Oceanfront Pirate's Paradise w/Pool, Balconies & Ocean View - Walk Everywhere

Pirate's Paradise

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A Pirate’s Paradise – Where the Ocean Meets Serenity

Welcome to Pirate’s Paradise, a 5BR/4.5BA beachfront retreat where the Atlantic Ocean kisses the St. Augustine Inlet. Here, adventure and tranquility exist in perfect harmony—ride the ocean waves or wade in the calm, protected waters, all just steps from your door.
Wake up to breathtaking sunrises, spend your days lounging on sugar-soft sand, and unwind on expansive decks as sailboats drift by and dolphins dance in the waves. By night, the St. Augustine Lighthouse glows in the distance, and the sky shimmers with stars—if you’re lucky, you may even catch a rocket launch.

Luxury Amenities for the Ultimate Stay

•Expansive oceanfront decks – Perfect for sunrise coffee, sunset cocktails, and stargazing
•Elevator access – Effortlessly transport luggage, groceries, or simply give your feet a break
• Gourmetkitchen – Fully stocked with high-end appliances, cookware, and a spacious dining area
•Outdoor grill – Fire up a sunset barbecue with the sound of waves in the background
•Spacious and stylish bedrooms – Plush beds and serene decor for a restful night’s sleep
•Spa-inspired bathrooms – Relax in luxurious soaking tubs and walk-in showers
•Private beach access – Walk straight from the house to the sand in seconds
•Indoor & outdoor lounge areas – Cozy up inside with ocean views or enjoy the sea breeze on the deck
•Laundry room – Full-size washer and dryer for your convenience
•High-speed WiFi & Smart TVs – Stay connected or unwind with your favorite shows
•Peaceful yet central location – A hidden gem just minutes from St. Augustine’s top restaurants, shops, and attractions

Tucked away in a serene oasis, yet just minutes from St. Augustine’s historic charm, Pirate’s Paradise is in the heart of it all—without the hustle and bustle. Whether celebrating a milestone, making memories with loved ones, or simply escaping to the sea, this is more than a vacation—it’s a dream come true.

Book your stay and experience the perfect beachside getaway at Pirate’s Paradise! Your paradise awaits!



If you are bringing a dog on your trip, the pet fee is already included in your quote when selecting ‘Yes’ to pets. No more dogs are allowed.
Parking notes: There is free parking available for 6 vehicles.
This rental is located on floor 1.

Security camera details: 1. There is a camera in the front yard overlooking the driveway.
2. Under the home where cars are parked.
3. On the second-story balcony overlooking the driveway, front yard, and door access points.
4. On the third-floor balcony overlooking the front yard and door access points.

Please note: this home resides in a noise-sensitive area and the owners participate in our Good Neighbor protection program. Our smart home technology will alert our team if excessive decibel or occupancy levels are detected, allowing us to reach out directly with a reminder of maximum occupancy and quiet hours. This technology is privacy compliant, and only monitors the presence of decibels and devices-not any personal conversation or information. Thank you for supporting our efforts to be good neighbors!

Damage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.
More information can be downloaded from the "Rental Agreement" on the checkout page.

Due to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.