Family-friendly vacation rentals in Anastasia Island

Beachfront St. Augustine Condo • Pool, Ocean Views

Welcome to 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

Tiny House three blocks from beach!

The tiny house at the Crescent Beach house is a one bedroom one bath detached guesthouse ! The bedroom includes a queen bed and closet. There is a great kitchen with a full size stove/oven, keurig, and microwave. Wifi and large smart tv for own subscriptions, no cable. Beach chairs, towels, and umbrella included! Soak in the great Florida beach lifestyle. There’s a board walk beach access at the end of the street ! This tiny house is adjacent to a two story home which is a separate Airbnb!

Island’s Edge Guest Cottage on Anastasia Island.

Fresh and professionally cleaned marsh front private cottage with amazing views. Walk or pedal from this adorable cottage to any of the local attractions. Nestled between the state park, our famous AMP, great beaches & downtown. Everything is close by. Your deck is perfect for a bbq, bird watching & sunset cocktails. ☹️Sorry no marsh access.☹️ Park trails and beach are close by. Stroll over to the Saturday morning market at “the Amp”. Ask me about our “Concert Package” You’ll love it here.

Ooo Laa Laaah Pets are welcome

Private, fenced in yard and private Free standing cottage in quiet neighborhood. Private, fenced in yard! Pets are welcome. Fees apply. 2 washers and dryers, internet/wifi, 2 smart TVs. All kitchen appliances. One story. The beach is a one block stroll with no major streets to cross. Keep your car at home..walk to the beach 2 minutes stroll . Downtown, St. Aug. is a 10 minute car ride. Not a condo scene. Crescent Moon cottage is in front but completely separate. Shared laundry room.

Heated Pool, Ocean Views, Beach, Playground, BBQ

Save my home to your wishlist by clicking on the heart in the upper right corner! *Book 3 nights, get the 4th night 30% off!* >100 Steps from the beach! >Ocean and Pool Views! >Indoor heated pool, outdoor unheated pool, jacuzzi! >Sauna, tennis, racquetball, fitness center >Downtown St. Augustine is a 17 minute drive >Cable TV and streaming apps. Fast Wifi. >Drip coffee maker >Washer + Dryer in the condo >Spacious private patio >2-3 days of supplies provided (TP, trash bags, pods, etc)

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.

The Salty Suite Resort style condo

This modern 1 bed/1 bath rental unit has access to a private walk way to 2 pools, beach (5 min walk from door to sand) & tennis courts all in a gated community right on famous A1A in the Oldest City in the Nation. Perfectly situated by the beach or a quick Uber ride to Downtown to check out the history of the Oldest City in the Nation & try some other great local restaurants. We provide an in room guidebook telling you all the must do's in the town & helpful hints too! See you soon!

Ocean View 3br Condo! Indoor pool, steps to beach

Tastefully updated 3 bedroom 2 bath beach condo offers panoramic ocean and pool views from the living room, dining room, master bedroom, and balcony. This unit is located on the 4th floor (top floor of the building) with elevator access, and has recently been entirely renovated. This complex has an Oceanside pool/ hot tub/kiddie pool as well an indoor heated pool, sauna, tennis courts, racquetball court, and fitness center in the clubhouse. Only 15 minute drive to historic downtown!  

A1A Beach Retreat Unit E - Clean Full Apartment

Discover the perfect St. Augustine Beach getaway! This 2-bedroom (queen beds), 1-bath vacation rental is in the heart of St. Augustine Beach, just a short stroll to local favorite restaurants, lively watering holes, and the beach. Only 5 miles from historic downtown, it’s easy to explore the area’s rich history and charm. Enjoy the convenience of 2 reserved compact parking spaces, making your beach days a breeze. More than a stay—it’s a lifestyle. Book now and start making memories!

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**

Dunewalk 1 Spacious Crescent Beach Condo

Very comfortable, spacious, close to the beach Condo/Townhouse that sleeps 6 with 1 king , 1 queen, 1 pull out full bed sofa. 4 outdoor decks to read a book, take a swim, enjoy the local artist art work in the unit, lounge in the living room or take a wonderful nap, watch TV! 8 miles from Downtown close to national parks, and great restaurants. Please do not rent this property if you intend to bring a pet/service animal it is strictly animal-free due to allergies.