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
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
19 Jun - 21 Jun
In two months
31 Jul - 2 Aug
In three months
28 Aug - 30 Aug
In four months
25 Sept - 27 Sept

Our top choices for Anna's Retreat holiday rentals

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, (889 reviews)
"beautiful location coffee shop and restaurant was delicious"
United States
Kayli
The price is S$151
includes taxes & fees
15 Jun - 16 Jun
Flamboyan on the Bay Resort and Villas
Living room

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 S$533
includes taxes & fees
19 Jun - 20 Jun
The Landmark Apartment
Aerial view

Villa Island Paradise

Villa Island Paradise
4.0 star property
St. John
9.6 out of 10, Exceptional, (30 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 S$715
includes taxes & fees
28 Jun - 29 Jun
Villa Island Paradise
Terrace/patio

Little Indigo Apartments

Little Indigo Apartments
3.5 star property
St. Thomas
7.8 out of 10, Good, (29 reviews)
"Kitchen utensils were basic but got the job done! "
United States
Jackson
The price is S$384
includes taxes & fees
14 Jun - 15 Jun
Little Indigo Apartments
Balcony view

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 S$1,342
includes taxes & fees
14 Jun - 15 Jun
Peter Bay Gatehouse
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, (102 reviews)
"Wonderful staff , cozy suite beautifully kept grounds perfect walking distance to food and wonderful shuttle staff "
United States
Angélica
The price is S$1,056
includes taxes & fees
5 Jun - 6 Jun
Suite St. John at Gallows Point Resort
2 bedrooms, premium bedding, down duvets, pillow-top beds

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 S$581
includes taxes & fees
4 Jun - 5 Jun
The Cottage at Villa Indigo
Outdoor pool, pool cabanas (surcharge), pool 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, (488 reviews)
"Excellent place for families "
United States
Laura
The price is S$1,135
includes taxes & fees
3 Jul - 4 Jul
The Westin St. John Resort Villas
1 bedroom, Egyptian cotton sheets, premium bedding, down duvets

Aqua

Aqua
3.0 star property
St. Thomas
9.2 out of 10, Wonderful, (7 reviews)
"Great location. Walkable to restaurants, taxi and coffee. Nice apartment to explore St. Thomas. Will be going back."
United States
Suzanne
The price is S$463
includes taxes & fees
4 Jun - 5 Jun
Aqua
Balcony

Villa Indigo 1BR in Private Gated Estate

Villa Indigo 1BR in Private Gated Estate
3.5 star property
St. Thomas
8.8 out of 10, Excellent, (33 reviews)
"Excellent place"
United States
Trent
The price is S$459
includes taxes & fees
4 Jun - 5 Jun
Villa Indigo 1BR in Private Gated Estate
Children’s activities

Sunset Ridge Villas Unit D

Sunset Ridge Villas Unit D
3.5 star property
St. John
9.4 out of 10, Exceptional, (3 reviews)
"This property was excellent especially for us a family of 4 with teenage kids. The space was great and the location was easy enough to get to. The amenities were excellent, from a fully outfitted kitchen to great beach resources such as chairs, cooler & snorkel equipment. "
United States
Jessica
The price is S$851
includes taxes & fees
7 Jun - 8 Jun
Sunset Ridge Villas Unit D
On the beach, snorkelling

Marriott's Frenchman's Cove

Marriott's Frenchman's Cove
4.0 star property
St. Thomas
9.0 out of 10, Wonderful, (198 reviews)
"Amazing staff and pool. Super clean. Price of restaurant and market was very high"
United States
Nasrine
The price is S$1,207
includes taxes & fees
23 Jun - 24 Jun
Marriott's Frenchman's Cove
Terrace/patio

The Perch at Hawk Hill

The Perch at Hawk Hill
2.0 star property
St. Thomas
The price is S$526
includes taxes & fees
10 Jun - 11 Jun
The Perch at Hawk Hill
Interior

St Thomas Cliffside Villa With Pool & Hot Tub!

St Thomas Cliffside Villa With Pool & Hot Tub!
3.5 star property
St. Thomas
The price is S$1,569
includes taxes & fees
14 Jun - 15 Jun
St Thomas Cliffside Villa With Pool & Hot Tub!
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

Lindbergh Bay Hotel and Villas

Lindbergh Bay Hotel and Villas

10/10 Excellent
"I loved the view of the beach. Just opening the curtains and it’s right there !! I loved the pool !! House keeping did a good job while we were away. I love the location ( right by the airport !! So it made picking up and dropping off our rental such a smooth experience). The staff was really friendly and helpful. Check in and check out was a breeze !"
Licetd 2-night trip
Posted 2 hours ago
Lindbergh Bay Hotel and Villas

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.

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 Magens Bay Beach 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.