Anastasia Island vacation rentals

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Find out more about Anastasia Island

Why visit Anastasia Island

  • Beautiful Beaches: Relax on the sandy shores of St. Augustine Beach, perfect for sunbathing and swimming.
  • Anastasia State Park: Explore nature trails, birdwatching, and camping in this stunning coastal park.
  • Historic St. Augustine: Discover the rich history of the oldest city in the U.S., just a short distance away.
  • Family-Friendly Activities: Enjoy a range of activities suitable for all ages, from beach games to local festivals.
  • Diverse Accommodations: Choose from cozy vacation rentals, stylish condos, and beachfront homes for a memorable stay.

Popular types of accommodation around Anastasia Island

Discover the charm of Anastasia Island with a variety of vacation rentals perfect for your getaway. From cozy houses to modern condos and apartments, there’s something for everyone. Whether you’re seeking a tropical bungalow or a stylish St. Augustine vacation rental, you’ll find the ideal spot to unwind and create lasting memories. Explore your options and experience the beauty of Anastasia Island today.

  • Houses: The top choice for visitors to Anastasia Island, offering spacious and comfortable settings ideal for families or groups.
  • Condos: A popular option for those seeking a blend of convenience and amenities, perfect for couples or small families.
  • Apartments: A practical choice for budget-conscious travellers, providing a home-like experience close to attractions.
  • Cottages: Charming and cozy, these rentals offer a quaint atmosphere for a relaxing getaway.
  • Villas: Luxurious accommodations that provide an upscale experience with ample space and private features.**

Top attractions near Anastasia Island

Anastasia Island offers a delightful mix of outdoor activities, beautiful beaches, and rich history, making it an ideal spot for a vacation. Visitors can explore St. Augustine, enjoy beachfront rentals, and relax at St. Augustine Beach. Anastasia State Park provides a perfect setting for nature enthusiasts. With a blend of cultural experiences and coastal charm, Anastasia Island promises memorable adventures for every traveller.

  • St. Augustine Beach: A beautiful stretch of sandy shore just 3.2km from Anastasia Island, St. Augustine Beach offers a relaxed atmosphere perfect for sunbathing, swimming, and beachcombing.
  • St. George Street: Located 4.8km away, this vibrant historic street is lined with charming shops, restaurants, and cafes, providing a lively city vibe and a taste of local culture.
  • Flagler College: This stunning modern college, also 4.8km from Anastasia Island, features impressive architecture and lush gardens, making it a lovely spot for a leisurely stroll.

Things to do recommended for couples

Experience romance on Anastasia Island. Visit San Sebastian Winery for a delightful tasting just 6.4km away, or enjoy a fun round at Fiesta Falls Mini-Golf, only 1.6km from your stay. For adventure, embark on a scenic outing with Sea Love Charters, located 4.8km away.

Things to do recommended for families

During your family vacation on Anastasia Island, enjoy sweet treats at Whetstone Chocolate Factory, explore fun at Adventure Landing's arcade, and unwind at the serene Guana River Wildlife Management Area. These nearby attractions offer family-friendly vibes and memorable experiences for all ages.

Things to do recommended for groups

Discover the craft of local spirits at the St. Augustine Distillery, enjoy a round of golf at St. Augustine Shores Golf Club, or shop and unwind at the Riverside Center Shopping Center—all within a short drive from Anastasia Island for a memorable group experience.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

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

If you're traveling with a group, family, pets, or planning an extended stay, it's important to prioritize your preferences when filtering options. 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 fully equipped kitchen or outdoor space for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Anastasia Island with young kids: Traveling with little ones can be quite a journey. It’s important to prioritize their comfort and safety while also looking for amenities that suit their age, like a private swimming pool. Additionally, you might want to think about how close you are to attractions that are enjoyable for families.
  • Taking your pets with you to Anastasia Island: For many, a family getaway isn’t truly satisfying unless their furry companion is by their side. If that resonates with you, explore Vrbo listings that welcome pets. Many pet-friendly accommodations offer amenities like feeding bowls and cozy 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 stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on long-term rentals. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria.

Where to stay near Anastasia Island

Anastasia Island offers a delightful blend of coastal charm and outdoor adventure, making it a perfect getaway for Canadian travellers. With stunning ocean views and beautiful beachfront access, visitors can unwind in a relaxing atmosphere that boasts friendly locals and family-friendly activities. Explore nearby historic cities and enjoy the vibrant community vibe, all while soaking in the sun and surf at this picturesque location. Anastasia Island truly captures the essence of a memorable beach vacation.

  • St. Augustine: The oldest city in the United States, St. Augustine offers a rich tapestry of history and culture. Nestled near Anastasia Island, this city is famous for its charming cobblestone streets and Spanish colonial architecture. Visitors can explore the stunning Castillo de San Marcos, stroll along the historic district, and enjoy family-friendly attractions. Outdoor enthusiasts can relish the nearby beaches and golf courses, making St. Augustine a perfect destination for both relaxation and adventure.
  • St. Augustine Beach: Located just 1.3km from Anastasia Island, St. Augustine Beach is a delightful village known for its beautiful coastline and vibrant atmosphere. This area caters to beach lovers with its soft sands and inviting waters, ideal for swimming and sunbathing. Visitors can partake in outdoor activities, indulge in shopping at local boutiques, or enjoy a meal at seaside restaurants. The beach is perfect for families seeking a laid-back, city-themed experience while enjoying the coastal charm.
  • Marsh Creek: Also situated 1.3km from Anastasia Island, Marsh Creek is a serene neighborhood that combines natural beauty with recreational opportunities. Known for its lush landscapes and proximity to the beach, this area attracts visitors looking for outdoor activities, including golfing and watersports. Marsh Creek offers a relaxing retreat with easy access to family-friendly venues and resorts, ensuring a delightful getaway for those wanting to immerse themselves in Florida's coastal lifestyle.

