
House holiday rentals in Anastasia Island
Find and book unique houses on Airbnb
Top-rated house rentals in Anastasia Island
Guests agree: these houses 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.

Entire House w/ Backyard Hideaway - WALK TO BEACH
PARADISE ON PALMETTO: Unwind by the waves or at home in the backyard oasis. A true beach escape, we are nestled between the Atlantic Ocean & Intracoastal Waterway, walking distance to the beach and river. This bright, newly updated cottage is two blocks from the ocean and a 15 minute drive to the restaurants, bars, and attractions in Historic Downtown St. Augustine. Experience this ideal base to explore the Nation’s Oldest City! PARKING & WASHER/DRYER INCLUDED. SUPER CLEAN. NO CONTACT CHECK-IN.

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

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.

Waterfront - Lion’s Bridge & Old Town View
Rare, Spring Break opening! Walk across the Bridge of Lions to downtown St. Augustine with amazing restaurants and attractions. Half a mile to historic downtown! Less than 1 mile to the Castillo de San Marcos fort. Anastasia State Park Beach, the world famous Alligator Farm and lighthouse are less than two miles away. Several restaurants and bars only a few blocks away. Whether going to the old fort or Flagler College, our home provides a great base for exploring an amazing part of Florida!

St Augustine Beachside Home - Walk to Beach
Time to Relax at our St Augustine canal front getaway! Great family destination just 15 min. to Historic Downtown St Augustine. Neighborhood features PRIVATE Beach Access with a less than 10 minute . walk, depending on pace, to the Beach. Boating and Fishing at your Fingertips with private, over-the-water dock and ramp to floating dock where you can tie up your own boat/kayak/jet skis. The perfect end to your beachside dream day will be watching the sunset while on your private dock.

Anastasia Steps to Downtown- Modern Island Home #A
Nestled in a serene residential area, this home offers a tranquil escape just a stroll across the Bridge of Lions to downtown. Enjoy convenient access, with various restaurants, shopping, and nightlife on A1A within a block. Ideal for large families, friends, or couples, the clean, modern space invites relaxation. Explore nearby attractions like miniature golf and the Alligator Farm and more. Leave the vehicle behind and enjoy an stress-free stroll to downtown, avoiding parking issues.

"CORAL COTTAGE" in St. Augustine near the Beach
CORAL COTTAGE is a cute little "beach house" located at St. Augustine Beach. It is tastefully decorated, newly renovated and in an ocean community. The Atlantic Ocean is just a short walk away with a crosswalk for safety. The house has a new deck and railing for sunbathing, outdoor shower, full kitchen, etc. Separate downstairs space efficiency space sleeps 3 and only for upstairs guests for an additional charge. Only shared space is the laundry room.

Bud's Lighthouse-just steps to St. Augustine Beach
Treat yourself to a little piece of paradise! You'll love every feature of Bud's Lighthouse, inspired by my father; a true native of St. Augustine. This home embodies all that your soul needs to live, love, relax and enjoy the moment(s) and beauties of the beach. Just steps to the beach, the pier, famous restaurants, shops, cafes, and gourmet coffee, bike/board/umbrella rentals, 5-min drive to Alligator Farm, 10 to historic downtown.

Historic Downtown - firepit/pet friendly/fenced-in
Our home offers the ideal combination of comfort, convenience, and style. Experience the vacation of a lifetime at our 3bd/2ba luxury home which offers a fully fenced in private backyard for pets, BBQ grill, firepit, and playground for the littles. Minutes from the best St. Augustine has to offer: • Beaches -12 mins • Castillo de San Marcos -9 mins • Alligator Farm -10 mins • Fountain of Youth -10 mins Pet fee: $20/pet/day

Perfect One Bedroom Cottage in Lighthouse Park
One bedroom one bath cozy cottage vibe! Perfect couples retreat. This is one half of a duplex. The second half is currently vacant. Excellent location. 5 blocks to the lighthouse. 1 mile to historic downtown. 1.3 miles to the Amphitheater. 0.8 miles to Anastasia State park. 3 miles to the St. Augustine Beach Pier. Walking distance to many great restaurants and bars, mini golf, and boutique shops! Walk or bike to downtown!

MARE Florida Direct Beachfront St Augustine/JAXNEW
Beachy eclectic shabby chic decor Awesome patio overlooking the beach Amazing cabana with dining table and Adirondack chairs. Chaise sun lounges Beach chairs, beach towels and umbrella for the beach Super close to night of lights downtown St Augustine that offers great restaurants, shopping and night life Ask about our snowbird specials for monthly stays. Time to get Out of the cold and on the beach:)
Popular amenities for house rentals in Anastasia Island
House rentals with a pool

Serenity by the Sea - Steps to the Ocean Condo

2/2 Oceanview Condo/Beach Access/Pools

Your Home Away From Home

Zen Oasis | Heated Pool | Hot Tub | Beach 12-Min!

Walk to Beach | Pool, Spa & Private Dock

Barefoot Bliss - Heated Pool, Walk to the Beach

Waterfront Home w/ Pool & Dock - Prime Location!

Beach Bums Paradise|Private Pool|8-min walk to BCH
Weekly house rentals

Lincoln's Villa True luxury & high-end decor

Modern Beach Escape: Walk to Ocean + Private Patio

Lighthouse View/Amp/Beach/Town

Bridgekeeper's Cottage

Elevated Beach Haus

BIG Sale! NEW! Fireplace, Hot tub, Firepit, Grill!

Private Cottage • Walk to Downtown • King Bed

Waterfront Sunrise! • Beach & Historic Close!
Private house rentals

The Pool Cottage

Sunset Palms - Waterfront/Heated Pool/Pet-Friendly

1 Block to Beach! Heated Pool, Near Historic Dist.

Music on Marilyn- Steps from the Amp! •Jacuzzi•

Cozy 1st floor, steps to beach, right off A1A!

Canopy Oaks

Historic Home in Downtown St. Augustine

Walk to beach and bring your dog!
Destinations to explore
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- House rentals St. Johns County
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- Daytona Beach Bandshell
- Daytona International Speedway
- EverBank Stadium
- Daytona Boardwalk Amusements
- Summer Haven st. Augustine FL
- Lightner Museum
- St Augustine Amphitheatre
- Kathryn Abbey Hanna Park
- Daytona Lagoon
- VyStar Veterans Memorial Arena
- Fountain of Youth Archaeological Park
- Ocean Center
- Saint Augustine Town Plan Historic District
- Adventure Landing Jacksonville Beach
- St Johns Town Center
- Ravine Gardens State Park
- TPC Sawgrass
- University of North Florida
- Embry Riddle Aeronautical University
- St. Augustine Alligator Farm Zoological Park
- Memorial Park
- Little Talbot
- Vilano Beach Fishing Pier
- Ocean Walk Shops




