
Holiday rentals with a pool in St. Augustine Beach
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Top-rated rentals with a pool in St. Augustine Beach
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.
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Popular amenities for St. Augustine Beach rentals with a pool
House rentals with a pool

Tide Pool - Heated Pool/Hot Tub/Golf Cart
Great and wonderful beach house ! Very comfortable has all you need for a Great vacation with the family and friends! Definitely returning!

HistoricLuxury•Designer Kitchen&Baths•Walk&Trolley
This was the perfect location for exploring St. Augustine’s! Quick walk to the historic district, and easy to take a quick drive to beaches and other areas. Jamie’s place is spacious & beautifully decorated as well - would look forward to returning!

Brand New Listing Luxe Palma Beach House
Monica’s home was amazing. It was spacious, beautiful, well appointed, and in a great location. She thought of every little detail. You basically don’t need to bring anything because she provides it all from pool and beach necessities to toiletries to kitchen essentials! She even provides kitchen gadgets and accessories that I don’t even have in my home! She was responsive and checked on us frequently. This was the perfect girls trip with my 3 aunts and cousins. We were so impressed we tried to book it again for October but she was already booked! I’ve stayed in many places all over the world and this was one of the nicest and most beautiful places I’ve ever stayed. I can’t wait to come back to St Augustine again! Thanks Monica!

Private oasis, private pool, exceeds expectations
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.

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

Spacious St. Augustine Home "The Gold Knocker"
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

HEATED, SALT POOL*Nearby Beach*GAME ROOM*Grill!!
Stay was very relaxing easy access to the beach close proximity to all amenities! would recommend.

Beach Home: Heated Pool, Game Room, Spa, Sleeps 12
Loved the location of the house. There was so much to do nearby, but it was very peaceful. it was close to a beautiful beach. The rooms were nice and the pool space was great. We definitely ended up doing quite a bit of laundry because we kept running out of towels and there were a lot of empty spice containers in the cabinet when we arrived, so we made a trip to the store to replace some of those. Overall, it was a beautiful house and a great location. We were sad to leave!
Apartment rentals with a pool

Heated Pool, Ocean Views, Beach, Playground, BBQ
Updated condo. Very well appointed. kitchen: had appropriate condiments and spices. cooking utensils were new and not damaged. No flaking Teflon or cheap Walmart pans. Living room: comfy couches. pull out couch was actually comfortable for a kid to sleep on. had games, didn't use them. Bedrooms: comfy beds. pillows were very firm. the extra pillows provided were softer. Bathrooms: came with plenty of towels including beach towels. Had shampoo, conditioner, and body wash. Patio: spent my mornings drinking coffee and watching the sunrise. plenty of seating. also the unit is on the 3rd floor, so the mosquitos and other biting bugs didn't get up that high. the grill is electric (condo requirements from the looks of the other units) so it is slow to heat up. fyi if you are grilling. Facilities: the workers and facilities are great. pool big. nice lawn for kids that had movies some nights. had tennis/pickleball courts, indoor pool and racquetball. had food trucks at pool daily

Direct Oceanfront ~ Fantastic Views!
Beautiful view of the beach and right next to the pool. We had a short stay but so glad we chose to stay here. Also highly recommend Commanders Outpost restaurant (3 minute drive down the street) for a great dinner

Steps to Beach, Bikes & Beach Equipment Included!
Prefect beach condo! Had everything we needed to enjoy the beach for a couple days. Hosts were lovely and wonderful communicators.

The Salty Suite Resort style condo
This Airbnb was perfect for a stay for two people. The space was clean, spacious, and had everything we needed. The location was quiet yet close to restaurants and the beach! We’d definitely stay here again!

After Dune Delight, BEACH FRONT w/Fishing Pier
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

~Hot Tub~Just Steps to the Beach~King Bed~2 Pools
It’s a nice cozy place within walkable distance to the beach. We had a great stay! I would definitely recommend this place.

St Augustine Beach 2 Bed Condo
Super location, a stones throw to any food you could think of! There were bikes available for use which is always nice in St. Auggie, will be back!

Windjammer 208, Oceanfront and Riverview
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
₹3,463 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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- Ponte Vedra Beach
- Daytona International Speedway
- Summer Haven st. Augustine FL
- TIAA Bank Field
- Old A1A Beach
- Boneyard Beach
- Daytona Lagoon
- Daytona Beach Boardwalk and Pier
- Kathryn Abbey Hanna Park
- Amelia Island State Park
- Butler Beach
- Crescent Beach
- Fountain of Youth Archaeological Park
- North Beach Guana River Preserve
- Guana Reserve Middle Beach
- Lightner Museum
- Palm Harbor Golf Club
- St. Augustine Alligator Farm Zoological Park
- MalaCompra Park
- Matanzas Beach
- Eagle Landing Golf Club
- Bent Creek Golf Course
- Driftwood Beach
- Jungle Hut Park