Discover the perfect blend of laid-back beach vibes and city charm at Second Wind by the Sea. This spacious coastal retreat is ideal for large families or groups, offering room to relax, play, and make unforgettable memories. Nestled in desirable Vilano Beach, you're just steps from a serene, uncrowded shoreline—and only 6 miles from the rich history, buzzing nightlife, and unique attractions of downtown St. Augustine.
Work from Paradise
Need to log in while you’re logged out? No problem. Our high-speed mesh WiFi system keeps your Zoom meetings running smooth—even while the kids stream movies or game online.
3600 Sq Ft of Fun, Relaxation & Coastal Comfort
Vacations may be short, but memories last a lifetime—and Second Wind is built for both. Whether you're soaking in ocean views or making cannonballs in the private pool, this is a place where moments become traditions.
First Floor: Let the Fun Begin
Welcome to your own personal game zone. The spacious entertainment room features a massive 75” HDTV, foosball table, and a kid-friendly play area. Set the vibe with color-changing lights and crank up the tunes on the Denon sound system. A full-size fridge means your favorite drinks are always within reach, and board games and toys keep all ages entertained.
Beach Day? You're Covered.
The half-garage is stocked with beach essentials: chairs, umbrella, wagon, and more—everything you need for a perfect day in the sand. And when hunger strikes, several great local restaurants are just a short walk away.
Additional First-Floor Features:
• Bunk Room: 2 twin-over-full bunks
• Guest Room: 2 double beds
• Full Bathroom
• Laundry Room: Commercial-grade washer & dryer
• Circular driveway with ample off-street parking
Second Floor: Where Relaxation Begins
Let the stress melt away in the ocean-facing master suite, featuring abundant natural light, partial sea views, and a luxurious memory foam mattress with plush topper. Sip morning coffee on the private balcony as fishing boats drift by and the salt air welcomes your day. Traveling with an infant? There's plenty of space for a pack-n-play.
More Bedrooms, More Comfort:
• Second King Suite: Wake up to views of the enchanting Castle Ott, then catch the morning news from bed.
• Queen Bedroom: Overlooks a peaceful nature preserve with a 42" TV and generous closet space.
Gather, Dine & Unwind
The wraparound balcony serves up ocean views to the east and fiery sunset skies to the west. Pull up an Adirondack chair, pour a drink, and watch pelicans glide by in formation. Inside, the fully equipped kitchen boasts stainless steel appliances and everything needed to feed a crowd. Grill master? Fire up the propane grill poolside and let the sizzle begin. (Pool heating available for $40/day – please request in advance.)
Whether you're here to explore, recharge, or reconnect, Second Wind by the Sea delivers the space, comfort, and location to make it all happen. Book your stay today—and start counting down the days until you're back.
Please Note:
-Self Check-in available via Keypad, Keybox or Smartlock
-Sorry, NO pets.
-Additional cleaning fees apply for exessive messes or stains (Minimum $300).
-Must be 25 years old minimum to rent this property. ID Required.
-Upon booking, you will receive a Rental Agreement via email. Please sign and return the Rental Agreement along with a copy of a government-issued ID that matches the reservation details. These items are required to complete your reservation.
Maximum Occupancy: 12 Guests
We rent to families and responsible adults only. No house parties. Please see our other Rental Rules and Regulations. This information though deemed accurate is not guaranteed, it is subject to errors, omissions, change of price, or withdrawal without notice.
All prices and/or descriptions are subject to change. Although every precaution is taken, errors in prices and/or descriptions do occur on our web site and in printing. We reserve the right to correct any such error.