A hand-built proforma for every property
Revenue projections we build by hand, property by property, from the historical performance of similar homes nearby.
- Estimated gross revenue range
- Full operating cost profile
- Estimated cash-on-cash return
The Vantage Group · Olivia & Jonathan · eXp Realty
We help second-home buyers purchase Florida short-term rentals that cash flow, create a real tax benefit, and can become the place you retire to one day. Every deal is underwritten by hand, property by property.
Book a 15-minute intro callVantage
About us
Investors first. Agents second.
We're Olivia & Jonathan: husband and wife, real estate agents, and short-term rental investors ourselves. Our whole process is built for an investor, because that's who we were first.
When we started, we didn't rely on data the way we do now. We designed our first property ourselves, bought the wrong type of house, skipped the amenities that drive performance, and spent money on the wrong things. It still cash flowed, just at a fraction of what our properties do today.
Once we realized this was a real strategy, we took it seriously, and it completely changed our lives. Now we help clients skip the mistakes we made, and we'll tell you when a property isn't a good investment. If we've done our job right, you'll buy with us again next year and send your friends and family our way.
Multi-millionshort-term rental portfolio of our own, and growing
$460Kwe wrote off together last year using this exact strategy
~80%of our clients live out of state
Finance + techOlivia has an MBA and a finance background, and Jonathan has a tech consulting background. Together, our backgrounds let us build a high-quality service and management plan.
Why a Florida short-term rental
One purchase, three jobs.
- 01A real tax strategy
With bonus depreciation and a cost segregation study, a short-term rental can create a large reduction to taxable income in the year it's placed in service.
- 02Cash flow
Professional design, photography, tech stack & pricing strategy are why our clients consistently perform at the top of their markets.
- 03A future home
A place that pays for itself now and becomes your own vacation or retirement home later.
Where we invest
Short-term rentals across Florida.
Sunshine all year and guests from all over the country. We do the homework on every property, so all that's left for you is finding the one you love.
What you get
The work behind every purchase.
This is what working with us looks like in practice. We'll walk you through each piece on our strategy call.
Hand-screened properties, every week
Every week we send out properties we've screened and underwritten by hand, so you only spend time on the ones worth a closer look.
- Screened by hand, never a raw MLS feed
- Each property underwritten with an estimated cash-on-cash return
- Tours in person or on video when one catches your eye
The bonus depreciation walkthrough
We show you the back-of-napkin math on a call, then connect you with the right experts.
- Our bonus depreciation calculator
- Introductions to a CPA and cost segregation firm who know this strategy
Our setup playbook & course
How our systems talk to each other: property management software, automated guest messages, cleaning scheduling, smart locks & guidebooks. Free for clients.
- Self-management course, step by step
- Our vetted designers, photographers & vendors
- A fully operational tech stack by the end
- Or hand it off to our boutique property management service
Contact
Let's see if this fits your goals.
01Why should I work with you, whether I'm buying or selling?
We were investors first, and we still are - we have our own multi-million-dollar short-term rental portfolio and it keeps growing, and we manage properties for other investors through our boutique property management service. That experience shapes everything we do for our clients. If you're buying, every property is underwritten by hand, and we'll tell you when one isn't a good investment. If you're selling, we know how to present an operating short-term rental the way an investor looks at it, and we work with investor buyers from all over the country. Our business is built on repeat clients - if we've done our job right, you'll work with us again and send your friends and family our way.
02I'm nervous about managing a property remotely. Do your clients do that?
Absolutely! Around 80% of our clients live out of state. We've automated about 90% of guest communication, and you'll have a team on the ground: cleaners, handymen, pool service, etc. We tell clients to plan for about an hour per week per property with the systems we recommend. In practice we're closer to 20 minutes.
03Are people really making money on this, or is the market saturated?
Great question! We use data for everything: the historical revenue of similar properties nearby and revenue percentiles for the market. With professional design, photography and the right amenities, our clients typically perform at the top of their market, and many have told us our forecasts were on the cautious side. Every projection is an estimate.
04Are the tax benefits real? It sounds too good to be true.
Absolutely! We wrote off $460K last year using this strategy, and our clients use it too. Your actual savings depend on your tax situation, so your CPA has the final word, and we're happy to connect you with one who knows this strategy inside out.
05I'm not ready to buy this year. Should I still reach out?
Definitely. We run free educational events all year and we're happy to stay in touch while you learn. When you're ready, we'll be here.
Book a 15-minute intro call.
No pressure and no hard sell, just a real conversation about what you want this property to do for you.
Want the tax benefit this year? A property needs to be closed and placed in service by December 31, which usually means being under contract by mid-November.