Family-friendly holiday rentals in St. Augustine Beach

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.

4.99 out of 5 average rating, 147 reviews

Driftmark Cabin - RV friendly, Pool + Beach!

Experience the ultimate beachside getaway at our fully renovated Airbnb, just steps away from the sun-kissed sands. This luxurious retreat offers modern comfort with a private pool and inviting hot tub, allowing you to unwind in style. The recently upgraded interior boasts premium amenities, ensuring a relaxing stay. Outside, lush turf landscaping surrounds the pool, creating an oasis of comfort. Whether you're lounging by the pool, or enjoying the beach a stone's throw away, Driftmark delivers.

4.98 out of 5 average rating, 120 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

4.8 out of 5 average rating, 221 reviews

Amazing Ocean Views from living, dining & bedroom

Historic Boatbuilder's House. 4 bedroom house on St. Aug. Beach. 1/4 of mile south St. Johns County Pier and the southern tip of Anastasia State Park. Close to Amp. NO streets to cross and NO cars on this stretch of beach. 1 house from ocean. Great Views. 1 king, 2 queens and 2 full beds sleep 10-11. Chairs/tent/beach toys/games/books/grill. Kitchen ready to cook, iron, bath supplies. Walking distance to food, bars, shops, and music. Close to Historic Downtown. Chill, cool vintage beach house!

The living room is furnished with two light-colored sofas and a central coffee table, creating a spacious and inviting space. A decorative fireplace is framed by mirrors and artwork, while natural light filters in through shuttered windows and greenery adds a touch of nature.

4.94 out of 5 average rating, 221 reviews

Historic Designer Home • Luxury Baths • Steps2DWTN

Off Street Parking for 2 vehicles 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.

A fenced backyard features a heated pool surrounded by tropical palm trees and lounge areas. Bright pool floats add color to the blue water. An orange umbrella provides shade over a seating area, while a hammock is visible in the background, nestled among the foliage.

4.77 out of 5 average rating, 250 reviews

Heated Pool, Mini Golf, Walk to Beach, Beach Gear

Add my home to your wishlist, click the <3 in top right corner! *Book 2 nights, get the 3rd night 30% off!* >Heated Pool! (option to heat for $60/day or $350/wk) >Private beach walk in the neighborhood >Mini golf >Propane fire pit + BBQ >3 days of supplies (TP, trash bags, pods, etc) >Tons of private parking >2 smart TVs w Netflix (no cable) >Playstation 4 with games >Dogs OK (*nightly pet fee; 3 dogs max) >Washer + Dryer >Drip coffeemaker + Keurig >See picture captions about home layout.

5 out of 5 average rating, 118 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

Townhouse in St. Augustine

An open living area with wooden beams offers panoramic ocean views through large sliding glass doors. A modern dining table is paired with high chairs, while a cozy seating arrangement features a plush sofa. A mounted TV and decor add warm touches to the space.

4.93 out of 5 average rating, 212 reviews

Penthouse Artist Haven Ocean front Penthouse

Nestled along a pristine stretch of semi-private beach is this historic artists haven offering an absolute beachfront location like no other. This unique home is split into 3 separate floors, where you will be renting the entire top penthouse level. Inside you will find open studio living with a luxe king bed and a front and rear balcony. Enjoy uninterrupted ocean views from the panoramic windows while you relax & watch dolphins play in the surf and stunning sunsets spread across the sky.

4.96 out of 5 average rating, 129 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, 154 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

4.86 out of 5 average rating, 230 reviews

St. Aug Oceanfront Home w/ Heated Pool & Firepit

Just steps from the ocean and a 10-minute drive to historic downtown St. Augustine, this one-of-a-kind 1970s pink three-story A-frame is the perfect backdrop for your next vacation, bachelorette party, or relaxing getaway. Inside, you’ll find a bright, cheerful space—ideal for popping mimosas in the morning or unwinding after a sun-soaked day with private beach access. Whether you're staying for the weekend or the season, you're sure to make lasting memories. I can’t wait to host you!

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, 512 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.

4.91 out of 5 average rating, 173 reviews

A newly renovated historic home is set against a serene natural backdrop, featuring a large deck accessible via a wooden walkway. The exterior showcases multiple arched windows and a modern roof deck, surrounded by lush vegetation and reflected in the calm waters of the marsh.

Cottage in St. Augustine

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.

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

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.

5 out of 5 average rating, 114 reviews

Heated Pool/Hot Tub 1 mile to dwntn/beach

Condo in St. Augustine Beach

A balcony table is set for two, featuring white plates and cups, with expansive ocean views. Lush greenery and sandy beach can be seen in the distance under a clear blue sky, creating a serene and inviting outdoor space.

