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
Price was $1,277, price is now $1,053 per person
$1,053
per person
Apr 21 - Apr 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Aurora Anguilla Resort & Golf Club

Aurora Anguilla Resort & Golf Club

5 out of 5
Save 100% on your flight
Price was $6,586, price is now $3,747 per person
$3,747
per person
Apr 21 - Apr 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Malliouhana Resort Anguilla

Malliouhana Resort Anguilla

5 out of 5
Save 100% on your flight
Price was $7,055, price is now $5,206 per person
$5,206
per person
Apr 21 - Apr 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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
Price was $6,133, price is now $5,039 per person
$5,039
per person
Apr 21 - Apr 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Anguilla Great House Beach Resort

Anguilla Great House Beach Resort

4 out of 5
Price was $1,636, price is now $1,351 per person
$1,351
per person
Apr 21 - Apr 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Quintessence Hotel Anguilla

Quintessence Hotel Anguilla

4.5 out of 5
Save 100% on your flight
Price was $4,948, price is now $4,087 per person
$4,087
per person
Apr 27 - May 2
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Rendezvous Bay Hotel

Rendezvous Bay Hotel

3.5 out of 5
Price was $3,212, price is now $2,701 per person
$2,701
per person
Apr 21 - Apr 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Genesis Residences

Genesis Residences

2.5 out of 5
Price was $2,058, price is now $1,778 per person
$1,778
per person
Apr 21 - Apr 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Paradise Cove Resort

Paradise Cove Resort

2.5 out of 5
Price was $1,759, price is now $1,535 per person
$1,535
per person
Apr 21 - Apr 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)

3-night Anguilla vacations

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

Edwards Guesthouse

2.5 out of 5
Price was $599, price is now $580 per person
$580
per person
May 10 - May 13
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to The Valley (AXA)
Malliouhana Resort Anguilla

Malliouhana Resort Anguilla

5 out of 5
Price was $2,347, price is now $1,978 per person
$1,978
per person
May 10 - May 13
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to The Valley (AXA)
Anguilla Great House Beach Resort

Anguilla Great House Beach Resort

4 out of 5
Price was $1,150, price is now $1,032 per person
$1,032
per person
May 7 - May 10
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to The Valley (AXA)
Aurora Anguilla Resort & Golf Club

Aurora Anguilla Resort & Golf Club

5 out of 5
Price was $2,539, price is now $2,327 per person
$2,327
per person
May 10 - May 13
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to The Valley (AXA)
Zemi Beach House, LXR Hotels & Resorts

Zemi Beach House, LXR Hotels & Resorts

5 out of 5
Price was $2,531, price is now $2,320 per person
$2,320
per person
May 10 - May 13
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to The Valley (AXA)
Paradise Cove Resort

Paradise Cove Resort

2.5 out of 5
Price was $1,206, price is now $1,118 per person
$1,118
per person
May 7 - May 10
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to The Valley (AXA)
Quintessence Hotel Anguilla

Quintessence Hotel Anguilla

4.5 out of 5
Price was $2,473, price is now $2,308 per person
$2,308
per person
May 10 - May 13
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to The Valley (AXA)
La Vue Boutique Inn

La Vue Boutique Inn

3.5 out of 5
Price was $1,123, price is now $1,061 per person
$1,061
per person
May 7 - May 10
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to The Valley (AXA)
Genesis Residences

Genesis Residences

2.5 out of 5
Price was $1,025, price is now $971 per person
$971
per person
May 10 - May 13
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to The Valley (AXA)
Coralito Bay Suites & Villas

Coralito Bay Suites & Villas

3.5 out of 5
Price was $787, price is now $772 per person
$772
per person
May 10 - May 13
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to The Valley (AXA)
Four Seasons Resort and Residences Anguilla

Four Seasons Resort and Residences Anguilla

5 out of 5
Price was $3,123, price is now $3,123 per person
$3,123
per person
May 10 - May 13
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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
Price was $1,117, price is now $1,009 per person
$1,009
per person
Apr 20 - Apr 24
found 3 hours ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
Aurora Anguilla Resort & Golf Club

Aurora Anguilla Resort & Golf Club

5 out of 5
Save 100% on your flight
Price was $4,446, price is now $3,060 per person
$3,060
per person
Apr 20 - Apr 24
found 3 hours ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
Malliouhana Resort Anguilla

