
Vacation rentals with outdoor seating in Historic District, St. Augustine
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Top-rated outdoor seating rentals in Historic District, St. Augustine
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House rentals with outdoor seating

Historic St. Augustine Cottage - Walk everywhere!
We had a wonderful stay. Place was immaculate, easy to access, quiet, and Kimberly was very responsive and extremely accommodating. Would definitely stay here again!

Uptown Classic 2 | Effortless Exploration of STA
We thoroughly enjoyed our stay on grove Avenue. The house is in a prime location so my family and I were able to walk to mostly everything we wanted to see in the historic district of St. Augustine. Our host Michael was incredibly responsive. The house was clean and the bed in the primary room was very comfortable. We felt right at home for our stay and would definitely book again in the future.

Southern Charmer w/Pool - Walk to Everything!
Came for a wedding. The home was exactly as the pics showed and it was pristine inside with all the necessities including beach chairs, umbrellas and towels. Perfect location, walkable quaint little area, lots of great recommendations too. Great space, amazing host, Pauline always responded quickly and went above and beyond to accommodate us. We thoroughly enjoyed our time there, just needed another day or two to enjoy the town. Highly recommend.

Charming 3 bedroom cottage, feed the peacocks!
A charming and memorable stay in St. Augustine! The hosts were incredibly responsive and offered great recommendations even before our arrival. We absolutely loved our time here! The home is charming, beautifully decorated, impeccably clean, and very comfortable. Our kids had a blast with all the games in the game room and especially enjoyed playing Twister. The location is perfect, just a short walk to the Fountain of Youth, a cute juice place, Dunkin’, and even the Old Jail. We also visited the Castillo de San Marcos (the old fort), which was an incredible experience and a must-see in St. Augustine. The neighborhood is beautiful, with live oak trees draped in spanish moss everywhere. A special treat was the peacocks roaming the area, we even got to hand-feed them peanuts right at the house! There are so many fun things to do nearby, and while our stay was short this time, we’re already looking forward to coming back. Highly recommend this special spot!

Historic 10 Dupont Lane
This was perfect for our bachelorette weekend. It was local and we were able to walk everywhere. The house was beautiful and well maintained. The host was very responsive and helpful with anything we needed. Definitely recommend this house.

DOWNTOWN ~ Victorian Home ~ ABOVE CUPCAKE SHOP!
This is a great little hideaway! We would stay here again, you could walk anywhere you needed to go, and you could actually go downstairs and get your breakfast from the cupcake shop. Friendly and responsive host!

Waterfront - Lion’s Bridge & Old Town View
It was a beautiful house with amazing views of the water and sunsets. Our favorite part was sitting out back watching the boats and the birds. The house was clean and comfortable- beautifully decorated with everything you might need. Loved how close it was to historic downtown St. Augustine. We would definitely stay here again!

Unmatched Luxury + Just Renovated + Dream Getaway!
we booked very last minute, and Kate made sure we had everything available for our stay. An absolutely luxurious, spotless home, with everything you could need for a beach vacation! Kate was an amazing host and takes pride in her property, and we can’t wait to come back!
Apartment rentals with outdoor seating

Downtown Bungalow- Walk to Downtown, Mins to Beach
Fantastic host. Super helpful and extremely accommodating when needed! Can’t wait to visit again! Thank you Danny & Andrea

SeaGlass on Vilano Beach~St. Augustine, FL
There is a painstaking attention to detail in this homey hideaway. The turquoise -- from the shower mat to the Keurig -- are surprisingly cheery and not overdone! The privacy and location are unparalleled ; anything I could possibly need is here. Thank you for a restful haven while I explore this piece of the Florida coast. Betsy Dunlevy, Goshen, NY

Traveler’s Nest of uptown St. Augustine with pool!
My wife and I really enjoyed staying here. The kitchen was a bit sparse but exactly what we needed to make some meals at home. The pool was great and the grill super useful. Great all around and close enough to everything!

DOWNTOWN COTTAGECORE, 7 min walk to historic ctr.
We went for our honeymoon and everything was wonderful. Ten minutes to beautiful beaches. Ten minute walk to historic downtown and restaurants. Beautiful apartment was perfect.

Cozy condo near everything!
Wonderful place close to everything! Everything was great! Geraldine is such a friendly host. I would recommend this place to anyone spending time in St. Augustine.

*2BR* Luxe Loft Close to Everything | Balcony
We loved the location, the decor, the available extras! ( like games, towels and bathroom extras) she communicated very well and was super helpful. Just to make you aware there is a business below the loft so you are above them. The stay was great and the private parking space in the back was helpful!

