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Up On The Roof

Homeowner's Collection
4 Bed
3 Bath

860 FOREST STREET

4 QUEEN BEDS

Welcome to Up on the Roof with an ideal location in Seaside directly across from the West End pool. Up on the Roof welcomes you with two large open porches up and down. The first-floor open porch has outdoor dining with a picnic table...

Dune House

Homeowner's Collection
2 Bed
2.5 Bath

2424 EAST COUNTY ROAD HIGHWAY 30-A

1 KING, 1 QUEEN

Dune House is a rare gem, nestled on a double beachfront lot with breathtaking, unobstructed views of the Gulf. Designed by renowned architect Scott Merrill, this home pays tribute to the original cottage ambiance of early Seaside, Florida, while seamlessly...

Sandy Toes

Homeowner's Collection
4 Bed
4.5 Bath

750 FOREST STREET

MAIN HOUSE: 2 KING BEDS, ONE BUNK BEDROOM (2 twin bunks) and HALLWAY BONUS BUNK (sleeps 10)  

GUEST COTTAGE: 1 KING BED  (sleeps 2)

Welcome to Sandy Toes, a charming beach retreat that combines the spacious main home, Seabiscuit, and the cozy rear guest cottage, ...

Grace Sea

Homeowner's Collection
1 Bed
1 Bath

750 FOREST STREET

1 KING BED, 1 DOUBLE SLEEPER SOFA

Grace Sea is the guest cottage to Sandy Toes and is nestled separate from the main home in the back among the beautiful trees and is the perfect escape from it all. This guest cottage has a prime Seaside...

Seabiscuit

Homeowner's Collection
3 Bed
3.5 Bath

750 FOREST STREET

2 KING BEDS, 3 BUNK BEDS (sleeps 10) 

Seabiscuit is a beautifully updated Charleston-style cottage located in the heart of Seaside, Florida. Just a 3-minute walk to the West Side family pool and a quick 4-minute stroll (352 yards) to the private residential beach access at Pensacola...

Hide Away

Homeowner's Collection
0 Bed
1 Bath

117 SAVANNAH STREET

1 KING BED

Hide Away is an adorable studio carriage house adjacent to the main home Drift Away.  Hide Away has a convenient Seaside location just one block to the beach, 1/2 a block to Seaside Avenue, and steps to the adult pool, tennis courts,...

Drift Away Suite

Homeowner's Collection
1 Bed
1 Bath

117 SAVANNAH STREET

1 KING BED, 1 QUEEN SLEEPER SOFA. (updated to king bed Jan. 2024, new pics to come)

Welcome to Drift Away Suite, nestled on charming Savannah Street in beautiful Seaside. This recently remodeled lock-off unit from the main home offers a prime location just a short stroll...

Drift Away

Homeowner's Collection
5 Bed
3 Bath

117 SAVANNAH STREET

2 KINGS, 1 QUEEN, 4 TWIN BEDS, 1 QUEEN SLEEPER SOFA

Say hello to Drift Away on quaint Savannah Street in picturesque Seaside. The house was completely remodeled top to bottom so won't you be lucky to choose this as your new favorite vacation home! Bright and...

Drift Away Main

Homeowner's Collection
4 Bed
2 Bath

117 SAVANNAH STREET

1 KING, 1 QUEEN , 4 TWINS - sleeps 8

Welcome to ‘Drift Away Main!’ This prime location lock off beach home is just a 1-minute walk to the beach access and only a 5-minute walk to all things Seaside, Florida. It has also been updated top...

Cherished by the Sea

Pet Friendly!
Homeowner's Collection
2 Bed
2 Bath

119 QUINCY CIRCLE

1 KING BED, 1 QUEEN BED, 1 QUEEN SLEEPER SOFA

PET-FRIENDLY UP TO 20 LBS AND ONLY ONE DOG

Cherished by The Sea is a favorite Seaside pet-friendly rental located in a prime location above the shops of Ruskin Place with amazing Seaside town views and just...

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