Anna's Retreat Vacation Rentals

Check prices for these dates

In two weeks
Apr 24 - Apr 26
In two months
Jun 5 - Jun 7
In three months
Jul 3 - Jul 5
In four months
Jul 31 - Aug 2

Our top choices for Anna's Retreat vacation rentals

Beach nearby

Modern oasis loaded w/amenities! 5-8 mins to the beaches, shops dining & ferries

Modern oasis loaded w/amenities! 5-8 mins to the beaches, shops dining & ferries
St. Thomas
9.0 out of 10, Wonderful, (12 reviews)
"Love the yard "
United States
Raqueel
$481 nightly
The price is $506
Apr 12 - Apr 13
Total with taxes and fees
Modern oasis loaded w/amenities! 5-8 mins to the beaches, shops dining & ferries
Beach nearby, sun loungers, beach towels

Lameshur Bay Glamping Site with AC

Lameshur Bay Glamping Site with AC
St John
10.0 out of 10, Exceptional, (29 reviews)
"Really enjoyed our stay. We felt well taken care of and loved the location!"
United States
John
$232 nightly
The price is $250
Apr 13 - Apr 14
Total with taxes and fees
Lameshur Bay Glamping Site with AC
Beach nearby

Lameshur Cottage's Guest House

Lameshur Cottage's Guest House
St John
10.0 out of 10, Exceptional, (140 reviews)
"Best place for a vacation, great view from the cottage.Great host and thank you very much Bill for the Christmas gift."
United States
Suresh Kumar B.
$394 nightly
The price is $425
May 1 - May 2
Total with taxes and fees
Lameshur Cottage's Guest House
Exterior

Flamboyan on the Bay Resort and Villas

Flamboyan on the Bay Resort and Villas
3.5 star property
St. Thomas
8.6 out of 10, Excellent, (854 reviews)
"Excellent stay resort was perfectly located "
United States
andrew
$108 nightly
The price is $120
May 7 - May 8
Total with taxes and fees
Flamboyan on the Bay Resort and Villas
Outdoor pool, cabanas (surcharge), sun loungers

The Westin St. John Resort Villas

The Westin St. John Resort Villas
4.5 star property
St. John
8.2 out of 10, Very Good, (476 reviews)
"Very nice property. Grocery store within 10 minute walk was very convenient. "
United States
Edward
$620 nightly
The price is $698
May 3 - May 4
Total with taxes and fees
The Westin St. John Resort Villas
Luxury Penthouse | Balcony view

Peter Bay Gatehouse

Peter Bay Gatehouse
4.0 star property
Maho Bay Quarter
8.4 out of 10, Very Good, (19 reviews)
"Staying at the gate house was wonderful. Walk to beach was a little longer than expected because of the sharp incline. Very nice place to stay!! "
United States
jonathan
$782 nightly
The price is $875
May 6 - May 7
Total with taxes and fees
Peter Bay Gatehouse
Property grounds

FABULOUS! So close you can taste the ocean - Amazing NEWLY RENOVATED condo !

FABULOUS! So close you can taste the ocean - Amazing NEWLY RENOVATED condo !
St Thomas
10.0 out of 10, Exceptional, (23 reviews)
"Was a super relaxing atmosphere! Great place to unwind .an"
United States
Alicia L.
$884 nightly
The price is $981
May 4 - May 5
Total with taxes and fees
FABULOUS! So close you can taste the ocean - Amazing NEWLY RENOVATED condo !
On the beach, snorkeling

Marriott's Frenchman's Cove

Marriott's Frenchman's Cove
4.0 star property
St. Thomas
9.0 out of 10, Wonderful, (196 reviews)
"Beautiful pool and beach. Great view from the villa. "
United States
Daniel
$859 nightly
The price is $966
May 3 - May 4
Total with taxes and fees
Marriott's Frenchman's Cove
City Apartment, 3 Bedrooms, Kitchen, City View | Living room | 45-inch TV with digital channels, Netflix, Hulu

