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 7 - Jul 13
found 1 day ago
Roundtrip non-stop flight included
Newark (EWR) 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
Jul 7 - Jul 13
found 1 day ago
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
Save 100% on your flight
per person
Jul 7 - Jul 13
found 1 day ago
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
Jul 7 - Jul 13
found 1 day ago
Roundtrip non-stop flight included
Newark (EWR) to The Valley (AXA)
Anguilla Great House Beach Resort

Anguilla Great House Beach Resort

2.5 out of 5
per person
Jul 7 - Jul 13
found 1 day ago
Roundtrip non-stop flight included
Newark (EWR) to The Valley (AXA)
Malliouhana Resort Anguilla

Malliouhana Resort Anguilla

5 out of 5
per person
Jul 7 - Jul 13
found 1 day ago
Roundtrip non-stop flight included
Newark (EWR) to The Valley (AXA)
Fountain Anguilla

Fountain Anguilla

3.5 out of 5
per person
Jul 7 - Jul 13
found 1 day ago
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
Jul 7 - Jul 13
found 1 day ago
Roundtrip non-stop flight included
Newark (EWR) to The Valley (AXA)
Villa Kaiae

Villa Kaiae

3 out of 5
per person
Jul 4 - Jul 9
found 5 hours ago
Roundtrip non-stop flight included
Newark (EWR) to The Valley (AXA)
Rendezvous Bay Hotel

Rendezvous Bay Hotel

3.5 out of 5
per person
Jul 7 - Jul 13
found 1 day ago
Roundtrip non-stop flight included
Newark (EWR) to The Valley (AXA)

3-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
Jul 3 - Jul 6
found 1 day ago
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
Jul 3 - Jul 6
found 1 day ago
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
Jul 3 - Jul 6
found 1 day ago
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
Jul 3 - Jul 6
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to The Valley (AXA)
Malliouhana Resort Anguilla

Malliouhana Resort Anguilla

5 out of 5
per person
Jul 3 - Jul 6
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to The Valley (AXA)
Anguilla Great House Beach Resort

Anguilla Great House Beach Resort

2.5 out of 5
per person
Jul 3 - Jul 6
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to The Valley (AXA)
Villa Kaiae

Villa Kaiae

3 out of 5
per person
Jul 3 - Jul 6
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to The Valley (AXA)
Fountain Anguilla

Fountain Anguilla

3.5 out of 5
per person
Jul 3 - Jul 6
found 1 day ago
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 3 - Jul 6
found 1 day ago
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
Jul 3 - Jul 6
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to The Valley (AXA)
CéBlue

CéBlue

5 out of 5
per person
Jul 3 - Jul 6
found 1 day ago
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
Jul 3 - Jul 6
found 1 day ago
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 29 - Jul 3
found 1 day ago
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 3
found 1 day ago
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 3
found 1 day ago
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
Jul 18 - Jul 22
found 7 hours ago
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
Jul 18 - Jul 22
found 7 hours ago
Roundtrip non-stop flight included
Newark (EWR) to The Valley (AXA)
Malliouhana Resort Anguilla

Malliouhana Resort Anguilla

5 out of 5
per person
Jul 18 - Jul 22
found 7 hours ago
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
Jul 18 - Jul 22
found 7 hours ago
Roundtrip non-stop flight included
Newark (EWR) to The Valley (AXA)
Anguilla Great House Beach Resort

Anguilla Great House Beach Resort

2.5 out of 5
per person
Jul 18 - Jul 22
found 7 hours ago
Roundtrip non-stop flight included
Newark (EWR) to The Valley (AXA)
Fountain Anguilla

Fountain Anguilla

3.5 out of 5
per person
Jul 18 - Jul 22
found 7 hours ago
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
Jul 18 - Jul 22
found 7 hours ago
Roundtrip non-stop flight included
Newark (EWR) to The Valley (AXA)
Milly's Inn

Milly's Inn

2 out of 5
per person
Jul 18 - Jul 22
found 7 hours ago
Roundtrip non-stop flight included
Newark (EWR) to The Valley (AXA)
CéBlue

CéBlue

5 out of 5
per person
Jul 15 - Jul 19
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) 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
Jul 4 - Jul 9
found 5 hours ago
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
Jul 4 - Jul 9
found 5 hours ago
Roundtrip non-stop flight included
Newark (EWR) 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
Jul 4 - Jul 9
found 5 hours ago
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
Jul 4 - Jul 9
found 5 hours ago
Roundtrip non-stop flight included
Newark (EWR) to The Valley (AXA)
Anguilla Great House Beach Resort

