Holiday rentals with a pool in Historic District, St. Augustine

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Popular amenities for Historic District, St. Augustine rentals with a pool

House rentals with a pool

Top Guest favourite
Home in St. Augustine
4.96 out of 5 average rating, 56 reviews

Heated pool retreat! Walk to historic downtown

KennethRating, 5 stars3 weeks ago
The house was perfect for my group of 6 adults. The house perfectly clean. The pool was amazing to hangout at and cool off. Will definitely use again in the future.
Guest favourite
Home in St. Augustine
4.96 out of 5 average rating, 68 reviews

Fun & airy Florida vacation home with private pool

MariangelRating, 5 stars1 month ago
Our stay at this Airbnb was absolutely wonderful! The home was spotless, beautifully decorated, and had every amenity we could possibly need. The beds were incredibly comfortable, the kitchen was fully stocked, and we loved relaxing in the cozy living room after a day of exploring. The location was ideal, close to great restaurants, shops, and attractions, but tucked away enough to feel peaceful and private.. We felt completely at home and are already planning our next trip back. Highly recommend this Airbnb to anyone looking for a clean, comfortable, and memorable place to stay!
Top Guest favourite
Home in St. Augustine
4.95 out of 5 average rating, 63 reviews

Sunset Cove - Heated Pool - Sea Views - Walkable

SamanthaRating, 5 stars2 weeks ago
Extremely beautiful modern home! Loved the layout of the house! The pool was the cherry on top! Just a quick 5 minute drive to either downtown with tons of shops/restaurants or 5 mins to the beach! Will definitely be back!
Guest favourite
Home in Lincolnville
4.96 out of 5 average rating, 188 reviews

Walk downtown, pool beach min to everything pet ok

Linda ShorkeRating, 5 stars2 months ago
We had a wonderful family reunion at Theresa’s lovely house. There was something for every age group to do. The yard was very private and yet you could walk to coffee shops and even to downtown. The pool was wonderful and the house was spacious. The host was very accommodating and even my dog felt welcomed! Would definitely recommend and plan on staying again.
Superhost
Home in St. Augustine
4.84 out of 5 average rating, 228 reviews

Spacious St. Augustine Home "The Gold Knocker"

TristinRating, 5 stars2 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
Guest favourite
Home in St. Augustine
4.93 out of 5 average rating, 109 reviews

Splash & Explore

JulieRating, 5 stars1 week ago
This Airbnb had the best layout, space, and number of beds and baths for our large family group that we've encountered in many years of gathering. It was also spotless and a fantastic location for everything we wanted to do in St Augustine. The host was very communicative, especially when I asked questions; response time was quick. There was only one small surprise that led me to give 4 stars instead of 5 for a couple of areas: description and value. The surprise was the pool is small, what I have heard referred to as a"cocktail pool" . We still had fun in it but with such a large group (8 adults and 4 kids), it was smaller than we hoped for. This was close to meeting the "value" category but I felt a little overpriced to not either be on water or have a large pool. Having said that, I would stay again, particularly in winter when the pool isn't as much of a factor.
Guest favourite
Home in St. Augustine
4.93 out of 5 average rating, 30 reviews

Peacock Cottage - New Construction/Heated Pool

SantoshRating, 5 stars3 weeks ago
We had a wonderful time enjoying the pool and having a home base to explore the historical district of St. Augustine. Would 100% recommend especially if you are traveling with young kids
Top Guest favourite
Home in St. Augustine
5 out of 5 average rating, 25 reviews

17 Palms Beach House

Mary BethRating, 5 stars5 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.

Condo rentals with a pool

Top Guest favourite
Condo in St. Augustine
4.93 out of 5 average rating, 111 reviews

Spanish Colonial Design One Bedroom Condominium

HannahRating, 5 stars1 week ago
Nicki’s place was a perfect, peaceful and private getaway for my husband and I. We thoroughly enjoyed our stay! Close to a Publix and quick bites. Only a 25 minute drive to historic St. Augustine, and 35 minutes to the beach. We felt safe in the gated community and enjoyed the pool/hot tub.
Top Guest favourite
Condo in St. Augustine Beach
4.97 out of 5 average rating, 219 reviews

Ocean Front Gem; Top Floor Corner Unit

BrittanyRating, 5 stars1 week ago
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 .
Guest favourite
Condo in St. Augustine
4.92 out of 5 average rating, 312 reviews

Oceanside complex M33 1 Bed 1 Bath w/Heated Pool

JenniferRating, 5 stars1 day ago
We very much enjoyed our stay! The condo was amazing. The pools were very clean and peaceful. Our host was very responsive and kind. The walk to the beach wasn’t that bad at all! I loved the security features and felt safe with my daughters. I would recommend this condo to friends, and would stay here again.
Top Guest favourite
Condo in St. Augustine
4.91 out of 5 average rating, 220 reviews

The Salty Suite Resort style condo

PaytonRating, 5 stars1 week ago
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!
Guest favourite
Condo in St. Augustine Beach
4.94 out of 5 average rating, 359 reviews

~Hot Tub~Just Steps to the Beach~King Bed~2 Pools

DivyaRating, 5 stars2 weeks ago
It’s a nice cozy place within walkable distance to the beach. We had a great stay! I would definitely recommend this place.
Guest favourite
Condo 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.
Guest favourite
Condo in St. Augustine
4.95 out of 5 average rating, 113 reviews

St Augustine Beach 2 Bed Condo

KyleRating, 5 stars2 weeks ago
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!
Top Guest favourite
Condo in St. Augustine Beach
4.99 out of 5 average rating, 181 reviews

The Flirty Flamingo St Augustine Beach 3 BR Condo

GloriaRating, 5 stars2 weeks ago
Cindy is rated super host. It's no wonder; she's easily accessible, responsive and delightful. The unit itself? 5 out of 5. Beautifully decorated and appointed. Great proximity to pools AND beach. My sisters and I enjoyed everything needed for a week-long stress free/care free vacation. We so enjoyed meals out on the balcony overlooking the lagoon pool. Would we go back? YYYEEESSS ... in a heartbeat. Thank you, Cindy!

Quick stats about holiday rentals with a pool in Historic District, St. Augustine

  • Total rentals

    30 properties

  • Nightly prices starting at

    $167 NZD before taxes and fees

  • Total number of reviews

    2.9K reviews

  • Family-friendly rentals

    30 properties are a good fit for families

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

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