Vacation rentals with a pool in St. Augustine Beach

A private balcony features two light-colored chairs and a round table, providing views of the ocean and a nearby pool. The scenery includes lush greenery and a clear sky, while birds can be seen flying in the distance.

4.84 out of 5 average rating, 270 reviews

Direct Oceanfront ~ Fantastic Views!

Only 50 steps to the ocean, with the pool in between! Unit 202 at Beacher’s Lodge Condos offers stunning ocean views and overlooks a heated Olympic-sized pool. This modern one-bedroom, one-bathroom condo, with a king-size bed and sofa sleeper, has a fantastic view from the living room, kitchen, and private balcony. Its conveniently located near the beach, oceanfront pool, and local amenities, including restaurants and a convenience store. Free dedicated Wi-Fi is also available during your stay.

An expansive backyard features a refreshing saltwater pool and a hot tub, surrounded by lush turf landscaping. A two-story building with a wooden staircase overlooks the serene outdoor space, framed by palm trees and vibrant plants. Lounge chairs are positioned nearby for relaxation.

4.98 out of 5 average rating, 102 reviews

Driftmark Cabin - RV friendly, Pool + Beach!

Experience the ultimate beachside getaway at our fully renovated Airbnb, just steps away from the sun-kissed sands. This luxurious retreat offers modern comfort with a private pool and inviting hot tub, allowing you to unwind in style. The recently upgraded interior boasts premium amenities, ensuring a relaxing stay. Outside, lush turf landscaping surrounds the pool, creating an oasis of comfort. Whether you're lounging by the pool, or enjoying the beach a stone's throw away, Driftmark delivers.

4.98 out of 5 average rating, 180 reviews

A view from the rooftop deck features a bright blue sky with fluffy clouds above. The inviting saltwater pool is visible below within a stone patio area, surrounded by lush greenery. Bar-height chairs and tables line the deck, offering a scenic spot for relaxation.

Cottage in St. Augustine

Fun Waterfront Retreat, Heated Pool, Rooftop Deck

You've found your waterfront oasis tucked under the White Birds of Paradise! This spacious retreat was formerly a commercial art gallery. Two queen beds, one full bathroom & full kitchen make for comfortable living! You have a fenced path leading you down to the beautiful waters of Salt Run where a rooftop deck & salt water in-ground pool invites you to relax and slow down. Less than a mile to downtown St. Augustine, a little over a mile to the Amphitheater and about 3 miles to the beach.

Apartment in St. Augustine

A private balcony overlooks the beach with ocean waves gently lapping at the shore. Two lounge chairs are positioned on the balcony, creating a serene spot to enjoy the view. The sky displays a mix of blue with scattered clouds, adding to the coastal atmosphere.

4.9 out of 5 average rating, 100 reviews

oceanview summer beach

Relax with the whole family at this peaceful beach place to stay. Four open heated swimming pools, tennis courts, pickball, basketball courts, kids playground make for a comfortable vacation home for the whole family. 24-hour gate provides you with a safe and comfortable living environment facing the sea and an unparalleled sunrise every day. If you've had enough of the sea, across the neighborhood is a national park. 15 minutes from the Saint Augustine, convenient transportation.（No pet）

The image displays a sparkling swimming pool surrounded by palm trees and sun chairs. A set of tables and an umbrella are positioned near the poolside, while a multi-story building with balconies is visible in the background against a clear blue sky.

5 out of 5 average rating, 115 reviews

Windjammer 208, Oceanfront and Riverview

Beautiful newly renovated condo in Crescent Beach, with spectacular views of the beach as well as the Matanzas river. Coffee while watching sunrise on your east balcony and wine while watching the sunset on the Windjammer fishing pier, while dolphins are entertaining you. 10 miles from historic St Augustine, a couple of miles from Marine land and a variety of restaurants close by. Flatscreen TV'S in all the rooms for your convenience when the weather does not allow you on the beach.

An outdoor swimming pool is surrounded by a spacious deck featuring multiple lounge chairs. Palm trees and well-maintained landscaping provide a tropical ambiance. The pool area is enclosed by a white fence, with the condo buildings visible in the background.

4.88 out of 5 average rating, 185 reviews

Peerless on the Pier

Newly renovated ocean front condo 2 bed/2.5 bath townhouse (2 story) Enjoy the views from the balcony offering a great place to enjoy your coffee in the morning, and watch the sunrise and the sound of the waves. The condo is walking distance to local restaurants and the St.Augustine beach pier. This is the closest condo on St. Augustine Beach to the downtown historic district. NO SMOKING 🚭 NO PETS. The unit is located on the second floor of the building. There is no elevator.

