Family-friendly holiday rentals in St. Augustine

Guest suite in St. Augustine

4.97 out of 5 average rating, 136 reviews

MarshMellow-Island Guest Suite Beach Amphitheater

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.

5 out of 5 average rating, 102 reviews

Cottage in St. Augustine

Historical Cottage in Heart of Town! Park & Walk

Welcome to Groveside Cottage on one of historic streets of St. Augustine! In 1920s Grove Avenue was the home of several families of cigar makers and two cigar manufacturing companies. This lovingly restored cottage offers modern comforts while maintaining the character and charm of a circa 1900 home. Our coziest porch and fenced courtyard are great for a cup of coffee or a glass of wine to enjoy outdoors. Park and walk to discover all the wonderful things this historic downtown has to offer!

4.96 out of 5 average rating, 113 reviews

Luxury heated pool home steps from the beach!

Welcome to the Coral Door House! Tranquil retreat at the beach. Newly built spacious and modern luxury home. A private entrance to a very special and secluded beach is just 6 houses down. An easy short walk with the stocked provided beach cart. Outdoor living space has a 10 X 20 heated pool and plenty of seating. A perfect place to relax after a day at the beach. We’d love to host you and your family so let us know when you want to come stay, and we can discuss more details from there!

4.99 out of 5 average rating, 112 reviews

2023 Lux Home 4bd/3.5ba+HotTub+SaltPool+Walk2Beach

* Built in 2023- luxe coastal furnishings & linens * Featured in 2024 Good Housekeeping Mag🌟 * 2 King Suites (1 on each floor) | 2 Queen Bedrooms | 3.5 Baths * Private Saltwater Pool & Spa/Hot Tub * Poolside Cabana | Outdoor Kitchen | Front Porch * Bikes, Beach Toys, Beach Chairs * Lush Tropical Landscaping * 0.2 miles - gorgeous quiet beach * 5.5 miles- historic downtown St Augustine- The oldest city in the United States! * 0.2 miles - Cap's Restaurant for sunset dinner on the water

4.98 out of 5 average rating, 104 reviews

Beachfront | Game Room | Kayaks + Toys | Sunrises

Your private beachfront retreat! This 4-bed, 2-bath home offers direct ocean access, beach toys, and kayaks for endless fun. Stay connected with fast WiFi and a dedicated workspace, with Publix just across the street. Downtown historic St. Augustine is a short 10-minute drive away, promising rich culture and dining experiences. After a day of sun and surf, rinse off in the outdoor shower, then relax and listen to the waves with a drink in your hand. Your perfect family getaway begins here!

Place to stay in St. Augustine

4.92 out of 5 average rating, 904 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.

5 out of 5 average rating, 219 reviews

Cottage in Lincolnville

Walk Historic Downtown! “Blue Heaven”

Stunningly renovated cottage combines modern amenities with vintage charm... * 2 master suites with queen beds * Quiet neighborhood walking distance to explore The Nation's Oldest City * Clawfoot tubs inside and out (along with showers, of course!) * Big screened-in porch with hanging daybed * Off-street paved parking * Fenced yard, Weber grill, gas fire pit * Fast Wi-Fi and Smart TV * 2 blocks to Fish Camp, Ice Plant and LaNuvelle * 10 minute walk to central downtown St Augustine

Apartment in St. Augustine

4.92 out of 5 average rating, 216 reviews

Lovely 1bdrm apt in Historic St Augustine

Check out our beautiful upstairs apartment in Historic St Augustine! The space is newly remodeled and so lovely! Originally built in 1910 and completely updated in 2023. Just two blocks from St. George St, walking distance to Flagler and all of downtown St Augustine. This one bedroom, king bed and pull out sofa, full kitchen and bath as well as a balcony to enjoy the sights. Free off street parking, so you are able to park, walk around and enjoy everything downtown has to offer.

4.95 out of 5 average rating, 193 reviews

HistoricLuxury•Designer Kitchen&Baths•Walk&Trolley

No Cleaning Fee! 2 Min. walk to St George St 5 Min drive to Anastasia State Park Beach 6 Min drive to Fitness Club/Pool High Speed Starlink Internet! Luxury Retreat in Historic Downtown. Indulge in a charming vacation rental featuring a spacious living room, gourmet kitchen, and luxury baths. Immerse yourself in the rich history and vibrant culture, with its charming streets and local attractions. Whether seeking adventure or relaxation, this retreat offers the perfect base.

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Cottage in St. Augustine

4.92 out of 5 average rating, 154 reviews

The Shire on 1 acre marshfront with dock and Spa

One of a kind 1930s historic home, newly renovated and transformed into a beautiful secluded getaway. new luxury finishes, while holding its traditional charm. No Events allowed. Rooftop deck, sunrise views of the Atlantic ocean, Downtown, and sunsets over the river. The new dock with covered roof hosts a national geographic like eco system. It’s short walk to the beach and 3 miles to downtown St George street. Follow along @carcabaroad for weekly content of the home.

4.96 out of 5 average rating, 160 reviews

Dune Bungalow

Cottage style home with comfortable porches to enjoy sound of ocean waves breaking on the front and back porches. Pool in the back yard (heated by request for $50 per day) cookshed, fenced with lush trees and woods to the east. The inside looks large with high wood ceilings and multiple windows and glass doors to the beautiful pool area. Located on a dead end street in a family neighborhood with 5 star restaurants nearby. Fifteen minute drive to downtown St. Augustine.