Vacation rentals with a pool in St. Johns County

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Popular amenities for St. Johns County rentals with a pool

House rentals with a pool

Guest favorite
A serene outdoor space is featured, highlighting a heated pool surrounded by lounge chairs and a firepit. An outdoor bar with seating is present, along with palm trees adding a tropical touch. A comfortable gathering area is available, ideal for relaxation.
Home in St. Augustine
4.93 out of 5 average rating, 111 reviews

Beach paradise w/pool, firepit, hot tub, mini golf

ValerieRating, 5 stars1 week ago
What a wonderful place to vacation! Very peaceful neighborhood, close to the beach (easy walk) and close to Vilano Beach Publix/bridge to downtown St. Augustine. Fully stocked on essentials. We had 6 adults and it was very comfortable. Derek was so very responsive and gave great instructions on check-in/check-out procedures. Will definitely consider future stays. Thank you!
Top guest favorite
A clear swimming pool is depicted, showcasing calm water with scattered floating toys. Sunlight reflects off the surface, creating a serene atmosphere. Surrounding the pool are several black lounge chairs, providing space for relaxation.
Home in Jacksonville
4.86 out of 5 average rating, 207 reviews

Private FL Home with Pool, Hot tub & Luxury Master

JoanRating, 5 stars2 weeks ago
Sandra was a terrific host. her place was as described even better. beds were comfortable,lots of bathrooms, lots of outdoor seating, and pool toys and indoor and outdoor toys/games. perfect for us as we had a family wedding in the area. neighborhood was nice, quiet nearby to stores and restaurants.
Guest favorite
An aerial view captures a vibrant community featuring a resort-style pool surrounded by lounge chairs and palm trees. Nearby, a playground and a pickleball court are visible, framed by well-kept landscaping. The community consists of various houses and well-planned streets, indicating a spacious and welcoming environment.
Home in St. Augustine
5 out of 5 average rating, 12 reviews

St. Aug House: Pool, Gym, Pickleball + Dog Park

KateRating, 5 stars2 weeks ago
The house was perfect for our weekend stay. There were beach items in the garage and pickleball paddles in the cabinet. The location was a nice neighborhood with a pool a very short walk away. The instructions were very helpful and easy to understand.
Guest favorite
A spacious backyard features a refreshing salt-water pool, surrounded by a concrete patio and lush greenery. Several lounge chairs are positioned near the pool, inviting relaxation. The nearby house is partially visible, contributing to a serene outdoor environment.
Home in Jacksonville
4.79 out of 5 average rating, 120 reviews

Private Pool Home • Quiet • Near Beaches & Dining

LoriRating, 5 stars2 weeks ago
Pool was lovely. Layout was very open. Such a nice place for us as well as our dogs.
Guest favorite
An outdoor pool area is framed by palm trees, showcasing a large heated pool surrounded by a spacious patio. Colorful Adirondack chairs are arranged invitingly along the edge, offering a perfect spot for relaxation. The atmosphere is bright and sunny, with clear blue skies overhead.
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!!
Top guest favorite
The exterior of the home features a two-story structure with a welcoming porch. Potted plants hang from the posts, and a decorative sign is positioned near the entrance. Lush greenery and various plants are arranged along the pathway leading to the front steps.
Home in St. Augustine
4.98 out of 5 average rating, 171 reviews

Historic St. Augustine 2/2 Duplex & Pool

AllisonRating, 5 stars3 weeks ago
This was a PERFECT place to stay for the weekend! We were able to walk or take a quick Uber anywhere we wanted to go. There was so much to see and do and explore. When we wanted to relax the pool, video games (I won!) and especially the rocking chairs in the front porch gave us room to spread out and relax. This is an amazing place and absolutely perfect down to the last detail.
Guest favorite
The living area features a comfortable sectional sofa and an armchair, positioned around a coffee table. A flat-screen TV is mounted on the wall, while large windows invite natural light, enhancing the blue accent wall. The space includes tile flooring and a decorative area rug.
Home in St. Augustine
4.91 out of 5 average rating, 81 reviews

