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

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

A two-story house with a balcony, a garage, and a well-maintained garden.
A swimming pool with a pink flamingo float, surrounded by lounge chairs and umbrellas, with a fence and greenery in the background.
A spacious living room with a white sofa, a wooden coffee table, and a blue striped rug. A ceiling fan and a window with a view of greenery are visible.
A wooden deck with a table and chairs, a blue umbrella, and a white railing.
A kitchen with white cabinets, a granite countertop, and stainless steel appliances. There are three stools at the island, and wooden beams on the ceiling.

Reviews

9.6 out of 10
Exceptional

Highlights

  • Room to spread out
    Enjoy spacious layout that give everyone more room to relax.
  • Arcade/game room
    A rare find - fun for all ages with on-site arcade/game room.
  • Discover nearby landmarks
    Walk to Castle Otttis

Popular amenities

  • Balcony
  • Private pool
  • Barbecue
  • Arcade/game room
  • Air-conditioning
  • Refrigerator

Explore the area

View map
St Augustine, FL
  • Place, Usina Beach
    ‪2 min walk‬
  • Place, Castle Otttis
    ‪3 min walk‬
  • Place, Vilano Beach
    ‪5 min walk‬
  • Airport, St. Augustine, FL (UST-Northeast Florida Regional)
    ‪15 min drive‬

Rooms & beds

5 bedrooms (sleeps 12)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Queen Bed

Bedroom 4

2 Single Bunk Beds

Bedroom 5

2 Double Beds

3 bathrooms

Bathroom 1

Toilet · Shower only

Bathroom 2

Bathtub or shower · Toilet

Bathroom 3

Bathtub or shower · Toilet

Spaces

Deck or patio
Kitchen
Balcony
Separate dining area
Garden
Dining area

Add dates for prices

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About the area

St. Augustine

Located near the beach, this holiday home is in Vilano Beach, a neighbourhood in St. Augustine. Castillo de San Marcos National Monument and Lightner Museum are notable landmarks, and travellers looking to shop may want to visit St. George Street and St. Augustine Premium Outlets. Travelling with kids? Consider World Golf Village, or check out an event or a game at Francis Field. Discover the area's water adventures with scuba diving and snorkelling nearby, or enjoy the great outdoors with hiking/biking trails and cycling.
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Map
St Augustine, FL

What's nearby

  • Usina Beach - 2 min walk - 0.2 km
  • Castle Otttis - 3 min walk - 0.3 km
  • Vilano Beach - 5 min walk - 0.4 km
  • Tolomato River - 7 min walk - 0.7 km
  • St. George Street - 12 min drive - 10.8 km

Getting around

  • St. Augustine, FL (UST-Northeast Florida Regional) - 14 min drive

Restaurants

  • ‪Circle K - ‬12 min drive
  • ‪Schooner's Seafood House - ‬10 min drive
  • ‪Refuel Coffee - ‬17 min drive
  • ‪The Spot - ‬12 min drive
  • ‪V Pizza - Flask & Cannon - ‬15 min drive

Frequently asked questions

Does Second Wind - Chic 5BR home w pool & balcony views have a pool?

Yes, this property has a pool.

Is Second Wind - Chic 5BR home w pool & balcony views pet-friendly?

No, pets are not allowed at this property.

How much is parking at Second Wind - Chic 5BR home w pool & balcony views?

On-site parking is available at the property.

What time is check-in at Second Wind - Chic 5BR home w pool & balcony views?

Check-in begins at 4:00 PM.

What time is check-out at Second Wind - Chic 5BR home w pool & balcony views?

Checkout is at 10:00 AM.

Where is Second Wind - Chic 5BR home w pool & balcony views located?

This family-friendly St. Augustine holiday home is located by the sea, within a 10-minute walk of Usina Beach and Vilano Beach. Atlantic Intracoastal Waterway and Tolomato River are also within 10 minutes.

Reviews

9.6

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 22 out of 26 reviews
Rating 8 - Good. 3 out of 26 reviews
Rating 6 - Okay. 0 out of 26 reviews
Rating 4 - Poor. 0 out of 26 reviews
Rating 2 - Terrible. 1 out of 26 reviews

9.8/10

Cleanliness

9.8/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
I would really give it a 4.5. We truly enjoyed our stay and overall it met our needs beautifully. Location of house and access to the beach were great! Pool area really entertained the grandchildren! There were maintenance and cleanliness issues that were needed before our arrival.
Stayed 7 nights in Jul 2025
Verified review

