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 spacesKitchenView

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 spacesKitchenLocation

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

FamilyIndoor spacesOutdoor spaces

4.99 out of 5 average rating, 141 reviews
Guest favorite
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

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.

KitchenFamilyAccess

4.84 out of 5 average rating, 348 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.

FamilyIndoor 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

KitchenFamilyHospitality

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.

FamilyIndoor spacesSleep quality

4.99 out of 5 average rating, 213 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.

KitchenIndoor spacesValue

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

FamilyKitchenNearby

4.77 out of 5 average rating, 286 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

KitchenFamilyCheck-in

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!

FamilyIndoor spacesComfort

4.96 out of 5 average rating, 203 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.

FamilyIndoor spacesAccess

4.92 out of 5 average rating, 302 reviews

Popular amenities for Anastasia Island family-friendly rentals

Family-friendly home rentals with a hot tub

Family- and pet-friendly home rentals

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

KitchenFamilyValue

4.99 out of 5 average rating, 142 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

FamilyKitchenLayout

4.91 out of 5 average rating, 122 reviews
Top guest favorite
A private pool is featured on a covered porch, showcasing clear blue water. Wooden deck surrounds the pool, with railings providing safety. Lush greenery and nearby homes are visible in the background, enhancing the outdoor space.
Home in Butler Beach

Beautiful Beach Home - Sleeps 12

Indoor spacesKitchenGetting around

4.9 out of 5 average rating, 204 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

FamilyKitchenHeating

4.97 out of 5 average rating, 119 reviews
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

FamilyIndoor spacesLocation

4.99 out of 5 average rating, 100 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

FamilyIndoor spacesGetting 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

FamilyIndoor spacesAccuracy

4.89 out of 5 average rating, 166 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 spacesFamilyBackyard

4.87 out of 5 average rating, 164 reviews

Family-friendly home rentals with a pool

Top guest favorite
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.
Condo in Butler Beach

Family Beach Condo - Steps To The Sand Or Pool

Indoor spacesFamilyCheckout

4.98 out of 5 average rating, 163 reviews
Top guest favorite
A spacious deck overlooks a clear blue saltwater pool surrounded by lounge chairs and umbrellas. Lush greenery and palm trees frame the view of the water and dock area in the distance, creating a serene outdoor space for relaxation.
Cottage in St. Augustine

Fun Waterfront Retreat, Heated Pool, Rooftop Deck

Indoor spacesKitchenView

4.98 out of 5 average rating, 198 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

FamilyKitchenComfort

4.98 out of 5 average rating, 112 reviews
Top guest favorite
The kitchen features modern appliances, including a refrigerator, microwave, and dishwasher. White cabinetry provides ample storage. A dining table with four chairs is positioned near the door, and a light fixture illuminates the space. A decorative rug adds a touch of warmth.
Cottage in St. Augustine Beach

Beautiful Beach Cottage

FamilyKitchenParking

4.95 out of 5 average rating, 511 reviews
Top guest favorite
Condo in Crescent Beach

2br condo in st Augustine across from Beach

FamilyKitchenLaundry

5.0 out of 5 average rating, 120 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!

KitchenFamilyDecor

4.93 out of 5 average rating, 144 reviews
Top guest favorite
A screened-in pool area features a crystal-clear water pool with a shallow entry. Two chairs, one green and one yellow, are positioned beside the pool, surrounded by natural greenery and a wooden fence. Sunlight brightens the space, creating a relaxing outdoor ambiance.
Guest suite in St. Augustine Beach

Ground floor--just 365 steps to beach!

FamilyKitchenParking

4.94 out of 5 average rating, 385 reviews
Guest favorite
Apartment in St. Augustine Beach

Beachfront St. Augustine Getaway-Pool & Ocean View

Indoor spacesFamilyBathroom

4.92 out of 5 average rating, 212 reviews

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