Frequently Asked Questions
Whether you’re a homeowner exploring property management or a guest preparing for your stay, we know questions come up. At Dreaming Orlando, transparency and support are core to everything we do. Here you’ll find answers to the most common questions about our services, pricing, process, guest experience, and more.
For Property Owners – Vacation & Long-Term Rentals
We manage fully furnished short-term vacation homes and long-term rental properties in the greater Orlando area, including single-family homes, condos, and townhomes.
Yes, we offer full-service management for both. Whether you're looking to rent your home nightly to vacationers or lease it monthly to long-term tenants, we can help you maximize performance.
Yes. Dreaming Orlando’s sister company (eManors) is a Florida-licensed real estate brokerage. We can represent you in the purchase or sale of your investment property in addition to managing it.
Our services include listing creation, dynamic pricing, guest/tenant communication, professional cleaning, maintenance coordination, inspections, financial reporting, and much more. There is nothing left out of our package – we do it all.
Every home is different, and every client has different requirements. Contact us for a full analysis and we’ll get you a complete estimate within 24 hours.
We provide detailed income projections based on comparable rentals, occupancy data, and market trends—but we do not offer guaranteed income.
Yes, as a licensed brokerage (eManors), we help investors source, evaluate, and purchase high-performing rental properties. Few know the market as well as we do – so we can be an excellent resource for you.
Yes. Vacation rentals must be fully furnished and equipped with all household essentials to meet guest expectations. If you need help with furnishing a property–we offer this service too – just let us know!
Absolutely. As the owner, you can block off personal dates at any time via your online owner portal. We provide you with a calendar to use so that we never risk overbooking.
We use dynamic pricing software that updates your nightly rate daily based on market demand, local events, seasonality, and competition. But make no mistake – you are always in charge.
We list on Airbnb, Vrbo, Booking.com, Google Travel, and many other major platforms to maximize visibility. Overall, we’re active on 30+ listing websites, including 3 of our website properties.
We screen guests using platform-based review history, age restrictions, ID verification, and party prevention tools. We also reserve the right to decline high-risk bookings.
The platform a guest booksfrom requires deposits and they have insurance; we promptly file claims if any damage occurs. We also offer optional damage protection coverage for added peace of mind – just ask!
Yes, we require that all owners maintain homeowner insurance that permits rental activity. We can recommend policies if needed.
Our team handles all repairs and coordinates trusted local vendors for larger jobs. You’ll be notified of anything outside of routine scope.
Guests pay a cleaning fee. For supplies (toilet paper, soap, linens, etc.), owners cover restocking as part of operating expenses.
Yes. You’ll receive monthly statements and can log into your owner dashboard at any time to view income, expenses, and booking activity.
We disburse owner payments monthly, typically within the first 5 business days of the following month.
We ask for a short notice period, but yes—you may cancel management services at any time with proper notice.
Yes, we offer interior design and staging services to make your property more competitive and increase your nightly rate or rental value.
Yes. We help ensure your property is compliant with local short-term rental rules, taxes, and licensing requirements.
We serve Central Florida including Kissimmee, Davenport, Celebration, Winter Garden, Clermont, and surrounding Disney World and Universal Studios resort and residential communities.
For Guests – Vacation & Extended Stays
You can book directly through our website or on platforms like Airbnb and Vrbo. Booking direct saves you quite a bit of money on platform fees.
Yes. All our homes feature smart lock systems with secure, personalized codes for contactless entry.
Yes. Every home undergoes a professional cleaning, inspection, and restocking between guests.
Yes, every home includes fast, reliable Wi-Fi at no additional charge.
Yes. All homes are stocked with hotel-quality linens, towels, and starter toiletries for your stay.
Each home includes a fully equipped kitchen, streaming-enabled TVs, smart locks, and local recommendations. Some properties also offer pools, hot tubs, game rooms, and more.
When available, yes. Please contact our team to request early check-in or late check-out and we’ll do our best to accommodate.
We offer 24/7 guest support. Whether it’s a lock issue, appliance question, or emergency, we're just a message or call away.
Some homes are pet-friendly, but not all. Check the listing or contact us before booking to confirm pet policies.
No. All of our homes are 100% smoke-free. Violations may result in cleaning fees and loss of deposit.
Yes. Some homes are stocked with family-friendly items or you may request baby gear rentals in advance. However, we also own HonestSherpa.com – so we can provide you with virtually any amenity you might need for your stay – delivered and picked up free of charge. You just pay a rental fee. Just book directly on HonestSherpa.com or inquire within for a discount!
Our cancellation policy varies by property and platform. Please check the listing or your confirmation email for details.
Most of our vacation homes are 5 to 10 minutes from Walt Disney World, Universal Studios, and other major attractions.
Yes, based on availability. Just contact our team as soon as possible and we’ll help you modify your reservation.
Yes. We offer fully furnished homes for 30+ day stays with all utilities included—perfect for snowbirds, travel nurses, and relocation guests.
Let us know immediately and we’ll send our maintenance team to resolve it quickly, often the same day.
Yes, we offer mid-stay or weekly cleaning services upon request for an additional fee. Some of our guests like a fresh home every day – so we are happy to provide such premium services to you.
Yes, kitchens include cookware, utensils, plates, cups, coffee makers, and basic pantry items like salt and oil in most homes.
Yes, but we recommend checking with us first. Some communities have package lockers or delivery restrictions.
Yes. Many communities have quiet hours or HOA policies. These are clearly outlined in your guest manual and must be followed.
You’ll receive a request via email or platform notification. Reviews help us maintain quality and improve for future guests! We love to hear from you!
Still have questions?
Contact our team any time—we’re happy to help.