
Condo vacation rentals in Anastasia Island
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Top-rated condo rentals in Anastasia Island
Guests agree: these condos are highly rated for location, cleanliness, and more.

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

St.Augustine Beach,Seaside at Anastasia,Condo
Seaside at Anastasia is directly across the street from the ocean, St. Johns pier, weekly farmers market, walk to great restaurants. Just minutes away from historical downtown Saint Augustine. Enjoy our heated pool and exercise room. This condo is a 3 bedroom, 2 bath, laundry room, full upgraded kitchen and patio with access to pool. No stairs to worry about. 1st floor Condo with parking directly in front of the unit. Handicapped parking and access to the unit is also in front of this condo.

100 Feet to the Beach|Bikes|Waffles|Pools
100 feet to the beach! Imagine: sunrise coffee on your private patio, next build yourself a waffle, then build a sandcastle, surf the waves, and finally cool off in the pool. This modern beachfront condo is your launchpad for Summer fun! Whip up meals in the expansive kitchen, relax in stylish comfort, and unwind in luxurious bathrooms. Drive to charming Old Town (10 min) for music, shops, and history. 2 bikes! Beach gear, bites, and adventure await nearby. Unforgettable memories start here!

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.

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.

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!

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.

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.

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!

Bel oc'ean, 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!

Boutique Beachside condo with easy access to beach
Skipper’s Hideaway is a charming beachside retreat that sleeps up to six, with a king bed, queen sofa pull-out, and twin daybed with trundle. Located on the ground floor for easy access, the condo offers a partial Atlantic Ocean view from the living room window. Just steps from Crescent Beach, this peaceful spot is perfect for relaxing. For more excitement, the shops, restaurants, and nightlife of downtown St. Augustine are only a 15-minute drive away.
Popular amenities for Anastasia Island condo rentals
Weekly condo rentals

Surf Side Six C-3

After Dune Delight, BEACH FRONT w/Fishing Pier

Wade n Sea Ocean Front Condo

Rooftop Terrace & Bay Views | St George St

2 bed 1 bath 1st floor condo on Anastasia Island

Seaglass Villa, a Sunny Beachside Retreat

The Nest at Quail Hollow Oceanside 2br/2bth condo

Hideaway at Crescent Breach - St. Augustine
Pet-friendly condo rentals

Oceanside complex M33 1 Bed 1 Bath w/Heated Pool

The Beach Retreat - beach “stuff” included!

2 King Beds - Walk to Beach

Ocean Side Complex w/ Heated Pool B-15

Walk to town, short drive to the beach.

St Augustine Beach 2 Bed Condo

A108 Cozy Sunsets Vacation Home

~2 King Beds~Hot Tub~Walk to Beach~3 Bedroom
Condo rentals with a pool

Quiet, Updated Condo - Pool, Bikes & Pickleball!

Summerhouse - Direct Oceanfront Corner Unit

361 Fun in the Sun | Direct Oceanfront Ground Floor

What a View! Sand & Sea!

Oceanfront Condo! Located at Pier Park!

Gorgeous Sea Place Ocean View Condo

Oceanfront Resort ~ Beautiful Unit ~ Ocean View!

"Drift Away" at The Ocean Gallery
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- Daytona International Speedway
- EverBank Stadium
- St Augustine Amphitheatre
- University of North Florida
- Ocean Center
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- Huguenot Memorial Park
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