Seaside stay .You'll find St. Augustine Beach and Matanzas River within 2 miles (3 km) of this vacation home. Tolomato River and Saint Augustine Amphitheatre are also within 2 miles (3 km).
Our Southwind Beach Retreat is a gorgeous island pool home. The kitchen was recently remodeled this spring. Majestic palms, hibiscus & Mexican azaleas greet you at our island pool home in desirable location. Our home is close to the beach, just a 90 second drive! Just a seven minute drive to downtown where you can visit historic St. Augustine, it's culinary pleasures and it's vibrant and festive lifestyle!
Cool off in the sparkling waters of the screened in pool and then dine poolside at our outdoor dining area. We have a park-style grill outside next to the pool for your grilling pleasure!
Our guests love this sunny family beach house! With five bedrooms and an open floor plan in the living room, there is plenty of space for everyone to stretch out and relax. There are 3 smart TVs at the property that you can use with your favorite streaming services: one in the living room, one in the master bedroom, and another in a king bedroom.
Come and enjoy your time on Anastasia Island in St. Augustine with us!
The pool heater thermostat is set to a temperature between 78 and 85 degrees F, depending on the time of the year. If the daytime air temp doesn't get above 60 degrees the pool will have a difficult time staying heated. Our pool technician comes on Tuesdays to check the chemicals and Fridays to clean. Our lawn/landscape professional comes on Wednesdays. These dates are subject to change based on weather or other factors, but in general that is when they are scheduled.
The history of St. Augustine is incomparable with almost any other on our coast. Founded in 1565 it is chock full of amazing places to visit, from the oldest house to the first schoolroom, to the impenetrable fort built by the Spanish. Lincolnville, just south of downtown St. Augustine takes you on a walking tour of the history of the civil rights movement noting where Martin Luther King stayed on numerous occasions. Needless to say, there’s also so many unique shops, and the restaurants are so varied and truly have an international flavor! There are things to do no matter the weather! You can take a free boat ride to Fort Matanzas and learn the history about the battles fought. Further south is Marineland where you can swim with dolphins!
The St. Augustine and St Johns County area have a great variety of golf courses for players of every level and skill. There are always concerts at St. Augustine Amphitheatre and events at Francis Field as well. You will never run out of things to do here in St. Augustine. It is probably one of the most beautiful places in all of Florida, and for sure one of the most photographed! Come and see for yourself!
Pets and Service Animals: You must let us know if you are bringing an animal to the home, even if it is a service animal! It's important to let the cleaners know. Up to 2 dogs are allowed with a nonrefundable pet fee. They must be less than 50lbs each and no aggressive breeds. NO CATS! Please do not allow your dogs to jump up onto the beds or couches. If the dogs are accustomed to being allowed on the furniture at home, please bring blankets to protect the surfaces. If you forget to bring blankets, let us know and we will provide you with some. If you bring a pet and do not tell us or pay the fee, we will charge your damage deposit for the pet fee plus $100 for the unexpected extra services required to clean the house.
Per St Johns County regulations, only ten people are allowed per rental, not counting children 12-years-old or younger. That means this property is allowed up to 10 adults and the rest of the guests must be 12 and under.
If you have a large family and need a second location please inquire with the host about our other property that is nearby.
The cleaning company provides a limited amount of basic necessities (toilet paper, trash bags, dishwasher/laundry soap, etc.) to get you started, you will want to bring some with you. Garbage and recycling must be taken out to the street Sunday night for Monday morning pickup.
We don't offer refunds or reschedule stays during hurricane season, even if there is an evacuation order. Please purchase trip insurance for your stay if this is a concern.
If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
No elevator (single-level property)
Single level property
Smoking not allowed
Note from host: Smoking is only allowed outside of the house.
Location highlights
In the city center
Near a health/beauty spa
Near a hospital
Near a zoo
Near an outlet shopping mall
Near the marina
Near the sea
Things to do
Heated pool
Basketball nearby
Birdwatching nearby
Cycling nearby
Ecotours nearby
Fishing nearby
Golfing nearby
Hiking/biking trails nearby
Horseback riding nearby
Jet skiing nearby
Kayaking nearby
Motor boating nearby
Parasailing nearby
Sailing nearby
Surfing/bodyboarding nearby
Swimming nearby
Water skiing nearby
Water tubing nearby
Wildlife walks nearby
Windsurfing nearby
Winery tours nearby
Safety features
No carbon monoxide detector or gas appliances (host has indicated there are no carbon monoxide detectors or gas appliances on the property)
Smoke detector (host has indicated there is a smoke detector on the property)
Fire extinguisher
Deadbolt lock
General
Garden
Recycling
Unit size: 1,900 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
Contactless check-out available
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
Rules
Booking this property means you have read and agree to the terms in the rental agreement and pool waiver. 10pm noise ordinance is strictly enforced.
