Vacation rentals with outdoor seating in Anastasia Island

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.

Entire House w/ Backyard Hideaway - WALK TO BEACH

PARADISE ON PALMETTO: Unwind by the waves or at home in the backyard oasis. A true beach escape, we are nestled between the Atlantic Ocean & Intracoastal Waterway, walking distance to the beach and river. This bright, newly updated cottage is two blocks from the ocean and a 15 minute drive to the restaurants, bars, and attractions in Historic Downtown St. Augustine. Experience this ideal base to explore the Nation’s Oldest City! PARKING & WASHER/DRYER INCLUDED. SUPER CLEAN. NO CONTACT CHECK-IN.

Ocean Front Private Getaway in St. Augustine Beach

Just a few short steps from the ocean and 10 minutes from downtown St. Augustine, this unique, 1970s original PINK, three-story A-Frame home is ready to host your next vacation, bachelorette party, or any other getaway you have in mind! Its bright, cheerful interior is perfect for popping mimosas in the morning, or enjoying a beautiful beach day from your own private beach access. Stay for the weekend or stay for the season and create lasting memories of a lifetime - I can't wait to host you!

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.

Penthouse Artist Haven Ocean front Penthouse

Nestled along a pristine stretch of semi-private beach is this historic artists haven offering an absolute beachfront location like no other. This unique home is split into 3 separate floors, where you will be renting the entire top penthouse level. Inside you will find open studio living with a luxe king bed and a front and rear balcony. Enjoy uninterrupted ocean views from the panoramic windows while you relax & watch dolphins play in the surf and stunning sunsets spread across the sky.

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.

Art Studio Space – Quiet – Walk to Beach

This very private studio apartment is on Anastasia Island, with its own entrance across the street to Anastasia State Park, which includes the St. Augustine Amphitheater in a quiet, friendly beach neighborhood. This ideal location is quite literally "a walk in the park" to a beautiful undeveloped Florida beach; or a 10 minute drive across the famous Bridge of Lions to historic downtown St. Augustine – with quick access to the many local attractions and great restaurants in the area.

Ocean Front Escape: Top Floor

Top floor, direct ocean front condo with elevator and beautiful unobstructed 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.

Gorgeous Views, Golf cart w/beach access!

Beautiful home with outstanding view & access to the Intracoastal. Watch dolphins play, yachts cruise by or catch the sunset from the dock. If you're feeling adventurous, jump on a kayak or paddle board & explore the quaint islands nearby. If the ocean is calling, take a 2 min ride with the included 6 seater golf cart (must sign waiver) & drive right on to Crescent beach. Grab a surf or boogie board for some extra excitement!