Kissimmee/Celebration Homes with Security Amenities

Kissimmee/Celebration Homes with Security Amenities

Welcome to the enchanting region of Kissimmee and Celebration, Florida—where the charm of small-town living meets the excitement of nearby world-renowned attractions. Nestled in Osceola County, Kissimmee is a vibrant city known for its rich history, beautiful landscapes, and a warm, welcoming community. Just a stone's throw away, the picturesque town of Celebration offers a unique blend of classic Americana and modern conveniences, making it a perfect place to call home.

Living in Kissimmee and Celebration means enjoying a lifestyle filled with outdoor adventures, cultural experiences, and family-friendly activities. From the stunning lakes and parks to the lively downtown areas, residents have endless opportunities to explore. The region is also conveniently located near Walt Disney World, Universal Studios, and other famous attractions, making it an ideal spot for both residents and visitors alike.

When it comes to real estate, Kissimmee and Celebration boast a variety of homes equipped with top-notch security amenities, ensuring peace of mind for you and your loved ones. Whether you’re looking for a charming single-family home or a modern townhouse, many properties in this area come with advanced security systems, gated communities, and 24/7 surveillance. These features not only enhance your safety but also provide a sense of community and comfort.

Discover the perfect blend of tranquility and excitement in Kissimmee and Celebration—where your dream home awaits, complete with the security amenities that make living here a true delight. Embrace the lifestyle you’ve always wanted in this captivating corner of Florida!

Newest Kissimmee/Celebration Homes with Security Amenities

$695,000
6 Beds ⋅ 4 Baths ⋅ Windsor Hills Ph 3 SubDv. ⋅ 34747 Zip Code
TURNKEY VACATION RENTAL INVESTMENT MINUTES FROM DISNEY WORLD! This beautifully decorated and totally renovated 6-bedroom, 3.5-bath single-family home is located in the highly desirable Windsor Hills Resort—one of the closest vacation home communities to Walt Disney World. Designed to stand out in the competitive vacation rental market, this home is being offered turnkey and is ready for its next owner and guests. The updated interior features stylish décor, granite countertops in the kitchen and bathrooms, and fun Star Wars-themed bedrooms that are sure to be a hit with younger guests. Outside, enjoy a south-facing private pool with no rear neighbors, providing excellent sun exposure and added privacy. One of the home's standout features is the poolside theater, allowing guests to watch movies, sports and TV while relaxing in or around the pool. The converted garage has been transformed into a fun, air-conditioned game room, adding another guest-favorite amenity and entertainment space. Location within the resort is another major advantage. The home is just a short 3-block walk to the Windsor Hills clubhouse, resort pool and water park. With its combination of location, renovations, privacy, themed bedrooms and guest-focused amenities, this property offers an outstanding opportunity for buyers seeking a turnkey Disney-area vacation home and short-term rental investment.

2630 Dinville Street, Kissimmee
$166,000
Reunion Ph 02 Prcl 01 & 1a SubDv. ⋅ 34747 Zip Code
Amazing opportunity to own a fantastic lot on the 3rd hole of the Palmer signature golf course. Land is hard to come by in Reunion these days so purchase while you can. The homesites do not have a time restriction to begin construction immediately so purchase now or for future generations to own. Build for full time residence or vacation home. Great proximity to all the major theme parks especially WALT DISNEY WORLD being just 2 exits away, makes this vacation community a top choice for visitors of all ages. If you are looking to take a few golf swings while on your vacation you can take the challenge on any of the 3 World Class Championship GOLF COURSES designed by Arnold Palmer, Tom Watson And Jack Nicklaus that are located on-site. Reunion offers many onsite restaurants from hamburgers at The Cove to fine dining at Chophouse and everything in between. There are 14 pools in the community including MULTIMILLION DOLLAR WATER PARK with lazy river & water slide.

