Holiday rentals with a pool in St. Augustine Beach

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Popular amenities for St. Augustine Beach rentals with a pool

House rentals with a pool

Guest favourite
Home in St. Augustine
4.86 out of 5 average rating, 35 reviews

Your Summer Haven, Pool, Games, Near Beach!

MmachiRating, 5 stars2 weeks ago
Loved everything about this space from the beautiful home to the decor to the actual items in the home to make you feel right at home! We had everything we needed and more! No complaints, 100% will stay here again!
Guest favourite
Home in St. Augustine
4.96 out of 5 average rating, 124 reviews

Tide Pool - Heated Pool/Hot Tub/Golf Cart

FernandoRating, 5 stars3 weeks ago
Great and wonderful beach house ! Very comfortable has all you need for a Great vacation with the family and friends! Definitely returning!
Top guest favourite
Home in St. Augustine
5 out of 5 average rating, 128 reviews

Private oasis, private pool, exceeds expectations

DonnaRating, 5 stars1 month ago
So relaxing In such a beautiful setting. Loved relaxing in the sun by the pool. Able to get fresh eggs every morning from the hens on the property who were always excited to see us. Wouldn’t hesitate to visit again and stay at the property.
Guest favourite
Home in St. Augustine
4.91 out of 5 average rating, 140 reviews

Walk 2 beach! Relaxing 3/2 Huge heated pool dog ok

StephanieRating, 5 stars1 month ago
our stay here was amazing! the place was clean and host was very nice and communicated regularly. it is just a short walk to a beautiful beach too. pool was nice, hot and clean. lots of little extra things like spices, ziplock bags, dish soap, and body care. the location couldn't have been more perfect for what we had wanted. thanks for a great stay!!
Superhost
Home in St. Augustine
4.84 out of 5 average rating, 228 reviews

Spacious St. Augustine Home "The Gold Knocker"

TristinRating, 5 stars3 weeks ago
Nicky was very responsive we were arriving early texted her and let her know she said it was ok if we went ahead and got to the house earlier than check in very helpfull she has a very pretty house a nice screened in pool and alot of good recommendations in a note book right in the house very well done we would definitely stay again
Top guest favourite
Home in St. Augustine
5 out of 5 average rating, 12 reviews

Heated Pool | 4 King En-Suites | Walk to the Beach

JoanRating, 5 stars3 weeks ago
We just completed a 3-generation family vacation at this gorgeous house. We loved having our own king-sized beds (2 dads over 6’2”) and our own bathrooms, plus the fun bunk room for the kiddos. We had kids from 11 months to 11 years and thoroughly enjoyed the pool and play room. The walkability to the beach and all of the beach chairs, umbrellas and wagon were an added bonus! The parents of our 11-month-old, who had arrived via airplane, were thrilled to have a port-a-crib and child’s booster seat for meals. As the grandparents of the group, my husband and I appreciated having the elevator. We will be telling others about this outstanding rental.
Top guest favourite
Home in St. Augustine
5 out of 5 average rating, 25 reviews

17 Palms Beach House

Mary BethRating, 5 stars6 days ago
We had a fantastic time at 17 Palms Beach House. The house was even better than the pictures showed. It was clean and comfortable with a kitchen that had everything needed for our stay. The beds were comfortable and the linens ultra soft. Even the pillows were perfect. The pool was a big hit with everyone with all the toys and beach towels one could wish for. The beach was an easy walk right down the road. We had a couple of questions and Lyndsey answered quickly and was so nice. I highly recommend staying here, you won't be disappointed.
Superhost
Home in Palm Coast
4.92 out of 5 average rating, 251 reviews

HEATED, SALT POOL*Nearby Beach*GAME ROOM*Grill!!

MelindaRating, 5 stars2 weeks ago
Stay was very relaxing easy access to the beach close proximity to all amenities! would recommend.