Guests with average of less than 4 star rating are subject to review and possible cancellation. Max of 4 cars allowed, no parking on street or grass.
Pool/lawn services can occur any day. No refund for utility/internet issues. Items left after check out can be shipped for $20 fee + cost of shipping.
Pets
Pets are welcome
Only dogs are allowed
Maximum 2 (weight limit: 50 lbs per pet)
Restrictions apply
For more information, you can reach out to the property at the number on the booking confirmation
Service animals are exempt from fees
Note from host: With pet fee, no aggressive breeds, and NO CATS!
Children and extra beds
Children are welcome.
Events
No events allowed
Smoking
Smoking is not permitted
Smoking is only allowed outside of the house.
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
Long-term renters welcome
Host has indicated there are no carbon monoxide detectors or gas appliances on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher 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 private host, not a professional engaged in trade or business. Onsite parties or group events are strictly prohibited. Long-term renters welcome. For guests' safety, the property includes a fire extinguisher, a smoke detector, and a deadbolt lock in each accommodation.
We should mention
To make arrangements for your pet, contact the property directly using the information on your booking confirmation.
Property is also known as
Southwind Perfect Beach Vacation Retreat Fully Screened House
How close is Southwind - Screened Heated Pool! Near Amphitheatre, Historic Downtown, & Beach to the airport?
This vacation home is 8.7 mi (15-min drive) away from the St. Augustine, FL (UST-Northeast Florida Regional) airport, the closest popular airport to the property.
Does Southwind - Screened Heated Pool! Near Amphitheatre, Historic Downtown, & Beach have an airport shuttle?
Airport shuttle services are not available at this vacation home.
How close is Southwind - Screened Heated Pool! Near Amphitheatre, Historic Downtown, & Beach to the beach?
This vacation home is 1.5 mi (3-min drive) from St. Augustine Beach and 6.7 mi (13-min drive) from Vilano Beach. Don't forget your sunscreen!
Does Southwind - Screened Heated Pool! Near Amphitheatre, Historic Downtown, & Beach offer free breakfast?
This vacation home does not offer free breakfast.
Is there a casino at Southwind - Screened Heated Pool! Near Amphitheatre, Historic Downtown, & Beach?
No, there is no casino at this vacation home.
What time is check-in at Southwind - Screened Heated Pool! Near Amphitheatre, Historic Downtown, & Beach?
Check-in begins at 4:00 PM.
Is there free parking at Southwind - Screened Heated Pool! Near Amphitheatre, Historic Downtown, & Beach?
Free parking is not available at this vacation home.
Does Southwind - Screened Heated Pool! Near Amphitheatre, Historic Downtown, & Beach have a pool?
This vacation home features an outdoor pool.
Does Southwind - Screened Heated Pool! Near Amphitheatre, Historic Downtown, & Beach have a spa?
There are no spa services available at this vacation home.
How close is Southwind - Screened Heated Pool! Near Amphitheatre, Historic Downtown, & Beach to downtown St. Augustine?
This vacation home is 2.7 mi away from St. Augustine.
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.
Rating 10 - Excellent. 112 out of 141 reviews
10 - Excellent
112
Rating 8 - Good. 24 out of 141 reviews
8 - Good
24
Rating 6 - Okay. 4 out of 141 reviews
6 - Okay
4
Rating 4 - Poor. 0 out of 141 reviews
4 - Poor
0
Rating 2 - Terrible. 1 out of 141 reviews
2 - Terrible
1
9.6/10
Cleanliness
10/10
Staff & service
10/10
Amenities
9.8/10
Property conditions & facilities
Reviews
10/10 Excellent
maryann f., Scotch Plains NJ
Mar 9, 2026
Liked: Cleanliness
Very comfortable stay for 4 adults and two under two.Lots of space to spread out inside and out.Comfortable beds, good kitchen essentials and nicely decorated.Very clean.Great location being close to beach, St Augustine and shopping.
maryann f.
