Cheap Vacations in Anguilla

Choose two or more items and save on your trip:

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 29 - Aug 3
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to The Valley (AXA)
Villa Kaiae

Villa Kaiae

3 out of 5
per person
Jul 29 - Aug 3
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) 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 16 - Jul 19
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) 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 10 - Jul 16
found 17 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
Save 100% on your flight
per person
Jul 14 - Jul 20
found 1 day ago
Roundtrip flight included
New York (JFK) to The Valley (AXA)
Malliouhana Resort Anguilla

Malliouhana Resort Anguilla

5 out of 5
per person
Jul 14 - Jul 20
found 1 day ago
Roundtrip flight included
New York (JFK) to The Valley (AXA)
Rendezvous Bay Hotel

Rendezvous Bay Hotel

3.5 out of 5
per person
Jul 18 - Jul 23
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to The Valley (AXA)
Four Seasons Resort and Residences Anguilla

Four Seasons Resort and Residences Anguilla

5 out of 5
per person
Jul 14 - Jul 20
found 1 day ago
Roundtrip flight included
New York (JFK) to The Valley (AXA)
Fountain Anguilla

Fountain Anguilla

3.5 out of 5
per person
Jul 16 - Jul 19
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to The Valley (AXA)
Coralito Bay Suites & Villas

Coralito Bay Suites & Villas

3.5 out of 5
per person
Jul 16 - Jul 19
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) 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 16 - Jul 19
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) 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 16 - Jul 19
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to The Valley (AXA)
Malliouhana Resort Anguilla

Malliouhana Resort Anguilla

5 out of 5
per person
Jul 16 - Jul 19
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to The Valley (AXA)
Zemi Beach House, LXR Hotels & Resorts

Zemi Beach House, LXR Hotels & Resorts

5 out of 5
per person
Jul 16 - Jul 19
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to The Valley (AXA)
Aurora Anguilla Resort & Golf Club

Aurora Anguilla Resort & Golf Club

5 out of 5
per person
Jul 16 - Jul 19
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to The Valley (AXA)
Fountain Anguilla

Fountain Anguilla

3.5 out of 5
per person
Jul 16 - Jul 19
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to The Valley (AXA)
Coralito Bay Suites & Villas

Coralito Bay Suites & Villas

3.5 out of 5
per person
Jul 16 - Jul 19
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to The Valley (AXA)
Four Seasons Resort and Residences Anguilla

Four Seasons Resort and Residences Anguilla

5 out of 5
per person
Jul 16 - Jul 19
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to The Valley (AXA)
Anguilla Great House Beach Resort

Anguilla Great House Beach Resort

2.5 out of 5
per person
Jul 16 - Jul 19
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to The Valley (AXA)
Cap Juluca, A Belmond Hotel, Anguilla

Cap Juluca, A Belmond Hotel, Anguilla

5 out of 5
per person
Jul 16 - Jul 19
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to The Valley (AXA)
CéBlue

CéBlue

5 out of 5
per person
Jul 16 - Jul 19
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to The Valley (AXA)
White Sands Anguilla

White Sands Anguilla

3.5 out of 5
per person
Jul 16 - Jul 19
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to The Valley (AXA)

4-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 11 - Jul 15
found 1 day ago
Roundtrip non-stop flight included
Las Vegas (LAS) 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 11 - Jul 15
found 1 day ago
Roundtrip non-stop flight included
Las Vegas (LAS) to The Valley (AXA)
Malliouhana Resort Anguilla

Malliouhana Resort Anguilla

5 out of 5
per person
Jul 11 - Jul 15
found 1 day ago
Roundtrip non-stop flight included
Las Vegas (LAS) to The Valley (AXA)
Anguilla Great House Beach Resort

Anguilla Great House Beach Resort

2.5 out of 5
per person
Jul 11 - Jul 15
found 1 day ago
Roundtrip non-stop flight included
Las Vegas (LAS) to The Valley (AXA)
Coralito Bay Suites & Villas

Coralito Bay Suites & Villas

3.5 out of 5
per person
Jul 11 - Jul 15
found 1 day ago
Roundtrip flight included
Las Vegas (LAS) to The Valley (AXA)
Fountain Anguilla

Fountain Anguilla

3.5 out of 5
per person
Jul 11 - Jul 15
found 1 day ago
Roundtrip non-stop flight included
Las Vegas (LAS) to The Valley (AXA)
White Sands Anguilla

White Sands Anguilla

3.5 out of 5
per person
Jul 11 - Jul 15
found 1 day ago
Roundtrip non-stop flight included
Las Vegas (LAS) to The Valley (AXA)
Aurora Anguilla Resort & Golf Club

