TOP 30 Best Florida upscale living in Kissimmee, Florida

Located at 2801 Kissimmee Bay Boulevard in Kissimmee, Florida, the Kissimmee Bay Country Club offers a unique blend of bar, food, health, and restaurant services. Guests can reserve their round of golf online at either Kissimmee Bay or Remington Golf Club, both conveniently located just a short drive from Orlando International Airport and downtown Orlando. Surrounded by stunning oak trees that date back a century, the country club offers a picturesque setting for a relaxing round of golf. The traditional 6,830-yard, par-71 championship course, designed by Lloyd Clifton, features challenging water hazards and friendly Sandhill Cranes.

Champions Village Kissimmee is a premier institution located at 8660 West Irlo Bronson Memorial Highway in Kissimmee, Florida. This vibrant community offers luxury living with a range of amenities including a clubhouse, fitness center, swimming pool, and more. The spacious apartments are beautifully designed and feature modern finishes, making it the perfect place to call home. Additionally, Champions Village Kissimmee is conveniently located near shopping, dining, and entertainment options, providing residents with everything they need right at their fingertips. Experience the ultimate in luxury living at Champions Village Kissimmee.

Dolce Living at Royal Palm is a luxurious apartment community located at 3230 Whitefield Drive in Kissimmee, Florida, United States. Nestled in a peaceful neighborhood, this upscale residence offers modern amenities and stylish living spaces for residents to enjoy. With a prime location near shopping, dining, and entertainment options, residents can experience the best that Kissimmee has to offer. From a sparkling swimming pool to a state-of-the-art fitness center, Dolce Living at Royal Palm provides a comfortable and convenient living experience for all. Come and discover the perfect blend of comfort and sophistication at this exceptional residential community.

Cobblestone of Kissimmee is a premier institution located at 1100 Cobblestone Circle in Kissimmee, Florida, United States. Our facility offers top-notch amenities and services for our residents, including spacious living quarters, gourmet dining options, and a variety of recreational activities. Our dedicated staff is committed to providing exceptional care and support to ensure the well-being and comfort of all residents. Come experience the luxury and tranquility of Cobblestone of Kissimmee today.

Eskina Restaurant & Bar is a vibrant and lively establishment located in Kissimmee, Florida. Situated at 5749 West Irlo Bronson Memorial Highway, this restaurant and bar offers a unique dining experience for locals and tourists alike. With a diverse menu featuring a variety of delicious dishes and a well-stocked bar serving up refreshing drinks, Eskina is the perfect spot to unwind and enjoy a meal with friends or family. The cozy atmosphere and friendly staff make it a popular choice for those looking for a fun and relaxed dining experience.

7593 Chophouse is a fine dining restaurant located at 7593 Gathering Drive in Kissimmee, Florida, offering a unique and upscale dining experience. With a menu featuring fresh seafood, steaks, and a variety of other delicious options, there is something to please every palate. The restaurant boasts an extensive wine list and signature cocktail menu to complement your meal perfectly. In addition to the main dining area, 7593 Chophouse also offers a rooftop restaurant called Eleven, where guests can enjoy small plates and craft cocktails while taking in breathtaking views of Orlando. Live entertainment with a DJ on Fridays and a musician on Saturdays adds to the vibrant atmosphere.

Walden Park Apartments is a premier residential community located at 2101 Walden Park Circle in Kissimmee, Florida. This upscale apartment complex offers spacious and modern living spaces with a variety of floor plans to choose from. Residents can enjoy resort-style amenities such as a sparkling swimming pool, fitness center, and community clubhouse. The lush landscaping and serene atmosphere make Walden Park Apartments a peaceful retreat from the hustle and bustle of everyday life. Conveniently located near shopping, dining, and entertainment options, this community offers the perfect blend of luxury and convenience. Experience the best in apartment living at Walden Park Apartments.

Mirador at Woodside Apartments is a luxurious residential community located at 900 Woodside Circle in Kissimmee, Florida. Our apartments offer spacious floor plans, modern amenities, and stunning views of the surrounding area. Residents can enjoy a resort-style swimming pool, fitness center, and community clubhouse. The convenient location provides easy access to shopping, dining, and entertainment options. Experience upscale living at Mirador at Woodside Apartments.

