📈 The Long Game Series • Part 1 of 5

Why Your Guest's Second Stay Is 3x More Profitable Than Their First

The hidden economics of repeat guests: lower acquisition costs, zero OTA fees, and 60% higher booking rates. Here's the math that changes everything.

👤
Jason LaGreca
Founder, STR Host
12 min read

The $2,535 Question

You spend months perfecting your listing. You invest in professional photos. You optimize your pricing. You finally get a booking for $1,200.

After Airbnb's 15% commission ($180), operating costs ($420), and your time, you pocket about $600 in profit.

But here's what most hosts miss: That same guest is actually worth $2,535 over their lifetime — if you know how to capture them.

Let me show you the math that changed how I run my vacation rentals.

The Problem: You're Leaving 70% of Revenue on the Table

Most vacation rental hosts are stuck on what I call the "OTA Treadmill":

  1. 1
    Pay to Acquire: Give Airbnb/Booking.com 15-20% commission to find guests
  2. 2
    Provide Great Experience: Deliver 5-star hospitality (which you're great at!)
  3. 3
    Lose the Guest: Guest leaves. You have no way to contact them directly.
  4. 4
    Repeat: Pay OTAs another 15-20% to reach the same guest again

The Hidden Cost

If that guest books with you 3 times over 3 years, you'll pay OTA commissions on all 3 bookings. That's $540-720 in fees for the same person — someone who already loved your property.

The Math: Why Repeat Guests Are 3-6x More Profitable

Let's break down the real economics using a typical 3-night booking at $1,200:

🆕 First Booking (via OTA)

Booking Value$1,200
OTA Commission (15%)-$180
Operating Costs (35%)-$420
Subtotal$600
Acquisition Cost*-$0**
Net Profit$600

*OTAs don't charge upfront CAC, but you pay 15% forever
**Effective CAC is the ongoing 15% commission

🔁 Second Booking (Direct)

Booking Value$1,200
OTA Commission$0 ✓
Operating Costs (35%)-$420
Subtotal$780
Email Marketing Cost-$0.50
Net Profit$779.50

Zero OTA fees + negligible marketing cost
Email cost: ~6 emails @ $0.08 each = $0.48

$779.50 vs $600
That's 30% more profit on the second booking
And this is just the beginning...

🚀 But That's Not All

Repeat guests don't just save you money — they actually spend more:

Longer Stays
First Stay:3.1 nights
Repeat Stay:4.2 nights
+35%
Higher Spend
First Stay:$387/night
Repeat Stay:$412/night
+6.5%
Booking Rate
First Stay:2-3%
Repeat Stay:60%+
+20x
Support Time
First Stay:2.5 hours
Repeat Stay:0.5 hours
-80%

When you factor in longer stays and higher nightly rates, the second booking averages $1,730 vs $1,200 (+44%)

The Lifetime Value: Where 3x Becomes 6x

Most guests don't just come back once — they return multiple times. Here's where the real magic happens:

Guest Lifetime Value (3-Year Horizon)

Year 1: First Booking

Acquisition
Booking Value:$1,200
Net Profit (50% after OTA fees):$600

Year 2: Second Booking

Direct
Booking Value (longer stay):$1,730
Net Profit (65% no OTA fees):$1,124.50

Year 3: Third Booking

Direct
Booking Value:$1,730
Net Profit (65%):$1,124.50

Referral Bonus

Word of Mouth
30% of guests refer 1 friend:0.3 × $1,200
Referral Value:$360
TOTAL GUEST LIFETIME VALUE
$3,209
vs. $600 first booking profit
5.3x More Profitable

Industry Benchmarks

  • Average repeat booking rate: Guests return 2.5 times over 3 years (hospitality industry data)
  • Email marketing ROI: $53 return for every $1 spent in hospitality (EmailToolTester, 2025)
  • Referral rate: 30% of satisfied guests refer at least 1 friend
  • Direct booking profit margin: 15-20% higher than OTA bookings

The Compounding Effect: Year 1 vs. Year 3

The real power of repeat guests isn't just individual profitability — it's the compounding effect of building a direct booking database:

Year 1

New Guests
50 guests
Repeat Rate
5% (2-3 guests)
Total Revenue
$60,000
From Repeat Guests
$2,400 (4%)

