Entire home

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

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

Fridge, microwave, oven, dishwasher
Flat-screen TV, DVD player
5 bedrooms, iron/ironing board, free Internet, bed sheets
Property grounds
Terrace/patio
At Pirate's Paradise, indulge in the laid-back luxury of beach living. This 5BR/4.5BA raised home offers a lavish master suite, private pool, two oceanfront balconies with serene views of the inlet and an elevator for easy access to all areas.

Reviews

9.2 out of 10
Wonderful

Entire home

5 bedrooms5 bathroomsSleeps 10297 sq m

Popular amenities

  • Parking available
  • Pet-friendly
  • Dryer
  • Pool
  • Washer
  • Air conditioning

Add dates for prices

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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

Pirate's Paradise

Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'

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.

Property amenities

Beach

  • On the beach

Pool/Spa

  • Private pool

Internet

  • Available in the house: Free internet

Parking and transport

  • Limited on-site parking (max 6 spaces)
  • Onsite parking options include a carport

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Ice maker
  • Microwave
  • Oven
  • Refrigerator
  • Toaster

Dining

  • Dining table
  • Wet bar

Bedrooms

  • 5 bedrooms
  • Bedsheets provided

Bathroom

  • 4.5 private bathrooms
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • DVD player
  • Flat-screen TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Barbecue grill
  • Garden

Laundry

  • Laundry facilities
  • Washer/dryer

Comfort

  • Air conditioning

Pets

  • Pet friendly

Suitability/Accessibility

  • Lift
  • Smoke-free property
  • Note from host: Smoking is not permitted anywhere on the premises.

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near the ocean
  • On the waterfront

Things to do

  • Birdwatching nearby
  • Casino nearby
  • Ecotours nearby
  • Fishing nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • Garden
  • Unit size: 3,200 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in and check-out are available
Minimum check-in age - 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Rules

For information about quiet hours, please refer to the listing description.

Pets

Pets are allowed
Service animals are welcome, and are exempt from fees
Note from host: Dogs only. Max of 1.

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted
Smoking is not permitted anywhere on the premises.

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

Property is also known as

54263

About the area

Map
St. Augustine, FL

What's nearby

  • Vilano Beach - 12 min walk - 1.0 km
  • Ponce de Leon's Fountain of Youth Archaeological Park - 5 min drive - 4.0 km
  • St. George Street - 8 min drive - 6.4 km
  • Flagler College - 8 min drive - 6.4 km
  • Castillo de San Marcos National Monument - 9 min drive - 7.0 km

Getting around

  • St. Augustine, FL (UST-Northeast Florida Regional) - 12 min drive

Restaurants

  • ‪Conch House Restaurant - ‬12 min drive
  • ‪Beaches On Vilano - ‬12 min walk
  • ‪Pesca - ‬8 min walk
  • ‪Surfside Kitchen - ‬9 min walk
  • ‪Mellow Mushroom - ‬11 min drive

Frequently asked questions

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

Yes, pets are allowed at this property.

What time is check-in at Oceanfront Pirate's Paradise w/Pool, Balconies & Ocean View - Walk Everywhere?

Check-in begins at 4:00 PM.

What time is check-out at Oceanfront Pirate's Paradise w/Pool, Balconies & Ocean View - Walk Everywhere?

Checkout is at 10:00 AM.

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

Nestled on the beach, this Vilano Beach holiday home is within a 15-minute walk of Vilano Point Beach and Vilano Beach. Tolomato River and Vilano Beach Pavilion are also within 1 mile (2 km).

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Reviews

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

9.2

Wonderful

9.0

Cleanliness

9.8

Location
Rating 10 - Excellent. 57 out of 86 reviews
Rating 8 - Good. 24 out of 86 reviews
Rating 6 - Okay. 5 out of 86 reviews
Rating 4 - Poor. 1 out of 86 reviews
Rating 2 - Terrible. 0 out of 86 reviews

Reviews

10/10 Excellent

Matt R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wedding weekend

Great location. Stay was smooth
Stayed 3 nights in Oct 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Michelle H.

Amazing Location

We loved this property - great house and great location!
Stayed 7 nights in Jul 2024

10/10 Excellent

Jeannine N., Foxboro, MA

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family wedding

Loved our stay! Would definitely stay again!
Stayed 2 nights in Nov 2023

10/10 Excellent

Ashley A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fall Break

This home is absolutely gorgeous. I loved the spacious rooms, 2 balconies, and the elevator for convenience. I also loved that we were steps away from the beach. I would highly recommend this place.
Stayed 5 nights in Oct 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Alison V.

Second Time Guest

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!

10/10 Excellent

Alison V.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Summef Vacation

This was an amazing and relaxing vacation with family!
Stayed 14 nights in Aug 2023
This review comes from a trusted partner site and has not been verified.

8/10 Good

Ashley B.

Spring Break 24

Absolutely gorgeous views !
Stayed 4 nights in Mar 2024

10/10 Excellent

Terri P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing views

Beautiful views ---good location
Stayed 3 nights in Jan 2024

8/10 Good

Dennis A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Nice floor plan!

Conveniently located quiet neighborhood steps from the beach. Publix was a short walk. Elevator was a plus for the seniors. Having two front porches looking at the ocean was a plus for our morning coffee. Property needs some cosmetic updates but 5 stars for cleanliness. Our family had an enjoyable Thanksgiving stay. Thank you.
Stayed 5 nights in Nov 2024

10/10 Excellent

Holly C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

We’ll be back!

