
Beachfront vacation rentals in Anastasia Island
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Top-rated beachfront rentals in Anastasia Island
Guests agree: these beachfront homes are highly rated for location, cleanliness, and more.

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.

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.

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.)

St. Aug Oceanfront Home w/ Heated Pool & Firepit
Just steps from the ocean and a 10-minute drive to historic downtown St. Augustine, this one-of-a-kind 1970s pink three-story A-frame is the perfect backdrop for your next vacation, bachelorette party, or relaxing getaway. Inside, you’ll find a bright, cheerful space—ideal for popping mimosas in the morning or unwinding after a sun-soaked day with private beach access. Whether you're staying for the weekend or the season, you're sure to make lasting memories. I can’t wait to host you!

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.

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.

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.

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.

Ocean Front Gem: Top Floor Corner Unit
Top floor, direct ocean front, 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 beachfront rentals
Pet-friendly beachfront home rentals

The Pink Seahorse - Beachfront Modern A-Frame

The Beach House at Crescent Beach

Avery s Ocean Breeze - Family and Pet Friendly !

Ponte Vedra Sth/Vilano Oceanfront 3Bed 2bath Pets

Oceanside complex M33 1 Bed 1 Bath w/Heated Pool

Amazing Views + Beachfront | Fire Pit + Hammocks

Surfside House

Oceanfront Barefoot Beach Retreat
Beachfront home rentals with a pool

++Perfect Romantic Getaway - Walk to the Sea

Sand & Surf-180°View DirectOceanfront-Summer Deals

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

Beachfront! Creston by the Sea, 11D!

Boho-chic beach condo w/ beach access & ocean view

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

Summerhouse - Direct Oceanfront Corner Unit

Wade n Sea Ocean Front Condo
Private beachfront home rentals

Oceanfront Condo! Located at Pier Park!

Ohana Breeze - 1-Min to Beach | Backyard Oasis

Oceanfront, Pool, Tennis, BBQ, Patio, Free Parking

Ocean Vista Beach House, Pool, Spa, Steps To Sand

Beachside Studio

After Dune Delight, BEACH FRONT w/Fishing Pier

Coastal Home Steps to Beach w/ Hot Tub & Tiki Bar

Amazing Ocean Views from living, dining & bedroom
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- Beachfront rentals St. Johns County
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- Daytona International Speedway
- EverBank Stadium
- St Augustine Amphitheatre
- Ocean Center
- Daytona Boardwalk Amusements
- Saint Augustine Town Plan Historic District
- VyStar Veterans Memorial Arena
- University of North Florida
- St Johns Town Center
- Kathryn Abbey Hanna Park
- Lightner Museum
- Daytona Lagoon
- TPC Sawgrass
- Fountain of Youth Archaeological Park
- Vilano Beach Fishing Pier
- Adventure Landing Jacksonville Beach
- Daytona Beach Bandshell
- Summer Haven st. Augustine FL
- Crescent Beach
- Daytona Beach International Airport
- Little Talbot
- Flagler College
- Memorial Park
- St. Augustine Alligator Farm Zoological Park
- Things to do Anastasia Island
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- Nature and outdoors St. Johns County
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- Sports activities Florida
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