St. Thomas which includes landscape views and a coastal town

Anna's Retreat vacation rentals

We found 3,381 vacation rentals — enter your dates for availability

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Dates

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Flexible dates

May 2025

June 2025

Select from 16 houses, 10 condos, and other vacation rentals to find the perfect place for your stay in Anna's Retreat. Vacation rentals offer the best amenities for your stay with friends, family, or just your pet, such as air conditioning and a pool. You'll be able to choose a rental for everyone's needs, including places that are non-smoking or accessible.

Vacation rentals with weekly discounts - Anna's Retreat

Showing deals for:Aug 15 - Aug 22

Exceptional

(25 reviews)

Everlasting MEMORIES (6) Master Suites Red Hook, East End ST Thomas, Yacht Club

St. Thomas, St Thomas

10% off

per night

All fees included

Aerial view of Tovilla Properties Frenchmans Villa

Exceptional

(71 reviews)

5 bedroom Villa, Pool side Villa, and De Bunk house with Pool, Sleeps 1-8

St. Thomas, St Thomas

10% off

per night

All fees included

View of private Laser lit multi color pool from upper deck and ocean beyond.

Exceptional

(80 reviews)

10 MINUTE WALK TO BEACH, ON THE WATER! NEW HOT TUB! GREAT VIEWS , NEW POOL!

St. Thomas

10% off

per night

All fees included

The charming kitchen is fully equipped, even for serious cooks.

Exceptional

(71 reviews)

Vacancy Mar 11-Apr 24 Solar, Tesla Battery, Peaceful & work from' Home' ideal

St. John, St John

10% off

per night

All fees included

Exceptional

(79 reviews)

Luxury Beachfront Condo - Sapphire Bay West/Crystal Cove - Paradise !

Red Hook

5% off

per night

All fees included

Exceptional

(33 reviews)

Unforgettable views, amazing sunsets minutes from Cruz Bay and the beach.

St. John, St John

10% off

per night

All fees included

Beach, Pool, stunning views, and two restaurants all in the gated community!

Exceptional

(72 reviews)

BELLA VISTA Villa - Cowpet Bay West; Beach, Pool, Restaurants, Views, & Breezes

St. Thomas

10% off

per night

All fees included

Come Spoil Yourself at Spirit on the Water!

Exceptional

(39 reviews)

Private cliffside retreat full of magic. 10 bedrooms, 22 beds - infinity pool.

St. Thomas, Virgin Island

10% off

per night

All fees included

Exceptional

(7 reviews)

Water front, Minutes walk to beautiful Cowpet Bay Beach, pool, Bar& Restaurants.

St. Thomas, St Thomas

5% off

per night

All fees included

Exceptional

(30 reviews)

Beautifully newly renovated 3 BR/4 BA condo footsteps from the beach.

St. Thomas, USVI

14% off

per night

All fees included

Find spaces that suit your style

House

Condo/Apartment

Find the best place to stay - Anna's Retreat

Showing deals for: Aug 14 - Aug 17

Five Villa Estate with 10 Ensuite Bedrooms and Multiple Pools for 20 Guests with Daily Maid Service

Sleeps 20 · 10 bedrooms · 11+ bathrooms

All fees included

Updated 3 Bed With No Steps, Closest To The Pool, Beach, Hot Tub & Bar

Sleeps 8 · 3 bedrooms · 3 bathrooms

All fees included

The beach is just down the stairs and a short walk.

Beachfront Tropical Paradise-Step Out the Door to the Beach!!

Sleeps 4 · 1 bedroom · 2 bathrooms

All fees included

Luxury 5-bedroom villa with infinity edge pool

Sleeps 14 · 5 bedrooms · 5 bathrooms

All fees included

Beautiful white sand beach on Cowpet Bay

CARIBBEAN Beachfront Condo Gorgeous Views, Elysian Beach Resort

Sleeps 8 · 2 bedrooms · 3 bathrooms

All fees included

Top rated rentals - Anna's Retreat

Amazing Stay

Peace of mind
Our Book with Confidence guarantee gives you 24/7 support
All the privacy of home
Enjoy full kitchens, laundry, pools, yards and more
More for less
More space, more privacy, more amenities — more value
A place for everyone
We stand for diversity, inclusion and families everywhere.
Learn more

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. Magens Bay Beach and Sapphire Beach 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:

Magens Bay Beach (2.6 mi / 4.2 km)
Sapphire Beach (2.8 mi / 4.5 km)
Trunk Bay (8.1 mi / 13 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 most popular type of vacation rental accommodation in Anna's Retreat?