10/10 Excellent

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

Vilano Beach Quality

Fantastic Experience - The Vilano Beach property was well maintained, spacious and most importantly a friendly and responsive property management company. The house amenities from the kitchen to the pool were top-notch. Property distance to the ocean was a one minute walk. We will look forward to our next stay and our next opportunity to work with the property management company.
Stayed 6 nights in Jun 2025
From a partner site

10/10 Excellent

Great vacation home for our family

Rating Details: The property manager was very helpful. The vacation rental was very clean. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: This was a great vacation home for our trip. Clean and spacious with a great location for us. Beach access was only a few steps away, it was very quiet and a short car trip to downtown. The pool was a perfect size and the kids enjoyed the family room downstairs. I will certainly recommend to friends.
Verified review

8/10 Good

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

Great family vacation

The house was spacious. We had 11adults and we did not feel cramped. House was less than a city block from the beach. Beds were verycomfortable. House needs some updating with regard to plumbing issues in the master bedroom, dishwasher not in good shape. We found the refrigerator filter not working and the microwave light not working. Deck needs some attention. Some floor boards are raised. Pool was clean and had a good seating area. Need more bath, hand and kitchen towels considering the number of people this house accommodates. Kitchen needs oven pans, hand strainer, and serving spoons. We like to cook and found that the kitchen utensils were not sufficient to prepare meals for 11 adults. We had a great stay though and recommend this house for family reunions.
Stayed 4 nights in Mar 2025
From a partner site

10/10 Excellent

FANTASTIC stay!

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: What an amazing stay! This beautiful home has more than you can imagine. The location is to die for. The porch looks out to the ocean and a Castle type building behind. The pool is surrounded by trees and private. Cooking was easy with three generations, fully stocked and spacious. Cleanest home we have ever been in. The beach was in the middle of renourishment and the host moved us to the home site unseen and we are thrilled she did. Holley and Gretchen both responded in seconds to any question or need that we had. We traveled with my older grandparents and steps are difficult. They did stay upstairs and enjoyed sitting on the outdoor deck but it would have also been an option to stay on the lower floor with very large room options. I wish we brought more people with us as the game room would have been great for NFL Game day. We will definitely be back.
From a partner site

8/10 Good

Second Wind Pool/Beach House

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Great house in an ideal location, just a few yards from a beautiful and quiet beach! The pool is large and very private, surrounded by nature. All bedrooms were of a good size and very comfortable. The living areas were large and spacious, and easily accommodated our 11 person family. However we had a couple of maintenance issues. The upstairs fridge was not functioning fully and was only repaired after the second technician arrived, two days after it was reported. The upstairs main bathroom leaked water into the downstairs game room, and it appeared as if this had happened previously due to water marks on ceiling. We would have preferred more recycling trash cans, as well more basic amenities such as toiletries in the bathrooms. We would be very happy to stay here again if these issues were resolved.
From a partner site

10/10 Excellent

Great Beach Location

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The house was very nice and had most everything we needed. Access to the beach was very convenient and they had a wagon, chairs, umbrellas, boogie boards, etc.The pool was great and completely private. There was plenty of space for our family (11). The separate hangout space downstairs allowed the teenagers to watch movies, play video games, etc without disturbing anyone upstairs. The deck was large but could have used some shade in the afternoon. Joanne, the property manager, was very responsive to all our needs. We had an issue with one of the AC units and they had a service guy out within 30 minutes ona Saturday evening. Christopher the maintenance manager took care of a couple little items when he was there working on the AC.
From a partner site

2/10 Terrible

Second Wind by the Sea

Rating Details: The property manager was adequately helpful. The vacation rental was somewhat dirty. I was very happy with the location. I was very dissatisfied with the condition of the vacation rental. Overall, I do not recommend this vacation rental. Reviewer Comments: The house was in an ideal claimed. The house itself, however, was a complete disaster. There was NO A/C throughout our entire stay. A part needed to be ordered. I have documented info stating the house SLEPT 16 people. It clearly did not . The info at the house stated it slept 12. That is the truth. The Wi-Fi info I was given was wrong. There were only two umbrellas outside and one of them was broken. When we arrived garbage outside was strewn all over the outside yard and I had to call to have someone clean it up. All in all it was a total disaster. Five of our guests rearranged their flights and left two days ahead of schedule It was stifling hot in the house.
Verified review

10/10 Excellent

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

Beach

It was a great place will recommend to everyone.
Stayed 7 nights in Aug 2022
From a partner site

10/10 Excellent

St.Augustine

Rating Details: The property manager was very helpful. The vacation rental was very clean. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The house was clean and within walking distance of the beach. The pool was a plus and well used by the little ones. Would recommend.
Stayed 7 nights in Jul 2022
Verified review

