TOP 30 Florida rentals in Kissimmee, Florida

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Windsor Hills Resort is a luxurious vacation destination located in Kissimmee, Florida, just a short drive away from the world-famous theme parks of Orlando. Situated at 2600 North Old Lake Wilson Road, this resort offers a wide range of amenities and activities for guests of all ages to enjoy. From the stunning pool area with water slides and a hot tub, to the fitness center, tennis courts, and children's playground, there is something for everyone at Windsor Hills Resort. The spacious and beautifully appointed accommodations provide a comfortable home away from home, with fully equipped kitchens, private balconies, and stylish decor. Whether you're looking for a relaxing retreat or an action-packed adventure, Windsor Hills Resort is the perfect choice for your next vacation in sunny Florida.

FantasyWorld Resort is a luxurious lodging destination located at 5005 Kyngs Heath Road in Kissimmee, Florida, United States. Nestled in the heart of the Sunshine State, this resort offers a magical escape for guests looking to experience the ultimate fantasy getaway. With beautifully appointed accommodations, top-notch amenities, and a prime location near Orlando's famous theme parks, FantasyWorld Resort is the perfect choice for families, couples, and friends seeking an unforgettable vacation experience. Immerse yourself in a world of enchantment and relaxation at FantasyWorld Resort.

Runaway Beach Club is a charming lodging institution located at 3000 Bonfire Beach Drive in Kissimmee, Florida. This beach-themed resort offers guests a relaxing and comfortable stay in the heart of the Sunshine State. With spacious accommodations, a sparkling swimming pool, and easy access to the nearby attractions of Kissimmee and Orlando, Runaway Beach Club is the perfect choice for a fun-filled vacation. Whether you're looking to soak up the sun on the beach or explore the nearby theme parks, this institution provides the perfect home base for your Florida getaway.

Margaritaville Resort Orlando is a luxurious island-inspired escape located at 8000 Fins Up Circle in Kissimmee, Florida. This resort offers high-end accommodations, world-class dining, and entertainment, as well as relaxing facilities and amenities. Situated just minutes away from popular attractions like Walt Disney World Resort, Universal Orlando Resort, and SeaWorld Orlando, Margaritaville Resort Orlando is the perfect destination for your dream getaway. Choose from modern guest rooms, spacious suites, private cottages, and villas to suit your preferences. Relax at the soothing spa, beach club, or Island H2O Water Park, and explore Sunset Walk for shopping, dining, and entertainment options. With a variety of room options available, including pool-view rooms, suites, cottages, and villas, Margaritaville Resort Orlando has something for everyone.

Solstice Bar and Grille is a vibrant and modern restaurant located in Kissimmee, Florida. Situated at 1575 Carey Palm Circle, this establishment offers a unique dining experience with a diverse menu of delicious dishes and refreshing beverages. Whether you're looking for a casual meal with friends or a special night out with loved ones, Solstice Bar and Grille is the perfect destination. With its welcoming atmosphere and top-notch service, this restaurant is sure to leave you satisfied and coming back for more. Come and enjoy a memorable dining experience at Solstice Bar and Grille in Kissimmee.

Trilo-Bites is a unique dining experience located in Kissimmee, Florida, United States. As a food and meal takeaway restaurant, we offer a delicious menu of quick and convenient options for diners on the go. Our specialty is our trilobite-inspired dishes, featuring a fusion of flavors and ingredients that are sure to satisfy any craving. Whether you're looking for a quick bite to eat or a full meal to enjoy, Trilo-Bites has something for everyone. Come visit us today and taste the difference!

Founded in 2017, Food Trucks is a food institution with six established locations in Orlando, Kissimmee, and Haines City in Florida, United States. Specializing in Caribbean cuisine with a focus on Dominican and Puerto Rican dishes, our menu features a variety of sandwiches such as Tripleta and Chimichurri, as well as unique dishes like mofongo and seafood. If you're looking for the authentic flavors of the Caribbean, come and try our food at 9793 South Orange Blossom Trail, Orlando, Florida, or visit our location at 5811 W Irlo Bronson Memorial HWY, Kissimmee, FL 34746.

