Anastasia Island vacation rentals

Why visit Anastasia Island

• Beautiful Beaches: Relax on the soft sands of St. Augustine Beach, perfect for sunbathing and swimming.
• Historic Downtown: Explore the charming streets of historic St. Augustine, rich with culture and family-friendly activities.
• Outdoor Adventures: Enjoy various outdoor activities, from hiking to water sports, amidst stunning natural scenery.
• Diverse Accommodations: Choose from a range of vacation rentals, including cozy condos and spacious homes for a perfect retreat.
• Friendly Atmosphere: Experience the welcoming vibe from locals, making your visit enjoyable and memorable.

Popular types of accommodation around Anastasia Island

If you're looking for the perfect getaway on Anastasia Island, you're in luck. Our vacation rentals offer a variety of popular accommodations, including houses, cozy condos, and spacious apartments. Whether you're seeking a relaxing beach retreat or a family-friendly house rental, we have the ideal options to suit your needs. Experience the beauty of Anastasia Island with the comfort and flexibility of our exceptional vacation rentals.

• Houses: The top choice for visitors to Anastasia Island, offering spacious, home-like settings perfect for families or groups.
• Condos: A popular option for travelers seeking modern amenities and close proximity to the beach, ideal for couples or small families.
• Apartments: A convenient selection for solo travelers or those on a budget, providing essential comforts in a home-like atmosphere.
• Cottages: A quaint and cozy option, perfect for a romantic getaway or a peaceful retreat.
• Villas: A luxurious choice featuring upscale amenities, perfect for those looking for a lavish vacation experience.**

Top attractions near Anastasia Island

Anastasia Island, Florida, is a fantastic destination for outdoor and beach-themed vacations, offering a blend of culture and city experiences. Visitors can enjoy beautiful spots like St. Augustine Beach and explore historic houses, making it perfect for those seeking both relaxation and adventure. With its charming streets and picturesque beaches, Anastasia Island promises an unforgettable getaway for families, couples, and solo travelers alike.

• St. Augustine Beach: Enjoy the sun and sand at this beautiful beach just 2 miles from Anastasia Island. With its soft, white sands and gentle waves, it's perfect for swimming, sunbathing, and beachcombing. The laid-back atmosphere and stunning sunsets create an ideal spot for relaxation.
• St. George Street: This historic pedestrian street, located 3 miles away, is bustling with shops, restaurants, and charming architecture. Stroll through the vibrant atmosphere, enjoy local cuisine, and discover unique boutiques while soaking in the city's rich history.
• Flagler College: Just 3 miles from Anastasia Island, this stunning college features impressive Spanish Renaissance architecture. Take a guided tour to explore its beautiful courtyard, historic buildings, and vibrant student life, all set within a picturesque urban landscape.

Things to do recommended for couples

For a romantic getaway on Anastasia Island, visit San Sebastian Winery for fine wines and a charming atmosphere. Enjoy a playful round at Fiesta Falls Mini-Golf, or embark on an adventure with Sea Love Charters for a memorable day on the water. Experience love in every moment.

Things to do recommended for families

During your family vacation at Anastasia Island, enjoy sweet treats at Whetstone Chocolate Factory, explore the fun at Adventure Landing arcade, and relax in nature at Guana River Wildlife Management Area. Each spot offers a unique experience for a memorable family outing.

Things to do recommended for groups

Experience the vibrant culture at the Saint Augustine Amphitheatre, just 2 miles away, or enjoy a delightful tour at the St. Augustine Distillery, 3 miles from the island. Don't miss shopping and entertainment at Ponce de Leon Mall, also 3 miles away for a fun-filled group outing.

What do I need to keep in mind when booking a vacation around Anastasia Island

If you're traveling with a group, enjoying a family getaway, bringing along your pets, or planning an extended stay, be sure to prioritize your filters accordingly. Here are some helpful Vrbo booking tips for you.

