Kissimmee Homes with Gated Amenities

Kissimmee Homes with Gated Amenities

Welcome to Kissimmee, Florida, a vibrant city that perfectly blends the charm of small-town living with the excitement of big-city attractions. Nestled just south of Orlando, Kissimmee is renowned for its close proximity to world-famous theme parks, including Walt Disney World, Universal Studios, and SeaWorld. Beyond the thrills of the parks, Kissimmee offers stunning natural beauty with its picturesque lakes, lush parks, and outdoor recreational opportunities, making it an ideal destination for families and adventure seekers alike.

Kissimmee is not just a tourist hotspot; it's a great place to call home. The city boasts a diverse array of neighborhoods, each with its unique character and appeal. For those seeking a secure and serene living environment, homes with gated amenities are an excellent choice. These exclusive communities provide an added layer of privacy and security, allowing residents to enjoy peace of mind while embracing the vibrant lifestyle Kissimmee has to offer.

Imagine coming home to a stunning property nestled within a gated community, complete with beautifully landscaped grounds, resort-style amenities, and a strong sense of community. Many of these homes feature modern designs, spacious interiors, and access to luxurious facilities such as swimming pools, fitness centers, and recreational areas. Whether you are looking for a family-friendly abode or a serene retreat, Kissimmee’s gated communities cater to a variety of lifestyles.

Experience the magic of Kissimmee, where enchanting attractions meet a welcoming neighborhood spirit, and discover your dream home in a gated community that offers both luxury and tranquility. Welcome to your new beginning!

Newest Kissimmee Homes with Gated Amenities

3 Beds ⋅ 3 Baths ⋅ Emerald Island Resort Ph 2 SubDv. ⋅ 34747 Zip Code

Welcome to this beautifully maintained 3-bedroom, 2.5-bathroom Townhome located in the highly sought-after Emerald Island Resort, one of Kissimmee's premier gated short-term rental communities! Featuring an inviting open-concept floor plan, this home is designed for comfortable living and effortless entertaining. Tile flooring flows throughout the entire first floor, while the freshly painted downstairs ceiling enhances the abundant natural light, creating a bright and welcoming atmosphere. All three bedrooms are conveniently located on the second floor, providing privacy and a functional layout. The spacious primary suite features its own private balcony, the perfect place to enjoy your morning coffee or unwind in the evening. Recent updates include new luxury flooring in both full bathrooms along with new American Standard toilets, adding a fresh, modern touch. Step outside to enjoy the covered rear porch, offering a comfortable space to relax or entertain. This home is being sold fully furnished, making it an excellent opportunity as a primary residence, vacation home, or turnkey investment property in one of Central Florida's most popular short-term rental communities. Emerald Island Resort offers outstanding resort-style amenities, including 24/7 manned gated security, a community pool, tennis courts, mini golf, beach volleyball, basketball courts, fitness center, an on-site café, EV chargers at the Clubhouse and weekly community events for residents and guests. Conveniently located just minutes from Walt Disney World, shopping, dining, golf, and major highways, this home offers the perfect blend of comfort, convenience, and resort living.

8454 Crystal Cove Loop, Kissimmee

7 Beds ⋅ 7 Baths ⋅ Solara Residence SubDv. ⋅ 34747 Zip Code

Welcome to an exceptional, fully furnished vacation home in one of Solara Resort’s most desirable and convenient locations. Positioned on a wide homesite directly across from a beautiful park and community pond, this impressive 7-bedroom, 6.5-bathroom residence offers 4,093 square feet of thoughtfully designed living and entertainment space, all just a few steps from Solara’s Grand Clubhouse and resort amenities. The owners have made a substantial investment in renovations, furnishings, décor and entertainment upgrades, creating a polished, turnkey experience that stands apart from typical vacation homes. The expansive open-concept main level provides plenty of room for guests to gather, dine and relax. The spacious kitchen features stone countertops, modern appliances, generous cabinetry and an open connection to the main living and dining areas. The home offers 2 private primary suites, including a first-floor suite with direct access to the pool area and a second primary suite upstairs. A large second-floor gathering area gives guests additional space to spread out and enjoy the home. The entertainment-focused design includes themed bedrooms, arcade games, a movie room, a pool table and multiple spaces created specifically for memorable vacation experiences. Outside, enjoy a private heated pool and spa, pool lighting and a spacious paved deck designed for relaxing in the Florida sunshine. The home’s location near the clubhouse makes it especially convenient for vacationing guests while still providing the privacy and comfort of a single-family residence. Solara Resort is a gated, short-term-rental community offering a zero-entry resort pool, splash pad, FlowRider surf simulator, restaurant, pool bar, coffee bar, fitness center, basketball court, beach volleyball, full-size soccer field, playground and indoor and outdoor gathering areas. Whether used as a vacation rental investment, second home or personal retreat near Walt Disney World, this beautifully upgraded and fully furnished Solara residence delivers the space, location, amenities and guest experience today’s buyers are looking for.