La Parada Perfecta on Wheels Inc. is a popular food truck located at 4291 South Orange Blossom Trail in Kissimmee, Florida. This institution offers delicious and authentic Latin American cuisine on the go. From mouthwatering tacos to flavorful empanadas, La Parada Perfecta on Wheels Inc. has something for everyone. Whether you're looking for a quick bite to eat or a full meal, this food truck is the perfect stop for a tasty and satisfying dining experience. Come visit us and experience the flavors of Latin America right here in the heart of Kissimmee.

Las Guaguitas is a charming restaurant located on Holiday Trail in Kissimmee, Florida. Specializing in authentic Puerto Rican cuisine, this cozy eatery offers a taste of the Caribbean right in the heart of the United States. From traditional dishes like mofongo and arroz con gandules to refreshing beverages like coquito, Las Guaguitas is the perfect spot to satisfy your cravings for delicious and flavorful food. With a welcoming atmosphere and friendly staff, this institution is a must-visit for anyone looking to experience the vibrant flavors of Puerto Rico.

Sun On the Beach is a vibrant and lively institution located on the famous West Irlo Bronson Memorial Highway in Kissimmee, Florida. This establishment is a popular destination for both locals and tourists looking to enjoy delicious food, refreshing drinks, and a laid-back beach atmosphere. Whether you're in the mood for a casual meal, a cold beer, or a tropical cocktail, Sun On the Beach has something for everyone. With its beach-themed décor and friendly staff, this bar and restaurant is the perfect spot to unwind and soak up the Florida sun. Come visit us at 5770 West Irlo Bronson Memorial Highway for a taste of paradise in the heart of Kissimmee.

Solara Surf Club Flowrider is a premier school located in Kissimmee, Florida, United States. Our state-of-the-art facility offers an exciting and unique learning experience for students of all ages. With our innovative Flowrider technology, students can learn how to surf and master the waves in a safe and controlled environment. Our experienced instructors provide personalized coaching and guidance to help students improve their surfing skills. Whether you are a beginner looking to catch your first wave or an experienced surfer seeking to perfect your technique, Solara Surf Club Flowrider is the perfect place to learn and have fun. Come join us at 1575 Carey Palm Circle and experience the thrill of surfing like never before!

Liberty High School Basketball Courts is a state-of-the-art facility located at 4250 Pleasant Hill Road in Kissimmee, Florida. Our courts are a hub of athletic excellence and community engagement, providing a top-notch environment for players of all skill levels to hone their basketball skills. With well-maintained courts and ample seating for spectators, Liberty High School Basketball Courts is the perfect place to enjoy a game or host a tournament. Whether you're a student looking to improve your game or a fan cheering on your favorite team, our courts offer a premier basketball experience in the heart of Kissimmee.

The Tennis Complex in Kissimmee, Florida is a premier facility for tennis enthusiasts of all levels. Whether you are a beginner looking to learn the basics or a seasoned player seeking to improve your skills, our complex offers top-notch coaching and state-of-the-art equipment to help you reach your full potential on the court. With a convenient location in the heart of Kissimmee, our complex is easily accessible for players from all over the United States. Come visit us today and experience the thrill of playing tennis in a welcoming and supportive environment.

MaxFlight Helicopter Services Inc. is a premier helicopter institution located at 4010 4th Street in Kissimmee, Florida. Offering a range of services including helicopter tours, flight training, and rentals, MaxFlight provides the ultimate experience for both new flyers and professionals in the industry. From romantic rides to sightseeing tours, MaxFlight allows you to take in aerial views of Central Florida, including popular attractions like Disney's Celebration and Universal Studios. Their pilot training school is top-notch, providing comprehensive training at an affordable cost for those looking to fulfill their dream of becoming a helicopter pilot. Whether you need a helicopter rental for a special event or professional services such as aerial photography or wildlife surveys, MaxFlight has got you covered. With experienced pilots and top-of-the-line helicopters, MaxFlight ensures a smooth and enjoyable experience for all customers. Book your flight online or give them a call to experience the thrill of helicopter aviation with MaxFlight Helicopter Services Inc.

Located at 814 North Brack Street in Kissimmee, Florida, our school offers a wide range of music and dance lessons. From ballet to piano, guitar to violin, viola to cello, voice to double bass, we have experienced instructors ready to help students of all ages and skill levels reach their full potential. Whether you're looking to perfect your technique or explore a new passion, our institution provides a welcoming and supportive environment for all aspiring musicians and dancers. Join us and let your creativity soar!

