Name: Windward Passage Hotel
Price range: CA $233
Rating: 7

Your Estate Annas Retreat Vacation

Say farewell to the stress of planning and hello to a Estate Annas Retreat vacation package. With the finer details organized before you go, you can focus on discovering this city, starting with Belle Vue, which is great for views, underwater activities and watersports. Any trip to Estate Annas Retreat needs a well-thought-out itinerary. Fill yours with big-name attractions like Magens Bay Beach, Coki Point Beach and Blackbeards Castle. A few clicks is all it takes to build the ultimate Estate Annas Retreat vacation on Expedia.

Top Estate Annas Retreat Vacation Deals

Price found within the past 48 hours. Click for updated prices.

Sapphire Beach Villa

CA $1,682

per person

Nov 11 - Nov 16

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to St. Thomas (STT)

9.4/10 Exceptional! (65 reviews)

Liked everything-villa, location, beach, pool, condition of community.

Reviewed on Jul. 22, 2025

Great Bay Condominiums located at The Ritz-Carlton Club, St Thomas

CA $4,408

per person

Nov 22 - Nov 29

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to St. Thomas (STT)

9.2/10 Wonderful! (33 reviews)

Limetree Beach Resort by Club Wyndham

CA $1,936

per person

Nov 11 - Nov 16

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to St. Thomas (STT)

8.2/10 Very Good! (195 reviews)

Room very cute and accommodating. Me and my husband brought our 21 yr old daughter and it was nice that our king size bed was in the loft area so our daughter had the downstairs area with the pull out sofa and balcony to give her space as well. The only negative of the room was the carpet had a couple of stains that should have been treated/cleaned.

Reviewed on Aug. 18, 2025

Windward Passage Hotel

CA $1,971

per person

Oct 14 - Oct 18

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to St. Thomas (STT)

7/10 Good! (1,378 reviews)

Property is okay, it’s a good looking to walk around to lots of shops and restaurants but not much on property itself.

Reviewed on Sep. 1, 2025

Club Wyndham Elysian Beach Resort

CA $2,006

per person

Oct 14 - Oct 18

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to St. Thomas (STT)

7.8/10 Good! (163 reviews)

Clean room. Staff are very slow if you need towels or a refill on shampoo or body wash or staff just doesn’t answer when you call the desk

Reviewed on Sep. 3, 2025

Ready to book your vacation to Estate Annas Retreat?

Choose your dates

Estate Annas Retreat Hotel Deals

Margaritaville Vacation Club - St. Thomas

6080 Estate Smith Bay, St. Thomas

CA $346

CA $389 total

Sep 4 - Sep 5

includes taxes & fees

8/10 Very Good! (2,207 reviews)

"Seaweed"

Reviewed on Sep. 1, 2025

The Westin St. Thomas Beach Resort & Spa

5 Estate Bakkeroe, Po Box 7100, St. Thomas, St. Thomas

Fully refundableReserve now, pay when you stay

CA $344

CA $499 total

Sep 17 - Sep 18

includes taxes & fees

8.2/10 Very Good! (1,014 reviews)

"The staff here was exceptionally nice, friendly and helpful. That’s honestly the best amenity."

Reviewed on Sep. 1, 2025

Windward Passage Hotel

Veterans Drive Charlotte Amali, Po Box 640, St. Thomas, St. Thomas

Fully refundableReserve now, pay when you stay

CA $233

CA $285 total

Sep 4 - Sep 5

includes taxes & fees

7/10 Good! (1,362 reviews)

"I liked everything"

Reviewed on Aug. 31, 2025

See all 3,776 properties in Estate Annas Retreat

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.