Vacation 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

Guest favorite
A private pool is bordered by a spacious patio and colorful landscaping. Tall palm trees and wooden fences provide privacy. A seating area is visible at the pool's edge, promoting relaxation. Sunlight reflects off the water's surface, creating a serene atmosphere.
Home in Lincolnville
5 out of 5 average rating, 9 reviews

Newly Renovated - Private Pool, Fire Pit, Walkable

AshleyRating, 5 stars1 week ago
A great little place, Ashley was very accommodating and helpful with check-in and check-out. We had some car trouble during our vacation, but with the location being walking distance to St. George street and restaurants, we had a great time walking many places! The backyard is so beautiful and my kids loved waking up and swimming every morning. The stay was exactly what was described, no complaints. Extra kudos for comfy beds and a spotless space. 10/10 would stay again!
Guest favorite
A two-story blue house features a private pool surrounded by a stone patio. White chairs and a small table are set near the pool, with additional seating visible against the home's exterior. Lush greenery borders the enclosed yard, enhancing the tranquil ambiance.
Home in St. Augustine
4.95 out of 5 average rating, 64 reviews

Blue Haven

ChrisRating, 5 stars1 week ago
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.
Guest favorite
A screened patio features a heated pool with a natural shape, surrounded by a spacious deck. Comfortable seating areas are positioned nearby, complemented by hanging plants. Soft light filters through the mesh enclosure, illuminating the area under a clear blue sky.
Home in Palm Coast
5 out of 5 average rating, 5 reviews

Luxury Oasis 9 min to beach Pets Ok Pool Hot Tub

AmyRating, 5 stars1 month ago
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.
Guest favorite
A backyard area features a clear blue pool surrounded by a paved patio. Comfortable white lounge chairs are placed along the edges, and wooden fencing surrounds the space, offering privacy. Lush greenery can be seen beyond the pool.
Home in St. Augustine
4.92 out of 5 average rating, 134 reviews

steps to the beach, double mastersuite- pool home

McKennaRating, 5 stars2 weeks ago
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!
Top guest favorite
Home in St. Augustine
4.98 out of 5 average rating, 165 reviews

Historic St. Augustine 2/2 Duplex & Pool

PamelaRating, 5 stars2 weeks ago
Lili’s place is beautiful!! My mom and I had a wonderful time! Lili’s home made us feel like we were home. We had a chance to meet Lili and she is very sweet and kind. Thank you again for your hospitality!! We will be back!!
Guest favorite
The outdoor space features a heated pool enclosed by a screened lanai. Surrounding greenery adds a touch of nature, while patio pavers create a welcoming area. A grill is positioned nearby, providing options for outdoor cooking. Large windows offer views of the landscaped yard.
Home in Palm Coast
5 out of 5 average rating, 13 reviews

Heated Pool Delight - 4BR-3BA- Pets welcome

CoreyRating, 5 stars1 day ago
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.
Top guest favorite
Home in St. Augustine
5 out of 5 average rating, 34 reviews

Htd Pool, Spa & Tiki Bar~Beach Toys~Steps to Beach

JamieRating, 5 stars1 week ago
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!
Superhost
The home features a modern design set against a serene backdrop of trees and greenery. A spacious driveway leads to the entrance, framed by well-maintained lawns and landscaped shrubs. The exterior showcases large windows and a combination of muted colors, contributing to a harmonious appearance.
Home in St. Augustine
4.84 out of 5 average rating, 224 reviews

Spacious St. Augustine Home "The Gold Knocker"

CharityRating, 5 stars1 week ago
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.

Condo rentals with a pool

Guest favorite
A panoramic view showcases a lush green lawn surrounding a swimming pool, with beachside palm trees swaying gently. The ocean glistens in the distance under a clear blue sky, while the condo buildings frame the scene, creating a serene coastal atmosphere.
Condo in St. Augustine
4.85 out of 5 average rating, 102 reviews

