Pet-friendly holiday rentals in St. Augustine South

The Hideaway ~ half mile from downtown

Welcome to "The Hideaway." Enjoy this 2bd/1ba coastal inspired bungalow, stocked and furnished with your comfort and convenience in mind. Enter through a screened porch, and unwind as you step into the main living area - spacious enough for up to six guests, yet exceedingly cozy for a romantic stay for two. Located in Historic Lincolnville - A half mile walk from downtown St. Augustine, and a 10 minute scenic drive to St. Augustine or Vilano Beach. Truly a perfect location and hidden gem.

Chelsea House 3/2, sleeps 6 Free parking Downtown!

Welcome to Chelsea House. Bring your kids, your dog & your boat. It's a sizable 3-bedroom 2 bath rustic style home located on an oversized lot in a quiet residential boating community. If you're looking for something a little different, this is it! It is furnished with an eclectic collection of antiques & reproduction pieces, this home's style will reflect your visit to our nation's oldest city, the home is comfortable, relaxing & private. It is just a 10-minute drive to the Historic District.

Your Home Away From Home

1,800 SF, 2 bedrooms, 2 1/2 bathrooms, on a secluded 5 acre lot just minutes from Historic Downtown and St. Augustine Beach. The home is 100% HANDICAPPED ACCESSIBLE! Convenient shopping and close by restaurants. Full kitchen, spacious living area, large bedrooms (1 with TWINKLE mattress) ceiling fans. Pet friendly! (Some restrictions apply, advance notice required!) Base rate covers up to 4 guests and there's a small upcharge for 5 or more. Motorcycle friendly! We also do live on the property!

Walk Historic Downtown! “Blue Heaven”

Stunningly renovated cottage combines modern amenities with vintage charm... * 2 primary 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

Cute, Comfortable Bungalow

Great ranch styled bungalow; completely remodeled in a well established neighborhood. This 3 bedroom, 2 full bath home is close to downtown, the beaches, and the ampitheatre and just a block off the Matanzas River. In between sightseeing and the beach, take walks along the river or relax on the large serene back porch. Fenced back yard, washer and dryer on premises, a fully outfitted kitchen and a dedicated office makes this a great place to stay a little longer and get to know our town.

Surfside House

This special vacation home is close to everything, making it easy to plan your visit. Ideal location across from the beach, just minutes to drive or bike into historic downtown St. Augustine. The 1950's coastal bungalow is set on Vilano Beach's historical Street. The home has been completely remodeled, plenty of parking and is pet friendly. Surfside's pet friendly beach access/parking and North Shore Community Park is 1 block away with tennis/ pickle ball courts, playground and dog park.

BYO Boat, Kayak, Golf Cart, RV

This special place is close to everything & easy to plan your visit to historic downtown or miles of sandy beaches. Located in St. Aug. South with waterfront access to the ICW & waterfront park. Fenced 3/2 can accommodate 12, with use of the OUTDOOR Lanai and air mattress, otherwise 2 king beds and bunk room are available indoors. Plenty of space to park the RV to add extra beds (no hook-ups). Bring your own boat, jet ski, kayak, paddleboard, bikes & golf cart to explore this FL paradise.

Cozy Studio 15 mins to Beaches & Historic Downtown

Outstanding location & amenities, 15 minutes to beaches, St. Augustine Amphitheater & historic downtown in a quiet, friendly neighborhood. Minutes walk to the intercostal, w/ piers & boat ramps, gorgeous views, perfect for walks. Close to lots of shopping & dining. Ample parking-trailers & boats welcome. Kid friendly w/ toys, pack & play + more. Laundry, walk-in shower, private entrance. Private deck w/ cheerful seating. Well equipped kitchenette. Easy drive to theme parks, Daytona + more.

The Salty Seashell, Coastal Pool Home, Sleeps 8

Relaxing heated pool home in a quiet and safe neighborhood. Our home is clean and spacious located a few steps from the Intracoastal Waterway equipped with a boat launch. We are 10-mins from Old Town or the beach and less than 5 mins from restaurants, grocery stores, and shopping. Experience our lovely saltwater pool enclosed in a lanai. Our home has 3 bedrooms and two bathrooms, full kitchen, and a open family room. Each bedroom has brand new beds. Fast WIFI. Boat/Trailer/RV Friendly :-)

Ponte Vedra Sth/Vilano Oceanfront 3Bed 2bath Pets

Nicely furnished 3 bedroom 2 full bathroom house tucked away in the dunes on Surfside Vilano Beach . 3 miles from downtown St Augustine, a half mile from Publix .The deck wraps around half the house, pretty fantastic ocean views, sunrise and river side sunsets. Each bedroom has a smart tv with Internet and a very comfortable Queen or King size bed. TPC Sawgrass is a 20 minute drive north , Daytona International Speedway 70 minutes south , 2 hours to Orlando and Busch Gardens.

Downtown • Parking for 2 + Wraparound Porch

Historic Whitney House • Newly renovated 1,700 sq ft designer home Private driveway parking for 2 • Steps to trolley & St. George Street Gourmet kitchen, 2 en-suite bedrooms, 3 luxury baths, Starlink WiFi, wrap-around porch + sunny deck. Fitness club & pool passes included. Modern luxury in the heart of historic downtown St. Augustine. Perfect for couples or small groups seeking modern luxury, easy parking, and a walkable base right in the heart of historic downtown St. Augustine.

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!