Upscale 3BR Townhome|Game Table|Pool|Close2 Beach*

EmmaRating, 5 stars2 weeks ago
Wonderful location that can’t be beat, just steps away from an amazing community pool and close to I-95, yet had a quiet, secluded feeling. Comfortable bedrooms and the living/dining area was bigger than we expected from the photos! Kitchen only has basic essentials, but was well organized and easy to use for breakfast and lunch. Washer, dryer, and dishwasher worked very well, and they even provided detergent pods. I’m an early riser and absolutely loved the peacefulness on the patio during the cool of the morning. Excellent, clear communication from the host through messages that allowed us the privacy that we prefer. Biggest improvement I have already recommended to the host is to take better care to mop the tile floors as they felt sticky. Wonderful place to stay, would definitely recommend!
Top guest favorite
An open kitchen design features modern wood cabinetry and stainless steel appliances. A central island with three bar stools provides casual seating. Natural light fills the space through large windows, highlighting the seamless flow into a bright dining area. Elegant flooring complements the relaxed atmosphere.
Home in St. Augustine
5 out of 5 average rating, 22 reviews

Ocean Breeze Getaway: St. Augustine/Jacksonville

JamesRating, 5 stars2 weeks ago
Fantastic place to stay and host was amazing. Will definitely be staying there again in the future.

Condo rentals with a pool

Top guest favorite
An aerial view captures the layout of the community, featuring a central swimming pool surrounded by lounge chairs. Lush greenery and trees create a serene atmosphere, while several buildings are positioned around the pool area, providing a park-like setting.
Condo in St. Augustine
4.99 out of 5 average rating, 110 reviews

Riverfront direct views-Get it ALL in St Augustine

NataliaRating, 5 stars3 weeks ago
I had an amazing stay at this condo! The view from the balcony was absolutely stunning—whether it was sunrise or sunset, the scenery made the experience unforgettable. It was the perfect spot to relax and unwind. The condo itself was spotless, stylish, and well-equipped with everything I needed for a comfortable stay. The bed was cozy, the kitchen had all the essentials, and the overall layout was spacious and inviting. The host was fantastic—very communicative, helpful, and made the check-in process smooth and simple. The location was also ideal, with easy access to local restaurants, shops, and attractions. If you’re looking for a beautiful, relaxing getaway with all the comforts of home and an unbeatable view, this is the place. I’ll definitely be coming back!
Top guest favorite
A balcony table is set for two, featuring white plates and cups, with expansive ocean views. Lush greenery and sandy beach can be seen in the distance under a clear blue sky, creating a serene and inviting outdoor space.
Condo in St. Augustine Beach
4.97 out of 5 average rating, 219 reviews

Ocean Front Gem; Top Floor Corner Unit

BrittanyRating, 5 stars2 weeks 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 favorite
A clear blue pool is surrounded by lounge chairs and palm trees, creating a relaxed atmosphere. The well-maintained area features a nearby shaded gazebo, enhancing the outdoor experience. Bright skies with scattered clouds are visible overhead, contributing to an inviting outdoor setting.
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 stars3 days 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.
Guest favorite
A cozy living area features soft beige furnishings and decorative blue pillows. A wooden coffee table occupies the center, while a stone fireplace adds warmth. Large sliding doors provide natural light and reveal views of the outdoors, framed by sheer curtains.
Condo 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 favorite
A spacious outdoor pool is surrounded by lounge chairs, providing ample seating for guests. The clear blue water invites relaxation, while palm trees and landscaped areas offer a tropical ambiance. Nearby buildings are visible in the background, enhancing the resort atmosphere.
Condo in St. Augustine Beach
4.95 out of 5 average rating, 136 reviews

Newly renovated! Steps to BEACH & POOL!

AshleyRating, 5 stars2 days ago
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!
Superhost
An oversized saline pool is set against a clear blue sky, offering an inviting space for relaxation. Lounge chairs are positioned around the pool area, with views of the ocean and palm trees visible in the background.
Condo in St. Augustine
4.73 out of 5 average rating, 196 reviews

Long time no Sea?-Oceanfront!-Summer Deals Now!

NatalieRating, 5 stars2 weeks ago
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.
Guest favorite
A comfortable living area is highlighted by a textured armchair and a sleek coffee table. A large flat-screen TV is mounted on the wall above a stylish cabinet, while sliding glass doors provide access to the balcony, allowing natural light to fill the space.
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.
Top guest favorite
A spacious heated pool is framed by palm trees and lounge chairs. A wooden gazebo with a shaded area is positioned in the background, providing an inviting spot for relaxation. The clear blue water reflects the bright sky, enhancing the tranquil atmosphere.
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 stars3 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!

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