TOP 30 Vacation home rentals in Kissimmee, Florida

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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!

My Vacation Homes & Tours is a real estate and travel agency located at 1252 South John Young Parkway in Kissimmee, Florida. We specialize in providing the best vacation experiences for our clients, offering a wide range of services including car rental, lodging, park tickets, cruises, and more. Our goal is to make your stay fantastic, and we are dedicated to ensuring that you are always served with the best. Simply complete the form with your stay or travel details, and we will send you our special quote to make your vacation delightful. Make your stay fantastic with My Vacation Homes & Tours.

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.

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.

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.

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.

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.

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.

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.

The Friendly Motel is a cozy and welcoming lodging establishment located at 2550 East Irlo Bronson Memorial Highway in Kissimmee, Florida. Our friendly staff is dedicated to providing guests with a comfortable and enjoyable stay during their visit to the Sunshine State. With clean and spacious rooms, convenient amenities, and a convenient location near popular attractions, The Friendly Motel is the perfect choice for travelers looking for a budget-friendly and welcoming place to stay in Kissimmee. Whether you're visiting for business or leisure, you'll feel right at home at The Friendly Motel.

Magic Village Yards, Trademark Collection by Wyndham is a luxury concierge-style community located at 3151 Pantanal Lane in Kissimmee, Florida, United States. Offering 3 and 4 bedroom villas with exclusive services, privacy, and comfort, this upscale lodging option is just 2 minutes away from Disney’s Animal Kingdom Park. The villas feature stainless steel kitchens, stylish furnishings, luxury bedding, and private, furnished patios with BBQ grills. With amenities expected of the finest private homes, guests can enjoy a relaxing stay with the benefits of upscale hotel services. The multilingual staff, concierge, clubhouse, cleaning services, and other amenities will enhance your experience. ADA defined service animals are welcome, but no other pets are allowed. Guests must be 21 years of age with a valid ID to check-in, and a refundable deposit for incidentals is required. A cleaning fee applies to all stays. Magic Village Yards is the perfect setting for special events or group trips, with a concierge staff ready to tailor your visit to meet your specific needs. Contact [email protected] for booking inquiries. Experience the beauty of Magic Village Yards and make unforgettable vacation memories in this tranquil oasis in the heart of Orlando.

Holiday Inn & Suites Orlando SW - Celebration Area is a welcoming and comfortable lodging option located in Kissimmee, Florida. Situated on the bustling West Irlo Bronson Memorial Highway, this IHG hotel offers easy access to nearby attractions such as Walt Disney World and Universal Studios. The hotel features spacious rooms and suites, a sparkling outdoor pool, a fitness center, and on-site dining options. Whether you are visiting for a family vacation or a business trip, Holiday Inn & Suites Orlando SW - Celebration Area provides a convenient and enjoyable stay for all guests.

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.

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.

Windsor Island Resort is a luxurious vacation destination located at 1115 Aloha Boulevard in Davenport, Florida, United States. This stunning resort offers a range of accommodations including spacious villas and townhouses, all beautifully designed and fully equipped for a comfortable stay. Guests can enjoy a variety of amenities such as a sparkling swimming pool, fitness center, tennis courts, and a clubhouse with game room. The resort is conveniently located near popular attractions like Walt Disney World and Universal Studios, making it the perfect choice for families and couples looking for a memorable getaway in the Sunshine State.

The Storey Lake Clubhouse is a premier facility located at 4715 Kings Castle Circle in Kissimmee, Florida. This luxurious clubhouse offers a wide range of amenities for guests to enjoy, including a state-of-the-art fitness center, a resort-style swimming pool, a lazy river, and a children's splash pad. Guests can also relax in the hot tub or enjoy a meal at the on-site restaurant. For more information about the amenities at Storey Lake Resort, guests can contact the Hideaway Clubhouse at 407-787-8700. Additionally, guests can request a quote for shuttle service to nearby attractions by completing the form on the website.

The Windsor Palms Resort Owners Group is a luxurious lodging institution located at 2300 Wyndham Palms Way in Kissimmee, Florida. This resort community offers private villas for rent in a safe and secure environment, with amenities such as billiard tables, ping pong, video games, and a recently remodeled arcade. Situated just 3.5 miles from the Disney World theme parks, this family-friendly resort offers free WIFI and resort-style accommodations. The newly renovated 4-bedroom, 3-bathroom villa features a private heated pool option and can accommodate up to 10 people. Enjoy the best of Windsor Palms, with its gated resort-style living just minutes away from Walt Disney World. Choose from a range of vacation homes, including condos, townhomes, and spacious pool villas, to suit your Orlando vacation rental needs.

