Kissimmee/Celebration Homes with Restaurant Community Features

Kissimmee/Celebration Homes with Restaurant Community Features

Welcome to the enchanting region of Kissimmee and Celebration, Florida, where vibrant community living meets the magic of Central Florida. Nestled in Osceola County, this area is renowned for its unique blend of suburban charm and proximity to world-famous attractions like Walt Disney World and Universal Studios. Whether you're drawn to the allure of theme parks, the serene beauty of nature, or the warmth of a close-knit community, Kissimmee and Celebration offer it all.

Kissimmee is a dynamic city that boasts a rich history and a diverse culture, while Celebration, originally developed by The Walt Disney Company, is a picturesque town that captures the essence of small-town America with its charming architecture and tree-lined streets. Together, these communities create a vibrant tapestry of life, where residents can enjoy a plethora of recreational activities, shopping, and dining options.

One of the standout features of this region is the abundance of homes with restaurant community amenities. Imagine stepping out of your front door and into a world of culinary delights. These communities often feature on-site restaurants that cater to a range of tastes, from casual dining to upscale cuisine. This not only enhances your lifestyle but also fosters a sense of togetherness among neighbors as you share meals and experiences.

With a mild climate, beautiful parks, and a plethora of activities year-round, Kissimmee and Celebration offer an idyllic backdrop for families, retirees, and everyone in between. Discover your dream home in this remarkable region and embrace a lifestyle that harmonizes comfort, community, and culinary excellence!

Newest Kissimmee/Celebration Homes with Restaurant Community Features

7593 Gathering Drive Unit 708, Kissimmee
$220,000
1 Beds ⋅ 1 Baths ⋅ Reunion Grande Condo SubDv. ⋅ 34747 Zip Code
**Property has an active Reunion Resort Membership Available** Welcome to the Reunion Grande, located in the renowned golf community of Reunion Resort! Comprised of 82 individually owned condos, 4 restaurants on site, and all of the amenities of a 4 diamond resort hotel, the Reunion Grande is a the epitome of luxury living. This condo is 1 of only 6 one bedroom condos in the Grande, making it a rarity. As you enter. this tastefully appointed condo you will immediately notice the penthouse ambience, featuring an open concept kitchen, dining, living room space that flows together perfectly, with diamond pattern laid travertine tile flooring covering the main living area, dining room and kitchen. Positioned on the 7th floor, this condo has amazing views out every window, stepping out on your oversized covered balcony you will enjoy unobstructed views of the Watson and Palmer golf courses, beautiful sunrises, and a panoramic view of the beautiful community of Reunion Resort. Pride in ownership can be seen throughout this condo, as it has been meticulously maintained. Being sold fully furnished, this condo will come to you turnkey. Reunion Resort is a luxury resort, that also allows short term rental, if you're looking for a home away from home, while also being able to generate short term rental revenue, this condo is for you! Reunion Resort is positioned with quick access to all the major theme parks, especially Disney World, being Just 2 Exits Away, making Reunion Resort 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 within the gates of Reunion. There Are 12 Pools In The Community, Including a multimillion dollar water park, Complete with a lazy river, splash park for the little ones, tiki bar, & Water Slide. This condo is turnkey, With so much to desire, it is now your turn to call Reunion Resort your new home, or home away from home, welcome home!

7593 Gathering Drive Unit 708, Kissimmee

1459 Resolute St, Celebration
$699,990
3 Beds ⋅ 3 Baths ⋅ Celebration South Village Unit 4 Rep 2 SubDv. ⋅ 34747 Zip Code
Win-Win! The sellers’ relocation creates an exceptional opportunity to enjoy luxury living in Celebration’s sought-after Spring Lake Village. Offered at $699,900 and priced to sell, this 3-bedroom David Weekley home blends classic Victorian architecture with everyday comfort. A double front porch adds timeless appeal, while an additional 5 feet in both guest bedrooms and the garage provides valuable extra space. Inside, wood-look tile flooring and crown molding complement the open main living areas. The kitchen features granite countertops, white cabinetry, and a breakfast island, flowing seamlessly into the family room and dining area for easy entertaining. A spindle staircase leads upstairs to all three bedrooms and a conveniently located laundry area. The two oversized guest bedrooms share a full bathroom, while the primary suite features a spacious bathroom with a double vanity, granite countertops, a garden tub, and a separate shower. A walk-in closet with custom built-ins and a private covered balcony complete this personal retreat. Wood laminate flooring runs through the bedrooms and hallway, with tile in the bathrooms and laundry area. A new AC system was installed in 2024. Just steps away, the Spring Lake recreation center offers a pool, fitness facility, cabana and gathering greens. Celebration’s lifestyle extends beyond your doorstep, with miles of walking and biking trails, community pools, tennis courts, fitness centers, playgrounds, and year-round community events. Downtown offers shops, restaurants, seasonal celebrations, and entertainment. This golf cart-friendly community also offers access to golf and a convenient location within a short drive of Orlando International Airport, world-famous attractions, and major highways. A home you’ll love, a lifestyle you’ll enjoy... that’s a Win-Win.