A tranquil backyard area is featured, showcasing a heated pool surrounded by lush greenery. Two black chairs are positioned on the stone patio, offering a comfortable spot for relaxation. The space is enclosed by vibrant tropical plants, enhancing the private atmosphere.

4.96 out of 5 average rating, 155 reviews

Dune Bungalow

Cottage style home with comfortable porches to enjoy sound of ocean waves breaking on the front and back porches. Pool in the back yard (heated by request for $50 per day) cookshed, fenced with lush trees and woods to the east. The inside looks large with high wood ceilings and multiple windows and glass doors to the beautiful pool area. Located on a dead end street in a family neighborhood with 5 star restaurants nearby. Fifteen minute drive to downtown St. Augustine.

A comfortable living area is showcased with a light-colored sofa and armchair. Natural light flows in through sliding glass doors. A flat-screen TV is mounted on the wall, and a coffee table rests on a wooden floor, surrounded by decorative items.

4.94 out of 5 average rating, 108 reviews

Bel oc'ean, St Augustine beach

Close to shopping and restaurants. 15 min drive to historic downtown. Perfect for families, couples, friends, or solo travelers. Enjoy having no stairs to climb! Family friendly vacation. New king bed. Fully equipped kitchen, free WiFi, 2 pools (one heated), full size washer/dryer in unit, Smart TV, pet friendly 1 Dog Only, requires $50 (cash) registration fee upon check in. There is also a flat $15 Pet Fee for guests bringing a dog. **Strictly NON-SMOKING unit**

Condo in St. Augustine Beach

A private balcony offers unobstructed views of the ocean and nearby sandy beach. Two white bar-style chairs are positioned at a small table, inviting relaxation while enjoying the scenery. Lush greenery can be seen in the foreground, complementing the coastal setting.

5 out of 5 average rating, 133 reviews

Ocean Front Escape; Top Floor

Top floor, direct ocean front condo with elevator and beautiful views of the beach from the private balcony, master bedroom, living room, dining room and kitchen. Located in beautiful St. Augustine Ocean & Racquet Resort. We also rent out the corner unit immediately next door, Ocean Front Gem, which is perfect for those traveling with friends: https://www.airbnb.com/h/saint-augustine-oceanfrontgem Our checkin process is contact free. We use a Nest lock on the door.

Guest suite in St. Augustine

A screened-in pool area features a crystal-clear water pool with a shallow entry. Two chairs, one green and one yellow, are positioned beside the pool, surrounded by natural greenery and a wooden fence. Sunlight brightens the space, creating a relaxing outdoor ambiance.

4.94 out of 5 average rating, 328 reviews

Ground floor--just 365 steps to beach!

Beautiful ground floor of a two-story house only 365 steps from one of the most beautiful beaches in the United States. Close to the Ancient City, with all its amenities and attractions. Within walking distance of great restaurants and bars. Private entrance, pool, fully furnished kitchenette with Keurig type coffeemaker, Internet, Cable TV. Two bedrooms, one with a queen bed, and the other a double Murphy bed. On-site parking for one car provided.

Guesthouse in St. Augustine

The outdoor cabana features a stone and wooden structure, providing shade over a sparkling pool. Comfortable seating is arranged around the patio area, with greenery surrounding the space. A green umbrella adds a pop of colour, enhancing the inviting outdoor atmosphere.

4.97 out of 5 average rating, 329 reviews

“Little Pink House”-hidden gem in the 💗 of Uptown

Stay with us and you truly can "Have It All"!. Just steps from shopping and restaurants, yet nestled in a quiet neighborhood. Walk to St George Street, The Fort, Visitors Center, Trolley Station, Coffee Shops, The Bayfront. 7 minutes from the Beach. Relax after a day of sightseeing around the pool, and enjoy coffee or wine on the porch. Little Pink House is the guest cottage right behind Pink House Uptown Charmer. More space for your group!

A spacious swimming pool is visible, surrounded by palm trees and lounge chairs. The inviting water reflects the clear blue sky. The pool area includes railings for safety and is located amidst the condo complex, with buildings and greenery in the background.

5 out of 5 average rating, 242 reviews

Ocean Gallery 1/1, 2 pools

Bright, airy and beachy, this condo at Ocean Gallery pairs resort-style amenities with an exceptionally clean, stylish and comfortable condo. Perfect for a couple or one family, it sleeps up to 4 in beds (primary bed sleeps 2; pullout sofa in living area sleeps 2 additional guests - perfect for kids). You’ll be a few steps from 1 of the 2 pools, and a 5 minute leisurely stroll through the complex will take you to the beach!