Apartment rentals with a pool

Guest favourite
Apartment in St. Augustine
4.86 out of 5 average rating, 332 reviews

Beaches are Open!!! St Augustine Oceanfront Condo

ToddRating, 5 stars1 month ago
Rae's place is amazing. Exactly as listed. Location could not be ANY better...right on the sand and perfect distance to everything in the area. Highly recommend.
Guest favourite
Apartment in St. Augustine
4.95 out of 5 average rating, 129 reviews

Beachfront! Creston by the Sea, 11D!

LisaRating, 5 stars2 weeks ago
Great place to stay right on the beach. Beautiful beach view with direct access. Very clean & quiet retreat. We enjoyed our stay with our teenage daughter and niece. Will consider staying there again!
Guest favourite
Apartment in St. Augustine Beach
4.95 out of 5 average rating, 108 reviews

Steps to Beach, Bikes & Beach Equipment Included!

JaimieRating, 5 stars1 week ago
Prefect beach condo! Had everything we needed to enjoy the beach for a couple days. Hosts were lovely and wonderful communicators.
Top guest favourite
Apartment in St. Augustine
4.98 out of 5 average rating, 113 reviews

361 Fun in the Sun | Direct Oceanfront Ground Floor

ChristineRating, 5 stars1 month ago
I wanted to stay on a beach that was more secluded and private. We went into St Augustine many days, but I relaxed on the beach daily. Many days, I felt I had the beach to myself. It was amazing! The beach is beautiful, clean, and wide. The sand is white and sometimes pink. You can hear the waves in the condo. This is the closest we have ever been to the beach for a vacation. I was so relaxing. Prompt responses from Luke and Joslyn. My husband left his shirts in the closet and Joslyn offered to send them to use, which was very nice. This was a fantastic experience. We did go May 1-10, which is a good time to go before the crowds. We do recommend to go to St Augustine (downtown) during the week (less busy) and more beach time on the weekends.
Guest favourite
Apartment in St. Augustine
4.95 out of 5 average rating, 175 reviews

After Dune Delight, BEACH FRONT w/Fishing Pier

GunnarRating, 5 stars4 weeks ago
This is the perfect location for your trip. Beautiful and quiet beach right next to the condo. Beautiful ocean view. Only 15-20 min from downtown and a very easy drive. The condo is great and has everything you need. Would 1000% stay again
Top guest favourite
Apartment in St. Augustine
4.93 out of 5 average rating, 121 reviews

Summerhouse - Direct Oceanfront Corner Unit

BradRating, 5 starstoday
Great stay at Joe’s place. The view is spectacular. The unit had everything needed for fun beach days. Clean and relaxing space. Super convenient beach access and close to the pool. Joe was a responsive and accommodating host. We would absolutely stay here again!
Guest favourite
Apartment in St. Augustine
4.94 out of 5 average rating, 109 reviews

Bring the boat! 2 Bedroom Steps from the Beach

JustinRating, 5 stars1 week ago
Best rental my family has ever gotten. Walked to the beach and great food selections. Had toys for the kids and multiple items for the beach for use.
Top guest favourite
Apartment in St. Augustine
5 out of 5 average rating, 116 reviews

Windjammer 208, Oceanfront and Riverview

WandaRating, 5 stars3 weeks ago
Lereé was a fantastic host and always very responsive. The oceanfront balcony was the star of the show! It was extremely spacious and had plenty of seating. I have stayed in in many different places on the beach in St. Augustine over the last 40 years and this one made top of the list!

Quick stats about holiday rentals with a pool in St. Augustine Beach

  • Total rentals

    650 properties

  • Nightly prices starting at

    $51 SGD before taxes and fees

  • Total number of reviews

    16K reviews

  • Family-friendly rentals

    580 properties are a good fit for families

  • Pet-friendly rentals

    140 properties allow pets

  • Rentals with dedicated workspaces

    380 properties have a dedicated workspace

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