Default HTG hotel image

Estate Windsor Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Estate Windsor holiday rentals

Caribbean View Your Way 1 Bedroom Condo by RedAwning

Caribbean View Your Way 1 Bedroom Condo by RedAwning
3.0 star property
Christiansted
The price is AU$831
includes taxes & fees
6 July - 7 July
Caribbean View Your Way 1 Bedroom Condo by RedAwning

Windchime Estates

Windchime Estates
3.0 star property
Christiansted
9.2 out of 10, Wonderful, (31 reviews)
"We rented the apartment named "The view". The name couldn't have been more accurate. This apartment had a beautiful view of the bay and buck island. We had a super smooth check in and check out. Place was very clean and the host even had snacks and drinks waiting for us when we arrived. All in all this was a very nice place to stay and well worth the money. I would recommend this place."
United States
Jerry R
The price is AU$342
includes taxes & fees
19 June - 20 June
Windchime Estates

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 AU$398
includes taxes & fees
20 June - 21 June
The Cottage at Green Cay - Walk to the Beach - King Bed - AC

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 AU$529
includes taxes & fees
23 June - 24 June
Romey's Villa in Gated Community

STUDIO APT. a/c - stable wifi - filtered tap water - 5 min. to the boardwalk

STUDIO APT. a/c - stable wifi - filtered tap water - 5 min. to the boardwalk
Christiansted
9.4 out of 10, Exceptional, (71 reviews)
"Great host and great place"
United States
Tobias S.
The price is AU$233
includes taxes & fees
25 June - 26 June
STUDIO APT. a/c - stable wifi - filtered tap water - 5 min. to the boardwalk

Quiet and cozy 2-bedroom house

Quiet and cozy 2-bedroom house
Downtown Frederiksted
The price is AU$215
includes taxes & fees
6 July - 7 July
Quiet and cozy 2-bedroom house

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 AU$421
includes taxes & fees
19 June - 20 June
Your Caribbean home away from home

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 AU$258
includes taxes & fees
22 June - 23 June
Buck Island Views on North Shore: The Mermaid

Large & Comfortable 1 Bed/Bath Guest Room on St. Croix

Large & Comfortable 1 Bed/Bath Guest Room on St. Croix
Christiansted
8.0 out of 10, Very good, (9 reviews)
"Nice quiet place to stay in a great walking neighborhood. Nice central location."
United States
Anthony B.
The price is AU$285
includes taxes & fees
7 July - 8 July
Large & Comfortable 1 Bed/Bath Guest Room on St. Croix

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 AU$317
includes taxes & fees
19 June - 20 June
Lovely 1-bedroom condo with Fresh Water Pool

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 AU$854
includes taxes & fees
6 July - 7 July
Caribbean View Style 1 Bedroom Condo by RedAwning

The Queen’s Quarters- King Suite - AC - Walkable

The Queen’s Quarters- King Suite - AC - Walkable
Christiansted Historic District
10.0 out of 10, Exceptional, (1 review)
"Adorable home right in town. Very clean and lovely decor. The outdoor shower was a huge hit, and we loved the sharing bar. The location is great / you can walk everywhere. "
United States
Cori C.
The price is AU$886
includes taxes & fees
21 June - 22 June
The Queen’s Quarters- King Suite - AC - Walkable

Luxury Studio on the Beach with Pool and Hot Tub

Luxury Studio on the Beach with Pool and Hot Tub
Christiansted
8.6 out of 10, Excellent, (78 reviews)
The price is AU$360
includes taxes & fees
1 July - 2 July
Luxury Studio on the Beach with Pool and Hot Tub

Beautiful 2-bd condo w/ views walking distance to beach in amazing Christiansted

Beautiful 2-bd condo w/ views walking distance to beach in amazing Christiansted
Teagues Bay
9.6 out of 10, Exceptional, (5 reviews)
"Location, host responses, plenty of amenities. Great visit. Will do it again. "
United States
Brian N.
The price is AU$798
includes taxes & fees
19 June - 20 June
Beautiful 2-bd condo w/ views walking distance to beach in amazing Christiansted

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, (19 reviews)
"Excellent location "
United States
Brian G
The price is AU$332
includes taxes & fees
21 June - 22 June
Historic Apt in Heart of Christiansted

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 AU$237
includes taxes & fees
22 June - 23 June
Buck Island Views on North Shore: Windsors Rest

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.
Best Buck Island Views on North Shore: The View

"Spectacular Ocean Views" at Calypso Castillo!

"Spectacular Ocean Views" at Calypso Castillo!
Sion Farm
10.0 out of 10, Exceptional, (6 reviews)
The price is AU$501
includes taxes & fees
21 June - 22 June
"Spectacular Ocean Views" at Calypso Castillo!

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 AU$340
includes taxes & fees
21 June - 22 June
Private & Cozy 1 Bed/1 Bath Apartment

Island Life#2 @Bay Garden Live Local. GOOD PRICE!!Clean with Ocean views

Island Life#2 @Bay Garden Live Local. GOOD PRICE!!Clean with Ocean views
Christiansted
10.0 out of 10, Exceptional, (1 review)
"Didn't stay there but the host was very courteous "
United States
Gary
The price is AU$381
includes taxes & fees
19 June - 20 June
Island Life#2 @Bay Garden Live Local. GOOD PRICE!!Clean with Ocean views
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Estate Windsor Hotel Reviews

Find out more about Estate Windsor

Everything you need to know about Estate Windsor 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 Estate Windsor 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 Estate Windsor holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Estate Windsor holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Estate Windsor. 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 Estate Windsor 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 Estate Windsor holiday rentals we have selected for you start as low as AU$342 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Estate Windsor rentals

At Expedia, we put the best Estate Windsor 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 Estate Windsor 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 Windsor 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 Estate Windsor. 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

Are there holiday rentals in Estate Windsor?

Yes, there are holiday rentals close to the most popular sights in Estate Windsor, 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 Estate Windsor has to offer?

Sugar Apple Bed & Breakfast: This holiday home rental outside of Estate Windsor is located near the airport, and has an outdoor pool, a terrace and air conditioning to put you at ease in your new surroundings. Kitchen amenities such as a microwave and a coffee maker can make your holiday run smoothly. Make the most of garden in this rental home to help you unwind.

What’s there to see and do in Estate Windsor?

While you're exploring the area, Cane Bay and Cane Bay Beach are a couple of picturesque spots to get outside and enjoy nature. In the wider area, you’ll find Carambola Golf Club and Sugar Beach.

What’s a holiday rental in Estate Windsor like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Estate Windsor. Holiday rentals feature amenities such as kitchens and laundry facilities so you'll have everything you want. If you're concerned about a sanitised environment, holiday rentals can offer a sense of privacy away from public hotel lifts and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular choice for a small group gathering.