Puerto Rico, Air/3 Nights, From $617
Save more than $200 on a beachfront resort on the northwestern side of the island.
Consult guidebooks and the local convention and visitors bureaus to see who rents out properties. Here are the basic options:
Management companies handle everything, from listings and reservations to maintenance, check-ins, and housekeeping.
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Rental agencies deal with rental transactions, while upkeep is handled by someone else—though some agencies do both.
Hotels and B&Bs might own apartments that they rent out or might be the middlemen for owners of nearby properties. Rentals often have minimum-stay requirements.