Anna's Retreat Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Anna's Retreat holiday rentals

Caribbean Retreat

Caribbean Retreat
Charlotte Amalie
8.4 out of 10, Very good, (9 reviews)
"nice"
United States
Kathleen A.
The price is AU$1,153
includes taxes & fees
30 Mar - 31 Mar
Caribbean Retreat

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 AU$743
includes taxes & fees
1 Apr - 2 Apr
Modern oasis loaded w/amenities! 5-8 mins to the beaches, shops dining & ferries

Lameshur Bay Glamping Site with AC

Lameshur Bay Glamping Site with AC
St John
10.0 out of 10, Exceptional, (28 reviews)
"Really enjoyed our stay. We felt well taken care of and loved the location!"
United States
John
The price is AU$366
includes taxes & fees
2 Apr - 3 Apr
Lameshur Bay Glamping Site with AC

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 AU$520
includes taxes & fees
13 Apr - 14 Apr
Family Glamping Site with AC

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 AU$389
includes taxes & fees
15 Apr - 16 Apr
Salt Pond Bay Glamping Site With AC

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 AU$207
includes taxes & fees
13 Apr - 14 Apr
Flamboyan on the Bay Resort and Villas

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 AU$648
includes taxes & fees
17 Apr - 18 Apr
Lameshur Cottage's Guest House

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 AU$985
includes taxes & fees
2 Apr - 3 Apr
Villa Island Paradise

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 AU$363
includes taxes & fees
30 Mar - 31 Mar
Tropical Oasis 🇻🇮Stunning ocean view, minutes drive to Brewers Beach!🇻🇮🏝

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 AU$418
includes taxes & fees
31 Mar - 1 Apr
Breathtaking Views from Sapphire Village II

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)
"Place is as advertised. Very happy with our stay. "
United States
Bill W.
The price is AU$991
includes taxes & fees
20 Apr - 21 Apr
Penthouse Views Full AC Coral Bay St John, Easy drive restaurants, bars, beaches

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 AU$544
includes taxes & fees
12 Apr - 13 Apr
The Landmark Apartment

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 AU$680
includes taxes & fees
30 Mar - 31 Mar
Studio Double @ WorldMark Elysian Beach Resort

Cozy & Comfy in Paradise

Cozy & Comfy in Paradise
St Thomas
8.0 out of 10, Very good, (5 reviews)
"I didn’t even stay because I was chased off of the property by the owner with a knife in his hand! There was no signage stating it was a vacation rental property and was difficult to find to begin with. After I was chased off of the property I requested a refund because I didn’t feel safe staying there and the owners said it was a “miscommunication.” I’m a 5’4” very pregnant woman and he should have expected an unfamiliar face on the property because it’s listed as a vacation rental."
United States
Gennette B.
The price is AU$356
includes taxes & fees
30 Mar - 31 Mar
Cozy & Comfy in Paradise

Now with solar!! Gorgeous Views From Every Room, Pool, AC, Caribbean Breezes

Now with solar!! Gorgeous Views From Every Room, Pool, AC, Caribbean Breezes
Lower Carolina
10.0 out of 10, Exceptional, (31 reviews)
"Great place clean and wonderful view. "
United States
Chad S.
The price is AU$1,567
includes taxes & fees
4 Apr - 5 Apr
Now with solar!! Gorgeous Views From Every Room, Pool, AC, Caribbean Breezes

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, (468 reviews)
"This place is a little pricey but amazing"
United States
John
The price is AU$1,193
includes taxes & fees
12 Apr - 13 Apr
The Westin St. John Resort Villas

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, (33 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 AU$578
includes taxes & fees
11 Apr - 12 Apr
Luxury Beachside Escape with private pool, generator n great WiFi!

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 AU$355
includes taxes & fees
12 Apr - 13 Apr
Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!

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 AU$438
includes taxes & fees
15 Apr - 16 Apr
Sophisticated Beach Condo-Ocean View-Sapphire

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 AU$367
includes taxes & fees
1 Apr - 2 Apr
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Anna's Retreat Hotel Reviews

Find out more about Anna's Retreat

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

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Anna's Retreat holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Anna's Retreat holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Anna's Retreat holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Anna's Retreat holiday rentals we have selected for you start as low as AU$207 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Anna's Retreat rentals

At Expedia, we put the best Anna's Retreat holiday 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 holiday.

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 holiday rentals in Anna's Retreat?

Yes, there are holiday rentals close to the most popular sights in Anna's Retreat, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Anna's Retreat has to offer?

Caribbean Retreat: This highly rated holiday home rental in Anna's Retreat is in the city centre, 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 that you can cook with friends or family.

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

Expedia has 15 holiday 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 holiday rental in Anna's Retreat like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Anna's Retreat. Holiday rentals offer extras such as kitchens and laundry facilities to help you enjoy your stay. If you're concerned about a sanitised environment, holiday rentals can offer a sense of privacy away from shared hotel lifts and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for a family getaway.