Pet-friendly holiday rentals in Historic District, St. Augustine

St Augustine Hideaway! Relax minutes from Old town

The charm of St. Augustine while in your own oasis! A fully equipped home offers all the comforts you need for a relaxing stay. Convenient neighborhood just 3.5 miles north of historic downtown, this pet-friendly retreat features 3 bedrooms, 2 bathrooms, and accommodates up to 8 guests—making it perfect for family getaways. With a fully appointed kitchen, high-speed internet, smart TVs, a full-sized washer and dryer, and a home alarm system explore the beach or discover the city’s rich history.

Cozy, Pet-friendly Private House near downtown

Cozy, pet-friendly house with full kitchen and laundry facilities 1.5 miles from the center of historic downtown St Augustine. 6 miles from beaches. Down to earth vibe. Fenced yard. Good quality mattresses on both beds (Tempurpedic in master and Sealy pillow-top in the other). Driveway parks up to two cars. Walking distance to several bakeries and restaurants and a convenience store. Large dog crate provided. Happy to provide local recommendations - we love it here and want you to love it, too!

Ocean Side Complex w/ Heated Pool B-15

Great Condo in a Beach Side Community But just to be clear Beach Side does not mean Ocean Front you will not be able to see the Ocean from the Patio The Condo is located next to Shopping Restaurants, and Historic Downtown, Great Beaches for a relaxing stay and 2 pools 1 heated Year Round Must be 21 years old to rent IMPORTANT! This unit is DOG friendly. No other pets of any type are allowed. There is a $100 Pet Fee due when you book a reservation. I have to register them before you arrive

The Meadow House

"Ideal location near the beach, just minutes to drive or bike into historic downtown St Augustine. Bottom Unit is 1300 sq ft Coastal Farmhouse style with a open kitchen, dishwasher, garbage disposal, and large refrigerator with filtered water/ice maker, laundry room, private porch off master bedroom, fenced-in backyard, outdoor shower, and grill. House is 3 blocks from beach access/beach parking (if you choose not to walk). Rental and beach are pet friendly. Only 2 parking spots available.

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!

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

Cozy Pet-Friendly Cottage

This cozy cottage is thoughtfully designed for a relaxing getaway. The fully stocked kitchen and coffee bar are perfect for home-cooked meals and morning brews, while the spacious, fenced backyard is great for pets to roam freely. Start your day on the covered patio or unwind in the evening with a quiet dinner. Located just minutes from historic downtown, the beach, shopping, and easy highway access, all in a peaceful neighborhood—your perfect home away from home awaits!

Dog-friendly, Walk Everywhere apt with FREE BIKES

Come stay in this completely renovated, beautiful second floor, pet-friendly one bedroom apartment with a large fully-equipped eat-in kitchen. A spacious balcony with rocking chairs. Shared use of the fabulous back yard with picnic tables, BBQ grills, and bicycles! One parking space guaranteed. Best part: The location! About a five-minute walk to historic downtown and Flagler. Super comfy queen size 4-post bed. Pet fee is $40 per dog per stay (max of 2 dogs).

1st Street Retreat, Dog Friendly Updated Apartment

Welcome to 1st Street Retreat a newly updated open concept dog friendly studio apartment, 1 block to beach, withing walking distance to local restaurants. Keurig coffee machine. Free WIFI & Internet with streaming for the TV. Outside retreat has a private entrance, fenced in yard with dog run, outside shower, BBQ, table & chairs, propane fire pit. We also provide beach chairs, beach cart and beach towels. There is a pet fee of $75.00 we allow 2 dogs