Little Harbour Vacations from $2,790

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Your Little Harbour Vacation

An easy way to experience this city is with a custom-made Little Harbour vacation package. Stay in the neighborhood of Maho, which is good for dining, golfing and coastal beaches or go someplace else — our packages are all about you. Fill your spare time with tours of Crocus Bay Beach, Sandy Hill Beach and Little Bay, some of the top attractions you shouldn't miss during your trip to Little Harbour. Whoever you're going away with and whether your budget is big or small, your ultimate Little Harbour vacation is just clicks away with Expedia.

The Latest Little Harbour vacation packages

Price found within the past 48 hours. Click for updated prices.
Rendezvous Bay Hotel

Rendezvous Bay Hotel

3.5 out of 5
Price was $3,483, price is now $2,790 per person
$2,790
per person
Jan 26 - Feb 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
9/10 Wonderful! (34 reviews)
stayed there in previous years, the hotel would need some upgrade. not to make it luxury, but not so „run out“. maybe depends on room you stay in, they have different standards/settings… location is quiet and probably most beautiful beach/spot, very private and relaxing.

Reviewed on May 15, 2026

Aurora Anguilla Resort & Golf Club

Aurora Anguilla Resort & Golf Club

5 out of 5
Save 100% on your flight
Price was $4,951, price is now $3,642 per person
$3,642
per person
Feb 4 - Feb 9
found 1 day ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
9.6/10 Exceptional! (207 reviews)

Quintessence Hotel Anguilla

Quintessence Hotel Anguilla

4.5 out of 5
Price was $5,379, price is now $4,329 per person
$4,329
per person
Jan 26 - Feb 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
9.8/10 Exceptional! (50 reviews)
Literally the best service I’ve ever had! Every single staff member was just amazing. We can’t wait to go back

Reviewed on Nov 12, 2026

6 BR Villa With Concierge Amenities Pool

6 BR Villa With Concierge Amenities Pool

2 out of 5
Price was $9,542, price is now $7,836 per person
$7,836
per person
Jan 26 - Feb 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
No reviews

6 BR Villa On Crocus Bay With Pool Concierge

6 BR Villa On Crocus Bay With Pool Concierge

2 out of 5
Price was $9,542, price is now $7,836 per person
$7,836
per person
Jan 26 - Feb 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
No reviews

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Little Harbour Hotel Deals

Stunning 6 bedroom waterfront villa with wooden dock

Stunning 6 bedroom waterfront villa with wooden dock

Little harbour Anguilla
$2,496 nightly
The price is $3,025 total per night from Nov 14 to Nov 15
$3,025 total
Nov 14 - Nov 15
Total with taxes and 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
Get rates
Anguilla Vacation Home – Cradle Grove
Anguilla Great House Beach Resort

Anguilla Great House Beach Resort

3.5 out of 5
Rendezvous Bay Rendezvous Bay
$205 nightly
The price is $229 total per night from Nov 15 to Nov 16
$229 total
Nov 15 - Nov 16
Total with taxes and fees
Anguilla Great House Beach Resort
See all 351 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.

Find the Best Little Harbour Vacation Packages

Little Harbour Essential Information

Language
English
Currency
East Caribbean dollars
Closest Airport
Clayton J. Lloyd Intl. Airport (AXA)
Top Sights
Crocus Bay Beach, Little Bay and Sandy Hill Beach

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Frequently asked questions

How much does a Little Harbour vacation package cost?
You'll find cheap prices from $2,790 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?
You can generally find lower prices and better availability in July, August and December. Check out our cheap Little Harbour vacation packages and you could score some great off-season deals.
How many days is enough for Little Harbour?
With a well-organized travel plan, you can easily hit the main Little Harbour sights in a few days. But if you want to discover lesser-known spots or take day trips, think about booking your Little Harbour vacation for longer.
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.
Does Expedia offer Book Now, Pay Later Little Harbour vacation packages?
If you're like us, you love jet-setting around the world but are not a fan of the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the overall cost of your Little Harbour trip over 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can secure great vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.