Year 2

New Guests
50 new guests
Repeat Rate
15% (15 total)
Total Revenue
$78,000
From Repeat Guests
$18,000 (23%)

Year 3

New Guests
50 new guests
Repeat Rate
35% (53 total)
Total Revenue
$96,000
From Repeat Guests
$45,600 (48%)
By Year 3, nearly half your revenue comes from repeat guests
At 65% profit margins (vs. 50% on OTA bookings), that's an extra $6,840 in profit per year

How to Actually Capture This Value

Understanding the math is one thing. Actually building a system to capture repeat bookings is another. Here's the framework:

1

Capture Guest Contact Info

Use a digital guidebook with email gate (90%+ capture rate) or pre-arrival email collection. You need their email to stay in touch.

Tools & Tactics
Digital guidebook, pre-arrival emails, WiFi password exchange
Success Metric
Target: 90%+ email capture rate
2

Deliver Exceptional Experience

This is where you already excel! Every 5-star review is a future direct booking waiting to happen.

Tools & Tactics
Digital guidebook, local recommendations, proactive communication
Success Metric
Target: 4.8+ star rating
3

Stay Top of Mind

Send 5-8 emails per year: seasonal updates, special offers, area event notifications, anniversary of their stay.

Tools & Tactics
Email marketing automation, seasonal campaign calendar
Success Metric
Target: 60%+ open rate, 8-12% booking rate
4

Make Direct Booking Easy

Offer a clear path to book directly (even if through OTA). Give repeat guests a discount for direct bookings.

Tools & Tactics
Booking link in emails, direct booking discount (10%), simple booking process
Success Metric
Target: 30%+ of repeat bookings via direct channels

Real Example: My Property in the Blue Mountains

When I started hosting in 2022, I was 100% dependent on Airbnb. Every booking cost me 15% in fees. After implementing a repeat guest strategy using email marketing:

Year 1 (2022)
5%
Repeat booking rate
$58,400 total revenue
Year 3 (2024)
38%
Repeat booking rate
$89,200 total revenue
Additional Profit from Repeat Guests
$6,247
in Year 3 alone (vs. paying OTA fees on all bookings)

That's why I built GuestLoop — to help other hosts capture this same value without the technical complexity.

Common Questions About Repeat Guest Profitability

What if my property is in a destination market (not many repeat guests)?

Even in destination markets, 15-25% of guests return within 3 years. Plus, referrals work even better — your guests will recommend you to friends/family planning trips to the same area. Focus on word-of-mouth marketing.

Isn't 65% profit margin too high for direct bookings?

Not at all. When you eliminate OTA fees (15-20%), reduce marketing costs (near zero for repeat guests), and decrease support time (familiar guests need less hand-holding), 65-70% margins are typical for direct repeat bookings. Some hosts achieve 75%+.

How long until I see meaningful repeat booking revenue?

Expect 12-18 months for the flywheel to spin up. Year 1: build your email list (target 80+ guests). Year 2: see 15-25% repeat revenue. Year 3+: reach 30-50% repeat revenue. The compounding really kicks in during years 2-3.

What if guests want to book through Airbnb even after staying with me?

That's totally fine! The goal isn't to force direct bookings — it's to own the relationship. If they book through Airbnb again, you still saved on the marketing cost. Over time, offer a 10% direct booking discount to incentivize the shift. Even if only 30% book direct, that's significant savings.

Do I need a separate booking website for direct bookings?

No! You can start by simply including your Airbnb/VRBO link in emails to past guests. They'll see your calendar and book. Later, you can add direct booking tools, but don't let perfect be the enemy of good. Start with email marketing first.

The Bottom Line

Your guest's first booking is an investment. You pay the OTA commission. You spend time on support. You put in the work to deliver a great experience.

Their second (and third, and fourth) booking is where you reap the returns: zero acquisition costs, zero OTA fees, higher spend, less time.

A guest who books once is worth $600.
A guest who books three times is worth $3,209.

The only difference? Having their email address and a system to stay in touch.

Ready to Turn First-Time Guests Into Repeat Revenue?

GuestLoop helps you capture guest emails, stay top-of-mind, and turn one-time visitors into a recurring revenue stream.

No credit card required • 90%+ email capture rate • 5-minute setup

Continue Reading: The Long Game Series