The Ultimate Grown & Sexy Night Out is a sophisticated and upscale establishment located at 2533 Old Vineland Road in Kissimmee, Florida. This venue offers a unique combination of a bar, restaurant, and night club, providing guests with the perfect setting for a memorable evening out. With a sleek and modern ambiance, guests can enjoy delicious food, handcrafted cocktails, and a lively atmosphere that caters to the grown and sexy crowd. Whether you're looking to enjoy a romantic dinner, dance the night away, or simply unwind with friends, The Ultimate Grown & Sexy Night Out is the perfect destination for a night of fun and entertainment.

Reunion Resort & Golf Club is a luxurious lodging institution located at 7593 Gathering Drive, Kissimmee, Florida, United States. Our vacation homes offer a refined and unique stay with exclusive features and amenities ranging from 3 to 15 bedrooms. The resort features three signature golf courses, a 5-acre water park, tennis center, and a variety of dining options. With seven swimming pools, two playgrounds, and a range of activities, Reunion Resort is the ultimate family-friendly vacation destination. Enjoy delicious cuisines at various restaurants on-site, and explore nearby attractions such as Walt Disney World®, SeaWorld Orlando, and Universal Orlando Resort. Choose from a selection of villas with one to three bedrooms, or vacation homes with three to 14 bedrooms, each offering a unique living experience. The resort also features a water park, fitness classes, and various activities for guests to enjoy. Host your next event at Reunion Resort, which offers a stunning setting for business conferences, golf retreats, or social celebrations. With its prime location and upscale amenities, Reunion Resort is the perfect destination for an unforgettable vacation experience.

Charley's Steak House is a renowned dining destination located at 2901 Parkway Boulevard in Kissimmee, Florida. Known for its upscale atmosphere and mouthwatering steaks, this restaurant is a favorite among locals and tourists alike. Indulge in a delectable menu featuring prime cuts of beef, fresh seafood, and decadent desserts. The skilled chefs at Charley's Steak House use only the finest ingredients to create unforgettable culinary experiences for guests. Whether you're celebrating a special occasion or simply craving a delicious meal, Charley's Steak House is the perfect choice for a memorable dining experience.

AVIA Apartments at Reedy Creek is a modern and luxurious residential complex located at 3020 Reedy Creek Boulevard in Kissimmee, Florida. This upscale institution offers a range of spacious and beautifully designed apartments, complete with top-of-the-line amenities and stunning views of the surrounding area. Residents can enjoy resort-style living with access to a sparkling swimming pool, state-of-the-art fitness center, and lush landscaped grounds. Situated in a prime location, AVIA Apartments at Reedy Creek is just a short drive away from shopping, dining, entertainment, and major attractions, making it the perfect place to call home in the vibrant city of Kissimmee.

Breezes Restaurant & Bar is a charming dining establishment located at 8505 West Irlo Bronson Memorial Highway in Kissimmee, Florida. This popular restaurant offers a diverse menu of delicious dishes and refreshing beverages in a relaxed and inviting atmosphere. Whether you're looking for a casual meal with friends or a special night out with a loved one, Breezes Restaurant & Bar is the perfect spot to enjoy a memorable dining experience. With its friendly staff, cozy ambiance, and mouthwatering cuisine, this restaurant is a must-visit destination for food lovers in the area.

FAMA GASTROBAR is a vibrant and trendy establishment located in Kissimmee, Florida. Situated at 3815 West Vine Street, this unique institution offers a combination of a bar, food, and restaurant experience all in one. With a diverse menu featuring delicious dishes and creative cocktails, FAMA GASTROBAR is the perfect spot to unwind and enjoy a night out with friends or family. Whether you're looking for a casual meal or a lively atmosphere to socialize, this venue has something for everyone. Come visit FAMA GASTROBAR and indulge in a memorable dining experience in the heart of Kissimmee.

