Little Harbour Vacations

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  • Plan, book, travel with confidence

  • Better together

    Save up to ￥109,000 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Find the Best Little Harbour Vacation Packages

Little Harbour Hotel Deals

Stunning 6 bedroom waterfront villa with wooden dock

Stunning 6 bedroom waterfront villa with wooden dock

Little harbour Anguilla
The price is ￥362,871 per night from Nov 1 to Nov 2
￥362,871
￥497,922 total
Nov 1 - Nov 2
includes taxes & fees
10/10 Exceptional! (2 reviews)
Fantastic
"Was an absolute wonderful experience from beginning to end. Not a single complaint. Beautiful home with beautiful views. Would recommend"

Reviewed on Jun 2, 2025

Stunning 6 bedroom waterfront villa with wooden dock
Anguilla Vacation Home – Cradle Grove

Anguilla Vacation Home – Cradle Grove

Little Harbour Anguilla
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Anguilla Vacation Home – Cradle Grove
Anguilla Great House Beach Resort

Anguilla Great House Beach Resort

3.5 out of 5
Rendezvous Bay Rendezvous Bay
The price is ￥28,086 per night from Nov 12 to Nov 13
￥28,086
￥35,598 total
Nov 12 - Nov 13
includes taxes & fees
Anguilla Great House Beach Resort
See all 353 properties in Little Harbour
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 a Little Harbour vacation package cost?
You'll find cheap prices on Expedia for your Little Harbour getaway. However, factors like the season, choice of hotel and length of stay will influence how much your vacation to Little Harbour costs.
What are the cheapest months to go to Little Harbour?
June, August and September are great times to search for cheap Little Harbour vacation packages. Choosing to travel in less busy periods means you can typically find reduced prices on flights and accommodations.
How many days is enough for Little Harbour?
Generally, a handful of days is enough to explore the top attractions during your Little Harbour vacation. However, if you'd like to have time to unwind or take day tours, consider extending your itinerary.
How to find the best Little Harbour package deals?
Begin your search for a Little Harbour package deal by entering your destination and preferred travel dates under our "Packages" tab. Then apply some filters, like "Property type" and "Amenities," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the perfect Little Harbour package deal straight away, simply switch up your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Little Harbour escape underway.
Is it cheaper to book a Little Harbour vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your hotel, car rental and flight into one great-value price and enjoy significant savings. You'll typically get a better deal than booking each component individually. And you'll still enjoy the freedom to create a tailored Little Harbour vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Little Harbour?
If you're planning an impromptu Little Harbour adventure, browse our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can score awesome deals on your flights and hotels by booking well in advance.
How to plan a trip to Little Harbour?

  1. Choose your travel dates: What you plan to do in Little Harbour and your favorite season will help you decide when to travel.
  2. Budget wisely: As well as the cost of your hotel, you'll need to factor in other expenses too. These include food, flights and transportation. Also, set aside a little extra for unexpected costs that may arise during your trip to Little Harbour.
  3. Decide your trip length: Think about how long you want to spend discovering Little Harbour. Plan your itinerary so you can get to all the attractions and activities you're interested in at a leisurely pace.
  4. Combine your hotel and flights: Epic destination, check. Length of stay, check. All that's left now is to find a Little Harbour vacation 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.