
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.

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.
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Historic Downtown Whitney House · 2BR Luxury Baths
Off Street Parking for 2 vehicles 2 Min. walk to St George St 5 Min drive to Anastasia State Park Beach 6 Min drive to Fitness Club/Pool High Speed Starlink Internet Luxury Retreat in Historic Downtown. Indulge in a charming vacation rental featuring a spacious living room, gourmet kitchen, and luxury baths. Immerse yourself in the rich history and vibrant culture, with its charming streets and local attractions. Whether seeking adventure or relaxation, this retreat offers the perfect base.
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MarshMellow-Island Guest Suite Beach Amphitheater
Your own cozy guest suite with private entry. Lovely little bedroom and beautiful bathroom . Private porch and sitting area. Located adjacent our guest studio but the suite is entirely yours and private. These two share a lush garden path, but have separate porches and entrances. The MarshMellow is a well thought out accommodation that has everything we think you'll need for a lovely stay in St. Augustine. A 20 minute stroll to the Amp and short drive or bike to the beaches or downtown.
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Sunset Cove 2 - Pool - Sea Views - Walkable
Stunning new luxury 2br/2.5ba pool home with peeks of Salt Run and Anastasia State Park: * Pool Heat Available for $30 per day - Contact us after booking for details * Private pool + backyard * Parking for 3 cars * 2 king bedrooms w/ en-suite bathrooms & smart TVs w/ Netflix * 2 min drive (or 20 minute walk) to historic downtown St. Augustine * 2 min drive to the beach (Anastasia State Park) * 5 min walk to lighthouse, Alligator farm, restaurants & bars * Fully stocked and equipped kitchen
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Luxury Modern Home in Prime Location 2BDR-3BTH
Book your Spring Break vacation with us! Our contemporary home offers comfort, elegance, and curated amenities. Explore the historic downtown, climb the lighthouse, enjoy live performances, indulge in local cuisine, and relax on the nearby beach. The Lighthouse Beacon is the perfect retreat for families and friends, catering to all preferences. Experience the magic of Saint Augustine and create cherished memories. Book your stay now and let us be your guiding light in this captivating city.
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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.
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VILLA One
The Villas are designed for short stays, long weekends or for a unique styled location for brands to shoot their products. The space features warm tones, natural finishes and local art for an effortless vibe that allows visitors to relax the second they walk in the door. Complete with two bedrooms, two bathrooms and a backyard complete with tropical landscaping, lounge area, dining and outdoor shower. One of 4 Villas located in St. Augustine Beach. Not pet friendly. @staugustinebeachvillas
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2 Bedroom, Private Hot Tub, walk to Loins Bridge
Couples Retreat Near Downtown St. Augustine. 0.5 miles from the Bridge of Lions. Enjoy a secluded courtyard, relaxing water fountain, and new 4-person hot tub. Wine down and watch the sunset in a peaceful setting after a exploring. Off-street parking is included. Restaurants, bars, coffee shops, and local favorites are only steps away. Perfect for a romantic getaway, weekend escape, or special occasion. Special requests and accommodations are available to help make your stay unforgettable.
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Art Studio Space – Quiet – Walk to Beach
This very private studio apartment is on Anastasia Island, with its own entrance across the street to Anastasia State Park, which includes the St. Augustine Amphitheater in a quiet, friendly beach neighborhood. This ideal location is quite literally "a walk in the park" to a beautiful undeveloped Florida beach; or a 10 minute drive across the famous Bridge of Lions to historic downtown St. Augustine – with quick access to the many local attractions and great restaurants in the area.
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Music on Marilyn- Steps from the Amp! •Jacuzzi•
Nights of Lights & mere seconds from the St. Augustine Amphitheater— a short bike ride to the beach and downtown, this modern escape is 3 beds and 2 baths. Welcome to Music on Marilyn! This is the quintessential St. Augustine experience. Nestled on a quiet street that dead ends to the intracoastal, walking distance to the St. Augustine Amphitheater, Lighthouse, Anastasia Park, Alligator Farm and much more! St. Augustine Beach and historic downtown are just a short bike ride away.
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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
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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.
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Popular amenities for Anastasia Island family-friendly rentals
Family-friendly home rentals with a hot tub

Heated Pool/Hot Tub 1 mile to dwntn/beach
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Escape to Paradise at Hibiscus Condo!
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Ocean Front Gem: Top Floor Corner Unit
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Sunrise Special | Steps to Beach | Ocean Front
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Seaglass Villa, a Sunny Beachside Retreat
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Newly renovated! Steps to BEACH & POOL!
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Sun Seekers Beach House- Steps from Butler Beach
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2023 Lux Home 4bd/3.5ba+HotTub+SaltPool+Walk2Beach
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Family- and pet-friendly home rentals

Ocean Village Club-First Floor Access.
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Low Tide - Beach Bungalow
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Memory Maker - Vacation with Friends and Family
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Your Home Away From Home
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Casa Coquina Walk to Downtown Clean Quiet Spacious
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Treehouse Gypsy Palace direct oceanfront
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Bridgekeeper's Cottage
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Cozy Studio 15 mins to Beaches & Historic Downtown
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Family-friendly home rentals with a pool

Riverfront direct views-Get it ALL in St Augustine
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Perfect Waterfront Retreat w/Pool & Rooftop Deck
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Beachfront St. Augustine Condo • Pool, Ocean Views
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Sheepdog Hideway - on Anastasia Island near Amp!
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Waterfront suite, Dogs are cool no pet fee
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Boutique Beachside condo with easy access to beach
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Walk to Beach! Heated Pool•Boat Parking•EV Charger
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Heated Pool Beach Bungalow Steps to the Ocean
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- Family-friendly rentals St. Johns County
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- Daytona International Speedway
- EverBank Stadium
- St Augustine Amphitheatre
- Ocean Center
- University of North Florida
- Saint Augustine Town Plan Historic District
- VyStar Veterans Memorial Arena
- Daytona Boardwalk Amusements
- St Johns Town Center
- Kathryn Abbey Hanna Park
- Lightner Museum
- Daytona Lagoon
- TPC Sawgrass
- Vilano Beach Fishing Pier
- Fountain of Youth Archaeological Park
- Summer Haven st. Augustine FL
- Daytona Beach International Airport
- Adventure Landing Jacksonville Beach
- Huguenot Memorial Park
- Flagler College
- Daytona Beach Bandshell
- Crescent Beach
- Memorial Park
- Little Talbot
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