Family-friendly vacation rentals in Saint Augustine South

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Top-rated family-friendly rentals in Saint Augustine South

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

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Guest favorite

Home in Saint Augustine

4.99 out of 5 average rating, 366 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 (5 miles) and St. Augustine Beach (3 miles). The home is 100% HANDICAPPED ACCESSIBLE! Convenient shopping and close by restaurants. Full kitchen, spacious living area, large bedrooms, ceiling fans. Pet friendly! (Some restrictions apply, advance notice required!) Base rate covers up to 4 guests and there's a small extra charge for 5 or more. Motorcycle friendly! We also do live on the property!

Sep 20 – 27

ﺩ.ﺇ519 per night

Guest favorite

Home in Saint Augustine

4.91 out of 5 average rating, 222 reviews

NEW Island bungalow - Cozy & Classy

Perfect cozy bungalow for a stay in the nations oldest city. Huge bedroom with a new king bed. Living room with a sleeper sofa and TV. Coffee station, french press, microwave, and mini fridge. Full of artwork. Paintings and a sculpture. Huge stone tiled shower. Located off Anastasia Blvd with great restaurants, coffee shop, pubs and fun for the kids! Located 1 mile the the Anastasia beach state park and then a little over a mile to the beach!! Does not have a kitchen. Walk to Alligator Farm!

Sep 28 – Oct 5

ﺩ.ﺇ531 per night

Guest favorite

Cottage in St. Augustine

4.89 out of 5 average rating, 224 reviews

Cute 2BR close to downtown easy parking

Our cute cottage is in an eclectic historic neighborhood right across the bridge from downtown St. Augustine. The area is very safe and we have not had any issues since owning the house.Approximately 1.5 miles to tons of restaurants, shops, and historic sites. Experience the privacy of the neighborhood with the proximity to everything you want to do in beautiful St. Augustine. The two bedroom house is bright and open and comfortably furnished with everything you will need for a great time.

Jan 5 – 12

ﺩ.ﺇ454 per night

Guest favorite

Bungalow in Butler Beach

4.93 out of 5 average rating, 122 reviews

Crescent Moon: One block pet friendly beach!

The Crescent Moon, east of A-1A, is a charming 1/1 cottage, for small family, 2 friends or one couple. ONE CAR ONLY. Pet friendly cottage and beach. Soothing mornings, evenings to relax in the breeze! Simple 1 block stroll to the soft sand beach. No busy roads to cross. Pet fee $10 a night (for one or two pets, max) to be paid upon departure in cash left in an envelope for housekeeper. Honor system. No pet over 75 pounds. The local taxes of 5% are listed under community fee.

Dec 10 – 17

ﺩ.ﺇ478 per night

Guest favorite

Guest suite in Saint Augustine

4.88 out of 5 average rating, 654 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

Sep 11 – 18

ﺩ.ﺇ438 per night

Guest favorite

Apartment in St. Augustine

4.91 out of 5 average rating, 478 reviews

2 Blocks to the Beach! Modern Beach Escape

Location, location, location! Come spend days at the beach and evenings exploring the historic downtown! This apt is a 2 block walk to the beach with 2 bedrooms- 1 king and 2 twins, 1 bath, open kitchen, dining & living room, spacious deck, beachy backyard, private outdoor shower, 2 parking spaces, wi-fi, and easy access to all St. Augustine has to offer. Beach chairs, towels and an umbrella are also included. Hosted by a local family who puts lots of love into their first home.

Oct 7 – 14

ﺩ.ﺇ471 per night

Superhost

Cottage in Saint Augustine

4.82 out of 5 average rating, 303 reviews

Sea La Vie Beach Studio

Our renovated studio is on a quiet cul-de-sac, one block from the beach! It is one side of a duplex and is perfectly located within walking distance to restaurants, family-friendly activities, nightlife, and public transport. It is across the street from the pier and the piers weekly farmers market. It is a short drive to historic downtown St Augustine. The neighborhood is quiet and safe. Our place is good for couples, solo adventurers and business travelers.

Apr 14 – 21

ﺩ.ﺇ415 per night

Guest favorite

Condo in St. Augustine

4.95 out of 5 average rating, 129 reviews

"Captain Jacks" First Floor 2BR/2Bath Condo

First Floor 2BR-2BA, Beach/Pool. Remodeled in 2015 with all new appliances, YouTube TV, Xbox, walk-in shower. Complex is gated with private access to beach and pool. Entertainment: YouTube TV for Television in LR. Xbox in BR 2 Beach umbrella and chairs Boogie boards Beach toys Located on Anastasia Island, you are 15 minutes from downtown St. Augustine, St George St, and surrounded by a variety of attractions such as the Lighthouse and Alligator Farm.

Aug 25 – Sep 1

ﺩ.ﺇ499 per night

Guest favorite

Guest suite in St. Augustine

4.84 out of 5 average rating, 324 reviews

Anastasia Island Tropical Treehouse

I am a beautiful beach house located 2 blocks from the back gate of Anastasia State Park, walking distance to the Beach, St. Augustine amphitheater, located in a quiet neighborhood on Anastasia Island. Two bedroom 1 bath private upstairs with a big covered porch where ocean waves can be heard often and full moons are seen rising. It's called the treehouse because the house is surrounded by a canopy of native Florida foliage.

Dec 20 – 27

ﺩ.ﺇ532 per night

Guest favorite

Apartment in St. Augustine

4.95 out of 5 average rating, 310 reviews

Comfort of Home in St Augustine

Charming apartment in the historic district with a completely updated bathroom with a deep soaking tub and a separate shower, double vanity, Carrera marble tile. The kitchen is new as well with all new appliances, cupboards and quartz countertop. My favorite part of this apartment is the large front porch where you can relax, enjoy your morning and evening beverages, people watch and mingle with the neighbors...

Apr 13 – 20

ﺩ.ﺇ551 per night

Guest favorite

Guesthouse in St. Augustine

4.91 out of 5 average rating, 531 reviews

Captain's Quarters Tiny House

This Tiny House has all you need for a cozy, private stay while visiting St. Augustine. The Tiny House sits on 3/4 acres. You will feel the tranquility of this magical property and only 10 minutes to Vilano Beach or the Historic Downtown. The studio is equipped with a sink, toilet, kitchenette, coffee/tea. Commune with nature in your Private Exotic Outdoor Shower, hottub (closed July & August).

Oct 25 – Nov 1

ﺩ.ﺇ315 per night

Guest favorite

Guest suite in St. Augustine

4.95 out of 5 average rating, 272 reviews

*Best Location in St. Augustine*

Welcome to St. Augustine Beach! This is the best location in town! You will find a mixture of beach, woods, and culture. Located minutes from the Beach, Lighthouse, State Park, Amphitheatre, Alligator Farm, and The Oldest City! This is a private efficiency spotless and quaint. Recently remodeled with Wi-Fi, cable, and USB ports Perfect for a night’s sleep or a mini get away.

Jul 23 – 30

ﺩ.ﺇ398 per night