Vacation rentals with a pool in St. Augustine

Find and book unique homes with a pool on Airbnb

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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, 7 reviews

Newly Renovated - Private Pool, Fire Pit, Walkable

EmmaRating, 5 stars1 week ago
We had a great stay at this little bungalow! It comfortably fit 6 girls on a lowkey bachelorette trip. The backyard was our favorite feature and made great use of the pool! The house is in a great location- close enough to walk downtown, but still in a quiet residential area & 15 mins from the beach driving. The host was very accommodating, willing to take recommendations and answer questions prior to the stay.
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, 133 reviews

steps to the beach, double mastersuite- pool home

Jessica Rating, 5 stars2 weeks ago
Awesome place! Super clean and cute. We had everything we needed and then some. Loved that it was such a quick walk to the beach. The beach was quiet and not crowded at all. You do have to go up and over a sand dune with your beach gear, so for someone not as stable on their feet, it might be an issue if you have a wagon, etc. We’re already talking about our next trip back!
Top guest favourite
Home in St. Augustine
4.98 out of 5 average rating, 163 reviews

Historic St. Augustine 2/2 Duplex & Pool

DaimierysRating, 5 stars2 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.
Guest favourite
Home in Orange Park
4.87 out of 5 average rating, 174 reviews

Cheerful three bedroom home with a pool

AnnsleyRating, 5 stars2 days ago
Beautiful space! Absolutely recommend and will be staying here next time we are back in town!
Top guest favourite
Home in St. Augustine
5 out of 5 average rating, 33 reviews

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

JamieRating, 5 stars1 day 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
Home in St. Augustine
4.84 out of 5 average rating, 223 reviews

Spacious St. Augustine Home "The Gold Knocker"

CharityRating, 5 stars3 days 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!

Condo rentals with a pool

Guest favourite
Condo in St. Augustine
4.85 out of 5 average rating, 102 reviews

Heated Pool, Ocean Views, Beach, Playground, BBQ

ScottRating, 5 stars3 weeks 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
Condo in Palm Coast
4.78 out of 5 average rating, 116 reviews

Luxury Condo at the Beach

KrisRating, 5 stars5 days 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
Condo in St. Augustine
4.84 out of 5 average rating, 261 reviews

Direct Oceanfront ~ Fantastic Views!

ToniaRating, 5 stars1 week ago
The view of the ocean from the balcony is wonderful. Enjoyed breakfast on the balcony each morning. Had a lovely stay.
Guest favourite
Condo in St. Augustine
4.89 out of 5 average rating, 123 reviews

Sunrise Special | Steps to Beach | Ocean Front

DennisRating, 5 stars1 week ago
Had a great week. Quiet condo. Great view and location.
Top guest favourite
Condo in St. Augustine Beach
4.94 out of 5 average rating, 125 reviews

Newly renovated! Steps to BEACH & POOL!

JoelRating, 5 stars5 days ago
Our stay was wonderful! The condo is clean and in a wonderful location. We’re excited to book again!
Top guest favourite
Condo in St. Augustine
4.95 out of 5 average rating, 106 reviews

Sea Place Ocean View

DianaRating, 5 stars4 weeks ago
This condo is perfect. It met our needs and is located in beautiful St. Augustine. Great location. Ocean views. Peaceful.
Superhost
Condo in St. Augustine
4.87 out of 5 average rating, 267 reviews

Oceanside complex B35 1 Bed 1 Bath w/Heated Pool

AericRating, 5 stars1 month ago
Great place and location was really nice the only bad thing is that it was a little bit further from the beach then we liked but over all it was a nice clean place and very easy to find
Top guest favourite
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 stars2 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 St. Augustine

  • Total rentals

    460 properties

  • Nightly prices starting at

    $97 CAD 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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