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Family-friendly vacation 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 favorite

The living area features a light blue sectional sofa with colorful accent pillows, paired with a rustic wooden coffee table. A dining table is visible, surrounded by four chairs. Natural light streams through the windows, adorned with blue curtains, while a small door leads outside.

Bungalow in St. Augustine

4.96 out of 5 average rating, 208 reviews

Ooo Laa Laaah! Fenced yard. 1 min walk to beach

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.

A spacious bedroom features a light-colored wooden floor and a ceiling fan overhead. A decorative desk and chair are positioned against the wall, accompanied by a wall-mounted mirror and potted plants. Colorful artwork, including a cow painting, enhances the inviting atmosphere.

Home in St. Augustine

4.93 out of 5 average rating, 308 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!

Top guest favorite

A shaded outdoor area features a hammock with striped fabric, inviting relaxation. Stone pavers lead to a landscaped garden area with green foliage and seating. A patio setting is visible in the background, complete with table and chairs for outdoor dining.

Apartment in St. Augustine Beach

4.88 out of 5 average rating, 274 reviews

Low Tide - Beach Bungalow

LowTide part of Sage Tides Triplex - East of A1A beach Blvd , ground floor, old-Florida (build in 1923!) pet-friendly 2 bedroom, cozy unit (900 sf) with a private yard & patio/garden living space & two hammocks. Located on a dead-end street easy walk (2 houses away) to the beach. Yes, old Tile floors, some with cracks but cool for your feet or pets & easy to sweep. Sleeps 2 comfortably, 3-4 tight . There is one full bath (shower only) new in 2022 and the kitchen is fully equipped.

An expansive oceanfront view features a sparkling pool surrounded by lush greenery and palm trees. Bright blue lounge chairs provide seating options near the water, while the ocean stretches into the distance, meeting the clear sky above. Pathways lead to the beach beyond.

Apartment in St. Augustine Beach

4.94 out of 5 average rating, 187 reviews

Modern & Comfy Beach Gem: Pool ~ Ocean Views ~ Pkg

Welcome to Turtle Trace St. Augustine, Anastasia Island - Oceanfront Steps to the Beach!! Right out the patio door is the spectacular pool and the amazing ocean! Updated unit is in beautifully maintained gated community. Come stay here and get that feeling of being at home, people come back year after year because they love it! You can see why so many people make this their home away from home. If you have any questions please email us and we will try our best to accommodate you!!

A glass of wine rests on a decorative table, with a backdrop of city roofs and greenery. The view captures distant church spires under a bright blue sky dotted with clouds, creating a serene atmosphere for relaxation.

Condo in St. Augustine

4.87 out of 5 average rating, 217 reviews

Rooftop View | Near Eats, Waterfront & Attractions

Located in one of the best spots in the heart of town and ready to welcome you! - An awesome rooftop terrace with outdoor seating to enjoy city & bay views - Walking distance to the waterfront, shops, great local eats & attractions/activities - A short drive to groceries, several golf courses & awesome fishing spots - A fully-equipped kitchen with a dishwasher, washer/dryer & detergent provided - Good WiFi, laptop-friendly workspaces, Smart TV (connect to your own accounts)

The living area features a spacious couch adorned with decorative pillows, situated across from a flat-screen TV on a white media console. A round glass coffee table rests on an area rug with intricate patterns, while light filters through sheer curtains enhancing the room's bright ambiance.

Apartment in St. Augustine

4.92 out of 5 average rating, 139 reviews

5 walking minutes to the beach

Walk 5 minutes on a quiet street to the beach access. Your apartment covers the first floor of this home, located in a quiet, residential neighborhood. This sunny apartment has been totally renovated, with two large bedrooms, a fully equipped new kitchen with granite counter tops, Mexican tile floors, WiFi, cable TV, Netflix, two flat screen TVs, washer/dryer, and dishwasher. It has a completely fenced-in yard with a large covered patio. One dog is welcome. There is no pet fee.

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 St. Augustine

4.88 out of 5 average rating, 727 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

A small dog wearing pink sunglasses sits atop a beach cart, with colorful beach items visible around. Soft sand stretches out in the background, and buildings are faintly seen in the distance under a partly cloudy sky.

Condo in St. Augustine

4.93 out of 5 average rating, 274 reviews

~2 King Beds~Hot Tub~Walk to Beach~3 Bedroom

~2 KING Beds & 4 Twin Beds ~Hot Tub ~GROUND Floor ~Huge Soaking Tub in Master bath ~Free Covered Parking ~Great for Families ~ Patio ~ Pool not heated ~8 Minute Walk to Beach through complex (no street to cross) ~Private Beach Access ~Easy Self Check-In ~Gas BBQ Grill ~CORNER Unit Tons of Light ~Beach Items Provided ~15 Minute Drive to Downtown ~Smart TV (no cable) ~WIFI ~Washer Dryer ~Drip Coffee Pot Add my listing to your wishlist by clicking the ❤ in the upper right corner!