Anguilla Great House Beach Resort

2.5 out of 5
per person
Jul 4 - Jul 9
found 5 hours ago
Roundtrip non-stop flight included
Newark (EWR) to The Valley (AXA)
Villa Kaiae

Villa Kaiae

3 out of 5
per person
Jul 4 - Jul 9
found 5 hours ago
Roundtrip non-stop flight included
Newark (EWR) to The Valley (AXA)
Malliouhana Resort Anguilla

Malliouhana Resort Anguilla

5 out of 5
per person
Jul 4 - Jul 9
found 5 hours ago
Roundtrip non-stop flight included
Newark (EWR) to The Valley (AXA)
Fountain Anguilla

Fountain Anguilla

3.5 out of 5
per person
Jul 4 - Jul 9
found 5 hours ago
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
Jul 4 - Jul 9
found 5 hours ago
Roundtrip non-stop flight included
Newark (EWR) to The Valley (AXA)
Rendezvous Bay Hotel

Rendezvous Bay Hotel

3.5 out of 5
per person
Jul 4 - Jul 9
found 5 hours ago
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
Jul 21 - Jul 26
found 4 hours ago
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
Jul 4 - Jul 9
found 5 hours ago
Roundtrip non-stop flight included
Newark (EWR) to The Valley (AXA)

6-7 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
Jul 7 - Jul 13
found 1 day ago
Roundtrip non-stop flight included
Newark (EWR) 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
Jul 7 - Jul 13
found 1 day ago
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
Save 100% on your flight
per person
Jul 7 - Jul 13
found 1 day ago
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
Jul 7 - Jul 13
found 1 day ago
Roundtrip non-stop flight included
Newark (EWR) to The Valley (AXA)
Anguilla Great House Beach Resort

Anguilla Great House Beach Resort

2.5 out of 5
per person
Jul 7 - Jul 13
found 1 day ago
Roundtrip non-stop flight included
Newark (EWR) to The Valley (AXA)
Malliouhana Resort Anguilla

Malliouhana Resort Anguilla

5 out of 5
per person
Jul 7 - Jul 13
found 1 day ago
Roundtrip non-stop flight included
Newark (EWR) to The Valley (AXA)
Fountain Anguilla

Fountain Anguilla

3.5 out of 5
per person
Jul 7 - Jul 13
found 1 day ago
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
Jul 7 - Jul 13
found 1 day ago
Roundtrip non-stop flight included
Newark (EWR) to The Valley (AXA)
Rendezvous Bay Hotel

Rendezvous Bay Hotel

3.5 out of 5
per person
Jul 7 - Jul 13
found 1 day ago
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
Jul 7 - Jul 13
found 1 day ago
Roundtrip non-stop flight included
Newark (EWR) to The Valley (AXA)
Milly's Inn

Milly's Inn

2 out of 5
per person
Jul 7 - Jul 13
found 1 day ago
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
Jul 7 - Jul 13
found 1 day ago
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.

Thu, Aug 1 - Sun, Aug 4
SXM
Philipsburg
AXA
The Valley
$322 Roundtrip, found 1 day ago
$322
Roundtrip
found 1 day ago
Select Hahn Air Systems flight, departing Thu, Aug 1 from Philipsburg to The Valley, returning Sun, Aug 4, priced at $322 found 1 day ago
Sun, Jun 9 - Mon, Jun 10
JFK
New York
AXA
The Valley
$347 Roundtrip, found 1 day ago
$347
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sun, Jun 9 from New York to The Valley, returning Mon, Jun 10, priced at $347 found 1 day ago
Sun, Jun 9 - Mon, Jun 10
LGA
New York
AXA
The Valley
$347 Roundtrip, found 1 day ago
$347
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sun, Jun 9 from New York to The Valley, returning Mon, Jun 10, priced at $347 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 31 - Jun 1
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
4.95 mi from city center
The price is $605 per night
$605
per night
Jun 1 - Jun 2
Located in Rendezvous Bay, Aurora Anguilla Resort & Golf Club is by the ocean, a 5-minute drive from Sandy Island and 8 minutes from Blowing Point Ferry Terminal.
Pool
Pet friendly
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 $1,035 per night
$1,035
per night
Jun 9 - Jun 10
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.