TOP 10 Best Vacation rental websites in Kissimmee, Florida

WellHome Parkside Vacation Home at Windsor Hills Resort is a luxurious lodging option located in Kissimmee, Florida. Situated at 7715 Comrow Street, this vacation home offers a tranquil and relaxing environment for guests looking to unwind and rejuvenate. As a real estate agency, WellHome Parkside Vacation Home provides guests with top-notch accommodation options, ensuring a comfortable and unforgettable stay. The resort also features a spa where guests can indulge in a variety of rejuvenating treatments and massages.

Master Vacation Homes is a real estate and travel agency located at 2801 North Poinciana Boulevard in Kissimmee, Florida, United States. Our institution specializes in providing vacation rental homes for travelers looking for a comfortable and convenient accommodation option. We offer a wide range of properties to choose from, ensuring that our guests have a memorable and enjoyable stay in the Sunshine State. Our website uses Cookies to enhance user experience, but rest assured that we do not store sensitive personal information. If you have any questions or concerns about our Cookies Policy, please feel free to contact us. Thank you for considering Master Vacation Homes for your next getaway!

Sunrise 2 Sunset Vacation Homes is a real estate and travel agency located at 7828 West Irlo Bronson Memorial Highway in Kissimmee, Florida, United States. As a partner with CiiRUS, they offer more than just vacation rental software - they provide real solutions to drive efficiency and grow revenue for your business. With elite reservation management tools for hosts of all sizes, they make it easy to handle rates, quotes, and reservations from multiple channels including Airbnb, Vrbo, and your own website. Their software allows you to centrally track all income and expenses, pay owners, charge vendors, and distribute branded owner statements directly. You can easily distinguish payouts, expenses, and commissions with ongoing reconciliation and advanced reports. The software also offers real-time full-data sync with Airbnb, Vrbo, and more without the need for third parties.

M&M Legacy Rentals LLC is a real estate and travel agency located at 2613 Daulby Street in Kissimmee, Florida, United States. Our luxurious lakeview villa offers 6 bedrooms and a new massage chair for ultimate relaxation. With stunning pool views and newly updated features, our villa aims to provide a tranquil and rejuvenating experience for our guests. We offer overflow parking with prior approval, fully stocked kitchen supplies, new appliances, and entertainment options such as a Star Wars mini theater game room and massage chairs. Additionally, we provide complimentary pool heat, BBQ, and essential household items. Our payment schedule and cancellation policy ensure a seamless booking process, and we highly recommend travel insurance. Guests can communicate with us via email or text, and we provide a secure numeric door lock for easy access. Our property is located in a gated community with security measures in place, including Ring cameras and a security fence around the pool. We also offer a safe for valuables and assistance with planning Walt Disney World trips. Guests must obtain wristbands for access to community amenities, and day visitors are subject to approval and an additional fee. Amazon delivers packages to the community regularly, ensuring convenience for our guests. Visit our website to book your stay and experience the ultimate resort vacation at M&M Legacy Rentals LLC.

White Swan Vacation Villas and Homes Florida is a premier real estate and travel agency located in Kissimmee, Florida. Our luxurious vacation villas and homes offer the perfect getaway for families, couples, and groups looking to experience the magic of Florida. Situated at 8846 Grand Palms Circle, our properties are conveniently located near top attractions such as Walt Disney World, Universal Studios, and SeaWorld. With top-notch amenities and exceptional customer service, White Swan Vacation Villas and Homes Florida is your go-to choice for an unforgettable Florida vacation experience.

Ramada by Wyndham Kissimmee Gateway is a charming lodging facility located at 7470 West Irlo Bronson Memorial Highway in Kissimmee, Florida, United States. Our institution offers comfortable accommodations and top-notch amenities for guests to enjoy during their stay. On our website, we prioritize the privacy and preferences of our guests by using cookies for analytical purposes, personalizing content, offering social media functions, and showing personalized advertising based on browsing habits. Guests have the option to set their preferences and choose how their data is used by installing cookies or similar technologies.

