
Family-friendly holiday rentals in St. Augustine South
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Top-rated family-friendly rentals in St. Augustine South
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Pelican Guesthouse-Spacious/Quiet/Comfortable
Quiet, spacious guesthouse. Comfortable beds and immaculately kept. Read our reviews :) A few miles from gorgeous beaches, historic downtown and St Augustine Amphitheater. Friendly neighborhood, accessible to beautiful walks along the Matanza River. Public park and playground at the end of the street. Self check in, private entrance, flat screened TV's, full kitchen. Thoughtful decor and local artwork to enjoy. Full laundry room and off street parking for two car. Strictly a pet-free listing.

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!

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.

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!

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.

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.

Mermaid relaxing studio. King bed. Pool.
Dear Guests, let us introduce our "Mermaid Relaxing" studio! KING BED! This studio is a private, compact, above-garage guest suite, with a private entrance upstairs from the (shared with our family) backyard. The Mermaid suite is ideal for a couple and features a King bed! Guests have own sitting area on the deck and are welcome to share the underground pool with us. Easy, ample free parking. Breathtaking pine forest outdoor views. Free wi-fi, Netflix, and Hulu apps on smart TV are included!

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.

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 :-)

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

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 w/ swings + benches. Close to 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.

~Romantic Historic 1888 Cottage~Walk to Downtown
Come live in history! This cottage traces its roots back to humble beginnings and it still stands today as one of Lincolnville's original historic treasures. Nestled in the heart of America's oldest city, this endearing circa 1888 cottage offers an intimate, refined escape with a boutique ambiance. This is the ideal retreat for travelers seeking a romantic getaway or guests who wish to be transported to a more graceful time. Discreet in scale but grand in experience.
Popular amenities for St. Augustine South family-friendly rentals
Family-friendly home rentals with a hot tub

Pool/Hot Tub Home 1 mile to downtown/beach

Sunrise Special | Steps to Beach | Ocean Front

Villa Tizoc

Shell Shack - Resort Beachside Condo

Driftmark Cabin - RV friendly, Pool + Beach!

Newly renovated! Steps to BEACH & POOL!

Sun Seekers Beach House- Steps from Butler Beach

2023 Lux Home 4bd/3.5ba+HotTub+SaltPool+Walk2Beach
Family- and pet-friendly home rentals

Beach Getaway - Upstairs

ROMANTIC RIVERFRONT CABIN~ BRING BOAT ~ SLEEPS 2

The Hideaway

Waterfront suite, Dogs are cool no pet fee

Hammock Hideaway

Cozy, Pet-friendly Private House near downtown

Sun & Sea | 2 pools - 1 heated!

Beach Life in Oceanview Condo
Family-friendly home rentals with a pool

Ocean Side Complex w/ Heated Pool B-15

Ground floor--just 365 steps to beach!

Fun Waterfront Retreat, Heated Pool, Rooftop Deck

The Garden Casita in St. Augustine Florida

Peaceful Oasis Pet Friendly heated Pool & Gameroom

Boutique Beachside condo with easy access to beach

Spacious St. Augustine Home "The Gold Knocker"

Livin’ the Dream at St. Augustine Beach
Quick stats about holiday rentals that are family-friendly in St. Augustine South
Total rentals
50 properties
Nightly prices starting at
€ 69 before taxes and fees
Total number of reviews
2.2K reviews
Pet-friendly rentals
40 properties allow pets
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
40 properties have a dedicated workspace
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- Ponte Vedra Beach
- Daytona International Speedway
- TIAA Bank Field
- Summer Haven st. Augustine FL
- Old A1A Beach
- San Sebastian Winery
- Daytona Beach Boardwalk and Pier
- Daytona Lagoon
- Vilano Beach
- Boneyard Beach
- Crescent Beach
- Kathryn Abbey Hanna Park
- Lightner Museum
- Fountain of Youth Archaeological Park
- Butler Beach
- Pablo Creek Club
- Eagle Landing Golf Club
- Adventure Landing Jacksonville Beach
- MalaCompra Park
- Matanzas Beach
- Amelia Island State Park
- St. Augustine Alligator Farm Zoological Park
- Worlds Most Famous Beach Daytona Beach
- Ravine Gardens State Park