Walk to the Historic District!

Just one mile from the historic district, this cozy and stylish 1-bedroom retreat is perfect for couples or solo travelers. Enjoy a full kitchen, and easy access to local restaurants, boutiques, and the iconic St. Augustine Lighthouse—the perfect home base to explore the city’s rich history and charm. Check out our Instagram @islandproperties.co

We respect your privacy but are always available if you need assistance or have any questions. Feel free to reach out through the booking platform for prompt responses.

For our return guests reach out to us directly for your Return Guest discount code!

Dont Worry, Be Hippy is located in the heart of Anastasia Island, just a short walk or drive to the historic district of St. Augustine. The neighborhood is filled with charming local cafes, unique shops, and beautiful parks. You can also easily access Anastasia State Park and the St. Augustine Lighthouse.

Guests will have full access to the apartment, including all amenities. A keyless entry system is provided for easy and secure access during your stay.

Welcome to Don’t Worry, Be Hippy on Anastasia Blvd – a cozy, groovy getaway that perfectly blends a bohemian beach vibe with all the comforts of home. This one-bedroom gem features a queen bedroom with a smart TV for relaxing movie nights, while the main living area offers a versatile daybed and another smart TV for laid-back lounging. The dining area, complete with a highchair, connects seamlessly to the eclectic kitchen, which oozes retro charm – perfect for whipping up breakfast or late-night snacks.

With vibrant décor, fun board games, and a relaxed atmosphere, this is more than a stay – it’s an experience. Located in the heart of Anastasia Blvd, you’re just a 5-minute drive to the historic St. Augustine district and a 5-minute stroll to the legendary Conch House, where waterfront dining awaits. Whether you're here for the beaches, history, or just a good time, this is the perfect spot to kick back and embrace the hippy spirit.

Your groovy escape awaits – book now and let the good vibes roll!

Parking is available on-site, and the studio is conveniently located for exploring the area on foot or by bicycle. Ride-sharing services like Uber and Lyft are also readily available to get you to the historic district and other popular attractions.

Guests will have access to high-speed Wi-Fi, a fully-equipped kitchenette, and free parking.