Beachfront vacation rentals in Anastasia Island

5 out of 5 average rating, 134 reviews

Home in St. Augustine

Beachside, SUPER CLEAN, huge yard, steps 2 beach

* 100% 5-star rating ⭐ * Less than 500 steps to St Augustine Beach! ⛱️ * Super comfortable and meticulously clean. ✨️ * Huge Private Oasis Backyard, BBQ, Speakers, LOTS of seating 🌴 * towels + beach chairs + beach cart ⛱️ * 100% cotton sheets and towels ☁️ * comfy beds, pillows, extra pillows + blankets, living room 😴 * 2 smart TV's 📺 * Fully stocked kitchen 🧑‍🍳 * On the Golden Mile, walk to restaurants, bars, shops And as a host I do all I can to ensure you have a great stay!

Condo in St. Augustine Beach

4.97 out of 5 average rating, 222 reviews

Ocean Front Gem: Top Floor Corner Unit

Top floor, direct ocean front, corner unit with elevator and beautiful unobstructed views of the beach from both bedrooms, living room, dining room, kitchen and private balcony. We have upgraded the condo and believe it to be the best condo in St Augustine Ocean and Racquet Resort. We also offer the condo immediately next door for rent, Ocean Front Escape: https://www.airbnb.com/h/saint-augustine-oceanfrontescape. Our checkin process is contact free. We use a Nest lock on the front door.

Guesthouse in St. Augustine

4.94 out of 5 average rating, 156 reviews

Heated Pool Beach Bungalow Steps to the Ocean

Beautiful brand new in 2022 en-suite Bungalow beach side! Perfect for a romantic get a way or just one person, just 600 steps to the beach. Five minutes to the St Augustine pier and 10 minutes to the oldest city in the US, Historic Downtown St Augustine. Not only do you have the most comfortable bed to fall into, a 50" TV, recliners and an amazing heated pool. Beautiful beach sunrises, fishing, hiking, Concerts at the Amphitheater. For your safety you have an electronic keyless entry.

4.93 out of 5 average rating, 165 reviews

Premier beach condo, 1st flr, heated pool, tennis

This newly updated premium unit on the first floor is located in the Premier Ocean Village Club. Walk out your private screened patio to the heated pool or take a short walk to the unheated pool or the Atlantic Ocean. Ocean Village Club is a gated community with private beach access that offers 2 pools (1 heated), tennis, shuffleboard, fitness room, and grilling/picnic pavilion. Unit is just minute away from the leading attractions, restaurants, and shopping in Historic St. Augustine!

4.96 out of 5 average rating, 191 reviews

Ocean Front Condo only Steps to the Beach.

Self-Check-In, Covid-19 Protocol Cleaning Utilized, Ground level, oceanfront unit w/ 2 bedrooms/2 baths at Sea Place, a quaint seaside community. Has updated kitchen & walk-in shower, washer/dryer, wifi, cable & covered patio. Amenities: 2 pools (not heated), tennis, racquetball, & beach access; 4 beach chairs & umbrella provided. Located near shops, restaurants & historic St. Augustine. 2 nights min stay. Max: 4 guests. No pets (per HOA), smoking or parties please. No BBQ grill per HOA.

4.87 out of 5 average rating, 195 reviews

Home in St. Augustine

Ocean Front Private Getaway in St. Augustine Beach

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!

4.97 out of 5 average rating, 249 reviews

Home in St. Augustine

St Augustine Beachside Home - Walk to Beach

Time to 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 a less than 10 minute . walk, depending on pace, 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.

4.94 out of 5 average rating, 111 reviews

++Perfect Romantic Getaway - Walk to the Sea

Our Condo by the Sea bids welcome from Anastasia Island! All modern amenities. Looking for a Romantic Getaway by the Sea? Relax and really unwind! This is the getaway you have been looking for. Located right on gorgeous, white sand Crescent Beach, a couple minute's walk from your gated condo, and only 15 minutes drive up A1A to The Historic District of St. Augustine and the nightlife of the City! Close to everything. Fabulous dining and historic sights. Come to our Condo and be amazed!

5 out of 5 average rating, 117 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.

Condo in St. Augustine Beach

4.95 out of 5 average rating, 142 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!

4.9 out of 5 average rating, 122 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!