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
A spacious bedroom features a comfortable bed with a woven headboard, flanked by two bedside lamps. Natural light enters through a window dressed with wooden blinds. A ceiling fan circulates air, while decorative paddles add an interesting touch to the wall.
Apartment in Butler Beach

Toast Sunsets from the Wraparound Deck at a Coastal Oasis

A wonderful getaway, this property includes two airbnbs. A two story home with a detached guesthouse. These listings can be rented separately or together, if available. This listing is space is about 1,000 sq ft. You will have exclusive access to the second story apartment and wrap around porch. You will have one dedicated parking spot. There is a small backyard area with an outdoor shower that is shared with the other Airbnb. Access to the apartment is via keypad code. Were available if you need anything, but many times we only communicate with our guests through Airbnb! This Crescent Beach retreat is set back a bit from the road just 3 blocks from the ocean and 8 miles from downtown. Uber is the best way to get around without a vehicle. The Crescent Beach house is on A1A, set back a bit from the road. A1A is a moderatly busy two lane highway. However, you access the home from the backyard, which is also where you park, via a short grass road. Uber is the best way to get around if you do not have your own vehicle. This property includes two airbnbs. Each listing has one dedicated parking space in the rear of the property via a short grass backroad. The parking spaces are right next to each other.

Indoor spacesFamilyNearby

4.93 out of 5 average rating, 338 reviews
Top guest favorite
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

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.

Indoor spacesFamilyDecor

4.99 out of 5 average rating, 164 reviews
Top guest favorite
A vibrant swimming pool reflects the evening sky, surrounded by well-maintained landscaping. Poolside seating includes colorful lounge chairs and a dining set, while a floating flamingo adds a playful touch. Soft lighting from string lights enhances the serene atmosphere as dusk approaches.
Home in St. Augustine

HGTV-Style Home + Pool + Walk/Bike to Attractions

Off Street Parking 3 Min Drive/ 15 Min Walk to Historic Downtown 2 Min Drive to the St Augustine Amphitheater 2 Min Drive to Anastasia State Park Beach 1 Min Drive to Anastasia Fitness Club/Suana-Steam Rm/Pool Looking to get away from the hustle & bustle of the city? This designer home with an amazing pool is the perfect place to recharge. Downtown & the scenic beaches in Anastasia State Park are just a minutes away. With spacious living & modern amenities, the Home offers maximum comfort

Indoor spacesKitchenCheckout

4.99 out of 5 average rating, 141 reviews
Top guest favorite
Bungalow in Butler Beach

Ooo Laa Laaah Pets 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.

Indoor spacesFamilyTV

4.96 out of 5 average rating, 240 reviews
Top guest favorite
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

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.

FamilyIndoor spacesBeach

4.99 out of 5 average rating, 213 reviews
Guest favorite
A spacious balcony is seen, featuring two wicker chairs positioned at a small round table. The wood decking extends outward, providing an unobstructed view of the ocean and nearby palm trees against a backdrop of partly cloudy blue skies.
Home in Butler Beach

Memory Maker - Vacation with Friends and Family

Modern, beautiful beach house with views of the ocean and tons of space for family fun. Home is one block from the ocean and is stocked with beach chairs, boogie boards and sand toys. Enjoy two ocean view balconies, a large open concept kitchen, living room and dining room, and board games for evenings of laughs with friends. This ultimate beach house is close to local restaurants and is an eight mile drive to historic downtown St. Augustine with shopping, tours, museums and live music.

FamilyIndoor spacesAccess

4.99 out of 5 average rating, 142 reviews
Top guest favorite
Home in St. Augustine Beach

Sunny, family friendly Sol Mate Beach Cottage

Our renovated beach cottage is one block to the beach, walking distance to restaurants and ice cream, nightlife, public transport, family-friendly activities. Across the street is the pier, volleyball courts, splash pad and weekly Wednesday farmers market. A short drive to the oldest city in the US and a grocery store! You’ll love our adorable beach cottage because of the location, the neighborhood and the beach is gorgeous. Our place is good for couples, solo adventurers, and families.

Indoor spacesKitchenAir conditioning

4.87 out of 5 average rating, 311 reviews
Guest favorite
A living area features a cooling ceiling fan and large windows with light-filtering curtains. A wall-mounted TV displays an aquatic scene. A light-colored coffee table sits on wooden flooring, complemented by decorative plants and a woven tray.
Condo in Butler Beach

Great 1 bedroom 1 bath condo with heated pool

Great condo in an Oceanside community You cannot see the ocean from this condo 5-10 minute walk to the beach Private boardwalk to the beach Condo is in 3rd floor must climb stairs no elevator **** Tennis courts 2 pools 1 heated Shuffle Board Gym Restaurants and bars you can walk to Pet Friendly with a $100 pet fee Only 1 dog is allowed and we must register the dog before you check in The security will not let you on the premises if the dog has not been registered Pull out couch

KitchenIndoor spacesQuiet

4.77 out of 5 average rating, 286 reviews
Top guest favorite
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

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

Indoor spacesKitchenPets

4.89 out of 5 average rating, 801 reviews
Top guest favorite
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

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.

