Estate Annas Retreat Vacation Rentals

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Check prices for these dates

In two weeks
Jun 5 - Jun 7
In two months
Jul 17 - Jul 19
In three months
Aug 14 - Aug 16
In four months
Sep 11 - Sep 13

Our top choices for Estate Annas Retreat vacation rentals

Beach nearby

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 ￥31,607
￥80,508 total
includes taxes & fees
May 24 - May 25
Modern oasis loaded w/amenities! 5-8 mins to the beaches, shops dining & ferries
Property grounds

Good Vibes Only Waterfront Villa /Private Pool/Modern/Sun Decks/Majestic Views!

Good Vibes Only Waterfront Villa /Private Pool/Modern/Sun Decks/Majestic Views!
St Thomas
10.0 out of 10, Exceptional, (99 reviews)
"Perfect house for our family! Beautiful views! We did manage to drive down to the small beach that is visible from the house. We also went to Magens bay beach. Had a wonderful time! Thank you ! "
United States
Anna P.
The price is ￥73,470
￥163,022 total
includes taxes & fees
May 22 - May 23
Good Vibes Only Waterfront Villa /Private Pool/Modern/Sun Decks/Majestic Views!
Pool

Marriotts Frenchmans Cove - 2 Bedroom

Marriotts Frenchmans Cove - 2 Bedroom
St. Thomas
9.2 out of 10, Wonderful, (20 reviews)
"Very well maintained property. Fun pool area with lots of chairs at pool and beach! Some easy snorkeling near the rocks. very comfortable beds, even the pull out couch was very comfortable!"
United States
Kathie P.
The price is ￥66,216
￥111,800 total
includes taxes & fees
Jun 1 - Jun 2
Marriotts Frenchmans Cove - 2 Bedroom
Beach nearby

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 ￥34,200
￥61,541 total
includes taxes & fees
Jun 6 - Jun 7
Lameshur Cottage's Guest House
Luxury Penthouse | 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 ￥124,364
￥166,713 total
includes taxes & fees
Jun 5 - Jun 6
Peter Bay Gatehouse
On the beach

The Peter Bay 1BR Honeymoon Suite at St. John's Most Prestigious Address

The Peter Bay 1BR Honeymoon Suite at St. John's Most Prestigious Address
Maho Bay Quarter
9.8 out of 10, Exceptional, (28 reviews)
"The property was wonderful and the check in process was seamless with Tommy there to greet us. Don’t look elsewhere, just rent this one!"
United States
Chris B.
The price is ￥118,328
￥197,803 total
includes taxes & fees
Jun 5 - Jun 6
The Peter Bay 1BR Honeymoon Suite at St. John's Most Prestigious Address
Outdoor pool

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 ￥61,645
￥132,973 total
includes taxes & fees
Jun 6 - Jun 7
Sunset Ridge Villas Unit D
Outdoor pool, cabanas (surcharge), sun 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 ￥115,962
￥130,458 total
includes taxes & fees
Jun 5 - Jun 6
The Westin St. John Resort Villas
Terrace/patio

Walk/Drive to Neltjeberg Beach - Outdoor Kitchen

Walk/Drive to Neltjeberg Beach - Outdoor Kitchen
St. Thomas
9.8 out of 10, Exceptional, (43 reviews)
"La Chascona is a rare jewel. Tastefully decorated, beautifully landscaped, and with stunning views on all sides, this peaceful and private home, a stone's throw from secluded Neltjeberg beach is hard to beat. Morning sunrises are stunning, and the outdoor grilling and dining area made every dinner special. Playing board games at night, under the stars is a unique and wonderful experience. Moe's market, literally 1 minute's drive, has all you need, but lunch at The Shack, or dinner at Fish Bar,...
United States
Jenny J.
The price is ￥49,649
￥127,628 total
includes taxes & fees
May 21 - May 22
Walk/Drive to Neltjeberg Beach - Outdoor Kitchen
Outdoor pool, a heated pool

BEACHFRONT LUXURY at the Ritz! NEWLY RENOVATED - MOST DATES Available!

