Anna's Retreat Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Apr 10 - Apr 12
In two months
May 22 - May 24
In three months
Jun 19 - Jun 21
In four months
Jul 17 - Jul 19

Our top choices for Anna's Retreat vacation rentals

Interior

Caribbean Retreat

Caribbean Retreat
Charlotte Amalie
8.4 out of 10, Very Good, (9 reviews)
"nice"
United States
Kathleen A.
The price is ￥48,859
￥129,157 total
includes taxes & fees
Mar 30 - Mar 31
Caribbean Retreat
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
The price is ￥31,774
￥81,412 total
includes taxes & fees
Apr 1 - Apr 2
Modern oasis loaded w/amenities! 5-8 mins to the beaches, shops dining & ferries
Beach nearby

Family Glamping Site with AC

Family Glamping Site with AC
St John
10.0 out of 10, Exceptional, (33 reviews)
"Thoughtful to have bug swatters, dart boards, honor system drinks/snacks, sunscreen/bug spray. Couches/chairs/hammocks decks were great and Frisbee golf hole/discs!"
United States
Kelly
The price is ￥34,906
￥57,919 total
includes taxes & fees
Mar 29 - Mar 30
Family Glamping Site with AC
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, (27 reviews)
"Really enjoyed our stay. We felt well taken care of and loved the location!"
United States
John
The price is ￥22,809
￥39,368 total
includes taxes & fees
Apr 2 - Apr 3
Lameshur Bay Glamping Site with AC
Property grounds

Salt Pond Bay Glamping Site With AC

Salt Pond Bay Glamping Site With AC
St John
10.0 out of 10, Exceptional, (5 reviews)
"Very clean"
United States
James
The price is ￥22,809
￥39,846 total
includes taxes & fees
Mar 28 - Mar 29
Salt Pond 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.
The price is ￥42,238
￥71,746 total
includes taxes & fees
Apr 17 - Apr 18
Lameshur Cottage's Guest House
Aerial view

Villa Island Paradise

Villa Island Paradise
4.0 star property
St. John
8.6 out of 10, Excellent, (20 reviews)
"Everything was clean and well appointed."
United States
Josh
The price is ￥14,770
￥101,027 total
includes taxes & fees
Apr 2 - Apr 3
Villa Island Paradise
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, (848 reviews)
"Excellent stay resort was perfectly located "
United States
andrew
The price is ￥18,505
￥22,670 total
includes taxes & fees
Mar 31 - Apr 1
Flamboyan on the Bay Resort and Villas
Beach

Studio Double @ WorldMark Elysian Beach Resort

Studio Double @ WorldMark Elysian Beach Resort
St Thomas
9.6 out of 10, Exceptional, (4 reviews)
"Facilities were nice and check in easy. We enjoyed our stay."
United States
Joe L.
The price is ￥29,328
￥74,276 total
includes taxes & fees
Mar 30 - Mar 31
Studio Double @ WorldMark Elysian Beach Resort
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
The price is ￥142,654
￥167,619 total
includes taxes & fees
Apr 22 - Apr 23
Peter Bay Gatehouse
On the beach, sun loungers, beach towels

Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!

Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!
St. Thomas
9.4 out of 10, Exceptional, (233 reviews)
"The place was spotless "
United States
Harvey A
The price is ￥9,563
￥38,970 total
includes taxes & fees
Apr 23 - Apr 24
Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!
Terrace/patio

Sophisticated Beach Condo-Ocean View-Sapphire

Sophisticated Beach Condo-Ocean View-Sapphire
Smith Bay
9.0 out of 10, Wonderful, (38 reviews)
"Clean, comfortable and conveniently located to beach, ferry and restaurants."
United States
Deborah
The price is ￥24,227
￥47,179 total
includes taxes & fees
Apr 7 - Apr 8
Sophisticated Beach Condo-Ocean View-Sapphire
Beach nearby, sun loungers, beach towels

Luxury Beachside Escape with private pool, generator n great WiFi!

Luxury Beachside Escape with private pool, generator n great WiFi!
St Thomas
9.4 out of 10, Exceptional, (32 reviews)
"Host was available to provide help when needed. The place was incredible, and probably the best location I've stayed at to date. Absolutely perfect, the golden standard. "
United States
Shelby M.
The price is ￥23,749
￥57,701 total
includes taxes & fees
Apr 21 - Apr 22
Luxury Beachside Escape with private pool, generator n great WiFi!
Terrace/patio

