Southwind - Screened Heated Pool! Near Amphitheatre, Historic Downtown, & Beach

Saint Augustine, Florida
$562 avg/night
Minimum Stay 2 Nights
Bed 5

Bed

Bath 2

Bath

Home Private Vacation Home

Property Type

Sleep 11

Max Sleeps

Night 2 nights

Min Stay

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.

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  • Feature Features
  • Map Map
  • School District Availability
  • Review Review

Feature Features

  • PETS

    2 Total (up To 50 Lbs Per Pet) Pet Friendly Service Animals Exempt From Fees Welcoming Dogs Only
  • BEACH

    Beach Towels Near The Beach
  • DINING

    Dining Table
  • SAFETY

    Deadbolt Lock Fire Extinguisher No Carbon Monoxide Detector (host Has Indicated There Is No Carbon Monoxide Detector Or Gas Appliances On The Property) Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    5 Bedrooms Bed Sheets Provided
  • GENERAL

    Recycling Unit Size: 1900 Sq Ft (177 Sq M)
  • KITCHEN

    Blender Cookware/dishes/utensils Dishwasher Microwave Oven Refrigerator Spices Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Near Laundromat Washing Machine And Dryer
  • PARKING

    Car Recommended Onsite Parking
  • INTERNET

    Free WiFi, With Speed Of 500+ Mbps (good For 6+ People Or 10+ Devices)
  • OUTDOORS

    Barbecue Grill Fenced Yard Garden Outdoor Furniture Patio
  • POOL/SPA

    Fence Around The Pool Heated Pool Outdoor Pool Private Pool
  • BATHROOMS

    2 Bathrooms Shampoo Shower Toilet Paper Towels Provided
  • LANGS SPOKEN

    English Spanish
  • THINGS TO DO

    Basketball Nearby Birdwatching Nearby Fishing Nearby Fitness Facilities Nearby Golf Nearby Hiking/biking Trails Nearby Kayaking Nearby Marina Nearby Parasailing Nearby Water Skiing Nearby
  • ENTERTAINMENT

    Smart TV
  • CLIMATE CONTROL

    Air Conditioning Heating
  • LOCATION HIGHLIGHTS

    In The City Center Near A Health Or Beauty Spa Near A Hospital Near A Zoo Near Outlet Shopping Near The Sea
  • SUITABILITY/ACCESSIBILITY

    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) Note From Host: Smoking Is Only Allowed Outside Of The House. Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 11

Map Map

School District Availability

Review Review

  • Julieta

    Submitted Feb 8, 2026

    Stayed Jan 2, 2026

    I’m giving this hotel 3 out of 5 stars. The positives: the hotel was very clean, the room was spacious, and the bed was extremely comfortable. Breakfast was also good and well stocked. Overall, the property itself is nice and well maintained. However, the biggest issue was the noise. The walls and doors are not soundproof at all. I could clearly hear people opening and closing doors, walking and talking in the hallway, and even full conversations from the room next to mine. There was a mother and her children next door and I could hear the kids crying and the mom trying to calm them down until around 2:00 AM, and then hallway noise again around 4:00 AM. If you are a light sleeper, this may be a problem. The hotel has great comfort and cleanliness, but the lack of sound insulation was a major downside for me and affected my sleep.

  • faride

    Submitted Dec 1, 2024

    Stayed Nov 27, 2024

    Was amazing and organized. Thank you. My family and friends so very happy 🦃💖

  • yadira

    Submitted Oct 1, 2024

    Stayed Sep 27, 2024

    It was a wonderful experience. We loved the house, everything was very accessible, spacious, clean and equipped with everything we needed for our stay. The pool was spectacular. Very good communication with the hosts. We will definitely book again!!! Thank you.

  • Jennifer

    Submitted Apr 14, 2024

    Stayed Apr 12, 2024

    The communications with the person in charge was excellent. He solved promptly an issue that I had. The house was well equipped. And very centric of everything. We had an excellent time there

  • Edwin

    Submitted Mar 3, 2024

    Stayed Mar 1, 2024

    This is a spacious and comfortable home which has all of the necessities. It was very clean and everything was in working order. The communication was beyond excellent from the moment it was booked until even after our stay. It was also very convenient to visit downtown St. Augustine and St. Augustine beach.

