Seaside, Florida Rentals

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Make Seaside, Florida your next getaway

A stay in one of our Seaside, Florida vacation rentals is one of the best ways to experience this charming oceanfront community. Made famous as the setting for the 1998 movie “The Truman Show,” Seaside is home to sugar-white sand beaches, abundant sunshine, and pastel-colored houses framed by white picket fences. Sit back and relax, your beach vacation awaits.

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Seaside, Florida vacation rentals for every getaway

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Seaside - Angel in the Dunes
1 Bed | 1 Bath | Sleeps 3 (2 Adults Max)

Seaside - Angel in the Dunes - Santa Rosa Beach, FL

$298 avg / night
3 Bed | 2 Bath | Sleeps 8

Memories - Santa Rosa Beach, FL

$321 avg / night
Seaside: Another Dream
2 Bed | 2.5 Bath | Sleeps 6

Seaside: Another Dream - Santa Rosa Beach, FL

$234 avg / night
Watercolor -  Emerald Dream
3 Bed | 3 Bath | Sleeps 10

Watercolor - Emerald Dream - Santa Rosa Beach, FL

$438 avg / night
Seaside - Nobellah's Retreat
3 Bed | 3 Bath | Sleeps 10 (8 Adults Max)

Seaside - Nobellah's Retreat - Santa Rosa Beach, FL

$630 avg / night

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Recent Seaside, Florida vacation rental reviews

The location of this property is convenient to the Watercolor Beach club, beach access and Seaside shops/food trucks. The home was very clean and spacious for our group of 7 adults. Vacasa really went out of the way to make sure our check-in and stay went smoothly. I would definitely stay at this home again and without a doubt booking future vacations with Vacasa!
Christie S. | May 2023
Great location and very clean. Only gripe was the beach access passes and codes were outdated and did not work. Very clean and very close to the town square. Great view
Tony S. | May 2023
This eclectic beach house had so much personality and charm. It was perfectly located a few steps from the heart of Seaside where all the shops, restaurants, and food trucks are located. The upper balcony porch swing and dinner table were our favorite spot. The decor was cute and original and the house was perfect for our family of 7 to enjoy a beach vaca. I would definitely stay here again.
Lisa O. | May 2023
Seaside, Florida Frequently Asked Questions

Yes. 10 of our Seaside, Florida vacation rentals have internet access, so you can stay connected throughout your trip.

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Some of the most popular amenities in our Seaside, Florida vacation rentals include:

Our standard check-in time is 4:00 p.m., and the check-out time is 10:00 a.m. Some exceptions apply—after you book, you’ll find check-in and check-out details in the Vacasa guest app or your Trip Manager.

Absolutely. Our local Seaside, Florida team includes professional housekeepers who care for all our homes here. They’ll clean thoroughly and restock amenities, so everything is ready for your arrival—and all you have to do is settle in and relax.

Learn more about Vacasa Premium Clean >

No worries, plans change. Read over our cancellation policy for more information. And if you currently have a Vacasa reservation for Seaside, Florida, log in to Trip Manager to see options available for your specific trip.

Book confidently. Stay comfortably.

Book confidently. Stay comfortably.
24/7 support
Easy check-in
Easy check-in
Professional cleaning
Professional cleaning

Seaside attracts vacationers of all ages seeking refuge from stressful city life to a simpler way of living. It's no surprise that Seaside is a popular Florida destination for getaways near superb ocean beaches in the Florida Panhandle. This resort community includes easy access to the beach and beach clubs, cafes and restaurants, and parks.

Where is Seaside, FL?

Tucked in between Grayton Beach to the west and Seagrove Beach to the east, Seaside sits along scenic Highway 30-A, a stretch of more than a dozen beach communities in the panhandle of Northwest Florida. An unincorporated community with walkable neighborhoods, car-free streets, and housing intermixed with commercial districts, Seaside is home to Gulf of Mexico beaches, shopping plazas, and eclectic eateries.

Things to do in Seaside, FL

Whether you’ve come for rest and relaxation or action and excitement, Seaside has just what you need. Spend your days lying out on the beach, browsing through boutique shops in Central Square, or exploring quaint neighborhoods on a leisurely stroll.

Rent bikes from Seaside Transit Authority and go for a family ride along the beach road. Or put on sunscreen and head out onto the beach, crossing under an artistic gray structure resembling a lighthouse and pyramid, for fun in the sun, sand, and surf. Stroll down brick-paved streets in the town’s center, in which you’ll find over 50 retail shops, including art galleries, a food market, clothing boutiques, and restaurants.

Get a history lesson while enjoying a good bite to eat at the Land Yacht District, an area with side-by-side vintage Airstream trailers – also known as “Land Yachts” – which once housed city builders, but now contain vendors selling ice cream, organic fare, and much more.

Catch a concert at the Seaside Amphitheater, pick up some fresh, locally-grown produce at the Seaside Farmers Market, or browse through funky clothing, bohemian accessories, and house wares to find that special gift for a loved one at Perspicacity beachside bazaar. There's something for everyone in Seaside - and a stay at one of our Seaside rentals gives you access to it all.

Ready for a fantastic getaway with sugar sand beaches and laid-back living in a picturesque community? Find serenity in Seaside, FL in one of our Beaches of South Walton vacation rentals.