Vacation rentals for every style

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Popular amenities for St. Augustine Beach rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.88 out of 5 average rating, 185 reviews

A bright pool area features a heated swimming pool surrounded by a screened-in lanai. A deep blue outdoor sectional sofa and an outdoor dining table for six are visible, along with a mounted TV nearby. Lush greenery is seen beyond the pool area.

Home in Palm Coast

Spacious Heated Pool home with pool/pingpong table

AshleyRating, 5 stars1 month ago

We wanted a weekend trip to relax with our family and Roland’s place was just that. Great things for the kids to do at the house and close enough to St Augustine to go enjoy some of the attractions there. The house was clean and neat, the pool was perfect and we will definitely come back!

The outdoor living area features a heated pool surrounded by a patio. Several white seating chairs are positioned beside the pool, with a dining table visible in the background. Lush greenery and wooden fencing create a private, serene setting.

4.96 out of 5 average rating, 108 reviews

New luxury heated pool home steps from the beach!

CarmenRating, 5 stars3 weeks ago

Eason’s place is perfection. Everything was exactly as described and went above and beyond our expectation. Clear communication, absolutely no issues during our day. It’s in a great location and so close to the beach. 10/10 recommend you book it!

The outdoor area features a private pool surrounded by palm trees and greenery. Lounge chairs with blue cushions are arranged by the poolside, complemented by striped umbrellas. Potted plants with vibrant flowers add color to the space, creating a tranquil setting for relaxation.

5 out of 5 average rating, 127 reviews

Private oasis, private pool, exceeds expectations

JcRating, 5 stars1 month ago

We rented the house for a family gathering and to celebrate our daughter's graduation and it was perfect. The host was amazing and the property has everything you need and more. Our stay was perfect and we created great memories at this home. We highly recommend it.

A backyard area features a clear blue pool surrounded by a paved patio. Comfortable white lounge chairs are placed along the edges, and wooden fencing surrounds the space, offering privacy. Lush greenery can be seen beyond the pool.

4.92 out of 5 average rating, 139 reviews

steps to the beach, double mastersuite- pool home

BrooklynRating, 5 stars2 weeks ago

This place made for a lovely place for our bachelorette trip! Beautiful short walk to the ocean and a fun town just a few miles away. The house was beautiful and just all in all a great place to stay. Thank you Jody!

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.

4.98 out of 5 average rating, 167 reviews

Historic St. Augustine 2/2 Duplex & Pool

DonnaRating, 5 stars2 weeks ago

We were on a girl’s trip. There were six of us, and there was plenty of room to where we were not just running into each other. The house definitely had character, and the surrounding neighborhood was very quiet. We also loved having the pool just right outside the back door. I would definitely recommend this house. Lili was a great hostess!

5 out of 5 average rating, 140 reviews

Southern Charmer w/Pool - Walk to Everything!

TiffanyRating, 5 stars1 month ago

Came for a wedding. The home was exactly as the pics showed and it was pristine inside with all the necessities including beach chairs, umbrellas and towels. Perfect location, walkable quaint little area, lots of great recommendations too. Great space, amazing host, Pauline always responded quickly and went above and beyond to accommodate us. We thoroughly enjoyed our time there, just needed another day or two to enjoy the town. Highly recommend.

4.96 out of 5 average rating, 188 reviews

A screened lanai features a private heated pool surrounded by paver stones. Comfortable seating options are provided, including two chairs and a wooden bench. Large windows allow natural light to fill the space, while a view of a spacious backyard is visible beyond the screen.

Home in Lincolnville

Walk downtown, pool beach min to everything pet ok

Linda ShorkeRating, 5 stars1 month 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.

A private heated saltwater pool is set in a spacious, well-maintained outdoor area surrounded by a wooden fence. Comfortable lounge chairs line the poolside, while shaded seating is available nearby, providing a tranquil space for relaxation and enjoyment in the warm sunlight.

4.94 out of 5 average rating, 104 reviews

New LUX 4bed Saltwater, HEATED POOL, 2 Masters

KristaRating, 5 stars3 weeks ago

Maya was EXTREMELY responsive, answered all my questions within minutes of sending her a message. The place was incredibly clean and beautifully decorated. The outside space was perfect for a family gathering. The pool and ability to dine outdoors and grill out (on a nice clean Weber Grill) was a highlight. The place accomodated our group of 8 perfectly. The living space provided a nice space for game night and eating our meals together. I would highly recommend this place. It was a quick easy walk to a very quiet, pretty beach. We will stay here again.

