House holiday rentals in St. Augustine South

Once Upon A Tide * relaxing & updated home

Newly renovated and beautifully decorated!! Our 3 bedroom, 2 bathroom beach house has everything you need for your dream beach vacation! Beautiful patio area with two outdoor tables and spaces to relax and unwind after a day at the beach! Perfectly located - the beach is about one mile away and shopping (groceries, restaurants, etc.) less than a half a mile! Downtown St. Augustine about 7 miles away.Sleeps up to 8 comfortably. Fully stocked kitchen! Wifi throughout house. Parking in driveway.

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!

Tree Tops: Where Everything is brand new

Take it easy at this unique and tranquil getaway nestled in the Tree Tops. All new appliances, furniture, electronics, sheets, and towels are found in this totally remodeled home. No expense was spared in making your stay as comfortable as possible. This is your perfect get away from the hustle and bustle of life. Enjoy your first cup of coffee on one of 3 porches. Tree Tops is also close to popular attractions, located 6 miles to Vilano Beach and 4 miles to St. Augustine’s historic district.

St. Aug cottage, great location!

Newly updated tropical cottage close to everything in St. Augustine and steps from the Matanzas River boat ramp. This 2 bedroom, 2 bath home has wood and tile floors and a lovely screened patio to relax looking at nature and listening to the bubbling fountain. Back yard is fully fenced. 3 miles to downtown, beaches, alligator farm, or the amphitheater. Beautiful area for walking along the Matanzas river and your well loved and cared for pets are always welcome. Boat parking available.

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.

Luxury Modern Home in Prime Location 2BDR-3BTH

Book your Spring Break vacation with us! Our contemporary home offers comfort, elegance, and curated amenities. Explore the historic downtown, climb the lighthouse, enjoy live performances, indulge in local cuisine, and relax on the nearby beach. The Lighthouse Beacon is the perfect retreat for families and friends, catering to all preferences. Experience the magic of Saint Augustine and create cherished memories. Book your stay now and let us be your guiding light in this captivating city.

Coastal Haven | Quiet River View Near Downtown

😎 Quiet neighborhood ideal for families, walking, & biking ☀️ Stunning sunrise water view 🛏️ Sleeps 8 comfortably 🚗 Short drive 2 beach & historic downtown St Augustine 💥 New Years & 4th of July fireworks visible from just steps away 🍳Fully equipped kitchen for all cooking levels 🔥 Fire pit & Grill ⚽️ Kid friendly space w/ playground and fenced yard 🛜 Fast internet ⚓️Public boat ramp ¼ mile away, bring jet skis, kayaks, & boats 3️⃣➕Days of supplies provided (TP, trash bags, pods…)

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.

Miranda House 3/2 sleeps 6. Free parking Downtown!

Welcome to The Miranda House, a large 3 bedroom, 2 bath home located on an over-sized corner lot in a quiet residential boating community. The Miranda House has been decorated to reflect the old world tropical charm of Historic St Augustine. It has a bit of sophistication but is still comfortable, relaxing and private, making it the perfect place for your family getaway. Bring the kids, the dog and your boat! The Miranda House is a short 10 minute drive south of the Historic District.

Scenic 3BR/2BA Marsh & Birding Coastal Retreat

🌿 Wake up to peaceful tidal marsh views from the picture window, where herons, spoonbills, and egrets visit daily. Our home sits in one of St. Augustine’s most desirable neighborhoods, perfectly located between historic downtown and the beaches. Enjoy quick access to the Alligator Farm, Lighthouse, Anastasia State Park, local dining, shopping, and scenic outdoor adventures. Ideal for families, couples, and pet-friendly stays.

Anastasia Island Tropical Treehouse

I am a beautiful beach house located 2 blocks from the back gate of Anastasia State Park, walking distance to the Beach, St. Augustine amphitheater, located in a quiet neighborhood on Anastasia Island. Two bedroom 1 bath private upstairs with a big covered porch where ocean waves can be heard often and full moons are seen rising. It's called the treehouse because the house is surrounded by a canopy of native Florida foliage.