1459 Resolute St, Celebration

2910 Castaway Lane, Kissimmee
$299,900
3 Beds ⋅ 3 Baths ⋅ Rolling Oaks Ph 7 SubDv. ⋅ 34747 Zip Code
Welcome to this beautifully appointed 3-bedroom, 3-bathroom villa in the highly desirable Margaritaville Resort Orlando, just minutes from Walt Disney World! Offering a sought-after floor plan, peaceful views of lush green space, and a prime location just a short stroll from the neighborhood pool, this charming villa perfectly combines comfort, style, and the relaxed Florida lifestyle. Step inside to discover a bright and airy interior featuring soaring ceilings, abundant natural light, and an inviting open-concept design ideal for both everyday living and entertaining. Expansive sliding glass doors seamlessly connect the spacious living and dining areas to a private outdoor patio, creating the perfect setting to unwind and enjoy Florida's beautiful weather. Thoughtfully selected finishes include elegant wood-look tile flooring, quartz countertops, beautiful wood staircases, and a stylish kitchen that opens effortlessly to the main living space. A private owner's closet offers additional convenience and secure storage. Whether you're searching for a full-time residence, a personal vacation getaway, or an income-producing investment, this versatile villa offers exceptional possibilities. The property is currently not enrolled in a rental program, yet short-term vacation rentals are permitted, giving future owners the flexibility to enjoy the property personally or take advantage of its vacation rental potential. Beyond the villa, discover the vibrant tropical atmosphere and exceptional amenities of Margaritaville Resort Orlando, one of Central Florida's most popular resort destinations. Inspired by the laid-back charm of island living, this gated community offers beautifully landscaped grounds, multiple resort-style swimming pools, restaurants, bars, a fitness center, a full-service spa, and scenic walking trails. Residents and guests can also enjoy nearby Sunset Walk, a lively entertainment district featuring an impressive selection of dining, shopping, live music, and year-round events. Island H2O Water Park adds another exciting recreational option just moments away. With beautifully maintained common areas, exterior and lawn maintenance services, and 24-hour gated security, ownership offers the convenience of a low-maintenance resort lifestyle. Ideally located near Walt Disney World, Universal Orlando, championship golf courses, premier shopping, and countless dining and entertainment destinations, this property presents a wonderful opportunity to own a piece of paradise in the heart of Central Florida.

2910 Castaway Lane, Kissimmee

8105 Coconut Palm Way Unit 303, Kissimmee
$215,000
3 Beds ⋅ 2 Baths ⋅ Wyndham Palms Condo Ph 6 SubDv. ⋅ 34747 Zip Code
Virtually Staged. Welcome to 8105 Coconut Palm Way, Unit 303, an outstanding opportunity to own a fully furnished 3 bedroom condo in the highly sought after Windsor Palms Resort community at an incredibly affordable price. Located on the third floor with beautiful views, this well maintained condo offers exceptional flexibility as a vacation home, Airbnb, long term rental, or full time residence. One of the biggest advantages of this property is that it is being sold fully furnished, allowing the next owner to enjoy a nearly turnkey vacation home or rental property without the added expense of purchasing furniture. Whether you're looking for your own Florida getaway, an income producing investment, or an affordable primary residence, this condo offers tremendous value. Inside, you'll find a spacious split bedroom floor plan that provides additional privacy for owners and guests while offering flexibility for different rental arrangements. The property has been well maintained and features a newer HVAC system along with a brand new washer and dryer, helping reduce some of the immediate expenses associated with purchasing a property. What truly sets Windsor Palms apart is the incredible collection of amenities and services included through the HOA. Residents and guests enjoy 24 hour staffed gated security, cable, internet, pest control, a beautiful resort style swimming pool with massive water slides, a fantastic fitness center, a huge video arcade, movie theater, concierge services, bar and grill, and an onsite convenience store. Outdoor recreation is equally impressive, with tennis courts, a sand volleyball court, basketball courts, parks, and playgrounds. The location is another major advantage. Windsor Palms is conveniently situated near Walt Disney World and Central Florida's world famous attractions, with countless restaurants, shopping destinations, entertainment options, and major highways just a short drive away. This makes the property especially appealing to vacationers while also providing everyday convenience for full time residents. Unlike communities that restrict how owners can use their properties, Windsor Palms offers the flexibility of short term vacation rentals, long term rentals, or owner occupancy, allowing you to choose the option that best fits your lifestyle and investment goals, subject to applicable community requirements. With its attractive price, fully furnished interior, desirable third floor location, split bedroom layout, newer HVAC system, brand new laundry appliances, and access to an impressive lineup of resort amenities, 8105 Coconut Palm Way, Unit 303 offers an exceptional opportunity to own in one of the area's most established vacation resort communities. If you've been searching for an affordable, move in ready property near Disney with outstanding amenities and multiple ownership possibilities, this condo deserves your attention.

