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Anna's Retreat vacation rentals

We found 3,473 vacation rentals — enter your dates for availability

Welcome to the breathtaking shores of St. Thomas, where stunning beaches and crystal-clear waters create an idyllic tropical escape. Immerse yourself in the vibrant local culture as you explore charming neighborhoods like Estate Annas Retreat and Estate Charlotte Amalie, perfect for family-friendly adventures and romantic getaways alike. With a variety of comfortable vacation rentals, from spacious villas to cozy condos, you’ll enjoy the convenience and warmth of a home-like experience while creating unforgettable memories together.

Holiday rentals with weekly discounts - Anna's Retreat

Showing deals for:Nov 13 - Nov 20

Image gallery for Blue Serenity - Luxury, Oceanfront, Private Beach Access and Pool

Living area
10 out of 10, Exceptional, (41 reviews)
Exceptional
(41 reviews)

Blue Serenity - Luxury, Oceanfront, Private Beach Access and Pool

St. Thomas

8% off
Price is $1,726
$12,079 for 7 nights
All fees included
Blue Serenity - Luxury, Oceanfront, Private Beach Access and Pool

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Find out more about Anna's Retreat

Why visit Anna's Retreat

  • Beautiful Beaches: Relax on stunning shores with crystal-clear waters, perfect for swimming and sunbathing.
  • Outdoor Adventures: Enjoy a variety of recreational activities, from hiking to snorkeling in picturesque bays.
  • Cultural Exploration: Discover historic sites and local attractions that showcase the rich culture of the U.S. Virgin Islands.
  • Scenic Views: Experience breathtaking vistas and serene landscapes from vacation rentals and outdoor seating areas.
  • Family-Friendly Atmosphere: Anna's Retreat offers a peaceful environment ideal for families and couples looking to unwind.

Popular types of accommodation in Anna's Retreat

Planning your getaway to Anna's Retreat? Discover the charm of our top vacation rentals, including cozy condos, luxurious villas, and spacious houses. Enjoy a range of amenities, from relaxing hot tubs to comfortable bedroom rentals, ensuring your stay is both enjoyable and rejuvenating. Dive into the perfect retreat experience and find your ideal home away from home in Anna's Retreat.

  • Condos: The top choice for vacation rentals in Anna's Retreat, offering modern amenities and stunning views.
  • Villas: A luxurious option for travelers seeking spacious living and private pools.
  • Houses: Ideal for families or groups, providing a home-like atmosphere with personal touches.
  • Apartments: A convenient choice for couples or solo travelers looking for comfort and accessibility.
  • Cottages: Quaint and charming accommodations perfect for a cozy getaway.**

Top attractions near Anna's Retreat

Anna's Retreat in St. Thomas offers a perfect blend of beach, outdoor, and scenic experiences. Visitors can explore beautiful beaches, picturesque bays, and historic castles, catering to those seeking cultural and recreational activities. With plenty of vacation ideas available, Anna's Retreat is an ideal destination for travelers looking to immerse themselves in the natural beauty and local culture of the U.S. Virgin Islands.

  • Bolongo Bay: A beautiful bay featuring soft sandy beaches and stunning scenery, perfect for relaxation and outdoor activities. Enjoy swimming, sunbathing, or simply soaking in the picturesque views.
  • Coki Point Beach: A lively beach known for its vibrant atmosphere and crystal-clear waters. Ideal for swimming, snorkeling, or enjoying the sun, it's a great spot to immerse yourself in the local beach vibes.
  • Yacht Haven Grande Marina: A premier marina offering an adventurous atmosphere with opportunities for water sports, dining, and shopping, all while enjoying the beautiful beach surroundings.

Things to do recommended for couples

For a romantic getaway in Anna's Retreat, take a scenic Skyride to Paradise Point for breathtaking views, only 2 miles away. For ultimate relaxation, indulge in a soothing treatment at The Self Centre, located 7 miles away, perfect for unwinding together in a serene atmosphere.

Things to do recommended for families

Families visiting Anna's Retreat can enjoy the lively atmosphere at Lionel Roberts Stadium, located 2 miles away. This sports venue offers exciting events and a vibrant sports vibe, perfect for kids and parents looking to experience local culture and enjoy a day of family fun.

Things to do recommended for groups

Explore Havensight Mall for shopping and entertainment only 2 miles from Anna's Retreat, enjoy a round of golf at Mahogany Run Golf Course, also 2 miles away, or catch a movie with friends at Caribbean Cinemas, just 0.8 miles from your location.