7632 Excitement Drive, Reunion
$590,000
7 Beds ⋅ 5 Baths ⋅ Emerald Island Resort SubDv. ⋅ 34747 Zip Code
Welcome to Emerald Island Resort, a gated and guarded vacation community located just minutes from Walt Disney World! This property has a very good rental history, ($81,080.40 in 2025) & ($60,097.00 ytd in 2026). This spacious 7-bedroom, 4.5-bathroom home offers the perfect combination of a turnkey short-term rental investment, second home, or full-time Florida residence. Situated on a private conservation lot, the home features a large south-facing heated private pool and spa, extended sundeck, spacious covered lanai, and peaceful conservation views. The open floor plan includes a large kitchen with island, granite countertops and stainless steel appliances, three king-size bedroom suites, themed bedrooms, and a garage converted into a fully air-conditioned game room. The home is being sold fully furnished and is ready for immediate use or continued vacation rental operation. For investors, the property offers the opportunity to assume the existing future bookings, representing upwards of $30,000 in rental revenue, providing an immediate head start for the new owner. Recent improvements include a roof replacement in 2022, a full interior and exterior paint refresh in 2023, resolution of a prior A/C issue in 2026, and a newly replaced pool pump and air blower. Additional features include laminate flooring, updated window treatments, pool/spa heater, and updated upstairs and downstairs A/C systems. Emerald Island Resort offers an exceptional location and resort lifestyle, surrounded by conservation areas and conveniently located near Disney, restaurants, shopping and Central Florida’s major attractions. Owners and guests enjoy access to an impressive array of amenities, including a clubhouse, sauna, fitness center, resort pools and spas, food court and bar, tennis, basketball, volleyball, miniature golf, children’s play areas, walking trails and more. The clubhouse is approximately a 7-minute walk from the home. Whether you’re looking for a proven vacation rental opportunity, a family retreat, or a permanent Florida residence, this beautifully maintained and fully furnished home offers flexibility, privacy, resort amenities and an unbeatable location near the area’s world-famous attractions. Schedule your private showing today!

8452 Secret Key Cove, Kissimmee
$654,900
7 Beds ⋅ 6 Baths ⋅ Emerald Island Resort Ph 4 SubDv. ⋅ 34747 Zip Code
Turnkey short-term rental home, minutes to Disney! Discover a rare opportunity to own this stunning 7 bedroom, 6 bathroom pool home in the sought after Emerald Island Resort. Boasting the largest layout in the community at 3,667 sq. ft., this home is perfectly suited as a vacation getaway, income-generating investment, or forever family home. Enjoy unparalleled waterfront views framed by lush wooded backdrops, creating a serene and private retreat. The expansive screened lanai, which spans the length of the house, features a partially covered area ideal for year round entertaining. Relax by the sparkling South facing private pool and spa and take in the ultimate Florida lifestyle. Step inside to find a well designed floor plan with ample living space, ideal for families or hosting guests. The stylish kitchen is a chef’s dream with abundant cabinet and countertop space, a breakfast bar, and a breakfast nook overlooking the huge living room and pool, your new favorite spot for morning coffee or casual dining. The main floor also features two bedrooms, a formal dining room and the charming “Harry Potter” closet for extra fun and storage. The upper level is thoughtfully divided by two staircases. One leads to a loft sitting area and three themed bedrooms and the other leads to two additional themed bedrooms, all designed for comfort, as five of the bedrooms feature en-suite bathrooms, while the remaining two share a convenient Jack and Jill bath. The 3 car garage has been transformed into an entertainment haven with air conditioning, complete with a mini movie theatre (seating for 8) and a game room with a pool table. Updates include: A brand new roof (11/24), a new pool heater (04/24), newer exterior paint (01/22) and a newer A/C and heat pump (11/20), replumbed A/C lines (2024) and spa actuators replaced (2024). As part of this premier gated community, you’ll enjoy access to an impressive clubhouse with a resort-style pool, Tiki bar, fitness center, sauna, and sundry shop. Other amenities include tennis and pickleball courts, volleyball, basketball, bike rentals, and 11 acres of natural walking trails. The prime location is conveniently located near Orlando’s major attractions, including theme parks, outlet shopping, restaurants, Promenade at Sunset Walk, and Island H2O Live! water park. This home comes fully furnished and equipped with a strong rental history, ready to generate income as a short term rental or provide your family with a wonderful retreat. Schedule your tour today and experience the ultimate Florida lifestyle in this stunning property.

