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Estate Anguilla Vacation Rentals

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Our top choices for Estate Anguilla vacation rentals

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 CA $94
CA $279 total
includes taxes & fees
Jun 18 - Jun 19
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 CA $204
CA $459 total
includes taxes & fees
Jun 20 - Jun 21
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 CA $197
CA $528 total
includes taxes & fees
Jun 18 - Jun 19
Romey's Villa in Gated Community

Quiet and cozy 2-bedroom house

Quiet and cozy 2-bedroom house
Downtown Frederiksted
The price is CA $140
CA $210 total
includes taxes & fees
Jun 22 - Jun 23
Quiet and cozy 2-bedroom house

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 CA $94
CA $227 total
includes taxes & fees
Jun 18 - Jun 19
STUDIO APT. a/c - stable wifi - filtered tap water - 5 min. to the boardwalk

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 CA $140
CA $277 total
includes taxes & fees
Jun 18 - Jun 19
Large & Comfortable 1 Bed/Bath Guest Room on St. Croix

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 CA $157
CA $418 total
includes taxes & fees
Jun 18 - Jun 19
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 CA $111
CA $250 total
includes taxes & fees
Jun 18 - Jun 19
Buck Island Views on North Shore: The Mermaid

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 property was in a great location, beach access was easy and right off the grounds.Studio was perfect for our stay.I would recommend adding a few extra towel sets, but the condo was clean, easy access, and enjoyable"
United States
Daniel W.
Luxury Studio on the Beach with Pool and Hot Tub

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 CA $105
CA $230 total
includes taxes & fees
Jun 18 - Jun 19
Buck Island Views on North Shore: Windsors Rest

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 CA $163
CA $862 total
includes taxes & fees
Jul 6 - Jul 7
Caribbean View Style 1 Bedroom Condo by RedAwning

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 CA $154
CA $309 total
includes taxes & fees
Jun 19 - Jun 20
Lovely 1-bedroom condo with Fresh Water Pool

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 CA $315
CA $785 total
includes taxes & fees
Jun 18 - Jun 19
Beautiful 2-bd condo w/ views walking distance to beach in amazing Christiansted

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 CA $175
CA $334 total
includes taxes & fees
Jun 18 - Jun 19
Private & Cozy 1 Bed/1 Bath Apartment

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.
The price is CA $162
CA $331 total
includes taxes & fees
Jun 18 - Jun 19
Best Buck Island Views on North Shore: The View

Lookout Point @ Coakley Bay

Lookout Point @ Coakley Bay
Christiansted
7.4 out of 10, Good, (3 reviews)
"This condo is perfectly situated on the east end and has stunning a stunning view. Sitting on the porch to watch the sunsets was lovely. Communication was quick and very helpful! We will be back"
United States
Erin P.
The price is CA $220
CA $518 total
includes taxes & fees
Jun 18 - Jun 19
Lookout Point @ Coakley Bay

"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 CA $203
CA $496 total
includes taxes & fees
Jun 21 - Jun 22
"Spectacular Ocean Views" at Calypso Castillo!

Buck Island Views North Shore: Mermaid & Windsors

Buck Island Views North Shore: Mermaid & Windsors
Northcentral
The price is CA $132
CA $373 total
includes taxes & fees
Jun 18 - Jun 19
Buck Island Views North Shore: Mermaid & Windsors

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 CA $139
CA $374 total
includes taxes & fees
Jun 18 - Jun 19
Island Life#2 @Bay Garden Live Local. GOOD PRICE!!Clean with Ocean views

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 CA $287
CA $886 total
includes taxes & fees
Jun 18 - Jun 19
The Queen’s Quarters- 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 Anguilla Hotel Reviews

Find out more about Estate Anguilla

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation 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 or room. 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 vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . 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 . 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 vacation rental 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 vacation 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 short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find vacation rentals in Estate Anguilla?

Yes, we give you a choice of vacation rentals close to popular local attractions in Estate Anguilla, or you can select a secluded option if you're looking for a relaxing stay.

What are some of the best vacation rentals in Estate Anguilla?

Sugar Apple Bed & Breakfast: This vacation home rental near Estate Anguilla 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 like a microwave and a coffee maker can make your vacation run smoothly. Make the most of the garden in this rental home to help you unwind.

What can I see and do in Estate Anguilla?

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

What are vacation rentals like in Estate Anguilla?

Vacation rentals are private properties you can reserve for several days or more in Estate Anguilla. Vacation rentals offer amenities such as kitchens and laundry facilities to help you enjoy your stay. If you're concerned about a sanitized environment, a vacation rental can offer a sense of seclusion away from shared hotel elevators and busy reception areas while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental a great option for a family getaway.