Beachfront vacation rentals in Anastasia Island

Beachside, SUPER CLEAN, Oasis Yard, Summer Retreat

"We had an absolutely fantastic time staying at Dominick’s place. From start to finish, everything exceeded our expectations" * 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 * Fully stocked kitchen * On the Golden Mile

*Newly Remodeled 3/2 Oceanfront ~ 3 King Beds!*

Captains Quarters, a sweet condominium complex! You will enjoy the amenities this complex offers, including the pool in the courtyard and the community grilling area with gas grills. Best of all, this unit has a designated underground parking spot with super convenient access to your rental! This unit is located on the ocean so that you can enjoy beach/ocean views from almost every room. Wake up in your king-size bed with a full wall of windows overlooking the ocean. Guest parking is available!

Surfside Six, Direct Oceanfront, Beachfront

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.

Beachfront! Creston by the Sea, 11D!

Welcome to Creston by the Sea, 11D! Oceanfront, premier 2BR/2BA Town Home Condo presents fabulous views of Crescent Beach from both the Living Room and Master Bedroom balconies. The open concept condo has been recently renovated including a wonderfully updated kitchen and top to bottom updates on both bathrooms! The décor is fun, beachy and welcoming. We are steps away from the beach and the pool. St Augustine offers a unique history, fabulous dining, shopping, and many outdoor activities.

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.)

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.

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.

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**

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!

Seaglass Villa, a Sunny Beachside Retreat

Paradise is found at Seaglass Villa! A perfect blend of relaxation and luxury where a short walk through the resort will lead you to white sand beaches. On arrival of our newly renovated two-story condo, you’ll be welcomed by a sparkling clean space, a calming color palette with all the comforts of home including a stocked kitchen, three bedrooms and two full bathrooms with two screened porches. Guests love the happy-go-lucky vibe of the condo and resort.

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.

"Drift Away" at The Ocean Gallery

Drift Away in our newly renovated coastal retreat in St. Augustine Beach! ✨ Just steps from the ocean, this elegant 2BR/2BA condo features modern comforts, a private balcony overlooking the Las Palmas pool, and access to resort-style amenities pools (1 pool is heated all year round), hot tubs, gym, grills, and beach gear. Perfect for couples, families, and beach lovers looking to unwind in tropical luxury short drive (7 miles) to historic downtown.