4.98 out of 5 average rating, 251 reviews

Ocean Front Gem: Top Floor Corner Unit

4.91 out of 5 average rating, 148 reviews

Sunrise Special | Steps to Beach | Ocean Front

A bright living room features an open layout illuminated by natural light. Neutral-toned furniture is paired with colorful accent pillows. A natural jute rug lies beneath a low coffee table, while a ceiling fan enhances airflow. Large glass doors open to an outdoor area.

4.99 out of 5 average rating, 117 reviews

Seaglass Villa, a Sunny Beachside Retreat

4.91 out of 5 average rating, 114 reviews

Kid & Dog Haven: Poolside Fun in St. Augustine

4.95 out of 5 average rating, 115 reviews

The elegant coastal estate features a distinctive architectural design with a red-tiled roof and curved balconies. Lush landscaping surrounds the property, while a spacious heated pool is visible in the foreground, set against a backdrop of clear blue skies and well-maintained grounds.

Home in Flagler Beach

Castle, Pickleball, htd pool/SPA, mini-golf, dock

The backyard is illuminated by soft lighting, showcasing a private heated pool surrounded by a screened enclosure. Lush palm trees and well-maintained landscaping enhance the tranquil atmosphere. The two-story home is visible in the background, adding to the serene nighttime setting.

4.93 out of 5 average rating, 136 reviews

Hawaiian Island Escape ~ Heated Pool/Spa/Beach

4.93 out of 5 average rating, 104 reviews

Beach Bums Paradise|Private Pool|8-min walk to BCH

Family- and pet-friendly home rentals

Home in Ponte Vedra Beach

A charming A-frame beach house is set against a backdrop of clouds, featuring a spacious deck with outdoor seating. A grassy area with coastal vegetation surrounds the home, while a barbecue grill and shaded pergola enhance the outdoor space. Neighboring buildings are visible in the distance.

4.83 out of 5 average rating, 230 reviews

The Pink Seahorse - Beachfront Modern A-Frame

A charming white cottage showcases a welcoming porch adorned with hanging planters. An American flag flutters by the entrance, while a gravel pathway leads up to the home, surrounded by manicured greenery and shaded by large trees, creating a serene exterior setting.

5 out of 5 average rating, 130 reviews

Historic 1918 Cottage in Downtown St. Augustine

4.92 out of 5 average rating, 224 reviews

Cottage in St. Augustine

Coastal Cottage -firepit, pet fence, kayaks, bikes

5 out of 5 average rating, 8 reviews

C Palms -Classy St Auggie Beach steps to Sand!

4.97 out of 5 average rating, 128 reviews

Walk 2 Beach | Game Room | Firepit |Heat/Salt Pool

The kitchen area features light green cabinetry and a wood countertop, creating a cozy atmosphere. A wall adorned with a cheerful fruit pattern enhances the space. Appliances include a stove, microwave, and dishwasher, with natural light streaming through a window, providing a warm and inviting environment.

5 out of 5 average rating, 31 reviews

Down by the Seashore | Pet Friendly!

4.9 out of 5 average rating, 133 reviews

Marina View|Camachee Harbor Waterfront Escape

4.95 out of 5 average rating, 323 reviews

3 Bedroom Brand New House Near Beach | King Bed

Family-friendly home rentals with a pool

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, 147 reviews

BEAUTIFUL OCEAN VIEW 2 BEDROOM CONDO WITH POOL

A bright and airy bedroom features a built-in bunk bed with two spacious beds topped with navy linens. A separate full bed rests below, and warm wooden tones are present in the flooring and furniture. Natural light enters through a large window with a simple blind.

4.98 out of 5 average rating, 49 reviews

Pool | Beachside | Bunk Room | Coastal Chic

The living room features a sliding glass door that provides a direct view of the beach. A comfortable sofa is positioned near a coffee table, while a side table and chair complement the seating arrangement. Natural light brightens the space, enhancing coastal decor.

4.99 out of 5 average rating, 134 reviews

361 Fun in the Sun | Direct Oceanfront Ground Floor

Apartment in St. Augustine

4.87 out of 5 average rating, 127 reviews

The Flamingo Suite l Heated Pool l Steps to Beach

4.95 out of 5 average rating, 37 reviews

Ping Pong• Pets• DT 10 mins• BBQ• King• Fast Wifi

4.98 out of 5 average rating, 105 reviews

A private balcony is presented, offering panoramic ocean views. The space includes a textured table and four chairs, with one set featuring floral upholstery. Green grass and sandy shorelines blend into the sea under a clear blue sky, enhancing the sense of tranquility.

Condo in Treasure Beach

Wade n Sea Ocean Front Condo

A bright living area features large floor-to-ceiling windows that provide sweeping ocean views. Comfortable seating is arranged around a central coffee table adorned with decorative items. A Smart TV is positioned for easy viewing, while a ceiling fan adds a cooling breeze.

4.97 out of 5 average rating, 147 reviews

Family Beach Condo - Steps To The Sand Or Pool