TOP 30 Florida vacation rentals in Kissimmee, Florida

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Prime is a premier real estate agency located at 3251 Prime Park Circle in Kissimmee, Florida. At Prime Apartments, residents can live carefree every day, feeling like they're on vacation in their own home. The apartments feature impressive finishes and resort-quality amenities, allowing residents to live beyond their expectations. Situated in the perfect location, there is so much to do and a vibrant new lifestyle awaits those who choose to embrace it at Prime.

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.

Majesty Family Villas is a premier real estate and travel agency located at 8920 Majesty Palm Road in Kissimmee, Florida. Our agency specializes in providing luxurious and spacious villas for families looking to make unforgettable memories during their vacation. Each villa is meticulously designed and equipped with modern amenities to ensure a comfortable stay for our guests. Whether you are looking for a relaxing getaway or an action-packed adventure, Majesty Family Villas has the perfect accommodation for you. Book your stay with us today and experience the ultimate vacation experience in the heart of Florida.

Orlando Villas is a premier real estate and travel agency located at 1408 Grandview Boulevard in Kissimmee, Florida. We specialize in providing luxurious vacation rental properties in the Orlando area, offering guests a home away from home during their stay in the Sunshine State. Our dedicated team of professionals is committed to providing top-notch customer service and ensuring that each guest's experience is nothing short of exceptional. Whether you're looking for a cozy villa for a romantic getaway or a spacious home for a family vacation, Orlando Villas has the perfect accommodation for you. Book your dream vacation rental with us today and let us help you create memories that will last a lifetime.

Go Legacy Dunes is a premier lodging, real estate, and travel agency located at 8902 Legacy Court in Kissimmee, Florida. Our institution offers luxurious accommodations in the heart of the Sunshine State, perfect for vacationers and property investors alike. With top-notch amenities and a prime location near all of the area's attractions, Go Legacy Dunes is your go-to destination for a memorable and stress-free stay in Florida. Contact us today to book your next getaway or to explore real estate opportunities in this beautiful part of the United States.

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.

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.

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.

Paradise Palms Resort is a luxurious lodging destination located at 8950 Paradise Palms Boulevard in Kissimmee, Florida, United States. This tropical paradise offers guests a relaxing and upscale stay with a range of amenities including a stunning pool, fitness center, clubhouse, and more. The spacious accommodations are beautifully decorated and fully equipped with everything you need for a comfortable stay. Whether you're looking for a family-friendly vacation spot or a romantic getaway, Paradise Palms Resort is the perfect choice for your next trip to Florida.

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.

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.

The Tipsy Islander at Margaritaville Resort Orlando is a charming lodging option located at 8044 Surf Street in Kissimmee, Florida. This tropical-themed resort offers a laid-back and relaxing atmosphere, perfect for those looking to escape the hustle and bustle of everyday life. Guests can enjoy spacious accommodations, a variety of dining options, and access to a range of amenities including a pool, spa, and fitness center. With its convenient location near popular attractions and entertainment venues, The Tipsy Islander is the ideal choice for a fun-filled vacation in the Sunshine State.

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.

Windsor at Westside Resort & Clubhouse is a popular lodging destination located at 2100 Tripoli Court in Kissimmee, Florida. Established in 2015 by Pulte Homes, this resort community offers a unique experience for guests of all ages. The 10,000 sq.ft. clubhouse features a kid's activity center, Tu Casa Bar and Lounge, a game room, and a resort-style pool with a waterslide, lazy river, hot tub, and Kids' water playground. Tu Casa Bar & Lounge offers poolside dining with a variety of delicious food options and a full-service bar serving liquor, beer, wine, and frozen favorites. The resort includes single-family pool homes and townhomes ranging from 4 to 9 bedrooms, perfect for family vacations. With popular attractions like Disney, Sea World, Universal Studios, and Legoland nearby, Windsor at Westside Resort is the ideal destination for your next family trip.

Embassy Suites by Hilton Orlando Lake Buena Vista South is a luxurious lodging option located at 4955 Kyngs Heath Road in Kissimmee, Florida. This elegant hotel offers spacious suites, modern amenities, and impeccable service for guests visiting the Orlando area. Situated just a short drive away from popular attractions like Walt Disney World and Universal Studios, this hotel is the perfect choice for families, couples, and business travelers alike. With a complimentary cooked-to-order breakfast, evening reception with drinks and snacks, and a beautiful outdoor pool, Embassy Suites by Hilton Orlando Lake Buena Vista South provides a comfortable and convenient stay for all guests.