*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 in Anna's Retreat

If you're traveling with a group, family, pets, or planning an extended stay, be sure to prioritize your preferences when searching. Here are some helpful Vrbo booking tips for you.

  • Traveling to Anna's Retreat with a group: Think about how many bedrooms you’ll require, along with features like a fully equipped kitchen or outdoor space for group get-togethers. Luckily, you can easily narrow down your options on Vrbo to find exactly what you need and more.
  • Traveling to Anna's Retreat with young kids: Traveling with young kids can be quite a task. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, you might want to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Anna's Retreat: For many families, a vacation wouldn’t feel complete without their furry companions. If that resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Anna's Retreat: If you're in search of vacation rentals that offer 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. You might also want to consider including options like a parking space, a well-equipped kitchen, or a private pool in your search criteria.

Where to stay in Anna's Retreat

Discover the charm of Anna's Retreat, St. Thomas, where outdoor adventures and serene beaches await. This peaceful village offers the perfect getaway for families and couples alike, with vacation rentals that provide stunning views and outdoor seating. Explore nearby neighborhoods for a taste of the tropical atmosphere and enjoy excursions that highlight the island's natural beauty. Anna's Retreat is your gateway to a memorable vacation filled with relaxation and exploration.

  • St. Thomas: St. Thomas is a stunning district in the U.S. Virgin Islands, renowned for its breathtaking beaches and vibrant outdoor activities. As the gateway to paradise, this island offers an array of experiences, from lounging on pristine shores to exploring lush national parks. Visitors can enjoy world-class resorts and golf courses, making it a perfect destination for relaxation and adventure alike. Key attractions include picturesque bays and scenic hiking trails, providing ample opportunities for both relaxation and exploration amidst stunning landscapes.
  • Estate Anna's Retreat: Estate Anna's Retreat is a charming village located just 0.3 miles from Anna's Retreat. This neighborhood is an ideal spot for those looking to experience the beauty of the Virgin Islands. Known for its inviting beaches and lush scenery, it offers a tranquil escape for travelers. Guests can enjoy family-friendly beach activities, bask in the sun, and take in the serene coastal views. The close proximity to Anna's Retreat allows for easy access to additional amenities and attractions, enhancing the overall vacation experience.
  • Estate Charlotte Amalie: Situated 0.5 miles away from Anna's Retreat, Estate Charlotte Amalie is a vibrant village that offers a unique blend of culture and outdoor adventure. This area is known for its historical significance, as well as its stunning beaches and scenic views. Travelers can enjoy a fun ride on the cable car gondola, which provides breathtaking views of the surrounding landscape. Whether you're relaxing on the beach or exploring local attractions, Charlotte Amalie is a perfect spot for those seeking both leisure and adventure during their stay in St. Thomas.

Best time to go to Anna's Retreat

If you're planning a trip to Anna's Retreat, it's a good idea to check both the weather and property rates. The warmest month is September. Peak season runs from January to March, while off-peak times, like September to November tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January78.4°F (25.8°C)No Rain (Dry)Mostly SunnyModerately HighSlightly High
February77.9°F (25.5°C)No Rain (Dry)Mostly SunnyModerately HighAverage
March77.5°F (25.3°C)No Rain (Dry)Mostly SunnyModerately HighSlightly High
April78.6°F (25.9°C)No Rain (Dry)Mostly SunnyAverageAverage
May80.2°F (26.8°C)Light RainMostly CloudyAverageAverage
June81.7°F (27.6°C)Light RainMostly SunnyAverageAverage
July82.2°F (27.9°C)Light RainMostly SunnyAverageAverage
August82.8°F (28.2°C)Light RainMostly SunnyAverageSlightly Low
September83.3°F (28.5°C)Light RainMostly SunnyModerately LowSlightly Low
October82.9°F (28.3°C)Light RainMostly SunnyModerately LowSlightly Low
November81.3°F (27.4°C)Light RainMostly CloudyModerately LowAverage
December79.7°F (26.5°C)No Rain (Dry)Mostly SunnyAverageSlightly High

Booking with Vrbo is simple

Are you hoping to save on your upcoming travel? Being flexible with your travel dates can really help, as prices tend to vary. Additionally, booking a longer stay often leads to significant savings. To discover the ideal Vrbo property that fits your budget, take advantage of our filters to narrow down options by price, location, and type of vacation rental.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board provides a convenient platform for planning new trips, managing your existing plans, and organizing your bookings. Your saved or reserved properties are neatly categorized into Potential, Upcoming, or Current Trips. To check out the Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Choose a vacation rental for your Anna's Retreat getaway

Experience the unique character of Anna's Retreat with a stay in a vacation home rental. You'll find plenty to explore during your stay in the area. Sapphire Beach and Trunk Bay are just a couple of the must-sees in the area. Are you looking for specific amenities for your getaway? Many of our vacation rentals feature full kitchens and laundry facilities.

