Cheap Vacations in Anguilla

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Anguilla vacations

Price found within the past 48 hours. Click for updated prices.
Edwards Guesthouse

Edwards Guesthouse

2.5 out of 5
Sandy Ground
per person
Jul 2 - Jul 7
Roundtrip flight included
Newark (EWR) to The Valley (AXA)
CéBlue

CéBlue

5 out of 5
per person
Jun 28 - Jul 6
Roundtrip non-stop flight included
Atlanta (ATL) to The Valley (AXA)
Malliouhana Resort Anguilla

Malliouhana Resort Anguilla

5 out of 5
per person
Jun 29 - Jul 6
Roundtrip non-stop flight included
New York (JFK) to The Valley (AXA)
Aurora Anguilla Resort & Golf Club

Aurora Anguilla Resort & Golf Club

5 out of 5
per person
Jun 29 - Jul 6
Roundtrip non-stop flight included
New York (JFK) to The Valley (AXA)
Sheriva Luxury Villas and Suites

Sheriva Luxury Villas and Suites

4 out of 5
Save 100% on your flight
per person
Jun 20 - Jun 24
Roundtrip non-stop flight included
New York (JFK) to The Valley (AXA)
Zemi Beach House, LXR Hotels & Resorts

Zemi Beach House, LXR Hotels & Resorts

5 out of 5
per person
Jun 29 - Jul 6
Roundtrip non-stop flight included
New York (JFK) to The Valley (AXA)
Fountain Anguilla

Fountain Anguilla

3.5 out of 5
per person
Jun 29 - Jul 6
Roundtrip non-stop flight included
New York (JFK) to The Valley (AXA)
Rendezvous Bay Hotel

Rendezvous Bay Hotel

3.5 out of 5
per person
Jun 29 - Jul 6
Roundtrip non-stop flight included
New York (JFK) to The Valley (AXA)
Coralito Bay Suites & Villas

Coralito Bay Suites & Villas

3.5 out of 5
per person
Jul 2 - Jul 7
Roundtrip flight included
Newark (EWR) to The Valley (AXA)
Milly's Inn

Milly's Inn

2 out of 5
per person
Jun 29 - Jul 6
Roundtrip non-stop flight included
New York (JFK) to The Valley (AXA)

4-night Anguilla vacations

Price found within the past 48 hours. Click for updated prices.
Edwards Guesthouse

Edwards Guesthouse

2.5 out of 5
per person
Jun 20 - Jun 24
Roundtrip non-stop flight included
New York (JFK) to The Valley (AXA)
Sheriva Luxury Villas and Suites

Sheriva Luxury Villas and Suites

4 out of 5
Save 100% on your flight
per person
Jun 20 - Jun 24
Roundtrip non-stop flight included
New York (JFK) to The Valley (AXA)
Aurora Anguilla Resort & Golf Club

Aurora Anguilla Resort & Golf Club

5 out of 5
per person
Jun 20 - Jun 24
Roundtrip non-stop flight included
New York (JFK) to The Valley (AXA)
Zemi Beach House, LXR Hotels & Resorts

Zemi Beach House, LXR Hotels & Resorts

5 out of 5
per person
Jun 20 - Jun 24
Roundtrip non-stop flight included
New York (JFK) to The Valley (AXA)
Malliouhana Resort Anguilla

Malliouhana Resort Anguilla

5 out of 5
per person
Jun 20 - Jun 24
Roundtrip non-stop flight included
New York (JFK) to The Valley (AXA)
Villa Kaiae

Villa Kaiae

3 out of 5
per person
Jun 20 - Jun 24
Roundtrip non-stop flight included
New York (JFK) to The Valley (AXA)
Fountain Anguilla

Fountain Anguilla

3.5 out of 5
per person
Jun 20 - Jun 24
Roundtrip non-stop flight included
New York (JFK) to The Valley (AXA)
Coralito Bay Suites & Villas

Coralito Bay Suites & Villas

3.5 out of 5
per person
Jun 20 - Jun 24
Roundtrip non-stop flight included
New York (JFK) to The Valley (AXA)
Milly's Inn

Milly's Inn

2 out of 5
per person
Jun 20 - Jun 24
Roundtrip non-stop flight included
New York (JFK) to The Valley (AXA)
Four Seasons Resort and Residences Anguilla

Four Seasons Resort and Residences Anguilla

5 out of 5
per person
Jun 20 - Jun 24
Roundtrip non-stop flight included
New York (JFK) to The Valley (AXA)
Cap Juluca, A Belmond Hotel, Anguilla

Cap Juluca, A Belmond Hotel, Anguilla

5 out of 5
per person
Jun 20 - Jun 24
Roundtrip non-stop flight included
New York (JFK) to The Valley (AXA)
White Sands Anguilla

White Sands Anguilla

3.5 out of 5
per person
Jun 20 - Jun 24
Roundtrip non-stop flight included
New York (JFK) to The Valley (AXA)

5-night Anguilla vacations

Price found within the past 48 hours. Click for updated prices.
Milly's Inn

Milly's Inn

2 out of 5
per person
Jun 18 - Jun 23
Roundtrip non-stop flight included
New York (JFK) to The Valley (AXA)
Aurora Anguilla Resort & Golf Club

