Seaside, FL Rentals

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USA > Florida > Seaside, FL

Make Seaside, FL your next getaway—choose from 8 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, FL house rentals, townhouses, cottages, and more

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House rentals

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Townhouses

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Cottages

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Seaside, FL vacation rentals for every getaway

Popular
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 $130
Sea Thyme 3D Tour
2 Bedroom | 2 Bath | Sleeps 4

Sea Thyme - Santa Rosa Beach, FL

From $269
Seaside - Nobellah's Retreat 3D Tour
4 Bedroom | 3 Bath | Sleeps 10 (8 Adults Max)

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

From $182
Memories 3D Tour
3 Bedroom | 2 Bath | Sleeps 8

Memories - Santa Rosa Beach, FL

From $145
Seaside: American Dream 3D Tour
3 Bedroom | 2.5 Bath | Sleeps 8

Seaside: American Dream - Santa Rosa Beach, FL

From $101

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Recent Seaside, FL vacation rental reviews

The little house was VERY quiet and close to everything in Seaside. Very nice.
LAURA S. | Dec 2021
Spotless, spacious and well appointed home in a quiet neighborhood with great access to public beaches, Seaside, groceries, shopping, and more..! Unlike other areas in 30A, this home has breathing room between it and it's neighbors. The neighborhood has a ton of great looking homes, and this home fit right in. The pool and hot tub are nicely sized and screened in (!) to keep out critters and foliage. We didn't know if we would like the screening, but it turned out to be a really nice feature, letting in the sun just fine. The golf cart was top notch and provided a super easy way to get around and a lot of fun for the kids... it was our 'convertible' for our stay. This was our third time renting in the area, having previously rented in Watercolor, and this home was a better in every way. We thought we might miss the resort amenities offered with a Watercolor rental, but we didn't at all. What a find!
Terry F. | Nov 2021
Clean comfortable house walking distance to food, drink and beach!
Todd O. | Oct 2021

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.