Family-friendly holiday rentals in St. Augustine Beach

4.98 out of 5 average rating, 113 reviews

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

ISLE BE BACK 🌴— brand NEW modern home! **Golf Cart Access for an additional fee Please inquire if interested!** Welcome to your ultimate St. Augustine getaway! Just 5 mins from downtown, this fun-filled retreat is perfect for families, friends, or anyone looking to relax and play. Swim in the pool, compete on the putting green, roast s'mores by the fire pit, or challenge your crew on the retro Pac-Man machine—all without leaving the house! ✔Sleeps 8 comfortably ✔Self check-in & free parking

A spacious waterfront deck offers lounge seating with blue cushions, set against a vibrant sunset sky filled with pink and orange hues. A hammock is positioned nearby, with palm trees framing the stunning view of the water and docks in the background.

5 out of 5 average rating, 147 reviews

Fan Fave Waterfront: Lion’s Bridge & Old Town View

Our reviews set us apart. WE'D LOVE TO HOST YOU! Walk across the Bridge of Lions to downtown St. Augustine with amazing restaurants and attractions. A short walk to historic downtown, less than 1 mile to Castillo de San Marcos fort. Anastasia State Park Beach, the Alligator Farm and lighthouse are less than two miles away. Several restaurants and bars only a few blocks away. Whether going to the old fort or Flagler College, our home provides a great base for exploring an amazing part of Florida!

4.97 out of 5 average rating, 127 reviews

Home in Flagler Beach

Walk to Beach | Pool, Spa & Private Dock

This isn’t just a beach house — it’s your private coastal escape. Start your morning with coffee and a short walk to the beach. Spend the day poolside or out on the water, then unwind in the spa as the sun sets over the intracoastal. 👉 A perfect mix of beach days and relaxing waterfront evenings. 📍 Location • Walk to beach • Short drive to Flagler Beach restaurants & shops • Quiet, private neighborhood Centrally located between St. Augustine and Daytona Beach -35 minutes LBTR #37009

A modern living area is shown, featuring a comfortable blue sofa and a light gray rug. A wooden table with black chairs is visible in the foreground. The kitchen area includes dark cabinetry and stainless steel appliances, while a wall-mounted television adds to the space's functionality.

4.99 out of 5 average rating, 117 reviews

Beach Getaway - Upstairs

Welcome! In our cozy home, you will not only feel the comfort of home but you’ll also be centrally located in the heart of our beach town with restaurants & shops within walking distance. Our home is less than a 5min walk to the beach & only a 10min drive to St. Augustine's historic downtown with so much to explore. This upstairs unit of this 2-story duplex has 2 bedrooms, one bathroom with a bath, comfortable living/dining area and a kitchen - ideal for a family or a small group of friends.

A modern home with a distinctive triangular roof stands among lush greenery. A manicured lawn extends in front, bordered by palm trees. The building features a combination of light-colored siding and wooden accents, with a small balcony that adds to its architectural charm.

4.99 out of 5 average rating, 128 reviews

Luxury Modern Home in Prime Location 2BDR-3BTH

Book your Spring Break vacation with us! Our contemporary home offers comfort, elegance, and curated amenities. Explore the historic downtown, climb the lighthouse, enjoy live performances, indulge in local cuisine, and relax on the nearby beach. The Lighthouse Beacon is the perfect retreat for families and friends, catering to all preferences. Experience the magic of Saint Augustine and create cherished memories. Book your stay now and let us be your guiding light in this captivating city.

5 out of 5 average rating, 116 reviews

A spacious living area features a light gray sectional sofa with a chaise, positioned on a natural fiber rug. A round mirror enhances the sense of space, while a dining area is visible in the background, complete with wooden chairs and a table.

Villa in St. Augustine

VILLA One

The Villas are designed for short stays, long weekends or for a unique styled location for brands to shoot their products. The space features warm tones, natural finishes and local art for an effortless vibe that allows visitors to relax the second they walk in the door. Complete with two bedrooms, two bathrooms and a backyard complete with tropical landscaping, lounge area, dining and outdoor shower. One of 4 Villas located in St. Augustine Beach. Not pet friendly. @staugustinebeachvillas

4.96 out of 5 average rating, 120 reviews

A classic 43-foot Gulf Star yacht is moored in calm waters, exhibiting a spacious deck with a covered seating area. The hull is painted in a crisp white, reflecting sunlight, while nearby masts and boats frame the picturesque marina scene.

