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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

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!

4.97 out of 5 average rating, 39 reviews
Guest favourite
Guest house 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
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

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.

4.9 out of 5 average rating, 201 reviews
Guest favourite
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

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.

4.79 out of 5 average rating, 177 reviews
Guest favourite
Home in St. Augustine

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

5.0 out of 5 average rating, 9 reviews
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

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
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

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.

4.94 out of 5 average rating, 134 reviews
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

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 :-)

4.97 out of 5 average rating, 138 reviews
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

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…)

4.96 out of 5 average rating, 170 reviews
Top guest favourite
Home in St. Augustine

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.

4.98 out of 5 average rating, 45 reviews
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

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
Top guest favourite
Home in St. Augustine

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.

5.0 out of 5 average rating, 56 reviews

Popular amenities for St. Augustine South holiday rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Stay near St. Augustine South's top sights

Flagler Hospital

12 locals recommend

Namaste

9 locals recommend

Sea Love Charters

5 locals recommend

Other great holiday rentals in St. Augustine South

Top guest favourite
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.
Shipping container in St. Augustine

Come Stay in the Prince Road Container House!

4.99 out of 5 average rating, 67 reviews
Top guest favourite
Home in St. Augustine

The Native-Vintage Florida Vibe in the Oldest City

4.95 out of 5 average rating, 21 reviews
Guest favourite
Home in St. Augustine

Little Castillo on Prince Road

4.85 out of 5 average rating, 39 reviews
Top guest favourite
Guest house in St. Augustine

Private Retreat ~10 Mins from Downtown & Beach

4.99 out of 5 average rating, 88 reviews
Superhost
Home in St. Augustine

The Heron House - River View

4.67 out of 5 average rating, 6 reviews
Guest favourite
Home in St. Augustine

Private Heated Pool • Sleeps 8 • Beach Nearby

4.88 out of 5 average rating, 86 reviews
Guest favourite
Home in St. Augustine

Sleeps 8 -Near Shrine Club/Boat Ramp/Pet Friendly

4.98 out of 5 average rating, 46 reviews
Superhost
A heated pool with a protective screen cage is surrounded by tropical plants and seating areas. Outdoor furniture, including a dining table and chairs, is positioned adjacent to the pool, creating a comfortable space for relaxation and enjoyment.
Home in St. Augustine

St Augustine spacious retreat with pool, pets ok

4.9 out of 5 average rating, 92 reviews

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

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Avg. price£104£111£118£117£115£105£110£89£87£87£104£113
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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 50 homes with a kitchen, over 60 homes with wifi, over 50 homes with free parking, over 60 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

Destinations to explore