
Vacation rentals with a pool in Historic District, St. Augustine
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Top-rated rentals with a pool in Historic District, St. Augustine
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Popular amenities for Historic District, St. Augustine rentals with a pool
House rentals with a pool

Newly Renovated - Private Pool, Fire Pit, Walkable
The house was clean, comfortable and the pool was nice. The yard was private. We enjoyed our stay. It was a perfect location for dinner at the ice plant. Easy to get to and close enough to walk to St. George street.

Blue Haven
We had a great stay at Blue Haven, the house was really nice and exactly as described. The beds were extremely comfortable and the layout was perfect for our group. The location was quiet and a 10 minute drive or Uber to downtown St. Augustine. The pool was brilliant and great to relax in after a day spent sightseeing. Belinda is an excellent host and responded promptly to any queries we had.

Luxury Oasis 9 min to beach Pets Ok Pool Hot Tub
This place is beautiful 😍 thirty minutes to saint Augustine. Enjoyed the pool and hot tub. Large kitchen, lots of parking, plenty of beds. Fast wifi and area is super spacious.

steps to the beach, double mastersuite- pool home
Loved this place! I already liked it from the pictures but when I walked in, I was surprised to see that it was even better. The rooms are more open than the pictures give them credit for & I believe some of the decor had been updated (it was already cute but it looked even better/more aesthetic than before, in my opinion. The outdoor space was great & the pool was warm. This house is great if you want to be near the beach & in a more family friendly area! This area wasn't really touristy so it's perfect if you want to be in a location that's laid-back & not crowded. The house is right across the street from beach access & the neighborhood wasn't loud or wild. As a group of 9 girls, I don't think any of us ever felt unsafe at the house or in the neighborhood. I would definitely stay at this house again!

Heated Pool Delight - 4BR-3BA- Pet friendly
This home and host were both excellent! Super easy check-in and check-out process, and Alexander was amazing to communicate with. The house was perfect for a group of 4 people, each with their own space. The pool was amazing, and the backyard was surprisingly private. Will definitely stay again in the future if visiting the area again.

Htd Pool, Spa & Tiki Bar~Beach Toys~Steps to Beach
This was one of the best AirBnB's we've stayed at. With two toddlers, we often struggle to find a place that will fit us and help keep our kids safe. This place had everything we needed for safety, meal time, and fun. Tons of space (that is decorated so well) and access to nearby beaches and restaurants. Would definitely stay again!

Spacious St. Augustine Home "The Gold Knocker"
I could not have asked for a better first experience with an Airbnb. In fact, the Coleman's set the bar so high, any place I stay after this will have some pretty big shoes to fill. (For reference, my sister stayed in a different Airbnb back in November and she had go out and by a simple toaster.) Everything from pen, paper, and scissors, an air pump for the pool floaties, a grill with propane tank, cleaning and cooking supplies, step ladder, extra blankets and pillows... It's like a home away from home. Needless to say, no nightmares here! lol The pool was perfect. The house has decorative notes/reminders all over the house so we never had to guess what to do. The neighborhood was so quiet. We live in Jacksonville, so we don't get to see too many stars. This location was the perfect blend of walmart-10-minutes-away, but also minimal-light-pollution and woke-up-to-birds-chirping-in-the-trees. My kids loved it and want to stay there again.

Heated Spa | Pool | Arcade | Foosball | Beach
Very clean space with little touches that made it all the better. Pool and hot tub were great, beds were comfy and air worked well. Only complaint may be the sliding door leading out to pool is pretty difficult to open and the loungers definitely need replaced. Great stay
Condo rentals with a pool

Heated Pool, Ocean Views, Beach, Playground, BBQ
We fell in love with the palm city area. The commanders shellfish camp and rodies place were our favorites. Publics right down the road. Multiple beaches around. Dani is a good property manager. Whole bunch of properties to choose from. Stay was clean. communication was easy and clear. House rules were simple and reasonable. Check out list was not overbearing. Would stay again.

