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Vacation rentals with a pool in St. Augustine Beach

Find and book unique homes with a pool on Airbnb

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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Top guest favorite
A person is seen in a casual pose near a life-size alligator statue on a wooden deck. The surrounding area features lush greenery, enhancing the natural setting. The alligator's mouth is open, and the wooden railing adds a rustic touch to the scene.
Condo in St. Augustine Beach
4.93 out of 5 average rating, 391 reviews

~Heated Pool~Hot Tub~Steps to the Beach~King Bed

~Less than 5 min walk to Beach ~Sunny South Facing Balcony with Ocean view ~2 pools (unheated & 1 heated in winter) ~5 Hot Tubs ~CORNER Top Floor Unit with ELEVATOR ~Private beach access ~Keyless Entry ~Snowbird long-term stay welcome ~WIFI ~ No stairs in condo ~Beach towels, chairs, cooler provided ~Short drive to DT ~Cable TV ~King Bed +Bunk bedroom ~Crib & Highchair ~Washer + Dryer ~Cooking essentials Reserve your dates today before they are gone. Add to favorites by clicking the ❤

Top guest favorite
A vibrant swimming pool reflects the evening sky, surrounded by well-maintained landscaping. Poolside seating includes colorful lounge chairs and a dining set, while a floating flamingo adds a playful touch. Soft lighting from string lights enhances the serene atmosphere as dusk approaches.
Home in St. Augustine
4.98 out of 5 average rating, 124 reviews

As seen on HGTV DesignerHome •Walk/Bike 2 Downtown

Off Street Parking 3 Min Drive/ 15 Min Walk to Historic Downtown 2 Min Drive to the St Augustine Amphitheater 2 Min Drive to Anastasia State Park Beach 1 Min Drive to Anastasia Fitness Club/Suana-Steam Rm/Pool Looking to get away from the hustle & bustle of the city? This designer home with an amazing pool is the perfect place to recharge. Downtown & the scenic beaches in Anastasia State Park are just a minutes away. With spacious living & modern amenities, the Home offers maximum comfort

Top guest favorite
Home in St. Augustine
4.98 out of 5 average rating, 109 reviews

Htd Pool/Arcade, FirePit& PuttingGreen 1.2 mi DT

ISLE BE BACK 🌴— a brand NEW modern home! Dates fill quickly for spring & summer — save your stay now! Welcome to your ultimate St. Augustine getaway! Just 5 mins from downtown, this fun-filled retreat is perfect for families, friends, or anyone looking to relax and play. Swim in the pool, compete on the putting green, roast s'mores by the fire pit, or challenge your crew on the retro Pac-Man machine—all without leaving the house! ✔ Sleeps 8 comfortably ✔ Easy self check-in & free parking

Top guest favorite
A spacious bedroom is furnished with a king bed, complemented by decorative pillows and a throw blanket. A large area rug with colorful patterns covers the tiled floor. Natural light enters through two windows, framed by light curtains, while a bedside lamp adds soft illumination.
Guest suite in St. Augustine
4.95 out of 5 average rating, 760 reviews

Sheepdog Hideway - on Anastasia Island near Amp!

Awesome, private guest suite located on Anastasia Island near the St Augustine Amphitheater! Walking distance to Anastasia State Park! Enjoy staying on the island without all the hustle of a hotel. We have beach cruiser bikes available for use! We are 1.5 miles from the closest public beach access and a 3 mile bike ride to downtown St Augustine! Update for COVID-19 pandemic: We will be spraying all hard surfaces with EPA-approved sanitizer to do our best to make sure surfaces are safe.

Superhost
A cozy living area features a blue sofa accompanied by a decorative chair and a wooden coffee table. A ceiling fan provides airflow in the space. The open layout offers a view of the kitchen, where modern appliances and a breakfast bar create a welcoming atmosphere.
Condo in Butler Beach
4.85 out of 5 average rating, 172 reviews

Ocean Side Complex with Heated pool B-24

Ocean Side Condo Complex. Just to be clear Ocean Side does not mean Ocean Front. You will not see the ocean from the balcony 1 Bedroom 1 Bath. There is a queen air mattress that 2 people can sleep on and can be put in the living room Must be 21 years old to rent IMPORTANT! This unit is DOG friendly. No other pets of any type are allowed. There is a $100 Pet Fee due when you book a reservation. I have to register them before you arrive No trailers or boats allowed or campers

Top guest favorite
The living area features comfortable seating, including a soft blue sofa and an armchair, arranged around a white coffee table. Light-colored décor and subtle greenery create a relaxed ambiance. The space is illuminated by a contemporary chandelier, with a view of the kitchen and dining area in the background.
Condo in St. Augustine Beach
4.95 out of 5 average rating, 175 reviews

Newly renovated! Steps to BEACH & POOL!

Our little slice of paradise is situated in the heart of St. Augustine Beach right on A1A Beach Blvd. Our unit, recently renovated, is just steps from the beach and closest building to the pool! 2 outdoor pools (1 heated in winter), 5 hot tubs & tennis courts. Perfect location to enjoy our beautiful beaches & all that Anastasia Island has to offer! Historic St. Augustine is less than 7 miles away. Unit is equipped with everything you need for a perfect beach vacation!

