Anguilla Holidays

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    Better together

    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place

Top hotels in Anguilla

Roy's Cabins & Campgrounds
Roy's Cabins & Campgrounds
2 out of 5
7 Roy's Store Rd, Hollandale, MS
Fully refundableReserve now, pay when you stay
The price is S$172 per night from 21 Jul to 22 Jul
S$172
21 Jul - 22 Jul
includes taxes & fees
"The view is great. The cabin is fine. There was a cleaning fee. I was only there 1 night."

Reviewed on 27 Apr, 2025

Roy's Cabins & Campgrounds
Rolling Fork Motel
Rolling Fork Motel
2 out of 5
21015 U.S. 61, Rolling Fork, MS
The price is S$89 per night from 25 Jul to 26 Jul
S$89
25 Jul - 26 Jul
includes taxes & fees
6.6/10 (11 reviews)
"This is a motel in a very rural area. The desk person was nice. The room was not high quality, but I wasn’t expecting much. Shower felt nice. TV did not work. Crushed limestone parking lot tracks mud everywhere. The room had been smoked in in the past, which I really dislike. We stayed for a hunting ..."

Reviewed on 11 Jan, 2025

Rolling Fork Motel
See all 4 properties in Anguilla
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.

Frequently asked questions

How much does an Anguilla holiday package cost?
You can grab a holiday package to this popular destination on Expedia. However, how much your holiday to Anguilla costs will depend on the length of stay, hotel choice and season.
What are the cheapest months to go to Anguilla?
You're likely to find reduced prices and better availability in January, February and November. Explore our cheap Anguilla holiday packages and you could score some great off-season discounts.
How many days is enough for Anguilla?
Typically, a handful of days is enough to visit the main sights during your Anguilla holiday. However, if you'd like to have time to relax or take day tours, think about extending your trip.
How to find the best Anguilla package deals?
Finding a cheap Anguilla package deal is a cinch with Expedia. Once you've entered your destination and preferred dates under our "Packages" tab, set your budget range, add a couple of filters and browse what's available. You can customise your search by "Area," "Amenities," "Property type" and more. Order the results by "Price: low to high" to discover the most affordable Anguilla package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are usually lower.
Is it cheaper to book an Anguilla holiday as a package?
Expedia holiday packages are designed to give you more bang for your buck. Bundle your hotel, flight and car rental into one great-value price and you could save hundreds of dollars. You'll generally score a better deal than booking each component separately. And you'll still have the freedom to create a personalised Anguilla holiday by choosing your favourite type of stay, airline and car class.
When to book a holiday package to Anguilla?
Secure fantastic discounts by booking your flights ahead of time with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for a spur-of-the-moment Anguilla adventure.
How to plan a trip to Anguilla?

  1. Pick the best time to travel: Your schedule, preferred season and the type of weather you like can all influence your decision on when to travel to Anguilla.
  2. Plan your budget wisely: Besides the price of your stay, you'll need to factor in other expenses too. These include flights, food and transportation. Also, put aside a little extra for unexpected costs that may arise during your trip to Anguilla.
  3. Decide your trip length: Consider how long you'd like to spend discovering Anguilla. Plan your days so you can get to all the attractions and experiences you're interested in at a leisurely pace.
  4. Combine your hotel and flights: Awesome destination, check. Length of stay, check. All that's left is to find an Anguilla holiday package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.