TOP 30 Premium holiday home rentals in Orlando, Florida

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The Best Vacation Homes is a top-rated real estate and travel agency located at 13574 Village Park Drive in Orlando, Florida, United States. We specialize in providing luxury vacation homes for rent in the Orlando area, perfect for families, couples, or large groups looking for a comfortable and convenient place to stay during their visit to the Sunshine State. Our properties are meticulously maintained and offer a range of amenities to make your vacation truly unforgettable. Whether you're planning a trip to Disney World, Universal Studios, or simply want to relax and enjoy the Florida sun, The Best Vacation Homes has the perfect accommodation for you. Contact us today to book your dream vacation home!

Casiola Orlando is a premier real estate and travel agency located at 6751 Forum Drive in Orlando, Florida. Our team of experienced professionals is dedicated to providing top-notch service to help you find the perfect vacation rental or investment property in the Orlando area. Whether you're looking for a cozy condo near the theme parks or a luxurious villa with all the amenities, we have a wide range of options to suit your needs. Trust Casiola Orlando to make your next trip to the Sunshine State truly unforgettable.

Blue Ribbon Orlando Vacation Homes is a real estate and travel agency located at 121 South Orange Avenue in Orlando, Florida, United States. Book your magical Orlando vacation home with confidence through their worry-free booking program. With their StaySafe Home Program, you can enjoy peace of mind knowing that their vacation homes undergo rigorous sanitization and disinfection protocols. By booking directly with Magical Stays, you can save up to 22% compared to other platforms such as Airbnb, Vrbo, and Booking.com. Since 1999, they have been providing high-quality vacation homes to thousands of guests each year, ensuring safety, comfort, and cleanliness. Their professional and local team is dedicated to making your vacation experience unforgettable. Whether you need assistance with reservations, property care, or personalized concierge services, Magical Stays has got you covered. With positive reviews from satisfied guests, you can trust Magical Stays to provide a wonderful vacation experience in Orlando. If you are a property owner looking for a reliable vacation home management company, Magical Stays is known for their honesty, trustworthiness, and professionalism in the industry. Contact them today to learn more about their services and start planning your dream vacation in Orlando.

Upstay is a unique institution located at 5728 Major Boulevard in Orlando, Florida, United States. As a hybrid real estate and travel agency, Upstay offers a one-of-a-kind experience for clients looking to invest in vacation properties or book accommodations for their next getaway. With a team of experienced professionals who are knowledgeable about both the real estate market and travel industry, Upstay provides personalized services to help clients find the perfect property or vacation rental that meets their needs and preferences. Whether you're looking to buy a second home in a popular tourist destination or plan a memorable vacation with your loved ones, Upstay is the go-to institution for all your real estate and travel needs.

Vista Cay By Millenium is a luxurious lodging institution located at 4874 Cayview Avenue in Orlando, Florida. This stunning property offers guests a perfect blend of comfort and convenience, with spacious and elegantly designed accommodations. Whether you're visiting for business or pleasure, Vista Cay By Millenium provides a tranquil oasis in the heart of the bustling city. Enjoy top-notch amenities, impeccable service, and breathtaking views of the surrounding area. Experience a truly unforgettable stay at Vista Cay By Millenium.

All Vacation Dreams is a premier real estate and travel agency located at 6965 Piazza Grande Avenue in Orlando, Florida. Our vacation homes are the perfect place to create lasting memories with friends and loved ones. Stay near the magic in our homes and experience the ultimate vacation experience. Choose a vacation rental for your next trip to Florida and find your dream villa to start your magical moments. All Vacation Dreams is the best choice for your vacation, providing top-quality homes and exceptional customer service since 2002.

Welcome to Anclote Village Marina, your premier destination for an unforgettable boating experience on the Anclote River. Located at 1029 Baillies Bluff Road in Holiday, Florida, our marina is perfectly positioned at the mouth of the river, offering seamless access to the Gulf of Mexico and the charming town of Tarpon Springs. Whether you're an avid angler or a casual boater, we provide everything you need for a perfect day on the water. Our state-of-the-art 200-slip dry storage facility ensures your boat is secure, utilizing advanced technology and a powerful 17,000-pound capacity forklift for effortless handling. We also offer floating docks for vessels up to 50 feet and dry storage racks for boats up to 35 feet. For those just passing through, our transient slips provide convenient short-term docking options.