
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.

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 spacesKitchenParking
4.93 out of 5 average rating, 338 reviews
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!
Indoor spacesKitchenBackyard
4.94 out of 5 average rating, 115 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.
Indoor spacesKitchenShared spaces
4.99 out of 5 average rating, 164 reviews
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 spacesKitchenCleanliness
4.99 out of 5 average rating, 141 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.
KitchenFamilyPool
4.96 out of 5 average rating, 240 reviews
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 spacesKitchenBiking
4.9 out of 5 average rating, 181 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.
Indoor spacesFamilyGetting around
4.99 out of 5 average rating, 213 reviews
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.
Indoor spacesFamilyBarbecue
4.99 out of 5 average rating, 142 reviews
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!!
FamilyIndoor spacesGetting around
4.94 out of 5 average rating, 120 reviews
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
FamilyKitchenHospitality
4.78 out of 5 average rating, 285 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
FamilyKitchenCleanliness
5.0 out of 5 average rating, 131 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.
KitchenIndoor spacesBarbecue
4.92 out of 5 average rating, 302 reviewsPopular amenities for Anastasia Island family-friendly rentals
Family-friendly home rentals with a hot tub

2 King Beds - Walk to Beach
FamilyIndoor spacesLocation
4.92 out of 5 average rating, 174 reviews
Shell Shack - Resort Beachside Condo
KitchenFamilyWi-Fi
4.84 out of 5 average rating, 348 reviews
Ocean Front Gem: Top Floor Corner Unit
KitchenFamilyComfort
4.98 out of 5 average rating, 262 reviews
What a View! Sand & Sea!
KitchenFamilyHospitality
4.91 out of 5 average rating, 254 reviews
Heated Pool, Ocean Views, Beach, Playground, BBQ
FamilyKitchenCheck-in
4.87 out of 5 average rating, 130 reviews
Ocean Gallery 1/1, 2 pools
KitchenIndoor spacesAmenities
5.0 out of 5 average rating, 296 reviews
Direct Ocean & Beach View Home
KitchenIndoor spacesCheckout
4.88 out of 5 average rating, 362 reviews
Coastal Home Steps to Beach w/ Hot Tub & Tiki Bar
KitchenFamilyLaundry
4.98 out of 5 average rating, 133 reviewsFamily- and pet-friendly home rentals

1 Bedroom Condo with Heated Pool
FamilyIndoor spacesLocation
4.88 out of 5 average rating, 167 reviews
Walk to Beach | 4BR Sleeps 10 + Hot Tub!
FamilyIndoor spacesView
4.9 out of 5 average rating, 270 reviews
Ocean Side Complex w/ Heated Pool B-15
Indoor spacesFamilyView
4.85 out of 5 average rating, 290 reviews
Barefoot Bungalow St. Augustine Beach
KitchenIndoor spacesOutdoor spaces
4.91 out of 5 average rating, 122 reviews
Sunshine by historic downtown & the beach
KitchenFamilyLayout
4.91 out of 5 average rating, 173 reviews
Steps to Beach~Family & Pet Friendly~St Augustine
KitchenFamilyPets
4.99 out of 5 average rating, 100 reviews
Beautiful Beach Home - Sleeps 12
FamilyKitchenAccess
4.9 out of 5 average rating, 204 reviews
Oceanside/pool view-Surf Crest Village-Pets welcom
Indoor spacesFamilyHeating
4.78 out of 5 average rating, 138 reviewsFamily-friendly home rentals with a pool

Walk to Beach! Heated Pool•Boat Parking•EV Charger
Indoor spacesFamilyComfort
4.97 out of 5 average rating, 118 reviews
Beachfront St. Augustine Getaway-Pool & Ocean View
FamilyIndoor spacesHospitality
4.92 out of 5 average rating, 212 reviews
The Salty Suite Resort style condo
KitchenIndoor spacesGetting around
4.92 out of 5 average rating, 257 reviews
Best Ocean View and Location ~ Steps to Pier Park!
FamilyKitchenLocation
4.93 out of 5 average rating, 144 reviews
Beach Front Condo in Saint Augustine Beach
KitchenIndoor spacesPets
4.91 out of 5 average rating, 187 reviews
2br condo in st Augustine across from Beach
KitchenIndoor spacesLaundry
5.0 out of 5 average rating, 120 reviews
After Dune Delight, BEACH FRONT w/Fishing Pier
FamilyKitchenValue
4.95 out of 5 average rating, 210 reviews
Wade n Sea Ocean Front Condo
FamilyKitchenSolo travel
4.98 out of 5 average rating, 112 reviewsDestinations to explore
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- Daytona International Speedway
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