Seaside, Florida Rentals

Compare 12 vacation rentals.
USA > Florida > Seaside, Florida

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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House rentals

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Seaside, Florida vacation rentals for every getaway

Dog-friendly Internet Pool
2 Days at the Beach
2 Bedroom | 2 Bath | Sleeps 4

2 Days at the Beach - Santa Rosa Beach, FL

$307 avg / night
Seaside - Nobellah's Retreat
3 Bedroom | 3 Bath | Sleeps 10 (8 Adults Max)

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

$397 avg / night
3 Bedroom | 2 Bath | Sleeps 8

Memories - Santa Rosa Beach, FL

$273 avg / night
Seaside - Angel in the Dunes
1 Bedroom | 1 Bath | Sleeps 3 (2 Adults Max)

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

$260 avg / night
The Oak Escape
3 Bedroom | 2.5 Bath | Sleeps 8

The Oak Escape - Santa Rosa Beach, FL

$382 avg / night

View 7 more homes

Recent Seaside, Florida vacation rental reviews

Lovely outdoor space and pool! Home is literally right across from the beach and a short walk to popular stores and shops!
susan s. | Apr 2024
We loved our stay. The only regret was that we didn’t stay longer!!
Steven L. | Apr 2024
Lots of extras for the beach and cooking. If you are looking for a guest house/cottage this not it. This room is over a one car garage and was small with a tiny bathroom. TV and refrigerator in the room didn't work either. Nice pool but no lights in the pool; only two small light outside the master bedroom doors so we couldn't enjoy the patio or pool after 7:15 when it got dark.
Cindy K. | Apr 2024
Seaside, Florida vacation rental FAQ

Yes. 12 of our Seaside, Florida vacation rentals have internet access, so you can stay connected throughout your trip.

Browse homes with internet access >

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.