1. Best for Old Florida charm: The quirky cottage


Neighborhood: Central Fort Walton Beach
In a sea of beige high-rises, this place is a breath of fresh air. Originally a “kit house” from the 1960s, it’s been lovingly restored with a funkiness that feels authentic, not manufactured. Nestled under old oak trees, it offers a glimpse of what Florida looked like before the developers moved in. It’s private, shaded, and full of retro charm.
Time Out tip: You're just a mile away from the Cinco Bayou boat launch, and 10 minutes from the Okaloosa Island beaches. Fort Walton Beach's many shops and eateries are closeby too, including Clemenza's for the best Italian food in town.
Sleeps: 5 guests.
Perks: Washer/dryer, TV, board games, air conditioning, portable fans, heating, WiFi, kitchen, coffee maker, BBQ, private deck, firepit, free parking and pets allowed.
Price: From $590 for three nights.