1720 Sawyer Palm Place, Kissimmee

5 Beds ⋅ 5 Baths ⋅ Bellalago SubDv. ⋅ 34746 Zip Code

Virtually Staged. SPACE, PRIVACY & RESORT-STYLE LIVING IN BELLALAGO! Welcome to 1711 Windward Oaks Ct, an impressive 5-bedroom, 5.5-bath residence situated on an oversized 0.46-acre cul-de-sac lot in the sought-after gated community of Bellalago. Offering exceptional space, privacy and versatility, this home is ideal for a growing household, frequent guests or multigenerational living, with a generous bedroom and bathroom configuration that allows everyone to enjoy their own space. The expansive floor plan features multiple living areas designed for comfortable everyday living and entertaining, while the three-car garage provides plenty of room for vehicles, storage, bikes and recreational gear. One of the home's standout features is the oversized enclosed porch overlooking beautiful open green space. Whether enjoying morning coffee, gathering with family and friends or simply unwinding at the end of the day, this peaceful outdoor living area provides a wonderful extension of the home with added privacy and tranquil views. Beyond the home, Bellalago delivers the Florida lifestyle with an impressive array of resort-style amenities. Residents enjoy multiple pools, including a Junior Olympic pool, an interactive water park, fitness facilities, tennis and pickleball courts, basketball and volleyball, playgrounds, a dog park, walking and recreational areas, clubhouse facilities and community activities. On-site dining adds even more convenience and creates a great place to gather and socialize without leaving the neighborhood. Bellalago's location along beautiful Lake Tohopekaliga brings waterfront recreation right into the community, with fishing areas, boardwalks and private boat-ramp access for residents to enjoy boating and the outdoors. Everyday conveniences are also close at hand, with shopping, dining and services located just outside the community. With nearly half an acre, a desirable cul-de-sac setting, five bedrooms, five-and-a-half bathrooms, a three-car garage, expansive indoor and outdoor living spaces, peaceful green-space views and an exceptional resort-style community, this home offers much more than square footage—it offers the space and flexibility to fit today's lifestyle.

1711 Windward Oaks Court, Kissimmee

5 Beds ⋅ 7 Baths ⋅ Reunion West Vlgs North SubDv. ⋅ 34747 Zip Code

Welcome to 7829 Palmilla Court, a custom Mediterranean estate in Reunion Resort that delivers the rare combination of luxury living, premium golf frontage, resort amenities, and proven rental income potential. Set on one of the premier lots in Legend’s Corner, this oversized pie-shaped homesite offers an impressive 148 feet of frontage along the 12th green of the Nicklaus Tradition Course. Add a rare 3-car garage, long driveway, and an active Reunion Club membership, and the value here extends well beyond the home itself. Inside, the scale is immediately apparent. The grand entry opens to soaring 25-foot ceilings, dramatic architectural details, a winding staircase, wine room, walls of glass overlooking the pool, and multiple fireplaces throughout the residence. The chef’s kitchen was built for entertaining, featuring custom cabinetry, paneled refrigeration, a six-burner dual-oven range, oversized island with prep sink, hidden walk-in pantry, wet bar, wine refrigerator, ice maker, and seating for a crowd. The first-floor owner’s suite feels like a private retreat with its own fireplace, dual walk-in closets, direct pool access, and a spa-inspired bath with separate vanities, jetted tub, and walkthrough shower,. Entertainment is where Palmilla truly separates itself. The home offers a private theater, multiple game rooms, three wet bars, built-in audio throughout, a flexible gym/office or potential sixth bedroom, and expansive gathering spaces designed for groups of all sizes. Upstairs, additional king suites enjoy private baths and balcony access overlooking the pool and golf course. Outside, the resort lifestyle takes over. The expansive travertine lanai features a summer kitchen with built-in grill and sink, fireplace, TV, generous covered living space, and a full pool bath. The custom pool includes a round infinity-edge spa, sun shelf, water features, and sweeping golf-course views that become even more impressive at sunset. For buyers seeking income potential, this property brings more than just possibility — it brings a strong established rental history with excellent occupancy, making it an attractive option as a luxury vacation rental, second home, or hybrid personal-use investment. Whether the goal is to generate income when you’re away, create unforgettable family vacations, entertain on a grand scale, or simply enjoy one of Reunion’s most impressive golf-front settings, 7829 Palmilla Court offers a lifestyle few properties can match.