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

4.91 out of 5 average rating, 542 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.

A wooden boardwalk leads from a grassy area to a sandy beach, with gentle waves lapping at the shore. The expansive ocean stretches in the distance under a clear blue sky, creating a serene coastal scene.

Cottage in St. Augustine

4.83 out of 5 average rating, 350 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.

A welcoming porch is framed by lush greenery, including a palm tree and decorative plants. The cheerful yellow exterior is complemented by a bright red door. Comfortable seating is visible, inviting guests to relax in the shade under the roof overhang.

Cottage in St. Augustine Beach

4.85 out of 5 average rating, 159 reviews

Oceans 11: Steps from the Ocean, Quiet Beach

Magical Oceanside Beach Cottage with Original Hardwood Floors. Antique Charm mixed w/ modern convenience. Quiet, clean beaches. 3rd house back from the Ocean on St. Augustine's most desirable beach. North of the "A" Street Ramp, so there are NO cars driving on our beach. East side of beach blvd so No streets to cross… state park beaches also within walking distance. Follow us on In-sta-gram for pics & local tips @happyhoppervacation

Top guest favorite

The home’s exterior is characterized by a modern architectural style with a covered front porch featuring four rocking chairs. A wide concrete path leads to the entrance, flanked by well-maintained green landscaping under a clear blue sky.

Home in St. Augustine

4.98 out of 5 average rating, 190 reviews

Newly built w/garage In The Heart of St.Augustine

Great walkable location on a safe quiet street; Spacious and very comfortable for entertaining and relaxing. Nice touches like bikes and beach chairs. Very comfortable beds. The porches have rocking chairs too. The home is on one level which is also nice for elderly with mobility challenges. The host is very responsive, and guests say this is a convenient stay for local weddings, special events¸ and an enjoyable vacation.

Vacation rentals for every style

Get the amount of space that is right for you

Houses

A space thats all yours, with room for everyone

Cottages

Quaint homes, peaceful surroundings

Apartments

Convenient locations with everyday essentials

Popular amenities for Anastasia Island family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

The exterior of a two-story home is presented, showcasing a blend of light and dark siding. Large windows provide a view of the front entryway, flanked by greenery. A separate structure is visible to the left, adding to the overall spaciousness of the property.

Home in St. Augustine

4.93 out of 5 average rating, 166 reviews

5*Pool Oversized Home*Beach*Walk to all

A spacious living area is highlighted by a large sectional sofa in a deep green fabric, complemented by pink throw pillows. A round coffee table with a marble top and gold base occupies the center. Soft natural light filters in through multiple windows adorned with simple white blinds.

Condo in Palm Coast

4.79 out of 5 average rating, 123 reviews

Luxury Condo at the Beach

A comfortable living area showcases a dark gray sectional sofa accented with decorative pillows. A wooden coffee table is centered on a light rug, while a small dining table with a floral centerpiece is visible. Natural light filters through the window, illuminating the space.

Apartment in Palm Coast

4.84 out of 5 average rating, 382 reviews

Hidden Gem... 101 Palm Harbor unit307A

An outdoor seating area features multiple blue Adirondack chairs arranged around a circular stone patio, complemented by a small green table. A lamp post stands nearby, and a flag flutters gently in the breeze, surrounded by lush greenery and tall palm trees.

Guesthouse in St. Augustine

4.91 out of 5 average rating, 580 reviews

Captain's Quarters Tiny House

Top guest favorite

A distant view showcases the ocean with gentle waves rolling onto the sandy shore. A wooden walkway leads to the beach, framed by lush greenery and palm trees. The sky is bright with a few scattered clouds, creating a serene coastal atmosphere.

Condo in St. Augustine Beach

4.9 out of 5 average rating, 335 reviews

Beach side condo, 2br 2 bath "Fall Specials"

A scenic view from the balcony shows a large pool surrounded by lounge chairs, with the ocean and sandy beach visible in the background. Lush green landscaping enhances the outdoor area, offering a serene atmosphere for relaxation under a clear blue sky.

Apartment in St. Augustine

4.93 out of 5 average rating, 172 reviews

Ocean View 3br Condo! Indoor pool, steps to beach

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.

Home in St. Augustine

4.93 out of 5 average rating, 135 reviews

Hawaiian Island Escape ~ Heated Pool/Spa/Beach

The living area features a light blue wall, a large flat-screen television mounted above a dark wooden console, and a comfortable seating arrangement. One brown leather armchair complements a dark sofa, with natural light filtering through a doorway leading to another space.

Home in St. Augustine

4.86 out of 5 average rating, 235 reviews

1st street, Cedar Beach House Retreat

Family- and pet-friendly home rentals

Top guest favorite

The exterior of a single-story house is displayed, featuring a sloped roof and an inviting entryway. Green grass surrounds the home, complemented by mature trees and landscaped bushes. A concrete driveway leads up to the entrance, providing accessible access.

