AirROI ranking · 20263 markets ranked
Best Places to Buy an Airbnb in Portland, Jamaica (2026)
Port Antonio is the best place to buy an Airbnb in Portland in 2026, according to AirROI's ranking of 3 markets. Its listings averaged $11,000 in revenue over the 12 months to September 2026 and were booked on 28% of nights. It leads on the blend rather than on any one measure, placing 1st of 3 for market size, 1st of 3 for occupancy and 1st of 3 for year-round demand. Drapers and Fairy Hill come next.
- Markets tracked
- 5
- Active Airbnb listings
- 242
- Avg. revenue per listing
- $12,100
- Occupancy rate
- 26%
- Avg. nightly rate
- $210
- Avg. revenue, top 3 markets
- $13,500
The short answer
Portland Airbnb Market at a Glance
Across Portland, the 242 active Airbnb listings tracked by AirROI, a short-term-rental data firm, averaged $12,100 over the same period. They were booked on 26% of nights at about $210 a night; the ranking covers the 3 markets with at least 30 active listings.
The ranking weighs revenue per listing most, then occupancy and market size, then how evenly income spreads across the year and how it changed on the year. It reflects rental performance, not purchase prices or local short-term rental rules. How the ranking works.
Where the top 3 Airbnb markets in Portland are
Each dot is one of the 5 markets AirROI tracks in Portland, sized by active listings. Select a number to jump to its profile.
All money figures on this page are in US dollars.
Top 3
The Top 3 Airbnb Markets in Portland
Each profile draws on the market's full AirROI report: how it earns, when in the year, who books and what sells. Monthly figures are averages per listing active in that month, so twelve of them add up to more than the annual average, which also counts listings that operated for only part of the year.
| # | Market | Avg. revenue | Occupancy |
|---|---|---|---|
 Port Antonio Large market · High occupancy | $11,000 | 28% | |
 Drapers High earnings | $24,500 | 27% | |
 Fairy Hill | $4,890 | 24% |
1. Port Antonio
Known for: Large market · High occupancy
Top-earning Airbnb listings in Port Antonio - Avg. revenue
- $11,000 +2% vs. last year
- Occupancy
- 28%
- Nightly rate
- $175
- Active listings
- 108
Where it places among the 3 ranked markets in Portland
- Revenue 2nd of 3
- Occupancy 1st of 3
- Market size 1st of 3
- Year-round 1st of 3
- Growth 1st of 2
- How it earns
- Port Antonio is Portland's largest Airbnb market, with 108 active listings to price against. Listings averaged $11,000 in revenue over the year, the second-highest of the 3 ranked markets. A typical listing takes in about $812 a month; the top quarter clear $1,710 or more.
- When it earns
- Port Antonio has two seasons, April–August and December–February. July is the strongest month at about $1,800 per listing, and October the quietest at about $964.
- Who books
- Most guests come from abroad (92%), led by visitors from the United States, the United Kingdom and Germany.
- What sells
- The most common entire home has 1 bedroom (46% of entire homes), and houses make up 55% of supply.
Revenue per listing by month
$1,800 $964- Median listing
- $812/mo
- Top 25% of listings
- $1,710+/mo
- Booked ahead
- 33 days
- Average stay
- 5 nights
- Guests from abroad
- 92%
- Most common home size
- 1 bedroom
2. Drapers
Known for: High earnings
Top-earning Airbnb listings in Drapers - Avg. revenue
- $24,500 −22% vs. last year
- Occupancy
- 27%
- Nightly rate
- $420
- Active listings
- 48
Where it places among the 3 ranked markets in Portland
- Revenue 1st of 3
- Occupancy 2nd of 3
- Market size 2nd of 3
- Year-round 2nd of 3
- Growth 2nd of 2
- How it earns
- Drapers earns on price: guests pay about $420 a night, about twice the Portland average. Listings averaged $24,500 in revenue over the year, the highest of the 3 ranked markets. In a typical month the median listing brings in about $1,520, and the best quarter clear $3,440. Revenue per listing fell 22% over the year as nightly rates eased 9%, in a softer year across Portland. With 48 listings it is a small market, so its averages can move more from year to year.
- When it earns
- Revenue in Drapers peaks twice, over July–August and again over December; December leads at about $4,450 per listing, while October brings in about $2,290.
- Who books
- Most guests come from abroad (84%), led by visitors from the United States, the United Kingdom and Germany.
- What sells
- Five-bedroom-plus homes lead the market (36% of entire homes), and boutique and hotel-style units make up 48% of supply.
- Who it suits
- It suits buyers who can furnish and price for a premium stay.
Revenue per listing by month
$4,450 $2,290- Median listing
- $1,520/mo
- Top 25% of listings
- $3,440+/mo
- Booked ahead
- 52 days
- Average stay
- 4 nights
- Guests from abroad
- 84%
- Most common home size
- 5+ bedrooms
3. Fairy Hill
Top-earning Airbnb listings in Fairy Hill - Avg. revenue
- $4,890
- Occupancy
- 24%
- Nightly rate
- $110
- Active listings
- 42
Where it places among the 3 ranked markets in Portland
- Revenue 3rd of 3
- Occupancy 3rd of 3
- Market size 3rd of 3
- Year-round 3rd of 3
- Growth No prior year
- How it earns
- Fairy Hill is Portland's third-largest Airbnb market, with 42 active listings to price against. Listings averaged $4,890 in revenue over the year, the third-highest of the 3 ranked markets. Month to month, the median listing earns about $489 and a top-quarter listing $1,220 or more. Its 42 listings make it one of the smaller ranked markets, so its figures are less settled than those of larger ones.