Boat in St. Augustine

Funshine - Vacation on a 43' Gulfstar Yacht

A unique, memorable place, anything but ordinary. Try living the boating lifestyle on a classic and quaint vintage 43 foot Gulf Star yacht. Only 1.2 miles to the historical St. Augustine Bayfront and less than 10 miles to many of our gorgeous beaches. This 2-bedroom 1.5 bath beauty allows you to experience a life on a live-a-board. You will vacation within a reasonable walking distance to many of the attractions in St Augustine, a winery, distillery, several museums, many restaurants.

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, 150 reviews

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

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.

4.97 out of 5 average rating, 144 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!

4.91 out of 5 average rating, 170 reviews

Vilano Beach • Access•Designer•Intercoastal View

No Cleaning Fee! 5 Min Walk to Vilano Beach 10 Min Drive to Historic St. Augustine 1-7 Min Walks to Water Front Restaraunts Fitness Club Passes, Full Gym/Suana-Steam Rm/Yoga This Designer seaside home is perfect for a staycation at the beach. It has been renovated into a peaceful retreat, minutes from the sand and sea. With 3 gorgeous bedrooms, spa bathrooms, large living spaces, a gourmet kitchen and a shaded porch, this roomy home invites you to vacation in the lap of luxury.

Guest suite in St. Augustine

A light-filled living area is depicted, featuring a spacious couch positioned against a vibrant artwork of a clownfish. Sliding glass doors lead to a serene outdoor space, while colorful paintings adorn the walls, adding artistic charm to the room.

4.99 out of 5 average rating, 496 reviews

Art Studio Space – Quiet – Walk to Beach

This very private studio apartment is on Anastasia Island, with its own entrance across the street to Anastasia State Park, which includes the St. Augustine Amphitheater in a quiet, friendly beach neighborhood. This ideal location is quite literally "a walk in the park" to a beautiful undeveloped Florida beach; or a 10 minute drive across the famous Bridge of Lions to historic downtown St. Augustine – with quick access to the many local attractions and great restaurants in the area.

A vibrant sunset casts warm hues across the sky, with wispy clouds highlighted by the fading light. A palm tree stands prominently in the foreground, while a wooden boardwalk leads toward the beach and the ocean, framed by patches of greenery.

5 out of 5 average rating, 144 reviews

BEAUTIFUL OCEAN VIEW 2 BEDROOM CONDO WITH POOL

BEAUTIFUL OCEAN VIEW 2 BEDROOM CONDO JUST STEPS TO THE BEACH. COME AND STAY IN THIS RECENTLY REMODELED CONDO WITH PRIVATE TROPICAL COURTYARD, AND 2 OCEAN VIEW COURTYARDS OFF THE MASTER BEDROOM AND LIVING ROOM. WITH SO MUCH TO DO IN ST. AUGUSTINE, YOU CAN CHOOSE AN ADVENTUROUS, HISTORICAL, OR RELAXING VACATION TO MAKE YOUR BEST MEMORIES. THERE IS PLENTY OF SPACE IN THIS LARGE 1300 SQFT CONDO. THE BEACH IS VERY LARGE WITH LOTS OF PLAY SPACE AND CAN EVEN FEEL LIKE A PRIVATE BEACH.

Popular amenities for St. Augustine Beach family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Superhost

A spacious balcony offers a wide view of the beach and ocean, framed by an elegant arched opening. Green dunes and distant waves are visible, while a flock of birds gracefully moves across the sky, adding to the serene coastal atmosphere.

4.88 out of 5 average rating, 135 reviews

Oceanfront Retreat!

4.97 out of 5 average rating, 129 reviews

Luxury pool & spa home steps to beach & 2 masters!

Campervan/RV in St. Augustine

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.

4.87 out of 5 average rating, 197 reviews

Yellow Submarine II

The exterior of a two-story beach house is showcased, featuring a blue balcony and a spacious driveway. Palm trees and landscaped greenery surround the property, creating a relaxed environment. A parked vehicle is visibly accommodated beneath the elevated house, enhancing accessibility.

4.93 out of 5 average rating, 137 reviews

Tide Pool | 4/3 Eclectic Escape | Pool & Rooftop

Apartment in St. Augustine

A comfortable living area is showcased with a gray sofa adorned with decorative pillows. A glass coffee table sits in front, accented by a floral arrangement. Two windows provide natural light, and stylish curtains frame the view. A small bookshelf stands against the wall.

4.94 out of 5 average rating, 181 reviews

Charming Vintage Intracoastal Apartment

4.98 out of 5 average rating, 115 reviews

The outdoor area features a spacious patio with paver stones, illuminated by string lights. Comfortable Adirondack chairs are positioned near a hot tub, with a tiki bar and high-top seating visible in the background. The house showcases large sliding glass doors leading to the interior.