8557 La Isla Drive, Kissimmee
$849,999
3 Beds ⋅ 3 Baths ⋅ Celebration South Village Unit 5 SubDv. ⋅ 34747 Zip Code
Welcome to this beautifully appointed David Weekley “Arabella” Craftsman, ideally situated on a quiet, tree-lined cul-de-sac and nestled against a peaceful conservation setting. A charming covered front porch and distinctive ribbon driveway create an inviting first impression, while a decorative mosaic medallion in the entryway adds an elegant custom touch. Inside, the bright and airy floor plan is filled with abundant natural light and thoughtfully designed for both everyday living and entertaining. Luxury vinyl plank flooring flows throughout the main living areas, while an electric fireplace creates a warm and inviting focal point in the spacious great room. The adjoining sunroom offers a wonderful additional living space, perfect for morning coffee, reading, or enjoying the tranquil surroundings. The updated kitchen features granite countertops, a convenient bar-height countertop for casual dining and entertaining, and all-new appliances. The formal dining room, kitchen, and bathrooms feature new light fixtures, adding fresh finishing touch throughout the home. A versatile office/flex room provides additional space for a home office, study, or hobby room. Upstairs, all three bedrooms provide privacy and comfort, along with a charming open balcony overlooking the great room below, creating a dramatic sense of space and architectural character. The primary suite features newly installed ceramic tile and a spacious walk-in closet, while the third bedroom also includes a walk-in closet. New carpeting throughout the second floor completes the fresh, updated feel. Outside, the large conservation lot offers a peaceful backdrop and generous backyard space. The covered front porch provides the perfect spot to relax and enjoy the quiet surroundings. Recent improvements provide added peace of mind, including fresh paint completed in December, a roof replaced in 2022 with gutters, and a 2017 water heater and A/C. An oversized 2½-car garage provides exceptional flexibility for vehicles, storage, hobbies, or additional workspace. With its classic Craftsman architecture, elegant custom details, extensive updates, inviting sunroom, open upstairs balcony, generous storage, oversized garage, and serene conservation setting, this exceptional Arabella offers a blend of timeless charm, contemporary comfort, and everyday Florida living.

1103 Banks Rose Court, Celebration
$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
$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
$640,000
5 Beds ⋅ 6 Baths ⋅ Reunion West Ph 2b West SubDv. ⋅ 34747 Zip Code
Welcome to this beautifully designed 5 bedroom, 5.5-bath home offering nearly 3,000 square feet of living space in one of Central Florida's premier resort communities just minutes from Walt Disney World. A paver driveway and covered front entry create an inviting first impression as you step inside the bright, open floor plan designed for both everyday living and unforgettable vacations. The spacious living and dining areas flow seamlessly into the well-appointed kitchen, where a large center island, abundant cabinetry, generous counter space, and breakfast bar seating create the perfect gathering place for family and guests. Large windows fill the home with natural light while maintaining an open, welcoming feel throughout. The thoughtfully designed layout features multiple bedroom suites, offering privacy and flexibility for large families, multi-generational living, or vacation guests. Upstairs, the spacious primary suite serves as a relaxing retreat with a walk-in closet and private ensuite bath, while the additional bedrooms are generously sized to comfortably accommodate everyone. Whether you're hosting weekend visitors or extended stays, this floor plan offers room for everyone to spread out and enjoy. Step outside to your own private backyard oasis featuring a screened lanai, sparkling pool, relaxing spa, and expansive paver patio—ideal for enjoying Florida's year-round sunshine, entertaining guests, or unwinding after a day at the nearby theme parks. Located within the gated Encore Resort at Reunion, owners and guests enjoy exceptional resort amenities including a water park with thrilling slides, resort-style swimming pools, splash areas, fitness center, sports courts, on-site dining, concierge services, and recreational activities. The location places you just minutes from Walt Disney World Resort, Disney Springs, Margaritaville Resort Orlando, Island H2O Water Park, championship golf courses, shopping, dining, and convenient access to I-4, SR-429, and US-192, making travel throughout Central Florida quick and convenient. Whether you're searching for a full-time residence, vacation getaway, or short-term rental investment where permitted, this home offers the space, location, and resort lifestyle today's buyers are looking for. Don't miss the opportunity to own in one of the Orlando area's most sought-after vacation resort communities.