Integra Sunrise Parc Apartments is a premier real estate agency located at 4701 Luminous Loop in Kissimmee, Florida. Our apartments offer luxurious living spaces with modern amenities and stunning views. Our community features a sparkling swimming pool, fitness center, and beautifully landscaped grounds. With easy access to shopping, dining, and entertainment options, Integra Sunrise Parc Apartments is the perfect place to call home in the heart of Florida. Come experience upscale living at its finest with us!

Caney Restaurant & Lounge is a vibrant establishment located in Kissimmee, Florida, offering a unique blend of dining, entertainment, and nightlife. Situated on the bustling West Irlo Bronson Memorial Highway, this venue is a popular destination for locals and tourists alike. At Caney Restaurant & Lounge, guests can enjoy a delicious array of food and drinks in a lively and welcoming atmosphere. Whether you're looking for a relaxing meal, a fun night out with friends, or a place to dance the night away, this venue has something for everyone.

Miramar Apartments is a luxurious residential community located at 1901 Harbor Bay Court in Kissimmee, Florida. Nestled in a peaceful and picturesque neighborhood, this institution offers modern and spacious apartments with upscale amenities and stunning views. Residents can enjoy a resort-style pool, fitness center, clubhouse, and beautifully landscaped grounds. With easy access to shopping, dining, entertainment, and major highways, Miramar Apartments provides the perfect combination of convenience and comfort for its residents. Come experience the ultimate in upscale living at Miramar Apartments.

Falcon's Nest Restaurant is a cozy and inviting dining establishment located at 3200 Seralago Boulevard in Kissimmee, Florida. Known for its delicious food and friendly service, Falcon's Nest offers a diverse menu featuring a variety of dishes to satisfy every palate. Whether you're in the mood for a hearty breakfast, a satisfying lunch, or a mouthwatering dinner, Falcon's Nest has something for everyone. With its warm atmosphere and attentive staff, this restaurant is the perfect place to enjoy a meal with family and friends. So come on in and experience the culinary delights that Falcon's Nest has to offer!

The Grand at Westside Apartments is a luxurious residential community located at 3250 Douglas Grand Drive in Kissimmee, Florida. This upscale apartment complex offers modern and spacious one, two, and three-bedroom units with top-of-the-line amenities and stunning views of the surrounding area. Residents can enjoy a resort-style swimming pool, fitness center, clubhouse, and beautifully landscaped grounds. With easy access to shopping, dining, and entertainment options, The Grand at Westside Apartments is the perfect place to call home in Kissimmee.

The Lucent at Sunrise Apartments is a new luxury apartment community located at 4950 Lunar Lane in Kissimmee, Florida. This stunning complex offers studio, one, two, three, and four bedroom apartments for rent, each meticulously designed with high-end finishes and modern amenities. Residents of The Lucent at Sunrise can enjoy a range of exceptional amenities, including a lazy river with three waterfalls, two resort-style pools, steam rooms, sauna, a massage room, dog splash pads, fitness centers, an on-site barista, 24-hour concierge, and two dog parks. The complex is also committed to sustainability, incorporating energy-efficient features and environmentally-friendly practices.

Belleza Apartments is a luxurious residential complex located at 1365 West Donegan Avenue in Kissimmee, Florida, United States. Our apartments offer modern amenities and stylish design, providing residents with a comfortable and convenient living experience. The property features a swimming pool, fitness center, and beautifully landscaped grounds. With easy access to shopping, dining, and entertainment options, Belleza Apartments is the perfect place to call home in the vibrant city of Kissimmee.

Grande Court Apartments at Boggy Creek is a luxurious residential complex located at 1401 Grande Boulevard in Kissimmee, Florida. Nestled in a picturesque neighborhood, this institution offers modern and spacious apartments with top-notch amenities. Residents can enjoy a resort-style swimming pool, fitness center, clubhouse, and beautifully landscaped grounds. The community is conveniently located near shopping, dining, entertainment, and major highways, making it an ideal place to call home. Experience the ultimate in comfort and convenience at Grande Court Apartments at Boggy Creek.

