By Orlando Resorts Rental | Vista Cay Resort, Orlando, FL
When families search for Orlando vacation rentals near Disney, near Universal, or simply a place that feels like home in the heart of Central Florida, they often find Orlando Resorts Rental — and then they come back, year after year. But how did a small family operation become one of the most beloved vacation rental companies in Orlando? To mark our 20th anniversary, we sat down with Stephanie, one of the original members of the ORR family, to tell the story from the very beginning.
From Dirt Roads to Dream Vacations: The Early Days of Vista Cay
Long before Vista Cay became one of Orlando’s most sought-after resort communities near Universal Studios, the landscape looked nothing like it does today. Universal Boulevard — the main road running directly in front of the resort — didn’t even exist in its current form.
We asked Stephanie what those early days were really like:
“The founding family of ORR is fortunate to be locals who knew this area would grow and prosper over the years. Long before Vista Cay began, the current main road, Universal Boulevard, which runs in front of the resort wasn’t expanded. It didn’t exist. Once expanded, Vista Cay became a vision of the future.
Orlando Resorts Rental began in the very early days of Vista Cay, January 2006. There was a sales trailer set up in the area now known as The Isles. Construction trucks were everywhere, roads were still dirt and there was no landscaping. Today the area has grown tremendously. Vista Cay is fully developed with enlarged common areas and well-kept grounds which accommodate the many guests that continue to return and the new guests that stream in.”
Today, Vista Cay Resort sits at one of the most coveted addresses in Orlando — minutes from Universal Orlando Resort, Epic Universe, Walt Disney World, and the Orange County Convention Center. What started as a dirt road and a dream is now a fully developed, lush resort community that welcomes thousands of guests each year looking for short-term vacation rentals in Orlando, FL.
A Guest Story That Says It All
What sets a family-owned Orlando vacation rental apart from a big hotel chain? It’s the moments that happen after check-in. Stephanie shared one that has stayed with her for years:
“We had a young international family that vacationed with us one year. It was the trip of a lifetime for them. They arrived in the middle of the night and continued to call lost. At one point my husband asked them to stay at one specific location, told them he would meet them and they could follow him to their condo. Throughout their stay I had a few visits with them to assure all was going well and they were enjoying their vacation. We became close over their time in Vista Cay and to this day we are friends on social media.”
This is the experience that no hotel algorithm can replicate. When you book a vacation condo rental in Orlando through ORR, you’re not getting a confirmation number — you’re getting a team of people who will meet you in a parking lot in the middle of the night if that’s what it takes.
The Culture That Built Orlando Resorts Rental
There’s a reason guests who discover Orlando Resorts Rental rarely book anywhere else. We asked Stephanie to put it into words:
“Laura, Daniel, Brock and their entire team have built on the very culture the company was founded on: family. ORR not only feels different from just another rental company, it is different. The family members are passionate about Vista Cay, their clients and guests. When calling ORR, you will receive a family member to speak with. Personal and warm greetings are a rare asset to encounter with many businesses today, not with ORR.”
In an era of automated chatbots and impersonal booking portals, picking up the phone and reaching an actual person — someone who knows Vista Cay inside and out — is increasingly rare. It’s one of the many reasons ORR has grown into the go-to source for Orlando resort rentals for families across the country and around the world.
How Orlando Has Changed — and How ORR Has Grown With It
Orlando is not the same destination it was in 2006. It’s bigger, bolder, and more diverse than ever — with new theme parks, a booming convention scene, and a hotel and short-term rental market that has expanded dramatically. We asked Stephanie how she’s seen both the city and ORR evolve:
“Orlando has always been a top travel destination and continues to offer families, businesses and people of all ages diverse attractions. The current ORR generation has adapted many new innovative ways to continue to grow the business with up to date technology while focusing on guests, clients and personnel.”
For travelers looking for vacation rentals near Disney World, condos near Universal Studios Orlando, or accommodations near the Orange County Convention Center, Vista Cay’s location has only grown more strategic with time. The opening of Epic Universe in 2025 alone put Vista Cay within minutes of one of the most ambitious theme parks ever built — and ORR was already here, ready to welcome guests.
A Message to the Guests Who Keep Coming Back
Twenty years of memories don’t happen without the families who keep choosing Vista Cay. Stephanie had a message she wanted to share directly with them:
“Thank you for your loyalty, returning to Vista Cay through ORR throughout the years. If it was not for you, our valued guest, we would not have grown to the heights we are today. I thank you for the trust you have in ORR and the support you show our family, especially for this current generation, eager to make your stay the best!”
Orlando Resorts Rental is a family-owned vacation rental company located at Vista Cay Resort in Orlando, Florida — minutes from Walt Disney World, Universal Orlando Resort, Epic Universe, and the Orange County Convention Center. Specializing in condo and townhome rentals for families, groups, and convention travelers since 2006.
