TOP 30 Vacation rental properties in Kissimmee, Florida

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USA House Vacations is a premier travel agency located in Kissimmee, Florida, offering a wide range of vacation rental homes in the United States. Our properties are meticulously selected to provide the perfect accommodation for your next holiday getaway. Whether you are looking for a cozy beach house, a luxurious villa, or a spacious family-friendly home, we have something for everyone. Our dedicated team is committed to providing exceptional customer service and ensuring that your vacation experience is unforgettable. Book your dream getaway with USA House Vacations today and make lasting memories with your loved ones.

Paradise Properties is a premier travel agency located at 52 Riley Road in Kissimmee, Florida. Our dedicated team of professionals specializes in providing top-notch vacation rental properties in the beautiful Sunshine State. Whether you're looking for a cozy beachfront condo or a luxurious villa near Disney World, we have the perfect accommodations to suit your needs. With years of experience in the industry, we strive to make your vacation experience unforgettable. Contact Paradise Properties today to start planning your dream getaway in Florida!

Florida Vacation Villas Club is a premier travel agency located in Kissimmee, Florida. Our institution offers a wide range of vacation villas for rent, perfect for those looking to experience the magic of Florida. Situated at 2770 North Poinciana Boulevard, our club provides top-notch accommodations and excellent customer service to ensure a memorable and relaxing stay. Whether you're looking to explore the theme parks, enjoy the beautiful beaches, or simply unwind in luxury, Florida Vacation Villas Club has something for everyone. Book your dream vacation with us today and experience the best 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.

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.

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.

7521 Mourning Terraces at Reunion - Regal Managers is a luxurious lodging institution located at 7521 Mourning Dove Circle in Kissimmee, Florida, United States. Managed by Regal Managers, this establishment offers top-notch accommodations with stunning views and impeccable service. Whether you are visiting for a relaxing getaway or a special event, 7521 Mourning Terraces at Reunion is the perfect choice for a memorable stay. With its elegant design, convenient location, and exceptional amenities, this institution ensures a truly regal experience for all guests.

Experience the untouched beauty of Florida wilderness at Westgate River Ranch Resort & Rodeo, located in River Ranch, Florida. Just an hour south of Orlando, this authentic Florida dude ranch offers a wide range of activities including horseback riding, a Saturday night rodeo, and more on its 1,700-acre property overlooking the scenic Kissimmee River. Upgrade your camping experience with luxurious Conestoga Wagons or Glamping tents featuring air conditioning. Enjoy the Cowboy Adventure Park & Florida Fair for a day full of excitement. Indulge in dining options ranging from fine dining at River Ranch Cattle Company to casual waterfront dining at Smokehouse on the River. Watch thrilling rodeo events at the 1,200-seat Rodeo Arena, featuring competitive bull riding and barrel racing. Become a World of Westgate Loyalty Member for exclusive discounts and benefits. Please note that features and amenities may change. This material is for soliciting sales of vacation ownership plans. Accessible features may vary. Receive 50,000 points with this offer for future purchases at Westgate Resorts.

Reunion Resort Water Park, located at 7593 Gathering Drive in Kissimmee, Florida, is a top tourist attraction and amusement park for visitors of all ages. With a variety of exclusive amenities and features, including private swimming pools and movie theaters, our vacation homes offer a unique and luxurious stay. The Water Park at Reunion Resort features a zero entry pool, 1,000 foot lazy river, large waterslide, kids splash zone, beach area, cabanas for rent, and a full bar with frozen drinks. Guests can enjoy complimentary tubes for the lazy river and participate in family-friendly contests for prizes.

Summer Bliss San Remo is a luxurious vacation rental institution located at 767 Leonardo Court in Kissimmee, Florida, United States. Situated in the heart of the Sunshine State, this stunning property offers guests a true taste of summer bliss. With spacious and beautifully decorated accommodations, top-notch amenities, and a prime location just minutes away from world-famous theme parks and attractions, Summer Bliss San Remo is the perfect destination for families, couples, and friends looking to create unforgettable memories in the sun-drenched paradise of Florida. Whether you're looking to relax by the pool, explore the nearby attractions, or simply unwind in the comfort of your own private oasis, Summer Bliss San Remo has everything you need for a truly magical vacation experience.