Tropical Oasis 🇻🇮Stunning ocean view, minutes drive to Brewers Beach!🇻🇮🏝

Tropical Oasis 🇻🇮Stunning ocean view, minutes drive to Brewers Beach!🇻🇮🏝
St Thomas
9.8 out of 10, Exceptional, (48 reviews)
"The place was a little hard to find due to the service and address but overall best experience loved everything about this place would definitely recommend🔥."
United States
Jaden
The price is ￥20,402
￥39,529 total
includes taxes & fees
Mar 30 - Mar 31
Tropical Oasis 🇻🇮Stunning ocean view, minutes drive to Brewers Beach!🇻🇮🏝
Beach

Studio Double@ Elysian Beach Resort

Studio Double@ Elysian Beach Resort
St Thomas
10.0 out of 10, Exceptional, (1 review)
"It was a great place to stay for the money. Very clean and relaxing environment."
United States
Mike W.
The price is ￥29,328
￥75,232 total
includes taxes & fees
Mar 30 - Mar 31
Studio Double@ Elysian Beach Resort
On the beach, sun loungers, beach towels

Breathtaking Views from Sapphire Village II

Breathtaking Views from Sapphire Village II
St Thomas
8.8 out of 10, Excellent, (32 reviews)
"Perfect overnight location for us. the unit is as described, the owner was responsive as we did need to contact her with a question. We were able to walk to the beach where there were restaurants and bars to enjoy :) "
United States
Darcy
The price is ￥21,518
￥45,567 total
includes taxes & fees
Mar 31 - Apr 1
Breathtaking Views from Sapphire Village II
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
The price is ￥33,953
￥62,106 total
includes taxes & fees
Apr 12 - Apr 13
The Landmark Apartment
On the beach, sun loungers, beach towels

Amazing new/modern condo-Walk to beach, Marina and pools. Red Hook/bars near by!

Amazing new/modern condo-Walk to beach, Marina and pools. Red Hook/bars near by!
St. Thomas
9.6 out of 10, Exceptional, (162 reviews)
"The stay was perfect for what I needed for right now "
United States
Paulette J.
The price is ￥14,345
￥50,088 total
includes taxes & fees
Apr 15 - Apr 16
Amazing new/modern condo-Walk to beach, Marina and pools. Red Hook/bars near by!
Beach nearby, sun loungers, beach towels

Sapphire Beach Escape -Top Floor- Amazing Views- Walk to Beach/Restaurants- HGTV

Sapphire Beach Escape -Top Floor- Amazing Views- Walk to Beach/Restaurants- HGTV
St Thomas
10.0 out of 10, Exceptional, (11 reviews)
"This stay was perfect! It was perfect for my husband and I! We very much so enjoyed our anniversary here! We will be back! "
United States
Laurynn L.
The price is ￥31,774
￥58,734 total
includes taxes & fees
Apr 22 - Apr 23
Sapphire Beach Escape -Top Floor- Amazing Views- Walk to Beach/Restaurants- HGTV
On the beach, sun loungers, beach towels

The Captain and the Mermaid - Adventures in Paradise are waiting!

The Captain and the Mermaid - Adventures in Paradise are waiting!
St Thomas
9.6 out of 10, Exceptional, (220 reviews)
"Great location and amazing views."
United States
Jewel W.
The price is ￥17,244
￥40,157 total
includes taxes & fees
Apr 1 - Apr 2
The Captain and the Mermaid - Adventures in Paradise are waiting!
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Anna's Retreat Hotel Reviews

The Westin St. Thomas Beach Resort & Spa

The Westin St. Thomas Beach Resort & Spa

4/10 Poor
"Be forewarned, it's a random pick if you get a good room or not. Not all rooms are the same as advertised. Stayed longer than a week, changed room once. Paid for an ocean view (and a sanctuary in paradise). First room was near the loading dock and ear jarring noise at 10pm (trash compactor) and from 6am-8am (trucks going forward and backing up). 75% view of the ship harbor, which was pretty but wasn't the ocean. Second room quiet, but 10% harbor view (90% green turf surface, fences or mountain/sky). I felt like I drew a short straw (twice) for what I paid especially as you see the numerous rooms overlooking the ocean. So, if you get a nice room, you're happy. If you don't, well..."
David 10-night trip
Posted 8 hours ago
The Westin St. Thomas Beach Resort & Spa

Find out more about Anna's Retreat

Search for holiday rentals in Anna's Retreat on Expedia! You can easily find your home rentals, villas, holiday apartments in Anna's Retreat using one of the methods below:

  • View our selection of featured holiday rentals in Anna's Retreat
  • Use the map to find apartments and other holiday homes in the Anna's Retreat neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Anna's Retreat while they last

Look no further and take a look at our great range of rental properties in Anna's Retreat!

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?

Caribbean Retreat: Visitors give good reviews to this Anna's Retreat vacation home rental, which is in the city center and equipped with air-conditioning and a Smart TV to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

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

Expedia has 15 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.