Family-friendly holiday rentals in Anastasia Island

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Anastasia Island

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

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Top Guest favourite

Home in St. Augustine Beach

4.99 out of 5 average rating, 179 reviews

Beachside, SUPER CLEAN, Oasis Yard, Summer Retreat

"We had an absolutely fantastic time staying at Dominick’s place. From start to finish, everything exceeded our expectations" * 100% 5-star rating ⭐ * Less than 500 steps to St Augustine Beach! ⛱️ * Super comfortable and meticulously clean. ✨️ * Huge Private Oasis Backyard, BBQ, Speakers, LOTS of seating 🌴 * towels + beach chairs + beach cart ⛱️ * 100% cotton sheets and towels ☁️ * comfy beds, pillows, extra pillows + blankets, living room * Fully stocked kitchen * On the Golden Mile

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Top Guest favourite

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.

Home in Butler Beach

4.99 out of 5 average rating, 163 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.

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Guest favourite

A scenic view reveals a sandy beach framed by rolling dunes and lush greenery. A wooden boardwalk leads to a shaded gazebo overlooking the ocean. The sky is clear with scattered clouds, creating a peaceful atmosphere by the water.

Condo in Butler Beach

4.84 out of 5 average rating, 347 reviews

Shell Shack - Resort Beachside Condo

Beautifully decorated & upgraded beachside 2 bed/2bath ground floor unit with an assigned parking spot right next to your patio entrance. Natural light fills the condo. The patio gets plenty of sunshine from its southern exposure positioning so it offers a great place to enjoy your coffee in the morning, wine at night, or to catch up on your tan. The sunshade allows for a private outdoor experience when you just want to sit quietly alone listening to the ocean waves crashing along the beach.

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Top Guest favourite

Bungalow in Butler Beach

4.96 out of 5 average rating, 239 reviews

Ooo Laa Laaah Pets are welcome

Private, fenced in yard and private Free standing cottage in quiet neighborhood. Private, fenced in yard! Pets are welcome. Fees apply. 2 washers and dryers, internet/wifi, 2 smart TVs. All kitchen appliances. One story. The beach is a one block stroll with no major streets to cross. Keep your car at home..walk to the beach 2 minutes stroll . Downtown, St. Aug. is a 10 minute car ride. Not a condo scene. Crescent Moon cottage is in front but completely separate. Shared laundry room.

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Top Guest favourite

A well-maintained landscape showcases vibrant green grass and neatly trimmed shrubs, with palm trees lining the pathway. An expansive view of the ocean is visible in the background, framed by a boardwalk leading to the beach. Two residential buildings are seen in the scene.

Condo in Butler Beach

4.99 out of 5 average rating, 213 reviews

SeaPlace Ocean & Pool Views, 2/3 Steps to Beach

Beautiful St. Augustine Beach ocean & pool views from this 2/2.5 townhouse style condo steps to the beach. Come enjoy everything this vibrant city has to offer. Two quiet bedrooms and bathrooms upstairs. 2 private balconies. Downstairs is a full kitchen, dining area for 6, half bathroom, living area w/ newer 65" TV. 10 minutes from historic downtown. Family friendly resort community w/ pools, tennis, pickleball, basketball and bocce’ ball courts. Book now and let the island magic begin.

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Guest favourite

Home in St. Augustine Beach

4.87 out of 5 average rating, 246 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!

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Guest favourite

A serene outdoor area features a suspended basket chair, surrounded by lush greenery and sun loungers beside a sparkling pool. Umbrella-shaded tables provide shade, while the building's modern architecture stands in the background, enhancing the inviting atmosphere of the space.

Apartment in St. Augustine

4.85 out of 5 average rating, 111 reviews

Luxury Retreat in St. Augustine

Escape to Isla Antiguas in St. Augustine, FL, and indulge in luxury at this stunning 2-bed, 2-bath Airbnb. Perfectly designed for comfort and style, this upscale retreat offers a fully equipped kitchen, elegant living spaces, and plush bedrooms. Enjoy top-tier amenities, including a sparkling pool, fitness center, and scenic surroundings. Just minutes from historic downtown and pristine beaches, this getaway is ideal for relaxation and adventure. Book now for an unforgettable stay!

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Guest favourite

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.

Guest suite in Butler Beach

4.89 out of 5 average rating, 797 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

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Top Guest favourite

The living area features a comfortable gray sofa and armchairs, arranged around a coffee table on a patterned rug. A television is placed on a wooden media console, while natural light enters through a window, complemented by blinds and soft drapes.

Apartment in St. Augustine Beach

4.91 out of 5 average rating, 587 reviews

2 Blocks Walk to the Beach! Location, Location!

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.

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Top Guest favourite

Villa in St. Augustine Beach

5.0 out of 5 average rating, 130 reviews

VILLA ONE • 1 Block to the Ocean

One block from the ocean in St. Augustine Beach, this design-forward 2BR/2BA villa is made for easy beach stays. Warm tones, natural finishes and local art create a relaxed, laid-back feel. Outside, enjoy a private tropical backyard with lounge area, outdoor dining and outdoor shower. Walk to the beach, coffee and local favorites, with Historic Downtown just 10 minutes away. One of four individually styled St. Augustine Beach Villas. Not pet friendly. @staugustinebeachvillas

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Top Guest favourite

The exterior of a one-story unit is displayed with a red metal roof and a welcoming porch. A colorful umbrella provides shade over outdoor seating. A grill is positioned nearby, and landscaped areas with flowers enhance the entrance.

Cottage in Butler Beach

4.92 out of 5 average rating, 302 reviews

Livin’ the Dream at St. Augustine Beach

Bright beachy unit with all amenities including community pool, close public beach access and essentials including bedding, towels, beach cruiser bikes and grill. Enclosed porch and outside deck are ideal for grilling out or hanging out. My home is located in Peppertree RV Resort . The public beach access is a short 10 minute walk away. The unit has parking for two vehicles with extra parking available in an overflow lot. A washer and dryer are located inside the unit.

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Top Guest favourite

A dining area is featured with a blue table at its center, surrounded by four wooden chairs with woven seats. Natural light filters through bamboo shades on the windows, highlighting a wooden sideboard displaying beach-themed decor.

Home in St. Augustine

4.97 out of 5 average rating, 162 reviews

Perfect One Bedroom Cottage in Lighthouse Park

One bedroom one bath cozy cottage vibe! Perfect couples retreat. This is one half of a duplex. The second half is currently vacant. Excellent location. 5 blocks to the lighthouse. 1 mile to historic downtown. 1.3 miles to the Amphitheater. 0.8 miles to Anastasia State park. 3 miles to the St. Augustine Beach Pier. Walking distance to many great restaurants and bars, mini golf, and boutique shops! Walk or bike to downtown!

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