The Landmark Apartment

The Landmark Apartment
2.5 star property
St. Thomas
9.0 out of 10, Wonderful, (17 reviews)
"Yes it was very clean and staff was very helpful"
United States
Fran
$337 nightly
The price is $361
Apr 14 - Apr 15
Total with taxes and fees
The Landmark Apartment
Luxury Suite Ocean View Upper 15D | View from room

Suite St. John at Gallows Point Resort

Suite St. John at Gallows Point Resort
4.0 star property
St. John
8.8 out of 10, Excellent, (100 reviews)
"Beautiful property, with unbelievable views! Easy walk to town! Staff was friendly and helpful! Would absolutely stay here again! "
United States
Kristen
$754 nightly
The price is $826
Apr 27 - Apr 28
Total with taxes and fees
Suite St. John at Gallows Point Resort
Terrace/patio

Regatta’s Island Time Getaway

Regatta’s Island Time Getaway
St Thomas
9.2 out of 10, Wonderful, (13 reviews)
"Perfect for a couple. Has everything you need for a comfortable stay. Quiet in the evenings for good nights sleep. Looking forward to returning. "
United States
Frank
$355 nightly
The price is $355
Apr 24 - Apr 25
Total with taxes and fees
Regatta’s Island Time Getaway
Property grounds

Penthouse Views Full AC Coral Bay St John, Easy drive restaurants, bars, beaches

Penthouse Views Full AC Coral Bay St John, Easy drive restaurants, bars, beaches
St John
10.0 out of 10, Exceptional, (30 reviews)
"We had a wonderful time at this property! The space was better than I expected even from pictures and the view is breathtaking! The host was also extremely helpful and overall could not have asked for anything more!!"
United States
Victoria E.
$600 nightly
The price is $665
Apr 21 - Apr 22
Total with taxes and fees
Penthouse Views Full AC Coral Bay St John, Easy drive restaurants, bars, beaches
Smart TV, books, stereo

Single Night Bookings Welcome - Tropical Modern Loft - SoHo Style - Concierge

Single Night Bookings Welcome - Tropical Modern Loft - SoHo Style - Concierge
Charlotte Amalie
10.0 out of 10, Exceptional, (9 reviews)
"Nice loft with a great library in downtown Charlotte Amelie. Loved the stay, will go back if I am in the area."
United States
Kevin S.
$935 nightly
The price is $935
May 1 - May 2
Total with taxes and fees
Single Night Bookings Welcome - Tropical Modern Loft - SoHo Style - Concierge
Terrace/patio

Magens Bay - dining - POOL - Incredible views

Magens Bay - dining - POOL - Incredible views
St. Thomas
9.8 out of 10, Exceptional, (81 reviews)
"Amazing views, conveniently located. We had a great week."
United States
Charlotte H.
$1,447 nightly
The price is $1,600
Apr 15 - Apr 16
Total with taxes and fees
Magens Bay - dining - POOL - Incredible views
Outdoor pool

Gallows Point 15A, Blue Orchid Suite - Oceanfront Elegance, 5-Star Amenities

Gallows Point 15A, Blue Orchid Suite - Oceanfront Elegance, 5-Star Amenities
Cruz Bay, St John
10.0 out of 10, Exceptional, (21 reviews)
"Great property"
United States
Stephen t.
Gallows Point 15A, Blue Orchid Suite - Oceanfront Elegance, 5-Star Amenities
On the beach

The Peter Bay 1BR Honeymoon Suite at St. John's Most Prestigious Address

The Peter Bay 1BR Honeymoon Suite at St. John's Most Prestigious Address
Maho Bay Quarter
9.8 out of 10, Exceptional, (26 reviews)
"The property was wonderful and the check in process was seamless with Tommy there to greet us. Don’t look elsewhere, just rent this one!"
United States
Chris B.
$1,080 nightly
The price is $1,245
May 8 - May 9
Total with taxes and fees
The Peter Bay 1BR Honeymoon Suite at St. John's Most Prestigious Address
Outdoor pool, a heated pool

BEACHFRONT LUXURY at the Ritz! NEWLY RENOVATED - MOST DATES Available!