Solara Resort Clubhouse is a luxurious lodging option located at 1575 Carey Palm Circle in Kissimmee, Florida. This resort offers vacation home rentals near popular attractions such as Disney World, SeaWorld, and Universal Orlando. The clubhouse features a splash pad, volleyball court, fitness center, poolside Tiki bar, private poolside cabanas, and more for guests to enjoy. Whether you prefer sports or relaxation, Solara Resort has something for everyone. The resort's central location provides easy access to theme parks, dining, shopping, and entertainment. With a variety of amenities and activities available, Solara Resort Clubhouse is the perfect destination for a memorable Orlando vacation experience.

Launchpad's Landing is a luxurious 5 bedroom vacation home located in the gated resort community of Windsor Hills, just 2 miles from Disney World in Kissimmee, Florida. With two king bedrooms, a queen room, and two rooms with twin beds, all with private ensuite bathrooms, this home is perfect for multigenerational family groups. The backyard oasis features a private pool, spillover spa, screened lanai, propane grill, and plenty of space to relax. The fully equipped kitchen, high-speed wifi, cable, and smart TVs throughout the home ensure a comfortable stay. Guests can enjoy the resort amenities including a lagoon pool, waterpark, playgrounds, sport courts, and more. Just minutes from Disney World and other Orlando attractions, Launchpad's Landing is the ultimate family home for your vacation. Book now to experience a magical stay at Launchpad's Landing!

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.

Villa By The Castle is a top-rated luxury vacation rental located at 2608 Daulby Street in Kissimmee, Florida. This 6-bedroom, 4-bathroom villa is just 2 miles from Disney World in the beautiful Windsor Hills Resort. The villa is equipped with a private pool and spa, a game room with a pool table and air hockey, and a great room with a 70" 3D LED Smart TV. With amenities like TVs in every bedroom, baby gear, and a fully equipped kitchen, Villa By The Castle provides a comfortable and welcoming home for your Disney vacation. As owner-operated, you'll have direct communication with us throughout your stay. Windsor Hills is the closest resort community to Disney World, offering resort-style amenities and a convenient location. Book your stay at Villa By The Castle and experience the best of Kissimmee and Orlando.

Welcome to our beautiful 3 bedroom, 3 bathroom, 1678 square foot vacation rental just 5 minutes away from Disneyworld in Kissimmee, Florida. Located at 7576 Sunny Dreams Lane, this resort-style lodging offers a luxurious and convenient stay for families or groups visiting the area. With modern amenities, comfortable furnishings, and a prime location near the most popular attractions, your stay here will be unforgettable. Enjoy the sunny Florida weather and nearby theme parks while staying in this spacious and well-equipped vacation rental.

Palms Way Villa is a luxurious vacation rental located at 2220 Wyndham Palms Way in Kissimmee, Florida. This stunning villa offers a peaceful and exclusive retreat for guests looking to escape the hustle and bustle of everyday life. With spacious living areas, modern amenities, and a private pool, Palms Way Villa is the perfect home away from home for families or groups of friends. Whether you're looking to relax by the pool, explore the nearby theme parks, or simply unwind in a serene setting, Palms Way Villa provides the ideal base for your Florida getaway. Experience the ultimate in comfort and convenience at Palms Way Villa.

Condo Centre Court Haven is a luxurious lodging option located at 1358 Centre Court Ridge Drive in Kissimmee, Florida. This beautiful 3-bedroom unit is part of the prestigious Reunion resort, offering guests a comfortable and upscale stay. The condo features spacious rooms, modern amenities, and stunning views of the surrounding area. Whether you're visiting for a family vacation or a romantic getaway, Condo Centre Court Haven is the perfect choice for your stay in the Sunshine State.

Flamingo Inn is a charming lodging establishment located at 801 East Vine Street in Kissimmee, Florida, United States. Situated in the heart of the city, this cozy inn offers comfortable accommodations and convenient amenities for guests looking to explore all that Kissimmee has to offer. With its welcoming atmosphere and friendly staff, Flamingo Inn is the perfect home away from home for travelers visiting the area. Whether you're in town for business or pleasure, Flamingo Inn provides a relaxing and enjoyable stay for all guests.