7829 Palmilla Court, Kissimmee

2 Beds ⋅ 2 Baths ⋅ Terra Condo SubDv. ⋅ 34741 Zip Code

Welcome to this charming 2 bedroom, 2 bathroom condo in the heart of Kissimmee! Featuring tile flooring throughout, this home offers a bright, open, and airy feel that’s easy to maintain. Relax on the screened in balcony, the perfect spot to enjoy your morning coffee or unwind at the end of the day. The spacious primary suite provides plenty of room for your furniture and includes a private en-suite bathroom. For added peace of mind, the A/C system was recently replaced. Residents can enjoy the community swimming pool and convenient on site laundry facilities. Ideally located near Lynx bus lines, shopping, banks, hospitals, restaurants, and a variety of local attractions, this condo offers comfort, convenience, and an unbeatable location. Don’t miss this opportunity, call today and start living the Florida lifestyle!

1034 Plantation Drive Unit D4, Kissimmee

3 Beds ⋅ 2 Baths ⋅ Springlake Village SubDv. ⋅ 34744 Zip Code

Welcome to this AMAZING Waterfront home in the highly desirable GATED community of Springlake VillageHome. This home Offers an OPEN Floor Plan that consists of 3 Bed and 2 Bath. The home features include new roof, newer AC, large bedrooms, a spacious kitchen, island space and vaulted ceilings. This Home has an outstanding water view with a private lanai —a perfect spot to unwind and enjoy the fresh air while admiring the water view. Located in a beautiful neighborhood with amenities that include a fitness center, club house, pool, tennis court, playground, picnic area and within driving minutes from Orlando International Airport, Lake Nona Medical City, Theme Parks, Schools, etc. Call now to schedule your showing!!!!

3807 Wood Thrush Drive, Kissimmee

3 Beds ⋅ 2 Baths ⋅ North Shore Village SubDv. ⋅ 34744 Zip Code

Welcome to this beautifully updated 3 bedroom, 2 bath home with a dedicated office, located in a desirable gated community just minutes from Lake Nona and Orlando International Airport. This move-in-ready home features tile throughout, new appliances, fresh interior and exterior paint, and a newer HVAC system. The bright, open floor plan offers a spacious and comfortable layout perfect for everyday living and entertaining, with the added flexibility of a private office ideal for working from home or study space. Step outside to a large backyard with no rear neighbor, providing extra privacy and plenty of room for outdoor enjoyment. Conveniently located near shopping, dining, major roadways, and everything the Lake Nona area has to offer, this home is a great opportunity in an ideal location!

2806 Scenic Lane, Kissimmee

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

GREAT POOL & SPA VACATION HOME. There are 5 bedrooms, 5 bathrooms, with 2 luxurious owner suites! Additional rooms include a laundry room, loft, and game room. This beautiful home is located in Storey Lake, where Central Florida's major attractions are just minutes away. Walt Disney World is located just 5 miles West, Lake Buena Vista and Disney Springs are just 3 miles North, the Loop is just 2.5 miles East and the Orlando International Airport is just 15 miles away. The kitchen has quartz counters, 42" cabinets, slate appliances, window blinds, and more. Amenities include Tiki Bar/Grille, Canoe/Kayak Rental, Lazy River, Fitness Center, Miniature Golf, Quiet Pool, Splash Pad, Double Slide, Volleyball Court & Sports Court. See why many residents have already made Storey Lake their home.

2811 Bookmark Drive, Kissimmee

3 Beds ⋅ 2 Baths ⋅ Club Cortile Ph 06 Condo SubDv. ⋅ 34746 Zip Code

This End Unit is on the 2nd floor, the 3 bedroom, 2 bathroom condo with a screened balcony is Fully Furnished, Ready Move In! It is located in the professional managed beautiful "Club Cortiile" Gated community which has many amenities including a large inground pool, spa, tennis court, playground, and much more. The area is close to the entrance of world most well-known theme park: Walt Disney World, which offers both business and entertainments convenience. Sam's Wholesale Club is just around the corner in walking distance from the community, nearby shopping plazas full of named fast food chains, restaurants and specialty stores. Wal-Marts stores are on both east and west sides within 3 miles distance, Target, Marshall Depts. and Publix Supermarket are all around the corners which provide many employment opportunities. This area is in the convenience of all major expressways (417 Greenway, Osceola Parkway) and highways (Hwy 192, 535) which leading to Kissimmee/Orlando business districts and east/west coasts!