Activities and attractions in and around Anna's Retreat

Are you hoping to discover top things to see and do while you're in the area? Venture out of your cozy vacation rental and check out everything that makes Anna's Retreat a fun place to get away. These are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Mahogany Run Golf Course (1.5 mi / 2.5 km)
  • The Self Centre (6.9 mi / 11.1 km)

Exploring the natural landscape of Anna's Retreat

Whether you're looking for exciting outdoor activities or just want to spend some time taking in the scenery, Anna's Retreat is a great place to get outside. Here are some of the area’s most eye-catching features, all within 30 miles (48.2 km) of the city center:

  • Sapphire Beach (2.8 mi / 4.5 km)
  • Trunk Bay (8.1 mi / 13 km)
  • Virgin Islands National Park (9.6 mi / 15.4 km)
  • Coki Point Beach (1.7 mi / 2.8 km)
  • Wyndham Sugar Bay Beach (1.8 mi / 2.9 km)
  • Frenchman's Bay (2 mi / 3.2 km)

Transportation options to and around Anna's Retreat

Fly into St. Thomas (SPB-St. Thomas Seaplane Base), the closest airport, located 3.2 mi (5.2 km) from the city center. If you're unable to find a flight that fits your schedule, you might consider flying into Cyril E. King Airport (STT), which is 5.3 mi (8.5 km) away.

Frequently asked questions

What is the best area to stay in Anna'S Retreat, U.S. Virgin Islands when booking a vacation rental?
When considering a vacation rental in Anna's Retreat, U.S. Virgin Islands, you might want to explore the surrounding neighborhoods, each offering its own unique charm and attractions. For a delightful stay, the nearby area of Smith Bay is a fantastic choice. This picturesque neighborhood features stunning beaches, including the popular Sapphire Beach, which is known for its crystal-clear waters and excellent snorkeling opportunities. Additionally, the beautiful Coral World Ocean Park is nearby, offering interactive marine experiences and animal encounters that are great for families.

Another appealing option is the area around Red Hook, which is not far from Anna's Retreat. This vibrant neighborhood is well-known for its lively option, with a variety of restaurants and shops to explore. Red Hook also serves as a gateway to several nearby islands, making it convenient for day trips or boat excursions.

In terms of vacation rental properties, Anna's Retreat and its neighboring areas offer a diverse selection, ranging from cozy villas to spacious condos, suiting various preferences and budgets.
How much does it cost to rent a vacation home in Anna'S Retreat?
Prices for vacation rentals in Anna'S Retreat vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Anna'S Retreat to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Anna'S Retreat vacation house rentals?
You can find great discounts on house rentals in Anna'S Retreat on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I find long-stay vacation rentals in Anna'S Retreat?
A long-stay vacation rental in Anna'S Retreat is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there any Anna'S Retreat vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Anna'S Retreat with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
How early should I book a Anna'S Retreat vacation rental?
Book your Anna'S Retreat vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Anna'S Retreat, U.S. Virgin Islands?
In Anna's Retreat, U.S. Virgin Islands, visitors can enjoy a variety of attractions that showcase the natural beauty and culture of the area. The nearby Magens Bay Beach is renowned for its stunning views and calm waters, making it a superb spot for swimming and sunbathing. Visitors can also explore the lush hiking trails in the surrounding hills, which offer panoramic vistas of the coastline and neighboring islands.

For those interested in history, the Estate St. Peter Great House provides insight into the island's historic past with its preserved architecture and beautiful gardens. The area also offers easy access to Charlotte Amalie, the capital of St. Thomas, where tourists can find shopping, dining, and historical sites like Fort Christian and Blackbeard's Castle.

Additionally, the vibrant local market scene and various water sports opportunities, such as snorkeling and sailing, enhance the island experience for travelers.
Can I change or cancel my Anna'S Retreat home rental booking on Vrbo?
To find Anna'S Retreat vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Anna'S Retreat vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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