A coastal landscape with a clear blue sea, green hills, and scattered buildings.

Anna's Retreat Holiday Rentals

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Our top choices for Anna's Retreat holiday rentals

Hervana's Casa Blanca

Hervana's Casa Blanca
St. Thomas
9.4 out of 10, Exceptional, (3 reviews)
"💚"
United States
loraine h.
The price is AU$700
includes taxes & fees
30 June - 1 July
Hervana's Casa Blanca

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$727
includes taxes & fees
12 July - 13 July
Modern oasis loaded w/amenities! 5-8 mins to the beaches, shops dining & ferries

Turtle Nest Family Glamping Site with AC

Turtle Nest Family Glamping Site with AC
St John
10.0 out of 10, Exceptional, (36 reviews)
"Wonderful property and a fun experience! Would stay again."
United States
Carlee D.
The price is AU$419
includes taxes & fees
1 July - 2 July
Turtle Nest Family Glamping Site with AC

Flamingo Grove Glamping Site with AC

Flamingo Grove Glamping Site with AC
St John
9.8 out of 10, Exceptional, (30 reviews)
"Really enjoyed our stay. We felt well taken care of and loved the location!"
United States
John
The price is AU$264
includes taxes & fees
30 June - 1 July
Flamingo Grove Glamping Site with AC

Octopus Den Glamping Site with AC

Octopus Den Glamping Site with AC
St John
10.0 out of 10, Exceptional, (8 reviews)
"Emily & Bill are great hosts & have the wonderful ability to be attentive to guests while providing a peaceful & relaxed atmosphere where you know they’re on property, yet giving everyone their personal space. "
United States
William C.
The price is AU$264
includes taxes & fees
30 June - 1 July
Octopus Den Glamping Site with AC

Lameshur Cottage's Guest House

Lameshur Cottage's Guest House
St John
10.0 out of 10, Exceptional, (141 reviews)
"Amazing place! Great host!!Close to Salt Pond."
United States
Shawn C.
The price is AU$521
includes taxes & fees
2 July - 3 July
Lameshur Cottage's Guest House

Villa Island Paradise

Villa Island Paradise
4.0 star property
St. John
9.6 out of 10, Exceptional, (31 reviews)
"Beautiful location with stunning views and a peaceful atmosphere. The room was clean and comfortable, and the staff was friendly and helpful throughout the stay. Great option for a relaxing getaway in St. John."
United States
Quoc Phong Eric
The price is AU$1,083
includes taxes & fees
1 July - 2 July
Villa Island Paradise

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, (246 reviews)
"We were impressed with the room and its location. Had everything we needed for our brief stay. Appreciated the king sized bed after several days of much smaller ones. In great walking proximity to Sapphire Bay Beach and its restaurants and coffee shop."
United States
Roxanne
The price is AU$397
includes taxes & fees
1 July - 2 July
Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!

Peter Bay Gatehouse

Peter Bay Gatehouse
4.0 star property
Maho Bay Quarter
8.4 out of 10, Very good, (20 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 AU$1,264
includes taxes & fees
11 July - 12 July
Peter Bay Gatehouse

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, (173 reviews)
"The unit was very nice..our host had supplied beachchairs, masks for snorkeling and an umbrella...the beach was nice as was the pools..we needed another set of beach towels though that we purchased from kmart since there was no beach towel service..Overall we would do it all over again ..."
United States
Rich
The price is AU$492
includes taxes & fees
1 July - 2 July
Amazing new/modern condo-Walk to beach, Marina and pools. Red Hook/bars near by!

