Vacation rentals with beach access in Anastasia Island

Beautiful Modern Studio Apt, 100ft to the Beach

Over 100 years old, this property has been remodeled into a lovely beach retreat. Just steps from the ocean and in the middle of everything St Augustine Beach has to offer! Walk to the sand in less than a minute or stroll A1A for the perfect restaurant. Beachcomber, Taco Shop, Mango Mango and Kookaburra are all so close. The only thing closer is the beach!! This studio has a queen size bed, full bathroom, kitchen and laundry in the apartment. This is the place to relax after a day at the beach!

Uncle Reggie's Beach House

🏝️ Welcome 2026 Spring & Summer guests to your PRIVATE beach house! Walk to the beach, restaurants, arcade, coffee & yoga. 10min drive to historic downtown St. Augustine. Fenced yard, covered deck, grill, fire pit+ luxe outdoor shower. 3 bed/2 bath, sleeps 6. Kid/pet friendly. Modern kitchen. Remote workspace. 65" TV. ORIGINAL NINTENDO & 650+ games. 2 bikes, 2 chairs, + beach cart. Free coffee. Peaceful & quiet street yet close to everything. Always 5-star service hosted by hospitality pros! ✨

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,great food, live music within walking distance.

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

Entire guest suite short walk to beach.

Enjoy exploring beautiful, historical St. Augustine then kick back and take it easy at this private, quiet beach retreat within a short walk to the beach. Separate keyless entry allows for self check-in. Queen size bed, fully furnished, with amenities including a Keurig coffee maker, iron, hair dryer, beach cruiser bicycles, beach chairs, towels, umbrella and gas grill for cooking out. Flat screen TVs in both the living room and bedroom with Netflix and Amazon Prime included and Free WiFi

Luxury Modern Home in Prime Location 2BDR-3BTH

Book your Spring Break vacation with us! Our contemporary home offers comfort, elegance, and curated amenities. Explore the historic downtown, climb the lighthouse, enjoy live performances, indulge in local cuisine, and relax on the nearby beach. The Lighthouse Beacon is the perfect retreat for families and friends, catering to all preferences. Experience the magic of Saint Augustine and create cherished memories. Book your stay now and let us be your guiding light in this captivating city.

Sheepdog Hideway - on Anastasia Island near Amp!

Awesome, private guest suite located on Anastasia Island near the St Augustine Amphitheater! Walking distance to Anastasia State Park! Enjoy staying on the island without all the hustle of a hotel. We have beach cruiser bikes available for use! We are 1.5 miles from the closest public beach access and a 3 mile bike ride to downtown St Augustine! Update for COVID-19 pandemic: We will be spraying all hard surfaces with EPA-approved sanitizer to do our best to make sure surfaces are safe.

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

Art Studio Space – Quiet – Walk to Beach

This very private studio apartment is on Anastasia Island, with its own entrance across the street to Anastasia State Park, which includes the St. Augustine Amphitheater in a quiet, friendly beach neighborhood. This ideal location is quite literally "a walk in the park" to a beautiful undeveloped Florida beach; or a 10 minute drive across the famous Bridge of Lions to historic downtown St. Augustine – with quick access to the many local attractions and great restaurants in the area.

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**

Crescent Beach House

LOCATION On The Water!!! Recently renovated with modern appliances and decor. Comfortable, quiet, and secluded, my property is on a canal connected to the Inter-coastal waterway. Conveniently located near downtown St. Augustine attractions, my crescent beach home is a perfect place to relax and getaway with friends, family, or even solo. Listen to the sound of ocean at night while gazing at stars in this tranquil hideaway.

POOL+Walk to Concerts + 5 mins to Historic & Beach

NEW HEATED POOL! Clean, bright, modern island home with a wonderful POOL + Dog Friendly + Perfect location! INSIDE: Updated, stylish 3BR/2BA. Professional interior design w/ everything you need for a great stay. OUTSIDE: Backyard oasis WITH POOL (amazing outdoor shower/spa, fire pit, lights, grill, & big fenced yard)!!