
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

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.

361 Fun in the Sun | Direct Oceanfront Ground Floor
Direct Oceanfront, ground floor flat unit, no stairs. Located in Crescent Beach at Summerhouse. Family oriented complex located on over 25 acres with four pools and large grass areas. Highly desired 2 bedroom unit. This property is ground level and directly oceanfront. Flat style layout not a townhouse, there are two steps to the front door but otherwise no stairs. Sliding door opens directly to covered back porch. Please see our our other property 461 More Fun in the Sun, 3 Bedroom

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

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.

Ocean Front Gem: Top Floor Corner Unit
Top floor, direct oceanfront, 2 bedroom, 2 bathroom corner end unit condo with elevator and unobstructed beach views from both bedrooms, living room, dining room, kitchen and private balcony in beautiful St Augustine Ocean and Racquet Resort. We also offer for rent the condo immediately next door, Ocean Front Escape: https://www.airbnb.com/h/saint-augustine-oceanfrontescape. Our checkin process is contact free. We use a smart lock on the front door.
Popular amenities for Anastasia Island condo rentals
Weekly condo rentals

Riverfront direct views-Get it ALL in St Augustine

Oceanfront Retreat!

Surf Side Six C-3

Hideaway at Crescent Breach - St. Augustine

2br condo in st Augustine across from Beach

Quiet, Updated Condo - Pool, Bikes & Pickleball!

Newly renovated! Steps to BEACH & POOL!

34|Ocean at St Augustine Beach - 4+ Night Discount
Pet-friendly condo rentals

Ocean Side Complex w/ Heated Pool B-15

A108 Cozy Sunsets Vacation Home

The Beach Retreat - beach “stuff” included!

Newly Updated Condo in Hammock Beach Resort

Beach Resort | Pool, Hot Tub, 5 Min Walk to Beach.

Pool, Courts & Beach Gear — Perfect for Families

St Augustine Beach 2 Bed Condo

Walk to town, short drive to the beach.
Condo rentals with a pool

Oceanfront Condo! Located at Pier Park!

Heated Pool, Ocean Views, Beach, Playground, BBQ

Beachy Condo| Steps to Beach | Pools | Hot Tubs

Rare Oceanfront On the Beach,Pool,Picklball,Grill

Oceanfront Condo • Gourmet Kitchen • Luxury Baths

Island Oasis l Steps to the Ocean l 2 Pools

Beacher's Lodge Oceanfront Balcony Suite # 328

True Blue View Direct Oceanfront
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- Daytona International Speedway
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