Cheap Vacations in Anguilla

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Anguilla vacations

Price found within the past 48 hours. Click for updated prices.
Sheriva Luxury Villas and Suites

Sheriva Luxury Villas and Suites

4 out of 5
Save 100% on your flight
per person
Jun 24 - Jun 28
Roundtrip non-stop flight included
Newark (EWR) to The Valley (AXA)
Malliouhana Resort Anguilla

Malliouhana Resort Anguilla

5 out of 5
per person
Jun 24 - Jun 28
Roundtrip non-stop flight included
Newark (EWR) to The Valley (AXA)
Aurora Anguilla Resort & Golf Club

Aurora Anguilla Resort & Golf Club

5 out of 5
per person
Jun 24 - Jun 28
Roundtrip non-stop flight included
Newark (EWR) to The Valley (AXA)
Zemi Beach House, LXR Hotels & Resorts

Zemi Beach House, LXR Hotels & Resorts

5 out of 5
per person
Jun 24 - Jun 28
Roundtrip non-stop flight included
Newark (EWR) to The Valley (AXA)
Villa Kaiae

Villa Kaiae

3 out of 5
per person
Jun 24 - Jun 28
Roundtrip non-stop flight included
Newark (EWR) to The Valley (AXA)
Fountain Anguilla

Fountain Anguilla

3.5 out of 5
per person
Jun 24 - Jun 28
Roundtrip non-stop flight included
Newark (EWR) to The Valley (AXA)
Coralito Bay Suites & Villas

Coralito Bay Suites & Villas

3.5 out of 5
per person
Jun 24 - Jun 28
Roundtrip non-stop flight included
Newark (EWR) to The Valley (AXA)
Edwards Guesthouse

Edwards Guesthouse

2.5 out of 5
Sandy Ground
per person
Jun 24 - Jun 28
Roundtrip non-stop flight included
Newark (EWR) to The Valley (AXA)
Milly's Inn

Milly's Inn

2 out of 5
per person
Jun 24 - Jun 28
Roundtrip non-stop flight included
Newark (EWR) to The Valley (AXA)
Cap Juluca, A Belmond Hotel, Anguilla

Cap Juluca, A Belmond Hotel, Anguilla

5 out of 5
per person
Jun 24 - Jun 28
Roundtrip non-stop flight included
Newark (EWR) to The Valley (AXA)

4-night Anguilla vacations

Price found within the past 48 hours. Click for updated prices.
Sheriva Luxury Villas and Suites

Sheriva Luxury Villas and Suites

4 out of 5
Save 100% on your flight
per person
Jun 24 - Jun 28
Roundtrip non-stop flight included
Newark (EWR) to The Valley (AXA)
Malliouhana Resort Anguilla

Malliouhana Resort Anguilla

5 out of 5
per person
Jun 24 - Jun 28
Roundtrip non-stop flight included
Newark (EWR) to The Valley (AXA)
Aurora Anguilla Resort & Golf Club

Aurora Anguilla Resort & Golf Club

5 out of 5
per person
Jun 24 - Jun 28
Roundtrip non-stop flight included
Newark (EWR) to The Valley (AXA)
Zemi Beach House, LXR Hotels & Resorts

Zemi Beach House, LXR Hotels & Resorts

5 out of 5
per person
Jun 24 - Jun 28
Roundtrip non-stop flight included
Newark (EWR) to The Valley (AXA)
Villa Kaiae

Villa Kaiae

3 out of 5
per person
Jun 24 - Jun 28
Roundtrip non-stop flight included
Newark (EWR) to The Valley (AXA)
Fountain Anguilla

Fountain Anguilla

3.5 out of 5
per person
Jun 24 - Jun 28
Roundtrip non-stop flight included
Newark (EWR) to The Valley (AXA)
Coralito Bay Suites & Villas

