Holiday rentals in St. Augustine South

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in St. Augustine South

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

1 of 1 pages1 / 1
Guest favourite
Guest house in St. Augustine
4.91 out of 5 average rating, 363 reviews

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!

Top guest favourite
A living space features a white sofa adorned with a patterned throw, complemented by a rustic wooden coffee table. A large round mirror and star decorations hang on the walls, while a ceiling fan adds functionality. Doorways lead to adjacent rooms, including a bathroom.
Guest suite in St. Augustine
4.98 out of 5 average rating, 541 reviews

Winter Hawk Hideout

15 minutes from ol' St Augui. Located in the heart of this typical Florida woods and nested by oaks that saw the Seminole War as we are walking distance from Ft Peyton and 2 miles away from where Osceola was captured. The house sits on half acre of gardens and the decor is ranch, asian and whimsical .The goal is for you to feel transported away for a while. I do have 2 very small, well behaved and quiet dogs and one never seen cat. They do not have access to your quarters or are allowed in.

Guest favourite
The living room features a comfortable sofa and a cozy accent chair, set on a circular area rug. A stone fireplace adds texture to the space, while soft lighting from a nearby floor lamp enhances the ambiance. A dining area is visible in the background.
Home in St. Augustine
4.89 out of 5 average rating, 185 reviews

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.

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, 266 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

Guest favourite
The living room is furnished with two light-colored sofas and a central coffee table, creating a spacious and inviting space. A decorative fireplace is framed by mirrors and artwork, while natural light filters in through shuttered windows and greenery adds a touch of nature.
Home in St. Augustine
4.94 out of 5 average rating, 221 reviews

Historic Designer Home • Luxury Baths • Steps2DWTN

Off Street Parking for 2 vehicles 2 Min. walk to St George St 5 Min drive to Anastasia State Park Beach 6 Min drive to Fitness Club/Pool High Speed Starlink Internet Luxury Retreat in Historic Downtown. Indulge in a charming vacation rental featuring a spacious living room, gourmet kitchen, and luxury baths. Immerse yourself in the rich history and vibrant culture, with its charming streets and local attractions. Whether seeking adventure or relaxation, this retreat offers the perfect base.

Superhost
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.
Home in St. Augustine
4.78 out of 5 average rating, 160 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.

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, 124 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
A modern home with a distinctive triangular roof stands among lush greenery. A manicured lawn extends in front, bordered by palm trees. The building features a combination of light-colored siding and wooden accents, with a small balcony that adds to its architectural charm.
Home in St. Augustine
4.99 out of 5 average rating, 129 reviews

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.

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
4.97 out of 5 average rating, 158 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
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, 512 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
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, 421 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 living area showcases a comfortable gray sofa adorned with decorative cushions, paired with a stylish armchair. A white coffee table sits centered on a striped rug, while artwork frames and a wall-mounted TV add character to the space.
Home in St. Augustine Beach
5 out of 5 average rating, 119 reviews

Beachside Bliss. Walk to restaurants and shopping.

Easy beach access 2 minutes away by car with free parking. Walk to Starbucks, restaurants, grocery and shopping. Newly renovated with beautiful furnishings and everything you need including coffee bar, bikes, beach chairs and grill. Top of the line mattresses. Outdoor furniture and gorgeous private patio with rocking chairs for lounging and outdoor dining table. Drive 10 to 15 minutes to the old city of St. Augustine. Perfect location. Easy self check-in.

Popular amenities for St. Augustine South holiday rentals

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

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$180 SGD$192 SGD$205 SGD$184 SGD$177 SGD$174 SGD$189 SGD$154 SGD$151 SGD$150 SGD$180 SGD$196 SGD
Avg. temp13°C15°C17°C20°C24°C27°C28°C28°C26°C22°C17°C14°C

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 50 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 vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 vacation homes 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 60 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 60 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 free parking, over 60 homes with wifi, over 60 homes with a kitchen, over 60 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

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 $64 SGD per night before taxes and fees

  • Verified guest reviews

    Over 5,670 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 50 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!