The world's most restrictive market
Private condos: 3-month minimum stay. HDB flats (80% of housing): 6 months. Nightly Airbnb-style rentals are illegal with heavy enforcement.
The real legal market
Furnished 3+ month rentals for expats and relocations — Singapore is a top expat hub with S$3,000-8,000+/month for furnished condos.
Corporate housing strategy
Target companies and relocation packages; corporate clients book direct after Google research — a professional CapDirect site with clear terms fits perfectly.
The lesson
Big cities regulate. Mastering direct booking is insurance, not an option.