BEACHFRONT LUXURY at the Ritz! NEWLY RENOVATED - MOST DATES Available!
St. Thomas
9.0 out of 10, Wonderful, (22 reviews)
"Beautiful accommodations.Nice view of the bay. Staff was ok.Very small beach area. Pool was nice."
United States
Amy
$1,200 nightly
The price is $1,237
May 3 - May 4
Total with taxes and fees
BEACHFRONT LUXURY at the Ritz! NEWLY RENOVATED - MOST DATES Available!
Outdoor dining

Villa at Chateau Nightwind w/ Amazing BVI Views

Villa at Chateau Nightwind w/ Amazing BVI Views
Northside
9.6 out of 10, Exceptional, (30 reviews)
"Probably one of the coolest vrbo’s we ever stayed in, despite a hurricane coming through we were still able to make the most of it and had an amazing time. Would definitely book this spot again."
United States
Andrew P.
$606 nightly
The price is $640
Apr 21 - Apr 22
Total with taxes and fees
Villa at Chateau Nightwind w/ Amazing BVI Views
Exterior

Oceanview Luxury Condo – Beach, Pool, Gym & Yacht Club

Oceanview Luxury Condo – Beach, Pool, Gym & Yacht Club
St Thomas
9.4 out of 10, Exceptional, (31 reviews)
"You can see the ocean through the trees and right in front of the tennis courts. The space was clean and was well stocked! Pool was not crowded and had lots of seating. We loved the beach stuff that was available along with a cooler. Amazing all around!!"
United States
Anna
$656 nightly
The price is $656
Apr 17 - Apr 18
Total with taxes and fees
Oceanview Luxury Condo – Beach, Pool, Gym & Yacht Club
On the beach

Sail Away III-WOW Vacation with a Million Dollar View with full unit generator

Sail Away III-WOW Vacation with a Million Dollar View with full unit generator
St Thomas
9.8 out of 10, Exceptional, (44 reviews)
"everything was excelnt"
United States
Noreliz
$627 nightly
The price is $671
Apr 12 - Apr 13
Total with taxes and fees
Sail Away III-WOW Vacation with a Million Dollar View with full unit generator
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Anna's Retreat Hotel Reviews

Bluebeard's Castle Resort

Bluebeard's Castle Resort

4/10 Poor
"AC very good, kitchen very good, room very clean but no room service and we were told that rooms have all the cleaning stuff necessary but didn't have a broom. Concierge agents very professional and diligents at all times. Receptionist extremely rude treating people as enemies, i think they forget that we are the clients. I needed decaf coffe from the room amenities and she was selling it to me. The water station at the reception was always empty . I tried w expedia to contact the hotel in regards to a reservation and they never answer. "
Nylaijah 7-night trip
Posted 2 hours ago
Bluebeard's Castle Resort

Find out more about Anna's Retreat

Everything you need to know about Anna's Retreat vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Anna's Retreat vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Anna's Retreat vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Anna's Retreat vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Anna's Retreat. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Anna's Retreat in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $120 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Anna's Retreat rentals

At Expedia, we put the best Anna's Retreat vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Anna's Retreat rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Anna's Retreat vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Anna's Retreat. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find vacation rentals in Anna's Retreat?

Yes, you can find vacation rentals close to the most popular local attractions in Anna's Retreat, or you can select a more remote option if you're looking for a relaxing stay.

What's the top vacation rental in Anna's Retreat?

The Cottage at Villa Indigo: You might want to consider this vacation rental near Anna's Retreat, which is located in the mountains and offers a private yard, Netflix, and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a stovetop, and a microwave.

How many vacation rentals will I find in Anna's Retreat?

Expedia has 14 vacation rentals for your stay in Anna's Retreat.

What’s there to see and do in Anna's Retreat?

Cultural attractions include Pistarckle Theater, whereas Virgin Islands National Park is a spot to enjoy nature. Other popular places to visit in the area include Sapphire Beach and Trunk Bay.

What’s a vacation rental in Anna's Retreat like?

A vacation rental is a private property you can book for a few weeks or just a few days in Anna's Retreat. Vacation rentals offer amenities such as kitchens and laundry facilities so your stay will be comfortable. If you're concerned about a clean environment, a vacation rental can provide a sense of privacy away from shared hotel elevators and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental a popular option for a family trip or a small group gathering.