Holiday houses in St. Augustine South

Family Friendly Home close to Downtown & Beaches

~Location: 10 minute drive from St. Augustine Beach, Historic Downtown, Anastasia State Park, and more. ~Family & Pet-Friendly: Toys, treats, games, and plenty of space to roam. Fully stocked ~Fun for Everyone: bikes, pool table, swing, exercise , corn hole, games, and more. ~Outdoor Paradise: Stroll to Intracoastal State Park or bring your boat/kayak. ~Catch a Show: Nearby St. Augustine Amphitheater. ~Fully Equipped: Modern amenities for a relaxing stay! Fully Renovated in 2023 Book now!

Family · Value · Amenities

10 Minutes to EVERYTHING!! Modern Serene Studio

Serene Studio is just that- a quiet, peaceful, private space to lay your head after exploring St. Augustine. Our 500 sq. foot studio cottage is detached from the main house, where we live. It's set in a residential neighborhood that runs along the Intracoastal Waterway (which makes for gorgeous morning or evening strolls). We're a 10 minute car ride (without traffic!!) to the historic downtown or St. Augustine Beach. Serene Studio is the best of both worlds without the noise, hustle and bustle!

Value · Family · Accuracy

Heated Pool • Mini Pickleball • Bocce Ball • Gym

Welcome to Barefoot & Bloom—just minutes from all St Augustine attractions. Spend your days in the pool, challenge each other to mini pickleball or bocce, then gather for fireside chats and outdoor movies. 🏊 Heated pool 🏓 Mini indoor pickleball + 🎯 bocce/lawn bowling 💪 Garage gym + 🧗 kids climbing wall 🔥 Fire pit + 🍔 grill for BBQ 🎬 Outdoor movie nights 🛏️ Sleeps up to 10 comfortably 👶 Kid-friendly extras (pack ’n play, high chair, toys) 🏖️ Minutes to beach, downtown & attractions

Family · Getting around · Hospitality

Private Retreat ~10 Mins from Downtown & Beach

St. Augustine retreat with private entrance; close to everything! Fenced cottage feat. full kitchenette, luxury bathhouse, fast WiFi, and dedicated free parking. Stroll to Matanzas River Waterfront parks/trails & neighborhood pickle ball courts. 🏖️🏓🎣 Drive 10-15 min to historic downtown and St. Aug Beach 🏰 ⛵️🏝️ Perfect for solo travelers and couples exploring Anastasia State Park, Alligator Farm, USA’s #2 Amphitheater, Castillo de San Marcos, and more! Borrowable items upon request.

Location · Family · Kitchen

Cozy Studio 15 mins to Beaches & Historic Downtown

Outstanding location & amenities, 15 minutes to beaches, St. Augustine Amphitheater and 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.

Family · Location · Access

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.

Location · Family · Parks

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.

Location · Family · Access

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 :-)

Value · Family · Barbecue

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…)

Family · Value · Hospitality

Resort-style home with pool & gourmet kitchen

Escape the hustle and bustle and unwind in this stunning designer home, perfect for your next getaway! Enjoy easy access to boat ramps just a few blocks away, making it ideal for outdoor lovers. Explore nearby attractions with a quick drive to downtown St. Augustine, the beautiful beaches of Anastasia State Park, and the vibrant St. Augustine Amphitheater. Refresh and relax in your private paradise featuring a gorgeous pool, spacious living areas, and modern amenities.

Family · Location · Decor

Home away from Home close to everything!

An ideal place to stay while visiting our lovely historic St. Augustine. It's in a quiet neighborhood close to beaches, historic district, restaurants and stores. The unit is above the two-car garage where you enter to go up stairs to the 500 square foot apartment. It has a living room, full kitchen, bedroom and bathroom. It's a few short blocks to Intracoastal Waterway (ICW) where you can enjoy breath-taking walks. Short drive to everything!

Family · Value · Layout

St Augustine Getaway

Our St Augustine Getaway is in a quiet neighborhood but yet only 4 miles from historic downtown and 6 miles from Anastasia State Park and the beautiful beaches. A quick Uber ride or drive will take you to all of the wonderful attractions. We are also close to many restaurants as well as shopping and groceries. Our home sleeps 6 comfortably and we hope you find it to be a quiet oasis that is close to all this historic city has to offer.

Family · Value · Hospitality