The most in-demand types of vacation rentals in Anna’s Retreat are apartments. Searching for something different? Vrbo offers a variety of options to match the needs of our guests, so you’ll see properties in all sizes, and for all budgets. The ideal home away from home is waiting for you — lock in yours today.

How much does it cost to rent a vacation rental in Anna's Retreat?

The average price for a vacation rental in Anna’s Retreat can vary depending on factors including property type, length of stay and season. Whether you’re dreaming about a sprawling villa with a pool or a comfy cabin for you and your other half, just enter your dates of travel to see some great-value stays.

How much does it cost to rent a beach house in Anna's Retreat?

Prices for beach houses in Anna’s Retreat will vary depending on the style and size of the property and when you plan to travel. Simply enter your dates of travel into Vrbo and the number of guests to view available options and prices. From there you can use our filters to narrow down your search by ratings, nearby activities and more.

Are there pet-friendly vacation rentals in Anna's Retreat?

Yes, there are. You can pick from 32 stays that welcome pets in Anna’s Retreat on Vrbo. Our cuddly best friends also deserve a getaway, so simply use our search function for pet-friendly vacation rentals to find a property where your doggie can join in the fun.

Can I rent a house with a pool in Anna's Retreat?

Add a whole other level of fun to your getaway by booking one of the 13 houses with a private pool in Anna’s Retreat. Use our search filter to find the kind of property you want on Vrbo, and then spend your days splashing and playing in a swimming pool that’s all your own.

What are popular rental amenities in Anna's Retreat?

When it comes to rental amenities that guests search for in Anna’s Retreat, a beach view, a garden and a firepit are at the top of the list. With Vrbo vacation rentals, you’ll find options to fit your taste and style, whether you’re going on a trip with your partner, your family or even pets.

Are there large group vacation rentals in Anna's Retreat?

With two vacation rentals that can host 10 guests or more in Anna’s Retreat, you don’t have to limit the invite list. From family get-togethers to events like birthday and Christmas parties, Vrbo can help you find a large group rental to match the occasion.

Are there vacation rentals in Anna's Retreat that welcome kids?

With 30 family-friendly vacation properties available in Anna’s Retreat, there’s never been a better time to introduce the kids to the excitement of travel. Simply check our “Properties good for families” filter to discover stays that come with amenities ideal for families on the move, like dining rooms, private pools, hot tubs and bunk beds.

Are there one-bedroom vacation rentals in Anna's Retreat?

Anna’s Retreat has 20 one-bedroom rentals available. Typically situated in prime spots because of their compact size, a one-bedroom vacation rental is great if you’re getting away with a friend or your partner. And with home comforts such as kitchens and more privacy than a standard hotel, you’ll be able to kick back while discovering this awesome destination.

Can I find two-bedroom vacation rentals in Anna's Retreat?

You can pick from eight two-bedroom properties in Anna’s Retreat. Put your little ones in the second room or fill it with a couple of your favorite people. There’s enough space for whoever’s fortunate enough to be coming along.

Are there vacation rentals with WiFi in Anna's Retreat?

Anna’s Retreat has 20 vacation rentals with WiFi, so you’ll be able to stay connected while on vacation. Simply check the “WiFi” box in our search filter for a list of properties with this feature. From streaming movies with the family to posting pics on social media, these Vrbo homes make it easy to get online.

How can I find vacation rentals with air conditioning in Anna's Retreat?

Work out your travel dates and then use the filter tool to view vacation rentals with ac in Anna’s Retreat on Vrbo. With 29 air-conditioned properties available here, you can look forward to a cool and comfortable stay.

How old do you have to be to rent a vacation rental in Anna's Retreat?

The minimum required age is typically 16, 18 or 21. It can change between properties on Vrbo, so check the rules of your chosen Anna’s Retreat vacation home before you book.

How long can I rent a vacation rental in Anna's Retreat for?

The amount of time you can stay in an Anna’s Retreat vacation home for is down to the property. Simply enter your preferred travel dates to find options offering longer term stays. They come with the things you need to make your extended break more comfortable and convenient, such as air conditioning and laundries. Some vacation homes might also offer discounted weekly or monthly prices, so you can stay even longer for less.

Does Vrbo offer discounts for vacation homes in Anna's Retreat?

Short break or a much-needed extended escape, Vrbo has some excellent value options in Anna’s Retreat that’ll suit your style and budget. Browse our weekly and monthly discounts on vacation rentals, or check out what’s just been added with one of our newly listed homes. Whatever kind of getaway you’re after, you’ll find the ideal place to stay — without spending a fortune.