Stayed 4 nights in Mar 2026
8/10 Good
Jude F., Lexington,MI
Mar 5, 2026
Liked: Cleanliness
The pool was great! Nice location. Sparse amenities. No starter coffee, no salt or sugar, no toilet paper holder in one bathroom. Signs everywhere stuck to the walls and doors. Uncomfortable old couches and chairs, but clean. We enjoyed the privacy of the lanai and the fenced yard. But the motion lights in the pool area made it impossible to sit outside after dark. The front door and rear door motion lights appeared to be the type with security cameras built in. Great for big families, but no extra sheets or blankets. The beds were made. We were there for 3 weeks and had to provide our own dish washer pods and laundry soap and toilet paper with a sparse starter of 3 pods. This is stated in their description
Jude F.
Stayed 21 nights in Feb 2026
10/10 Excellent
Rita C.
Feb 1, 2026
Liked: Cleanliness
Perfect fit for a women’s family retreat with the 5 bed rooms and ideal location to beach, historical downtown and shopping.
Rita C.
Stayed 4 nights in Jan 2026
10/10 Excellent
Colleen F., Florida
Nov 30, 2025
Liked: Cleanliness
Loved the pool, great location, excellent kitchen.
Colleen F.
Stayed 4 nights in Nov 2025
10/10 Excellent
Cynthia G.
Nov 17, 2025
Liked: Cleanliness
Very beautiful stay , perfect get away for the family
Cynthia G.
Stayed 2 nights in Nov 2025
6/10 Okay
Taleen M.
Oct 20, 2025
Disliked: Cleanliness
The house was beautiful and looked exactly like the pictures, but there were a few disappointing aspects of our stay. When we arrived, the floors were quite dirty, within 15 minutes of my two young children running around barefoot, their feet were completely black. I ended up mopping the floors myself, which was not something I expected to be doing on vacation.Another frustration was the lack of flexibility with check-out. With two toddlers, getting everyone out right at 10am was challenging. When I asked for a small extension (even just until 10:30 or 11), I was told it would cost 50 to stay until noon. Since it seemed no one was arriving immediately after us, a little flexibility would have gone a long way — especially given the overall cost of the stay.There were also quite a few house rules posted around the property. While I understand the importance of guidelines, having them displayed everywhere made me feel anxious about accidentally breaking one, which created some unnecessary stress during our trip.Lastly, the WiFi was very limited. If the TV was on and the kids were using their tablets, no one else could connect. My husband actually had to purchase a hotspot to get his work done. Overall, the property itself was lovely, but the main issues for us were cleanliness and WiFi reliability. With a bit more attention to those areas this could easily be a five-star stay.
Taleen M.
Stayed 3 nights in Oct 2025
10/10 Excellent
Sandy A.
Oct 15, 2025
Liked: Cleanliness
Very spacious house that accommodated a very large group of our family. The house was very clean, spacious, and accommodated a large group. We were in town for a wedding so didn’t have time to enjoy more pool time and time at the house, but was definitely just as it was described in the listing. Was very pleased with everything aspect of the house and would love to book again when have more time to enjoy the amenities!
Sandy A.
Stayed 3 nights in Oct 2025
10/10 Excellent
Caroline G.
Jul 26, 2025
Liked: Cleanliness
We had a wonderful 2 week stay! The house is clean and spacious with bedroom on both side of the living room/kitchen. Big dining room table for group meals, well equipped kitchen, and two bathrooms with great water pressure! Comfy beds and plenty of closet space. The pool was lovely and well cared for. The location is idea, so close to the beach, the historic town, the zoo, the pier, etc…. We ve been coming to St Augustine yearly for the past 6 years and I am delighted I found this house as we needed something with more bedrooms this year! The owners are incredibly responsive to any questions or issues. I highly recommend this rental.
Caroline G.
Stayed 15 nights in Jul 2025
10/10 Excellent
Loretta C.
Jul 10, 2025
Liked: Cleanliness
The house was beautiful, the bedrooms was very roomy. Loved the pool
Loretta C.
Stayed 6 nights in Jul 2025
10/10 Excellent
Terri G., Rocky Mount North Carolina
Jul 5, 2025
Liked: Cleanliness
Fun Times
Great house for our family vacation in St Augustine. The home was clean and spacious with everything we needed The pool was super nice and well maintained. I would highly recommend and plan to come back!
Terri G.
Stayed 7 nights in Jun 2025
10/10 Excellent
Dianne N., Asheville, NC
Jun 18, 2025
Liked: Cleanliness
Fabulous time!
Perfect location. Super close to beach and public access.
Dianne N.
Stayed 5 nights in Jun 2025
10/10 Excellent
Stephanie G.
Jun 1, 2025
Liked: Cleanliness
Exactly what we needed!
