St. Augustine vacation rentals
Vacation rentals in St. Augustine by owner — compare homes, condos and cabins, message verified hosts and book direct. See every charge before you pay.
St. Augustine, the oldest city in the U.S., is home to landmarks like Castillo de San Marcos, the historic Flagler College, and nearby Vilano Beach. Travelers visit for its rich history, ghost tours, annual Nights of Lights, and charming shops on St. George Street. Houfy allows you direct bookings with hosts in St. Augustine, so you arrange everything with the host. Explore historic district cottages, beachfront homes, and family villas, conveniently located near Crescent Beach and Ponte Vedra. Consider visiting during fall for the local food and music festivals without the peak season crowds.
Top-Rated Vacation Homes in St. Augustine
Browse the highest rated vacation properties in St. Augustine.
$1,092.46 USD total for 3 nights
Nov 15 – 18, 2026
The house was very clean, beautifully, decorated, the beds were comfy, and the kitchen was perfect for cooking! The backyard was wonderful to relax in at the end of a long day exploring. It was close enough to get in and out of popular spots quickly but not be in the middle of it. Our only minor issue was the neighbors got into several loud arguments at odd hours but nobody bothered us specifically. We would definitely stay here again!
$2,904.27 USD total for 3 nights
Nov 15 – 18, 2026
Our family of twenty had a wonderful time at Casa del Paraiso. The owner, Jess, set the tone by her helpful, prompt, and good natured responses to my many pre-travel questions. Once we arrived, anything that required attention was resolved immediately. With the seven bedrooms and five bathrooms, the clean and well equipped accommodations were just right for 11 adults and 9 grandchildren ages 11 - 2. The kitchen was well stocked with cookware, herbs and spices galore, and a coffee bar. Our family enjoys cooking so most of our meals were prepared at the home with no problems at all. The pool was just right for our little ones as well as all the adults. The younger grandchildren were able to play on a ledge in the shallow end of the pool which was approximately 12 x 8 feet with 8 inches of water. There were plenty of noodles, pool toys, floaties for the little ones, and some goggles. The semi private beach at the end of the road provided fun in the sun! The older kids enjoyed the boogie boards and some of the adults spent their time in the ocean body surfing. The little ones played in the sand. There was sufficient shovels and pails in the garage for use as well as a beach cart and umbrellas. Our family loves the beach so three days were spent there with two days of sightseeing at the following sites. Castillo de San Marcos, the Jail, and of course, the Alligator Farm located on St. Anastasia Island. One afternoon all the Moms headed to the quaint Coffee House on San Marco Avenue for some delicious coffee drinks and baked goodies. The experience was so good that everyone wants to return next year!
$1,317.22 USD total for 3 nights
Nov 12 – 15, 2026
Prior to the trip and during it the communication was outstanding. The host answered all questions completely and quickly. The rooms all are designed with themes. They are very well done. My grandkids loved the Pirate Room! Once we were settled in I told them about the pirate scavenger hunt. They had so much fun and then to get a goody bag after finding everything! The house has a beautiful courtyard behind the house but unfortunately the couple times we tried to go out and relax it started to rain. It is a nice neighborhood, great for walking. It is exactly one mile from the house across the bridge into the historical district of St Augustine. That was wonderful as we always walked into town instead of fighting traffic and searching for parking. Look no further, this is the place for your family!
We found the Casa last minute after visiting Disney for 8 days. My husband and I were desperate for a vacation from our vacation. We booked a couple nights at a different home in St. Aug, but just fell in love with the area and knew we weren’t ready to go home. When we looked on AirBnB and saw this place was available, we booked within 2 minutes. Jessica immediately reached out and gave us all the info we needed. When we pulled up we all had our mouths open, the outside landscape and the neighborhood are breathtaking! We walked in and we were even more amazed. It was the best Airbnb we’ve ever stayed in. It had everything we needed and more. My kids said they had more fun there in the pool and game room than at Disney! We spent majority or our time in the screened in pool and ate all our meals outside. We were in our own little paradise and we’re already trying to plan our return with our extended family! Thank you so much Jessica! We love your home!