Aurora Anguilla Resort & Golf Club

5 out of 5
per person
Jun 18 - Jun 23
Roundtrip non-stop flight included
New York (JFK) to The Valley (AXA)
Villa Kaiae

Villa Kaiae

3 out of 5
per person
Jun 18 - Jun 23
Roundtrip non-stop flight included
New York (JFK) to The Valley (AXA)
Malliouhana Resort Anguilla

Malliouhana Resort Anguilla

5 out of 5
per person
Jun 18 - Jun 23
Roundtrip non-stop flight included
New York (JFK) to The Valley (AXA)
Fountain Anguilla

Fountain Anguilla

3.5 out of 5
per person
Jun 18 - Jun 23
Roundtrip non-stop flight included
New York (JFK) to The Valley (AXA)
Rendezvous Bay Hotel

Rendezvous Bay Hotel

3.5 out of 5
per person
Jun 18 - Jun 23
Roundtrip non-stop flight included
New York (JFK) to The Valley (AXA)
Coralito Bay Suites & Villas

Coralito Bay Suites & Villas

3.5 out of 5
per person
Jul 2 - Jul 7
Roundtrip flight included
Newark (EWR) to The Valley (AXA)
Edwards Guesthouse

Edwards Guesthouse

2.5 out of 5
per person
Jul 2 - Jul 7
Roundtrip 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 18 - Jun 23
Roundtrip non-stop flight included
New York (JFK) to The Valley (AXA)
Cap Juluca, A Belmond Hotel, Anguilla

Cap Juluca, A Belmond Hotel, Anguilla

5 out of 5
per person
Jun 18 - Jun 23
Roundtrip non-stop flight included
New York (JFK) to The Valley (AXA)
Zemi Beach House, LXR Hotels & Resorts

Zemi Beach House, LXR Hotels & Resorts

5 out of 5
per person
Jun 18 - Jun 23
Roundtrip non-stop flight included
New York (JFK) to The Valley (AXA)
White Sands Anguilla

White Sands Anguilla

3.5 out of 5
per person
Jun 18 - Jun 23
Roundtrip non-stop flight included
New York (JFK) to The Valley (AXA)

6-7 night Anguilla vacations

Price found within the past 48 hours. Click for updated prices.
Milly's Inn

Milly's Inn

2 out of 5
per person
Jun 29 - Jul 6
Roundtrip non-stop flight included
New York (JFK) to The Valley (AXA)
Malliouhana Resort Anguilla

Malliouhana Resort Anguilla

5 out of 5
per person
Jun 29 - Jul 6
Roundtrip non-stop flight included
New York (JFK) to The Valley (AXA)
Aurora Anguilla Resort & Golf Club

Aurora Anguilla Resort & Golf Club

5 out of 5
per person
Jun 29 - Jul 6
Roundtrip non-stop flight included
New York (JFK) to The Valley (AXA)
Zemi Beach House, LXR Hotels & Resorts

Zemi Beach House, LXR Hotels & Resorts

5 out of 5
per person
Jun 29 - Jul 6
Roundtrip non-stop flight included
New York (JFK) to The Valley (AXA)
Fountain Anguilla

Fountain Anguilla

3.5 out of 5
per person
Jun 29 - Jul 6
Roundtrip non-stop flight included
New York (JFK) to The Valley (AXA)
Coralito Bay Suites & Villas

Coralito Bay Suites & Villas

3.5 out of 5
per person
Jun 29 - Jul 6
Roundtrip non-stop flight included
New York (JFK) to The Valley (AXA)
Rendezvous Bay Hotel

Rendezvous Bay Hotel

3.5 out of 5
per person
Jun 29 - Jul 6
Roundtrip non-stop flight included
New York (JFK) to The Valley (AXA)
Cap Juluca, A Belmond Hotel, Anguilla

Cap Juluca, A Belmond Hotel, Anguilla

5 out of 5
per person
Jun 29 - Jul 6
Roundtrip non-stop flight included
New York (JFK) to The Valley (AXA)
White Sands Anguilla

White Sands Anguilla

3.5 out of 5
per person
Jun 29 - Jul 6
Roundtrip non-stop flight included
New York (JFK) to The Valley (AXA)
Villa Kaiae

Villa Kaiae

3 out of 5
per person
Jun 29 - Jul 6
Roundtrip non-stop flight included
New York (JFK) 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, Jul 29 - Sat, Aug 3
JFK
New York
AXA
The Valley
$356 Roundtrip, found 3 days ago
$356
Roundtrip
found 3 days ago
Select American Airlines flight, departing Mon, Jul 29 from New York to The Valley, returning Sat, Aug 3, priced at $356 found 3 days ago
Mon, Jun 10 - Mon, Jun 17
EWR
Newark
AXA
The Valley
$356 Roundtrip, found 6 days ago
$356
Roundtrip
found 6 days ago
Select American Airlines flight, departing Mon, Jun 10 from Newark to The Valley, returning Mon, Jun 17, priced at $356 found 6 days ago
Fri, Jun 7 - Mon, Jun 10
DCA
Washington
AXA
The Valley
$450 Roundtrip, found 1 day ago
$450
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Jun 7 from Washington to The Valley, returning Mon, Jun 10, priced at $450 found 1 day 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
May 28 - May 29
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.
Pool
Pet friendly
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 $278 per night
$278
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.
Pool
Hot Tub
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 $999 per night
$999
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.
Pool
On private beach
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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.