-in ready. Generous storage is another thoughtful feature, with walk-in closets in every bedroom. A spacious 3-car garage adds exceptional versatility, with protected parking for multiple vehicles plus valuable extra space for storage, hobbies, a workshop, or personal projects. All bathrooms have been beautifully remodeled, with thoughtful functionality incorporated into the design. Both the primary bath and the full bathroom downstairs feature roll-in showers. The primary suite is a retreat of its own, complete with his-and-hers walk-in closets and highlighted by a spa-inspired bath with dramatic Calacatta-style large-format tile, a spacious frameless glass shower, elegant brushed-gold finishes, a ceiling-mounted rainfall shower, handheld sprayer, body jets, and refined details throughout. Important improvements add even more peace of mind, including a 2024 roof, 2024 A/C, a whole-house salt-based water softener, and a freshly finished epoxy garage floor. Florida living continues outdoors with a spacious covered lanai and an extended paver patio with a fire pit, an inviting setting for morning coffee, relaxed evenings, entertaining friends, or simply enjoying the outdoors. Beyond the home, the community pool enjoys a picturesque lakeside setting, surrounded by water and natural views, a beautiful place to unwind and take in Florida’s colorful sunsets. Nearby green spaces and trails further enhance the connection to nature. And while the setting feels peaceful and residential, everyday conveniences are close at hand, with easy access to shopping, dining, and entertainment at The Loop, Central Florida’s world-famous attractions, including Walt Disney World, and nearby educational options, including public charter schools. More than simply a beautiful home, 3611 Mount Vernon Way brings together flexible living, meaningful updates, indoor-outdoor spaces, natural surroundings, and everyday convenience, all in one inviting Central Florida setting. Please note: The grand piano is not included in the sale.

3611 Mt Vernon Way, Kissimmee

3 Beds ⋅ 4 Baths ⋅ Charleston Place SubDv. ⋅ 34747 Zip Code

Virtually Staged. Welcome to Charleston Place in Celebration’s desirable North Village, where classic neighborhood charm meets beautifully updated interiors and an exceptional amount of living space. Offering more than 2,500 square feet across three levels, this impressive townhome features three generously sized bedrooms, each with its own private ensuite bath and walk-in closet, plus a convenient first-floor half bath. The home has undergone an extensive series of recent updates, creating a fresh, polished and beautifully cohesive interior. Walls, ceilings and doors have been completely repainted, with new blinds, ceiling fans and light fixtures throughout. Additional updates include new door handles, hinges and hardware, along with updated light switches and outlets. The open-concept main level offers spacious living and dining areas flowing naturally into the kitchen, where quartz countertops provide a clean, sophisticated finish. Beautiful porcelain wood-look plank flooring extends throughout the first floor, combining the warmth of wood with the durability of porcelain tile. A true highlight is the collection of recently remodeled bathrooms, beautifully finished with a luxurious contemporary aesthetic. Updates include designer vanities with quartz and marble tops, new showers and tubs, toilets, faucets, shower controls, mirrors and lighting, along with premium large-format porcelain tile on the walls and floors. The result is a series of stylish, spa-inspired spaces that feel fresh, refined and move-in ready. The second floor features two oversized bedrooms, each with a private ensuite bath and large walk-in closet. A conveniently located laundry closet is just steps away. The entire third floor is dedicated to an expansive, apartment-sized bedroom suite with its own full bath and walk-in closet. New luxury vinyl plank flooring enhances this private level, making it ideal for guests, extended family, a home office or anyone who appreciates additional privacy. Outside, a secluded garden courtyard surrounded by mature landscaping provides a peaceful setting for morning coffee, evening cocktails or simply enjoying Florida’s year-round outdoor lifestyle. A detached two-car garage offers excellent parking and storage. Additional improvements include an A/C replaced in 2021 and water heater replaced in 2024. And then there’s the Celebration lifestyle! North Village offers the inviting neighborhood atmosphere that makes Celebration such a distinctive place to call home. Residents enjoy community pools, parks, playgrounds and recreational amenities, along with picturesque paths, lakes and tree-lined streets perfect for walking and biking. Celebration Town Center is nearby, offering restaurants, cafés, boutiques and year-round community events. Walt Disney World and Central Florida’s world-famous attractions are just minutes away, while convenient access to I-4 connects you with Orlando, Tampa and surrounding communities. Orlando International Airport is approximately 30 minutes away, with Florida’s Atlantic and Gulf Coast beaches within easy reach. With more than 2,500 square feet, three private bedroom suites, extensive recent renovations, a two-car garage and a sought-after North Village location, this home delivers the space, style and lifestyle that make Celebration living so special.