10/10 Excellent

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

Amazing Vacation Spot

Our family enjoyed staying at Second Wind June 18-25th. Beautiful home! The cleanliness and many amenities and "extras" made our stay relaxing. It was well equipped for our 2 year old granddaughter's every need. Short walk to an almost private beach area and sunny weather topped off the trip! Thank you for a great stay!
Stayed 7 nights in Jun 2022
Verified review

10/10 Excellent

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

Three generations can all enjoy this home

The owners have thought of everything. It was clean, the linens and towels were great - nothing threadbare or scratchy here. The layout of the home is perfect for families with older children. One suggestion I have would be to have a couple flashlights in prominent places. An electrical storm knocked out power soon after our arrival. It was very dark, phones were dying and we weren’t familiar with the layout of the house. When you want to visit st Augustine but not be in the city, this is a perfect spot.
Stayed 7 nights in Jun 2022
From a partner site

10/10 Excellent

Wonderful time with family at this lovely home!

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: 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!
Stayed 7 nights in May 2022
Verified review

10/10 Excellent

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

Family Vaca

Great location close to beach, plenty of space for large family or two families, well stocked including beach chairs, toys, floats and wagon.
Stayed 7 nights in May 2022
From a partner site

10/10 Excellent

I can't wait to come back to this home- my favority

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: This property is the by far the best we have ever stayed in. Gretchen and Holley responded immediately with all of our needs. The home is both beautiful but truly comfortable. It is the best stocked home that we have ever been to.
Verified review

10/10 Excellent

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

2nd wind

Everything was very nice. The location worked well for us. It was a lot closer to the beach than we expected and not far from all the restaurants and shops. The house was spotless and had everything we needed. The beds and towels were exceptional. My grandkids enjoyed the toys for the pool, and the wagon for the beach was helpful. Umbrella for the pool needs upgraded. We would stay here again for sure.
Stayed 7 nights in May 2022
From a partner site

10/10 Excellent

Wonderful home for a large group

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: My group of 10 women stayed at Second Wind for 5 nights and we loved it! The house was extremely clean and well stocked. The beds were comfortable, towels were plentiful, and the outdoor space was amazing. We did have a few disappointments in that the ice machine wasn't working, nor were the outdoor speakers, and we needed to buy a battery for the chirping smoke alarm when we arrived (we did find one in the kitchen a few days later), but they were easy to overlook considering the relaxing and wonderfully appointed house. My group and I would definitely stay here again and highly recommend Second Wind!
Verified review

10/10 Excellent

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

Amazing place!

We loved our stay here. Amazing location and place. Loved the pool. Great communication. Will stay again!
Stayed 6 nights in Apr 2022
Verified review

10/10 Excellent

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

Best Location

My friends and I couldn’t have asked for a better VRBO experience. The property was exactly as portrayed; very clean! The pool was amazing. The ice maker and large cooler were clutch for boating days. We all loved the location; close to St. Augustine downtown but far enough away that it was quiet and peaceful at night. We enjoyed the quick 2 minute walk to the ocean. There were several wonderful restaurants within walking distance as well. Highly recommend this property!
Stayed 4 nights in Feb 2022
From a partner site

10/10 Excellent

A wonderful get away!

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: 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!
Verified review

10/10 Excellent

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

Fabulous 50th Birthday

This was the perfect home for my 50th birthday weekend. Plenary of room for our party of 15. The pool, access to the beach, lots of room to spread out! Book now!
Stayed 4 nights in Feb 2022
From a partner site

10/10 Excellent

Second Wind House

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The house was very clean and welcoming when we arrived. Great location to everything you need. The communication before,during, and after was absolutely perfect. They handled everything with professionalism and never let us down. We would definitely stay here again!
Stayed 4 nights in Dec 2021
Verified review

10/10 Excellent

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

Great Place

This property was all we could ask for. Check in and Check out easy and description was accurate. Great location and amble room for large groups. We recommend to families and or adult groups.
Stayed 4 nights in Aug 2021
Verified review

10/10 Excellent

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

St.Augustine Family Vacation

Our family looks forward to our summer trip from the time we leave our weeks vacation, we are already planning for the next year. This place did not disappoint. Gretchen thought of everything. The pool was excellent, beds were so comfortable, and every beach item you can think of was in the garage for your convenience. The most used item in the house was the ICE MACHINE! You never had to go to the store for ice which was awesome for a big family. I highly recommend.
Stayed 7 nights in Jul 2021
Verified review

10/10 Excellent

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

Excellent House and great location.

House was extremely clean. It was well stocked with everything we needed. The kids had so much fun in the pool and it is so private which we loved. The beach access is just a cross the road and a short walk so we walked the beach every morning. We would definitely recommend this property.
Stayed 6 nights in Feb 2021
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