Holiday rentals with a pool in St. Augustine

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Popular amenities for St. Augustine rentals with a pool

House rentals with a pool

Guest favourite
Home in Lincolnville
5 out of 5 average rating, 8 reviews

Newly Renovated - Private Pool, Fire Pit, Walkable

LeslieRating, 5 stars1 week ago
Great spot for a long weekend in St Augustine. We love this neighborhood due to the beautiful surrounds, quiet, and walkability. Ashley’s place was so comfortable, as we spent more time at the actual house this trip - the backyard is great! So many lounge areas in addition to the pool, which was where we spent most of the time! Kitchen is well appointed & beds were super comfy. We’d definitely stay here again!
Top guest favourite
Home in St. Augustine
5 out of 5 average rating, 124 reviews

Private oasis, private pool, exceeds expectations

StefanieRating, 5 stars1 week ago
We had such a special weekend at this beautiful property. The space was peaceful, fun, and full of charm — perfect for making memories with family. Every part of the house and grounds felt so thoughtfully put together, with little hidden gems to discover everywhere you looked. Collecting eggs each morning turned into a fun little game, with everyone trying to call dibs on who got to do it that day. The man cave was a major hit — packed with personality and details that made it feel like staying at a friend’s place. We also loved spending time by the pool and relaxing in the screened-in patio — the perfect spot to wind down in the evenings. Thank you for sharing this one-of-a-kind home with us. We’re leaving with full hearts and some unforgettable memories.
Superhost
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 favourite
Home in St. Augustine
4.98 out of 5 average rating, 164 reviews

Historic St. Augustine 2/2 Duplex & Pool

DaimierysRating, 5 stars3 weeks ago
What a beautiful place and fantastic location. Walked to downtown St. Augustine. Lili was very friendly and asked us a few times if we needed anything. Very clean and having a pool was an added bonus for us. We took advantage of the porch area and sat outside and just relaxed with the fantastic weather. It honestly was the best, very peaceful and relaxing, just what I was looking for, for my birthday weekend. Highly recommend. I would definitely stay here again and would recommend this rental to family and friends.
Superhost
Home in Palm Coast
4.74 out of 5 average rating, 19 reviews

Heated Pool Oasis 15min->Beach

AliciaRating, 5 stars1 month ago
This place is beautiful. It is perfect for large group getaways. The pool wasn’t warm enough to get into but it was clean and the chairs place by the pool are a perfect place to layout and relax. The host is great at communicating and is very responsive. Most importantly, check-out is easy with minimal requirements. The neighborhood is very peaceful and quiet. The location is ideal! Restaurants, grocery stores, gas stations and shopping centers are just minutes away.
Superhost
Home in St. Augustine
4.84 out of 5 average rating, 223 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.
Top guest favourite
Home in St. Augustine
5 out of 5 average rating, 17 reviews

Pool, Hot Tub, Walk to beach

CellyRating, 5 stars3 months ago
Amazing house with ample space for our group. Close drive to downtown St Augustine and plenty of restaurants near by since we didn’t want to fight the traffic every night going into downtown. The location was beautiful and was only about one block from the beach access. Would definitely stay again!
Guest favourite
Home in St. Augustine
4.93 out of 5 average rating, 27 reviews

Peacock Cottage - New Construction/Heated Pool

KellyRating, 5 stars1 week ago
This was our second time staying at the Peacock Cottage and it was just as wonderful. The location is perfect. The house is extremely clean and supplies everything you need for a great stay.

Apartment rentals with a pool

Guest favourite
Apartment 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
Apartment 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 favourite
Apartment in St. Augustine
4.84 out of 5 average rating, 263 reviews

Direct Oceanfront ~ Fantastic Views!

WilliamRating, 5 stars1 day 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 favourite
Apartment in St. Augustine
4.9 out of 5 average rating, 124 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 favourite
Apartment in St. Augustine Beach
4.94 out of 5 average rating, 126 reviews

Newly renovated! Steps to BEACH & POOL!

BrianneRating, 5 stars2 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 favourite
Apartment 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
Apartment in St. Augustine
4.87 out of 5 average rating, 269 reviews

Oceanside complex B35 1 Bed 1 Bath w/Heated Pool

SelinaRating, 5 stars3 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 favourite
Apartment 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 holiday rentals with a pool in St. Augustine

  • Total rentals

    460 properties

  • Nightly prices starting at

    £52 before taxes and fees

  • Total number of reviews

    24K reviews

  • Family-friendly rentals

    410 properties are a good fit for families

  • Pet-friendly rentals

    180 properties allow pets

  • Rentals with dedicated workspaces

    260 properties have a dedicated workspace

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