319 Celebration Boulevard, Celebration

2 Beds ⋅ 2 Baths ⋅ Melia Hotel SubDv. ⋅ 34747 Zip Code

*****NEW UPDATED, MODERN FURNITURE PACKAGE***** This stunning, fully furnished 2-bedroom, 2-bathroom condo is situated in the highly sought-after Melia Orlando Suite Hotel in Celebration. As a condominium hotel, it provides exceptional accommodations, amenities, and services for both guests and owners. Located just minutes away from major theme parks such as Disney, Universal Studios, and Sea World, this property offers an ideal location. The Melia provides private transportation to the theme parks, and guests can also request a complimentary day pass to the Celebration Health gym and spa, which is conveniently located across the street. The condo features a spacious, modern floor plan, complete with two private balconies that spectacular views of Celebration and the surrounding areas. Inside, the condo includes a comfortable living room and a kitchen equipped with elegant stainless steel appliances, designed for both style and functionality. The primary bedroom is inviting and includes a bathroom with both a tub and a separate glass shower stall. The Melia offers an impressive array of amenities, including a community resort pool with a 360-degree vanishing edge, a poolside restaurant and bar, a gift shop, and executive conference rooms. Additional features include a checking desk for convenience, a dog walking park, a beach volleyball court, mini soccer/ football pitch and a picnic area. The hotel is renowned for its excellent customer service and maintenance standards. The quarterly HOA/COA fees cover all utilities and recreational facilities. Owned and operated by The Melia Group, a renowned European hotelier, this property is well-maintained and conveniently located near Celebration, Water Tower Place shopping, and local dining options. It offers easy access to theme parks, Orlando International Airport, and both East and West coast beaches. This unit is perfect for personal use or for foreign nationals seeking a vacation retreat. Additionally, the hotel manages the property effectively during non-use periods, providing a hassle-free investment. This condo is a must-see for those looking to combine personal enjoyment with the benefits of hotel management.

225 Celebration Place Unit 427, Kissimmee

9 Beds ⋅ 10 Baths ⋅ Whitemarsh Cove SubDv. ⋅ 34747 Zip Code

Virtually Staged. LUXURY REUNION RESORT INVESTMENT ESTATE | 9 En Suite BEDROOMS | PRIVATE POOL & SPA | THEMED VACATION RENTAL OPPORTUNITY Welcome to 7626 Whitemarsh Way, an exceptional luxury vacation home located within the exclusive gated enclave of Whitemarsh Cove in Reunion Resort, the only community in Reunion with the option to purchase a very exclusive, very hard to obtain Golf Membership. Designed for both luxury living and high-performing short-term rental potential, this expansive 9-bedroom, 10-bathroom estate offers over-the-top accommodations for large families, corporate retreats, golf groups, and Disney vacationers seeking an elevated resort experience just minutes from Walt Disney World. Inside, guests are welcomed by a bright open-concept floor plan featuring expansive gathering spaces, a chef-inspired kitchen with oversized island, multiple entertainment areas, themed bunk rooms, and a dedicated game room designed to maximize guest enjoyment and rental appeal. With sleeping accommodations for 20+ guests, this property is ideally positioned to capitalize on Orlando's thriving vacation rental market. Step outside to your private resort-style oasis featuring a heated pool, spa, spacious lanai, and outdoor entertaining areas overlooking one of Florida's premier golf resort communities. Just moments away, enjoy access to Reunion Resort's world-class amenities and championship golf experiences. Spanning more than 2,300 acres, Reunion Resort offers an unmatched luxury lifestyle featuring three signature golf courses designed by Arnold Palmer, Jack Nicklaus, and Tom Watson, along with a water park, lazy river, waterslides, tennis courts, pickleball, fitness center, multiple dining venues, and year-round resort activities. Located just minutes from Walt Disney World, Universal Orlando, world-class shopping, dining, and entertainment, this property offers the perfect combination of luxury ownership, lifestyle, and investment opportunity. Guests and owners alike enjoy convenient access to Orlando's top attractions, including shuttle service to Disney. Whether you're seeking a luxury second home, a themed Airbnb investment property, a golf retreat, or a high-income-producing vacation rental, this exceptional Reunion Resort estate delivers the ultimate Central Florida resort lifestyle. Schedule your private showing today and discover why Reunion Resort continues to be one of Orlando's premier destinations for luxury living and vacation home investment. Home will come with an option to buy a Reunion Resort Membership. ** FOUNDERS CLUB Pricing subject to change, please inquire. **

7626 Whitemarsh Way, Reunion

3 Beds ⋅ 3 Baths ⋅ Seven Eagles Condo SubDv. ⋅ 34747 Zip Code

Welcome to your dream getaway! This beautifully renovated 3-bedroom, 3-bathroom townhome offers over 2,100 square feet of spacious, thoughtfully designed living space, giving everyone plenty of room to relax and unwind—no one feels cramped here! Fully renovated and turnkey, this stunning home is ready for you to move in, vacation, or make it your perfect investment property. The spacious layout features a private primary suite separated from the additional bedrooms, providing an ideal retreat for relaxation and privacy. Located in beautiful Reunion Resort, this home offers the perfect blend of luxury, comfort, and convenience. Enjoy beautiful golf course surroundings and all the resort lifestyle has for you, while being just minutes from Orlando’s world-famous theme parks, shopping, dining, and entertainment. And when you return home, you may find you don’t want to leave! With exceptional resort amenities (restaurants, clubhouses, 11 pools and more!) and a vacation-like atmosphere, Reunion Resort makes every day feel like a staycation. Whether you’re looking for a luxurious vacation retreat, a second home, or a turnkey investment opportunity, this spacious golf-course townhome delivers the space, style, privacy, and resort lifestyle you’ve been looking for.

7526 Seven Eagles Way, Kissimmee

Start Your Search