Orange Lake Country Club is a luxurious resort located in Kissimmee, Florida. Situated at 8505 West Irlo Bronson Memorial Highway, this stunning property offers a range of world-class amenities and accommodations for guests to enjoy. From spacious villas to championship golf courses, Orange Lake Country Club provides a relaxing and upscale atmosphere for visitors looking to unwind and experience the best of central Florida. Whether you're looking to relax by the pool, hit the links, or explore nearby theme parks, Orange Lake Country Club offers something for everyone. Experience the ultimate in relaxation and luxury at this premier resort destination.

Windsor Hills Pool View Condo is a luxurious lodging option located at 7650 Comrow Street in Kissimmee, Florida, United States. This three-bedroom, two-bathroom condo is situated near Walt Disney World and offers stunning poolside views. Guests can enjoy the resort's amenities such as the clubhouse, theater, game room, and full-size gym. The condo is Disney themed throughout, with stuffed Disney characters adding to the magical atmosphere. With its proximity to popular attractions like Magic Kingdom, Epcot, and Universal Orlando, Windsor Hills is the perfect choice for a family-friendly vacation. The property is meticulously cleaned and sanitized following the guidelines of leading health agencies, ensuring a safe and comfortable stay for all guests. With its unbeatable location and top-notch amenities, Windsor Hills Pool View Condo is a popular choice for families visiting the Orlando area.

Villas At Fortune Place is a charming lodging institution located at 1201 Simpson Road in Kissimmee, Florida, United States. Nestled in a serene and picturesque setting, this resort-style property offers spacious and well-appointed villas perfect for families and groups looking for a comfortable and relaxing vacation getaway. Guests can enjoy a range of amenities including a swimming pool, hot tub, fitness center, and outdoor recreational facilities. With its convenient location near popular attractions such as Walt Disney World and Universal Studios, Villas At Fortune Place is the ideal choice for a memorable and enjoyable stay in the Sunshine State.

Magical Home Services is a unique institution located on West Irlo Bronson Memorial Highway in Kissimmee, Florida. As a real estate and travel agency, we specialize in providing exceptional services for those looking to buy, sell, or rent properties in the magical city of Kissimmee. Our team of experienced professionals is dedicated to helping our clients find their dream homes or vacation rentals, ensuring a smooth and stress-free experience. Whether you are looking to invest in real estate or plan a magical vacation, Magical Home Services is here to make your dreams a reality. Visit us today to discover the magic of Kissimmee, Florida.

Maid Right of Central Florida, located at 5717 Red Bug Lake Road in Winter Springs, Florida, is your go-to destination for top-notch house cleaning services in Kissimmee, FL and surrounding areas. Our skilled and fully insured cleaning crew is dedicated to meeting your needs and providing you with a reliable and consistent experience. Whether you need a one-time cleaning, regular maintenance, or specialized services, our knowledgeable team will meticulously clean your property to the highest standards. When you choose Maid Right of Central Florida, you can trust that we will utilize our innovative MR Shield® technology to thoroughly clean your home. This cutting-edge technique is designed to eliminate 99.99% of pathogens, including the flu and E. coli, while also removing odors caused by cooking, smoking, pets, and more. Our environmentally safe cleaning supplies ensure that our services are safe for you, your family, your pets, and the environment.

AlquilaOrlando is a lodging institution located at 8000 Shine Drive, Kissimmee, Florida, United States. We offer personalized attention and comprehensive services to help you grow your investments. Our 3-bedroom apartment at Reunion Resort features a golf course view and has been recently remodeled. It is well located and offers excellent investment opportunities. The apartment includes 3 bedrooms, 2 full bathrooms, and is located in a secure gated community with 24-hour security. Amenities include a gym, pool, and kids room. We have over 20 houses available for rent. Contact us for more information!