8105 Coconut Palm Way Unit 303, Kissimmee

2306 Zaballina Place, Kissimmee
$640,000
6 Beds ⋅ 5 Baths ⋅ Solara Phase 3 SubDv. ⋅ 34747 Zip Code
**TURNKEY VACATION HOME IN SOLARA RESORT!** Discover this beautifully furnished 6-bedroom, 4.5-bathroom corner-unit townhome, thoughtfully designed for the ultimate vacation experience. Combining comfort, style, and entertainment, this property is an excellent choice for a vacation home or short-term rental investment. The spacious open-concept floor plan features a modern kitchen, inviting living and dining areas, and plenty of room for families and groups to gather. One of the home's standout features is its professionally designed themed bedrooms, including Mario, Star Wars, and Minions, creating a fun and memorable experience for guests of all ages. Step outside to your own private swimming pool, the perfect place to relax and unwind after a day exploring Orlando's attractions. Located within the gated Solara Resort community, owners and guests can enjoy an impressive selection of resort-style amenities, including a spectacular clubhouse, resort-style pool, FlowRider surf simulator, splash pad and water slides, fitness center, restaurant, poolside tiki bar, sports courts, playground, and entertainment areas. Conveniently located near Walt Disney World, major attractions, shopping, dining, and entertainment, Solara Resort combines an excellent location with comfort and a resort-style vacation lifestyle. Whether you're looking to expand your investment portfolio or own a vacation retreat in Central Florida, this fully furnished townhome is an excellent choice for enjoying the Orlando vacation lifestyle while exploring the potential of the short-term rental market.

2306 Zaballina Place, Kissimmee

2441 Dubai Street, Kissimmee
$389,900
5 Beds ⋅ 5 Baths ⋅ Windsor At Westside Ph 3 SubDv. ⋅ 34747 Zip Code
Short Sale. PREMIUM CORNER LOT | FULLY FURNISHED | PRIVATE POOL | BUILT IN 2020! **SHORT-SALE PRE APPROVED BY BANK** Welcome to this beautiful 5-bedroom, 4.5-bathroom townhome located in the highly desirable, gated resort community of Windsor at Westside! Situated on a premium corner lot, this spacious property offers 2,265 square feet of heated living space, an inviting open-concept floor plan, and abundant natural light throughout. Offered FULLY FURNISHED, this home is ready for its next owners to enjoy! As you enter, you’ll be welcomed by a bright and spacious living area that flows seamlessly into the dining space and kitchen, creating the perfect setting for entertaining family and friends. The kitchen features white cabinetry, granite countertops, a center island, stainless steel appliances, and ample storage space. Sliding glass doors lead to the private screened-in pool and patio area, offering an ideal space to relax, entertain, or enjoy Florida’s beautiful weather. The thoughtfully designed floor plan includes a primary suite with a walk-in closet and private bathroom, along with generously sized guest bedrooms. Upstairs, a versatile loft area provides additional space for a movie lounge, game room, or second living area. The home also features tile flooring downstairs, carpet upstairs, and a laundry closet with washer and dryer included. Beyond the home, Windsor at Westside offers an impressive selection of resort-style amenities, including a clubhouse, zero-entry swimming pool, lazy river, waterslides, splash pad, fitness center, restaurant, coffee bar, pool bar, playground, basketball court, volleyball court, soccer field, and gaming stations. Conveniently located near Walt Disney World, US-192, Highway 27, shopping, dining, golf courses, and Central Florida’s most popular attractions, this property combines comfort, convenience, and resort-style living. Whether you’re looking for a vacation retreat, investment property, or a place to call home, this fully furnished corner-unit townhome offers an incredible opportunity in one of Kissimmee’s sought-after resort communities. Schedule your showing today!

