Holiday houses in St. Augustine South

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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 South
5 out of 5 average rating, 15 reviews

Waterfront Sunrise! • Beach & Historic Close!

Waterfront sunrises, beaches, historic charm! Enjoy this updated, cozy home with water views, filled with art, and cozy spaces. Home offers 1 step entrance, grab bars, and EXTRA private primary suite! Only minutes to beautiful beaches & the historic heart of St. Augustine. Grocery stores & restaurants are close by! Neighborhood is perfect for peaceful walks along the water. Up the road, you'll find a boat ramp & more trails. Relax, explore, and soak up true Florida coastal vibes at Yellow House!

Top Guest favourite
A modern kitchen is featured, showcasing sleek white cabinetry and a large island with seating for three. A stainless steel stove and hood are positioned centrally, complemented by minimalist decor. Natural light fills the space through a nearby glass door and staircase leading to the upper level.
Apartment in St. Augustine
4.98 out of 5 average rating, 126 reviews

2BR/2B Get Away-Walk to St. Aug

This hidden gem (Unit B) is a 2 BR/2 bath home that is part of a duplex within a few minutes walk of some of the best St. Augustine has to offer and a short drive to St. Augustine Beach. The layout is perfect for a family/friends getaway, with the downstairs being comprised of the living area, kitchen, 1 BR, and 1 bath, and 1 additional BR and bath upstairs. 5-min bike ride to the beach, 5-min walk to all the bars and restaurants on Anastasia Blvd, and a 10-min walk(.6mi)to downtown St. Aug.

Guest favourite
Guesthouse in St. Augustine South
4.91 out of 5 average rating, 354 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!

Guest favourite
The exterior of the two-story property is shown, surrounded by lush greenery and trees. A spacious gravel driveway leads to the home, which features a covered porch on the upper level. The lower area includes a decorative railing and opens up to a well-maintained yard.
Home in St. Augustine
4.89 out of 5 average rating, 103 reviews

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.

Superhost
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 South
4.85 out of 5 average rating, 206 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 South
4.94 out of 5 average rating, 115 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 South
4.97 out of 5 average rating, 150 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…)

Guest favourite
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.
Home in St. Augustine South
4.88 out of 5 average rating, 223 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.

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, 491 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 South
4.99 out of 5 average rating, 401 reviews

Cozy studio 15 mins to beaches & historic downtown

Outstanding location and amenities, 15 minutes to beaches and historic downtown (Nights of Lights!) Minutes walk to the intercostal w/ piers, boat ramps, perfect for pleasant walks. Close to lots of shopping and dining. Quiet, friendly neighborhood, 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.
Apartment in St. Augustine South
4.97 out of 5 average rating, 355 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!

Guest favourite
A private backyard patio is showcased, featuring a brand new hot tub surrounded by green grass. Comfortable seating is arranged nearby, including a table with chairs and several lounge chairs, all set against a backdrop of lush trees and a wooden fence.
Home in St. Augustine South
4.81 out of 5 average rating, 101 reviews

Water View, Hot Tub, Games, Fire Pit, Boat Parking

Save my home to your wish list by clicking on the <3 Book 2 nights, get the 3rd 30% off! >Enjoy breathtaking sunrise views over the water from the porch >Brand new hot tub! >Boat ramp minutes away - bring your boat! >Wood burning fIre pit >Dog friendly, 2 dog max *with pet fee* >Sleeps 8 comfortably >Drip Coffee Maker >Charcoal BBQ >Downtown St. Aug is a 15 minute drive >2-3 days of supplies provided (TP, trash bags, pods, etc.)

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 $30 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 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 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 wifi, over 60 homes with a kitchen, over 60 homes with air conditioning, over 60 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in St. Augustine South

  • Total holiday rentals

    Explore 80 holiday rentals in St. Augustine South

  • Nightly prices starting at

    St. Augustine South holiday rentals start at $52 NZD per night before taxes and fees

  • Verified guest reviews

    Over 5,580 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    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

  • Wi-Fi availability

    70 of St. Augustine South holiday rentals include Wi-Fi 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!