Black Friday sale for 2026 bookings! Ending soon!

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! See below for more details!

Black Friday Sale! Save on your 2026 reservation when you book during Black Friday weekend!
Welcome to Casa Ola! This spacious, updated home is just .5 miles or a 10 minute walk to Vilano Beach, where you can enjoy the sun, sand, and olas! For those who love boating and fishing, the river is just a walk down the street where you can launch a kayak or watch the sunset, and the public boat ramp is just around the corner within the quiet neighborhood. Out back, a large, fenced, partially wooded yard will make you feel miles away while still being in the heart of St. Augustine! There is plenty of outdoor seating, a dining space, a fire pit, and a large pool surrounded by tropical foliage. There is space for your entire group to relax and have fun!

Inside, four large bedrooms provide plenty of sleeping space, including two master suites, each equipped with a comfortable king sized bed, one upstairs and one downstairs. In addition to the master bedrooms, there is a downstairs bedroom with two full beds and a dedicated workspace, and an upstairs bedroom with two queen beds and plenty of storage for all of your items. The third full bathroom is located upstairs across from the queen bedroom. Roomy living space is strategically located on the second floor to allow you to enjoy ocean breezes. Step outside to breathe in the salty air and enjoy a cup of coffee or a glass of wine on the balcony, which is located just off the open dining and kitchen space which is recently updated and fully equipped with everything you will need to make your favorite meals! There is a drip coffee maker, a Keurig, coffee bean grinder, and a soda stream all available for you to enjoy! Unwind on the large sectional in the living room while enjoying your favorite shows on the streaming TV. A large laundry room is located on the first floor, as well as access to the backyard oasis.

Just down the road is Vilano Beach Town Center. There you can stroll down palm tree-lined Vilano Road (Vilano's "Main Street") 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 picnic/snack items at Publix Grocery, which includes a deli, liquor store and a pharmacy. Back at the beach enjoy swimming, sunning, surfing, fishing and skimboarding. Be sure to check out the popular riverfront restaurant with dock and water views, Caps on the Water, located just 1.5 miles away!

Key Amenities:
- Large, private saltwater pool (hot tub is not functional)
- River access just a short walk down the street.
- Public boat ramp .3 mile away within neighborhood
- Public beach access 7 minute walk
- Gourmet Kitchen
- Dining table for ten plus island seating
- Streaming TVs
- Beach chairs and supplies
- Linens provided, including beach towels
- Outdoor shower
- Second floor porch
- Spacious backyard with fence and a large patio area
- Picnic table, Adirondack chairs, fire pit, outdoor seating
- Free Parking in private driveway
- EV charger and RV or Boat parking pad

**PET POLICY: Only small dogs are permitted under 40 lbs, and must be approved by management PRIOR to booking. You must inquire with the number, weight, and breed to get approval before you book as some breed and size restrictions apply. A pet fee will be required upon approval.

For safety and security purposes this property is equipped with a doorbell camera and a camera on the side of the house facing the yard.

Let iTrip help you make the most of your vacation!

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, bookstores and more just minutes from your front door.
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

- St. Augustine Pirate & Treasure Museum

- Old Town Trolley One Day Tour

- Royal St. Augustine Golf & Country Club Course

- Yoga Bohemia St. Augustine: Beach Yoga

Additional attractions may be available, so feel free to reach out with any questions!



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.