Celebration Suites is a charming lodging institution located in Kissimmee, Florida, just a stone's throw away from the world-famous attractions of Orlando. Situated at 5820 West Irlo Bronson Memorial Highway, this family-friendly establishment offers spacious suites equipped with all the comforts of home. Guests can enjoy amenities such as fully-equipped kitchens, separate living and dining areas, and access to a sparkling outdoor pool. With its convenient location near theme parks, shopping centers, and dining options, Celebration Suites is the perfect choice for a memorable stay in the Sunshine State.

Terra Verde Resort is a luxurious lodging destination located at 109 Madiera Beach Boulevard in Kissimmee, Florida. Situated in the heart of the Sunshine State, this resort offers a tranquil oasis for guests looking to relax and unwind. With beautiful accommodations, top-notch amenities, and a prime location near popular attractions like Disney World and Universal Studios, Terra Verde Resort is the perfect choice for a memorable vacation experience. Whether you're lounging by the pool, exploring the nearby theme parks, or simply enjoying the peaceful surroundings, Terra Verde Resort provides a truly unforgettable stay in the United States.

Bellavida Resort is a luxurious lodging option located at 1172 Marcello Boulevard in Kissimmee, Florida. Situated in the heart of the Sunshine State, this resort offers a serene and relaxing atmosphere for guests looking to unwind and enjoy a peaceful vacation. With spacious accommodations, top-notch amenities, and a convenient location near popular attractions such as Disney World and Universal Studios, Bellavida Resort is the perfect choice for travelers seeking comfort and convenience during their stay in Florida. Whether you're looking to relax by the pool, explore the nearby theme parks, or simply enjoy the beautiful surroundings, Bellavida Resort has everything you need for a memorable and enjoyable vacation experience.

Orange Lake Resort North Village is a charming lodging option located in Kissimmee, Florida. Situated at 8505 West Irlo Bronson Memorial Highway, this resort offers comfortable accommodations and a range of amenities to ensure a memorable stay. Guests can relax by the pool, enjoy a round of golf, or take advantage of the resort's convenient location near popular attractions such as Walt Disney World and Universal Studios. Whether you're looking for a family-friendly vacation spot or a romantic getaway, Orange Lake Resort North Village has everything you need for a fantastic stay in sunny Florida.

Reunion Resort is a luxurious lodging institution located in Kissimmee, Florida. Situated at 8555 West Irlo Bronson Memorial Highway, this resort offers top-notch accommodations and amenities for guests looking for a relaxing and memorable stay. With stunning views, spacious rooms, and world-class service, Reunion Resort is the perfect destination for a vacation or special event. Whether you're looking to relax by the pool, play a round of golf, or explore the nearby attractions, Reunion Resort has something for everyone. Come experience the ultimate in luxury and comfort at Reunion Resort in Kissimmee, Florida.

The Mystic Dunes Resort and Golf Club Receiving Warehouse - Operations Center is a vital hub for the resort's operations, located at 7959 Mystic Dunes Lane in Kissimmee, Florida, United States. This facility serves as the central point for receiving and distributing supplies, equipment, and amenities for the resort's various accommodations and amenities. With a focus on efficiency and organization, the warehouse plays a crucial role in ensuring that guests have a seamless and enjoyable stay at the Mystic Dunes Resort and Golf Club.

Welcome to the Cozy Wonderful Clubhouse Close Disney, located at 1935 Majorca Drive in Kissimmee, Florida. Our charming lodging establishment offers a comfortable and inviting atmosphere for guests visiting the nearby Disney parks. The clubhouse features a range of amenities including spacious rooms, a relaxing pool area, and convenient access to all the magic and excitement of Disney. Whether you're looking for a cozy retreat after a day of adventure or a fun-filled family vacation, our clubhouse is the perfect choice for your stay in Kissimmee. Book your stay with us today and experience the wonders of Disney right at your doorstep.

Located at 8545 West Irlo Bronson Memorial Highway in Kissimmee, Florida, The Berkley, Orlando is a stunning condominium-style resort perfect for family vacations. Situated near Orlando's top theme parks, the resort offers easy access to family-friendly restaurants and fun activities for all ages. With a grand clubhouse, state-of-the-art fitness center, large swimming pool, lap pool, and private movie theater, there is something for everyone to enjoy. The Berkley, Orlando also provides shuttle service to the nearby theme parks, making it convenient for guests to explore the area. The resort has been awarded a Gold Crown Status with RCI, recognizing its high standards in housekeeping, maintenance, hospitality, and guest services. Additionally, The Berkley, Orlando has received accolades from Tripadvisor, including the Travelers Choice Award and the Hall of Fame Award for consistent excellence.