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Anguilla Vacation Travel Guide

Vacationing is good for the soul. It lets you rest, relax, recharge, and refresh, so you’re ready to take on new endeavors when you return home. When it’s time to let loose and embark on a group adventure or unwind and rejuvenate on a solo sojourn, turn to Expedia for major discounts on Anguilla vacation packages.

It’s easy to book the getaway of your dreams when you search through our selection of Anguilla vacations. Our goal? To create the perfect trip for you by providing the largest selection of vacation packages. Confidently book your getaway thanks to our trustworthy recommendations and verified consumer reviews from travelers just like you. Personalize your Anguilla package with our myriad of hotel rooms and flight tickets, which help to create a vacation specifically for you. Simply sort through our selection and pick and choose the elements that best suit your preferences and price range.

Because we offer the best rates, you can book your travel reservations knowing you won’t find lower prices elsewhere. These discounts are so great, you’ll feel like you gained the title of the ultimate bargain hunter with our Anguilla vacation package deals. Whether you’re looking to book multiple flights, stay at the fanciest hotel, or explore the hottest local attractions, you’ll find discounted travel arrangements within your budget right here. You shouldn’t have a care in the world when you go on vacation, so our discounts allow you to rest easy without giving your bank account a second thought. Save money on your vacation today and revel in your much-deserved getaway tomorrow.


Top Hotel Deals

See all 217 Hotels in Anguilla
Ani Villas Anguilla

Ani Villas Anguilla

Limestone Bay Road, Crocus Hill, The Valley
4.5 out of 5.0

Situated in The Valley, this luxury villa is 2.1 mi (3.4 km) from Wallblake House and within 9 mi (15 km) of Shoal Bay Beach and Savanna Bay Beach. Scilly Cay and Rendezvous Bay Beach are also within 9 mi (15 km).

$795
Covecastles Resort Anguilla

Covecastles Resort Anguilla

Shoal Bay West, West End Village
4.0 out of 5.0

This West End Village resort is on the beach, 1.7 mi (2.8 km) from Barnes Bay, and within 9 mi (15 km) of Rendezvous Bay Beach and Wallblake House. Shoal Bay Beach is 12 mi (19.3 km) away.

Anguilla's Bird of Paradise

Anguilla's Bird of Paradise

Sandy Hill Beach, The Valley
4.5 out of 5.0

Offering direct access to the beach, this The Valley villa is 2.2 mi (3.5 km) from Savanna Bay Beach and 3.8 mi (6.1 km) from Shoal Bay Beach.

Sheriva Luxury Villas and Suites

Sheriva Luxury Villas and Suites

Maundays Bay Rd, West End Village
5.0 out of 5.0

This family-friendly West End Village condo is located on the waterfront, within 3 mi (5 km) of Barnes Bay and Rendezvous Bay Beach. Shoal Bay Beach and Wallblake House are also within 12 mi (20 km).

Waves on Shoal Bay Villa

Waves on Shoal Bay Villa

Shoal Bay, Shoal Bay
4.5 out of 5.0

Situated near the beach, this luxury villa is 1 mi (1.5 km) from Shoal Bay Beach and 3 mi (4.9 km) from Scilly Cay. Captain's Bay Beach and Wallblake House are also within 6 mi (10 km).

CéBlue

CéBlue

1264 Valley Road, The Valley
5.0
of 5, from 2 reviews
4.5 out of 5.0

This The Valley villa is on the beach, 1.5 mi (2.4 km) from Wallblake House, and within 9 mi (15 km) of Shoal Bay Beach and Savanna Bay Beach. Rendezvous Bay Beach and Captain's Bay Beach are also within 9 mi (15 km).

Villa Exclusivity at Captain's Bay

Villa Exclusivity at Captain's Bay

#1 Captain's Bay, Island Harbour
4.0 out of 5.0

Nestled on the beach, this Island Harbour villa is within 3 mi (5 km) of Captain's Bay Beach, Savanna Bay Beach, and Scilly Cay. Shoal Bay Beach and Wallblake House are also within 9 mi (15 km).

Top Deals on Flights

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.