Family-friendly holiday rentals in St. Augustine South

5.0 out of 5 average rating, 113 reviews

Cozy private apartment in St Augustine South

Take it easy at this unique, tranquil getaway. Yet you’re just 10 to 15 mins from 100s of fun options like: Historic downtown St George St, shops, restaurants, sightseeing, SA Amphitheater concerts, wedding venues, colleges, the great cross & shrine, water sports, helicopter, boat, trolley, & walking tours, sunset cruises, pirate ship, museums, pickle factory, winery and chocolate tours, sun and sand on SA’s 42 miles of Beaches! Christmas Nights of Lights! Public boat dock right down the block.

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Guesthouse in St. Augustine

4.91 out of 5 average rating, 369 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!

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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.

4.99 out of 5 average rating, 451 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!

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Apartment in St. Augustine Shores

4.96 out of 5 average rating, 108 reviews

Shores Studio • Kitchenette • Queen • Near Beaches

No cleaning fees Cute, cozy and private single room apartment (w/kitchenette) *attached to the main home* Private entrance. Private bathroom. 15 mins from great beaches, the Amphitheater or Historic Downtown. Ideal for solo travelers but suitable for couples. Lakeside walking trails and Disc Golf. 1 Queen bed. Kitchenette. WiFi. Dedicated parking space. Patio access. Minifridge, hotplate, TV, microwave, Keurig, air-fryer, cooking essentials. All you need, at a great price for the area.

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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.

4.79 out of 5 average rating, 179 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.

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Guest suite in St. Augustine

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.

4.98 out of 5 average rating, 448 reviews

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.

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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.

4.94 out of 5 average rating, 134 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.

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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.

4.97 out of 5 average rating, 138 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 :-)

Indoor spacesKitchenDecor

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.

4.96 out of 5 average rating, 171 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…)

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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.

4.88 out of 5 average rating, 234 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.

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A serene outdoor area features a suspended basket chair, surrounded by lush greenery and sun loungers beside a sparkling pool. Umbrella-shaded tables provide shade, while the building's modern architecture stands in the background, enhancing the inviting atmosphere of the space.

4.85 out of 5 average rating, 107 reviews

Luxury Retreat in St. Augustine

Escape to Isla Antiguas in St. Augustine, FL, and indulge in luxury at this stunning 2-bed, 2-bath Airbnb. Perfectly designed for comfort and style, this upscale retreat offers a fully equipped kitchen, elegant living spaces, and plush bedrooms. Enjoy top-tier amenities, including a sparkling pool, fitness center, and scenic surroundings. Just minutes from historic downtown and pristine beaches, this getaway is ideal for relaxation and adventure. Book now for an unforgettable stay!

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Villa in St. Augustine Beach

5.0 out of 5 average rating, 130 reviews

VILLA ONE • 1 Block to the Ocean

One block from the ocean in St. Augustine Beach, this design-forward 2BR/2BA villa is made for easy beach stays. Warm tones, natural finishes and local art create a relaxed, laid-back feel. Outside, enjoy a private tropical backyard with lounge area, outdoor dining and outdoor shower. Walk to the beach, coffee and local favorites, with Historic Downtown just 10 minutes away. One of four individually styled St. Augustine Beach Villas. Not pet friendly. @staugustinebeachvillas

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Popular amenities for St. Augustine South family-friendly rentals

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Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.9 out of 5 average rating, 180 reviews

The two-story beach house is framed by a lush green lawn and palm trees, featuring a spacious front porch with white chairs. Large windows and a gabled roof enhance the inviting appearance. A clear blue sky serves as the backdrop.

Home in Butler Beach

Beach & Serenity; The Perfect Location in St. Aug

Indoor spacesFamilyQuiet

A large heated saltwater pool presents a curved design with a spa area seamlessly integrated. The pool area is surrounded by pavers and features vibrant turquoise lounge chairs. Lush greenery and decorative planters enhance the tranquil outdoor setting, enclosed by a white privacy fence.

4.99 out of 5 average rating, 125 reviews

Heated Pool/hot tub! 1 mile to dwntn/beach

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4.99 out of 5 average rating, 162 reviews

An expansive backyard features a refreshing saltwater pool and a hot tub, surrounded by lush turf landscaping. A two-story building with a wooden staircase overlooks the serene outdoor space, framed by palm trees and vibrant plants. Lounge chairs are positioned nearby for relaxation.

Home in Butler Beach

Driftmark Cabin - RV friendly, Pool + Beach!

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A spacious hot tub is centrally positioned in a private outdoor area, surrounded by a wooden privacy fence. Red Adirondack-style chairs are arranged nearby, providing a relaxed seating area. Lush greenery and palm trees enhance the serene atmosphere of the garden space.

4.93 out of 5 average rating, 131 reviews

Stay in A Castle In St. Augustine, Hot Tub, Firepl

Indoor spacesFamilyAmenities

A private heated pool is encased in a screened enclosure, featuring clear blue water. Adjacent to the pool, a hot tub is visible, offering a relaxing retreat. Access to the pool area is framed by glass doors leading from the main house.

4.88 out of 5 average rating, 133 reviews

Zen Oasis | Heated Pool | Hot Tub | Beach 12-Min!

