Beachfront holiday rental in Anastasia Island

4.8 out of 5 average rating, 221 reviews

Home in St. Augustine

Amazing Ocean Views from living, dining & bedroom

Historic Boatbuilder's House. 4 bedroom house on St. Aug. Beach. 1/4 of mile south St. Johns County Pier and the southern tip of Anastasia State Park. Close to Amp. NO streets to cross and NO cars on this stretch of beach. 1 house from ocean. Great Views. 1 king, 2 queens and 2 full beds sleep 10-11. Chairs/tent/beach toys/games/books/grill. Kitchen ready to cook, iron, bath supplies. Walking distance to food, bars, shops, and music. Close to Historic Downtown. Chill, cool vintage beach house!

Apartment in St. Augustine Beach

An open dining area is situated adjacent to large windows, offering a view of a vibrant sunset over the ocean. A wooden table with several chairs dominates the space, complemented by a cozy sofa nearby. Decorative elements include a wall hanging and a potted plant.

4.98 out of 5 average rating, 124 reviews

Surfside Six, Direct Ocean Front, Ampitheatre

BEST spot to watch the sunrise, (and moonrise) on St Augustine Beach from every room in the condo and from the two direct beach front balconies! CORNER UNIT! TOP FLOOR! One balcony off the upstairs corner primary bedroom suite, walk in closet and ocean view King size beds in each bedroom. Anytime is a good time to be on the beach in St. Augustine! Winter Spring, Summer, or Fall! Besides being steps from the beach there are plenty of local eateries,great food, live music within walking distance.

Apartment in St. Augustine

The exterior of the two-story turquoise house is showcased, featuring a deck with seating and a beautifully landscaped yard filled with greenery and tropical plants. A clear blue sky enhances the inviting appearance of the home, which is situated in a residential area.

4.88 out of 5 average rating, 104 reviews

Ocean Views, Beach Bikes, Sunny Deck, Steps 2 Sand

Save my home to your wish-list by clicking on the <3 in the upper right corner! >Beach access across the street (1 min walk)! >Entire upstairs apartment >Gorgeous ocean views! >2 beach bikes provided >Private patio with seating >Sleeps 3 (2 in master, 1 on daybed) >Downtown St. Augustine is a 17 minute drive >Close to A1A Back 40 Beachside >Drip coffee pot >Electric Grill >Washer + Dryer access >Smart TVs with Netflix, Hulu, etc. >2-3 days of supplies provided (TP, trash bags, pods, etc.)

Superhost

4.78 out of 5 average rating, 100 reviews

Oceanfront Top Floor Corner 1 BR Condo - A+ Views

If you are looking for the best ocean view in Saint Augustine, look no further. This cozy 1 bed/1 bath oceanfront condo is the perfect beach getaway for a couple or small family just a short drive south of historic downtown Saint Augustine, Florida. Guests never want to leave the private balcony with its spectacular top-floor corner view of the ocean, Crescent Beach, and heated oceanfront swimming pool. Relax at the end of the day in the plush king bed with south facing views of the coast.

The living area is furnished with a comfortable sofa and armchair, providing a relaxed seating space. A media console holds a television, and large sliding doors lead to a private balcony. Natural light fills the room, highlighting a neutral color palette.

4.92 out of 5 average rating, 369 reviews

Oceanside complex M33 1 Bed 1 Bath w/Heated Pool

1 bedroom condo with King Size Bed, Sleeper Sofa, 55" TV's in Living Room and Bedroom. Stairs to 3rd Floor unit with private patio. Fully Equipped Kitchen, Dishwasher, Washer/Dryer, WiFi, Cable TV, Clubhouse, Fitness Room, Tennis Courts, 2 Swimming Pools (1 heated), Shuffleboard Courts, Picnic Area with Grills & Private Beach Walkway about 5-10 minute walk to the beach and pools . Dog Friendly (1 DOG ONLY) with a $100 pet fee due on Check In. Must be able to climb stairs 3rd floor condo

4.86 out of 5 average rating, 228 reviews

Home in St. Augustine

St. Aug Oceanfront Home w/ Heated Pool & Firepit

Just steps from the ocean and a 10-minute drive to historic downtown St. Augustine, this one-of-a-kind 1970s pink three-story A-frame is the perfect backdrop for your next vacation, bachelorette party, or relaxing getaway. Inside, you’ll find a bright, cheerful space—ideal for popping mimosas in the morning or unwinding after a sun-soaked day with private beach access. Whether you're staying for the weekend or the season, you're sure to make lasting memories. I can’t wait to host you!

A small dog wearing pink sunglasses sits atop a beach cart, with colorful beach items visible around. Soft sand stretches out in the background, and buildings are faintly seen in the distance under a partly cloudy sky.

4.92 out of 5 average rating, 303 reviews

~2 King Beds~Hot Tub~Walk to Beach~3 Bedroom

~2 KING Beds & 4 Twin Beds ~Hot Tub ~GROUND Floor ~Huge Soaking Tub in Master bath ~Free Covered Parking ~Great for Families ~ Patio ~ Pool not heated ~8 Minute Walk to Beach through complex (no street to cross) ~Private Beach Access ~Easy Self Check-In ~Gas BBQ Grill ~CORNER Unit Tons of Light ~Beach Items Provided ~15 Minute Drive to Downtown ~Smart TV (no cable) ~WIFI ~Washer Dryer ~Drip Coffee Pot Add my listing to your wishlist by clicking the ❤ in the upper right corner!

Condo in St. Augustine Beach

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.

4.96 out of 5 average rating, 182 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!

Superhost

A spacious balcony offers a wide view of the beach and ocean, framed by an elegant arched opening. Green dunes and distant waves are visible, while a flock of birds gracefully moves across the sky, adding to the serene coastal atmosphere.

4.88 out of 5 average rating, 137 reviews

Oceanfront Retreat!

Welcome to our Oceanfront Retreat! Close to everything St. Augustine has to offer. Beautiful beach, outstanding restaurants, museums, magnificent architecture, and a strong history dating back to 1565. Everyone wants to feel relaxed and refreshed on vacation. We have created a space that is comfortable and inviting to accomplish just that. Equipped with new finishes to anticipate your needs for a luxurious vacation. We hope you enjoy our little piece of paradise!

A bright living area features large floor-to-ceiling windows that provide sweeping ocean views. Comfortable seating is arranged around a central coffee table adorned with decorative items. A Smart TV is positioned for easy viewing, while a ceiling fan adds a cooling breeze.

4.97 out of 5 average rating, 145 reviews

Family Beach Condo - Steps To The Sand Or Pool

Our beach condo on Crescent Beach has been our family’s haven for years, and we’re excited to share it with you! The breathtaking ocean views from our living room and balcony are just the start—enjoy a renovated kitchen, comfy bedrooms, and family-friendly touches that make this place truly special. Whether you’re here to relax, explore historic St. Augustine, or enjoy the natural beauty of Anastasia State Park, we hope you’ll create lasting memories like we have!

4.96 out of 5 average rating, 302 reviews

A wooden walkway leads from a grassy area to the sandy beach, flanked by two benches on either side. The beach is visible in the distance, with gentle waves and a clear blue sky above.

Home in St. Augustine

St Augustine Beachside Home - Walk to Beach

Relax at our St Augustine Canal-front getaway! Great family destination just 15 min. to Historic Downtown St Augustine. Neighborhood features PRIVATE Beach Access with about a 10 minute walk to the Beach. Boating and Fishing at your Fingertips with private, over-the-water dock and ramp to floating dock where you can tie up your own boat/kayak/jet skis. The perfect end to your beachside dream day will be watching the sunset while on your private dock.