Triple Crown Sports Academy is a premier gym and health institution located at 2131 Clay Street in Kissimmee, Florida, United States. We are dedicated to helping individuals achieve their fitness goals through personalized training programs, state-of-the-art equipment, and expert guidance from our experienced instructors. Whether you are looking to improve your strength, endurance, or overall health, our facility offers a wide range of fitness classes and services to meet your needs. Join us at Triple Crown Sports Academy and take the first step towards a healthier and happier lifestyle.

Upsurge Dance Company is a premier dance institution located at 3827 Pleasant Hill Road in Kissimmee, Florida. Our company offers a wide range of dance classes for all ages and skill levels, including ballet, jazz, hip-hop, contemporary, and more. Our experienced and passionate instructors are dedicated to helping students reach their full potential and achieve their dance goals. Whether you are a beginner looking to learn the basics or an advanced dancer looking to perfect your technique, Upsurge Dance Company has something for everyone. Join us and experience the joy of dance in a supportive and welcoming environment.

Select Insurance Group is your go-to insurance agency located at 326 West Oak Street in Kissimmee, Florida. With over 30 years of experience in the industry, we provide superior insurance services to clients in Florida, South Carolina, and North Carolina. Our dedicated insurance specialists are committed to making your life easier by offering a wide range of insurance services. Whether you need auto insurance to protect your vehicle, home insurance to be prepared for any accidents or emergencies, or commercial insurance to safeguard your business, Select Insurance Group has you covered. We offer competitive rates from over 40 top-tier insurance carriers, ensuring that you receive premium coverage without the premium price tag.

Elite Medical & Rehab Center is a premier healthcare facility located in Kissimmee, Florida. Our center offers a wide range of medical and rehabilitation services to help patients achieve optimal health and wellness. Our team of experienced and dedicated healthcare professionals are committed to providing the highest quality care in a warm and welcoming environment. Whether you are recovering from an injury, managing a chronic condition, or simply looking to improve your overall health, Elite Medical & Rehab Center is here to help. Visit us at 2037 East Irlo Bronson Memorial Highway for personalized care that is tailored to your individual needs.

Esquire Menswear is a premier clothing store located at 3216 North Poinciana Boulevard in Kissimmee, Florida. Offering a wide selection of stylish and high-quality menswear, Esquire is the go-to destination for men looking to elevate their wardrobe. From tailored suits and dress shirts to casual wear and accessories, Esquire Menswear has everything a modern man needs to look sharp and sophisticated. With excellent customer service and a knowledgeable staff, shopping at Esquire Menswear is a truly enjoyable experience. Visit us today and discover the perfect outfit for any occasion.

Fiddlers Green RV Ranch is a charming campground and lodging facility located in Altoona, Florida. Situated at 42725 West Altoona Road, this park offers a serene and picturesque setting for RV enthusiasts and nature lovers alike. Guests can enjoy spacious RV sites with full hook-ups, as well as amenities such as a swimming pool, clubhouse, and hiking trails. Whether you're looking for a peaceful retreat or a fun-filled outdoor adventure, Fiddlers Green RV Ranch is the perfect destination for your next getaway.

Westgate Town Center Resort in Kissimmee, Florida, offers fully furnished villas perfect for families visiting Walt Disney World Resort and other nearby attractions. With onsite amenities, dining options, and a water park, this resort is the ideal choice for a fun-filled vacation. Florida and Georgia residents can save up to 10% on their stay. Enjoy Shipwreck Island Water Park and delicious dining options during your stay. Please note that features and amenities may change. Westgate Owners can enjoy additional benefits through the World of Westgate Loyalty Program. This offer includes 50,000 points that can be redeemed for future purchases at Westgate Resorts.

Westgate Towers Resort is a luxurious Disney area hotel located in Kissimmee, Florida. This resort offers fully furnished homes with easy access to Kissimmee's famous theme parks and attractions. Guests can enjoy three heated outdoor pools and access to neighboring resort amenities, making their vacation affordable and convenient. Florida and Georgia residents can save up to 10% off the best rates and take advantage of a free shuttle to resort dining options and Shipwreck Island Water Park. With exclusive rates through the World of Westgate program, guests can book their adventure at Westgate Towers Resort with half-off resort fees. Please note that features and amenities may change over time. This resort also offers accessibility features and a loyalty program for Westgate Owners. Book now for a memorable vacation experience at Westgate Towers Resort.