Malliouhana Resort Anguilla

5 out of 5
Save 100% on your flight
Price was $4,757, price is now $3,552 per person
$3,552
per person
Apr 20 - Apr 24
found 3 hours ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
Zemi Beach House, LXR Hotels & Resorts

Zemi Beach House, LXR Hotels & Resorts

5 out of 5
Price was $3,899, price is now $3,274 per person
$3,274
per person
Apr 20 - Apr 24
found 3 hours ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
Anguilla Great House Beach Resort

Anguilla Great House Beach Resort

4 out of 5
Price was $1,358, price is now $1,184 per person
$1,184
per person
Apr 20 - Apr 24
found 3 hours ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
Four Seasons Resort and Residences Anguilla

Four Seasons Resort and Residences Anguilla

5 out of 5
Price was $4,359, price is now $3,834 per person
$3,834
per person
Apr 20 - Apr 24
found 3 hours ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
Genesis Residences

Genesis Residences

2.5 out of 5
Price was $1,612, price is now $1,436 per person
$1,436
per person
Apr 20 - Apr 24
found 3 hours ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
Paradise Cove Resort

Paradise Cove Resort

2.5 out of 5
Price was $1,425, price is now $1,289 per person
$1,289
per person
Apr 20 - Apr 24
found 3 hours ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
Coralito Bay Suites & Villas

Coralito Bay Suites & Villas

3.5 out of 5
Price was $1,289, price is now $1,185 per person
$1,185
per person
Apr 20 - Apr 24
found 3 hours ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
La Vue Boutique Inn

La Vue Boutique Inn

3.5 out of 5
Price was $1,321, price is now $1,217 per person
$1,217
per person
Apr 20 - Apr 24
found 3 hours ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
4-bed Villa, Pool, Parking

4-bed Villa, Pool, Parking

3.5 out of 5
Price was $3,821, price is now $3,569 per person
$3,569
per person
Apr 20 - Apr 24
found 3 hours ago
Roundtrip flight included
Boston (BOS) 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
Price was $710, price is now $605 per person
$605
per person
Apr 26 - May 1
found 1 day ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
Aurora Anguilla Resort & Golf Club

Aurora Anguilla Resort & Golf Club

5 out of 5
Save 100% on your flight
Price was $5,033, price is now $3,634 per person
$3,634
per person
Apr 16 - Apr 21
found 18 hours ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Malliouhana Resort Anguilla

Malliouhana Resort Anguilla

5 out of 5
Save 100% on your flight
Price was $5,639, price is now $4,274 per person
$4,274
per person
Apr 19 - Apr 24
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to The Valley (AXA)
Quintessence Hotel Anguilla

Quintessence Hotel Anguilla

4.5 out of 5
Save 100% on your flight
Price was $4,948, price is now $4,087 per person
$4,087
per person
Apr 27 - May 2
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Four Seasons Resort and Residences Anguilla

Four Seasons Resort and Residences Anguilla

5 out of 5
Price was $5,162, price is now $4,568 per person
$4,568
per person
Apr 19 - Apr 24
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to The Valley (AXA)
Paradise Cove Resort

Paradise Cove Resort

2.5 out of 5
Price was $1,503, price is now $1,342 per person
$1,342
per person
Apr 19 - Apr 24
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to The Valley (AXA)
Anguilla Great House Beach Resort

Anguilla Great House Beach Resort

4 out of 5
Price was $1,475, price is now $1,323 per person
$1,323
per person
Apr 16 - Apr 21
found 18 hours ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
6 BR Villa On Crocus Bay With Pool Concierge

6 BR Villa On Crocus Bay With Pool Concierge

2 out of 5
Save 100% on your flight
Price was $8,766, price is now $7,992 per person
$7,992
per person
Apr 19 - Apr 24
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to The Valley (AXA)
6 BR Villa With Concierge Amenities Pool

6 BR Villa With Concierge Amenities Pool

2 out of 5
Save 100% on your flight
Price was $8,393, price is now $7,663 per person
$7,663
per person
Apr 19 - Apr 24
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to The Valley (AXA)
Rendezvous Bay Hotel

Rendezvous Bay Hotel

3.5 out of 5
Price was $2,674, price is now $2,505 per person
$2,505
per person
Apr 16 - Apr 21
found 18 hours ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Zemi Beach House, LXR Hotels & Resorts

