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Cypress Dunes holiday rentals

We found 40 holiday rentals — enter your dates for availability

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November 2025

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December 2025

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Find the best place to stay - Cypress Dunes

Aerial

Premier Host

Luxury Home in Cypress Dunes Neighborhood w/ Community Pool!

Sleeps 8 · 4 bedrooms · 3+ bathrooms

Exterior

Premier Host

VIEWS! Incredible views from this brand new 5 bedroom home in Santa Rosa Beach!

Sleeps 10 · 5 bedrooms · 5+ bathrooms

Exterior

Premier Host

Cypress Dunes - "Cypress Views" - 4 BR / 4 BA - 6 Seater Cart Included

Sleeps 8 · 4 bedrooms · 4 bathrooms

Welcome to 30a Cypress Stay!

Premier Host

30A Cypress Stay | Resort-Style Pool | Trails & Luxe Porches| Near Beach

Sleeps 8 · 4 bedrooms · 3 bathrooms

Panoramic Views of the Gulf from this 3 floor Ocean Retreat, 2 car garage

Premier Host

As Seen on HGTV's Beach Hunters - Golf Cart, Panoramic View of Gulf, 5 BR 5 BA

Sleeps 10 · 5 bedrooms · 5 bathrooms

Pool

The Cypress Sunset 30A Home - Sleep 8 - 4 Bd/4 Ba - Weekly Discount - Infinity

Sleeps 8 · 4 bedrooms · 4 bathrooms

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