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January58.1°F (14.5°C)Light RainMostly SunnyAverageSlightly Low
February61.0°F (16.1°C)Light RainMostly SunnyAverageSlightly Low
March64.6°F (18.1°C)Light RainMostly SunnyAverageAverage
April69.8°F (21.0°C)Light RainMostly SunnyModerately HighAverage
May75.0°F (23.9°C)Light RainMostly SunnyAverageAverage
June79.9°F (26.6°C)Light RainMostly SunnyModerately HighSlightly High
July81.7°F (27.6°C)Light RainMostly SunnyModerately HighSlightly High
August81.7°F (27.6°C)Light RainMostly SunnyAverageSlightly High
September79.5°F (26.4°C)Light RainMostly SunnyAverageAverage
October73.9°F (23.3°C)Light RainMostly SunnyModerately LowSlightly Low
November66.7°F (19.3°C)Light RainMostly SunnyModerately LowAverage
December62.4°F (16.900000000000002°C)Light RainMostly SunnyModerately LowAverage

Booking with Vrbo is simple

Looking to save on your next trip? Consider being flexible with your travel dates since prices can fluctuate. Also, opting for a longer stay can often result in significant savings. To discover the ideal Vrbo property that fits your budget, make use of our filters to search by price, location, and type of vacation rental.

Vrbo Trips: Planning made easy

Vrbo's Trip Board offers a user-friendly platform where you can easily start planning new trips, continue from where you paused, or review and organize your travel plans. You can find your saved or booked properties neatly sorted into categories such as Potential, Upcoming, or Current Trips. To begin using Trip Boards, simply head over to: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

The friendly city of Anastasia Island awaits you

The beaches and wildlife provide a pleasant backdrop to your vacation home in Anastasia Island. This welcoming city allures visitors with its bird watching and camping. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in Anastasia Island

Do you want to find top things to see and do in the city? Venture out of your cozy vacation rental and check out everything that makes Anastasia Island a fun place to get away. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • St. Augustine Alligator Farm Zoological Park (2.1 mi / 3.3 km)
  • San Sebastian Winery (3.6 mi / 5.8 km)
  • World Golf Village (14.9 mi / 24 km)
  • World Golf Village - King & Bear Golf Course (16 mi / 25.8 km)
  • Ocean Hammock Golf Club (18 mi / 29 km)
  • Hammock Beach Ocean Course (18.1 mi / 29.1 km)

Exploring the beaches and other natural features in Anastasia Island

Travelers enjoy Anastasia Island for its seaside and island views. Whether you're looking for exciting outdoor activities or just want to appreciate the scenery, you'll be sure to find the perfect setting for your vacation in Anastasia Island. These are some of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city center:

  • St. Augustine Beach (2.1 mi / 3.3 km)
  • Butler Beach (3.1 mi / 4.9 km)
  • Plaza de la Constitution (3.4 mi / 5.4 km)
  • Ponce de Leon's Fountain of Youth Archaeological Park (4.3 mi / 6.9 km)
  • Vilano Beach (4.9 mi / 7.9 km)
  • Matanzas Inlet (10.7 mi / 17.2 km)

Frequently asked questions

What is the most popular type of vacation rental accommodation in Anastasia Island?
The most popular types of vacation rentals in Anastasia Island are condos. Hoping for something different? Vrbo has plenty of options to match the needs of our guests, so you'll see vacation properties in loads of shapes and sizes. The perfect fit is ready and waiting for you — find yours today.
How much does it cost to rent a vacation rental in Anastasia Island?
Length of stay, property type and season are some factors that can influence the price of a vacation home. Simply add your dates of travel to find your dream escape. From comfy cottages to expansive luxury villas, all Vrbo vacation rentals offer unbeatable value.
How much does it cost to rent a beach house in Anastasia Island?
Prices for beach houses in Anastasia Island can differ depending on the style and size of the property and when you're traveling. All you have to do is enter your travel dates into Vrbo and how many guests to view your options and prices. From there you can use the filters to tailor your search by ratings, nearby activities, amenities and more.
What are popular rental amenities in Anastasia Island?
When it comes to rental amenities that people look for in Anastasia Island, tennis, a nearby waterfront and a water view are the most popular. With Vrbo vacation rentals, you'll have options to match your taste and style, whether you're traveling with relatives, friends or even pets.
Can I find two-bedroom vacation rentals in Anastasia Island?
Anastasia Island has 1,352 two-bedroom vacation properties to pick from. Book a vacation home with all the comfort and privacy you need at a price you'll love on Vrbo.
Are there vacation rentals with WiFi in Anastasia Island?
Anastasia Island has 627 vacation rentals with WiFi, so you can stay connected during your trip. Simply check the "WiFi" box in our search filter for a list of properties with this feature. From streaming TV shows with the family to catching up on social media, these Vrbo homes make it a cinch to go online.
How old do you have to be to rent a vacation rental in Anastasia Island?
The minimum required age is typically 16, 18 or 21. It can differ from property to property on Vrbo, so check the rules of your preferred Anastasia Island vacation home before booking your escape.
How long can I rent a vacation rental in Anastasia Island for?
The amount of time you can rent an Anastasia Island vacation home for varies depending on the property. Simply enter your travel dates to see available options that offer long-term stays. They include all you require to make your extended getaway more comfortable and enjoyable, such as laundries and air conditioning. Some properties might also offer weekly or monthly discounted prices, so you can stick around for longer for less.

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