Seaside

360 Blue | Seaside, FL

A destination known worldwide. The town of Seaside serves as an icon of the New Urbanism movement with its “human-scale” layout that includes accessible public spaces and imminently walkable streets. Enjoy a basket of shrimp and a Red Stripe under the pavilion overlooking the turquoise waters of the Gulf. Wander through Seaside’s fabulous boutiques and restaurants. Discover the shaded sand paths that wind throughout Seaside and open onto secret pocket parks. It’s all right there, waiting to be explored by foot or bicycle. Charming cottages surround Seaside Square, where you’ll find one-of-a-kind amenities, shops, and restaurants––from a professional theatre to award-winning dining at Bud & Alley’s restaurant or BBQ bought through an Airstream window. Shop for farm-fresh produce and locally-produced goods at the Seaside Farmers Market in the summer, or gather with family to watch Santa Claus light the Christmas tree in the fall. Wherever you go, the sugar-soft sand and turquoise waters of the Gulf are steps away. By any measure, Seaside is as much an experience as a destination.

Seaside "Sister 2" 125 Quincy Circle Unit B

  • Sleeps 6
  •   |
  • Bedrooms 
  •   |
  • Bathrooms 2
Rate Starting at $225/night
(7)
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Seaside "Forget Me Not" 795 Forest Street

  • Sleeps 12
  •   |
  • Bedrooms 
  •   |
  • Bathrooms 4
Rate Starting at $1000/night
(6)
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Seaside "Sisters Three By The Sea" 2056 E County Highway 30A

  • Sleeps 8
  •   |
  • Bedrooms 
  •   |
  • Bathrooms 3
Rate Starting at $456/night
(20)
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Seaside "Old Natchez Compound" 147 Grayton Street

  • Sleeps 18
  •   |
  • Bedrooms 
  •   |
  • Bathrooms 7
Rate Starting at $579/night
(5)
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Seaside "The Sweet Escape" 45 Central Square, Penthouse B

  • Sleeps 14
  •   |
  • Bedrooms 
  •   |
  • Bathrooms 3
Rate Starting at $382/night
(16)
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Accommodation From $450/night
New Property!

Seaside "Lemon Tree" 181 Smolian Circle

  • Sleeps 10
  •   |
  • Bedrooms 
  •   |
  • Bathrooms 3.5
Rate Starting at $450/night
(0)
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Seaside "Old Natchez Main House" 147 Grayton Street

  • Sleeps 12
  •   |
  • Bedrooms 
  •   |
  • Bathrooms 4
Rate Starting at $326/night
(2)
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Seaside "Sister 1" 125 Quincy Circle Unit A

  • Sleeps 6
  •   |
  • Bedrooms 
  •   |
  • Bathrooms 2
Rate Starting at $225/night
(5)
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Seaside "Sea Ya Real Soon" 73 Odessa Street

  • Sleeps 10
  •   |
  • Bedrooms 
  •   |
  • Bathrooms 3
Rate Starting at $361/night
(10)
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Seaside "Oak Creek Annie's and High Rustler" 147 Grayton Street

  • Sleeps 6
  •   |
  • Bedrooms 
  •   |
  • Bathrooms 2
Rate Starting at $247/night
(0)
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Seaside "Bella Vita" 2132 E Co Hwy 30A

  • Sleeps 9
  •   |
  • Bedrooms 
  •   |
  • Bathrooms 4.5
Rate Starting at $1265/night
(4)
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Accommodation From $277/night
New Property!

Seaside 824 Forest Street

  • Sleeps 12
  •   |
  • Bedrooms 
  •   |
  • Bathrooms 4.5
Rate Starting at $277/night
(0)
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Seaside "Happy Our" 366 Forest St

  • Sleeps 18
  •   |
  • Bedrooms 
  •   |
  • Bathrooms 6
Rate Starting at $543/night
(3)
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Seaside "Exhale" 45 Central Square Unit B2

  • Sleeps 12
  •   |
  • Bedrooms 
  •   |
  • Bathrooms 3.5
Rate Starting at $422/night
(4)
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Seaside "Heaven Sent" 621 Forest Street

  • Sleeps 10
  •   |
  • Bedrooms 
  •   |
  • Bathrooms 2.5
Rate Starting at $225/night
(20)
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