Anna's Retreat Holiday Rentals

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Our top choices for Anna's Retreat holiday rentals

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 NZ$866
includes taxes & fees
4 Apr - 5 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, (29 reviews)
"Really enjoyed our stay. We felt well taken care of and loved the location!"
United States
John
The price is NZ$444
includes taxes & fees
1 May - 2 May
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 NZ$605
includes taxes & fees
30 Apr - 1 May
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 NZ$433
includes taxes & fees
15 Apr - 16 Apr
Salt Pond Bay Glamping Site With AC

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 NZ$733
includes taxes & fees
1 May - 2 May
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 NZ$1,198
includes taxes & fees
7 Apr - 8 Apr
Villa Island Paradise

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 NZ$655
includes taxes & fees
13 Apr - 14 Apr
The Landmark Apartment

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 NZ$1,189
includes taxes & fees
20 Apr - 21 Apr
Penthouse Views Full AC Coral Bay St John, Easy drive restaurants, bars, beaches

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 NZ$1,522
includes taxes & fees
1 May - 2 May
Peter Bay Gatehouse

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, (851 reviews)
"Excellent stay resort was perfectly located "
United States
andrew
The price is NZ$248
includes taxes & fees
13 Apr - 14 Apr
Flamboyan on the Bay Resort and Villas

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.
The price is NZ$2,572
includes taxes & fees
15 Apr - 16 Apr
Magens Bay - dining - POOL - Incredible views

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 NZ$805
includes taxes & fees
16 Apr - 17 Apr
Studio Double @ WorldMark Elysian Beach Resort

The Cottage at Villa Indigo

The Cottage at Villa Indigo
3.0 star property
St. Thomas
8.8 out of 10, Excellent, (15 reviews)
"We got a true dose of the life experience on the island staying here. The entire experience was MAGICAL!!!! Me and my family will most definitely staying again when we come back "
United States
Oronde
The price is NZ$733
includes taxes & fees
16 Apr - 17 Apr
The Cottage at Villa Indigo

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 NZ$429
includes taxes & fees
14 Apr - 15 Apr
Tropical Oasis 🇻🇮Stunning ocean view, minutes drive to Brewers Beach!🇻🇮🏝

Sapphire Beachfront, Step Right to the Beach, WIFI, Central AC, Great Views

Sapphire Beachfront, Step Right to the Beach, WIFI, Central AC, Great Views
St Thomas
9.4 out of 10, Exceptional, (6 reviews)
"The location was perfect as we were able to visit many beaches with the Jeep that we rented then would end our day at this beautiful condo on the beach. Snorkeling at Sapphire beach was amazing. "
United States
Mike W.
The price is NZ$865
includes taxes & fees
22 Apr - 23 Apr
Sapphire Beachfront, Step Right to the Beach, WIFI, Central AC, Great Views

Villa Indigo 1BR in Private Gated Estate

Villa Indigo 1BR in Private Gated Estate
3.5 star property
St. Thomas
9.0 out of 10, Wonderful, (31 reviews)
"It was great, clean apartment and definitely recommend going again or booking in the future."
United States
John
The price is NZ$624
includes taxes & fees
8 Apr - 9 Apr
Villa Indigo 1BR in Private Gated Estate

Stunning St. Thomas Condo for Your Tropical Escape

Stunning St. Thomas Condo for Your Tropical Escape
St. Thomas
9.6 out of 10, Exceptional, (31 reviews)
"Very clean and easy to navigate. Beds were comfortable and the unit was quiet. Gorgeous view. Nice to be next to iggys and the bolongo restaurant"
United States
Kelly
The price is NZ$1,109
includes taxes & fees
6 Apr - 7 Apr
Stunning St. Thomas Condo for Your Tropical Escape

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

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 NZ$487
includes taxes & fees
7 Apr - 8 Apr
Breathtaking Views from Sapphire Village II

Sapphire Beachfront Condo - Free Wi-Fi - Save!

Sapphire Beachfront Condo - Free Wi-Fi - Save!
St. Thomas
9.4 out of 10, Exceptional, (97 reviews)
"This condo was perfect for our stay. Great communication from host. Everything was as described. The beautiful view from the balcony was my favorite. We hope to come back soon!!!,"
United States
Marcy B.
The price is NZ$848
includes taxes & fees
5 Apr - 6 Apr
Sapphire Beachfront Condo - Free Wi-Fi - Save!
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

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 favorite 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 depends 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 NZ$248 per night. Entering your travel dates in the search wizard 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 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?

Villa St Thomas/Luxury Oceanfront/Breathtaking Views/Total Privacy/ By Red Hook : This holiday home rental outside of Anna's Retreat is located on the beach, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

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

Expedia has 14 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.