This property was perfect for our family vacation. The layout of the home, the pool in back, the proximity to EVERYthing we wanted to explore (downtown, beach, local shops) was ideal. The house was bright and clean, and had everything we needed for our stay. We definitely will be back!
Stephanie G.
Stayed 5 nights in May 2025
10/10 Excellent
Heather L.
May 24, 2025
Liked: Cleanliness
Relaxing
We had an amazing time made family time so enjoyable. Thank you
Heather L.
Stayed 3 nights in May 2025
10/10 Excellent
Kailana H.
May 20, 2025
Liked: Cleanliness
Rockville
We thoroughly enjoyed staying at this property. It was centrally located where we could have short travel times to the beach, restaurants, and the old towne. The neighborhood was really nice and quiet! The house was beautiful and clean, they made sure it was accessible and equipped to house a large family so that everyone is able to have their own space. Owners are very friendly and communicate well with renters, from before your stay begins to after you’ve checked out. Definitely glad I found this rental and will most definitely use again in the future!
Kailana H.
Stayed 4 nights in May 2025
8/10 Good
Bill G.
Apr 27, 2025
Pool Paradise
Pool was amazing. Temperature of water was great. Communication with hosts was easy and they were quick to respond. Would have appreciated a more clean interior (i.e mopped floors, clean grout in kitchen/bathrooms, fresh bath towels- had mildew smell).
Bill G.
Stayed 7 nights in Apr 2025
8/10 Good
Lindsey H.
Apr 19, 2025
Liked: Cleanliness
Quiet neighborhood, short drive to activities.
Stayed here with family. Plenty of bedrooms and space. Less than five minutes from the beach (free parking), about ten minutes from downtown. Would have been nice to walk to some places, but it is not advertised as such so it is accurate. The pool was amazing for the kids. Communication with owners was great. They were very responsive and let you know of maintenance people coming. Fence is not completely closed on one side but we did not have a pet so didn’t matter. House was clean with normal wear and tear for age of the house.
Lindsey H.
Stayed 4 nights in Apr 2025
10/10 Excellent
Joanne J.
Mar 23, 2025
Liked: Cleanliness
Joanne J.
Stayed 4 nights in Feb 2025
8/10 Good
Allyce S.
Mar 4, 2025
Liked: Cleanliness
Girls weekend
Good location. Good communication with owner. Fun stay.
Allyce S.
Stayed 5 nights in Feb 2025
6/10 Okay
tracy W.
Feb 17, 2025
Upset that fence damage was not disclosed
Entire right side of fence was down. The host did not disclose this damage to us even though he knew we were traveling with 2 dogs. Dangerous conditions for pets and small children. No privacy. We would never have booked here if host had reported the damage that he was fully aware of.
tracy W.
Stayed 7 nights in Jan 2025
10/10 Excellent
Dan R.
Jan 16, 2025
Liked: Cleanliness
Great experience!! Great host
Great location, plenty of room to accommodate a family getaway. Great host and very thoughtful and communicative!! He had recommended a few good places to visit while we were in town. 2 minute drive to the amphitheater, 6 minute drive to downtown. Great experience and would recommend to anyone.
Dan R.
Stayed 3 nights in Jan 2025
10/10 Excellent
Gina W.
Jan 12, 2025
Liked: Cleanliness
Excellent stay
We had a wonderful stay, great location
Gina W.
Stayed 2 nights in Jan 2025
10/10 Excellent
Elton and Toni K.
Jan 5, 2025
Liked: Cleanliness
Comfort and Convenience
The home was nicely decorated and updated. Everything was well maintained. The location was convenient to places we went. We were all comfortable in this home and would definitely rent it again if we return to St. Augustine. If only you could control the weather.
Elton and Toni K.
Stayed 5 nights in Dec 2024
10/10 Excellent
Viki G.
Dec 29, 2024
Liked: Cleanliness
Fantastic stay at great location
I had a wonderful stay! The space was clean, comfortable, and well-maintained. It’s conveniently located near the Alligator Farm, Lighthouse, and the charming town of St. Augustine. The hosts were incredibly accommodating and responded to my questions almost immediately. Highly recommend this place for a hassle-free and enjoyable visit!
Was amazing and organized.
Thank you.
My family and friends so very happy 🦃💖
faride
Stayed 3 nights in Nov 2024
8/10 Good
Lisa S.
Nov 1, 2024
Liked: Cleanliness
Terrific St Augustine Visit
Our group had a terrific time at the house. The bedrooms were all nice and comfy, the kitchen had all we needed and the pool was lovely. The only things that would have made it better would be better quality and more towels, pool floats and beach chairs to bring to the beach.