2441 Dubai Street, Kissimmee

2785 Almaton Loop Unit 303, Kissimmee
$349,900
3 Beds ⋅ 2 Baths ⋅ Ventura At Windsor Hills Condo Ph 2 SubDv. ⋅ 34747 Zip Code
***TURNKEY & THEMED CONDO*** Come see this TASTEFULLY FURNISHED & THEMED condo in beautiful WINDSOR HILLS RESORT! This condo has been renovated by the current owners to stand out in the short-term rental market and is ready to hit the ground running for the new owner! FULLY FURNISHED & meticulously maintained by the current owner this unit will continue to book well and is ready to go for the new owner! AC replaced in 2023 & WATER HEATER in 2026! This unit has already proven success in the short term rental market and has plenty of future bookings!! This is unit it sure to impress the little ones with a family favorite Toy Story themed room! WINDSOR HILLS is known as arguably the best short-term rental resort in the DISNEY CORRIDOR! Location is unbeatable being a short 5 min drive and 2 miles to DISNEY & close to other major attractions such as UNIVERSAL, SEA WORLD, & LEGOLAND. Bookings are practically effortless in this community!! Windsor hills is right around the corner from shopping & restaurants! The clubhouse is full of amenities such as the MOVIE THEATER, ARCADE, SUNDRY SHOP, FITNESS CENTER, WATERSLIDES, OVERSIZED HOT TUB, & OCCASIONAL LIVE MUSIC! The clubhouse is a great place to wrap up a family day at the parks with beautiful sunsets overlooking LAKE REEDY! WINDSOR HILLS is geared towards family fun and has PLAYGROUNDS scattered around the resort for the young ones! Windsor Hills also has a PUTTING GREEN, PLAYGROUNDS, TENNIS COURTS, BEACH VOLLEYBALL, BASKETBALL COURT, & RV PARKING as well! Start making family memories today that will last a lifetime! Schedule you’re showing today before it's too late!

2785 Almaton Loop Unit 303, Kissimmee

2603 Santorini Drive, Kissimmee
$663,800
5 Beds ⋅ 5 Baths ⋅ Westside Cay SubDv. ⋅ 34747 Zip Code
Fully upgraded from floor to ceiling, this luxury townhome blends contemporary elegance with high-end functionality — designed specifically for short-term rental success. Located in the exclusive Doppio Westside community in Kissimmee, just 15 minutes from Walt Disney World, this 5-bedroom, 4.5-bath home features an open-concept layout with spacious integrated living, dining, and kitchen areas that flow seamlessly to your own private heated pool. The kitchen is a showstopper with two oversized islands, Level 5 quartz countertops, designer backsplash, slatted wood detail, and Whirlpool stainless steel appliances. All cabinetry throughout the home includes soft-close features and matte hardware for a sleek, modern finish. Each of the five bedrooms is designed with comfort and rental flexibility in mind — including four full en-suites and one located on the first floor. The bathrooms are finished with high-end porcelain tile, glass shower enclosures, built-in niches, and vessel sinks in select locations. Luxury vinyl plank flooring runs throughout the entire home — no carpet anywhere — and 5.5" square baseboards give a clean, elevated look. Additional features include PVC windows, a smart front door lock, a lockable owner’s closet, a hybrid water heater, thermostat, and 2 Car Parking Spot. Construction is full concrete block, including second floor, with an insulated "sandwich" roof system and rubber membrane roofing designed for durability and energy efficiency. Located within a gated community, Doppio Westside offers resort-style amenities such as a lagoon-style pool, full-service restaurant, clubhouse with front desk concierge, fitness center, playground, convention center, and EV charging stations — all exclusively zoned for short-term rental with no public school restrictions. Don't miss this opportunity to invest in one of Central Florida’s most unique STR communities — fully upgraded as standard, and built with both guest experience and investor return in mind.

2603 Santorini Drive, Kissimmee

Start Your Search

How much is your home worth?

Get instant property value now!