Heated Pool, Ocean Views, Beach, Playground, BBQ

ScottRating, 5 stars1 month ago
Can't say enough about Dani and the place. She was extremely responsive and helpful with everything. And the place was great, clean, lots of space, three bedrooms and nice kitchen, plenty of places to sit/lounge, great patio with wonderful view of the outdoor pool and ocean. We had one small issue and Dani was very fast in getting it fixed. Totally recommend. A couple comments on the resort. The outdoor pool is very large and nice, but in late March it's still a bit cool and the water was very cold. So we swam a lot in the indoor pool, which is advertised as heated, but it's not very warm, warmer than the outdoor pool but could have been warmer. Also, the outdoor hot tub broke on our first day there and we were there for multiple days and it never got fixed.
Superhost
An outdoor pool is surrounded by lounge chairs and palm trees, offering a view of the ocean and lush greenery. The bright blue water invites relaxation, while a small shaded area near the pool provides a space for respite from the sun.
Condo in Palm Coast
4.78 out of 5 average rating, 116 reviews

Luxury Condo at the Beach

KrisRating, 5 stars1 week ago
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.
Guest favorite
A private balcony features two light-colored chairs and a round table, providing views of the ocean and a nearby pool. The scenery includes lush greenery and a clear sky, while birds can be seen flying in the distance.
Condo in St. Augustine
4.84 out of 5 average rating, 263 reviews

Direct Oceanfront ~ Fantastic Views!

WilliamRating, 5 stars4 days ago
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.
Guest favorite
A charming beach house is illustrated, featuring a wide porch with railings. The seaside setting is depicted with gentle waves and a clear sky. Promotional text highlights a special offer for stays in May, inviting guests to enjoy a getaway.
Condo in St. Augustine
4.9 out of 5 average rating, 125 reviews

Sunrise Special | Steps to Beach | Ocean Front

ShannonRating, 5 stars1 week ago
If you want an ocean view (and a sunrise AND moonrise!) and to be steps away from the beach, this is your place! For me, waking up and seeing the ocean is soothing and sipping coffee on this deck while experiencing the ocean was perfection. Once you are ready to hit the beach, you walk down the stairs and wa-la, there it is! If you forget something, no worries-- your place is only a few minutes away! It was so nice not to have to lug all the beach stuff and then worry about where we'd find a restroom. Nope-- it's all right there at this place! In addition to the beach, there is a pool and many hot tubs. I'm particular about my hot tubs, but this one did not disappoint. They kept it hot enough to relax those sore spots. We did rent a car and the drive to downtown is about 15 minutes and super easy. We Ubered one night and that was easy. I had a few questions for Butch during our stay and he responded immediately. Recycle in town. Butch will send you the link. Grocery is 2 miles away.
Top guest favorite
A spacious outdoor pool is surrounded by lounge chairs, providing ample seating for guests. The clear blue water invites relaxation, while palm trees and landscaped areas offer a tropical ambiance. Nearby buildings are visible in the background, enhancing the resort atmosphere.
Condo in St. Augustine Beach
4.94 out of 5 average rating, 126 reviews

Newly renovated! Steps to BEACH & POOL!

BrianneRating, 5 stars5 days ago
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!
Top guest favorite
A view from the balcony showcases a well-maintained landscape with lush green grass and palm trees. The image features a swimming pool surrounded by lounge chairs and elegantly designed buildings in the background, all while the ocean is visible beyond the manicured grounds.
Condo in St. Augustine
4.95 out of 5 average rating, 106 reviews

Sea Place Ocean View

DianaRating, 5 stars1 month ago
This condo is perfect. It met our needs and is located in beautiful St. Augustine. Great location. Ocean views. Peaceful.
Superhost
A large swimming pool is surrounded by palm trees and spacious lounge chairs. The area features a shallow entry step and a spa, creating a welcoming atmosphere for relaxation. The nearby buildings offer a modern architectural style under a clear blue sky.
Condo in St. Augustine
4.87 out of 5 average rating, 269 reviews

Oceanside complex B35 1 Bed 1 Bath w/Heated Pool

SelinaRating, 5 stars6 days ago
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!
Top guest favorite
A spacious heated pool is framed by palm trees and lounge chairs. A wooden gazebo with a shaded area is positioned in the background, providing an inviting spot for relaxation. The clear blue water reflects the bright sky, enhancing the tranquil atmosphere.
Condo in St. Augustine Beach
4.99 out of 5 average rating, 177 reviews

The Flirty Flamingo St Augustine Beach 3 BR Condo

ConradRating, 5 stars3 weeks ago
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

    ﺩ.ﺇ367 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

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