Estate Wills Bay Vacation Rentals

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Estate Wills Bay vacation rentals

A coastal landscape with a beach, lush green hills, and a clear blue sky.

1. Windchime Estates

Windchime Estates
3.0 star property
Christiansted
9.0 out of 10, Wonderful, (36 reviews)
"Beautiful view!"
United States
Jennifer Brooke
The price is CA $87
CA $258 total
includes taxes & fees
Nov 10 - Nov 11
Windchime Estates
A beach with clear blue water, a sandy shore, and a distant island.

2. The Cottage at Green Cay - Walk to the Beach - King Bed - AC

The Cottage at Green Cay - Walk to the Beach - King Bed - AC
Gallows Bay
10.0 out of 10, Exceptional, (1 review)
"Everything was clean and comfortable. The beach that was walking distance was quite nice to hang out at. Our hosts were attentive and responsive. The area was quiet, scenic and a easy drive to restaurants and other beaches."
United States
Patricia F.
The price is CA $239
CA $484 total
includes taxes & fees
Nov 24 - Nov 25
The Cottage at Green Cay - Walk to the Beach - King Bed - AC
A pool area with lounge chairs, a small table, and a pathway leading to a building with illuminated windows.

3. Your Caribbean home away from home

Your Caribbean home away from home
Christiansted
9.4 out of 10, Exceptional, (21 reviews)
"Perfect for my stay, good neighborhood, host was excellent at communicating, easy access"
United States
Breanna S.
The price is CA $145
CA $370 total
includes taxes & fees
Nov 10 - Nov 11
Your Caribbean home away from home
A small room with a sliding glass door leading to a garden, a wooden table, and a bench.

4. Buck Island Views on North Shore: Windsors Rest

Buck Island Views on North Shore: Windsors Rest
Northcentral
9.6 out of 10, Exceptional, (10 reviews)
"beautiful location and great people"
United States
Tom M.
The price is CA $106
CA $211 total
includes taxes & fees
Nov 10 - Nov 11
Buck Island Views on North Shore: Windsors Rest
A beach with waves at sunset, rocky formations, and a clear sky.

5. Buck Island Views on North Shore: The Mermaid

Buck Island Views on North Shore: The Mermaid
Northcentral
9.2 out of 10, Wonderful, (5 reviews)
"We enjoyed the beautiful views and breezes on the property. We wanted to get a feel for what it would be like to live on the island and it was perfect for our needs!"
United States
Amy L.
The price is CA $113
CA $235 total
includes taxes & fees
Nov 10 - Nov 11
Buck Island Views on North Shore: The Mermaid
A beach with thatched umbrellas and lounge chairs, palm trees, and a sunset view.

6. Beachfront Studio Condo @Club St Croix

Beachfront Studio Condo @Club St Croix
St Croix
10.0 out of 10, Exceptional, (1 review)
"This place had everything!! I could of just packed clothes because the rest was there! Listing was just as pictured- simply beautiful. I had to reach out to the property manager for something-not only was it VERY late at night, but he responded within 2 minutes!! I definitely recommend staying with Jason at any of his properties. I look forward to future rentals!! "
United States
BETHANY M.
The price is CA $127
CA $581 total
includes taxes & fees
Nov 10 - Nov 11
Beachfront Studio Condo @Club St Croix
A living room with a wooden entertainment center, a glass coffee table, and a sofa.

7. Best Buck Island Views on North Shore: The View

Best Buck Island Views on North Shore: The View
Northcentral
8.2 out of 10, Very good, (13 reviews)
"Beautiful location, property and the owner was a great wealth of information so very friendly! Would love to visit again!"
United States
Lori C.
The price is CA $124
CA $261 total
includes taxes & fees
Nov 10 - Nov 11
Best Buck Island Views on North Shore: The View
A swimming pool with blue lounge chairs, palm trees, and a clear sky.