$2,320.15 USD total for 5 nights
Dec 6 – 11, 2026
My 15 yr old son and I stayed at Jessica's house for 6 nights renting the 2/2 option for our needs. I LOVE the setup and the house was beautiful and location so close to beach and lake was amazing. The house was super clean and had everything one would need in the kitchen, extra blankets and separate towels for the house and beach. Jessica quickly responded to me every time I reached out (which was alot 😭🤣) and also went out of her way regarding ideas on what to do in this beautiful city. She has EVERYTHING you will need for a trip to the beach to make it easy and convenient as you do have to walk unless you have the golf cart, which I greatly appreciated. The heated pool and hot tub were sparkling clean and so many outside activities to do in her HUGE yard. So many that we didn’t have time for them all. I would recommend this place for anyone traveling to St. Augustine for a beach getaway or even a historical trip of the city (Which is literally just a 10 min drive) LOVE EVERYTHING
$1,178.23 USD total for 3 nights
Nov 12 – 15, 2026
Lola and Jon’s home is just as described. It is brand new. It’s very clean and beautifully decorated with a fun Christmas theme that extends out to the back porch and large backyard. Our stay included two couples. We found the floor plan perfect, as it allowed for the privacy desired at the end of the day, each with our well appointed rooms with king sized beds! The quality of the bed linens was very nice and the mattresses were so extremely comfortable. The home is approx. 5 min. to the Historic District. We found parking in the Old Historic downtown garage both reasonable ($20 all day) and convenient for our day of exploring downtown and enjoying the Nights of Lights. You can tell that Jon and Lola take great pride in their home and their priority is to make their guests’s stay comfortable and easy. They offer quality essentials like name brand toilet tissue, nothing generic or cheap. The house rules are simple and few—more than reasonable for such a beautiful home.
$2,108.99 USD total for 3 nights
Nov 12 – 15, 2026
This property was the perfect place for our 4th of July family time! The home itself is beautiful, modern, comfortable and well laid out to accommodate various groups. The pool and yard space was great for various family activities and our 6 year old (and the rest of the family) loved the pool! The golf cart and the ease to get back and forth from both the river and beach was great for the young adults. The well equipped kitchen and the logistics with many close restaurants made food preparation and options incredibly easy. We did have some issues created by the prior renters who were extremely disrespectful with their actions on the property, but the host is a great communicator and was in communication and went over and above to address any concerns while on family holiday herself across the country. In recap, we spent a wonderful 4 days and nights with the family there and would highly recommend the property and the hosts who truly care about their property and guests!
$2,108.99 USD total for 3 nights
Nov 12 – 15, 2026
This is one of those rare Airbnbs that is actually stylish and comfortable. There are lots of thoughtful little touches throughout the house to make life easier. Jessica is super responsive. And the screen around the pool is wonderful - bug-free swimming! Only things I’d caution about are make sure you have your dates set when you book (she charged me 25% of the nightly rate when I tried to reduce our stay by a day, even though it was almost 2 months out and still well within the free cancellation period), and if you plan on napping during the day be aware that the bedrooms only have blinds, not curtains, and get quite bright during the day. But overall, a great house and we would happily come back again!
Recommended Homes in St. Augustine
Handpicked properties we think you'll love in St. Augustine.
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Sunshine Duo — Two Coastal Homes Just Down the Road
$2,615.84 USD total for 3 nights
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Casita Augustina — A Coastal Cottage with a Hidden Courtyard
$1,137.22 USD total for 3 nights
Nov 12 – 15, 2026
Vacation houses with pools in St. Augustine
Cool off in style with these amazing pool homes in St. Augustine.
$10,777.00 USD total for 3 nights
Nov 12 – 15, 2026
$2,191.35 USD total for 3 nights
Nov 12 – 15, 2026
$820.59 USD $762.72 USD total for 3 nights
Nov 13 – 16, 2026
Tipsy Tiki – Private Pool, Pet-Friendly, Near Beaches & Downtown
$1,488.50 USD total for 3 nights
Nov 12 – 15, 2026
Pet friendly vacation rentals in St. Augustine
Bring your furry friend along! Browse pet-welcoming homes in St. Augustine.
$1,496.00 USD total for 3 nights
Nov 12 – 15, 2026
$1,349.00 USD total for 3 nights
Nov 12 – 15, 2026
$1,170.00 USD total for 3 nights
Nov 12 – 15, 2026
$990.75 USD total for 3 nights
Nov 12 – 15, 2026
$680.00 USD total for 3 nights
Nov 12 – 15, 2026
$717.17 USD $699.40 USD total for 3 nights
Nov 12 – 15, 2026
Why visit St. Augustine
Discover what makes St. Augustine a perfect vacation rental destination.
Explore Historic Landmarks
St. Augustine is America's oldest city.
Visit Castillo de San Marcos, a 17th-century Spanish stone fortress, just 1.2 miles from the city center. It's a must-see for history enthusiasts.
Rich Cultural Experiences
Engage with vibrant local art and music.
Enjoy local galleries like the Lightner Museum, a short 0.8 miles from downtown, where part of the collection includes stained glass by Louis Comfort Tiffany.
Relax on St Augustine Beach
Pristine sand and surf just minutes away.
