Orlando Property Management
Vacation Rentals and Long-Term Rentals in the Orlando Area
Welcome to Dreaming Orlando – where magical stays meet exceptional property care in the heart of Central Florida. Whether you’re planning a short-term family vacation near the theme parks or seeking long-term housing in the Orlando area, our curated collection of homes delivers comfort, style, and unforgettable experiences. Each property is professionally managed to ensure pristine quality, five-star service, and hassle-free convenience—so you can focus on what matters most: making memories. From sparkling pools to cozy retreats, Dreaming Orlando offers more than just a place to stay — we provide a place to dream.
Luxury Vacation Rentals
Vacation Rentals Near Disney
Long Term Rentals in the Orlando Area
Book Direct with Dreaming Orlando and Save Big
Skip the extra fees on Airbnb, Booking, and VRBO—when you book directly through DreamingOrlando, you can save up to 25% on your Orlando vacation rental. Get the same stunning properties, with better prices, more flexibility, and personalized service every step of the way.
- No Hidden Fees
- Lowest Rate Guarantee
- Local, On-the-Ground Support
Prime Orlando Locations
Our vacation homes are just minutes from Walt Disney World, Universal Studios, and Orlando’s top attractions. Whether you're traveling with family or friends, you'll be close to all the magic.
Professional Property Management
From seamless check-ins to prompt maintenance and spotless cleanings, our Orlando-based team manages every detail to ensure your stay is stress-free and enjoyable.
Five-Star Guest
Experience
With glowing reviews and a reputation for excellence, Dreaming Orlando is committed to giving every guest the VIP treatment.
Own a Vacation Home in Orlando? Let Dreaming Orlando Maximize Your Rental Income.
Whether you’re local or out-of-state, our expert property management services are designed to help you earn more while doing less. We handle everything—from bookings to cleanings—so your home stays booked and your guests stay happy.
- Revenue-Driven Strategy : Our dynamic pricing tools use real-time market data and demand trends to optimize nightly rates and length of stay—so your property earns top dollar year-round.
- Elite Listing Performance : Leverage our Superhost status! We use professional photography, enhanced listings, and targeted marketing to keep your calendar full and your reviews glowing.
- Full-Service Property Care : From five-star cleanings to responsive maintenance, we treat your home like our own—protecting your investment while delivering a luxury guest experience.
Let’s Turn Your Home Into a High-Earning Vacation Rental