7685 Fairfax Drive, Kissimmee
$84,000
Reunion Ph 2 Prcl 3 SubDv. ⋅ 34747 Zip Code
Take advantage of this unique lot to build a one-of-a-kind residence at **1523 Fairview Circle**, a beautiful water-view homesite located in the desirable Patriots Landing neighborhood of Reunion Resort. Positioned directly across from the community lake and fountain, this lot offers a peaceful setting and an attractive backdrop for the custom home you have always envisioned. Imagine enjoying morning views of the water, relaxing evenings on your future lanai, and colorful Florida sunsets from a home designed around your lifestyle. Whether your plans include a primary residence, vacation getaway, or luxury investment property, this homesite offers an exceptional opportunity to build within one of Central Florida’s most recognized resort communities. The sellers have already explored several exciting design and construction possibilities for the property and will make the information they have gathered available to the new owner, providing a helpful starting point when planning the future residence. Patriots Landing is known for its distinctive coastal-inspired architecture, mature landscaping, and welcoming neighborhood atmosphere. Reunion Resort offers an impressive lifestyle with three signature golf courses, resort-style pools, a water park, onsite dining, recreational activities, and rooftop views of the surrounding attractions and nightly theme-park fireworks. Conveniently located near Walt Disney World, major theme parks, shopping, dining, and Central Florida’s primary roadways, this homesite combines tranquility, resort living, and accessibility. Opportunities to purchase a premium water-view lot in Patriots Landing are limited. Secure this special homesite and begin creating a custom property designed to reflect your vision, goals, and lifestyle.

1523 Fairview Circle, Kissimmee
$2,099,000
8 Beds ⋅ 10 Baths ⋅ Reunion West Vlgs North SubDv. ⋅ 34747 Zip Code
Welcome to an extraordinary luxury residence nestled within the prestigious gated community of Reunion Resort, one of Central Florida's most sought-after destinations. Offering over 6,245 square feet of impeccably designed living space, this exceptional eight-bedroom, eight full bathroom and two half bathroom home has lovingly been upgraded, redecorated & renovated. This home combines elegant accommodation with world-class entertainment, making it the perfect primary residence, vacation home, or high-performing investment property. Designed for both relaxation and entertaining, the heart of the home is a stunning open-plan living area complemented by a fully equipped gourmet kitchen featuring premium appliances, an oversized breakfast bar with seating for six, and a spacious dining area accommodating twelve guests—ideal for hosting family gatherings and special occasions. The thoughtfully designed floor plan offers three luxurious primary suites on the ground floor, providing convenience and privacy, while the second floor features three additional king bedrooms and two spectacular themed children's rooms, which both have elaborate custom-built bunks that creates an unforgettable experience for younger guests. Entertainment has been taken to another level throughout the home. Enjoy movie nights in the private cinema with a large projection screen and ten reclining theatre chairs, challenge family and friends in the dedicated arcade featuring Skee-Ball, Air Hockey, Batman and Transformers arcade games, or unwind in the spacious loft games room complete with shuffleboard, foosball, arcade gaming, PlayStation 5 and Xbox. Step outside to your own private resort-style oasis over looking the golf course, where a sparkling swimming pool with a spillover spa is surrounded by expansive outdoor living spaces. Enjoy alfresco dining from the fully equipped summer kitchen, relax beneath the covered lanai, soak up the Florida sunshine on one of the loungers, or entertain family or friends with the outdoor pool and ping pong table. Practicality meets luxury with two fully equipped laundry rooms, each featuring full-size washers and dryers, ensuring effortless accommodation for large families and guests. Located within the award-winning Reunion Resort, owners and guests enjoy access to an exceptional range of luxury amenities, including three championship golf courses designed by legendary golfers, a spectacular water park, tennis courts, a state-of-the-art fitness centre, multiple restaurants, and an on-site Starbucks. The resort is just minutes from Walt Disney World and offers convenient access to Orlando's renowned attractions, shopping, dining, and Orlando International Airport. This remarkable home offers an exceptional opportunity to own one of Reunion Resort's premier luxury residences, combining sophisticated design, outstanding entertainment amenities, and an unrivaled resort lifestyle in one of Florida's most desirable communities. This property has membership enabling future owners to carry it over to access all of the 3 championship golf courses, the huge water park with a lazy river, tennis courts, amazing gym, and multiple restaurants. Please call me today to schedule a viewing.