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4.92 out of 5 average rating, 157 reviews

Cozy Garden - Sleeps 4- hottub/outdoor shower!

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The outdoor area features a private saltwater pool with a custom spa, surrounded by lush tropical landscaping. A spacious cabana is included, with comfortable seating beneath flowing white drapes. A shaded umbrella is positioned beside the pool, enhancing the relaxation space.

4.99 out of 5 average rating, 170 reviews

New Lux Home 4bd/3.5ba+HotTub+SaltPool+Walk2Beach

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The outdoor area features a heated pool surrounded by comfortable lounge chairs and shaded umbrellas. A spacious patio includes additional seating and a tranquil atmosphere, enhanced by palm trees and bright blue skies.

5.0 out of 5 average rating, 201 reviews

Don’t You Wanna? Heated Pool & SPA 4Bed & 3Bath

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Family- and pet-friendly home rentals

4.99 out of 5 average rating, 147 reviews

Home in Lincolnville

New Designer Home +Parking for 3 +Steps to Trolley

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A charming coastal bungalow is set amidst lush green grass, surrounded by palm trees and nature. The driveway leads to the front entrance, featuring a single-car garage. The home is framed by a clear blue sky dotted with clouds, highlighting its welcoming facade.

4.95 out of 5 average rating, 237 reviews

Surfside House

Indoor spacesKitchenWalkability

5.0 out of 5 average rating, 280 reviews

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

Walk Historic Downtown! “Blue Heaven”

Indoor spacesFamilyCondition

4.98 out of 5 average rating, 209 reviews

1mi to Downtown! 3BR/6Beds|Screenroom,Deck,Firepit

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A spacious screened-in pool area features a large blue swimming pool surrounded by patio tiles. Comfortable seating arrangements with multiple chairs and a table are visible nearby, providing a relaxed space for leisure. Natural light streams in through the screened enclosure.

4.93 out of 5 average rating, 200 reviews

Heated Pool, Beach, Patio Lounge, Near Downtown

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An open living area with vaulted ceilings features large windows framing ocean views. A spacious sectional sofa and a cozy armchair invite relaxation, while a coffee table centers the space. Natural light floods in, enhancing the welcoming ambiance.

4.96 out of 5 average rating, 157 reviews

Beachfront | Game Room | Kayaks + Toys | Sunrises

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4.99 out of 5 average rating, 142 reviews

An aerial view of a beach house situated one block from the ocean is displayed. The coastline and sandy beach are visible, along with surrounding residential buildings and parked cars. The water shimmers under sunlight, suggesting a clear day.

Home in Butler Beach

Memory Maker - Vacation with Friends and Family

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4.95 out of 5 average rating, 345 reviews

3 Bedroom Brand New House Near Beach | King Bed

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Family-friendly home rentals with a pool

Cottage in St. Augustine Beach

The kitchen features modern appliances, including a refrigerator, microwave, and dishwasher. White cabinetry provides ample storage. A dining table with four chairs is positioned near the door, and a light fixture illuminates the space. A decorative rug adds a touch of warmth.

4.95 out of 5 average rating, 508 reviews

Beautiful Beach Cottage

Indoor spacesFamilyBiking

4.99 out of 5 average rating, 147 reviews

HtdPool w/Arcade, Fire, GolfCart Access, 1.2 mi DT

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A private heated pool is surrounded by a spacious patio featuring paver stones and tropical landscaping. A wooden pergola provides shade, complemented by lounge chairs and vibrant orange seating. The cottage's white exterior is visible in the background, framed by swaying palm trees under a clear blue sky.

4.99 out of 5 average rating, 161 reviews

Floridian Bungalow•2 Min Walk to Beach•Heated Pool

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A spacious resort-style pool is surrounded by modern buildings, featuring palm trees and lounge chairs for relaxation. Umbrellas provide shade over seating areas. A vibrant sunset casts warm colors across the sky, reflecting on the water's surface and enhancing the tranquil environment.

4.95 out of 5 average rating, 100 reviews

10min DT/Beach | Resort Style 2B+2B, King Beds

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A private pool area is showcased, featuring a large, clear swimming pool surrounded by a spacious patio. Lush greenery and palm trees create a serene atmosphere. Sliding glass doors provide access to the home, while a shaded pergola adds an inviting touch to the outdoor space.

4.95 out of 5 average rating, 104 reviews

Poolside Oasis ~ walking distance to Downtown

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Guest suite in St. Augustine Beach

A screened-in pool area features a crystal-clear water pool with a shallow entry. Two chairs, one green and one yellow, are positioned beside the pool, surrounded by natural greenery and a wooden fence. Sunlight brightens the space, creating a relaxing outdoor ambiance.

4.94 out of 5 average rating, 384 reviews

Ground floor--just 365 steps to beach!

Indoor spacesKitchenLong stay

Condo in St. Augustine Shores

A screened-in balcony offers views of the lush greenery and marshlands beyond. Colorful cushions adorn a comfortable seating area, while a small wooden table sits centrally. Natural light fills the space, creating a peaceful atmosphere for relaxation.

4.99 out of 5 average rating, 133 reviews

Riverfront direct views-Get it ALL in St Augustine

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