St Augustine Beach is a mere 6.3 miles from the historic district, offering soft sands and perfect waves for surfing enthusiasts.
Delight in Local Cuisine
Seafood and farm-to-table dining options abound.
Savor local flavors at Harry's Seafood Bar & Grille, known for its shrimp and grits, located 0.5 miles from the city center on Avenida Menendez.
Where to stay in St. Augustine
The best areas and neighborhoods for your vacation rental in St. Augustine.
Historic District
This area is famed for its cobblestone streets and historic architecture, making it ideal for walking tours.
Anastasia Island
A short drive from downtown, it offers beaches and parks such as Anastasia State Park for outdoor activities.
Lincolnville
A historic African-American neighborhood with charming Victorian homes and a rich cultural heritage.
Vilano Beach
Known for its tranquil atmosphere and beautiful beaches, Vilano is perfect for those seeking a quiet getaway.
Find St. Augustine vacation rentals that suit your style
Vacation homes, condos and more — pick the kind of St. Augustine vacation rental you want, then book it direct with the host.
St. Augustine vacation rentals with free WiFi, hot tub or air conditioning
Free WiFi, hot tub, air conditioning and more — every St. Augustine vacation rental here is listed by a verified host and bookable direct, with the price the host set.
Top attractions in St. Augustine
All within driving distance of St. Augustine vacation rentals.
Castillo de San Marcos
This iconic fortress is America’s oldest masonry fort. · 1.2 miles
Anastasia State Park
A state park famous for its wildlife and beautiful beaches. · 2.6 miles
Lightner Museum
Housed in a former hotel, it displays a diverse collection of artifacts. · 0.8 miles
St. Augustine Alligator Farm
Home to every species of crocodilian, the alligator farm is a hit with families. · 2.0 miles
St Augustine Beach
This popular beach offers wide sands and is perfect for relaxing or surfing. · 6.3 miles
Colonial Quarter
An immersive attraction where you can experience three centuries of St. Augustine history. · 1.0 mile
Best Time to Visit St. Augustine
Best visited from March to May. Expect mild temperatures ranging 65-80°F and moderate rainfall. Summer can be hot and humid.
The best time to visit St. Augustine is December to February, when the weather is at its best. For lower prices and fewer crowds, November to February is the best time to book.
Getting to and around St. Augustine
Navigate easily by car, bike, or local transit in St Augustine.
- JACKSONVILLE INTERNATIONAL AIRPORT
- Located 51 miles north of St Augustine. Offers flights across major U.S. cities.
- NORTHEAST FLORIDA REGIONAL AIRPORT
- Just 5 miles from downtown St Augustine. Caters to private and chartered flights.
- SUNSHINE BUS COMPANY
- Offers local routes around St Augustine, including connections to major attractions.
- SELF-DRIVE
- Renting a car provides the most flexibility for exploring the city and nearby beaches.
- ANASTASIA STATE PARK
- Popular for cycling with dedicated bike trails and stunning coastal views.
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Explore near St. Augustine
Cities and towns within driving distance of St. Augustine, each bookable direct with the host.
Why guests book on Houfy
Direct with the host
Message the host before you book. Ask questions, confirm details, and deal with the person who owns the property.
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Itemised pricing
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More vacation rental destinations around St. Augustine
Frequently asked questions
Quick answers about booking vacation rentals in St. Augustine and what direct booking on Houfy actually means.
Vacation rentals vary by location and size, generally ranging from $100 to $500 per night, depending on the season.
Yes, many rentals in St Augustine welcome pets. Be sure to check individual property listings for specific policies.
Popular neighborhoods include the Historic District for history lovers and Anastasia Island for beach access.
The ideal months to visit are between March and May, when the weather is warm, and the city hosts numerous festivals.
There are a variety of options including beachfront condos, historic district homes, and family-friendly cottages.
Rentals often provide better value, space, and privacy compared to hotels, especially for families or longer stays.
As the oldest city in the U.S., it offers a unique blend of Spanish colonial architecture and rich history not found elsewhere.
Houfy is a booking platform where you can directly contact hosts and book without paying extra service fees.
Yes, Houfy is a trusted platform where guests book directly with property owners, ensuring transparent pricing.







































































































































































































