Pet-friendly holiday rentals in Anastasia Island

Driftmark Cabin - RV friendly, Pool + Beach!

Experience the ultimate beachside getaway at our fully renovated Airbnb, just steps away from the sun-kissed sands. This luxurious retreat offers modern comfort with a private pool and inviting hot tub, allowing you to unwind in style. The recently upgraded interior boasts premium amenities, ensuring a relaxing stay. Outside, lush turf landscaping surrounds the pool, creating an oasis of comfort. Whether you're lounging by the pool, or enjoying the beach a stone's throw away, Driftmark delivers.

St Augustine Beach 2 Bed Condo

St Augustine Beach Condo is 3 mins walk to a pet friendly beach and multiple eating places including a Starbucks for your morning coffee to watch sunrises. Anastasia State Park where you can bike, watch birds and turtles and explore pristine beaches or use the "Y", is literally across the road. The Amphitheater and historic St Augustine are mins away by car. The unit is equipped for cooking, teas and coffees and filtered water - so no plastic. You are beach ready with towels and equipment.

HGTV DesignerHome•HeatedPool•Walk/Bike 2 Downtown

Off Street Parking 3 Min Drive/ 15 Min Walk to Historic Downtown 2 Min Drive to the St Augustine Amphitheater 2 Min Drive to Anastasia State Park Beach 1 Min Drive to Anastasia Fitness Club/Suana-Steam Rm/Pool Looking to get away from the hustle & bustle of the city? This designer home with an amazing pool is the perfect place to recharge. Downtown & the scenic beaches in Anastasia State Park are just a minutes away. With spacious living & modern amenities, the Home offers maximum comfort

NEW Island bungalow - Cozy & Classy

Perfect cozy bungalow for a stay in the nations oldest city. Huge bedroom with a new king bed. Living room with a sleeper sofa and TV. Coffee station, french press, microwave, and mini fridge. Full of artwork. Paintings and a sculpture. Huge stone tiled shower. Located off Anastasia Blvd with great restaurants, coffee shop, pubs and fun for the kids! Located 1 mile the the Anastasia beach state park and then a little over a mile to the beach!! Does not have a kitchen. Walk to Alligator Farm!

Beach Getaway - Upstairs

Welcome! In our cozy home, you will not only feel the comfort of home but you’ll also be centrally located in the heart of our beach town with restaurants & shops within walking distance. Our home is less than a 5min walk to the beach & only a 10min drive to St. Augustine's historic downtown with so much to explore. This upstairs unit of this 2-story duplex has 2 bedrooms, one bathroom with a bath, comfortable living/dining area and a kitchen - ideal for a family or a small group of friends.

Uncle Reggie's Beach House

🏝️ Welcome Nights of Lights 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! ✨

Cozy Clean Comfortable Beach Home

This is a beautiful clean and cozy home is a hidden gem.. Located in on the beachside of A1A, and just a quick drive to downtown St. Augustine! Perfect for a family beach vacation! 2 bedrooms, 1 King bed and 1 Queen bed, 1 full bathroom, and a private outdoor shower! The kitchen is completely stocked with everything you need to cook. Washer and Dryer on site. The back porch area receives morning sun, and the front door faces sunset. Polished concrete floors, Pets are welcome friends!

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.

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 * Fenced yard, Weber grill, gas fire pit * Fast Wi-Fi and Smart TV * 2 blocks to Fish Camp, Ice Plant and LaNuvelle * 10 minute walk to central downtown St Augustine

Crescent Moon: soft sand beach, pets welcome

The Crescent Moon, east of A-1A, is a charming 1/1 cottage, for small family, 2 friends or one couple. ONE CAR ONLY. Pet friendly cottage and beach. Soothing mornings, evenings to relax in the breeze! Simple 1 block stroll to the soft sand beach. No busy roads to cross. Pet fee $10 a night (for one or two pets, max) to be paid upon departure in cash left in an envelope for housekeeper. Honor system. No pet over 50 pounds. The local taxes of 5% are listed under community fee.

Beach and Serenity

6 BLOCKS to BEACH, off of the intercostal! Studio apartment, sleeps up to 4. Quiet neighborhood, close to all. Several restaurants/shops within walking distance. Beach bikes included, perfect for bike rides along the beach. Private entrance off of porch, which includes chairs to relax in, beach toys, towels, chairs. *yes, we are pet friendly, however, ONE PET PER STAY WITH APPROVAL *also, we cannot split weekends, so please book accordingly, fridays and Saturdays booked together

Beach Life in Oceanview Condo

The balcony faces one of Florida's most beautiful beaches - Crescent Beach. Just 3 minutes walk from the beach, enjoy incredible sunrises and sunsets every day, heated pool, outdoor barbecue, free parking available. 15 minutes from downtown St. Augustine, surrounded by all the amenities, start your holiday on this beautiful, ancient beach. We offer short term and long term rentals hoping to provide you and your family with a relaxing, comfortable and quiet holiday resort.