
Vacation rentals in Anastasia Island
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Anastasia Island
Guests agree: these stays are highly rated for location, cleanliness, and more.

Surfside Six, Direct Ocean Front, Ampitheatre
BEST spot to watch the sunrise, (and moonrise) on St Augustine Beach from every room in the condo and from the two direct beach front balconies! CORNER UNIT! TOP FLOOR! One balcony off the upstairs corner primary bedroom suite, walk in closet and ocean view King size beds in each bedroom. Anytime is a good time to be on the beach in St. Augustine! Winter Spring, Summer, or Fall! Besides being steps from the beach there are plenty of local eateries,great food, live music within walking distance.

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.

Entire guest suite short walk to beach.
Enjoy exploring beautiful, historical St. Augustine then kick back and take it easy at this private, quiet beach retreat within a short walk to the beach. Separate keyless entry allows for self check-in. Queen size bed, fully furnished, with amenities including a Keurig coffee maker, iron, hair dryer, beach cruiser bicycles, beach chairs, towels, umbrella and gas grill for cooking out. Flat screen TVs in both the living room and bedroom with Netflix and Amazon Prime included and Free WiFi

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.

Tropical Bungalow Near Beaches Downtown &
Sea-Glass Bungalow Tropical Peaceful Retreat. All are welcome here! Feel your worries melt away as the tropical breeze rustles the private garden, enjoy unique features such as hanging hammocks & screened-in porch. This unique space has a style all its own. Artistic accents highlight this converted garage into a modern studio.. When you’re not relaxing in this tropical oasis, explore the Lighthouse, Alligator Farm & Bird Watching, White-Sand BCHs, The AMP & DWTN all this< 1mi away.

The Castle Cottage
Tucked away in the trees of Vilano Beach is a little known magical hideaway, the Castle Cottage. This cottage was hand-crafted by a master carpenter in the 80s and displays beautiful woodwork throughout. This perfect getaway location allows you to be free from the crowds but still within five miles of downtown St. Augustine. It is located within a half mile of three popular local restaurants and only steps to the beach! It also features a magnificent view of the nearby Castle Otttis.

Beach Condo, Pools, Bikes, Short Walk to Beach
Relax and unwind at our beautiful beach getaway. This one bedroom condo is located close to all St. Augustine has to offer. You can walk to the beach or take a quick drive to historic downtown. Ocean Village Club is a gated complex that has private beach access just a seven minute walk from your door, two swimming pools, tennis courts, grilling area, and free parking. This second floor unit is light and airy, immaculate, and beautifully decorated. We are family owned and operated.

Charming "Treehouse" apartment
Let this unique 1 bdrm/1 bath (w/ claw-footed tub) apartment provide the relaxation and comfort you should expect when on vacation. The bedroom has a comfy queen-sized mattress and the black recliner in the living room has the potential to lull you into a dreamy state when you're not out exploring! The treehouse is close enough to attractions/beach/restaurants to walk or ride bikes (We have an assortment of bikes and beach paraphernalia for your use). Three day minimum.

Luxurious Oceanfront Home
Beautiful, oceanfront home professionally designed with luxurious finishes and incredible ocean views. Relax on the sprawling back deck overlooking the water after a game of bocce ball. Stroll down the private sidewalk, just steps to the beautiful, white-sand beach. Cook a gourmet meal in the state-of-the-art kitchen, or grill out on the deck using the gas grill. Sit around the fire pit under the stars and roast marsh mellows while listening to the ocean waves.

Home away from Home close to everything!
An ideal place to stay while visiting our lovely historic St. Augustine. It's in a quiet neighborhood close to beaches, historic district, restaurants and stores. The unit is above the two-car garage where you enter to go up stairs to the 500 square foot apartment. It has a living room, full kitchen, bedroom and bathroom. It's a few short blocks to Intracoastal Waterway (ICW) where you can enjoy breath-taking walks. Short drive to everything!

Ocean Front Gem: Top Floor Corner Unit
Top floor, direct ocean front, 2 bedroom, 2 bathroom corner unit condo with elevator and unobstructed beach views from both bedrooms, living room, dining room, kitchen and private balcony in beautiful St Augustine Ocean and Racquet Resort. We also offer the condo immediately next door for rent, Ocean Front Escape: https://www.airbnb.com/h/saint-augustine-oceanfrontescape. Our checkin process is contact free. We use a Nest lock on the front door.

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!
Popular amenities for Anastasia Island vacation rentals
Other great vacation rentals in Anastasia Island

Beacher's Lodge Balcony Suite #316

Lighthouse View/Amp/Beach/Town

New Listing ~ Oceanfront ~ Best Views!

Coral Cottage

Spectacular Oceanfront Third Floor Paradise

Peach Room- studio apartment 15 min to beaches

Waterfront Sunrise! • Beach & Historic Close!

Private Pool Steps to Beach Walk to Restaurants
Destinations to explore
- Augusta Vacation rentals
- Seminole Vacation rentals
- Central Florida Vacation rentals
- Miami Vacation rentals
- St Johns River Vacation rentals
- Orlando Vacation rentals
- Gold Coast Vacation rentals
- Miami Beach Vacation rentals
- Fort Lauderdale Vacation rentals
- Tampa Vacation rentals
- Four Corners Vacation rentals
- Kissimmee Vacation rentals
- Townhouse rentals Anastasia Island
- Rentals with pools Anastasia Island
- Rentals with a fire pit Anastasia Island
- Rentals with beach access Anastasia Island
- Beachfront rentals Anastasia Island
- Rentals with a fireplace Anastasia Island
- Rentals with outdoor seating Anastasia Island
- Pet-friendly rentals Anastasia Island
- Rentals with a washer and dryer Anastasia Island
- Family-friendly rentals Anastasia Island
- Rentals with lake access Anastasia Island
- Rentals with an accessible height toilet Anastasia Island
- Villa rentals Anastasia Island
- Rentals with an accessible height bed Anastasia Island
- Cottage rentals Anastasia Island
- Rentals with a kayak Anastasia Island
- Rentals with breakfast Anastasia Island
- Rentals with an EV charger Anastasia Island
- Rentals with a hot tub Anastasia Island
- Condo rentals Anastasia Island
- Fitness-friendly rentals Anastasia Island
- Guesthouse rentals Anastasia Island
- Apartment rentals Anastasia Island
- Waterfront rentals Anastasia Island
- Private suite rentals Anastasia Island
- Rentals with a sauna Anastasia Island
- House rentals Anastasia Island
- Rentals with a patio Anastasia Island
- Daytona International Speedway
- EverBank Stadium
- Daytona Boardwalk Amusements
- Summer Haven st. Augustine FL
- Lightner Museum
- Daytona Lagoon
- Kathryn Abbey Hanna Park
- Fountain of Youth Archaeological Park
- St Augustine Amphitheatre
- Adventure Landing Jacksonville Beach
- VyStar Veterans Memorial Arena
- Ravine Gardens State Park
- Saint Augustine Town Plan Historic District
- St Johns Town Center
- St. Augustine Alligator Farm Zoological Park
- TPC Sawgrass
- Ocean Center
- Daytona Beach Bandshell
- University of North Florida
- Ocean Walk Shops
- Memorial Park
- Little Talbot
- Embry Riddle Aeronautical University
- Vilano Beach Fishing Pier




