Highland Beach is a quiet, almost entirely residential oceanfront town — a slim barrier-island stretch of A1A between Delray Beach and Boca Raton, with direct beach access and none of the commercial bustle. Browse every active furnished seasonal rental below, refreshed daily from the MLS — from oceanfront towers to intracoastal residences — then tell us which to hold for your season.
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Listing data via BeachesMLS IDX. Information deemed reliable but not guaranteed.
Highland Beach Seasonal Rentals at a Glance
There are currently 36 furnished seasonal rentals available in Highland Beach, refreshed daily from the MLS, priced from $5,500 to $12,000 per month (median $8,400). Homes range from 1- to 4-bedroom floor plans and include condominiums, townhouses and single-family homes. 21 are available for the full 2026–27 season (Dec 15, 2026 to Apr 15, 2027).
Frequently Asked: Highland Beach Seasonal Rentals
Highland Beach furnished seasonal rentals are currently priced from $5,500 to $12,000 per month (median $8,400), across 36 available homes, updated daily from the MLS.
Currently available Highland Beach seasonal rentals range from 1- to 4-bedroom floor plans.
Available Highland Beach seasonal rentals include condominiums, townhouses and single-family homes.
21 of the 36 Highland Beach seasonal rentals we track are available for the full 2026–27 winter season (Dec 15, 2026 to Apr 15, 2027), and a further 11 are open for part of it. Availability is read from each listing every day — including blackout dates stated in the listing description — so the count reflects what is genuinely bookable, not simply what is still posted.
Every listing is checked three ways: the MLS availability date, the MLS status, and the blackout or availability dates the listing agent writes into the property description. When those sources disagree, or when a listing is only partly open for your dates, we say so on the listing rather than showing it as available. Dates are always confirmed with the listing agent before you sign.
South Florida's winter season runs roughly November through April, when demand for furnished seasonal rentals peaks. The widest selection is typically secured in late summer and fall for the upcoming season.
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Send these to a Seasonal King specialist — we’ll confirm availability and the right fit for your season.
About Highland Beach seasonal rentals
Highland Beach is prized for privacy and direct ocean access: a small, low-key barrier-island town of well-kept oceanfront and intracoastal condominium towers, without the through-traffic of larger cities — yet minutes from Delray’s Atlantic Avenue and Boca’s Mizner Park. Inventory is almost entirely furnished condominiums, oceanfront or intracoastal.
Sought-after oceanfront towers include Beach Walk East, Highland Towers, and Ambassadors East, with intracoastal options such as 45 Ocean. Browse all Highland Beach communities to compare buildings, amenities, and locations.
Many Highland Beach seasonal rentals are pet-friendly — use the Pets filter above or ask our concierge for current pet-friendly availability.
Don’t see what you’re looking for? Inventory changes daily and select properties never reach public platforms — contact a specialist for off-market availability, or visit the Highland Beach hub for community guides, market intelligence, and seasonal rental FAQs.