The Villages at Mango Key is a premier real estate and travel agency located at 3201 Lindfields Boulevard in Kissimmee, Florida. Our agency specializes in providing luxurious vacation rentals and property sales in the beautiful area of Mango Key. Whether you are looking for a relaxing getaway or a new home in paradise, our dedicated team is here to help you find the perfect property to suit your needs. With stunning views, top-notch amenities, and convenient access to the best attractions in the area, The Villages at Mango Key is the ideal choice for your next vacation or real estate investment. Contact us today to start planning your dream getaway or to explore the opportunities for owning a piece of paradise in Kissimmee, Florida.

Flagstone Villa is a newly remodeled luxury vacation rental located at 2558 Archfeld Boulevard in Kissimmee, Florida. This beautiful property features a south-facing pool with no rear neighbors, providing the ultimate privacy for guests. The villa is tastefully furnished with high-quality furniture imported from England and offers themed bed-linen in two twin rooms. Guests can enjoy a fully fitted granite kitchen, games room with a slate pool table and foosball table, and a computer with unlimited internet access. Optional extras such as pool heating, BBQ hire, and international calling are available for an additional charge. Conveniently located just 2 miles from Disney, Windsor Hills Resort offers a range of amenities including a luxury water park, club house with games room and movie theater, fitness center, and outdoor sports facilities. Guests can also take advantage of the Windsor Hills Shuttle to the theme parks for an additional fee. With easy access to all the attractions in Orlando and Tampa, Flagstone Villa is the perfect choice for a memorable vacation in Florida.

The Disney Lillian House at Terra Verde Resort is a charming and cozy lodging option located at 117 Madiera Beach Boulevard in Kissimmee, Florida. This beautifully decorated house offers a unique Disney-themed experience for guests looking to immerse themselves in the magic of Disney. As a real estate agency, the Disney Lillian House also offers opportunities for guests to invest in their own piece of Disney magic by purchasing a vacation home in the Terra Verde Resort community. With a prime location near all of Orlando's major attractions, this resort is the perfect place to own a vacation property.

Endless Summer Florida House is a versatile institution located at 8502 Blue Horizon Court, Kissimmee, Florida, United States. It serves as a lodging, real estate, and travel agency, offering discounted rates for May & June 2024. Whether you are traveling for business or pleasure, Endless Summer provides maximum convenience at competitive rates. The accommodations are flexible, suitable for small or large families and groups. The Kissimmee Florida Vacation Home is a spacious and well-appointed lakefront villa in the gated community of Sunset Lakes. The interior features an open foyer, living room, dining room, family room, full kitchen with new appliances, dinette, laundry room, and attached two-car garage. The five guest bedrooms and three full bathrooms on the second floor include two master bedrooms with en-suite bathrooms.

Welcome to Olivia's Dream Villa, a luxurious vacation rental located at 2657 Dinville Street in Kissimmee, Florida. This stunning property is the perfect getaway for families and groups looking to experience the magic of Orlando's theme parks and attractions. Featuring spacious bedrooms, a fully equipped kitchen, a private pool, and a game room, Olivia's Dream Villa offers all the comforts of home in a beautiful and serene setting. Guests can relax on the sun loungers by the pool, enjoy a BBQ in the outdoor dining area, or unwind in the hot tub after a long day of exploring the nearby attractions.

Sunny Hilltop is a luxurious family-owned villa located just 3 miles from Disney in Kissimmee, Florida. This spacious 5-bedroom, 5-bathroom property is the perfect place to relax after a day at the theme parks. The villa features Star Wars and Mickey Playground themed bedrooms that kids will love, as well as a private spa, game room with HD projector, and high-speed Wi-Fi. Guests can also enjoy the communal pool with dueling water slides. The house is fully climate controlled with Nest thermostats and features a movie theater room with a 92" screen and surround sound system. Additional amenities include a BBQ rental option, access to communal pool and water features, and various on-site activities. The property is located in the gated Windsor Hills community, providing a safe and family-friendly environment. Previous guests have praised the cleanliness, amenities, and responsiveness of the host, making Sunny Hilltop a top choice for families visiting the area.

