Estate Anguilla Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Our top choices for Estate Anguilla holiday rentals

10.0 out of 10, Exceptional, (2)
"The location was just perfect with a 9 hole golf course, Ollie’s a terrific quick breakfast/lunch place and Duggins one of the best restaurants on the island. The owners are very responsive and friendly. The views are magnificent. I wouldn’t stay anywhere else."
United States
Lou S.
The price is AU$885
includes taxes & fees
26 Dec - 27 Dec
Beautiful 2-bd condo w/ views walking distance to beach in amazing Christiansted
9.4 out of 10, Exceptional, (63)
"Wonderful stay. Accomodating host."
United States
Alex G.
The price is AU$245
includes taxes & fees
25 Dec - 26 Dec
STUDIO APT. a/c - stable wifi - filtered tap water - 5 min. to the boardwalk
The price is AU$516
includes taxes & fees
26 Dec - 27 Dec
All new King suite on the North Shore with access to marketplace and pool
9.4 out of 10, Exceptional, (3)
"The host is above and beyond what you could ask for. I definitely recommend this experience for any nature lover. The site was definitely worth the stay to hear all the beautiful sounds of St Croix. One of our favorite parts was watching the lizards in the grass behind the camp stove, there was such a variety and they just hung out without worry of being watched. We didn’t stay at his container home next door, but we saw it and it would be a perfect combination for a family with kids who want...
United States
Chassity
The price is AU$165
includes taxes & fees
26 Dec - 27 Dec
Sunset Villas"Tecoma Stans" Glamping Tent Walking Distance to the Beach

Aparthotel in Christiansted Historic District

Historic Apt in Heart of Christiansted
3.5 star property
9.4 out of 10, Exceptional, (17)
"Excellent location "
United States
Brian G
The price is AU$378
includes taxes & fees
24 Jan - 25 Jan 2026
Historic Apt in Heart of Christiansted

Holiday Home in Christiansted Historic District

The Crucian Queen - AC - Walkable
2.0 star property
The price is AU$788
includes taxes & fees
5 Jan - 6 Jan 2026
The Crucian Queen - AC - Walkable

Holiday Home in Christiansted Historic District

The Queen’s Quarters- King Suite - AC - Walkable
2.0 star property
The price is AU$1,024
includes taxes & fees
8 Jan - 9 Jan 2026
The Queen’s Quarters- King Suite - AC - Walkable

Apartment in Christiansted Historic District

Queen's Promise - King Suite - AC - Walkable
2.0 star property
The price is AU$861
includes taxes & fees
5 Jan - 6 Jan 2026
Queen's Promise - King Suite - AC - Walkable
10.0 out of 10, Exceptional, (1)
"We enjoyed our stay. Host was very responsive and condo was great! Great location too!"
United States
christine b.
The price is AU$874
includes taxes & fees
26 Dec - 27 Dec
2 Bedroom Sleeps 6 - Cozy Condo with beach access
The price is AU$278
includes taxes & fees
25 Dec - 26 Dec
A safe, family friendly bird watchers paradise with a beautiful ocean view.
10.0 out of 10, Exceptional, (1)
"Didn't stay there but the host was very courteous "
United States
Gary
The price is AU$614
includes taxes & fees
25 Dec - 26 Dec
Island Life#2 @Bay Garden Live Local. GOOD PRICE!!Clean with Ocean views
10.0 out of 10, Exceptional, (1)
"It is a lovely home. The property is immaculate and it was very smooth no complaints. The home owner is a pleasant and kind man. I highly recommend a stay here. You will not be disappointed "
United States
Benjamin C.
The price is AU$1,027
includes taxes & fees
28 Dec - 29 Dec
Tranquil Buck Island Views - Steps from the Beach
9.2 out of 10, Wonderful, (18)
"great place in st. croix. Our host Russell made it very easy and accommodating"
United States
jeffrey b.
The price is AU$473
includes taxes & fees
25 Dec - 26 Dec
Your Caribbean home away from home
8.6 out of 10, Excellent, (14)
"Great stay "
United States
Andrew
The price is AU$952
includes taxes & fees
31 Dec - 1 Jan 2026
Gorgeous Ocean Views! Welcome to Bella Breeze! BeachFront 2BR 2BA
9.6 out of 10, Exceptional, (12)
"Beautiful view, very close to beaches, overall it was a great stay."
United States
Nelicia N.
The price is AU$317
includes taxes & fees
9 Jan - 10 Jan 2026
Sunset Villas "Good Morning" Tiny Home Container
10.0 out of 10, Exceptional, (143)
"We enjoyed our stay at Island Oasis, with an excellent location, a good apartment, and an amazing breakfast view from the balcony."
United States
Lucci S.
The price is AU$674
includes taxes & fees
7 Jan - 8 Jan 2026
HOLIDAY SPECIAL! Island Oasis-Luxury condo at Pelican Cove
8.6 out of 10, Excellent, (69)
"LllIt was cool once the air condition was finally fixed"
United States
Danielle B.
The price is AU$522
includes taxes & fees
10 Jan - 11 Jan 2026
Luxe Condo On the Beach: Pool, Hot Tub + FREE WiFi

Apartment in Christiansted

Private & Cozy 1 Bed/1 Bath Apartment
9.8 out of 10, Exceptional, (7)
"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 AU$361
includes taxes & fees
25 Dec - 26 Dec
Private & Cozy 1 Bed/1 Bath Apartment
9.0 out of 10, Wonderful, (2)
"Excellent place, I would stay again please fix the water pressure only complain slow water pressure."
United States
Racquel F.
The price is AU$745
includes taxes & fees
11 Jan - 12 Jan 2026
Luxury 2 bedroom home next to Buccaneer Resort
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Estate Anguilla Hotel Reviews

Find out more about Estate Anguilla

Everything you need to know about Estate Anguilla 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 Anguilla 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 Anguilla holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Estate Anguilla holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Estate Anguilla. 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 Anguilla 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 Anguilla holiday rentals we have selected for you start as low as AU$378 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Estate Anguilla rentals

At Expedia, we put the best Estate Anguilla 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 Anguilla 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 Anguilla 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 Anguilla. 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

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?

Sugar Apple Bed & Breakfast: This holiday home rental outside of 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 such as a microwave and an electric kettle can make your holiday run smoothly. Make the most of garden in this rental home to help you unwind.

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 Carambola Golf Club and St. Croix Government House.

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.