Guest favorite
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.
Condo in Butler Beach
4.94 out of 5 average rating, 155 reviews

Beautiful ocean, 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**

Guest favorite
Condo in Crescent Beach
4.77 out of 5 average rating, 220 reviews

Sunny Side Up-Direct Oceanfront EndUnit-HeatedPool

This OCEANFRONT end unit is set on the south end of the complex on one of Florida’s most beautiful wide sandy beaches, Crescent Beach. Attention to detail was taken in this contemporary coastal theme, with all the comforts needed for a short or longer stay. Enjoy incredible sunrises daily while enjoying everything that the Nations oldest city offers. An oversized OCEANFRONT saline pool to cool off after spending time on the beach. Heated pool in cooler months.

Guest favorite
A spacious living room features a light grey sectional sofa paired with an ottoman. A blue and white decorative pillow rests on the couch. A blue marlin is mounted on the wall above, complemented by a contemporary lamp on a side table. Natural light enters through a window with white blinds.
Condo in St. Augustine Beach
4.85 out of 5 average rating, 202 reviews

34|Ocean at St Augustine Beach

34|Ocean offers a luxurious seaside escape in St. Augustine Beach. Only 1 1/2 blocks from the public beach access and within a few minutes walk to the best restaurants and bars in St. Augustine Beach, the free splash park, and St. Augustine Pier, you’ll love the location of this condo and the laid-back, beachy environment. Completely gutted and renovated, we hope you will fall in love with the amenities of this spotless, clean condo!

Top guest favorite
An outdoor dining area features a wooden table with six chairs, shaded by a large tree. A small pool is visible nearby, surrounded by lounge chairs and tropical plants. A hammock can be seen draped between two posts, creating a space for relaxation.
Home in Vilano Beach
4.98 out of 5 average rating, 196 reviews

Secluded oasis pool home steps to the beach

In beautiful Vilano Beach Fl. New home built April 2019. Family neighborhood on dead end street. Beach entrance 50 ft to dune walkover. A 4 bedroom home has 2 masters downstairs, and 2 bedrooms upstairs with a play loft in between. Nearby restaurants, fishing, boating. Fenced back yard. We can heat the pool for $50 per day. bbq, and lounge chairs surrounding pool. Outdoor showers located near pool, beach toys , chairs.

Guest favorite
A spacious backyard is enclosed with a wooden fence, featuring a sparkling private pool. Several lounge chairs are arranged near the water, with colorful beach supplies positioned on the grassy lawn. The two-story home is visible in the background, highlighting the inviting outdoor area.
Home in Butler Beach
4.82 out of 5 average rating, 126 reviews

Seascape Blue | Heated Pool | 6-min Walk to BCH

The Seascape - Key-West style home is the perfect setting for every Florida beach vacation experience. 3-min walk to our white sand beach - Private, sparkling clean pool located in the fully fenced backyard. Effortlessly enjoy relaxation at the beach, lounge all day by the pool, or drive 15-mins to downtown St. Augustine to explore the hottest restaurants, bars, and historical sites.

Guest favorite
A spacious living area is furnished with a large blue sectional sofa and a wooden coffee table. A ceiling fan circulates air. Natural light enters through a balcony door, offering a view of the beach and surrounding coastal decor.
Condo in Vilano Beach
4.9 out of 5 average rating, 157 reviews

Ocean Views! 4 decks Beachside of A1A. Pool!

Privateb beach access on the property and a pool. This beachside three-story, 4 deck unit is on the east side of A1A. No crossing the busy highway when heading to the beach. There is a partially finished garage living room on the first floor attached to the bedroom with two twin beds. A perfect spot for the kids! Walk to a few restaurants, Publix and shops across the street.

Popular amenities for St. Augustine Beach rentals with a pool

When is the best time to visit St. Augustine Beach?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$31,547 GYDG$32,800 GYDG$36,561 GYDG$34,472 GYDG$32,382 GYDG$35,307 GYDG$35,725 GYDG$31,756 GYDG$30,920 GYDG$30,920 GYDG$33,427 GYDG$34,890 GYD
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Quick stats about vacation rentals with a pool in St. Augustine Beach

  • Total vacation rentals

    Explore 680 vacation rentals in St. Augustine Beach

  • Nightly prices starting at

    St. Augustine Beach vacation rentals start at G$16,714 GYD per night before taxes and fees

  • Verified guest reviews

    Over 18,310 verified reviews to help you choose

  • Family-friendly vacation rentals

    620 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 170 rentals that welcome pets

  • Rentals with dedicated workspaces

    340 properties have a dedicated workspace

  • Wi-Fi availability

    680 of St. Augustine Beach vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across St. Augustine Beach rentals

  • 4.7 Average rating

    St. Augustine Beach stays receive an average rating of 4.7 out of 5 from guests

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