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

Oceanside complex B17 1 Bed 1 Bath w/Heated Pool
1 Bedroom interior Condo in Oceanfront Complex (no view of the ocean) King Bed, Queen Sleeper Sofa, TV's in Living Room and Bedroom, 1st Floor unit with screened patio, Fully Equipped Kitchen, Dishwasher, Washer/Dryer, WiFi, Cable TV, Clubhouse, Fitness Room, Tennis Courts, 2 Swimming Pools (1 heated) Shuffleboard Courts, Picnic Area & Private Beach Walkway. Dog Friendly (1 DOG ONLY) with a $100 pet fee due on Check In. Restricted Breeds: Rottweiler, Pit bull, Doberman, Chow, German Shepherd.

Surfside Six, Direct Ocean Front, Ampitheatre
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 serving great food within walking distance.

Heated Pool Beach Bungalow Steps to the Ocean
Beautiful brand new in 2022 en-suite Bungalow beach side! Perfect for a romantic get a way or just one person, just 600 steps to the beach. Five minutes to the St Augustine pier and 10 minutes to the oldest city in the US, Historic Downtown St Augustine. Not only do you have the most comfortable bed to fall into, a 50" TV, recliners and an amazing heated pool. Beautiful beach sunrises, fishing, hiking, Concerts at the Amphitheater. For your safety you have an electronic keyless entry.

St Augustine Beachside Home - Walk to Beach
Time to 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 a less than 10 minute . walk, depending on pace, 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.

Coastal Home Steps to Beach w/ Hot Tub & Tiki Bar
★ SEASIDE ESCAPE ★ Newly Updated-This charming coastal inspired home is located one house off the ocean, on a quiet dead-end street in family friendly Crescent Beach ✔ Brand New Beach Walk/Access Across From Home ✔ 10 Person Hot Tub/Spa, New Tiki Bar & Gas Grill ✔ 3 Comfy Bedrooms (Extra 4th Private Sleeping Loft) and 2.5 Full Baths ✔ Short drive to Downtown St. Augustine (15 Min) ✔ Game Garage w/SMART TV, High-Top Table & Foosball ✔ Equipped with 5 SMART TVs and high speed Internet

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**

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!

Luxurious Oceanfront Home
Beautiful, oceanfront home professionally designed with luxurious finishes and incredible ocean views. Relax on the sprawling back deck overlooking the water after a game of bocce ball. Stroll down the private sidewalk, just steps to the beautiful, white-sand beach. Cook a gourmet meal in the state-of-the-art kitchen, or grill out on the deck using the gas grill. Sit around the fire pit under the stars and roast marsh mellows while listening to the ocean waves.

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 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 the condo immediately next door for rent, Ocean Front Escape: https://www.airbnb.com/h/saint-augustine-oceanfrontescape. Our checkin process is contact free. We use a Nest lock on the front door.

Ocean Gallery 1/1, 2 pools
Bright, airy and beachy, this condo at Ocean Gallery pairs resort-style amenities with an exceptionally clean, stylish and comfortable condo. Perfect for a couple or one family, it sleeps up to 4 in beds (primary bed sleeps 2; pullout sofa in living area sleeps 2 additional guests - perfect for kids). You’ll be a few steps from 1 of the 2 pools, and a 5 minute leisurely stroll through the complex will take you to the beach!
Popular amenities for Anastasia Island beachfront rentals
Pet-friendly beachfront home rentals

Peaceful Resort at the Heart of St.Augustine Beach

The Beach House at Crescent Beach

Newly Updated Condo in Hammock Beach Resort

The Coral Sea Casa- Oceanfront! Tiki bar!

Amazing Views + Beachfront | Fire Pit + Hammocks

Surfside House

Beautiful Beachside Vacation Home W/ Amenities

"Swan Ocean" Beach House on Vilano Beach
Beachfront home rentals with a pool

Lovely 2BR/2BA Oceanview Condo, St Augustine Beach

What a View! Sand & Sea!

++Perfect Romantic Getaway - Walk to the Sea

Direct Oceanfront ~ Fantastic Views!

Pelican Inlet 2 Bedroom Condo Steps from the Beach

The Ultimate St. Augustine Beach Experience in FL

Summerhouse 308 - Oceanfront

Gorgeous Sea Place Ocean View Condo
Private beachfront home rentals

St.Augustine Beach,Seaside at Anastasia,Condo

Beacher's Lodge Balcony Suite #316

See the ocean & walk to the beach in 3 minutes!

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

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

Seaglass Villa, a Sunny Beachside Retreat

Vast Oceanfront Views, Pool, Patio, Tennis

Private Pool Steps to Beach Walk to Restaurants
Destinations to explore
- Seminole Vacation rentals
- Central Florida Vacation rentals
- Miami Vacation rentals
- St Johns River Vacation rentals
- Orlando Vacation rentals
- Gold Coast Vacation rentals
- Miami Beach Vacation rentals
- Fort Lauderdale Vacation rentals
- Four Corners Vacation rentals
- Tampa Vacation rentals
- Kissimmee Vacation rentals
- Tampa Bay Vacation rentals
- Townhouse rentals Anastasia Island
- Rentals with a washer and dryer Anastasia Island
- Rentals with a fire pit Anastasia Island
- Rentals with beach access Anastasia Island
- Rentals with a kayak Anastasia Island
- Rentals with a patio Anastasia Island
- Rentals with a hot tub Anastasia Island
- Apartment rentals Anastasia Island
- Rentals with an accessible height bed Anastasia Island
- House rentals Anastasia Island
- Rentals with outdoor seating Anastasia Island
- Rentals with breakfast Anastasia Island
- Rentals with pools Anastasia Island
- Pet-friendly rentals Anastasia Island
- Rentals with a fireplace Anastasia Island
- Fitness-friendly rentals Anastasia Island
- Guesthouse rentals Anastasia Island
- Rentals with lake access Anastasia Island
- Rentals with an accessible height toilet Anastasia Island
- Condo rentals Anastasia Island
- Cottage rentals Anastasia Island
- Family-friendly rentals Anastasia Island
- Waterfront rentals Anastasia Island
- Villa rentals Anastasia Island
- Private suite rentals Anastasia Island
- Rentals with a sauna Anastasia Island
- Rentals with an EV charger Anastasia Island
- Beachfront rentals St. Johns County
- Beachfront rentals Florida
- Beachfront rentals United States
- Daytona International Speedway
- EverBank Stadium
- Summer Haven st. Augustine FL
- Daytona Boardwalk Amusements
- Lightner Museum
- Daytona Lagoon
- Fountain of Youth Archaeological Park
- Kathryn Abbey Hanna Park
- St Augustine Amphitheatre
- Ravine Gardens State Park
- Adventure Landing Jacksonville Beach
- St. Augustine Alligator Farm Zoological Park
- Little Talbot
- Ocean Center
- Daytona Beach Bandshell
- VyStar Veterans Memorial Arena
- Saint Augustine Town Plan Historic District
- Memorial Park
- Ocean Walk Shops
- Autobahn Indoor Speedway & Events - Jacksonville, FL
- University of North Florida
- San Sebastian Winery
- St Johns Town Center
- Flagler College