Luxury Condo at the Beach
Allen was a great host and we all had an incredible time. Steps to a beautiful private beach and fabulous pools. More than enough space for 7 of us in the condo. We will definitely try to stay again.

Direct Oceanfront ~ Fantastic Views!
Thank you Marty, it was perfect. The view was amazing. The condo was great for us. We visited the Washington Oaks State Park just down the road. We had lunch at Captains BBQ just south of Marineland on A1A. Tony's Pizza is right across the street from the condo. The beach was access and the beach was super. If you are looking for a beach vacation, this is a great pick. My wife and I enjoyed our stay and will be looking to coming back in the future. The swimming pool was perfectly maintained and everyone that was using it looked like they were having great time. Perfect for young and older people, like I said, this was the perfect spot for us. Thank you so much.

Sunrise Special | Steps to Beach | Ocean Front
Butch was a very responsive host . He gave great recommendations and made sure to it that we had great instructions about check in check out , what he expected at the end of our stay etc.. The money we paid for the stay was very reasonable for beach front property. The beach was gorgeous , the ocean views from the condo couldn’t be better . There were outstanding restaurants and day trip activities to be had just about everywhere . We started with a dolphin and manatee kayak tour, rolling brunch and sunset cruise . The city is rich in history and we learned so much while there ! Butch has a fantastic property and knows how to keep his customers comfortable and wanting to return.

Newly renovated! Steps to BEACH & POOL!
We had an amazing time! My best Friend and I came down with my two kids (ages 8,6) for spring break. Place was just as described. Was clean, and cutely decorated with a beach theme. Had some games for the kids as well. There was a list of great recommendations for things to do and restaurants close by. I had a few questions and host was very friendly and quick to respond! Just a short walk to the beach, but located conveniently right across from the pool! Hot tub was nice and relaxing, located in the middle of the building on the first floor. If you’re driving I would recommend brining your own beach chairs, as the ones provided in the unit are not very comfortable. Beach is gorgeous!we loved staying on the beach and just a short drive to this historic downtown area. We highly recommend staying here! Definitely grab breakfast at island donuts!

Sea Place Ocean View
This condo is perfect. It met our needs and is located in beautiful St. Augustine. Great location. Ocean views. Peaceful.

Oceanside complex B35 1 Bed 1 Bath w/Heated Pool
Great apartment, close to one pool and only 5 min walking to the beach. The complex even has 2 pools one being closer to the beach where we have been mostly alone during our stay. The apartment was extremely clean and the kitchen was well equipped. the apartment is on the street side but we did not hear anything inside, but on the balcony which was fine for us. AC and fans in the living and bedroom. All in all we had an amazing time here!

The Flirty Flamingo St Augustine Beach 3 BR Condo
This is a great place. Great value. Clean, spacious, great pools, and great beach access. Pool is heated to 90 degrees and beach is only a 5 min walk. Beach wagon available with all chairs and umbrellas in a storage unit right next to the front door. Elevator access for anyone that needs it.
Quick stats about vacation rentals with a pool in Historic District, St. Augustine
Total rentals
30 properties
Nightly prices starting at
$138 CAD before taxes and fees
Total number of reviews
2.9K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Destinations to explore
- Apartment rentals Historic District
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- Ponte Vedra Beach
- Summer Haven st. Augustine FL
- Daytona Beach Boardwalk and Pier
- Daytona Lagoon
- Palm Harbor Golf Club
- Old A1A Beach
- Kathryn Abbey Hanna Park
- Boneyard Beach
- TIAA Bank Field
- Vilano Beach
- Pablo Creek Club
- Driftwood Beach
- Matanzas Beach
- Brooks Drive Beach Approach
- Crescent Beach
- Fountain of Youth Archaeological Park
- Guana Reserve Middle Beach
- Eagle Landing Golf Club
- St. Augustine Alligator Farm Zoological Park
- Lightner Museum
- Old Salt Park
- Neptune Approach
- Amelia Island State Park
- Amelia Island Lugar Lindo