Entire home

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

Family-friendly stay near Vilano Beach

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

Fridge, microwave, oven, stovetop
5 bedrooms, iron/ironing board, travel crib, free WiFi
Dining
Exterior
Property grounds

Reviews

9.6 out of 10
Exceptional

Entire home

5 bedrooms3 bathroomsSleeps 123100 sq ft

Popular amenities

  • Dryer
  • Parking available
  • Washer
  • Air conditioning
  • Pool
  • Kitchen

Explore the area

View in a 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)
    ‪13 min drive‬

Room options

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About the neighborhood

St. Augustine

Seaside stay .A stay at this Vilano Beach vacation home places you steps from Castle Otttis and within a 5-minute walk of Usina Beach. Vilano Beach and Tolomato River are also within half a mile (1 km).

What's nearby

  • Usina Beach - 2 min walk - 0.1 miles
  • Castle Otttis - 3 min walk - 0.2 miles
  • Vilano Beach - 5 min walk - 0.3 miles
  • Tolomato River - 7 min walk - 0.4 miles
  • St. Augustine Beach - 17 min drive - 10.9 miles

Getting around

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

Restaurants

  • ‪Circle K - ‬12 min drive
  • ‪The Reef - ‬6 min walk
  • ‪The Spot - ‬12 min drive
  • ‪Beaches On Vilano - ‬6 min drive
  • ‪Cap's on the Water - ‬10 min walk

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 breezes drift across the wraparound balcony as you look out toward the shoreline and the pool below. Mornings unfold at an easy pace with coastal light filling the rooms, and evenings bring the steady rhythm of waves from Vilano Beach. Whether you spend your days by the water or relaxing indoors, this home offers generous spaces to gather, unwind, and settle into the calm of St. Augustine’s coastline. Sorry, no pets.

Sleeping arrangements
Designed for up to 12 guests, the home features 5 bedrooms and 7 beds across two levels. The first floor includes a bunk room with two twin-over-full beds and a guest room with two double beds. Upstairs, an ocean-facing king suite opens to a private balcony, joined by a second king suite overlooking Castle Ott and a queen bedroom. Each room provides essentials and storage for a comfortable stay.

Indoor spaces
Across 3,600 square feet, you’ll find areas for both quiet moments and shared time. The first-floor game room features a 75" HDTV with Roku, foosball, color-changing LED lighting, a Denon sound system, and a full-size refrigerator. Wi-Fi, central air conditioning, ceiling fans, heating, a washer, and a dryer support everyday ease.

Kitchen & dining
A full kitchen offers space to prepare meals, with a dining table nearby for gathering over breakfast, lunch, or dinner.

Outdoor living
A wraparound balcony and the pool area frame views of the ocean and the pool, creating inviting places to pause between beach outings. The private pool can be heated upon advance request with an additional fee of $40/day. Beach essentials and a private entrance add to the convenience of coming and going.

Neighborhood
Located in the Vilano Beach community, you’re close to the shoreline, Vilano Pier, and the scenery that defines this coastal area. Downtown St. Augustine is within easy reach for dining and exploring. Self check-in via keypad and free parking for 4 vehicles make arrival simple. Pets are not allowed.

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.

Similar properties

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

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

  • No pets 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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit, and a deadbolt lock in each accommodation.

Property is also known as

2916-245572

Frequently asked questions

How close is Second Wind - Chic 5BR home w pool & balcony views to the airport?

This vacation home is 8.8 mi (14-min drive) away from the St. Augustine, FL (UST-Northeast Florida Regional) airport, the closest popular airport to the property.

Does Second Wind - Chic 5BR home w pool & balcony views have an airport shuttle?

Airport shuttle services are not available at this vacation home.

How close is Second Wind - Chic 5BR home w pool & balcony views to the beach?

This vacation home is a short 6-minute walk from Vilano Beach and 1-minute walk from Usina Beach. Don't forget your sunscreen!

Does Second Wind - Chic 5BR home w pool & balcony views offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at Second Wind - Chic 5BR home w pool & balcony views?

No, there is no casino at this vacation home.

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

Check-in begins at 4:00 PM.

Is there free parking at Second Wind - Chic 5BR home w pool & balcony views?

Free parking is not available at this vacation home.

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

Yes, there's a private pool.

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

There are no spa services available at this vacation home.

How close is Second Wind - Chic 5BR home w pool & balcony views to downtown St. Augustine?

This vacation home is 4.4 mi away from St. Augustine.

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

Reviews

9.6

Exceptional

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

9.8/10

Cleanliness

Reviews

8/10 Good

Suellen F.

Liked: Cleanliness
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

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

8/10 Good

Rosalie P.

Liked: Cleanliness

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

10/10 Excellent

Jack H.

Liked: Cleanliness

Beach

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

10/10 Excellent

Suzanne M.

Liked: Cleanliness

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

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

10/10 Excellent

Renee L.

Liked: Cleanliness

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

10/10 Excellent

Joan W.

Liked: Cleanliness

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

10/10 Excellent

Rebecca S., Royal Oak, MI

Liked: Cleanliness

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

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

10/10 Excellent

Amy P.

Liked: Cleanliness

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

10/10 Excellent

Joey H.

Liked: Cleanliness

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

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

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