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Estate Windsor Holiday Rentals

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Check prices for these dates

In two weeks
17 Jul - 19 Jul
In two months
28 Aug - 30 Aug
In three months
25 Sept - 27 Sept
In four months
23 Oct - 25 Oct

Our top choices for Estate Windsor holiday rentals

Living area

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$1,143
HK$2,578 total
includes taxes & fees
8 Jul - 9 Jul
The Cottage at Green Cay - Walk to the Beach - King Bed - AC
Living area

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 HK$1,694
HK$5,067 total
includes taxes & fees
17 Jul - 18 Jul
The Queen’s Quarters- King Suite - AC - Walkable
2 bedrooms, iron/ironing board, WiFi, bed sheets

Quiet and cozy 2-bedroom house

Quiet and cozy 2-bedroom house
Downtown Frederiksted
The price is HK$784
HK$1,176 total
includes taxes & fees
6 Jul - 7 Jul
Quiet and cozy 2-bedroom house
Beach nearby, white sand, beach towels, 4 beach bars

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
Windchime Estates
Outdoor pool

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$2,357 total
includes taxes & fees
5 Jul - 6 Jul
Your Caribbean home away from home
Living area

The Crucian Queen - AC - Walkable

The Crucian Queen - AC - Walkable
Christiansted Historic District
The price is HK$1,694
HK$4,173 total
includes taxes & fees
17 Jul - 18 Jul
The Crucian Queen - AC - Walkable
Beach nearby, sun-loungers, beach towels

The View at Green Cay - Full AC - Walk to the Beach

The View at Green Cay - Full AC - Walk to the Beach
Chenay Bay
The price is HK$2,026
HK$5,234 total
includes taxes & fees
12 Jul - 13 Jul
The View at Green Cay - Full AC - Walk to the Beach
1 bedroom, iron/ironing board, Internet, bed sheets

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
17 Jul - 18 Jul
Queen's Promise - King Suite - AC - Walkable
Pool

A Getaway To A Getaway 1 Bedroom Condo by RedAwning

A Getaway To A Getaway 1 Bedroom Condo by RedAwning
3.0 star property
Christiansted
The price is HK$692
HK$4,481 total
includes taxes & fees
6 Jul - 7 Jul
A Getaway To A Getaway 1 Bedroom Condo by RedAwning
Interior

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$2,935 total
includes taxes & fees
14 Jul - 15 Jul
Romey's Villa in Gated Community
TV

Buck Island Views on North Shore: View & Windsors

Buck Island Views on North Shore: View & Windsors
Northcentral
The price is HK$737
HK$2,163 total
includes taxes & fees
5 Jul - 6 Jul
Buck Island Views on North Shore: View & Windsors
Beach

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
5 Jul - 6 Jul
Buck Island Views North Shore: Mermaid & Windsors
Pool

Caribbean View for You by RedAwning

Caribbean View for You by RedAwning
Christiansted
The price is HK$640
HK$2,523 total
includes taxes & fees
5 Jul - 6 Jul
Caribbean View for You by RedAwning
Sun-loungers, beach towels

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 HK$1,765
HK$4,363 total
includes taxes & fees
5 Jul - 6 Jul
Beautiful 2-bd condo w/ views walking distance to beach in amazing Christiansted
TV

Buck Island Views on North Shore: Mermaid & View

Buck Island Views on North Shore: Mermaid & View
Christiansted
The price is HK$965
HK$2,536 total
includes taxes & fees
5 Jul - 6 Jul
Buck Island Views on North Shore: Mermaid & View
Outdoor dining

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 HK$529
HK$1,274 total
includes taxes & fees
12 Jul - 13 Jul
STUDIO APT. a/c - stable wifi - filtered tap water - 5 min. to the boardwalk
Beach

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$1,411 total
includes taxes & fees
5 Jul - 6 Jul
Buck Island Views on North Shore: The Mermaid
On the beach, sun-loungers, beach towels

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)
"Our host was very responsive to any questions or issues that we needed to be addressed. The condo had been renovated with stylish tile, countertops, etc. The island power surges/blips tripped our AC twice, but it was easily reset once we learned the steps needed. End of March was a great time to visit - not crowded and the weather was great!"
United States
Anita C.
Luxury Studio on the Beach with Pool and Hot Tub
Property grounds

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$1,561 total
includes taxes & fees
12 Jul - 13 Jul
Large & Comfortable 1 Bed/Bath Guest Room on St. Croix
Beach nearby

Villa Mango! at Gentle Winds

Villa Mango! at Gentle Winds
Christiansted
The price is HK$1,067
HK$3,822 total
includes taxes & fees
6 Jul - 7 Jul
Villa Mango! at Gentle Winds
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 Buccaneer Beach & Golf Resort

The Buccaneer Beach & Golf Resort

10/10 Excellent
"Amazing free breakfast, however, budget your tips. The resort charges and automatic 20% tip on all purchases. But I have to say that it is well deserved based on the quality of service. The restaurants have great food. However, they all have different schedules and can be confusing at first, so you should actually read the materials provided at check-in. The service around the pool is not efficient but it is friendly. And the beach area is neatly kept. It is a great romantic destination. However, there are plenty of activities for the family."
JEAN 5-night trip
Posted 15 hours ago
The Buccaneer Beach & Golf Resort

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?

Private St. Croix home with sunset views overlooking beautiful Cane Bay: This holiday home rental outside of Estate Windsor is located in the mountains, and has an outdoor pool, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

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.