Condo vacation rentals in Anastasia Island

Treehouse Artist Haven Direct Oceanfront 2br

Located along a stretch of pristine beach is this spectacular house with a beachfront location like no other. This unique home encompasses 3 separate floors. This is the middle of the 3 floors “The Artists Haven”. Inside you will find 2 bedrooms, a bath and an open plan living/dining area that opens out to a surrounding deck with seating. Enjoy uninterrupted ocean views from the wrap around deck with many places to relax & watch dolphins, sip your morning coffee or watch the pink sunsets. 1002

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.

2 bed 1 bath 1st floor condo on Anastasia Island

Newly renovated condo sits on a quiet residensial culdasac, just a short walk or bike ride to Cresent Beach. And 5 to 10 minutes by car to the many other beaches close by. We have baech amenities for your use. Visit the Aligator Farm, Lighthouse, or a night at the amphitheater for live music. 15 minutes by car to St. George's Street shopping, restaurants, museums and more. Come visit the oldest city in our nation, founded in 1565. A stay you won't soon forget and definitely want to return.

Incredible Waterfront Townhome

As close to the water as you can get! Our building is considered the best in the complex which is waterfront, very private and peaceful. Perched on the Point we have fantastic views overlooking the intracoastal's oyster beds, mangroves, exotic birds, fish and bald eagles!. The sunsets are incredible. A fisherman's paradise. There is a private boat dock and a small boat ramp to launch your kayak. Watch dolphins put on a show almost daily from your lanai. The beach is right across the street!

SeaPlace Ocean & Pool Views, 2/3 Steps to Beach

Beautiful St. Augustine Beach ocean & pool views from this 2/2.5 townhouse style condo steps to the beach. Come enjoy everything this vibrant city has to offer. Two quiet bedrooms and bathrooms upstairs. 2 private balconies. Downstairs is a full kitchen, dining area for 6, half bathroom, living area w/ newer 65" TV. 10 minutes from historic downtown. Family friendly resort community w/ pools, tennis, pickleball, basketball and bocce’ ball courts. Book now and let the island magic begin.

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

Middle of Historic District + Quiet at Night

Cordova Gold is located near the infamous Casa Monica hotel, behind the Lightner Museum & Flagler College. Walk to everything historic St. Augustine has to offer but enjoy the peaceful local neighborhood after your activities. Our condo building was built between 1885 - 1893 by Henry Flagler to serve as the servants' quarters for his Ponce de Leon Hotel, now known as Flagler College. We have 1 dedicated parking spot in our lot along with 1 off-street parking space which is very rare.

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.

Quiet, Updated Condo - Pool, Bikes & Pickleball!

Relax at our beautifully updated 2BR/2.5BA condo in a quiet, family-friendly St. Augustine Beach community! Newly renovated guest (not yet pictured) and powder bathrooms completed for summer 2026. Enjoy easy beach access via a private boardwalk, pool, hot tub, tennis & pickleball courts, beach gear, bicycles, private balconies, and a fully stocked kitchen. Conveniently located near restaurants, shops, and historic downtown St. Augustine—perfect for your next coastal getaway!

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!

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**

Sunrise Special | Steps to Beach | Ocean Front

Our OCEAN FRONT condo is just a short boardwalk to miles of beautiful beaches. Updated, modern, comfy living in this 2 bedroom condo w a balcony that allows generous views of the ocean! Features 2 pools (1 heated), 5 hot tubs, tennis courts, a pickle ball court, and bocci. Just 10 mins from the fabulous Old Town Historic District. Enjoy a spectacular sunrise with your morning coffee. Relax with the whole family at this peaceful place to stay. Must be 23 to rent.