House - Rating 5 (4)

Second Wind - Chic 5BR home w pool & balcony views


Bedroom 5 bedrooms
Bathroom 3 baths
Guests 12 guests
Pets Not Allowed Pets Not Allowed

  • Location: St Augustine Beaches
  • Type: House
Location Last Minute Summer Sale

Last Minute Summer Sale

Tropical breezes, beautiful beaches, and activities abound on Florida’s Historic Coast, let Suncastle Properties be your home for an epic last minute summer vacation the whole family will enjoy.

Use Promo Code: Summer 10 to Save 10% on any 4 to 21 night stay through August 31, 2026*

* Applies to Select Properties subject to availability. See details below.

*Offer expires 08/26/2026 and you must book your vacation between 06/25/2026 and 08/27/2026.


Location Location

Description Description
Step out onto the wraparound balcony, take in the coastal air drifting off the Atlantic, and let the rhythm of Vilano Beach set the pace. Second Wind sits in one of St. Augustine's most beloved beach neighborhoods - a quiet stretch of shoreline just 6 miles from the heart of the oldest city in America. With space for up to 12 guests, this five-bedroom home is built for the kind of summer trip people talk about for years. Sorry, No pets.

The pool & outdoor living

The private pool anchors the outdoor space and is the natural gathering point on hot Florida afternoons. Pool heating is available upon advance request for an additional fee of $40/day. A fully fenced backyard surrounds the pool area, and the wraparound balcony above offers sweeping views of the ocean and the wide open sky at sunset. When the beach calls, head out with the included beach towels and chairs - the sandy shoreline is just a short stroll away.

Entertainment on the first floor

The ground floor is dedicated to fun. A 75" HDTV with Roku anchors the main entertainment area, backed by a Denon sound system and color-changing LED lighting that sets the mood for movie nights or game sessions. A foosball table, board games, and a curated selection of toys keep guests of all ages entertained. A full-size refrigerator and ample seating round out this floor, making it as functional as it is lively.

Sleeping arrangements

Five bedrooms across two floors sleep 12 comfortably. On the second floor, the ocean-facing primary suite features a king bed and a private balcony - ideal for watching the sun come up over the water. A second king suite overlooks Castle Ott, and a queen bedroom faces a tranquil nature preserve, each with generous closet space and a 42" flat-screen TV. On the first floor, a bunk room with two twin-over-full beds and a guest room with two double beds complete the layout, with a full bathroom nearby. A commercial-grade washer and dryer are also on this level.

Kitchen & dining

The kitchen is fully equipped to handle meals for a crowd. Stainless steel appliances include an electric stove, stainless steel oven, dishwasher, microwave, coffee maker, and toaster - alongside all the cookware, dishes, and silverware you need. The formal dining area seats the full group, and a propane BBQ grill poolside makes outdoor cooking just as easy.

Comfort & connectivity

Central air conditioning and ceiling fans keep the home cool throughout Florida's warmest months. High-speed mesh Wi-Fi supports multiple users simultaneously, whether for streaming, video calls, or remote work. Cotton bed linens, extra pillows and blankets, an iron, and ample clothing storage - including walk-in closets and dressers - are provided throughout. Self check-in via keypad, a private entrance, and free parking for up to four vehicles via the circular driveway ensure a smooth, stress-free arrival.

Location

Vilano Beach sits just north of St. Augustine's historic district, giving guests the best of both worlds - a relaxed beach-neighborhood feel with quick access to downtown's restaurants, galleries, the Vilano Pier, and the Intracoastal Waterway. Whether you're spending the day at the beach or exploring 500 years of history, Second Wind puts it all within easy reach.

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 and person staying on property. These items are required to complete your reservation and to allow access onto the property.

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.


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Swipe Swipe for Availability

Amenities 11 Amenities
Bathroom
  • Bathtub/shower
Entertainment
  • Cable, Satellite or Streaming TV
Heating and cooling
  • Ceiling Fans
  • Central Heat & A/C
Home Safety
  • Fire Extinguisher
Kitchen
  • Basic Cookware
  • Coffee Maker
Laundry
  • Washer & Dryer
Location Type
  • Beach
Rental Type
  • Furnished & Vacation Rentals
  • Bunk Beds

Reviews Rating 5 (4) Reviews
Rating 5
3 generation vacation
6/20/2022 - Very clean home. The layout was perfect for families with children. The home was equipped with pool and beach toys which was a plus. The beach is a short walk across the street. There are numerous restaurants although we did a lot of fixing our meals. There were ample dishes and pots to do so. If you are visiting St Augustine but don’t want to stay in the city, this is a perfect location.
Karen T - Posted: 1/20/2023
Rating 5
Wonderful time with family at this lovely home!
6/13/2022 - The home was clean and well-appointed. It was just as described. The hosts have made it an easy place to stay. Bikes and beach toys and pool floats were a nice touch. We lacked for nothing to make us comfortable. Beach access was excellent for all of us, but the entrance to the beach was a bit steep. Not a problem for any of us but perhaps some trouble for an older grandparent, something to consider if you have a guest with mobility issues. Very close to St. Augustine too! Such a great property!
Melissa F - Posted: 1/20/2023
Rating 5
Great Stay
3/16/2022 - Great location—close enough to downtown St. Augustine but far enough away that it’s quiet and relaxing. A very short walk to the beach; short walk to a couple restaurants. The house was very clean. Wonderful amenities. The pool was amazing.
Katelynn S - Posted: 1/20/2023
Rating 5
A Wonderful get away!
2/26/2022 - I rented this house for myself and grown children and families. This house was beautiful; tastefully decorated and CLEAN! I have to emphasize clean as I am a clean freak. The bathrooms and kitchen sparkled. The floors were squeaky clean and bedding was fresh and white! I had no problem laying my head down. There were also plenty of supplies: towels, paper towels, toilet paper, shampoo etc. The house was very spacious and adequate for my three daughters, their husbands and four grand babies. The location was great. Directly across the street from the beach and a five minute walk to see the sunset! A five minute drive to a small shopping center with grocery and restaurants. And only 10-15 minutes to downtown St. Augustine. We did have an issue while we were there. I contacted management via text and was answered immediately. We went out for the day and when we returned the issue was taken care of and the house cleaned up! The pool was great. However I suggest calling ahead to make sure they turn on the heat as it takes at least 12 hrs to get to temp. We went two days without use of the pool. I would definitely stay here again and highly recommend. We had a wonderful time!
Shannon K - Posted: 1/20/2023
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