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Estate Anguilla Holiday Rentals

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Our top choices for Estate Anguilla holiday rentals

1. 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 NZ$337
includes taxes & fees
19 Aug - 20 Aug
Windchime Estates

2. 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 NZ$334
includes taxes & fees
23 Aug - 24 Aug
Large & Comfortable 1 Bed/Bath Guest Room on St. Croix

3. 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 NZ$275
includes taxes & fees
22 Aug - 23 Aug
STUDIO APT. a/c - stable wifi - filtered tap water - 5 min. to the boardwalk

4. 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 NZ$307
includes taxes & fees
20 Aug - 21 Aug
Buck Island Views on North Shore: The Mermaid

5. 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 NZ$396
includes taxes & fees
30 Aug - 31 Aug
Private & Cozy 1 Bed/1 Bath Apartment

6. 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 NZ$540
includes taxes & fees
21 Aug - 22 Aug
The Cottage at Green Cay - Walk to the Beach - King Bed - AC

7. 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 NZ$492
includes taxes & fees
19 Aug - 20 Aug
Your Caribbean home away from home

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 NZ$908
includes taxes & fees
19 Aug - 20 Aug
Caribbean View Style 1 Bedroom Condo by RedAwning

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 NZ$371
includes taxes & fees
19 Aug - 20 Aug
Lovely 1-bedroom condo with Fresh Water Pool

10. 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 NZ$279
includes taxes & fees
20 Aug - 21 Aug
Buck Island Views on North Shore: Windsors Rest

11. Buck Island Views North Shore: Mermaid & Windsors

Buck Island Views North Shore: Mermaid & Windsors
Northcentral
The price is NZ$450
includes taxes & fees
20 Aug - 21 Aug
Buck Island Views North Shore: Mermaid & Windsors

12. "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 NZ$585
includes taxes & fees
23 Aug - 24 Aug
"Spectacular Ocean Views" at Calypso Castillo!

13. Queens Quarters Wonderful 2 Bed/Bath Apartment

Queens Quarters Wonderful 2 Bed/Bath Apartment
Christiansted
The price is NZ$620
includes taxes & fees
14 Sept - 15 Sept
Queens Quarters Wonderful 2 Bed/Bath Apartment

14. 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, (2 reviews)
"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 NZ$1,016
includes taxes & fees
19 Aug - 20 Aug
The Queen’s Quarters- King Suite - AC - Walkable

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

Queen's Promise - King Suite - AC - Walkable
Christiansted Historic District
The price is NZ$518
includes taxes & fees
19 Aug - 20 Aug
Queen's Promise - King Suite - AC - Walkable

16. 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 NZ$387
includes taxes & fees
18 Sept - 19 Sept
Historic Apt in Heart of Christiansted

17. The Crucian Queen - AC - Walkable

The Crucian Queen - AC - Walkable
Christiansted Historic District
The price is NZ$776
includes taxes & fees
19 Aug - 20 Aug
The Crucian Queen - AC - Walkable

18. Ocean Views•Private Hilltop Stay•5 Minutes Downtown

Ocean Views•Private Hilltop Stay•5 Minutes Downtown
Christiansted
9.8 out of 10, Exceptional, (72 reviews)
"Wonderful Stay . Highly Recommend "
United States
Sali K.
The price is NZ$862
includes taxes & fees
23 Aug - 24 Aug
Ocean Views•Private Hilltop Stay•5 Minutes Downtown

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 NZ$451
includes taxes & fees
19 Aug - 20 Aug
Island Life#2 @Bay Garden Live Local. GOOD PRICE!!Clean with Ocean views

20. Quiet and cozy 2-bedroom house

Quiet and cozy 2-bedroom house
Downtown Frederiksted
The price is NZ$254
includes taxes & fees
24 Aug - 25 Aug
Quiet and cozy 2-bedroom house
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 Anguilla Hotel Reviews

Find out more about Estate Anguilla

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Estate Anguilla holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Estate Anguilla. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Estate Anguilla. Seeing all the best attractions is bound to make you fall in love with Estate Anguilla. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Estate Anguilla short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find holiday rentals in Estate Anguilla?

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

Beachfront. Just a Few Steps to the Sand. Walk to Restaurants. Near Downtown.: This holiday home rental outside of Estate Anguilla 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 can I see and do in Estate Anguilla?

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

What are holiday rentals like in Estate Anguilla?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Estate Anguilla. Holiday rentals feature extras like kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of seclusion away from shared hotel lifts and busy front desks while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive choice for small groups.