Okaloosa Island waterfront stays
14 waterfront vacation rentals in Okaloosa Island, FL from Whimstay, from $120 a night, each on the water by its own description. Part of our Destin coverage.
Rates are each listing's own "from" price on 4 August 2026; the booking page shows live prices and dates. Looking for the houses we would book ourselves? The curated Destin list.
Showing 1 to 14 of 14. Best rated first, then price.
Breathtaking Gulf Views and Community Pool - Luxurious Beachfront Getaway
Community Pool and Pickleball Court - Gorgeous Beachfront Retreat
Direct Oceanfront Access and Panoramic Views - Stunning Coastal Haven
Expansive Balcony and Two Gulf-Front Pools - Exquisite Beachfront Haven
Beachfront Condo with Heated Pool and Hot Tub - Stunning Coastal Retreat
Private Balcony and Beach Service Included - Stunning Gulf Front Retreat
Expansive Balcony and Two Pools - Elegant Coastal Haven
Gulf Front Access and Premium Amenities - Stunning Coastal Retreat
Steps to Pool, Hot Tub and White Sand - Gorgeous Beachfront Oasis
Gulf-Front Views and Spacious Layout - Exquisite Beachfront Haven
Beachfront Condo with Premium Amenities - Stunning Coastal Retreat
Large Balcony and Two Outdoor Pools - Charming Coastal Retreat
See Okaloosa Island on Vrbo, with dates and live prices.
Search Vrbo → Booking.com → Affiliate links.Beachfront Access and Poolside Relaxation - Spacious Coastal Haven
Gulf Access and Resort Amenities - Charming Waterfront Retreat
Destin the way we would book it: a short list of houses we checked for real water access.
Open the Destin guide →Affiliate disclosure: Sleep By The Beach earns a commission when you book through Whimstay, Vrbo or Booking.com links on this page, at no extra cost to you. Listing details and photos come from the Whimstay feed and belong to the hosts. How we work.