8. Caribbean View Style 1 Bedroom Condo by RedAwning

Caribbean View Style 1 Bedroom Condo by RedAwning
3.0 star property
Christiansted
10.0 out of 10, Exceptional, (1 review)
"Russ is great!"
United States
Matthew
The price is CA $153
CA $713 total
includes taxes & fees
Nov 10 - Nov 11
Caribbean View Style 1 Bedroom Condo by RedAwning
A wooden deck leading to a pool area with a signboard, surrounded by greenery and a clear sky.

9. Lovely 1-bedroom condo with Fresh Water Pool

Lovely 1-bedroom condo with Fresh Water Pool
Christiansted
9.2 out of 10, Wonderful, (16 reviews)
"Clean and excellent stay. Service was above and beyond"
United States
Cole S.
The price is CA $155
CA $285 total
includes taxes & fees
Nov 10 - Nov 11
Lovely 1-bedroom condo with Fresh Water Pool
A kitchen with a large island, stainless steel appliances, and a window with a view.

10. Beach-Food-Resort 2 min walk l Patio lOcean View

Beach-Food-Resort 2 min walk l Patio lOcean View
Downtown Frederiksted
10.0 out of 10, Exceptional, (2 reviews)
"Check in was easy..House was amazing. We will be using again."
United States
John M.
The price is CA $149
CA $464 total
includes taxes & fees
Nov 10 - Nov 11
Beach-Food-Resort 2 min walk l Patio lOcean View
A balcony with a view of the ocean and a distant island.

11. "Spectacular Ocean Views" at Calypso Castillo!

"Spectacular Ocean Views" at Calypso Castillo!
Sion Farm
10.0 out of 10, Exceptional, (6 reviews)
"Their property was very nice and clean and loved the area where it was located at"
United States
Stephen M T.
The price is CA $188
CA $459 total
includes taxes & fees
Nov 18 - Nov 19
"Spectacular Ocean Views" at Calypso Castillo!
A spacious indoor area with a high ceiling, large windows, and a wooden floor.

12. Historic Apt in Heart of Christiansted

Historic Apt in Heart of Christiansted
3.5 star property
Christiansted Historic District
9.4 out of 10, Exceptional, (20 reviews)
"Excellent location "
United States
Brian G
The price is CA $315
CA $354 total
includes taxes & fees
Dec 10 - Dec 11
Historic Apt in Heart of Christiansted
A couple embracing on a beach with boats in the background.

13. Buck Island Views North Shore: Mermaid & Windsors

Buck Island Views North Shore: Mermaid & Windsors
Northcentral
The price is CA $133
CA $344 total
includes taxes & fees
Nov 10 - Nov 11
Buck Island Views North Shore: Mermaid & Windsors
A living room with a wooden entertainment center, a glass coffee table, and a sofa.

14. Buck Island Views on North Shore: View & Windsors

Buck Island Views on North Shore: View & Windsors
Northcentral
The price is CA $133
CA $360 total
includes taxes & fees
Nov 10 - Nov 11
Buck Island Views on North Shore: View & Windsors
A wooden picnic table with benches, surrounded by artificial grass, a bamboo fence, and string lights.

15. Quiet and cozy 2-bedroom house

Quiet and cozy 2-bedroom house
Downtown Frederiksted
The price is CA $141
CA $201 total
includes taxes & fees
Nov 10 - Nov 11
Quiet and cozy 2-bedroom house
A white building with a blue roof, surrounded by lush greenery and vibrant purple flowers.

16. Private & Cozy 1 Bed/1 Bath Apartment

Private & Cozy 1 Bed/1 Bath Apartment
Christiansted
9.8 out of 10, Exceptional, (7 reviews)
"When I arrived the owner came out and showed me exactly where to go. The apartment was small but just what I needed. It was clean, smelled nice, and I appreciate the nice touch of having gentle music and scenery on the TV monitor. Great stay. A couple of unexpected, but friendly dogs were nearby, eager for a pat on the head. All good!"
United States
Sean D.
The price is CA $177
CA $308 total
includes taxes & fees
Nov 10 - Nov 11
Private & Cozy 1 Bed/1 Bath Apartment
Two striped beach chairs facing the ocean with a cooler between them.

