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 spacesKitchenDecor

4.93 out of 5 average rating, 338 reviews
Top guest favorite
A serene pool area is surrounded by palm trees and lush greenery, featuring a clear, inviting pool. Two green lounge chairs are placed beside the water, while a sun umbrella provides shade. The house stands in the background, illuminated by the afternoon sun.
Home in St. Augustine Beach

Steps to Beach | Heated Pool, Patio Bar | Fire Pit

Discover your perfect St. Augustine Beach getaway! Beachside living - just steps to the beach (2-minute walk) with no road crossings! Enjoy walking to nearby restaurants and shops or take a quick 11-minute drive to downtown St. Augustine! Inside, enjoy an open floor plan and a recently updated kitchen. Outside, enjoy the fire pit, outdoor bar, pool with a sun shelf that's perfect for kids and a soothing waterfall, creating a tropical paradise where you can unwind after a day of beach adventures!

FamilyIndoor spacesOutdoor spaces

4.94 out of 5 average rating, 115 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.

FamilyKitchenAmenities

4.99 out of 5 average rating, 163 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

KitchenFamilyNearby

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.

KitchenIndoor spacesNearby

4.96 out of 5 average rating, 240 reviews
Top guest favorite
The two-story beach house is framed by a lush green lawn and palm trees, featuring a spacious front porch with white chairs. Large windows and a gabled roof enhance the inviting appearance. A clear blue sky serves as the backdrop.
Home in Butler Beach

Beach & Serenity; The Perfect Location in St. Aug

Forget your worries in this spacious and serene space. Beautiful beach house 6 blocks to beach, 2 blocks to intercoastal Drive on to the beach at one end of the street, Easy walk to the best sunsets at the marsh Restaurants at each end of the street Upstairs and downstairs screened porches *PLEASE NOTE, AND THIS IS IMPORTNAT * We cannot split weekends. Friday and Saturday nights booked together *ONE PET PER STAY W/ APPROVAL *no washer/dryer available, hang dry only *STRICT CHECK IN/OUT TIMES

Indoor spacesKitchenComfort

4.9 out of 5 average rating, 181 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.

KitchenIndoor spacesParking

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.

FamilyKitchenValue

4.99 out of 5 average rating, 142 reviews
Top guest favorite
A welcoming living room features a comfortable couch and accent chairs with geometric patterns. A wooden coffee table sits in the center, surrounded by light-colored walls and wood flooring. Natural light enters from sliding glass doors that lead to a private balcony, enhancing the spacious feel.
Apartment in Butler Beach

SEA & SALT|2-min walk Beach|2x Sparkling Pools

Welcome to the Sea & Salt Retreat of St. Augustine Beach! Fit 4 people in this spacious 2BR/2.5BA condo that is a 2-min walk to our beautiful white sand beach and a 1-min walk to the pool with cabana and chaise lounges. Effortlessly enjoy relaxation at the beach, lounge all day in the sun at the sparkling clean pool, or drive 12-mins to the Historic Downtown St. Augustine. Phenomenal amenities: Two sparkling clean pools, clubhouse, tennis courts, pickleball, racquetball, and basketball!!

Indoor spacesFamilyWalkability

4.94 out of 5 average rating, 120 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

KitchenFamilyBiking

4.78 out of 5 average rating, 285 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

Indoor spacesFamilyDecor

5.0 out of 5 average rating, 131 reviews
Top guest favorite
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

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.

KitchenFamilyHiking

4.92 out of 5 average rating, 302 reviews

Popular amenities for Anastasia Island family-friendly rentals

Family- and pet-friendly home rentals

Family-friendly home rentals with a pool

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

FamilyKitchenAccuracy

4.97 out of 5 average rating, 118 reviews
Guest favorite
Apartment in St. Augustine Beach

Beachfront St. Augustine Getaway-Pool & Ocean View

KitchenFamilyValue

4.92 out of 5 average rating, 212 reviews
Top guest favorite
Condo in Butler Beach

The Salty Suite Resort style condo

Indoor spacesFamilyAir conditioning

4.92 out of 5 average rating, 257 reviews
Top guest favorite
A bright living area showcases comfortable seating with a gray sofa and two armchairs. A wooden TV cabinet contains a flat-screen television, while a coffee table and a desk with chairs provide functional spaces. Natural light streams in through large windows, enhancing the airy feel.
Apartment in St. Augustine Beach

Best Ocean View and Location ~ Steps to Pier Park!

KitchenIndoor spacesLaundry

4.93 out of 5 average rating, 144 reviews
Guest favorite
The living area features a combination of a leather sectional and a futon, providing comfortable seating. A flat-screen TV is positioned within the space, and a ceiling fan is mounted above. Large sliding glass doors open to a balcony, allowing natural light and views.
Townhouse in St. Augustine Beach

Beach Front Condo in Saint Augustine Beach

Indoor spacesKitchenSleep quality

4.91 out of 5 average rating, 187 reviews
Top guest favorite
Condo in Crescent Beach

2br condo in st Augustine across from Beach

FamilyIndoor spacesTV

5.0 out of 5 average rating, 120 reviews
Top guest favorite
A spacious bedroom is equipped with a large bed adorned with plush, blue pillows. A sliding glass door opens to a private balcony offering a scenic view. A small seating area with two chairs is visible outside. A flat-screen TV is positioned on a dresser.
Condo in Crescent Beach

After Dune Delight, BEACH FRONT w/Fishing Pier

Indoor spacesKitchenSleep quality

4.95 out of 5 average rating, 210 reviews
Top guest favorite
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 Butler Beach

Wade n Sea Ocean Front Condo

Indoor spacesKitchenQuiet

4.98 out of 5 average rating, 112 reviews

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