Some info has been automatically translated. Show original language

Beachfront vacation rentals in Anastasia Island

Find and book unique beachfront homes on Airbnb

Top-rated beachfront rentals in Anastasia Island

Guests agree: these beachfront homes are highly rated for location, cleanliness, and more.

%{current} / %{total}1 / 1
Top guest favorite
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.
Apartment in St. Augustine Beach
4.97 out of 5 average rating, 109 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.

Guest favorite
A comfortably arranged living room features a sectional sofa and wicker chairs. A media console holds a flat-screen TV, and light-colored tiles create an airy feel. A decorative coffee table centers the space, while subtle blue accents complement the beach-themed decor.
Condo in St. Augustine
4.94 out of 5 average rating, 104 reviews

Life's a Beach - 2 Bdrm Ocean view steps to beach!

Our freshly renovated two-bedroom, two-bath Oceanside condominium is perfect for your next getaway. Family friendly with crib next to MBR. Only a few steps from direct access to Crescent Beach--go from door to shore in just three minutes! Enjoy your morning coffee (or happy hour cocktail) in the screened patio overlooking the swimming pool. A short 15-min drive to downtown St. Augustine and all it has to offer. Don’t miss the holiday season “Nights of Lights” which runs from Nov 18-Jan 31.

Guest favorite
An open living area features a light-toned laminate floor and a spacious dark sofa facing a wall-mounted TV. A white coffee table sits in front of the sofa, while two wooden stools are positioned nearby. The kitchen is visible in the background, with natural light coming through the window.
Condo in St. Augustine
4.86 out of 5 average rating, 287 reviews

Oceanside complex B17 1 Bed 1 Bath w/Heated Pool

1 Bedroom interior Condo in Oceanfront Complex (no view of the ocean) King Bed, Queen Sleeper Sofa, TV's in Living Room and Bedroom, 1st Floor unit with screened patio, Fully Equipped Kitchen, Dishwasher, Washer/Dryer, WiFi, Cable TV, Clubhouse, Fitness Room, Tennis Courts, 2 Swimming Pools (1 heated) Shuffleboard Courts, Picnic Area & Private Beach Walkway. Dog Friendly (1 DOG ONLY) with a $100 pet fee due on Check In. Restricted Breeds: Rottweiler, Pit bull, Doberman, Chow, German Shepherd.

Guest favorite
Condo in St. Augustine
4.92 out of 5 average rating, 154 reviews

2 King Beds - Walk to Beach

Experience the ultimate getaway at our charming beach retreat, just a short stroll to the beach. Perfect for families, friends, or couples looking to relax and unwind, the perfect blend of comfort and convenience Enjoy a restful night's sleep in two luxurious king-size beds, designed for comfort and relaxation Stay connected with fast, reliable Wi-Fi throughout the property, ensuring you never miss a beat Enjoy the convenience of instant hot water, you never have to worry about running out

Guest favorite
Two blue patio chairs are positioned on a wooden deck, facing the ocean. The expansive beach and gentle waves are visible in the background, under a clear blue sky dotted with soft clouds.
Home in St. Augustine
4.88 out of 5 average rating, 148 reviews

Oceanfront Barefoot Beach Retreat

Lovingly updated oceanfront cottage, located on a fabulous and quiet stretch of beach in Vilano Beach. Just ten minutes north of historic downtown St Augustine . Close enough for a quick drive to see the sights but just far enough away to get some peace and quiet ! Beautiful beach with access right off the back of this dreamy home, enjoy amazing sunrises right off the back deck or even from the master bed ! Kick off your shoes and leave your worries behind and enjoy the peace and serenity !

Top guest favorite
A spacious balcony overlooks a sandy beach and the ocean, where gentle waves meet the shore. Palm trees are visible in the foreground, providing a tropical backdrop. Beachgoers can be seen enjoying the sun and surf under clear blue skies.
Condo in St. Augustine
4.94 out of 5 average rating, 144 reviews

Summerhouse - Direct Oceanfront Corner Unit

Newly Renovated & Updated Direct Oceanfront Corner Unit With Miles of White Sandy Beaches Directly Accessible Right Outside! UNBELIEVABLE VIEWS! Freshly repainted! New: High-End Memory Foam Mattresses! Capri swivel gliders in living room, so comfy and amazing views from every seat! 65" & 2x 50" 4K Smart TV's! High-End Berlin Gardens Patio Furniture! Decorations, Linens and Towels! Amazing Female-Owned, Local Cleaning Service, Well-Paid & Very Thorough, Disinfected Throughout!

Top guest favorite
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
4.97 out of 5 average rating, 288 reviews

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.

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 St. Augustine
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**

Top guest favorite
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.
Condo in St. Augustine
4.97 out of 5 average rating, 131 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!

Top guest favorite
The image captures a serene beach view framed by tall grasses. The gentle waves can be seen lapping at the white sand, with a few distant beachgoers enjoying the day under the clear sky. The tranquil blue ocean complements the soft tones of the beach.
Townhouse in St. Augustine
4.92 out of 5 average rating, 155 reviews

Dunewalk 2 Spacious Crescent Beach Condo

3 Story condo with ocean views and a short walk on private road to Crescent Beach through the dunes. Very peaceful, all the amenities for the beach and fully stocked condo. Entire 2 bedroom unit to yourself. 8 miles from historic St. Augustine. Close to great restaurants, boat ramps, kayaking, boat rentals. Please do not rent this property if you intend to bring a pet/service animal it is strictly animal-free due to allergies.

Guest favorite
The exterior of the cottage features a grey facade with a contrasting red door, surrounded by lush greenery and palm trees. A set of stairs leads to the entrance, with two black chairs positioned beside it. The context highlights a clear blue sky and sandy pathways.
Cottage in St. Augustine
4.79 out of 5 average rating, 233 reviews

Rustic Little Beach House-Right on the beach!

Welcome to the Little Beach House, it's rustic charm only exceeded by it's unique location, the beach, where you can enjoy the sunrise from it's deck facing the beach and Atlantic Ocean and later watch the sunset over the inter coastal waterway from the deck facing the marsh. This magic location is close to historic down town ST. Augustine.

Top guest favorite
A spacious outdoor area features teal Adirondack chairs arranged around a fire pit, with a clear view of the ocean and sandy beach beyond. Lush greenery adds a natural touch, while a blue sky with scattered clouds enhances the serene setting.
Apartment in St. Augustine
4.98 out of 5 average rating, 317 reviews

Modern Ocean-Front Apartment with Water Views

Completely remodeled, ocean-front apartment with lots of windows and incredible ocean views. Relax on the back patio enjoying the ocean breeze and sounds of the waves, or roast marshmallows around the fire pit and play a game of bocce ball. Stroll down the private sidewalk, just steps to the beautiful white-sand beach!

Popular amenities for Anastasia Island beachfront rentals

Destinations to explore