Orlando, FL
2 bedrooms
2 baths
6 guests
$ 119.00
/night
DOWNTOWN ORLANDO & CENTRAL FLORIDA
Ten boutique homes downtown. Fourteen family homes across Central Florida. All bookable direct.
Average Guest Rating
Verified Guest Reviews
Years Hosting in Orlando
Airbnb Status
WELCOME TO BOOKWITHJUAN
Juan is a 20+ year Orlando native who turned his love of the city into ten individually designed homes across downtown Orlando and Hollywood Beach — walkable, local, and full of personality. Beyond his own portfolio, Juan co-hosts fourteen family-sized homes across Central Florida, from riverfront cottages to five-bedroom pool houses near the parks. Whichever collection fits your trip, you’re booking direct with someone who actually knows the area, not a faceless platform.
THE DOWNTOWN COLLECTION
Orlando, FL
Orlando, FL
Orlando, FL
Orlando, FL
Orlando, FL
Orlando, FL
A LOOK INSIDE
WHY BOOKWITHJUAN
A 100% response rate and replies within the hour, across every listing we run — not a rotating support queue.
No cookie-cutter units. Every downtown stay has its own personality, from mid-century modern lofts to European-style retreats.
Keyless, code-based entry on nearly every property, so your arrival doesn’t depend on anyone’s schedule but yours.
Most of our homes include free private parking — a real perk in a walkable downtown neighborhood.
Boutique downtown apartments or family-sized homes near the parks — both run with the same attention to detail.
Juan is a 20+ year Orlando native personally involved in the homes he hosts and co-hosts.
Meet Your Host
Juan personally hosts ten homes across downtown Orlando and Hollywood Beach, and co-hosts fourteen more family-sized homes across Central Florida. Book direct and skip the platform fees.
Reviews
Average
Superhosting
Homes Total
GUEST REVIEWS
Across nearly every property, guests consistently call out our location, hospitality, and cleanliness as standouts.
Yes. Booking direct means no third-party platform fees added to your total, and you’re in direct contact with our team for anything you need before or during your stay.
The Downtown Collection is ten individually designed apartments and lofts around Lake Eola and Thornton Park, built for couples and solo travelers. Family & Group Homes are fourteen larger, co-hosted properties across Central Florida, built for bigger groups and longer stays.
Pet policies vary by property — some of our homes are pet-friendly and others aren’t. Check the individual listing before booking, or ask us directly.
Times vary slightly by property and will be confirmed in your booking details, but most stays follow a standard afternoon check-in and late-morning check-out, with keyless self check-in throughout.
Sometimes, depending on the property’s schedule. Just ask — we’ll always try to accommodate where we can.
Cancellation policies can vary slightly by property, since each home may be set to a different policy tier. The exact terms for your stay will be shown at checkout and confirmed in your booking confirmation, so you’ll always know the cancellation window before you pay. If your plans change, reach out directly and we’ll do what we can to help.
Every one of our 24 homes is available at the best possible rate straight from the source.