2806 Club Cortile Circle Unit B, Kissimmee

3 Beds ⋅ 2 Baths ⋅ West Lucaya Village SubDv. ⋅ 34747 Zip Code

"LOCATION, LOCATION, LOCATION" Beautiful Location with 24/7 access to the community with electronic gate code, 24/7 private surveillance with vehicle security ,cameras with TV'S screens monitoring in the community , FULLY FURNISHED!!! *3 BED / 2 BATH* Townhome nestled in a premium location at the sought-after VACATION COMMUNITY * WEST LUCAYA RESORT*. This home offers LAMINATE VINYL FLOORINGS throughout all common living and wet areas on main level, for easier cleaning and maintenance. The KITCHEN is equipped with 32" UPPER CABINETRY, GREY GRANITE COUNTERTOPS and STAINLESS STEEL APPLIANCES such as side-by-side refrigerator, range, microwave and dishwasher. The carpeted MASTER SUITE features spacious BATHROOM with granite counters, bath tub, double vanity and walk-in closet. Upstairs, BEDROOMS 2 and 3 share the 2nd BATHROOM and it is where the LAUNDRY is conveniently located and include Smarts TV's in all beds and Living Room. The community offers a CLUBHOUSE equipped with FITNESS ROOM, BUSINESS CENTER, CONVENIENCE STORE, PLAY ROOM with flat screen TVs and games, community pool with spa. The external maintenance, landscaping, INTERNET and CABLE TV are INCLUDED on HOA. Walking distance from US192, close to shops, restaurants, groceries and attractions, West Lucaya Resort is within 10 minutes from Disney Parks, Margaritaville Resort and different shopping places. There are no restrictions one short-term or long -term. IT IS CURRENTLY LEASED FOR $2,150 MONTHLY, WITH A SECURITY DEPOSIT OF $4,300, EQUIVALENT TWO MONTHS RENT. THE CURRENT LEASE EXPIRES ON MARCH 31, 2027. MOTIVATED SELLER DON'T MISS THIS OPPORTUNITY.

8927 Shine Drive, Kissimmee

6 Beds ⋅ 4 Baths ⋅ Windsor Hills Ph 7 SubDv. ⋅ 34747 Zip Code

Welcome to your ultimate vacation retreat, ideally located just 5 miles from Walt Disney World in the highly sought-after Windsor Hills Resort! This beautifully maintained 6-bedroom, 4-bathroom pool home offers the perfect combination of comfort, entertainment, and resort-style living, making it an excellent choice as a second home or high-performing short-term rental investment. The property has been meticulously cared for and features numerous significant upgrades, including luxury vinyl plank flooring throughout (2022), upstairs A/C (2020), downstairs A/C (2022), pool heater (2021), pool motor/pump (2023), pool safety fence (2023), and dishwasher (2026). The home also features a durable tile roof, offering added longevity and value. The main level includes a bedroom and full bathroom, ideal for guests or multi-generational living. Upstairs, you'll find two spacious suites plus three themed guest bedrooms, providing plenty of room for family and vacation guests. The garage has been converted into a fun-filled game room, creating additional entertainment space for all ages. Step outside to your private screened-in pool, the perfect place to relax and enjoy the Florida sunshine. The HOA fee includes lawn service, daily valet trash pickup, internet, and basic cable. Windsor Hills offers outstanding resort amenities, including 24/7 manned gated entry, a resort-style clubhouse and community pool, sports courts, putting green, and more. Conveniently located just minutes from Disney theme parks, major Central Florida attractions, dining, shopping, championship golf courses, airports, and Florida's famous beaches, this is an exceptional opportunity to own a turn-key vacation home in one of Central Florida's most desirable resort communities.

2536 Holtrock Street, Kissimmee

3 Beds ⋅ 2 Baths ⋅ Forest Edge SubDv. ⋅ 34741 Zip Code

Prime location, Gated community, close to the major highways and shopping centers, Minutes away from the loop,, New AC 2021, 3/2 with bonus room on second floor, enjoy the big patio located on the back, which overlooks the volleyball court.

3511 Maple Ridge Loop, Kissimmee

Start Your Search