Seaside, Florida Rentals

Compare 10 vacation rentals. Enter your trip dates to get started.
USA > Florida > Seaside, Florida

Make Seaside, Florida your next getaway—choose from 10 great vacation rentals

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.

Explore Seaside, Florida house rentals, townhouses, cottages, and more


House rentals

View 7 House rentals


View 2 Townhouses


View 1 Cottages

Seaside, Florida vacation rentals for every getaway

Dog-friendly Internet Pool
Seaside - Angel in the Dunes 3D Tour
1 Bedroom | 1 Bath | Sleeps 3 (2 Adults Max)

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

From $163
Seaside: American Dream 3D Tour
3 Bedroom | 2.5 Bath | Sleeps 8

Seaside: American Dream - Santa Rosa Beach, FL

From $270
Let It Be 3D Tour
4 Bedroom | 3 Bath | Sleeps 8

Let It Be - Santa Rosa Beach, FL

From $371
Emerald Dream in Watercolor 3D Tour
3 Bedroom | 3 Bath | Sleeps 10

Emerald Dream in Watercolor - Santa Rosa Beach, FL

From $200
Memories 3D Tour
3 Bedroom | 2 Bath | Sleeps 8

Memories - Santa Rosa Beach, FL

From $167

View 5 more homes

Recent Seaside, Florida vacation rental reviews

This place is minutes from the beach. Very quaint inside but could use some more kitchen utensils because it was difficult to make meals without basic things. Overall a nice place to stay.
Randall V. | May 2022
Steps from beach
James W. | Apr 2022
Loved the house. Loved the nearness to the beach.
John L. | Apr 2022

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.

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. Book now.