FamilyKitchenDecor

4.91 out of 5 average rating, 587 reviews
Top guest favorite
Villa in St. Augustine Beach

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

FamilyKitchenAccuracy

5.0 out of 5 average rating, 131 reviews
Top guest favorite
The living area features comfortable seating, including a soft blue sofa and an armchair, arranged around a white coffee table. Light-colored décor and subtle greenery create a relaxed ambiance. The space is illuminated by a contemporary chandelier, with a view of the kitchen and dining area in the background.
Condo in St. Augustine Beach

Newly renovated! Steps to BEACH & POOL!

Our little slice of paradise is situated in the heart of St. Augustine Beach right on A1A Beach Blvd. Our unit, recently renovated, is just steps from the beach and closest building to the pool! 2 outdoor pools (1 heated in winter), 5 hot tubs & tennis courts. Perfect location to enjoy our beautiful beaches & all that Anastasia Island has to offer! Historic St. Augustine is less than 7 miles away. Unit is equipped with everything you need for a perfect beach vacation!

Indoor spacesFamilyBeach

4.96 out of 5 average rating, 203 reviews

Popular amenities for Anastasia Island family-friendly rentals

Family-friendly home rentals with a hot tub

Family- and pet-friendly home rentals

Top guest favorite
A spacious living area features a dark blue sectional sofa with accent pillows, set on a wooden floor. To the left, a sliding door leads to a screened-in porch. Natural light illuminates the open-concept layout connecting the kitchen and dining areas with a central bar counter and stools.
Home in Butler Beach

Steps to Beach~Family & Pet Friendly~St Augustine

KitchenFamilyBathroom

4.99 out of 5 average rating, 100 reviews
Top guest favorite
A modern white house is depicted with a covered entrance and a spacious patio area. A heated saltwater pool sits in the foreground, surrounded by a fenced yard. Two lounge chairs are positioned nearby, with a charcoal grill visible at the edge of the pool area.
Home in Crescent Beach

Walk to Beach! Heated Pool•Boat Parking•EV Charger

FamilyKitchenCheckout

4.97 out of 5 average rating, 119 reviews
Top guest favorite
A sparkling pool is surrounded by lounge chairs, offering a refreshing retreat. Lush greenery and open fields create a serene backdrop, while a distant building is visible, adding to the tranquil setting.
Bungalow in Butler Beach

Barefoot Bungalow St. Augustine Beach

Indoor spacesKitchenWifi

4.91 out of 5 average rating, 122 reviews
Top guest favorite
The exterior of Casa Coquina is presented, featuring a charming façade with rounded archways. A light blue garage door complements the neutral-colored walls. Lush greenery, including palm trees and decorative plants, enhances the inviting entryway, while a driveway leads to the garage.
Home in St. Augustine

Casa Coquina Walk to Downtown Clean Quiet Spacious

Indoor spacesFamilyGetting around

4.99 out of 5 average rating, 139 reviews
Guest favorite
The exterior of the beach bungalow showcases a two-story structure with a welcoming front porch. Lush green grass surrounds the property, while palm trees add a tropical touch. Large glass sliding doors provide natural light to the interior, and a pathway leads to the entrance.
Bungalow in St. Augustine Beach

Sunny D Street - Beachside Luxury St Aug -Sleeps 6

KitchenIndoor spacesView

4.89 out of 5 average rating, 166 reviews
Top guest favorite
Apartment in Butler Beach

1 Bedroom Condo with Heated Pool

FamilyIndoor spacesGetting around

4.88 out of 5 average rating, 167 reviews
Guest favorite
A living area is featured with a light yellow wall and large windows allowing natural light. A blue sofa and a recliner are arranged around a circular coffee table. A television is mounted on a white console, with framed artwork adorning the walls.
Home in Butler Beach

Ocean Village Club-First Floor Access.

Indoor spacesKitchenBathroom

4.84 out of 5 average rating, 121 reviews
Guest favorite
A single-story house is presented with a light exterior and a sloped roof. The front porch is accessible by three steps, and large windows allow ample natural light to fill the interior. Lush green grass and a few flower bushes enhance the front yard.
Home in Crescent Beach

The Beach House at Crescent Beach

Indoor spacesKitchenPets

4.87 out of 5 average rating, 164 reviews

Family-friendly home rentals with a pool

Destinations to explore