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Estate Windsor Holiday Rentals

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Check prices for these dates

In two weeks
4 Sept - 6 Sept
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Estate Windsor holiday rentals

Outdoor dining

1. Pristine 6 bed 6 bath villa in the islands premier gated community!!!

Pristine 6 bed 6 bath villa in the islands premier gated community!!!
Christiansted
Pristine 6 bed 6 bath villa in the islands premier gated community!!!
Beach nearby, white sand, beach towels, 4 beach bars

2. Windchime Estates

Windchime Estates
3.0 star property
Christiansted
9.0 out of 10, Wonderful, (32 reviews)
"The hospitality was amazing and the view from the rooms were breathtaking"
United States
Elijah
The price is HK$529
HK$1,561 total
includes taxes & fees
20 Aug - 21 Aug
Windchime Estates
Pool

3. 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 HK$781
HK$4,232 total
includes taxes & fees
22 Aug - 23 Aug
Caribbean View Style 1 Bedroom Condo by RedAwning
Outdoor dining

4. 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, (72 reviews)
"Great host and great place"
United States
Tobias S.
The price is HK$529
HK$1,275 total
includes taxes & fees
22 Aug - 23 Aug
STUDIO APT. a/c - stable wifi - filtered tap water - 5 min. to the boardwalk
Interior

5. 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 HK$588
HK$1,289 total
includes taxes & fees
20 Aug - 21 Aug
Buck Island Views on North Shore: Windsors Rest
Outdoor pool

6. 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 HK$882
HK$2,349 total
includes taxes & fees
20 Aug - 21 Aug
Your Caribbean home away from home
Beach

7. 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 HK$620
HK$1,419 total
includes taxes & fees
20 Aug - 21 Aug
Buck Island Views on North Shore: The Mermaid
Property grounds

8. "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 HK$1,137
HK$2,785 total
includes taxes & fees
22 Aug - 23 Aug
"Spectacular Ocean Views" at Calypso Castillo!
Property grounds

9. 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 HK$784
HK$1,569 total
includes taxes & fees
20 Aug - 21 Aug
Large & Comfortable 1 Bed/Bath Guest Room on St. Croix
Property grounds

10. 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 HK$863
HK$1,749 total
includes taxes & fees
20 Aug - 21 Aug
Lovely 1-bedroom condo with Fresh Water Pool
Living area

11. 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 HK$1,144
HK$2,571 total
includes taxes & fees
21 Aug - 22 Aug
The Cottage at Green Cay - Walk to the Beach - King Bed - AC
Beach

12. Buck Island Views North Shore: Mermaid & Windsors

Buck Island Views North Shore: Mermaid & Windsors
Northcentral
The price is HK$737
HK$2,100 total
includes taxes & fees
21 Aug - 22 Aug
Buck Island Views North Shore: Mermaid & Windsors
2 bedrooms, blackout curtains, iron/ironing board, free rollaway beds

13. 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)
"Great experience all around! Easy check in and comfortable apartment!"
United States
Cecily
The price is HK$1,624
HK$1,827 total
includes taxes & fees
18 Sept - 19 Sept
Historic Apt in Heart of Christiansted
Property grounds

14. 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 HK$980
HK$1,882 total
includes taxes & fees
20 Aug - 21 Aug
Private & Cozy 1 Bed/1 Bath Apartment
Interior

15. 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 HK$1,103
HK$2,966 total
includes taxes & fees
20 Aug - 21 Aug
Romey's Villa in Gated Community
Interior

16. St. Croix Escape★ Oceanfront Oasis with Stunning Views and Serene Coastal Vibes

St. Croix Escape★ Oceanfront Oasis with Stunning Views and Serene Coastal Vibes
Christiansted
9.8 out of 10, Exceptional, (7 reviews)
"This is a fantastic place to stay! Beautiful ocean view, great access to Christianstead and owner quickly responds and has wonderful communication. Definitely would stay here again on a return trip. "
United States
Rebecca G.
The price is HK$1,258
HK$2,945 total
includes taxes & fees
24 Aug - 25 Aug
St. Croix Escape★ Oceanfront Oasis with Stunning Views and Serene Coastal Vibes
Exterior

17. A Getaway From Your Getaway 1 Bedroom Condo by RedAwning

A Getaway From Your Getaway 1 Bedroom Condo by RedAwning
3.0 star property
Christiansted
8.0 out of 10, Very good, (1 review)
The price is HK$781
HK$4,231 total
includes taxes & fees
20 Aug - 21 Aug
A Getaway From Your Getaway 1 Bedroom Condo by RedAwning
Dining

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 HK$534
HK$1,565 total
includes taxes & fees
23 Aug - 24 Aug
Town Treasure - King Bed - Walkable - AC
Coffee/tea maker, fridge, microwave, oven

19. 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, (2 reviews)
"Didn't stay there but the host was very courteous "
United States
Gary
The price is HK$777
HK$2,105 total
includes taxes & fees
20 Aug - 21 Aug
Island Life#2 @Bay Garden Live Local. GOOD PRICE!!Clean with Ocean views
1 bedroom, iron/ironing board, Internet, bed sheets

20. Queen's Promise - King Suite - AC - Walkable

Queen's Promise - King Suite - AC - Walkable
Christiansted Historic District
The price is HK$1,694
HK$3,279 total
includes taxes & fees
27 Aug - 28 Aug
Queen's Promise - King Suite - AC - Walkable
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 Windsor Hotel Reviews

The Waves at Cane Bay

The Waves at Cane Bay

10/10 Excellent
"I enjoyed the view and the balcony. Being close to the beach was wonderful. The ambiance of the whole area was great!"
Jacqueline 4-night trip
Posted 1 day ago
The Waves at Cane Bay

Find out more about Estate Windsor

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

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Look no further and take a look at our great range of rental properties in Estate Windsor!

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?

Beachfront. Just a Few Steps to the Sand. Walk to Restaurants. Near Downtown.: This holiday home rental outside of Estate Windsor is located on the beach, and has a balcony, a garden and a BBQ 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 that you can cook with friends or family.

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 Sugar Beach and St. Croix Government House.

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.