  • DaisyPrather

    Submitted Sep 30, 2019

    Stayed Sep 27, 2019

    David was available to answer questions and made me feel at ease. The house was convenient to everywhere we went, Flagler College, eating places, the beach and the little retail therapy. Would definitely book location again for family plenty of space.

  • maryann f.

    Submitted Mar 9, 2026

    Stayed Mar 5, 2026

    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.

  • Jude F.

    Submitted Mar 5, 2026

    Stayed Feb 7, 2026

    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

  • Rita C.

    Submitted Feb 1, 2026

    Stayed Jan 16, 2026

    Perfect fit for a women’s family retreat with the 5 bed rooms and ideal location to beach, historical downtown and shopping.

  • Colleen F.

    Submitted Nov 30, 2025

    Stayed Nov 22, 2025

    Loved the pool, great location, excellent kitchen.

  • Cynthia G.

    Submitted Nov 17, 2025

    Stayed Nov 14, 2025

    Very beautiful stay , perfect get away for the family

  • Taleen M.

    Submitted Oct 20, 2025

    Stayed Oct 16, 2025

    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.

  • Sandy A.

    Submitted Oct 15, 2025

    Stayed Oct 10, 2025

    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!

  • Caroline G.

    Submitted Jul 26, 2025

    Stayed Jul 11, 2025

    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.

  • Loretta C.

    Submitted Jul 10, 2025

    Stayed Jul 4, 2025

    The house was beautiful, the bedrooms was very roomy. Loved the pool

  • Terri G.

    Submitted Jul 5, 2025

    Stayed Jun 26, 2025

    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!

  • Dianne N.

    Submitted Jun 18, 2025

    Stayed Jun 11, 2025

    Perfect location. Super close to beach and public access.

  • Stephanie G.

    Submitted Jun 1, 2025

    Stayed May 24, 2025

    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!

  • Heather L.

    Submitted May 24, 2025

    Stayed May 20, 2025

    We had an amazing time made family time so enjoyable. Thank you

  • Kailana H.

    Submitted May 20, 2025

    Stayed May 15, 2025

    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!

  • Bill G.

    Submitted Apr 27, 2025

    Stayed Apr 19, 2025

    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).

  • Lindsey H.

    Submitted Apr 19, 2025

    Stayed Apr 14, 2025

    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.

  • Allyce S.

    Submitted Mar 4, 2025

    Stayed Feb 27, 2025

    Good location. Good communication with owner. Fun stay.

  • tracy W.

    Submitted Feb 17, 2025

    Stayed Jan 25, 2025

    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.

  • Dan R.

    Submitted Jan 16, 2025

    Stayed Jan 2, 2025

    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.

  • Gina W.

    Submitted Jan 12, 2025

    Stayed Jan 10, 2025

    We had a wonderful stay, great location

  • Elton and Toni K.

    Submitted Jan 5, 2025

    Stayed Dec 26, 2024

    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.

  • Viki G.

    Submitted Dec 29, 2024

    Stayed Dec 24, 2024

    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!

  • Lisa S.

    Submitted Nov 1, 2024

    Stayed Oct 25, 2024

    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.

  • Cale O.

    Submitted Oct 25, 2024

    Stayed Oct 21, 2024

    Perfect host, we were there for work, enjoyed the nice outdoor tiki hut for dinners and the pool was great.

  • Joshua H.

    Submitted Sep 18, 2024

    Stayed Sep 8, 2024

    The stay was great, and the property was very clean. We love the open space and the location to everything we wanted to do. We could be anywhere in minutes. The owners were exception and made sure we were settled in and comfortable, excellent touch. We will book for our next trip.

  • Ramsey B.

    Submitted Aug 17, 2024

    Stayed Aug 4, 2024

    Great stay at southwind home.very nice pool and close to the beach. Will be back next summer

  • Andonia L.

    Submitted Jul 31, 2024

    Stayed Apr 6, 2024

    A nice place to stay for a few days. The house was welcoming and very spacious, and the hosts were kind. There were a lot of rules, and about the plumbing that made us feel like we may be held responsible for something that a previous renter had caused, is an arial photo that shows a little play structure in the back yard, but that is not there anymore, so my kids were a bit disappointed, and the back fence was

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Total

Includes taxes and fees
$366+
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