Windsor Hills Private Rentals is the official rental website for the Windsor Hills Resort in Kissimmee, Florida. Endorsed and run by the Resort Management Committee, we offer a wide selection of vacation rentals in the most popular resort community in the Orlando area. With no commission or booking fees, you can secure your dream vacation rental directly with the property owner or manager. Our advanced search functionality helps you find the perfect accommodation, whether you're looking for a villa, townhome, or condo. The resort is located just 2 miles from Walt Disney World, making it the ideal location for a family vacation, business event, wedding, or honeymoon. Enjoy the amenities of the Windsor Hills Resort, including a clubhouse, lagoon-style pool, water park, fitness center, playground, and more. With easy access to top golf courses and major theme parks, renting in Windsor Hills puts you in the center of the action. Book your perfect vacation rental property now with Windsor Hills Private Rentals.

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.

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.

Gemstone Properties LLC is a reputable real estate and travel agency located at 811 Patrick Street in Kissimmee, Florida. As an awarded Airbnb superhost for vacation rentals, we provide top-quality accommodations for travelers. Our services also include property management for tenants, applicants, and landlords. Trust Gemstone Properties LLC for all your real estate and travel needs in the vibrant city of Kissimmee, Florida.

The Jerry Barker Group is a reputable real estate agency located at 16050 Vetta Drive, Montverde, Florida, United States. Specializing in helping buyers identify and purchase short term rental vacation homes in the Orlando / Kissimmee area near Disney, our team provides guidance with property management and oversees everything needed for a smooth transition into property ownership. We also assist current owners who are building or selling their portfolio. Our website offers three great ways to help you immediately:

Fernandas BnB is a charming lodging establishment located at 2498 Sweetwater Club Circle in Kissimmee, Florida, United States. As a combination of a real estate agency and a travel agency, Fernandas BnB offers guests a unique experience in a beautiful and relaxing setting. Whether you are looking for a short-term rental or a vacation home, Fernandas BnB has a variety of options to suit your needs. With personalized service and attention to detail, Fernandas BnB is the perfect choice for your next stay in Kissimmee.

Ohana House, located at 2631 Daulby Street, Kissimmee, Florida, is the ultimate Disney World rental house just 5 minutes away from the magical theme park. This 6 bedroom, 4 bathroom pool villa at Windsor Hills Resort combines hints of Disney's Polynesian Resort with a modern, upscale hotel feel. Completely renovated, Ohana House is a popular choice for families visiting Disney, Universal, or exploring Florida. This luxury vacation house comfortably sleeps 13 and features a fully-equipped kitchen, multiple large TVs, a private heated pool and spa-tub overlooking the lake, and a Star Wars themed game room with arcade games, video games, foosball, and air hockey. The house also boasts three professionally designed themed bedrooms: Moana, Disney, and Pirates of the Caribbean. Magical hints of Disney can be found throughout, including hidden Mickeys.

Bposhtels Orlando Disney is a unique lodging institution located at 5245 West Irlo Bronson Memorial Highway in Kissimmee, Florida, United States. Situated just 20 minutes away from Disneyworld in the Kissimmee area, our hostels offer convenient access to popular attractions and amenities. Guests can easily walk to 24-hour restaurants and access public transportation. Additionally, we are located near the vibrant Old Town area. At Bposhtels Orlando Disney, guests can enjoy a range of amenities including breakfast, free package storage, a swimming pool, parking, and fast Wi-Fi. Each guest is provided with reading lights, coffee, a personal locker, and fresh towels daily. Please note that proof of traveling may be required for check-in.

Central Florida Holiday Homes is a reputable real estate and travel agency located at 3333 Bartlett Boulevard in Orlando, Florida. Specializing in the Reunion, Davenport, Kissimmee, Champions Gate, and Disney regions of Central Florida, we have been providing expert vacation home services for over 25 years. Our comprehensive vacation home management services include marketing your property on our website and other high-traffic platforms such as VRBO, Flipkey, and AirBnB. We also conduct weekly checks on your home to ensure everything is in order, even when there are no guests present.