Vacation rentals in St. Augustine South

4.97 out of 5 average rating, 39 reviews

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!

Guesthouse in St. Augustine

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!

4.91 out of 5 average rating, 369 reviews

The exterior of a single-story house is displayed, featuring a sloped roof and an inviting entryway. Green grass surrounds the home, complemented by mature trees and landscaped bushes. A concrete driveway leads up to the entrance, providing accessible access.

4.99 out of 5 average rating, 451 reviews

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!

A comfortable seating arrangement includes two light-colored sofas and a recliner, arranged around a green coffee table. Natural light filters through the window, partially covered by white blinds. Two framed artworks are displayed on the wall, and a lamp adds soft illumination.

4.79 out of 5 average rating, 177 reviews

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.

5.0 out of 5 average rating, 9 reviews

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

Guest suite in St. Augustine

A spacious studio features a king bed with a patterned blanket, complemented by a cozy sofa and armchair. A kitchenette is visible in the background, along with a modern ceiling fan overhead. Large windows allow natural light to fill the room.

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.

4.98 out of 5 average rating, 448 reviews

A single-story home is framed by lush greenery and vibrant pink flowers. A palm tree stands prominently in the front yard, while the driveway leads to a single-car garage. Large windows allow natural light to fill the interior space.

4.94 out of 5 average rating, 134 reviews

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.

An enclosed lanai features a heated saltwater pool surrounded by a sleek concrete deck. Colorful lounge chairs are positioned nearby, and greenery is visible outside the mesh screens. The walls exhibit a calming light hue, contributing to a serene poolside atmosphere.

4.97 out of 5 average rating, 138 reviews

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 :-)

An open living area features a light-colored sofa with accent pillows, positioned near a wooden coffee table. A modern kitchen is visible in the background, showcasing white cabinetry and stainless steel appliances. Warm wooden flooring complements the bright, neutral decor enhanced by natural light.

4.96 out of 5 average rating, 170 reviews

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…)

A tufted gray sofa is positioned against a pale wall, adorned with a decorative tapestry featuring a plant and urn. Two lamps provide soft lighting on either side of the couch, complemented by a side table holding a decorative item. Soft carpeting enhances the cozy atmosphere.

4.88 out of 5 average rating, 234 reviews

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.

4.98 out of 5 average rating, 45 reviews

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.

Apartment in St. Augustine

A bright bedroom featuring a spacious bed with a gray quilt. A large window with dark curtains allows natural light to enter, illuminating the room's turquoise wall. A dresser is visible, and a doorway leads to a kitchen area in the background.

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!

4.97 out of 5 average rating, 372 reviews

Popular amenities for St. Augustine South vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in St. Augustine South

4.95 out of 5 average rating, 57 reviews

Ping Pong• Pets• DT 10 mins• BBQ• King• Fast Wifi

Guesthouse in St. Augustine

Private Retreat ~10 Mins from Downtown & Beach

4.99 out of 5 average rating, 88 reviews

Shipping container in St. Augustine

The exterior view showcases a modern multi-level structure constructed from shipping containers, adorned with vibrant murals. Lush greenery surrounds the building, enhancing its unique architectural design. An inviting staircase leads to the upper deck, which features a terrace area for outdoor relaxation.

Come Stay in the Prince Road Container House!

4.99 out of 5 average rating, 67 reviews

4.95 out of 5 average rating, 21 reviews

The Native-Vintage Florida Vibe in the Oldest City

4.85 out of 5 average rating, 39 reviews

Little Castillo on Prince Road

4.88 out of 5 average rating, 85 reviews

Private Heated Pool • Sleeps 8 • Beach Nearby

4.95 out of 5 average rating, 39 reviews

The exterior of a single-story house is showcased, featuring a spacious driveway leading to a two-car garage. Lush green grass surrounds the home, complemented by trees and shrubs. Soft light from a sunset is visible, creating a serene atmosphere in the neighborhood.

Cottage in St. Augustine

Tropical Tranquility

Superhost