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Seaside Vacation Rentals

Sun bleached sand and water as clear as flawless diamonds draw visitors to Seaside, Florida year after year. The beach provides the inspiration for all things Seaside – from world renowned architecture to exquisite dining experiences. Unique shops and galleries are found throughout the New Urbanist town. Sandy walking paths and bike trails are ready to be explored. All that’s missing is you.

Vacation Rental Geography

Seaside is located on South Walton's Scenic Highway 30A along the Gulf of Mexico in Walton County, Florida. Seaside features a town square whose main focal point is the shoreline. All roads lead to the town square – the hub of commerce – and, of course, the beach. Stay in an iconic Gulf-front cottage where the sound of the waves lulls you to sleep at night. Condos above the bustling town square give you an excited urban feel. Cozy cottages on shady streets make you feel like you are worlds away. Each vacation rental in Seaside is within walking or biking distance to all the action.

Rental Partners

Cottage Rental Agency is the original and premier rental provider in Seaside, Florida, started by the town’s founder in 1986. Cottage Rental Agency offers a large selection of homes in Seaside with a long list of amenities and concierge services. Cottage Rental Agency has an on-site Welcome Center that’s fully staffed and open daily. For more information: call (844) 825-4809 or visit  https://www.cottagerentalagency.com/

Homeowner's Collection is a premiere onsite vacation rental company founded by the homeowners in Seaside, Florida. Homeowner's Collection provides Seasiders with quality amenities, special touches, and personalized service. You will be greeted upon arrival by an assigned Cottage Host who has ensured the cottage is prepared to our expectations and will also acclimate you to the home and Seaside, Florida. Finally, if you need any help facilitating additional services during your stay, they are happy to assist. For more information: call (855)-411-1557 or visit https://homeownerscollection.com/

Property Management Services

Each vacation rental partner has exceptional standards when it comes to maintaining properties in Seaside. Seaside management companies offer plans tailored to your needs, along with the resources and manpower to keep your home in the best condition. As a result, Seaside vacation rentals experience a high number of repeat visitors year after year.

Rental partners also facilitate meticulous preventative maintenance schedules to stay ahead of the curve on property management. Members of their teams visit and inspect each property to guarantee the home is cleaned and maintained to the highest standards.


Seaside is a bustling town full of amenities for every guest to enjoy. Park your car and leave it…you won’t need it during your stay. Most rental partners offer free or discounted bike rentals, and bike racks throughout the town make parking easy. Each vacation rental is a short bike ride away from all the action.

Spend lazy days relaxing on the sand. Shop for apparel, gifts, artwork and more throughout town. Pamper yourself at Beach Ready Spa. Catch a show at The Rep theatre. And enjoy exquisite dining experiences at Seaside’s world class restaurants.

Seaside Swim and Tennis Club meets all your recreational needs with amenities like the fitness center, tennis courts, and family and adults only pools, to name a few. For individual concierge services and special requests, please contact your rental partner. Learn more about Seaside Swim & Tennis

Weddings and Events

The Seaside Chapel is one of the most celebrated architectural landmarks in the community. The Chapel welcomes individuals, event planners, and lodging providers who have an interest in leasing for weddings, events and special occasions.

Bud & Alley’s overlooking the Gulf of Mexico serves as a beautiful destination for special occasions and events. Ruskin Park is shaded by mature oaks and serves well as a backdrop for wedding receptions. Then there’s the beach itself, a dream come true for couples wanting destination weddings.


Seaside’s new interactive website not only allows you to search for the perfect vacation rental, it also features community merchants, town events, and an online shop for gear at The Seaside Style. Read local news from The Seaside Times and sign up for the Seaside newsletter for all the latest happenings.

Plan your visit at www.seasidefl.com.


Seaside is an idyllic beach town located on Scenic Highway 30A in South Walton, Florida. As the first New Urbanist community, Seaside was designed to make walking more convenient than driving, with welcoming outdoor spaces that function as outdoor living rooms.  

Seaside offers a thriving town center with shopping and dining, all within walkable distance to homes, cottages, and offices. Consisting of more than 300 homes, the community also offers an abundant assortment of restaurants, shops, and galleries. Visit www.seasidefl.com to plan your stay.

Website | www.seasidefl.com
Facebook | www.facebook.com/SeasideFlorida
Instagram | @seaside_asimplebeautifullife
Twitter | @SeasideFL_



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