Onboarding FAQ's

Ownership Made Simple

Very little. Our goal is to provide a truly hands-off ownership experience while keeping you informed with clear reporting.

Yes. We actively adjust rates based on market demand, seasonality, and booking trends to maximize revenue.

Owner payouts are issued monthly and include detailed performance reporting.

Absolutely. Owner stays are reserved directly on the calendar — your home remains yours.

Generally speaking, you can earn more net income as a short-term rental. One case study last year compared STR rates with LTR rates and the Owner netted over 35% in profit after all expenses, including utility expenses.

Owner Account, Onboarding, & Financial Questions

Yes. At launch, we hold a $500 owner reserve on your property’s account. This is not a fee — it simply acts as a working reserve for your property. When management ends and all final expenses are reconciled, the remaining balance is credited back to you.

The onboarding questionnaire allows us to gather all critical property details so we can transition management seamlessly. Completing this promptly helps us avoid delays and ensures your home launches without disruption to bookings or operations.

Yes. Once your property is live, you’ll receive owner access to our Property Management System (PMS), allowing you to reserve owner stays directly on the calendar.

Yes. Owner stays are billed at the standard cleaning rate, as the home must be professionally cleaned and reset for the next guest.

It can be. Each municipality has its own requirements, including applications, inspections, documentation, and timelines. We recommend allowing our team to handle the permitting process to prevent delays and ensure compliance prior to launch.

We cover the cost of your professional photoshoot as well as initial marketing setup to position your property for a strong launch.

Yes. As part of your launch plan, our maintenance team establishes a recurring service schedule that may include AC filter replacements, smoke detector batteries, seasonal winterizing/de-winterizing (market dependent), landscaping coordination, and annual deep cleans.

After your first month closes and your initial owner statement is issued, we’ll set you up in our reporting system. We typically record a short walkthrough video for your first statement to review deposits, startup expenses, and monthly performance.

You can email our operations team at support@ratherbeproperties.com with any questions. We will review the charges, gather supporting documentation if needed, and provide a detailed response.

Yes. We issue 1099 forms in late January reflecting your total gross income for the year. You can provide this, along with your monthly owner statements outlining expenses, directly to your tax professional.

Repairs, Maintenance, & Operations: What to Expect as an Owner

If a single repair item is expected to cost over $500, we will reach out for your advanced approval before incurring the expense—assuming the repair is not considered an emergency repair. If the repair falls under the emergency category (see below), we may proceed without prior approval to protect the booking and revenue.

An emergency repair is anything where delaying the fix could result in a guest refund or credit that exceeds the cost of the repair itself.

For example, if a garage door won’t close and creates a safety issue, a guest could cancel or request a refund of $2,000—while the repair may only cost $1,500. In that case, it’s more financially responsible to complete the repair immediately.

Emergency repairs also include anything impacting:

  • Guest health or safety
  • Habitability of the property
  • Major amenities that significantly affect the stay

We can treat you similarly to our current maintenance technicians. When an issue arises, we will contact you first. Based on the urgency, you would need to respond within approximately 20 minutes to confirm whether you can complete the repair within the required timeframe.

Some repairs are highly time-sensitive and require immediate action to avoid refunds, credits, or negative reviews. If we do not receive a response within the allotted timeframe, we will need to move to the next available technician to ensure the issue is resolved promptly.

We generally do not recommend using a Home Warranty policy for short-term rentals.

Home Warranty repairs often take 2–3 weeks from initial request to completion. Because bookings move quickly in the short-term rental space, this delay typically isn’t workable.

Even for larger items (such as a refrigerator), it’s often less costly to use a local market-rate technician. If a major amenity is unavailable during a guest’s stay, booking channels can grant refunds of up to 30%, which usually exceeds the cost of repairing or replacing the item promptly.

We use a system called Breezeway to manage cleaning turns. Cleanings are automatically scheduled and assigned based on the checkout date and time of each reservation.

Our cleaners are required to:

  • Complete a detailed checklist
  • Upload photos of the completed turn
  • Report damages
  • Request inventory replenishment

Our team reviews all submitted photos the following morning to ensure quality control.

We will create a list of required and recommended inventory items as part of your Launch Plan for review and approval.

We can coordinate onsite time to receive and stock inventory for you. If you’d like to assist with receiving or stocking items, we may be able to reduce some of the setup and launch costs accordingly.

Owner stays are billed at the standard cleaning rate. Once an Owner stay is added to the calendar, a cleaning task is automatically generated for the checkout date.

The Damage Waiver program covers damages directly caused by a guest during their stay. It does not cover normal wear and tear.

Damages must be reported to the waiver company within 14 days of the guest’s checkout date in order to be eligible for coverage.

🚀 How Rather be properties Maximizes Owner Profits with Hostaway

Delivering five-star hospitality and maximizing owner income is our mission—and it’s what sets us apart.

“It’s hard to do both, and we’re not perfect. But that’s the north star we follow. That’s what makes us different.” — Al Sed, Co-Founder

We’re a full-service property management and co-hosting company supporting new listings, owner-managed homes, and agency-run properties. From setup to full-scale operations, we offer everything needed to run a high-performing vacation rental.

Whether it’s accounting, design, dynamic pricing, or channel management—we’ve got it covered.

What we do

BENEFITS OF LISTING WITH US​

We handle everything, so you don’t have to.

Personalized guest care that builds glowing reviews.

Strategic pricing & occupancy optimization.

Transparent reporting and frequent communication.

Increased revenue and fewer headaches.

What OUR Owners are saying

Herb
Herb
Owner of El Sip
“Rather Be entire team placed the Owners needs as a priority while still ensuring the the customer experiences is seamless. I’ve had a great experience with them and have seen them as a strategic partner….the value is second to none.”
Sam
Sam
Owner of Whimsical Oasis
“Hi Al, as we approach our 12 consecutive weekend with a full booking schedule and a high rating, I wanted to reach out and express my sincere appreciation. You and your team have done an outstanding job representing our property and guiding us smoothly through STR process. Your attention to detail and willingness to explain every step along the way have been invaluable. Thank you once again for all your hard work and dedication.”
William
William
Owner of Palm Vista
“Thanks for everything you guys do. Al, thanks for being so hands on and insightful and sharing the play by play's on whats going on with my property"
Margo
Margo
Owner of Indio Oasis
The Rather Be Properties team is easy to work with and are always available to discuss any matter. We've recommended them to our friends! Thank you.
Kim
Kim
Owner of City Lights & Rooftop Nights
"We are so thankful for this team. They are on top of everything, anytime there’s a problem it gets resolved that day!!! Communication is great. Highly recommended them. Will be using them for our next property 😊"
Unknown
Unknown
Unknown
"I’m grateful for all the hard work and dedication in managing my property. The open lines of communication are fantastic—whether I reach out to Al or the team, everyone is so accommodating and always ready to walk me through anything. The integrity and transparency of the team are unmatched, and billing is straightforward, which has fostered a great deal of trust between me and the management company. While the property launch took a bit longer than expected, I appreciate that the focus was on doing everything right. You all rock!"
Pauline
Pauline
Owner of San Diego Units
"They keep your place occupied. I found many friends doing this on their own. Had many vacancies through out the year."
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