
Beachfront holiday 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.

Beachside, SUPER CLEAN, Oasis Yard, Summer Retreat
"We had an absolutely fantastic time staying at Dominick’s place. From start to finish, everything exceeded our expectations" * 100% 5-star rating ⭐ * Less than 500 steps to St Augustine Beach! ⛱️ * Super comfortable and meticulously clean. ✨️ * Huge Private Oasis Backyard, BBQ, Speakers, LOTS of seating 🌴 * towels + beach chairs + beach cart ⛱️ * 100% cotton sheets and towels ☁️ * comfy beds, pillows, extra pillows + blankets, living room * Fully stocked kitchen * On the Golden Mile

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.

*Newly Remodeled 3/2 Oceanfront ~ 3 King Beds!*
Captains Quarters, a sweet condominium complex! You will enjoy the amenities this complex offers, including the pool in the courtyard and the community grilling area with gas grills. Best of all, this unit has a designated underground parking spot with super convenient access to your rental! This unit is located on the ocean so that you can enjoy beach/ocean views from almost every room. Wake up in your king-size bed with a full wall of windows overlooking the ocean. Guest parking is available!

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.)

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.

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.

Amazing Ocean Views from living, dining & bedroom
Historic Boatbuilder's House. 4 bedroom house on St. Aug. Beach 1 lot from ocean. 1/4 mile south southern end of Anastasia St Pk. Close to Amp. Beachside and NO cars on this stretch of beach. 1 king, 2 queens and 2 full beds sleep 10-11. Chairs/tent/beach toys/games/books/grill. Kitchen ready to cook, iron, bath supplies. Walking distance to food, bars, shops, music. Short drive to Downtown. Chill vintage beach house! If more than 8 guests, cleaning fee increases from $150 to $200.

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

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.
Popular amenities for beachfront rentals in Anastasia Island
Pet-friendly beachfront home rentals

Surfside House

2 King Beds - Walk to Beach

Oceans 11: Steps from the Ocean, Quiet Beach

The Beach House at Crescent Beach

Ponte Vedra Sth/Vilano Oceanfront 3Bed 2bath Pets

Oceanside complex B17 1 Bed 1 Bath w/Heated Pool

The Pink Seahorse - Beachfront Modern A-Frame

Oceanfront Barefoot Beach Retreat
Beachfront home rentals with a pool

Boutique Beachside condo with easy access to beach

What a View! Sand & Sea!

Newly renovated! Steps to BEACH & POOL!

Beachfront! Creston by the Sea, 11D!

Oceanfront Condo! Located at Pier Park!

Beach Front Condo in Saint Augustine Beach

The Flirty Flamingo St Augustine Beach 3 BR Condo

Hideaway at Crescent Breach - St. Augustine
Private beachfront home rentals

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

Direct Oceanfront! : Sleeps 16! : Walk Everywhere!

Beachside Studio

"Drift Away" at The Ocean Gallery

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

Summerhouse - Direct Oceanfront Corner Unit

Spectacular Oceanfront Third Floor Paradise

Ocean View Getaway- Ocean views + game room!
Destinations to explore
- Miami Holiday rentals
- Four Corners Holiday rentals
- Miami Beach Holiday rentals
- Orlando Holiday rentals
- Fort Lauderdale Holiday rentals
- Panama City Beach Holiday rentals
- Tampa Holiday rentals
- Hollywood Holiday rentals
- Savannah Holiday rentals
- Charleston Holiday rentals
- Jacksonville Holiday rentals
- Hilton Head Island Holiday rentals
- Townhouse rentals Anastasia Island
- Rentals with pools Anastasia Island
- Pet-friendly rentals Anastasia Island
- House rentals Anastasia Island
- Waterfront rentals Anastasia Island
- Family-friendly rentals Anastasia Island
- Cottage rentals Anastasia Island
- Hotel rooms Anastasia Island
- Rentals with lake access Anastasia Island
- Guest house rentals Anastasia Island
- Flat rentals Anastasia Island
- Rentals with a hot tub Anastasia Island
- Apartment rentals Anastasia Island
- Villa rentals Anastasia Island
- Rentals with an accessible-height toilet Anastasia Island
- Rentals with an accessible-height bed Anastasia Island
- Private suite rentals Anastasia Island
- Rentals with a kayak Anastasia Island
- Rentals with breakfast Anastasia Island
- Luxury rentals Anastasia Island
- Rentals with beach access Anastasia Island
- Beachfront rentals St. Johns County
- Beachfront rentals Florida
- Beachfront rentals United States
- Daytona International Speedway
- EverBank Stadium
- St Augustine Amphitheatre
- Ocean Center
- University of North Florida
- VyStar Veterans Memorial Arena
- 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
- Crescent Beach
- Silver Glen Springs Recreation Area
- Little Talbot
- Ravine Gardens State Park
- Things to do Anastasia Island
- Water sports Anastasia Island
- Things to do St. Johns County
- Water sports St. Johns County
- Cultural tours St. Johns County
- Things to do Florida
- Landmarks Florida
- Performances Florida
- Flying Florida
- Wellness Florida
- Water sports Florida
- Tastings Florida
- Outdoors Florida
- Cooking Florida
- Workouts Florida
- Cultural tours Florida
- Dining Florida
- Food tours Florida
- Art workshops Florida
- Wildlife Florida
- Things to do United States
- Shopping and fashion United States
- Dining United States
- Museums United States
- Cultural tours United States
- Architecture United States
- Workouts United States
- Art workshops United States
- Flying United States
- Wellness United States
- Food tours United States
- Wildlife United States
- Landmarks United States
- Water sports United States
- Performances United States
- Tastings United States
- Galleries United States
- Cooking United States
- Beauty United States
- Outdoors United States