Home in Treasure Beach

Coastal Home Steps to Beach w/ Hot Tub & Tiki Bar

Condo in St. Augustine Beach

A person is seen in a casual pose near a life-size alligator statue on a wooden deck. The surrounding area features lush greenery, enhancing the natural setting. The alligator's mouth is open, and the wooden railing adds a rustic touch to the scene.

4.93 out of 5 average rating, 394 reviews

~Heated Pool~Hot Tub~Steps to the Beach~King Bed

4.98 out of 5 average rating, 325 reviews

A private hot tub is set in a serene outdoor area surrounded by greenery and wood paneling. The tub is equipped with a cover and nearby is a container holding spa towels, providing a relaxing space for guests.

Villa in St. Augustine

Perfect location 2 Bedroom Private Hot Tub

Family- and pet-friendly home rentals

4.98 out of 5 average rating, 176 reviews

Uncle Reggie's Beach House

4.99 out of 5 average rating, 129 reviews

Memory Maker - Vacation with Friends and Family

An expansive ocean view is framed by a white railing on a sunny day. Lush green grass and tropical plants lead to the sandy beach, while waves gently lap against the shore under a clear blue sky.

4.96 out of 5 average rating, 192 reviews

Ponte Vedra Sth/Vilano Oceanfront 3Bed 2bath Pets

Bungalow in St. Augustine

A charming bungalow is framed by lush palm trees, with a welcoming teal front door at its center. A stone pathway leads through gravel landscaping adorned with greenery, creating an inviting approach to the home.

4.98 out of 5 average rating, 285 reviews

"Flagler Shack"- a funky tropical oasis!

Guest suite in St. Augustine

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.

4.89 out of 5 average rating, 777 reviews

Beach and Serenity

4.95 out of 5 average rating, 217 reviews

The cottage features a welcoming exterior with a covered porch and two bright blue adirondack chairs. Soft blue walls are complemented by decorative trim, while lush greenery and pebbled landscaping enhance the inviting atmosphere. A privacy fence and palm trees are visible in the background.

Bungalow in Butler Beach

Crescent Moon: pets welcome!

The modern kitchen features granite countertops and stainless steel appliances, with a dining table surrounded by four chairs. Light wood flooring enhances the bright ambiance, and a potted plant adds a touch of greenery. A spacious layout allows for easy movement and gatherings.

4.89 out of 5 average rating, 175 reviews

Ocean Views ~ Large Sun Deck ~ Steps to the Beach!

Apartment in St. Augustine Beach

The exterior of a two-story building is shown, featuring a textured yellow facade and a brown roof. Windows are present on both levels, with landscaping that includes green shrubs and palm trees in the foreground, set against a clear blue sky.

4.91 out of 5 average rating, 275 reviews

High Tide - breezes galore!

Family-friendly home rentals with a pool

5 out of 5 average rating, 9 reviews

LUX Aqua Riva|Walk to Beach|Pool & Hot Tub

5 out of 5 average rating, 92 reviews

"Drift Away" at The Ocean Gallery

A bright, enclosed balcony is depicted with a comfortable chair, a small table, and a decorative area rug. Large glass windows showcase expansive ocean views, while light wood paneling complements the aqua-tiled feature wall. Ocean breezes are welcomed through the open layout.

4.93 out of 5 average rating, 105 reviews

Newly Remodeled Ocean View Condo-Upgrades Galore!!

Superhost

5 out of 5 average rating, 4 reviews

Pelicans Paradise Pool Home —Steps to Downtown

Apartment in St. Augustine

4.89 out of 5 average rating, 121 reviews

The Flamingo Suite l Heated Pool l Steps to Beach

Holiday home in St. Augustine

A single-story beachside home is surrounded by well-maintained lawns and tropical landscaping. The light blue exterior is complemented by palm trees that provide shade. A wide pathway leads to the entrance, with windows and shutters adding architectural interest.

4.9 out of 5 average rating, 107 reviews

Beautiful Beachside Vacation Home W/ Amenities

Townhouse in St. Augustine

The entrance to St. Augustine Beach and Tennis Resort is showcased, featuring a prominent sign with the resort's name. Lush greenery surrounds the gated entrance, providing a welcoming and shaded look. The paved road leads into the community, flanked by well-maintained landscaping.

4.89 out of 5 average rating, 280 reviews

St. Augustine Beach - A Townhouse Oasis!

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.