• Traveling to Anastasia Island with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor space for group gatherings. Luckily, you can easily filter for these options and many more on Vrbo.
• Traveling to Anastasia Island with young kids: Traveling with young kids can be a bit tough. It's important to prioritize their comfort and safety, along with finding suitable amenities like a private pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
• Taking your pets with you to Anastasia Island: For many, a family vacation wouldn't feel complete without their furry companion. If you can relate, explore Vrbo listings that welcome pets. Many of these pet-friendly properties come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
• Planning for a long term stay visiting Anastasia Island: If you're in search of vacation rentals offering discounts for month-long stays, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near Anastasia Island

Anastasia Island offers a perfect blend of outdoor adventure, stunning beach views, and charming city vibes. Explore the historic downtown St. Augustine, where you can enjoy family-friendly activities and friendly locals. Relax on the soft sands of the Atlantic Ocean, basking in the sun and soaking in the beautiful island atmosphere. Whether you're seeking a budget-friendly getaway or a serene retreat, Anastasia Island has something for everyone.

• St. Augustine: As the oldest city in the United States, St. Augustine is rich in history and charm. Nestled near Anastasia Island, this vibrant city offers a unique blend of cultural experiences and outdoor activities. Visitors can stroll through cobblestone streets lined with Spanish colonial architecture, enjoy family-friendly attractions, and relax on beautiful beaches. Popular venues include resorts and golf courses, while local landmarks such as the historic Castillo de San Marcos and picturesque town neighborhoods add to the allure. St. Augustine is a perfect destination for families seeking a memorable beach vacation.
• St. Augustine Beach: Located a mere 0.8 miles from Anastasia Island, St. Augustine Beach is a picturesque village that beckons beach lovers and outdoor enthusiasts alike. With its pristine sandy shores and vibrant atmosphere, this coastal gem offers ample opportunities for relaxation and recreation. Travelers can enjoy a range of activities, from sunbathing and swimming to exploring local shops and dining options. A variety of resorts and recreational areas provide convenient access to the beach, making it an ideal spot for families looking to unwind by the ocean.
• Island Hammock: Just 0.3 miles from Anastasia Island, Island Hammock is a quaint neighborhood that offers a welcoming atmosphere for families and beachgoers. This charming community is perfect for those seeking a city-themed experience blended with coastal living. Visitors can enjoy activities such as golf and mini golf while being surrounded by stunning beaches and inviting town neighborhoods. The proximity to the ocean ensures that families can easily partake in outdoor adventures, making Island Hammock a delightful destination for a vacation getaway.

Best time to go to Anastasia Island

If you're planning a trip to Anastasia Island, it's a good idea to check both the weather and property rates. The warmest months are July and August. Peak season runs in April and June to July, while off-peak times, like October to December tend to have fewer bookings and better deals.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	58.1°F (14.5°C)	Light Rain	Mostly Sunny	Average	Slightly Low
February	61.0°F (16.1°C)	Light Rain	Mostly Sunny	Average	Slightly Low
March	64.6°F (18.1°C)	Light Rain	Mostly Sunny	Average	Average
April	69.8°F (21.0°C)	Light Rain	Mostly Sunny	Moderately High	Average
May	75.0°F (23.9°C)	Light Rain	Mostly Sunny	Average	Average
June	79.9°F (26.6°C)	Light Rain	Mostly Sunny	Moderately High	Slightly High
July	81.7°F (27.6°C)	Light Rain	Mostly Sunny	Moderately High	Slightly High
August	81.7°F (27.6°C)	Light Rain	Mostly Sunny	Average	Slightly High
September	79.5°F (26.4°C)	Light Rain	Mostly Sunny	Average	Average
October	73.9°F (23.3°C)	Light Rain	Mostly Sunny	Moderately Low	Slightly Low
November	66.7°F (19.3°C)	Light Rain	Mostly Sunny	Moderately Low	Average
December	62.4°F (16.900000000000002°C)	Light Rain	Mostly Sunny	Moderately Low	Average

Booking with Vrbo is a breeze

Are you hoping to save on your upcoming travel plans? Keeping your travel dates flexible can be a smart strategy, as prices tend to vary. Additionally, opting for a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, utilize our filters to sort by price, location, and type of vacation rental. We're here to help you make the most of your travel experience.

Save more with One Key

When you reserve a qualifying Vrbo for your group getaway, you’ll earn OneKeyCash on the full booking amount. It truly benefits you to be the planner. Become a member of our One Key rewards program to unlock exclusive savings and earn OneKeyCash on eligible stays. Sign up today and begin your journey to rewards.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board offers an easy-to-use platform where you can plan new trips, continue from where you last left off, or manage your travel arrangements. You can easily find your saved or booked properties sorted into categories like Potential, Upcoming, or Current Trips. To get started with Trip Boards, simply visit: https://www.vrbo.com/trips.