Holiday rentals in St. Augustine South

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Quick stats about holiday rentals in St. Augustine South

  • Total holiday rentals

    Explore 70 holiday rentals in St. Augustine South

  • Nightly prices starting at

    St. Augustine South holiday rentals start at £37 per night before taxes and fees

  • Verified guest reviews

    Over 6,040 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 40 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wifi availability

    70 of St. Augustine South holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across St. Augustine South rentals

  • 4.9 Average rating

    St. Augustine South stays are highly rated by guests – averaging 4.9 out of 5!

Top-rated holiday rentals in St. Augustine South

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
Home in St. Augustine
4.97 out of 5 average rating, 36 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!

Top guest favourite
A charming two-story cottage is seen behind an ornate wrought-iron gate, framed by vibrant green grass and well-maintained landscaping. Large windows allow natural light to fill the exterior, and a cheerful yellow door adds a welcoming touch.
Cottage in Lincolnville
5 out of 5 average rating, 273 reviews

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 * 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

Top guest favourite
Guest house in St. Augustine
4.99 out of 5 average rating, 72 reviews

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.

Guest favourite
The living area features a combination of leather sofas in various colors arranged around a woven coffee table. A rug adds warmth to the wooden floor. In the background, a dining area with blue chairs and a glass door opens to the outside, bringing in natural light.
Home in St. Augustine
4.85 out of 5 average rating, 227 reviews

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.

Guest favourite
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.
Home in St. Augustine
4.94 out of 5 average rating, 130 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.

Top guest favourite
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.
Home in St. Augustine
4.96 out of 5 average rating, 166 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…)

Top guest favourite
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.
Home in St. Augustine
4.97 out of 5 average rating, 136 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 :-)

Top guest favourite
A light-filled living area is depicted, featuring a spacious couch positioned against a vibrant artwork of a clownfish. Sliding glass doors lead to a serene outdoor space, while colorful paintings adorn the walls, adding artistic charm to the room.
Guest suite in St. Augustine
4.99 out of 5 average rating, 525 reviews

Art Studio Space – Quiet – Walk to Beach

This very private studio apartment is on Anastasia Island, with its own entrance across the street to Anastasia State Park, which includes the St. Augustine Amphitheater in a quiet, friendly beach neighborhood. This ideal location is quite literally "a walk in the park" to a beautiful undeveloped Florida beach; or a 10 minute drive across the famous Bridge of Lions to historic downtown St. Augustine – with quick access to the many local attractions and great restaurants in the area.

Top guest favourite
Home in St. Augustine
4.97 out of 5 average rating, 38 reviews

Designer Resort Style Home• 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.

Top guest favourite
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.
Guest suite in St. Augustine
4.99 out of 5 average rating, 437 reviews

Cozy Studio 15 mins to Beaches & Historic Downtown

Outstanding location & amenities, 15 minutes to beaches and historic downtown in a quiet, friendly neighborhood. Minutes walk to the intercostal, with piers & boat ramps, gorgeous views, perfect for walks. Close to lots of shopping and 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.

Top guest favourite
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.
Flat in St. Augustine
4.97 out of 5 average rating, 372 reviews

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!

Top guest favourite
Home in St. Augustine
5 out of 5 average rating, 55 reviews

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.

Popular amenities for St. Augustine South holiday rentals

When is the best time to visit St. Augustine South?

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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Saint Augustine South?

    Saint Augustine South has more than 50 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in house rentals in Saint Augustine South?

    Experience the best of Saint Augustine South with our house rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Saint Augustine South?

    Four-legged friends are welcome in Saint Augustine South. Choose from more than 40 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Saint Augustine South?

    Yes! Work meets play with ease at over 50 vacation rentals in Saint Augustine South featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Saint Augustine South house rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 house rentals with pools in Saint Augustine South, available on Airbnb. Make a splash and soak up the sun in style!

  • Do house rentals in Saint Augustine South have air conditioning?

    Absolutely! We offer over 60 house rentals with air conditioning in Saint Augustine South. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Saint Augustine South have a kitchen?

    Absolutely! We offer over 50 house rentals with a kitchen in Saint Augustine South. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Saint Augustine South have wifi?

    Absolutely! We offer over 60 house rentals with wifi in Saint Augustine South. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Saint Augustine South have free parking?

    Absolutely! We offer over 50 house rentals with free parking in Saint Augustine South. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Saint Augustine South?

    Enhance your stay in our House Rentals with the most popular amenities: over 60 homes with air conditioning, over 50 homes with free parking, over 50 homes with a kitchen, over 60 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.