17. King Bed + Pool - Renovated St. Croix Condo

King Bed + Pool - Renovated St. Croix Condo
Christiansted
10.0 out of 10, Exceptional, (8 reviews)
"Excellent place! Newly updated, clean, great amenities. AC works well, very comfortable. Great mid-island location. Would recommend and would definitely stay here again!"
United States
Megan N.
The price is CA $182
CA $431 total
includes taxes & fees
Nov 10 - Nov 11
King Bed + Pool - Renovated St. Croix Condo
An indoor dining area with a bar, wooden beams, and a chalkboard sign.

18. Town Treasure - King Bed - Walkable - AC

Town Treasure - King Bed - Walkable - AC
Christiansted Historic District
8.8 out of 10, Excellent, (5 reviews)
"I have tears in my eyes writing this because we’re on the sea plane leaving st croix. I had the greatest time ever and it was mainly thanks to our stay. The accommodations were more than I ever would have expected… And we have stayed thousands of places.this was one of my favorite experiences of my life and I owe a great huge thanks to the host for all that she did for us. Thank you so much."
United States
Kate M.
The price is CA $99
CA $261 total
includes taxes & fees
Nov 10 - Nov 11
Town Treasure - King Bed - Walkable - AC
A living room with a wooden entertainment center, a glass coffee table, and a sofa.

19. Buck Island Views on North Shore: Mermaid & View

Buck Island Views on North Shore: Mermaid & View
Christiansted
The price is CA $174
CA $422 total
includes taxes & fees
Nov 10 - Nov 11
Buck Island Views on North Shore: Mermaid & View
A modern kitchen with wooden cabinets, a dining area with a table and chairs, a grey sofa with patterned cushions, and a window providing natural light.

20. Romey's Villa in Gated Community

Romey's Villa in Gated Community
Christiansted
9.4 out of 10, Exceptional, (3 reviews)
"Great home, clean, plenty of towels, host was great to communicate."
United States
Kert S.
The price is CA $188
CA $474 total
includes taxes & fees
Nov 10 - Nov 11
Romey's Villa in Gated Community
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 Wills Bay Hotel Reviews

A beach with clear turquoise water, sandy shore, and lounge chairs with blue umbrellas.
Sand Castle on the Beach - Adults Only

Sand Castle on the Beach - Adults Only

Sand Castle on the Beach - Adults Only
Frederiksted

10/10 Excellent

This resort is absolutely wonderful and the restaurant is top notch. The staff are very attentive and make your stay very comfortable. Staff member Josh went above and beyond to ensure our first visit to the island was amazing. Will definitely be back.
Canada
Robert
Reviewed December 16, 2025
Sand Castle on the Beach - Adults Only

Find out more about Estate Wills Bay

Everything you need to know about Estate Wills Bay vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Estate Wills Bay vacation rental for you. At Expedia, you can take your pick from private vacation 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 Estate Wills Bay vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Estate Wills Bay vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Estate Wills Bay. 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 Estate Wills Bay vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Estate Wills Bay vacation rentals we have selected for you start as low as CA $86 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Estate Wills Bay rentals

At Expedia, we put the best Estate Wills Bay vacation 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 Estate Wills Bay 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 Estate Wills Bay vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Estate Wills Bay. 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 a vacation rental in Estate Wills Bay?

Yes, we give you a choice of vacation rentals near popular sights in Estate Wills Bay, or you can go with a more secluded option if you're looking for a relaxing stay.

What are some of the best vacation rentals in Estate Wills Bay?

Beachfront. Just a Few Steps to the Sand. Walk to Restaurants. Near Downtown.: Visitors like this Estate Wills Bay vacation home rental. It is located on the beach and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

What can I see and do in Estate Wills Bay?

While you're exploring the area, Cane Bay Beach and Cane Bay are a couple of picturesque spots to get outside and enjoy nature. Carambola Golf Club and St. George Village Botanical Garden are a couple of places you'll find in the larger area.

What’s a vacation rental in Estate Wills Bay like?

Vacation rentals are privately owned properties you can book for short or long periods in Estate Wills Bay. Vacation rentals provide amenities such as WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about a clean environment, vacation rentals can offer a sense of privacy away from shared hotel elevators and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive choice for a family trip.