Family-friendly holiday rentals in St. Augustine South

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in St. Augustine South

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Guest favourite
A comfortable seating area is highlighted by a gray sofa and two woven chairs. A colorful area rug anchors the space, with a coffee table placed in the center. Natural light streams through large windows, enhancing the room's relaxed ambiance.
Guest house in St. Augustine
4.91 out of 5 average rating, 337 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
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
4.97 out of 5 average rating, 495 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.

Top guest favourite
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.
Home in St. Augustine
4.99 out of 5 average rating, 426 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!

Guest favourite
Two colorful folding chairs are positioned on a small wooden deck, facing a large glass door that provides access to the tiny house. A bottle and glasses are placed on the deck, inviting relaxation in a charming outdoor setting.
Tiny home in St. Augustine
4.79 out of 5 average rating, 104 reviews

H2O Weekender

The H2O Weekender is the ultimate beach teeny tiny 120 sq ft house equipped with modest amenities. An adventurous pair will enjoy the H2O glamping experience. Opt for the secluded Crescent Beach to the East or the Atlantic Intracoastal H2Oway to the West, a perfect spot to drop-in a H2O craft or sea a spectacular sunset via the Green Street boat ramp. Upon booking the H2O Weekender a 5.0% Tourist Development Tax will be collected in addition to your booking rate imposed by St. Johns County.

Guest favourite
A comfortable seating area features a yellow couch adorned with decorative throw pillows inspired by The Beatles. The large windows allow ample natural light, while soft gray curtains frame the view. A small side table complements the space, enhancing the cozy atmosphere.
Campervan/Motorhome in St. Augustine
4.88 out of 5 average rating, 189 reviews

Yellow Submarine II

28' Vintage Airstream we call the Yellow Submarine, enjoy this unique experience inspired by The Beatles and furnished with IKEA. The queen bed in a separate bedroom offers comfort and privacy and 1 of 3 tvs. Full bathroom, separate shower, fully equipped kitchen, thermostatically controlled AC & space heaters. A short 6 minute Uber into downtown or 8 minutes to Viano. Beach. Our 5 star reviews love,location, privacy, firepit, and hottub, private outdooor shower and covered patio with tv.

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
4.83 out of 5 average rating, 123 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.

Top guest favourite
A charming entrance to a cozy guest suite is framed by lush greenery and wooden structures. A wooden deck leads up to the door, which is complemented by a decorative orange light fixture. The surrounding plants enhance the natural ambiance.
Guest suite in St. Augustine
4.97 out of 5 average rating, 155 reviews

MarshMellow-Island Guest Suite nights of lights

Your own cozy guest suite with private entry. Lovely little bedroom and beautiful bathroom . Private porch and sitting area. Located adjacent our guest studio but the suite is entirely yours and private. These two share a lush garden path, but have separate porches and entrances. The MarshMellow is a well thought out accommodation that has everything we think you'll need for a lovely stay in St. Augustine. A 20 minute stroll to the Amp and short drive or bike to the beaches or downtown.

Guest favourite
A bright living area showcases a pull-out sofa bed and a coffee table, with a collection of magazines placed on it. A wooden ladder leads to a lofted sleeping space. The kitchenette is equipped with a microwave and a small refrigerator, while natural light enters through large windows.
Tiny home in St. Augustine
4.97 out of 5 average rating, 281 reviews

Enjoy St. Aug's Best Tiny House

Creekside Cottage is a tiny house guest apartment. It's a great choice for couples or solo travelers looking for simple, stylish, and unique accommodations. The home is located across the street from Moultrie Creek which offers beautiful views. The neighborhood is a quiet, safe, residential area within a 10-15 minute drive to downtown St. Augustine or the beach. You'll have privacy, parking, and a beautiful garden space to enjoy during your stay. The Cottage offers wifi and Keurig coffee.

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
4.98 out of 5 average rating, 121 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 :-)

Guest favourite
A stone fountain stands at the center of a lush courtyard, surrounded by vibrant green ferns and tropical plants. A wooden bench is positioned nearby, offering a tranquil space for relaxation amid the serene sounds of cascading water.
Place to stay in St. Augustine
4.92 out of 5 average rating, 946 reviews

Moon Over the Courtyard in the Historic District

You have found your cozy oasis tucked under an ancient Oak tree in a private, lush tropical Courtyard in the Historic District of St Augustine. Sit by the fountain, feed the roaming tortoises day or enjoy the fire and the 1000's of tiny lights reflected on the tree canopy by night. This small studio and exemplifies the appeal of tiny living: compact, clean, efficient, and convenient. The Courtyard is a short walk from all of the Historic Districts Shops, Restaurants and Attractions.

Top guest favourite
The image captures a serene beach at sunset, where the sun is partially obscured by clouds, creating soft orange and blue hues in the sky. Tall grasses sway gently in the foreground, framing the scene of the calm ocean waves reflecting the fading light.
Guest suite in St. Augustine
4.89 out of 5 average rating, 743 reviews

Beach and Serenity

6 BLOCKS to BEACH, off of the intercostal! Studio apartment, sleeps up to 4. Quiet neighborhood, close to all. Several restaurants/shops within walking distance. Beach bikes included, perfect for bike rides along the beach. Private entrance off of porch, which includes chairs to relax in, beach toys, towels, chairs. *yes, we are pet friendly, however, ONE PET PER STAY WITH APPROVAL *also, we cannot split weekends, so please book accordingly, fridays and Saturdays booked together

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
4.98 out of 5 average rating, 357 reviews

Cozy studio 15 min to beaches & historic downtown

Outstanding location + amenities, 15 minutes to beaches + historic downtown (Nights of Lights!) Minutes walk to the intercostal w/ piers, boat ramps, perfect for pleasant walks. Close to lots of shopping + 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.

Popular amenities for St. Augustine South family-friendly rentals

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Avg. price$222 SGD$213 SGD$234 SGD$210 SGD$199 SGD$210 SGD$216 SGD$192 SGD$188 SGD$200 SGD$207 SGD$246 SGD
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Quick stats about holiday rentals that are family-friendly in St. Augustine South

  • Total holiday rentals

    Explore 50 holiday rentals in St. Augustine South

  • Nightly prices starting at

    St. Augustine South holiday rentals start at $104 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,220 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 40 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    50 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!