- When it earns
- Fairy Hill's season runs from May to July, peaking in July at about $1,740 per listing; March, the quietest month, brings in about $626.
- Who books
- Most guests come from abroad (94%), led by visitors from the United States, the United Kingdom and Canada.
- What sells
- The most common entire home has 1 bedroom (60% of entire homes), and houses make up 45% of supply.
- Who it suits
- Best for buyers who can carry costs through a quiet March.
Revenue per listing by month
$1,740 $626- Median listing
- $489/mo
- Top 25% of listings
- $1,220+/mo
- Booked ahead
- 63 days
- Average stay
- 5 nights
- Guests from abroad
- 94%
- Most common home size
- 1 bedroom
Full ranking
How All 3 Ranked Markets in Portland Compare
The overall ranking with the five measures behind it. "Slow month" is a market's weakest month of revenue as a share of its best, so a higher figure means steadier income. Select a column heading to re-sort.
| Port Antonio Large market, high occupancy | $10,956 | 28% | $175 | 54% | +2% | 108 | |
| Drapers High earnings | $24,521 | 27% | $420 | 51% | −22% | 48 | |
| Fairy Hill | $4,892 | 24% | $110 | 36% | – | 42 |
By measure
Portland Airbnb Markets Ranked by Revenue, Nightly Rate and Occupancy
The overall ranking balances five measures. These lists take one at a time, for buyers who care most about income, pricing power, bookings, a steady calendar, momentum or market size.
Largest Airbnb markets in Portland
Active listings. Bigger markets have more comparable rentals to price against and more buyers at resale.
| # | Market | Listings |
|---|---|---|
| Port Antonio #1 overall | 108 | |
| Drapers #2 overall | 48 | |
| Fairy Hill #3 overall | 42 |
Method
How the Ranking Works
The ranking covers the 3 markets in Portland with at least 30 active Airbnb listings and data through September 2026. Each market is compared with the others on five measures, and markets are ordered by a weighted blend of where they place on each:
- Revenue per listing (35%): average revenue an active listing earned over the past 12 months.
- Occupancy (20%): share of available nights that were booked.
- Market size (20%): active listings. Bigger markets offer more comparable rentals to price against and more buyers when you sell.
- Year-round demand (15%): revenue in the slowest month as a share of the best month. The latest month is left out when its bookings look incomplete.
- Growth (10%): change in revenue per listing from the year before. Markets whose boundaries changed between years are scored in the middle.
Left out: 1 market whose data predates the latest refresh. The score measures how rentals perform. It does not include purchase prices, financing, operating costs or local short-term rental rules, which vary by address and should be checked before buying. Figures are in US dollars and match each market's own report; see the data methodology for how listings are tracked.
To check one property before buying, run its address and size through the Airbnb calculator for a revenue, occupancy and nightly-rate range from comparable listings.
FAQ
Frequently Asked Questions About Airbnb Investing in Portland
What is the best place to buy an Airbnb in Portland?
Port Antonio ranks first of the 3 markets in Portland in AirROI's ranking, with US$11,000 in average revenue per listing and 28% occupancy. Drapers and Fairy Hill follow. The ranking weighs revenue, occupancy, market size, seasonality and growth; it leaves out purchase prices.
What are the most profitable Airbnb locations in Portland?
By revenue per listing, among markets with at least 60 listings, Port Antonio leads at US$11,000 a year. Profit also depends on what a property costs to buy and run, which varies far more between markets than revenue does.
How much does an Airbnb make in Portland?
The average active listing in Portland earned US$12,100 over the 12 months to September 2026, at 26% occupancy. Averages include listings that operated for only part of the year, so a listing rented all year typically earns more.
Where is Airbnb demand highest in Portland?
Among ranked markets with at least 60 listings, Port Antonio has the highest occupancy, with 28% of available nights booked. Its listings average about US$175 a night and US$11,000 a year.
Which Airbnb markets in Portland earn the most evenly through the year?
Among ranked markets with at least 60 listings, Port Antonio has the steadiest income: its slowest month, October, still earns about 54% of its best. Steadier markets are easier to budget for, though they do not always earn the most per listing.
How many Airbnb listings are there in Portland?
AirROI tracked 242 active Airbnb listings in Portland over the 12 months to September 2026, across 5 markets. The largest ranked market is Port Antonio, with 108 listings, followed by Drapers with 48.
Directory
All 5 Airbnb Markets in Portland
Every Portland city with an AirROI Airbnb market report, A–Z, with its active listing count.
D
- Drapers 48 listings
F
- Fairy Hill 42 listings
L
- Long Bay 23 listings
P
- Port Antonio 108 listings
- Priestmans River 21 listings