Ette Hotel Orlando is a luxurious lodging and spa located at 3001 Sherberth Road in Kissimmee, Florida. Nestled in the heart of the Sunshine State, this upscale institution offers guests a tranquil retreat surrounded by lush landscapes and top-notch amenities. Whether you're looking to relax by the pool, indulge in a rejuvenating spa treatment, or explore the nearby attractions like Walt Disney World and Universal Studios, Ette Hotel Orlando provides the perfect blend of comfort and convenience for your stay in the United States.

Margaritaville Cottages Orlando is a charming lodging institution located at 8011 Fins Up Circle in Kissimmee, Florida, United States. Nestled in a tropical paradise, this resort offers a relaxing and fun-filled getaway for guests of all ages. The cottages are beautifully decorated in a laid-back island style, creating a cozy and inviting atmosphere. Guests can enjoy a range of amenities including a pool, restaurant, and activities for the whole family. Whether you're looking to unwind by the pool or explore the nearby attractions, Margaritaville Cottages Orlando is the perfect destination for your next vacation.

Holiday Inn Club Vacations at Orange Lake Resort is a luxurious lodging destination located in Kissimmee, Florida, United States. This resort offers spacious accommodations, top-notch amenities, and a wide range of activities for guests of all ages. Whether you're looking to relax by the pool, play a round of golf, or explore the nearby theme parks, this resort has something for everyone. With its convenient location and exceptional service, Holiday Inn Club Vacations at Orange Lake Resort is the perfect choice for your next vacation getaway.

Disney's Animal Kingdom Villas - Jambo House is a luxurious lodging option located at 2901 Osceola Parkway in Kissimmee, Florida, United States. Choose from a variety of accommodations, including villa-style options and rooms with Concierge service. Enjoy shared amenities such as pools, dining options, and recreational activities during your stay. Relax at the 11,000-square-foot Uzima Pool, surrounded by tropical foliage and featuring a waterslide and whirlpool spas. Kids will love the Samawati Springs Pool with its waterslide, whirlpool spas, and Uwanja Camp water playground. Explore award-winning dining options offering African specialties and classic American favorites.

Encantada Resort Vacation Townhomes by IDILIQ is a luxurious lodging option located at 3070 Secret Lake Drive in Kissimmee, Florida. This resort offers spacious and comfortable self-catering townhomes just outside Walt Disney World, making it the perfect choice for vacationers looking for larger spaces and great amenities. Each townhome at Encantada Resort is individually owned and features a fully equipped kitchen, private patio with a hot tub, and all the facilities needed for a perfect vacation in Orlando. The resort is ideal for families and larger groups, with two, three, and four-bedroom options available.

Solara Resort is a luxurious lodging institution located at 9002 Sunset Palms Terrace in Kissimmee, Florida, United States. As soon as you enter through the guarded gates, you will be greeted with a world-class luxury experience. The 18-acre grounds offer top-notch amenities such as sports fields, a grand clubhouse, and an expansive water park, all designed to make your stay in Orlando magical and memorable. Each vacation villa at Solara Resort features over 4700 square feet of living space, up to 9 bedrooms, 6.5 baths, a private spa pool, outdoor lanai, and more. The sleek design, high ceilings, and designer furnishings create the perfect vacation oasis. The resort offers endless activities for guests of all ages, from sports and recreation to family-friendly fun.

RCI Resort Orange Lake is a luxurious lodging institution located at 8505 West Irlo Bronson Memorial Highway in Kissimmee, Florida, United States. Situated in the heart of the Sunshine State, this resort offers guests a perfect blend of relaxation and excitement. With spacious accommodations, top-notch amenities, and stunning views of the surrounding landscape, RCI Resort Orange Lake is the ideal destination for a memorable vacation. Whether you're looking to unwind by the pool, tee off on the golf course, or explore the nearby attractions, this resort has something for everyone. Book your stay today and experience the ultimate in comfort and convenience at RCI Resort Orange Lake.