Home in St. Augustine

4.99 out of 5 average rating, 415 reviews

Your Home Away From Home

A spacious bedroom showcases a king-size bed with decorative pillows and a tufted headboard. Natural light streams in from adjacent doorways, highlighting wooden flooring. Two bedside lamps provide soft illumination, while a ceiling fan with leaf-shaped blades adds a touch of charm.

Apartment in St. Augustine

4.93 out of 5 average rating, 214 reviews

Elegant, FREE BIKES dog-friendly downtown apart.

A two-story villa with a light blue exterior features multiple balconies and arched entryways. The front is adorned with white railings and a stone pathway, complemented by landscaped areas with greenery. A mix of cloudy and clear skies enhances the welcoming appearance of the home.

Townhouse in St. Augustine

4.9 out of 5 average rating, 129 reviews

Avery s Ocean Breeze - Family and Pet Friendly !

Top guest favorite

A private entrance is situated at the front of the property, featuring a white door surrounded by large windows with green shutters. The exterior is complemented by a stone patio area with outdoor seating, enhancing usability for relaxing outside.

Vacation home in St. Augustine

4.98 out of 5 average rating, 132 reviews

1st Street Retreat, Dog Friendly Updated Apartment

Top guest favorite

A comfortable living area is captured with soft blue sofas, a wooden coffee table, and a large television. Natural light fills the room through expansive glass doors that lead to a deck, surrounded by lush greenery and palm trees.

Home in Palm Coast

4.95 out of 5 average rating, 182 reviews

Oceanside Breeze & Views for the Family

The exterior of the turquoise tiny house is presented, featuring a welcoming front porch with wooden railings. Lush greenery and palm trees surround the home, creating a serene atmosphere. The entrance is highlighted by a small set of steps leading to the porch.

Tiny home in St. Augustine

4.8 out of 5 average rating, 745 reviews

The St Augustine Tiny House - park and walk 2 town

Top guest favorite

A wooden gate opens to reveal a serene backyard with a heated saline pool surrounded by landscaped greenery. A shaded seating area and lounge chairs are visible near the pool, along with a dining space and umbrella, providing a relaxed outdoor ambiance.

Home in St. Augustine

4.97 out of 5 average rating, 150 reviews

Charming Downtown Cottage with Private Pool!

Two wooden chairs are positioned on a grassy area, facing a canal with trees in the background. A small wooden table is placed between the chairs. A white dog rests nearby, as two guests sit back, enjoying drinks while watching the scenery.

Home in St. Augustine

4.88 out of 5 average rating, 188 reviews

Crescent Beach House

Family-friendly home rentals with a pool

Top guest favorite

A private pool area is surrounded by a wooden fence and tropical landscaping. A ladder leads into the clear blue water, inviting relaxation. Sunlight filters through the trees, creating a serene atmosphere. A sign indicating 'Beach Access' is prominently displayed.

Home in St. Augustine

4.94 out of 5 average rating, 136 reviews

The Lazy Anchor-Pool-Walk to Beach-Dog Friendly

Townhouse in St. Augustine Beach

4.88 out of 5 average rating, 57 reviews

Beach Cottage Oceanview w/ Pool! Duplex 223456

An aerial view captures the oceanfront outdoor pool, surrounded by lounge chairs, palm trees, and pathways leading to the beach. The expansive sandy shore and ocean waves are visible in the background, emphasizing the relaxed coastal atmosphere.

Villa in St. Augustine

4.89 out of 5 average rating, 96 reviews

St Augustine Villa | Pools, Hot Tub & Beach Access

An inviting heated pool is surrounded by a stone-paved area, featuring six lounge chairs positioned nearby. Lush greenery and a privacy fence provide a tranquil backdrop, enhancing the outdoor relaxation space.

Home in St. Augustine

4.88 out of 5 average rating, 339 reviews

Pure Relaxation: heated pool, beach, cabana & more

A heated pool is surrounded by a spacious patio with loungers and vibrant red umbrellas. Lush greenery enhances the area, complemented by a bright yellow building in the background. The serene setting is ideal for relaxation and enjoyment.

Apartment in St. Augustine

4.95 out of 5 average rating, 111 reviews

F2 Downtown, POOL, beaches, free parking!

Condo in St. Augustine

4.82 out of 5 average rating, 102 reviews

Coastal 2 BR condo Near Beach-A Piece of Paradise!

Apartment in St. Augustine

4.94 out of 5 average rating, 181 reviews

Updated and clean, private beach access condo

Top guest favorite

A resort-style pool area features a large swimming pool with a gradual entry. Surrounded by tropical palm trees, lounge chairs line the deck, providing ample space for relaxation. The clubhouse, visible in the background, complements the inviting atmosphere.

Condo in Palm Coast

4.99 out of 5 average rating, 272 reviews

#1 Most Wish-Listed Airbnb in Flagler County!

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