Tiffany Square Apartments is a luxurious residential community located at 333 West Columbia Avenue in Kissimmee, Florida. Our apartments offer modern amenities, spacious floor plans, and a convenient location near shopping, dining, and entertainment options. Residents can enjoy a resort-style pool, fitness center, and beautifully landscaped grounds. Our professional management team is dedicated to providing exceptional service and creating a comfortable living environment for our residents. Experience upscale living at Tiffany Square Apartments in Kissimmee, Florida.

Verano Apartments is a premier real estate agency located at 2200 Villa Verano Way in Kissimmee, Florida. Our luxurious apartments offer a perfect blend of comfort and style, with modern amenities and spacious living areas. Situated in a prime location, residents can enjoy easy access to shopping, dining, entertainment, and outdoor activities. Our professional team is dedicated to providing exceptional service and helping you find the perfect apartment to call home. Experience the ultimate in apartment living at Verano Apartments.

Skye at Hunter's Creek is a luxurious apartment community located at 1300 Santa Rosa Drive in Kissimmee, Florida. Nestled in the prestigious Hunter's Creek neighborhood, Skye offers residents a resort-style living experience with top-notch amenities such as a sparkling swimming pool, fitness center, and outdoor grilling area. The spacious apartments feature modern finishes, stainless steel appliances, and private balconies with stunning views. With easy access to shopping, dining, and entertainment options, Skye at Hunter's Creek is the perfect place to call home in the vibrant city of Kissimmee.

The Palmer Lounge is a cozy and inviting restaurant located at 8505 West Irlo Bronson Memorial Highway in Kissimmee, Florida. Offering a diverse menu of delicious dishes, this establishment is the perfect spot to enjoy a meal with friends or family. Whether you're in the mood for a hearty burger, a fresh salad, or a decadent dessert, The Palmer Lounge has something for everyone. With its warm and welcoming atmosphere, attentive staff, and mouth-watering food, this restaurant is sure to become a favorite dining destination for locals and visitors alike. Come and experience the culinary delights of The Palmer Lounge today!

Located at 8011 Fins Up Circle in Kissimmee, Florida, the Margaritaville Store is the perfect place to kick off your dream getaway at Margaritaville Resort Orlando. Offering high-end accommodations, world-class dining, and entertainment, as well as relaxing facilities and amenities, this island-inspired escape is just minutes away from all the major attractions in Central Florida. Choose from modern guest rooms, spacious suites, private cottages, and villas to suit your relaxation style. Indulge in spa treatments, relax at the beach club, and explore the Sunset Walk for shopping, dining, and entertainment options. Dive into adventure at the Island H2O Water Park, open from March through November.

Monterosso Apartments is a premier luxury community located at 3050 La Spezia Circle in Kissimmee, Florida. Our real estate agency offers a variety of 1-, 2- and 3-bedroom apartment homes with enhanced technology and design. Residents can enjoy resort-style amenities that exceed expectations and cater to everyday needs. Our prime location near the Loop, John Young Parkway, and W Osceola Parkway provides added convenience with easy access to shopping, dining, and entertainment options. Reform your living experience with Monterosso Apartments.

Regatta Bay Apartments is a luxurious residential community located at 801 Coastal Bay Lane in Kissimmee, Florida. Our apartments offer stunning views of the surrounding coastal bay and provide residents with a serene and upscale living experience. With spacious floor plans, modern amenities, and a convenient location close to shopping, dining, and entertainment options, Regatta Bay Apartments is the perfect place to call home. Whether you're looking for a one, two, or three-bedroom apartment, our community has something to suit every lifestyle. Come experience resort-style living at Regatta Bay Apartments.

The Grand at Westside is a luxurious and modern institution located at 8917 Tiberian Drive in Kissimmee, Florida, United States. This premier facility offers top-notch amenities and services for residents, including spacious living areas, upscale dining options, a state-of-the-art fitness center, and beautiful outdoor spaces. With a focus on providing a comfortable and upscale living experience, The Grand at Westside is the perfect place to call home in the heart of Kissimmee.