Lovely Cozy 2 BR Home in St. Augustine
Sandra was a great host. Would recommend her place while staying in St Augustine. Walkable to old downtown St Augustine. We felt safe in the neighborhood. The place was very clean and she answered any questions immediately and checked in to make sure we were comfortable. Would highly recommend and would definitely book again if in the area. Thanks again!!

St. Augustine Studio Oasis In The Middle Of It All
Very cute apartment. The bed was amazingly comfortable. There was a cat that greeted us every time we came back that looked exactly like our cat at home. Thank you for your hospitality.
Condo rentals with outdoor seating

Ocean Side Complex w/ Heated Pool B-15
Stayed at Todd’s place for my vacation in St.Augustine and it was lovely ! Great place and location very clean and a comfortable bed ! The beach was not far away at all! I will be back and I will definitely stay again at Todd’s place ! He is a great host that provides clear instructions and is very responsive and helpful as well as friendly.

The Bohemian Rhapsody! In the middle of it ALL!
We had a wonderful stay at Michelle's place! The condo was beautifully decorated and very comfortable, and the location was perfect for exploring the downtown St. Augustine and nearby beach. We really appreciated the host's quick communication, helpful tips and for the letting us use the beach gear we needed while at the beach.

Ocean Front Gem; Top Floor Corner Unit
Wonderful time with family and friends for a much needed get away. We could not figure out the TV and Alan sent his friend and wife over to help fix the tvs. The friend and wife provided amazing food recommendations and places to go in downtown . Definitely recommend and will stay again .

Oceanside complex M33 1 Bed 1 Bath w/Heated Pool
We very much enjoyed our stay! The condo was amazing. The pools were very clean and peaceful. Our host was very responsive and kind. The walk to the beach wasn’t that bad at all! I loved the security features and felt safe with my daughters. I would recommend this condo to friends, and would stay here again.

Middle of Historic District + Quiet at Night
This was by far one of the nicest and cleanest Airbnb‘s we have stayed in. Very safe and secure with a code to even get into the building. The beds were comfortable which is a must for me and something I look for in an Airbnb. It was a very easy walk to get to the hub of everything from restaurants to St. George Street. It was extremely quiet at night and nice to go to sleep without partying or traffic going by. The hosts were always responsive and within minutes whenever we sent a question. This one will definitely stay on our list if we return to St Augustine. On a sidenote just to be aware you do have to climb steps to get to the unit something to keep in mind for those with limitations and those with heavy luggage.

Pretty walk to Old Town, Anastasia Island 2 bdrm
The place was awesome. Extremely clean and you can tell recently updated. Quiet neighborhood low traffic and not noisy at all. Easy checking and out. I could not ask for anything more. It is a slight walk to down town. But worth it. I have already recommended it to a couple for a trip they are having later this summer.

The Octopus Sanctuary
Debbie and the co-hosts were great. We requested a pack and play plus an early check in since our ETA was earlier than we expected and with kids it’s just so easy. Place was beautiful and comfortable. Great location; you have lots of restaurants around plus a really nice walk to historic downtown. Neighborhood was pretty quiet and safe I would say. We had everything we needed and more. Thank you Debbie! We def loved and enjoyed our stay.

Beach Condo, Pools, Bikes, 7 min walk to beach!
Very cute clean, used the bikes…came in for a perfect beach ride or community ride. I absolutely would like to go back and recommend a stay.
Quick stats about vacation rentals with outdoor seating in Historic District, St. Augustine
Total rentals
170 properties
Nightly prices starting at
G$12,553 GYD before taxes and fees
Total number of reviews
17K reviews
Family-friendly rentals
110 properties are a good fit for families
Pet-friendly rentals
70 properties allow pets
Rentals with a pool
10 properties have a pool
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- Pet-friendly rentals Historic District
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- Ponte Vedra Beach
- Summer Haven st. Augustine FL
- TIAA Bank Field
- Old A1A Beach
- Boneyard Beach
- Daytona Lagoon
- Daytona Beach Boardwalk and Pier
- Kathryn Abbey Hanna Park
- Amelia Island State Park
- Butler Beach
- Crescent Beach
- Fountain of Youth Archaeological Park
- Guana Reserve Middle Beach
- North Beach Guana River Preserve
- Lightner Museum
- Palm Harbor Golf Club
- St. Augustine Alligator Farm Zoological Park
- MalaCompra Park
- Matanzas Beach
- Bent Creek Golf Course
- Eagle Landing Golf Club
- Driftwood Beach
- Ravine Gardens State Park
- Neptune Approach