Even in the heat of summer it makes sense to plan ahead for a cooler stay in Seaside this fall, and if you book now through the end of July, you can get a 20% savings off your stay. The Fall Colors 20% Savings special is available for Seaside visits between August 3 and November 21 of this year - but you'll have to book in the July window to claim it.
These savings could be a great way to jumpstart a Labor Day weekend getaway, or they could carry you through the Seeing Red Wine Festival, which this year is Nov 6-9, 2025.
Fall in Seaside is that special time when the weather starts to cool down and the town gets less crowded - a favorite time for seasoned travelers to Florida and Seaside. As a special bonus, the spectacular sunsets of the Emerald Coast, glorious at any time of year, get even more striking in the fall, we don't know why but it's true, just one of the gifts of nature we find in abundance here.
And even though the pace gets more relaxed in fall, there's plenty going on in town, with movies under the stars at the Amphitheater through October, as well as a music and fun event tailored for kids through August. There's a Labor Day weekend concert, Halloween and Oktoberfest celebrations, and the fabulous artisanal Farmers Market running practically forever every week.
Fall is also a comfortable time for the grown-ups to gather, in a Girlfriends Getaway or a Romantic Getaway for couples. Stroll or bike the town, enjoy each other's company, drop the summer pace and let time slow down.
We make it easy, relaxed and luxurious for guests to visit Seaside, with each unique vacation home available for groups of all sizes, small and large. Enjoy the giveaway treats in our Homeowners Collection welcome tote, and let our famous Concierge team run your errands, organize breakfast or a bonfire on the beach, or bring you in from the airport by limo.
Seaside Vacation Homes
Seaside is waiting for you this fall, and here are some notable homes to check out when you book your stays.
For a one-bedroom cottage that lives pretty large, with room to sleep four in comfort, an open-air tower with seating for two, deckside dining space for six if you want friends over, and close proximity to beach and town, take a look at Our Place by the Sea.
Offering two-bedroom guest living, Gimme Shelter does exactly that, in a serene getaway retreat nestled among trees in a prime location, with balcony and porch relaxation at home, and just a few minutes stroll to either the beach or the amenities of the town.
Meanwhile, Belle Vernon gets the party going with its four bedrooms staged across two levels, connected by an open floor plan and spacious design that offers private nooks and large gathering areas, perfect for a family get-together or a group of friends. Porches, balconies and an upstairs open sun deck are among the amenities here, and Ruskin Park is close by.
Plan for up to 12 guests with the combination of 1-bedroom cottage Feeling Tipsea and its parent cottage, the 3-bedroom Knotty by Nature. Tipsea can handle four people with its two floors, natural light and coastal vibe. Knotty is one spacious story in an L-shape wrapped around its own private swimming pool. Take one or both of these companion cottages for your stay in Seaside and enjoy the beach just six houses away, and the fabulous porch and deck areas, offering great dining and living experiences.
Along with these star attractions, we have many other uniquely luxurious vacation cottages available for your stay, so book now for your savings, and come see us in the fall.