Entire home

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

Family-friendly vacation home with private pool, 6-minute walk to Vilano Beach

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Dining - Second Wind - Chic 5BR home w pool & balcony views (St Augustine)
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Interior - Second Wind - Chic 5BR home w pool & balcony views (St Augustine)
Fridge, microwave, oven, stovetop - Second Wind - Chic 5BR home w pool & balcony views (St Augustine)
Located in desirable Vilano Beach, Second Wind by the sea offers a perfect blend of relaxation and fun for larger groups. Unwind poolside with high-speed mesh WIFI or let loose in the game room with color changing lights and a Denon sound system.

Reviews

9.6 out of 10
Exceptional

Entire home

5 bedrooms3 bathroomsSleeps 123100 sq ft

Popular amenities

  • Pool
  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • 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.

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

Soft ocean air moves gently through the home as you settle into a slower coastal rhythm, with the sound of nearby waves setting the tone for unhurried days. Light shifts across the beach, ocean, and pool views, creating a calming backdrop whether you're starting the morning quietly or gathering together after a day along the shoreline. The neighborhood feels peaceful and tucked away, yet close enough to explore the historic streets and local flavors of St. Augustine at your own pace. Sorry, No pets.

The setting
Situated in the Vilano Beach community, the home places you a short walk from sandy paths and coastal breezes. Scenic views include beach, ocean, and pool views, offering a sense of connection to the water throughout the day. Historic downtown St. Augustine is about 6 miles away, making it easy to transition between relaxed beach time and exploring shops, restaurants, and local landmarks.

Outdoor living
A private pool anchors the outdoor space, offering a refreshing spot between beach outings or restful afternoons at home. Heat is available upon advance request with an additional fee of $40/day. The balcony provides a comfortable vantage point to enjoy coastal light and gentle movement in the air. Beach essentials are provided, and free on-site parking for up to four vehicles and a private entrance add convenience throughout your stay.

Living spaces and entertainment
Inside, multiple levels offer room to spread out, gather, or unwind. The first floor features a dedicated entertainment area with an HDTV with Roku, ideal for game time, movie nights, or relaxed downtime. Reliable WiFi supports streaming and remote work, ensuring you stay connected when needed.

Kitchen and dining
The full kitchen is designed for shared meals and easy home cooking, with space that flows into adjoining dining areas. Whether preparing simple breakfasts or settling in for longer evening meals, the layout supports time together without feeling crowded.

Sleeping arrangements
The home accommodates up to 12 guests across five bedrooms and seven beds:
A bunk room with 2 twin-over-full beds
A guest room with 2 double beds
An ocean-facing primary bedroom with a king bed and balcony access
A second bedroom with a king bed
A queen bedroom overlooking a quiet nature preserve

There are three bathrooms in total, along with a washer and dryer for added convenience during extended stays.

Comfort and peace of mind
Central air conditioning, heating, and ceiling fans help maintain comfort year-round. Safety features include smoke alarms, a carbon monoxide alarm, fire extinguisher, and first aid kit. Self check-in with a keypad ensures a smooth arrival. Sorry, no pets.

Perfect for
Extended families, multi-generational groups, and friends traveling together who want space, beach access, and a relaxed coastal home base close to St. Augustine will find this property well suited to any pace of stay.

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.

Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Onsite parking options include a garage

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Kitchen island
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 5 bedrooms
  • Bedsheets provided

Bathroom

  • 3 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shower
  • Towels provided

Living spaces

  • Dining table
  • Living room
  • Separate dining area

Entertainment

  • Games
  • Stereo
  • TV

Outdoor areas

  • Balcony
  • Barbecue grill
  • Garden

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Housekeeping (on request)
  • Iron/ironing board
  • Phone

Location highlights

  • Near a hospital
  • Near a zoo
  • Near an outlet shopping mall
  • Near the marina
  • Near the sea

Things to do

  • Arcade/game room
  • Foosball table
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Surfing/bodyboarding nearby
  • Swimming nearby
  • Winery tours 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
  • Housekeeping (on request)
  • Unit size: 3,100 square feet

Similar properties

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in 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
Information provided by the property may be translated using automated translation tools

Pets

Pets not allowed

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted

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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock
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

2916-245572

About the area

Located near the beach, this vacation home is in Vilano Beach, a neighborhood in St. Augustine. While the natural beauty of Vilano Beach and Anastasia State Park can be enjoyed by anyone, those looking for an activity can check out World Golf Village. Traveling with kids? Consider Potter's Wax Museum, or check out an event or a game at Francis Field. Discover the area's water adventures with scuba diving and snorkeling nearby, or enjoy the great outdoors with hiking/biking trails and cycling. Visit our St. Augustine travel guide
View more Vacation homes in St. Augustine
Map
St Augustine, Florida

What's nearby

  • Vilano Beach, Florida lifeguard stand shortly before sunset.
    Vilano Beach
    5 min walk - 0.4 km
  • St. Augustine Beach showing landscape views, general coastal views and a beach
    St. Augustine Beach
    19 min drive - 18.1 km
  • Usina Beach
    2 min walk - 0.2 km
  • Castle Otttis
    3 min walk - 0.3 km
  • Tolomato River
    7 min walk - 0.7 km

Getting around

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

Restaurants

  • Circle K
    12 min drive
  • The Spot
    12 min drive
  • V Pizza - Flask & Cannon
    15 min drive
  • Beaches On Vilano
    6 min drive
  • The Reef
    6 min walk

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?

Onsite 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?

Check-out is at 10:00 AM.

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

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

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

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
More informationOpens in a new window
Rating 10 - Excellent. 21 out of 25 reviews
Rating 8 - Good. 3 out of 25 reviews
Rating 6 - Okay. 0 out of 25 reviews
Rating 4 - Poor. 0 out of 25 reviews
Rating 2 - Terrible. 1 out of 25 reviews

9.8

Cleanliness

10

Location

Reviews

8/10 Good

Rosalie P.

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
This review comes from a trusted partner site and has not been verified.

8/10 Good

Mary Alice B.

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.

8/10 Good

Suellen F.

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

10/10 Excellent

D.L. B.

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
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Terry S.

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.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Caroline D.

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.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

David D.

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.
This review comes from a trusted partner site and has not been verified.

2/10 Terrible

Nadine F.

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.

10/10 Excellent

Jack H.

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

Beach

It was a great place will recommend to everyone.
Stayed 7 nights in Aug 2022
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

RON K.

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

10/10 Excellent

Suzanne M.

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

10/10 Excellent

Karen T., Ohio

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
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Melissa F., Peachtree City

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

10/10 Excellent

Renee L.

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
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Caroline D.

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.

10/10 Excellent

Joan W.

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
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Amy L.

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!

10/10 Excellent

Rebecca S., Royal Oak, MI

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

10/10 Excellent

Katelynn S.

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
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Shannon K.

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!

10/10 Excellent

Amy P.

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
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Casey S., Miami,USA

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

10/10 Excellent

Joey H.

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

10/10 Excellent

Cary S., Lynchburg

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

10/10 Excellent

Betsy M.

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