
Holiday rentals with a pool in Saint Augustine Shores
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Top-rated rentals with a pool in Saint Augustine Shores
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Popular amenities for Saint Augustine Shores rentals with a pool
House rentals with a pool

HEATED Saltwater POOL, Harry Potter, Fire Pit, BBQ
This was a fantastic staycation. I am a local to St Augustine, and the home away from home was just as described and so relaxing! The kitchen had everything ever imaginable! The home was sparkly clean very "homey". My 2 young boys loved the pool and the outdoor area! I loved the fact of all the pamphlets on the local history/things to do! Galina was very communicative and absolute pleasure to deal with. Thank you so much for opening/sharing your home with us. I will definitely book again!

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.

Home Away STAy w/ heated pool
Oh man where do I start. The place was impeccable and looked just like the pictures. It was super cute with lots of amenities. I felt like it was a hidden gem.

New Pool Home | 5 Minute Walk to Crescent Beach
Great find near St. Augustine! Close to the beach, and the private pool was amazing! Will keep this one on my list!

2023 Lux Home 4bd/3.5ba+HotTub+SaltPool+Walk2Beach
We loved our stay at Whitney and John’s place! Their home was immaculate. Perfect for a baby and two young children and a dreamy retreat for the adults. Just a few minutes walk to the beach. Adorable restaurants also walkable and perfect for a family! Whitney and John were so lovely and responsive. We can’t wait to go back!

Island Breeze - Screened Lanai/Pool/Close to Beach
Pure delight in such a lovely setting! Tropical, lush clean landscape, delightful pool so relaxing and just the right size. The lanai patio was screened in , watching TV with coffee in the AM perfect. Comfy beds, nice linens, lots of space, workable pretty kitchen, outdoor shower so convenient, the tv has good choices, the grill so nice to cook on, we were amazed at the accuracy of the position of the dishwasher! Lol YOU HAVE TO STAY HERE! A short pretty walk to the vast huge beach, so nice to do what you want there, no restrictions, dogs, tents, cigars, food, drinks, you can walk for miles and the shells are fun. Thank you for a perfect BIRTHDAY getaway xo.
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

Oceanfront Retreat!
Exceptional unit with incredible views. We would absolutely stay again, and hope to do so. Barbara was quick to respond and was the perfect host. Two dishwashers - what a bonus! There were lots of extra blankets, pillows, and our kids loved their bedroom. The shades kept the rooms so comfortable for sleeping in. Wonderful week with lifelong memories. Thank you, Barbara!

Ocean Front Gem; Top Floor Corner Unit
Wonderful time with family and friends for a much needed get away. We could not figure out the TV and Alan sent his friend and wife over to help fix the tvs. The friend and wife provided amazing food recommendations and places to go in downtown . Definitely recommend and will stay again .

Beaches are Open!!! St Augustine Oceanfront Condo
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.

Steps to Beach, Bikes & Beach Equipment Included!
Sea winds was a great place to stay for a vacation. It was quiet and relaxing and the beach was really close too. The owners were responsive with any of our questions. I would definitely like to stay here again.

Newly renovated! Steps to BEACH & POOL!
We loved staying here! You cannot beat this location. Would definitely stay here again. Comfortable. Clean. Lots of towels. Beach chairs, umbrella, everything you need for your stay. Easy parking. Thank you again!

After Dune Delight, BEACH FRONT w/Fishing Pier
Great host! Beautiful property!!! Can’t ask for a better view for both sunrise and sunsets. Have stayed in the area many times and this place was the best. Felt at home when arriving and didn’t want to leave. The neighbors were friendly. I got the rest and great memories that I was wanting on this vacation.

Long time no Sea?-Oceanfront!-Summer Deals Now!
Great value for the views!! Loved looking out at the beach! Would definitely come back. Could use an update on the living room furniture. And the front door is quite tough to close without making noise. Bring your own body wash and shampoo. A nice efficiency spot.
Quick stats about holiday rentals with a pool in Saint Augustine Shores
Total rentals
20 properties
Nightly prices starting at
₹6,046 before taxes and fees
Total number of reviews
750 reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 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
- Guana Reserve Middle Beach
- North Beach Guana River Preserve
- Lightner Museum
- Palm Harbor Golf Club
- St. Augustine Alligator Farm Zoological Park
- MalaCompra Park
- Matanzas Beach
- Bent Creek Golf Course
- Eagle Landing Golf Club
- Driftwood Beach
- Ravine Gardens State Park