
Waterfront vacation rentals in Anastasia Island
Find and book unique waterfront rentals on Airbnb
Top-rated waterfront rentals in Anastasia Island
Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.

Beachfront St. Augustine Getaway-Pool & Ocean View
Come Stay @Turtle Trace, your beachfront getaway on Anastasia Island in beautiful St. Augustine! This condo offers direct pool & beach access, sweeping ocean views, and just minutes from Historic Downtown. Perfect for families, couples, or anyone wanting the ultimate coastal escape. Why You’ll Love It 🏖 Steps to the beach & pool right outside your patio door 🌅 Enjoy amazing sunrise views over the Atlantic 🏡 Gated, beautifully maintained community 🍴 Walk to restaurants, cafes & grocery stores
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Waterfront Fisherman’s Treasure at Crescent Beach
Enjoy waking up in a quiet Treasure Beach neighborhood having coffee on the screened-in back porch, or enjoy the dock, watching a variety of birds, wildlife and fish jumping in the canal. All you need is a pole. Take a 5 minute ride from the house to ocean access and walk our beautiful Crescent Beach. A short drive away, there's shopping, entertainment and great restaurants in St. Augustine (Oldest City in the USA). We look forward to your stay and know you will make memories to last a lifetime.
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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.
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HGTV-Style Home + Pool + Walk/Bike to Attractions
Off Street Parking 3 Min Drive/ 15 Min Walk to Historic Downtown 2 Min Drive to the St Augustine Amphitheater 2 Min Drive to Anastasia State Park Beach 1 Min Drive to Anastasia Fitness Club/Suana-Steam Rm/Pool Looking to get away from the hustle & bustle of the city? This designer home with an amazing pool is the perfect place to recharge. Downtown & the scenic beaches in Anastasia State Park are just a minutes away. With spacious living & modern amenities, the Home offers maximum comfort
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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.
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Oceanfront Bliss: Beach Views
Welcome to your oceanfront oasis in St. Augustine Beach! Featuring a spacious king suite, a comfy queen bedroom with twin trundle, and a sleeper sofa, it offers stunning sunrise views, a modern boho surfer’s vibe, and an updated chef’s kitchen. Steps to one of the best beaches in the east coast and walk to lively local restaurants and bars, it’s minutes to St. Augustine’s Nights of Lights, Amphitheater, and more! This isn’t just a vacation rental—it’s your personal seaside escape. Book now!
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What a View! Sand & Sea!
Welcome to the most beautiful white sand beach via a short wood walkway from condo over a small dune! Or drive out 4x4 only. Later take a tour of the oldest city in the US Historic St Augustine! We are a tropical small resort with a private balcony and ocean views. Two pools / hot tub / grills/tables/loungers right below condo. We are on the 3rd floor. Of course it’s for THE VIEW (August through November free cancelling/refund if a hurricane is predicted/island issues evacuation.
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Great 1 bedroom 1 bath condo with heated pool
Great condo in an Oceanside community You cannot see the ocean from this condo 5-10 minute walk to the beach Private boardwalk to the beach Condo is in 3rd floor must climb stairs no elevator **** Tennis courts 2 pools 1 heated Shuffle Board Gym Restaurants and bars you can walk to Pet Friendly with a $100 pet fee Only 1 dog is allowed and we must register the dog before you check in The security will not let you on the premises if the dog has not been registered Pull out couch
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Luxury Retreat in St. Augustine
Escape to Isla Antiguas in St. Augustine, FL, and indulge in luxury at this stunning 2-bed, 2-bath Airbnb. Perfectly designed for comfort and style, this upscale retreat offers a fully equipped kitchen, elegant living spaces, and plush bedrooms. Enjoy top-tier amenities, including a sparkling pool, fitness center, and scenic surroundings. Just minutes from historic downtown and pristine beaches, this getaway is ideal for relaxation and adventure. Book now for an unforgettable stay!
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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!
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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!
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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.
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Popular amenities for Anastasia Island waterfront rentals
Waterfront apartment rentals

SEA & SALT|2-min walk Beach|2x Sparkling Pools
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Oceanfront Condo with Balcony!
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Beachside Studio
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Oceanfront paradise
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The Turtle Nest, a delightful Oceanfront getaway
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Updated and clean, private beach access condo
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Bougainvillea way, steps to town center, romantic.
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10min DT/Beach | Resort Style 2B+2B, King Beds
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Waterfront house rentals

Beachside, Pool, Super Clean, steps 2 beach, 5star
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Oceanfront Rustic Cottage by the Sea
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Surfside House
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Ocean Village Club-First Floor Access.
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Fan Fave Waterfront: Lion’s Bridge & Old Town View
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Ponte Vedra Sth/Vilano Oceanfront 3Bed 2bath Pets
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Crescent Beach House
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MARE Florida Direct Beachfront St Augustine/JAXNEW
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Waterfront condo rentals

Boutique Beachside condo with easy access to beach
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Heated Pool, Ocean Views, Beach, Playground, BBQ
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Ocean Gallery 1/1, 2 pools
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BEAUTIFUL OCEAN VIEW 2 BEDROOM CONDO WITH POOL
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After Dune Delight, BEACH FRONT w/Fishing Pier
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Windjammer 208, Oceanfront and Riverview
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361 Fun in the Sun | Direct Oceanfront Ground Floor
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The Salty Suite Resort style condo
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- Waterfront rentals St. Johns County
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- Daytona International Speedway
- EverBank Stadium
- St Augustine Amphitheatre
- Ocean Center
- VyStar Veterans Memorial Arena
- University of North Florida
- Daytona Boardwalk Amusements
- St Johns Town Center
- Kathryn Abbey Hanna Park
- Lightner Museum
- TPC Sawgrass
- Daytona Lagoon
- Vilano Beach Fishing Pier
- Fountain of Youth Archaeological Park
- Summer Haven st. Augustine FL
- Huguenot Memorial Park
- Adventure Landing Jacksonville Beach
- Daytona Beach International Airport
- Flagler College
- Memorial Park
- Silver Glen Springs Recreation Area
- Crescent Beach
- Little Talbot
- Ravine Gardens State Park
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