Florida Fantasy Homes is a premier lodging institution located in the heart of Kissimmee, Florida. Situated at 1050 East Osceola Parkway, our luxurious vacation homes offer the perfect blend of comfort and convenience for travelers visiting the Sunshine State. Whether you're looking for a cozy retreat for a romantic getaway or a spacious accommodation for a family vacation, Florida Fantasy Homes has a variety of options to suit your needs. With top-notch amenities, stunning decor, and proximity to popular attractions like Disney World and Universal Studios, our institution provides the ultimate home away from home experience for guests. Book your stay with us and make your Florida dream vacation a reality.

The Vinyards is a premier real estate agency located at 2101 Vineyard Boulevard in Kissimmee, Florida. With a team of experienced and dedicated agents, we specialize in helping clients buy and sell luxury properties in the beautiful surroundings of Kissimmee. Our mission is to provide top-notch service and expertise to ensure a seamless and successful real estate transaction for every client. Whether you're looking for a stunning waterfront property or a charming family home, The Vinyards is here to help you find your dream home in the Sunshine State.

Oasis at Shingle Creek is a premier real estate agency located in Kissimmee, Florida. Situated at 4350 Osceola Trail Road, this institution offers a wide range of properties for sale and rent in the beautiful Shingle Creek area. With a team of experienced and knowledgeable real estate agents, Oasis at Shingle Creek is dedicated to helping clients find their perfect home or investment property. Whether you are looking for a cozy family home, a luxurious vacation rental, or a commercial property, this agency has the expertise to assist you every step of the way. Visit Oasis at Shingle Creek today and let them help you find your own piece of paradise in sunny Florida.

Storey Lake Resort is a premier real estate agency located at 4827 Romeo Circle in Kissimmee, Florida. This luxurious resort offers a variety of vacation homes and townhouses for sale or rent, perfect for those looking to experience the magic of Orlando. With top-notch amenities such as a lazy river, water slides, fitness center, and on-site dining options, Storey Lake Resort is the ideal destination for those seeking a relaxing and fun-filled getaway in the heart of the Sunshine State. Whether you're looking for a permanent residence, a vacation home, or an investment property, Storey Lake Resort has something for everyone. Come experience the ultimate in resort-style living at Storey Lake Resort.

The Estates at Lake Cecile is a luxurious residential community located at 4717 Everglades Circle in Kissimmee, Florida. This stunning property offers a serene and picturesque setting with beautiful views of Lake Cecile. The Estates at Lake Cecile boasts spacious and well-appointed homes with modern amenities and upscale finishes. Residents can enjoy resort-style living with access to a swimming pool, fitness center, and clubhouse. The community is conveniently located near shopping, dining, and entertainment options, making it the perfect place to call home in the heart of Florida.

Escape to this beautiful, cozy retreat near Disney in the heart of Kissimmee, Florida. This spacious condo is the perfect home away from home for your vacation. Located at 5017 Laguna Bay Circle, this real estate agency offers a serene and comfortable stay for up to 6 guests. Whether you're looking to explore the magic of Disney or simply relax and unwind, this retreat has everything you need. With 3 bedrooms and 2 bathrooms, you'll have plenty of space to spread out and make yourself at home.

Mickey Mouse Homes is a unique institution located at 7731 Teascone Boulevard in Kissimmee, Florida. As a lodging, real estate, and travel agency all rolled into one, Mickey Mouse Homes offers a one-of-a-kind experience for visitors looking to stay in the magical world of Disney. Our expert team is dedicated to providing top-notch accommodations, real estate options, and travel services to make your stay in Kissimmee unforgettable. Whether you're looking to rent a vacation home, buy a property near Disney World, or plan an unforgettable Disney vacation, Mickey Mouse Homes has you covered. Come stay with us and experience the magic of Disney like never before!