7846 Palmilla Court, Reunion
$575,000
8 Beds ⋅ 6 Baths ⋅ Windsor/Westside-Ph 2a SubDv. ⋅ 34747 Zip Code
Short Sale. Welcome to your own slice of paradise in the highly sought-after, guard-gated Windsor at Westside Resort! This beautifully updated and fully furnished 8-bedroom, 6-bath home offers over 4,041 square feet of spacious living designed for comfort, entertainment, and unforgettable vacation experiences. The versatile floor plan features a convenient first-floor primary suite, while two upstairs bedrooms include private en-suite baths for added privacy. Enjoy Florida living year-round in your private heated pool and spa, or gather family and guests in the incredible converted game room complete with gaming consoles, a pool table, and driving simulators. Located just minutes from Disney, this exceptional resort home provides access to world-class amenities, including a resort-style pool, lazy river, expansive clubhouse, fitness center, poolside cabana, sand volleyball courts, and tennis courts. Whether you're looking for a vacation retreat, primary residence, or income-producing investment property, this move-in-ready home offers the perfect blend of luxury, location, and resort-style living.

1836 Nice Court, Kissimmee
$375,000
4 Beds ⋅ 3 Baths ⋅ Rolling Oaks Ph 7 SubDv. ⋅ 34747 Zip Code
This four-bedroom, three-bathroom end unit overlooks the community lagoon and is located within Margaritaville Resort, which offers incredible amenities. The open-concept design flows naturally with wood-look ceramic tile and recessed lighting throughout, creating a cohesive and inviting interior. The open-concept kitchen anchors this home, featuring quartz countertops, an island/breakfast bar, and an undermount sink that overlooks the great room. A pantry closet provides ample storage, while spacious bedrooms and ceiling fans throughout offer both functionality and comfort. The lagoon view adds a tranquil backdrop to daily routines, whether you're preparing meals or relaxing. What truly sets this property apart is the lifestyle it unlocks. Rolling Oaks resides in the Margaritaville Resort, which boasts stunning amenities including multiple beautiful pools, a volleyball court, dog park, gym facilities, and an on-site water park. Complimentary shuttles whisk you away to Disney, SeaWorld, and Universal Studios, eliminating a major hassle of theme park visits. The Promenade at Sunset Walk offers dining, retail, and entertainment options nearby, while guests of Margaritaville Resort enjoy free admission to Island H2O Water Park, delivering endless fun right at your doorstep. A Publix Supermarket is conveniently close for grocery needs. Reunion Golf Courses provide championship play minutes away. The Rolling Oaks HOA includes landscaping maintenance, internet service, cable television, exterior pest control, security monitoring, valet trash service, and four small pools, while the Fins Up Club membership grants access to the rest of the incredible on-site amenities. The community atmosphere encourages both relaxation and social connections, while the professional management handles the mundane tasks. The lagoon view from this townhouse, combined with access to world-class attractions and resort-style amenities, creates a rare opportunity to experience Florida at its finest. You're gaining entry to a vacation lifestyle where relaxation and adventure are always within reach, supported by comprehensive services that simplify ownership. Schedule your private showing today and experience the resort lifestyle firsthand.

3069 Caribbean Soul Drive, Kissimmee
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