Coralito Bay Suites & Villas

3.5 out of 5
per person
Jun 24 - Jun 28
Roundtrip non-stop flight included
Newark (EWR) to The Valley (AXA)
Edwards Guesthouse

Edwards Guesthouse

2.5 out of 5
per person
Jun 24 - Jun 28
Roundtrip non-stop flight included
Newark (EWR) to The Valley (AXA)
Milly's Inn

Milly's Inn

2 out of 5
per person
Jun 24 - Jun 28
Roundtrip non-stop flight included
Newark (EWR) to The Valley (AXA)
Cap Juluca, A Belmond Hotel, Anguilla

Cap Juluca, A Belmond Hotel, Anguilla

5 out of 5
per person
Jun 24 - Jun 28
Roundtrip non-stop flight included
Newark (EWR) to The Valley (AXA)
Four Seasons Resort and Residences Anguilla

Four Seasons Resort and Residences Anguilla

5 out of 5
per person
Jun 24 - Jun 28
Roundtrip non-stop flight included
Newark (EWR) to The Valley (AXA)
White Sands Anguilla

White Sands Anguilla

3.5 out of 5
per person
Jun 24 - Jun 28
Roundtrip non-stop flight included
Newark (EWR) to The Valley (AXA)

Top places to visit in Anguilla

Anguilla featuring a sandy beach, general coastal views and landscape views
FlightsFlightsHotelsHotels

The Valley

The Valley

Flight deals to Anguilla

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Mon, Jun 10 - Mon, Jun 17
EWR
Newark
AXA
The Valley
$356 Roundtrip, found 2 days ago
$356
Roundtrip
found 2 days ago
Select American Airlines flight, departing Mon, Jun 10 from Newark to The Valley, returning Mon, Jun 17, priced at $356 found 2 days ago
Sun, Jun 16 - Thu, Jun 20
JFK
New York
AXA
The Valley
$364 Roundtrip, found 21 hours ago
$364
Roundtrip
found 21 hours ago
Select American Airlines flight, departing Sun, Jun 16 from New York to The Valley, returning Thu, Jun 20, priced at $364 found 21 hours ago
Mon, Jun 10 - Wed, Jun 26
MIA
Miami
AXA
The Valley
$441 Roundtrip, found 6 days ago
$441
Roundtrip
found 6 days ago
Select American Airlines flight, departing Mon, Jun 10 from Miami to The Valley, returning Wed, Jun 26, priced at $441 found 6 days ago

Top rated hotels for your Anguilla vacation

Four Seasons Resort and Residences Anguilla

Four Seasons Resort and Residences Anguilla

5 out of 5
Barnes Bay, West End Village
6.06 mi from city center
The price is $845 per night
$845
per night
Jun 5 - Jun 6
When you stay at Four Seasons Resort and Residences Anguilla in West End Village, you'll be on the beach and 10.6 mi (17.1 km) from Shoal Bay Beach.
Aurora Anguilla Resort & Golf Club

Aurora Anguilla Resort & Golf Club

5 out of 5
Rendezvous Bay, Rendezvous Bay
4.93 mi from city center
The price is $299 per night
$299
per night
May 24 - May 25
Located in Rendezvous Bay, Aurora Anguilla Resort & Golf Club is by the ocean, a 5-minute drive from Sandy Island and 7 minutes from Blowing Point Ferry Terminal.
Cap Juluca, A Belmond Hotel, Anguilla

Cap Juluca, A Belmond Hotel, Anguilla

5 out of 5
Maundays Bay, Maunday's Bay
6.82 mi from city center
The price is $1,045 per night
$1,045
per night
Jun 2 - Jun 3
With a stay at Cap Juluca, A Belmond Hotel, Anguilla in Maunday's Bay, you'll be next to a golf course, just a 2-minute walk from Cove Bay and 7 minutes by foot from Maundays Bay.
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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.

^Savings based on all package bookings with Flight + Hotel made on CheapTickets.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.