Great house, great location!
Stayed 7 nights in May 2023
This review comes from a trusted partner site and has not been verified.

8/10 Good

Aimee K.

Great location

Loved how it’s steps away from the beach!
Stayed 2 nights in Oct 2023
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Lynne D.

Best view ever!

Spacious, comfortable home. The beach view and access are incomparable. We'll be back!
Stayed 7 nights in Jul 2024
This review comes from a trusted partner site and has not been verified.

8/10 Good

Jon K.

Beach Front

This a true beach front property with easy access to the ocean. Views from the decks were outstanding.
Stayed 5 nights in May 2024

10/10 Excellent

Marta E.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect location

Amazing beach and near town.. Bonus publix few minutes away
Stayed 6 nights in May 2023

8/10 Good

Johnson K. J.

Liked: Check-in, communication, location, listing accuracy

Views

Very good
Stayed 5 nights in Apr 2024

10/10 Excellent

Carlos F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Our home away from home

This home is perfect. Great location right on Vilano Beach with a Publix right around the corner, beach access right in front of the house, and a nice place to eat by the pier. The house itself house a great layout where the whole family can lounge around in the living room with lots of natural light and a great view to the beach. Any stress you have just melts away here. I checked out and I miss every minute. Can't wait to stay here again.
Stayed 7 nights in Aug 2024

10/10 Excellent

Laura T.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful Property

We had a wonderful time staying at this home in Vilano Beach. The home was large enough for us all to spread out and have our own spaces. We saw dolphins swimming daily and loved the location. The pool was smaller than we thought it would be, but our kids still loved it. We would love to stay here again.
Stayed 8 nights in Mar 2024

10/10 Excellent

JIM B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

It was all we hoped for.

The elevator is a must for luggage, groceries, and a daughter with a broken foot. It had some hiccups and we needed two different crews to work on it.The main floor water heater was broken and we couldn't get anyone out to fix it for three days.The refrigerator door ice and water dispenser does not work.There was a miscommunication about laundry. We were emailed directions to leave only one day's worth of laundry. After doing several loads, we spotted a not on the wall by the door stating that they have a laundry service and we were not to do any house laundry.The package of powdered dish washer soap supplied left a white residue on the glassware and dishes. Washing a second time with my Finish pellet did not remove it. The house was extremely comfortable for our family's needs and we appreciated how clean it was.
Stayed 11 nights in Mar 2025

10/10 Excellent

Marilyn S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent!

House, location and property management was an excellent experience, we had a great week. Only downfall was pots and pans need replacing.
Stayed 7 nights in Jan 2024

8/10 Good

Janie J.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Sisters trip

Our trip was an annual getaway for four sisters and their husbands. For the most part, we really enjoyed this property. The views from the balconies were great--we could see the beach and the lighthouse. The beds were comfortable and baths were sufficient to our needs. The kitchen was good-sized and appliances were nice--it could have used a few more dishcloths and utensils. We had a really hard time getting the living room TV working, but finally did. There were a few items that needed improvement--the outside stairs leading to the pool are warped and could be a tripping hazard. Also, a piece of the stair railing going down to the pool is missing. The sliding doors going out to the 2nd floor balcony are very hard to open and close and get stuck easily. There were no shelves in the pantry so we could not store anything in there. As far as location, we were very close to the beach, although the beach in front of the property was very wide and lots of vehicles were parked haphazardly there and were coming and going a lot. We preferred the quieter beach to the left of the property. The pool was small, but very nice and the perfect way to cool off. There are a good number of parking spaces, and the elevator was definitely a plus. All in all, it was a very enjoyable weekend with beautiful surroundings. Thank you.
Stayed 3 nights in May 2025

10/10 Excellent

Margie K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

The views are everything

We had a small family reunion the elevator was key to some of our elderly family members. Bathrooms were never an issue as each family had their own and the VIEWs, were simply amazing. Loved having three tables to be able to eat and game play.
Stayed 6 nights in Dec 2023

10/10 Excellent

Gary C.

Liked: Cleanliness, check-in, location, listing accuracy

Amazing Beach House

We couldn't have asked for a better house, the views were spectacular, the house was huge and tons of amenities, beach access, ton of parking, private pool, etc. Perfect for a guys golf trip. Will return every year!
Stayed 3 nights in Mar 2023

8/10 Good

Joanne H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family vacation

The house was perfect for our group. The house layout was great and very functional. The pool was perfect for the grandkids. The beach and beach access was phenomenal. Only negative is the slightly worm interiors. The elevator was a lifesaver.
Stayed 7 nights in Jun 2023
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Candice S.

Wonderful house!

Most perfect view & location on Vilano Beach. We loved every second. The only downfall about the house is that it was so perfect, it was hard for us to leave to do any of the other things we planned on our trip. The beach is right outside your front door, so if you're wanting in the water, or just to people watch, it's perfect. Plenty of space for our group of 10. Fully stocked & clean. We will be back! Thank you so much for letting us stay!
Stayed 5 nights in Mar 2024

6/10 Okay

Thomas A.

Liked: Location, listing accuracy
Disliked: Communication

Great house with poor management company.

House is in a great location and beach was fantastic. The house was in need of repair in many areas. Inside and out The Siding on the deck ceiling and on the front of the house was falling off and tripping hazard until we moved it. Management company Vacasa was horrible and not helpful. Elevator was very nice since there are three levels but it stopped working on the third day. I would rent this house again if the management company Vacasa was replaced and the house updated.
Stayed 6 nights in Oct 2024