BEACHFRONT LUXURY at the Ritz! NEWLY RENOVATED - MOST DATES Available!
Nazareth
10.0 out of 10, Exceptional, (52 reviews)
"Everything was perfect. Loved walking out patio door to beautiful beaches. Everyone was friendly and accommodating."
United States
Tammy P.
The price is ￥190,596
￥223,633 total
includes taxes & fees
Jun 5 - Jun 6
BEACHFRONT LUXURY at the Ritz! NEWLY RENOVATED - MOST DATES Available!
Beach nearby, sun loungers, beach towels

Point Pleasant w/Private Beach/3 Pools/Spacious Balcony

Point Pleasant w/Private Beach/3 Pools/Spacious Balcony
St Thomas
9.8 out of 10, Exceptional, (135 reviews)
"Great stay. The view from the well furnished apartment was fantastic. Perfect family gateway."
United States
Mark H.
The price is ￥61,467
￥105,364 total
includes taxes & fees
May 21 - May 22
Point Pleasant w/Private Beach/3 Pools/Spacious Balcony
Outdoor pool, a heated pool

BEACHFRONT LUXURY at the Ritz! NEWLY RENOVATED - MOST DATES Available!

BEACHFRONT LUXURY at the Ritz! NEWLY RENOVATED - MOST DATES Available!
St. Thomas
9.0 out of 10, Wonderful, (23 reviews)
"Beautiful accommodations.Nice view of the bay. Staff was ok.Very small beach area. Pool was nice."
United States
Amy
The price is ￥167,024
￥193,390 total
includes taxes & fees
May 21 - May 22
BEACHFRONT LUXURY at the Ritz! NEWLY RENOVATED - MOST DATES Available!
On the beach, sun loungers, beach towels

1BR Oceanfront Sapphire Beach, LOCATION, LOCATION, B-106 Beach level

1BR Oceanfront Sapphire Beach, LOCATION, LOCATION, B-106 Beach level
St Thomas
9.8 out of 10, Exceptional, (153 reviews)
"Our host was extremely responsive and helpful. Great location- we had an excellent stay!"
United States
Greg T.
The price is ￥51,698
￥108,249 total
includes taxes & fees
May 22 - May 23
1BR Oceanfront Sapphire Beach, LOCATION, LOCATION, B-106 Beach level
Outdoor dining

Villa at Chateau Nightwind w/ Amazing BVI Views

Villa at Chateau Nightwind w/ Amazing BVI Views
Northside
9.6 out of 10, Exceptional, (32 reviews)
"Awesome place, wish we could have stayed longer. If I ever make it back to St. Thomas and Magen's Bay I would recommend this place... The view is simply spectacular!"
United States
SHAWN
The price is ￥35,314
￥91,426 total
includes taxes & fees
May 24 - May 25
Villa at Chateau Nightwind w/ Amazing BVI Views
Aerial view

Beachfront Villas at Crystal Cove

Beachfront Villas at Crystal Cove
4.0 star property
St. Thomas
9.4 out of 10, Exceptional, (162 reviews)
"Everything was amazing!! Can’t wait to go back!"
United States
Jessica
Beachfront Villas at Crystal Cove
On the beach, sun loungers, beach towels

As Seen on HGTV • Two Level Renovated Beachfront Villa• Generator

As Seen on HGTV • Two Level Renovated Beachfront Villa• Generator
East End
10.0 out of 10, Exceptional, (190 reviews)
"Absolutely stunning views and snorkeling right off the beach was fantastic!"
United States
Matthew W.
The price is ￥79,535
￥137,198 total
includes taxes & fees
May 27 - May 28
As Seen on HGTV • Two Level Renovated Beachfront Villa• Generator
On the beach

HAMMOCK IN HEAVEN - FIVE STAR ELEGANCE. Most stunning views!