Aurora Anguilla Resort & Golf Club

5 out of 5
per person
Jul 29 - Aug 2
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to The Valley (AXA)
Zemi Beach House, LXR Hotels & Resorts

Zemi Beach House, LXR Hotels & Resorts

5 out of 5
per person
Jul 29 - Aug 2
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to The Valley (AXA)
Four Seasons Resort and Residences Anguilla

Four Seasons Resort and Residences Anguilla

5 out of 5
per person
Jul 29 - Aug 2
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to The Valley (AXA)
Cap Juluca, A Belmond Hotel, Anguilla

Cap Juluca, A Belmond Hotel, Anguilla

5 out of 5
per person
Jul 29 - Aug 2
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to The Valley (AXA)
CéBlue

CéBlue

5 out of 5
per person
Jul 29 - Aug 2
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.
Edwards Guesthouse

Edwards Guesthouse

2.5 out of 5
per person
Jul 29 - Aug 3
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to The Valley (AXA)
Villa Kaiae

Villa Kaiae

3 out of 5
per person
Jul 29 - Aug 3
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) 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 23
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) 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 18 - Jul 23
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to The Valley (AXA)
Zemi Beach House, LXR Hotels & Resorts

Zemi Beach House, LXR Hotels & Resorts

5 out of 5
Save 100% on your flight
per person
Jul 18 - Jul 23
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to The Valley (AXA)
Anguilla Great House Beach Resort

Anguilla Great House Beach Resort

2.5 out of 5
per person
Jul 18 - Jul 23
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to The Valley (AXA)
Rendezvous Bay Hotel

Rendezvous Bay Hotel

3.5 out of 5
per person
Jul 18 - Jul 23
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to The Valley (AXA)
Coralito Bay Suites & Villas

Coralito Bay Suites & Villas

3.5 out of 5
per person
Jul 18 - Jul 23
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to The Valley (AXA)
Fountain Anguilla

Fountain Anguilla

3.5 out of 5
per person
Jul 18 - Jul 23
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to The Valley (AXA)
Four Seasons Resort and Residences Anguilla

Four Seasons Resort and Residences Anguilla

5 out of 5
per person
Jul 18 - Jul 23
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to The Valley (AXA)
Cap Juluca, A Belmond Hotel, Anguilla

Cap Juluca, A Belmond Hotel, Anguilla

5 out of 5
per person
Jul 18 - Jul 23
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to The Valley (AXA)
CéBlue

CéBlue

5 out of 5
per person
Jul 18 - Jul 23
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to The Valley (AXA)

6-7 night Anguilla vacations

Price found within the past 48 hours. Click for updated prices.
Malliouhana Resort Anguilla

Malliouhana Resort Anguilla

5 out of 5
per person
Jul 14 - Jul 20
found 1 day ago
Roundtrip flight included
New York (JFK) 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 10 - Jul 16
found 17 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
Save 100% on your flight
per person
Jul 14 - Jul 20
found 1 day ago
Roundtrip 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
Jul 14 - Jul 20
found 1 day ago
Roundtrip 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 7 - Jul 14
found 19 hours ago
Roundtrip flight included
New York (JFK) to The Valley (AXA)
CéBlue

CéBlue

5 out of 5
per person
Jul 7 - Jul 14
found 19 hours ago
Roundtrip 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.

Thu, Jun 27 - Wed, Jul 3
SJU
San Juan
AXA
The Valley
$171 Roundtrip, just found
$171
Roundtrip
just found
Select Silver Airways flight, departing Thu, Jun 27 from San Juan to The Valley, returning Wed, Jul 3, priced at $171 just found
Mon, Jul 29 - Sat, Aug 3
LGA
New York
AXA
The Valley
$352 Roundtrip, found 3 days ago
$352
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 $352 found 3 days ago
Tue, Jun 11 - Tue, Jun 18
JFK
New York
AXA
The Valley
$465 Roundtrip, found 6 days ago
$465
Roundtrip
found 6 days ago
Select American Airlines flight, departing Tue, Jun 11 from New York to The Valley, returning Tue, Jun 18, priced at $465 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 $895 per night
$895
per night
Jun 18 - Jun 19
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 $729 per night
$729
per night
Jun 5 - Jun 6
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 $1,025 per night
$1,025
per night
Jun 6 - Jun 7
When you stay at Cap Juluca, A Belmond Hotel, Anguilla in Maunday's Bay, you'll be next to a golf course, within a 5-minute drive of Maundays Bay and Meads Bay Pond.
Pool
On private beach
Don't see what you're looking for?
See all available properties in Anguilla
View all properties
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.