A Pirate's Paradise
Beachfront Home! Incredible Views, Private Pool, Direct Beach Access, Elevator, $300 in Free Tickets
About
We help make the most of your vacation by providing Free Admission to some of the area's top attractions each and every day! Create exciting memories, have more fun, and truly experience your destination!
Escape to paradise, A Pirate’s Paradise, a beachfront retreat ideally situated where the Atlantic Ocean meets the St. Augustine Inlet. Your beach dreams are sure to come true here, where the fun and adventure of the ocean waves coexist with the calm waters of the Inlet. Imagine sipping your coffee as you watch the sunrise each morning, spending the afternoons lounging around the private dipping pool, and the evenings stargazing from the spacious balconies - be on the lookout for dolphins splashing by in the distant glow of the St. Augustine Lighthouse and you may even experience a rocket launch.
You are sure to rest well in the five spacious bedrooms, including two king suites, both of which have full en suite bathrooms, and one is also equipped with a kitchenette and desk. Gather together to prepare your favorite meals in the fully stocked kitchen and enjoy them seated at one of the dining tables. Grab a cozy seat and enjoy your favorite shows and movies on the large smart TV in the living room. The four and a half bathrooms provide plenty of storage space and are equipped with soft white towels. The elevator makes moving through the spacious home a breeze.
**NOTE: New photos coming soon with updates to the home.**
Key Features:
- Beachfront home with direct beach access just steps away
- Ideally located where the waves of the ocean meet the calm inlet waters
- Short walk to restaurants, shopping, bars, and more
- Stunning views
- Private dipping pool - a small pool, ideal for cooling off in the warm Florida sun
- Two spacious balconies
- Fully stocked kitchen
- Full size washer and dryer
- Elevator access
- TVs in the living room and bedrooms
- WiFi
- Propane grill
- Parking for 6 vehicles
Located on breathtaking wide Vilano Beach where the ocean meets the St. Augustine Inlet and you can view historic downtown from the beach. This area is perfect for surfing, swimming, and exploring the natural surroundings. Just a short walk away, stroll down palm tree lined Vilano Road along sea colored sidewalk pavers to the Vilano Pier, which offers beautiful sunset views across the river to Historic St. Augustine. You can also fish off the Pier. On your way back through the Art Deco Florida Vernacular styled Vilano Beach Town Center, stop in for a great meal at one of five local restaurants ranging from pizza to Chinese to Italian to seafood. Or pick up everything you need to prepare meals at home at the Publix Grocery, which includes a deli, liquor store, and a pharmacy.
This stunning home is new to iTrip St. Augustine, but it is not new to the rental market. For a limited time, guests who have stayed at this home in the past 2 years can enjoy 10% off their next stay when booking again! Check out what past guests have loved about their stay:
Leigh C. - May 2025
We loved the location and beautiful views of this house! It's so nice to stay on the beach, but only be 10 minutes away from historic downtown! It's the best of both worlds....the beach and historic St. Augustine! This was the perfect house for a large family plus a few friends. The kitchen and seating areas were very accommodating. The beds were all very comfortable. It was also a huge plus to have an elevator!!!
Ryan S. - April 2025
Great location and clean home.
Sheryl T. - Dec 2024
This was our second visit to Pirate’s Paradise. We had a wonderful time. Beach is out the front door, porches to watch the sun rise or a rocket launch, more than enough room for all of us. Great vaca!!!
Ashley A. - Oct 2024
The pictures do not do justice. This home was absolutely gorgeous. Just steps from with beach with easy access. Very large home. We had 7 in our group and could have easily had more guests.
Alison V. - Aug 2024
This is our second time staying at this home and we LOVE it! From the view, beach access, the pool and super comfy beds and pillows. We hope to save up and be able to stay again next year!
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For safety and security purposes this property is equipped with a cameras in the front yard overlooking the driveway, under the home where cars are parked, on the second-story balcony overlooking the driveway, front yard, and door access points, and on the third-floor balcony overlooking the front yard and door access points.