HAMMOCK IN HEAVEN - FIVE STAR ELEGANCE. Most stunning views!
St Thomas
9.8 out of 10, Exceptional, (52 reviews)
"Everything was wonderful and the host was very welcoming!!! I will stay in one of her units every time!!"
United States
Kathryn D.
The price is ￥62,833
￥108,685 total
includes taxes & fees
May 21 - May 22
HAMMOCK IN HEAVEN - FIVE STAR ELEGANCE. Most stunning views!
Pool

Luxury 5 Bedroom Ensuite Ocean Front Villa with Pool, Hot Tub & Stunning Views

Luxury 5 Bedroom Ensuite Ocean Front Villa with Pool, Hot Tub & Stunning Views
St. Thomas
10.0 out of 10, Exceptional, (128 reviews)
"Everything with the house was perfect! We had no issues at all. The description was exactly as described. "
United States
Amy-Gay S.
The price is ￥137,744
￥284,271 total
includes taxes & fees
May 27 - May 28
Luxury 5 Bedroom Ensuite Ocean Front Villa with Pool, Hot Tub & Stunning Views
Exterior

Oceanview Luxury Condo – Beach, Pool, Gym & Yacht Club

Oceanview Luxury Condo – Beach, Pool, Gym & Yacht Club
St Thomas
9.4 out of 10, Exceptional, (33 reviews)
"Amazing place, great host. Good location. We definitely enjoyed our stay and would come back again."
United States
Donna D.
The price is ￥59,413
￥99,817 total
includes taxes & fees
May 21 - May 22
Oceanview Luxury Condo – Beach, Pool, Gym & Yacht Club
On the beach

Stunning St. Thomas Condo for Your Tropical Escape

Stunning St. Thomas Condo for Your Tropical Escape
St. Thomas
9.6 out of 10, Exceptional, (32 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 ￥30,877
￥99,878 total
includes taxes & fees
May 22 - May 23
Stunning St. Thomas Condo for Your Tropical Escape
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 Estate Annas Retreat Hotel Reviews

Windward Passage Hotel

Windward Passage Hotel

6/10 Okay
"The hotel definitely needs a major upgrade. From my understanding, the property was built in 1984, and it shows in many areas. However, the rooms were clean and the AC worked very well, which made the stay comfortable. With some renovations and updates, this hotel could be a really great place to stay."
Marlene 4-night trip
Posted 13 hours ago
Windward Passage Hotel

Find out more about Estate Annas Retreat

Search for holiday rentals in Estate Annas Retreat on Expedia! You can easily find your home rentals, villas, holiday apartments in Estate Annas Retreat using one of the methods below:

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Frequently asked questions

Can I find a vacation rental in Estate Annas Retreat?

Yes, we give you a choice of vacation rentals close to the most popular local attractions in Estate Annas Retreat, or you can select a secluded option if you want a relaxing place to stay.

What's the top vacation rental that Estate Annas Retreat has to offer?

Gorgeous View, Beach Access, Swimming Pool, Kayaks, Quiet Privacy - the East End: Visitors like this Estate Annas Retreat vacation home rental. It is located in the mountains and has an outdoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. You can relax into your vacation with a garden and a selection of games.

How many vacation rentals are there in Estate Annas Retreat?

With 6 Expedia vacation rentals, you're sure to find just the right place for your Estate Annas Retreat stay.

What can I see and do in Estate Annas Retreat?

While you're exploring the area, Sapphire Beach and Coki Point Beach are a couple of picturesque spots to get outside and enjoy nature. In the larger area, you’ll find Caribbean Genealogy Library and Wyndham Sugar Bay Beach.

What are vacation rentals like in Estate Annas Retreat?

Vacation rentals are privately owned properties you can reserve for a couple days or more in Estate Annas Retreat. Vacation rentals provide amenities such as patios, hot tubs, and fire pits so you'll have everything you want. If you're concerned about a clean environment, vacation rentals can provide a sense of security away from shared hotel elevators and busy front desks while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental a popular choice for family trips or small group gatherings.