Estate Windsor Holiday Rentals from AU$260: Search Short-Term Rentals

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Our top choices for Estate Windsor holiday rentals

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

1. Windchime Estates

Christiansted

Alexis daniel

includes taxes & fees

2 Nov - 3 Nov

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

Gallows Bay

Patricia F.

includes taxes & fees

2 Nov - 3 Nov

A spacious room with two beds, a sofa, and a wardrobe. The room has wooden flooring and a sloped ceiling with a skylight.

3. Historic Apt in Heart of Christiansted

Christiansted Historic District

Brian G

includes taxes & fees

2 Dec - 3 Dec

A pool area with lounge chairs, a small table, and a pathway leading to a building with illuminated windows.

4. Your Caribbean home away from home

Christiansted

Breanna S.

includes taxes & fees

2 Nov - 3 Nov

A small room with a sliding glass door leading to a garden, a wooden table, and a bench.

5. Buck Island Views on North Shore: Windsors Rest

Northcentral

Tom M.

includes taxes & fees

2 Nov - 3 Nov

A statuary garden with a house featuring a grand staircase, a well-maintained lawn, and a clear sky.

6. Moko Jumbie - "Premier Suite" - Entire Condo

Christiansted Historic District

ROBERT A.

includes taxes & fees

2 Nov - 3 Nov

An indoor dining area with a bar, wooden beams, and a chalkboard sign.

7. Town Treasure - King Bed - Walkable - AC

Christiansted Historic District

"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."

Kate M.

includes taxes & fees

2 Nov - 3 Nov

A well-maintained garden with a statue, a curved pathway, and a two-story building with a balcony.

8. Moko Jumbie House - "Guesthouse" - Cozy 1-Bedroom

Christiansted Historic District

Philip

includes taxes & fees

2 Nov - 3 Nov

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Top Estate Windsor Hotel Reviews

The Buccaneer Beach & Golf Resort

10/10 Excellent

"It was beautiful, staff were so friendly and helpful!! Breakfast was delicious and had so many choices! Definitely come here again."

The Waves at Cane Bay

8/10 Good

"Overall, we had a great stay, but there are definitely areas that need improvement! The restaurant and bar staff were AMAZING and truly made our stay! The food was pricey but REALLY good. Our room was nicely decorated and felt homey, the balcony views were incredible, and housekeeping did a fantastic job. Unfortunately, maintenance and attention to detail were lacking. The bathroom sink was clogged, the stopper wouldn't come up, and the shower leaked water all over the floor. Towels were limited, the bed was too firm, and the blankets were stiff and itchy. The balcony was my biggest disappointment. The paint was chipped, cracked, and faded, and the furniture cushions were so dirty that I didn't even want to sit outside and enjoy the gorgeous view. Such a shame! We also had a few bugs in the room, although that's somewhat expected on an island. We only received bottled water on our first day of an eight-day stay. The Keurig didn't accept standard pods, so we wasted money purchasing them. Wish they had laundry service. Management really needs to focus on maintenance and the overall appearance of the property. It's the little things that add up and take away from what could be an amazing experience. Would I stay again? Absolutely, but mainly because of the incredible restaurant and bar staff, delicious food, and beautiful views. They made our stay memorable! I'd just return with lower expectations regarding the property's upkeep and overall aesthetics."

Ruff Resort at Victoria House

8/10 Good

"We had a good stay. The property was good. The surrounding areas near rhe property looks like an older town, so we did not venture over there. Resurfacing of the road was in progress while we were there. Location is far away from Christiansted; we took around 35 to 40 mins to get to Christiansted by car."

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$260 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?

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 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.

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Check prices for these dates

Our top choices for Estate Windsor holiday rentals

1. Windchime Estates

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

3. Historic Apt in Heart of Christiansted

4. Your Caribbean home away from home

5. Buck Island Views on North Shore: Windsors Rest

6. Moko Jumbie - "Premier Suite" - Entire Condo

7. Town Treasure - King Bed - Walkable - AC

8. Moko Jumbie House - "Guesthouse" - Cozy 1-Bedroom

9. Lovely 1-bedroom condo with Fresh Water Pool

10. The Island Life Condo@ Long Reef with Separate Bedroom + True Ocean View

11. Private & Cozy 1 Bed/1 Bath Apartment

12. Buck Island Views on North Shore: The Mermaid

13. Cozy Retreat by Chenay Bay

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

15. Beachfront Studio Condo @Club St Croix

16. "Spectacular Ocean Views" at Calypso Castillo!

17. Quiet and cozy 2-bedroom house

18. Buck Island Views North Shore: Mermaid & Windsors

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

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

Find holiday rentals that suit your style

Top Estate Windsor Hotel Reviews

The Buccaneer Beach & Golf Resort

Palms Resort and Beach

Windchime Estates

The Cove Hotel St.Croix

The Waves at Cane Bay

The Frederiksted Hotel

Holger Danske Hotel

Ruff Resort at Victoria House

Club St. Croix Beach & Tennis Resort by Antilles Resorts

Find out more about Estate Windsor

Frequently asked questions

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