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While in St. Augustine, enjoy all of the attractions the area has to offer, and take advantage of free tickets included with this rental. Ride the Old Town Trolley around the area and take in the historic beauty of Downtown St. Augustine! Explore the oldest fort in the continental United States, the Castillo San Marcos, and stroll down colorful St. George Street filled with shops and restaurants of irresistible local flare. You might even spot a Pirate or Spanish Conquistador in period attire! Breathe in the warm, salty air as you enjoy a romantic walk along the waterfront as the sun sets, casting its final rays on the sparkling water, the drifting boats, and the picturesque Bridge of Lions. But don’t forget to make good use of the night by experiencing the Ghost train or Haunted House tour. Enjoy the endless variety of restaurants, coffee shops, ice cream, art galleries and bookstores just a few miles from your front door!
Let iTrip help you make the most of your vacation.
FREE FUN! Each booking will include one free entry per attraction each day of your stay! The following attractions are included:
- St. Augustine Alligator Farm
- Old Town Trolley Tours: Potter's Wax Museum
- Old Town Trolley One Day Tour
- Old Town Trolley Ghost and Graveyards Tour
- Royal St. Augustine Golf & Country Club Course
- St. Augustine Pirate & Treasure Museum
- St. Augustine Eco Tours: Boat Expedition
- St. Augustine Eco Tours: Salt Marsh Kayaking
- Yoga Bohemia St. Augustine: Beach Yoga
NOTE: $500 cancellation fee applies to all bookings 27 days or more.
Startup bathroom, kitchen, and laundry supplies are provided with each booking.
25 year age requirement to book and stay: Tenant must be at least twenty-five (25) years of age (an "adult") and will be an occupant of the unit during the entire reserved dates.
Noise Ordinance: The city of St. Augustine has a noise ordinance that prohibits noise between the hours of 10:00pm-6:00am Sunday-Thursday, and 11:00pm-7:00am Friday-Saturday. Violations can result in a $500 fee.
No smoking or vaping on the property. $500 fine for rule violation.
Sleeping Arrangements
Bathroom Configuration
Property Rules
Amenities
Map
Frequently Asked Questions
We hope you enjoyed your stay! Check Out Time is at 10:00 AM! But before you leave, be sure to:
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Please empty the refrigerator.
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Place all dirty dishes in the dishwasher and start the cleaning cycle.
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Please do not strip sheets but leave beds unmade.
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Pile all dirty towels in the bathroom or laundry room.
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If you have rearranged any furniture or placed any items out of sight, please put them back as they were when you arrived.
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Please be sure to collect all of your belongings.
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Please remove all trash and place it in the respective trash recepticle.
*Please be considerate of the check out time since the cleaners need to get in to prepare the property for the next guests. A delay in check out will result in a charge of additional fees. Thanks so much and we hope you will come again soon!
Minimum $500 Fee for House Rule Violations
MAINTENANCE
Please report any maintenance needs for the premises to the us and we will respond as quickly as possible. Refunds will not be made for maintenance issues including, but not limited to heating and air conditioning, appliances, televisions, and stereos. Check out instructions as provided must be complied with.
HOLD HARMLESS
Tenant and all other occupants willingly occupy these premises. In exchange for being allowed to occupy the premises, Tenant, on behalf of himself, his heirs, assigns, and descendants, agrees to the fullest extent permitted by law, to release and forever discharge iTrip or the Owner from any and all injuries, costs, damages, loss, death, or other claim or injury suffered of any nature whatsoever arising out of Tenant’s own negligence or gross negligence; the negligence or gross negligence of the Owner or iTrip or any of its employees, managers, principals, owners, representatives, agents, authorities, leaders, or other person affiliated with it in any way; and the negligence or gross negligence of any other occupant in connection with the stay whether that be prior to, during, or immediately after the stay. By agreeing to these terms, and in exchange for being allowed to stay on the premises, you further agree that you will indemnify iTrip and the Owner and hold iTrip and the Owner harmless for any and all injuries, costs, damages, loss, or other claims made by all other occupants other than yourself arising out of or in any way caused by your actions undertaken in the course of your stay on the premises. Tenant understands that he/she does not have to stay on the premises and that without agreeing to these terms whereby he/she chooses voluntarily to waive any liability of iTrip and the Owner under the above terms, he/she will not be allowed to stay on the premises.
Common Areas and Shared Spaces
If your property shares a common indoor or outdoor space, please be respectful of the other tennants in conduct and language.
SUSCRIBE TO TEXT COMMUNICATION
Clicking the box below provides consent to receive text communication from iTrip St. Augustine relating to your reservation. Guests can opt out of this text communication at any time by following specified opt out procedures.
There will also be a $500 fine for smoking or vaping in the home.
Please keep these house rules in mind, thank you!