Short term holiday letting usually produces more gross income in St. Maarten. Long term tenancy usually produces more predictable income with far less work and far less capital. Which one wins for you depends on your goals, and on one thing most buyers check far too late: whether the building even permits short term rentals.
That last point ends more plans than any spreadsheet does. A buyer models a Cupecoy condo at holiday rates, closes, and then reads a house rule setting a thirty day minimum stay.
Here is the comparison in full, with illustrative figures. Every number below is an example used to show the method, not a projection. Results vary by property, building, management and season.
Check the building rules before anything else
Ask for the association bylaws and the house rules in writing during due diligence, then read them yourself. You are looking for four things.
- A minimum stay. Some buildings set seven days, some thirty, some none at all. A thirty day minimum removes holiday letting entirely.
- A mandatory rental programme. Several resort style buildings around Maho and Simpson Bay run their own letting operation, and participation can be required or strongly structured. That decides your manager for you.
- Guest access rules. Restrictions on pool, parking, key handover or front desk registration change what a manager can deliver.
- Amendment history. Rules can be changed by owner vote. A building that has tightened short term letting once may do it again.
The same applies on the French side, where the ownership association sets its own rules and some communities in Terres Basses and around Orient Bay take a firm view. Confirm the current position with your notary, because rules and their enforcement change.
How the income compares
Take the same illustrative property in both scenarios: a two bedroom Dutch side condo bought for $550,000, closing costs of about 5.5 percent, association dues of $800 a month.
| Line | Short term letting | Long term tenancy |
|---|---|---|
| Basis | $325 blended nightly rate, 60% annual occupancy | $2,800 per month, furnished |
| Gross income | $71,175 | $33,600 |
| Management | ($14,235) at 20% | ($3,360) at 10% |
| Association dues | ($9,600) | ($9,600) |
| Insurance | ($4,500) | ($4,500) |
| GEBE, water and TelEm | ($4,800) owner pays | $0 tenant pays |
| Maintenance | ($2,500) | ($1,500) |
| Furnishing reserve | ($2,135) at 3% | $0 |
| Consumables, linen, admin | ($2,000) | $0 |
| Vacancy allowance | Inside the occupancy figure | ($1,400) one month every two years |
| Net operating income | $31,405 | $13,240 |
| Up front furnishing | $40,000 | Included in the purchase, or less |
| Net yield on total invested | 5.1% on $620,250 | 2.3% on $580,250 |
The gap looks decisive until you stress it. Drop occupancy to 45 percent, which a soft year through September and October can easily produce, and the short term net in the same illustration falls to about $17,704. The long term figure barely moves. That is the real trade: a higher expected number against a much wider range of outcomes. Run both versions for your own property in the rental yield calculator in our property tools.
The full comparison
| Factor | Short term letting | Long term tenancy |
|---|---|---|
| Gross income potential | Higher, sometimes much higher | Lower and steadier |
| Predictability | Varies month to month | Same amount every month |
| Management fee | Commonly around 20% of gross | Commonly around 8 to 10% |
| Owner effort | Real, even with a manager | Low once a tenant is in place |
| Utilities | Owner pays GEBE and TelEm | Tenant normally pays |
| Furnishing | Required, to a guest standard | Optional, or a simpler standard |
| Wear and tear | High, constant turnover | Lower, one household |
| Seasonality | Strong, high season carries the year | Minimal |
| Void risk | Spread across many empty nights | Concentrated between tenancies |
| Personal use | Available, at the cost of revenue | Effectively none during the term |
| Insurance | Commercial letting may need disclosure | Standard landlord position |
| Building rules | Often restricted or prohibited | Almost always permitted |
| Selling the property | Trading history is an asset to a buyer | A tenancy in place can limit the buyer pool |
Management cost and effort
Full service short term management commonly runs around 20 percent of gross because the work is continuous: pricing the calendar around the Heineken Regatta in early March, filling shoulder weeks, guest messages, check in at nine at night when a flight into SXM lands late, housekeeping between stays, and fixing an air conditioning unit the same day rather than next week. Long term management is commonly nearer 8 to 10 percent because the work is periodic: find a tenant, collect rent, handle repairs.
