Anguilla Vacations from $671

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The Latest Anguilla vacation packages

Price found within the past 48 hours. Click for updated prices.
Quality Inn Indianola

Quality Inn Indianola

2.5 out of 5
Price was $706, price is now $671 per person
$671
per person
Feb 5 - Feb 9
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Greenville (GLH)
7.4/10 Good! (175 reviews)
The staff member at reception was friendly and professional. She immediately made our choice of lodging exceptional. Room 103 was an assigned and so far was the highlight of our lodging stays this year. The height of the toilet, premium towels and a walk-in shower designed in heaven allowed a tired, disabled couple a pleasant respite on their way to a winter's stay in Florida.

Reviewed on Nov 12, 2026

Red Leaf Cottages

Red Leaf Cottages

3 out of 5
Price was $860, price is now $793 per person
$793
per person
Feb 5 - Feb 9
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Greenville (GLH)
9/10 Wonderful! (28 reviews)

Turn On Inn

Turn On Inn

3 out of 5
Price was $841, price is now $793 per person
$793
per person
Feb 5 - Feb 9
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Greenville (GLH)
9.6/10 Exceptional! (95 reviews)
While the whole place was quaint, and the manager was friendly, our overnight stay was a little rougher than we had counted on. The bed was quite uncomfortable, and the room was cold. The heat exchanger only worked on the emergency setting, unfortunately. It was okay,but I don't think we'll stay there next time.

Reviewed on Nov 11, 2026

Cotton House, Cleveland, a Tribute Portfolio Hotel

Cotton House, Cleveland, a Tribute Portfolio Hotel

3.5 out of 5
Price was $886, price is now $843 per person
$843
per person
Feb 5 - Feb 9
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Greenville (GLH)
9/10 Wonderful! (717 reviews)

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Anguilla Hotel Deals

Rolling Fork Motel

Rolling Fork Motel

2.5 out of 5
21015 U.S. 61 Rolling Fork MS
$44 nightly
The price is $47 total per night from Nov 16 to Nov 17
$47 total
Nov 16 - Nov 17
Total with taxes and fees
5.6/10 (26 reviews)
"Worst place ever nasty and rude"

Reviewed on Nov 10, 2026

Rolling Fork Motel
4-bedroom house in welcoming Mayersville with cool AC

4-bedroom house in welcoming Mayersville with cool AC

Mayersville MS
$400 nightly
The price is $428 total per night from Nov 17 to Nov 18
$428 total
Nov 17 - Nov 18
Total with taxes and fees
4-bedroom house in welcoming Mayersville with cool AC
Roy's Cabins & Campgrounds

Roy's Cabins & Campgrounds

2 out of 5
7 Roy's Store Rd Hollandale MS
6.8/10 (9 reviews)
"The view is great. The cabin is fine. There was a cleaning fee. I was only there 1 night."

Reviewed on Apr 27, 2025

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Roy's Cabins & Campgrounds
See all 6 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.

Find the Best Anguilla Vacation Packages

Anguilla Essential Information

Language
English
Currency
U.S dollars
Population
670

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Frequently asked questions

Do you need to rent a car in Anguilla, or is public transport enough?
Anguilla, as an outdoor and nature destination known for romantic getaways, is best explored with a rental car for maximum flexibility. Having a car allows you to easily reach various scenic spots and outdoor activities at your own pace. For Anguilla vacation packages with flights, a rental car can be added to your booking, providing convenient access to different areas. This is especially useful for those planning an Anguilla vacation package focused on exploring the natural beauty and diverse outdoor offerings.
Can I change or cancel my Anguilla vacation package if my plans change?
Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.
Do One Key members get extra savings when booking Anguilla vacation packages?
Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.
Does Expedia offer Book Now, Pay Later Anguilla vacation packages?
Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Anguilla vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.
How can I save money on a Anguilla vacation package?
When you bundle, you can save up to 30%*. To save money on a Anguilla package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.
How do I find last-minute vacation packages to Anguilla?
To find last-minute vacation packages to Anguilla, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.
How does free cancellation work on Anguilla vacation packages?
Free cancellation on a Anguilla vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.
Is it cheaper to book a Anguilla vacation as a package or separately?
Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Anguilla getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
Why should I book my Anguilla vacation package with Expedia?
Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.