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Condo rentals with a pool

A vibrant view shows lush green lawns and palm trees leading to the outdoor pool area, with the ocean visible in the background. Two white buildings frame the scene under a clear blue sky, emphasizing the serene coastal atmosphere.

4.85 out of 5 average rating, 103 reviews

Heated Pool, Ocean Views, Beach, Playground, BBQ

NicholasRating, 5 stars1 month ago

We fell in love with the palm city area. The commanders shellfish camp and rodies place were our favorites. Publics right down the road. Multiple beaches around. Dani is a good property manager. Whole bunch of properties to choose from. Stay was clean. communication was easy and clear. House rules were simple and reasonable. Check out list was not overbearing. Would stay again.

4.78 out of 5 average rating, 118 reviews

An outdoor pool is surrounded by lounge chairs and palm trees, offering a view of the ocean and lush greenery. The bright blue water invites relaxation, while a small shaded area near the pool provides a space for respite from the sun.

Condo in Palm Coast

Luxury Condo at the Beach

JocelynRating, 5 stars2 weeks ago

We all really enjoyed our stay. The condo felt very cozy and we were right at home for our stay. The condo is kept in great condition and perfectly fit our group for the trip! Area is also very nice and near nice local amenities. If you’re looking for a quiet, comfortable, and nature oriented place to stay, this is the stay for you!

A view of the ocean and sandy beach is captured from the balcony. Lush green shrubs and grasses line the perimeter, enhancing the natural setting. The boardwalk is visible, leading to the beach, under a clear blue sky.

4.9 out of 5 average rating, 128 reviews

Sunrise Special | Steps to Beach | Ocean Front

JacquelynRating, 5 stars1 week ago

We just got back from spending the long holiday weekend at Butch and Heidi’s place and it was great. The place was tastefully decorated and had everything we needed. The views from the condo drew us to book and boy did they NOT disappoint. The ocean views were stunning and we enjoyed watching the sun rise over the ocean each morning.

An aerial view showcases a lush golf course, bordered by tranquil lakes and framed by a mix of trees. Smooth paths are visible alongside manicured fairways, with sand traps strategically placed. The clear blue sky adds to the serene atmosphere of the landscape.

4.8 out of 5 average rating, 5 reviews

Golfers Getaway Pool, Jacuzzi & Spa in WGV

LaurenRating, 5 stars1 month ago

I had a wonderful stay at this Airbnb ! The condo was exactly as described—clean, comfortable, and well-stocked with everything I needed for a relaxing visit. The bed was comfortable, and I appreciated the local recommendations. The location was perfect—quiet, safe, and close to many restaurants and stores (Starbucks/publix, etc). Communication with the host was easy and prompt; they were very friendly and made check-in and check-out completely hassle-free. I’d definitely stay here again and highly recommend it to anyone visiting the area!

Condo in St. Augustine Beach

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.

4.95 out of 5 average rating, 132 reviews

Newly renovated! Steps to BEACH & POOL!

JasonRating, 5 stars1 week ago

Great place . Very nice and clean . Great Location

A serene sunset is captured over tranquil waters, reflecting vibrant orange and golden hues. The horizon is defined by soft clouds, creating a peaceful ambiance. Silhouetted trees and landscapes are visible in the distance, enhancing the natural beauty of the scene.

4.91 out of 5 average rating, 33 reviews

Coastal Condo

KaitlinRating, 5 stars4 days ago

Great place to stay! The beach access is across a busy road and has many stairs. We ended up driving a little down the road to park close to the beach. The place was super clean and had everything we needed for our stay.

Condo in St. Augustine Beach

A clear swimming pool is surrounded by palm trees and lounge chairs. The bright blue water reflects the sun, while nearby buildings feature balconies that offer views of the pool area. The scene conveys a relaxing atmosphere in a coastal setting.

4.85 out of 5 average rating, 162 reviews

Ocean Side Complex with Heated pool B-24

SebastianRating, 5 stars3 months ago

Really good looking, clean, welcoming place and well located. Todd was always responsive and there to clear any questions or doubts. the check in was easy with clear instructions and it was overall a pleasure to stay here.

A view from the balcony showcases a well-maintained landscape with lush green grass and palm trees. The image features a swimming pool surrounded by lounge chairs and elegantly designed buildings in the background, all while the ocean is visible beyond the manicured grounds.