Breathtaking Views from Sapphire Village

Breathtaking Views from Sapphire Village
ST THOMAS
9.4 out of 10, Exceptional, (112 reviews)
"Great place to stay for the night."
United States
Kyle E.
The price is AU$496
includes taxes & fees
2 July - 3 July
Breathtaking Views from Sapphire Village

The Breeze

The Breeze
2.0 star property
ST Thomas
The price is AU$1,139
includes taxes & fees
4 July - 5 July
The Breeze

Sophisticated Beach Condo-Ocean View-Sapphire

Sophisticated Beach Condo-Ocean View-Sapphire
Smith Bay
9.0 out of 10, Wonderful, (41 reviews)
"We stayed just one night before heading over to St. John. The room was clean and suited our needs well. It was nice to have an on site restaurant, Sudi's, that provided a fun start to our trip"
United States
Marshall
The price is AU$397
includes taxes & fees
30 June - 1 July
Sophisticated Beach Condo-Ocean View-Sapphire

Romantic Private Pool Villa @ Sapphire. Generator.Grill

Romantic Private Pool Villa @ Sapphire. Generator.Grill
Red Hook
9.2 out of 10, Wonderful, (23 reviews)
"Location was great-short walk to beach. In walking distance to excellent restaurant. The accommodation was clean and comfortable. Could use some maintenance updates. Overall it was a great place to stay. We communicated directly with Chris! She was very helpful it getting us settled and giving info on beaches, eateries and sites to see. Would recommend to others."
United States
pat
The price is AU$723
includes taxes & fees
12 July - 13 July
Romantic Private Pool Villa @ Sapphire. Generator.Grill

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

The Captain and the Mermaid - Adventures in Paradise are waiting!
St Thomas
9.8 out of 10, Exceptional, (229 reviews)
"Great location. "
United States
Carolyn W.
The price is AU$366
includes taxes & fees
30 June - 1 July
The Captain and the Mermaid - Adventures in Paradise are waiting!

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, (58 reviews)
"One of my favorite vrbo stays, place felt very serene and relaxing, if you love being immersed in nature I would definitely book this place."
United States
Ishjah S.
The price is AU$379
includes taxes & fees
30 June - 1 July
Tropical Oasis 🇻🇮Stunning ocean view, minutes drive to Brewers Beach!🇻🇮🏝

Generator! Private Pool Villa - Sapphire Beach 5min walk & Washer/Dryer WiFi 9

Generator! Private Pool Villa - Sapphire Beach 5min walk & Washer/Dryer WiFi 9
St Thomas
10.0 out of 10, Exceptional, (25 reviews)
"Easy to find location and clean. "
United States
james s.
The price is AU$862
includes taxes & fees
3 July - 4 July
Generator! Private Pool Villa - Sapphire Beach 5min walk & Washer/Dryer WiFi 9

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, (105 reviews)
"Everything was just first class!!! Amazing place and great people!"
United States
Grady
The price is AU$1,061
includes taxes & fees
12 July - 13 July
Suite St. John at Gallows Point Resort

The Mermaid's Pearl at Sapphire Beach

The Mermaid's Pearl at Sapphire Beach
St. Thomas
9.8 out of 10, Exceptional, (159 reviews)
"Host was very courteous!! I will definitely be back!!"
United States
Tyneisha
The price is AU$398
includes taxes & fees
1 July - 2 July
The Mermaid's Pearl at Sapphire Beach

Renovated/new condo-Walk to Beach, Marina, Pools. Red Hook, Ferry, Bars near by!

Renovated/new condo-Walk to Beach, Marina, Pools. Red Hook, Ferry, Bars near by!
St. Thomas
9.6 out of 10, Exceptional, (196 reviews)
"Great location. "
United States
Nicole V.
The price is AU$397
includes taxes & fees
5 July - 6 July
Renovated/new condo-Walk to Beach, Marina, Pools. Red Hook, Ferry, Bars near by!
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 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$366 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?

Gorgeous View, Beach Access, Swimming Pool, Kayaks, Quiet Privacy - the East End: This holiday home rental outside of Anna's Retreat is located in the mountains, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. You can relax into your holiday with a garden and a selection of games.

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 Bolongo Bay and Sapphire Beach.

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.