Holiday rentals with a fire pit in Anastasia Island

Entire House & Backyard Oasis - WALK TO BEACH

PARADISE ON PALMETTO 2: Unwind by the waves or at home in the backyard oasis. A true beach escape, we are nestled between the Atlantic Ocean & Intracoastal Waterway, walking distance to the beach & river. This bright, remodeled 1-Bedroom cottage is two blocks from the ocean and a 15 minute drive to restaurants, bars, and attractions in Historic Downtown St. Augustine. Experience this ideal base to explore the Nation’s Oldest City! PARKING & WASHER/DRYER INCLUDED. SUPER CLEAN. NO CONTACT CHECK-IN

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! ✨

Walk Historic Downtown! “Blue Heaven”

Stunningly renovated cottage combines modern amenities with vintage charm... * 2 master suites with queen beds * Quiet neighborhood walking distance to explore The Nation's Oldest City * Clawfoot tubs inside and out (along with showers, of course!) * Big screened-in porch with hanging daybed * Off-street paved parking * Fully fenced backyard, Weber grill, gas fire pit * Fast Wi-Fi and Smart TV * 2 blocks to Fish Camp, Ice Plant, LaNuvelle, trolley stop * 10 minute walk to central downtown

Guest Favorite: 2BR, Walk to Beach, Fenced Yard

Welcome to Turtle Cove A — a freshly renovated Saint Augustine Beach duplex just a 2-minute walk from the sand. Whether you’re sipping coffee on the private balcony, lounging by the chiminea in your fenced backyard, or rinsing off in the outdoor shower after a salty swim, you’ll know you’ve stumbled onto something special. Stylish, calm, and actually walkable to the beach. (Yes, for real. You can see the beach access from the road.) We also host Turtle Cove B next door. Check it out too!

St Augustine Entire Home, King Bed, Pet Friendly

Casita Luxe Retreat Near Historic St. Augustine – Pet-Friendly Haven! Discover this luxurious 3-bedroom, 2-bath retreat! Designed with a modern luxe aesthetic, it features custom wood paneling, a fully equipped kitchen with a chic island, and a king-size plush mattress. Enjoy the large, fenced yard, fire pit, outdoor shower, and fun family games. Pet-friendly, with Wi-Fi, smart TVs, and parking included this home offers comfort and style in an up-and-coming neighborhood. Book now!

St Augustine Beachside Home - Walk to Beach

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 about a 10 minute walk 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.

Family/Dog Friendly | Walk to Beach | Fenced Yard

⭐ 4.97 Stars · 120 Reviews · Airbnb Guest Favorite — One of St. Augustine's most-loved beach homes. Casa Desoto is a 4-bedroom, 8-guest beach retreat where Crescent Beach is a 10-min walk or a straight drive onto the sand. Come home to a fully fenced backyard with hammock, corn hole, fire pit & grill while the dog runs free. Every inch is stocked for your crew — beach wagon, chairs, boogie boards, and even a pack 'n play. You just bring the sunscreen.

The Cottage over the Bridge

Enjoy this spacious, professionally decorated cottage with friends and family on beautiful Anastasia Island. You are located just minutes from all that St. Augustine has to offer, starting with the quaint historic downtown within walking distance over the iconic Bridge of Lions. Relax at local beaches and enjoy amazing restaurants right down the road. Or stay home and enjoy your morning coffee or a glass of wine on our beautiful decks.

Gorgeous Views, Golf cart w/beach access!

Beautiful home with outstanding view & access to the Intracoastal. Watch dolphins play, yachts cruise by or catch the sunset from the dock. If you're feeling adventurous, jump on a kayak or paddle board & explore the quaint islands nearby. If the ocean is calling, take a 2 min ride with the included 6 seater golf cart (must sign waiver) & drive right on to Crescent beach. Grab a surf or boogie board for some extra excitement!

Deja Blue l Fire pit l Steps to Beach l Dogs OK

Located just steps from the beautiful sandy St. Augustine beach is this gorgeous apartment with everything you could need for a relaxing, beachside stay: ->One block to the beach! ->Cozy backyard with firepit, seating, and outdoor shower ->Stocked for the beach: Towels, chairs, umbrella, beach wagon, all supplied for your stay ->Dog friendly for up to 1 dog (see Other Things to Note section for additional details)

Short Scenic walk into Historic St Augustine

Stay in Style on Anastasia Island Step into timeless elegance at this fully renovated 1920s apartment. Nestled in the heart of historic Davis Shores, this beautiful retreat blends old Florida charm with modern comfort. 🌴 Perfect Location Walk across the Bridge of Lions to the cobblestone streets, shops, and restaurants of historic St. Augustine. Surrounded by local cafés, parks, and coastal scenery.

Downton Abbottry 2/2 - 5 Min Walk To City Gates

Enjoy this charming 1910 Sears & Roe Buck catalog home that has been meticulously maintained home just a 5 minute walk to the City Gates and downtown. You have a private back patio space to enjoy coffee in the morning or a glass of wine in the evening. Or just take a leisurely stroll to many fine restaurants that St Augustine has to offer.