Even with a good manager, short term letting asks something of you. You approve pricing, you approve repairs, you read statements, and you replace the sofa when it is time. Long term letting can genuinely run with a few emails a year.
Furnishing and wear and tear
A holiday rental has to be furnished to a standard guests will photograph and review. That is real capital before the first booking, and it depreciates on a cycle. Two hundred guests a year is hard on locks, blinds, kitchenware, outdoor furniture and mattresses, and salt air is hard on everything else. Long term tenants live in a property rather than passing through it. Damage happens, but it happens far more slowly, and a deposit and inventory cover most of it.
Seasonality and void risk
Holiday income here is concentrated. High season runs from the middle of December to the middle of April, and March in particular is packed with the Heineken Regatta, SXM Festival and the run into Carnival. Then hurricane season runs from 1 June to 30 November, and the genuine trough is late August through October. A short term owner accepts a lumpy year in exchange for a higher total, and needs the cash discipline to hold December money against September bills.
Long term void risk is different in shape. Instead of many empty nights spread through the calendar, you get one empty month when a tenant leaves. Long term demand on the Dutch side comes largely from working residents: yacht crew based around Simpson Bay Marina, Isle de Sol and Palapa Marina, staff at SMMC in Cay Hill, airport and hospitality workers, teachers and professionals. That demand is steadier than tourism but it is also more sensitive to what similar units in Cole Bay and Simpson Bay are asking.
Personal use is the hidden variable
This is often the deciding factor and it rarely appears in a spreadsheet. Short term letting lets you block February for yourself and still earn for the rest of the year, at the cost of the best weeks of income. A long term tenancy means the property is not yours to use until the term ends. If you want to be here for Carnival, for St. Martin’s Day on 11 November, or for a few Tuesday evenings at Harmony Nights in Grand Case, the long term route effectively removes that.
The middle path
Some owners run both. The common pattern is short term letting through high season, then a monthly or seasonal let from May onward to someone working on the island, which covers dues and GEBE through the quiet months without the cost of chasing three night bookings in September. It reduces the peak upside and reduces the downside with it. Check the building rules and the tenancy terms carefully before you plan around this, because a monthly let is a different legal arrangement from a holiday booking.
How to choose
- Do the building rules allow short term letting? If not, the decision is made. Confirm in writing before you buy.
- Do you want to use the property? If yes, short term or seasonal. If no, long term deserves a serious look.
- Can you absorb a weak year? If a soft season would strain you, take the steadier income.
- How much do you want to be involved? Short term is a small business with a manager attached. Long term is closer to a passive holding.
- What are the dues? High dues punish long term letting hardest, because they consume a much larger share of a smaller gross.
الأسئلة المتكررة
Can I rent my St. Maarten condo on holiday platforms?
Usually yes on the Dutch side, but the association bylaws and house rules decide it for your specific building, and some buildings restrict or prohibit stays under a set length. Get the rules in writing before you commit, and confirm any licence question with your notary or adviser.
Which produces a better return?
Short term letting typically produces a higher gross and a higher net when occupancy holds up. It also carries a wider range of outcomes and needs more capital and attention. There is no guaranteed answer for any property.
What is a normal management fee here?
Full service short term management is commonly around 20 percent of gross rental revenue. Long term management is commonly nearer 8 to 10 percent. Compare on what the fee includes, not just the number.
Do long term tenants pay the utilities?
In most long term arrangements the tenant pays GEBE and TelEm directly, which is a meaningful saving for the owner. In a holiday rental the owner carries all of it.
Does the tax position differ between the two?
There is no annual property tax and no capital gains tax on the Dutch side either way. Rental activity can attract local turnover or accommodation taxes and the treatment can differ by letting type, so confirm with a tax adviser or notary, because rules change.
Getting to a decision
Read the building rules first, then model both scenarios with the real dues, the real insurance quote and the real GEBE history for the unit. If short term is permitted and you want to use the property yourself, it is usually the stronger route. If the building restricts it, or you want income you never have to think about, a long term tenant in the right area can be the better fit.
We can obtain the bylaws and house rules for any unit in our current listings and tell you plainly what is permitted. Contact us to review a specific building, or read about the team. None of this is financial, legal or tax advice, and figures for a specific property should be confirmed with your notary and a qualified adviser.



