ST. BARTS
Peg Walsh, St. Barth Properties, Franklin, Massachusetts
150 properties (low season, $1,100-$35,070; high season, $1,530-$75,070).
Overall portfolio: $$$
Walsh spends several months on the island each year and holds weekly cocktail parties for her clients near her full-service on-site office. She thinks of absolutely everything, advising guests where to park at beaches, where to go for sunsets, where to buy the catch of the day, which grocery store to stop at en route to your villa from the airport. And since the grocery store requires a one-euro deposit for a shopping cart, her airport greeters even provide a coin for you to use (800-421-3396; (pegwalsh@stbarth.com; stbarth.com).

ST. MARTIN /(SINT MAARTEN
Marilyn Pulito, Villas in Paradise, Medway, Massachusetts
275 properties (low season, $1,400-$53,000; high season, $1,750-$74,000).
Overall portfolio: $$
Pulito has been booking villas on the (island for 23 years and has owned a (home there for 20. All properties come with private pools and daily housekeeping, and she knows each one intimately. (Pulito can tell you which villas best (accommodate small children and whether the walk from your villa to the beach (is sandy or rocky (508-533-1388; (marilyn@villasinparadise.com; villasinparadise.com).

U.S. VIRGIN ISLANDS
Nancy Anderson, McLaughlin Anderson Luxury Villas, St. Thomas
84 properties (low season, $1,300-$22,000; high season, $1,500-$38,000).
Overall portfolio: $$
Anderson has lived on St. Thomas for (25 years, so she knows every road, (beach, and restaurant on the island and will share with you her favorite finds. (Each property, whether a studio cottage or a ten-bedroom mansion, comes with access to a concierge who is accustomed to providing five-star luxury: She was (formerly with the Ritz-Carlton, St. (Thomas, and can arrange anything (from in-villa massages to a decorated Christmas tree (800-666-6246; nancy@mclaughlinanderson.com; mclaughlinanderson.com).

EUROPE

FRANCE
Annie Flogaus, Just France, (Berwyn, Pennsylvania
190 properties (low season, $1,800-$20,350; high season, $1,900-$24,175).
Overall portfolio: $$
Flogaus is familiar with all the particulars, including the views from each bedroom and the walking distance to the nearest village. Her attention to detail also shows in how thoroughly she briefs clients. Flogaus recommends Provence in June, when the village markets are not crowded and the fields are dotted with bright red poppies—the only thing missing, she notes, is the lavender, which blooms in early July. Just France is best for self-sufficient travelers: There is no concierge, and only about half the house managers speak English (610-407-9633; annie.flogaus@justfrance.com; justfrance.com).