Zemi Beach House, LXR Hotels & Resorts

5 out of 5
Price was $4,653, price is now $4,382 per person
$4,382
per person
Apr 16 - Apr 21
found 18 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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
Price was $1,277, price is now $1,053 per person
$1,053
per person
Apr 21 - Apr 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Aurora Anguilla Resort & Golf Club

Aurora Anguilla Resort & Golf Club

5 out of 5
Save 100% on your flight
Price was $6,586, price is now $3,747 per person
$3,747
per person
Apr 21 - Apr 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Malliouhana Resort Anguilla

Malliouhana Resort Anguilla

5 out of 5
Save 100% on your flight
Price was $7,055, price is now $5,206 per person
$5,206
per person
Apr 21 - Apr 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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
Price was $6,133, price is now $5,039 per person
$5,039
per person
Apr 21 - Apr 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Anguilla Great House Beach Resort

Anguilla Great House Beach Resort

4 out of 5
Price was $1,636, price is now $1,351 per person
$1,351
per person
Apr 21 - Apr 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Rendezvous Bay Hotel

Rendezvous Bay Hotel

3.5 out of 5
Price was $3,212, price is now $2,701 per person
$2,701
per person
Apr 21 - Apr 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Quintessence Hotel Anguilla

Quintessence Hotel Anguilla

4.5 out of 5
Save 100% on your flight
Price was $5,519, price is now $4,693 per person
$4,693
per person
May 9 - May 16
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to The Valley (AXA)
Genesis Residences

Genesis Residences

2.5 out of 5
Price was $2,058, price is now $1,778 per person
$1,778
per person
Apr 21 - Apr 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Paradise Cove Resort

Paradise Cove Resort

2.5 out of 5
Price was $1,759, price is now $1,535 per person
$1,535
per person
Apr 21 - Apr 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Coralito Bay Suites & Villas

Coralito Bay Suites & Villas

3.5 out of 5
Price was $1,420, price is now $1,274 per person
$1,274
per person
May 5 - May 11
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
La Vue Boutique Inn

La Vue Boutique Inn

3.5 out of 5
Price was $1,574, price is now $1,413 per person
$1,413
per person
Apr 21 - Apr 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)

Top places to visit in Anguilla

Palm tree in Shoal Bay beach, Caribbean dream landscape in Anguilla island, British West Indies panoramic web banner
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West End Village

West End Village

Flight deals to Anguilla

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

Thu, Apr 23 - Sun, Apr 26
SXM
Saint Martin
AXA
The Valley
$295 Roundtrip, found 1 day ago
$295
Roundtrip
found 1 day ago
Select World Ticket Ltd flight, departing Thu, Apr 23 from Saint Martin to The Valley, returning Sun, Apr 26, priced at $295 found 1 day ago
Wed, Jul 8 - Sun, Jul 12
MIA
Miami
AXA
The Valley
$642 Roundtrip, found 1 day ago
$642
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Jul 8 from Miami to The Valley, returning Sun, Jul 12, priced at $642 found 1 day ago
Wed, Jun 17 - Wed, Jun 24
JFK
New York
AXA
The Valley
$669 Roundtrip, found 6 days ago
$669
Roundtrip
found 6 days ago
Select American Airlines flight, departing Wed, Jun 17 from New York to The Valley, returning Wed, Jun 24, priced at $669 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
$1,765 nightly
The price is $1,966 total per night
$1,966 total
Apr 12 - Apr 13
Total with taxes and fees
When you stay at Four Seasons Resort and Residences Anguilla in West End Village, you'll be on the beach and 10.9 mi (17.6 km) from Shoal Bay Beach.
Pool
Spa
Anguilla Great House Beach Resort

Anguilla Great House Beach Resort

4 out of 5
Rendezvous Bay Rendezvous Bay
4.67 mi from city center
Get rates
With a stay at Anguilla Great House Beach Resort in Rendezvous Bay, you'll be on the beach, within a 10-minute drive of Meads Bay and Rendezvous Bay Beach.
Pool
Spa
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
$1,848 nightly
The price is $2,066 total per night
$2,066 total
Apr 16 - Apr 17
Total with taxes and fees
With a 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 Meads Bay and Cove Bay.
On private beach
Pool
Don't see what you're looking for?
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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.