If your group chat has started talking about “getting out of the cold,” you’re right on schedule. A new ranking from StorageCafe, reported by CRE Daily, found that Florida and Texas now account for 88 of the top 100 snowbird destinations in the country for winter 2026–2027 — and Florida alone claims 63 of those spots. Translation: a huge share of the country is thinking about heading south right about now, and a lot of them are headed exactly where Kismet Getaways calls home.
Hollywood, FL, made the list for a simple reason: weather. The same report pegs Hollywood’s average temperature from October through March at a comfortable 71°F — the kind of forecast that makes a Tuesday in January feel like a holiday no matter where you’re actually supposed to be. It’s also why seasonal and short-term rentals here stay in such steady demand through the winter months, well before the “official” snowbird season even gets going.
Book early, or watch your dates disappear
Smart travelers already know the pattern: lock in dates early, or watch your favorite property get booked out from under you. Thanksgiving week is usually the unofficial kickoff for the winter rental rush along the Hollywood/Fort Lauderdale coast, and demand doesn’t really ease up until spring. If you’re even loosely considering a few weeks — or a few months — in South Florida this winter, now is the window to lock in dates before the calendar fills in around you.
Traveling as a group? Keep everyone under one roof
For families and friend groups, winter planning gets more complicated. Splitting a multigenerational crowd across two or three separate rental bookings means separate check-ins, separate house rules, and a lot of group texts trying to coordinate dinner plans. That’s exactly the gap Total Oasis was built to fill: five connected units on one property, sleeping up to 30 guests, so everyone can book one address instead of juggling several. Grandparents escaping the snow, their kids, and the grandkids can all land in Hollywood together without anyone being a twenty-minute drive away.
Hollywood’s location is part of the draw too. You’re close to the beach, a short ride from Fort Lauderdale–Hollywood International Airport, and within easy reach of two major cruise ports if a winter cruise is part of the plan. That makes it an easy home base for day trips up and down the coast — something that only gets more valuable the longer your stay.
A few tips for booking a longer winter stay
If an extended winter stay is on your radar — whether it’s two weeks over the holidays or a full season away from the cold — a few practical tips: book your exact dates as early as you can, ask about rates for extended stays, and confirm what’s included (linens, parking, pool access) so there are no surprises on arrival. With more than 1,600 guest reviews across platforms, Kismet Getaways has hosted enough long and short stays to know that flexibility and clear communication make the biggest difference — and that’s what we aim for with every booking.
Ready to claim your spot before snowbird season fills the calendar? Browse availability at Total Oasis and our other Hollywood properties, and reach out with any questions about longer stays — we’re happy to help you plan the details.