Cheap Vacations in Anguilla

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Anguilla vacations

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

Fountain Anguilla

3.5 out of 5
Price was $2,072, price is now $1,929 per person
$1,929
per person
Mar 11 - Mar 16
found 1 day 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
Save 100% on your flight
Price was $6,724, price is now $5,440 per person
$5,440
per person
Feb 27 - Mar 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)

3-night Anguilla vacations

Price found within the past 48 hours. Click for updated prices.
Anguilla Great House Beach Resort

Anguilla Great House Beach Resort

4 out of 5
Price was $1,196, price is now $1,034 per person
$1,034
per person
Mar 10 - Mar 13
found 22 hours ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Malliouhana Resort Anguilla

Malliouhana Resort Anguilla

5 out of 5
Price was $4,048, price is now $3,072 per person
$3,072
per person
Mar 7 - Mar 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
Quintessence Hotel Anguilla

Quintessence Hotel Anguilla

4.5 out of 5
Price was $4,427, price is now $3,730 per person
$3,730
per person
Mar 7 - Mar 10
found 1 day 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
Save 100% on your flight
Price was $6,535, price is now $5,663 per person
$5,663
per person
Mar 6 - Mar 9
found 8 hours ago
Roundtrip 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
Price was $3,781, price is now $3,300 per person
$3,300
per person
Feb 19 - Feb 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Fountain Anguilla

Fountain Anguilla

3.5 out of 5
Price was $1,564, price is now $1,395 per person
$1,395
per person
Feb 19 - Feb 22
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 $1,378, price is now $1,242 per person
$1,242
per person
Feb 19 - Feb 22
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
Price was $3,793, price is now $3,428 per person
$3,428
per person
Feb 19 - Feb 22
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 $1,341, price is now $1,215 per person
$1,215
per person
Feb 19 - Feb 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
6 BR Villa With Concierge Amenities Pool

6 BR Villa With Concierge Amenities Pool

2 out of 5
Price was $6,296, price is now $5,790 per person
$5,790
per person
Feb 18 - Feb 21
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to The Valley (AXA)
La Vue Boutique Inn

La Vue Boutique Inn

3.5 out of 5
Price was $1,258, price is now $1,157 per person
$1,157
per person
Feb 19 - Feb 22
found 1 day 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
Price was $5,221, price is now $4,808 per person
$4,808
per person
Feb 24 - Feb 27
found 15 hours 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.
La Vue Boutique Inn

La Vue Boutique Inn

3.5 out of 5
Price was $1,000, price is now $874 per person
$874
per person
Mar 12 - Mar 16
found 1 day 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 $5,279, price is now $3,839 per person
$3,839
per person
Feb 27 - Mar 3
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 $1,137, price is now $920 per person
$920
per person
Mar 12 - Mar 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
Quintessence Hotel Anguilla

Quintessence Hotel Anguilla

4.5 out of 5
Price was $3,786, price is now $3,134 per person
$3,134
per person
Feb 27 - Mar 3
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Fountain Anguilla

Fountain Anguilla

3.5 out of 5
Price was $1,346, price is now $1,139 per person
$1,139
per person
Mar 12 - Mar 16
found 1 day 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
Save 100% on your flight
Price was $7,538, price is now $6,383 per person
$6,383
per person
Feb 27 - Mar 3
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 $1,193, price is now $1,014 per person
$1,014
per person
Mar 12 - Mar 16
found 1 day 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 $4,481, price is now $3,880 per person
$3,880
per person
Feb 27 - Mar 3
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 $1,483, price is now $1,300 per person
$1,300
per person
Feb 27 - Mar 3
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
Price was $4,372, price is now $3,890 per person
$3,890
per person
Feb 27 - Mar 3
found 1 day ago
Roundtrip non-stop 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 $5,473, price is now $4,985 per person
$4,985
per person
Feb 27 - Mar 3
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
6 BR Villa With Concierge Amenities Pool

6 BR Villa With Concierge Amenities Pool

2 out of 5
Price was $7,725, price is now $7,072 per person
$7,072
per person
Feb 16 - Feb 20
found 1 day ago
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.
Edwards Guesthouse

Edwards Guesthouse

2.5 out of 5
Price was $1,301, price is now $1,222 per person
$1,222
per person
Feb 16 - Feb 21
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 $5,784, price is now $4,808 per person
$4,808
per person
Feb 16 - Feb 21
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
Save 100% on your flight
Price was $9,380, price is now $7,869 per person
$7,869
per person
Feb 26 - Mar 3
found 12 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) to The Valley (AXA)
Malliouhana Resort Anguilla

Malliouhana Resort Anguilla

5 out of 5
Save 100% on your flight
Price was $6,334, price is now $5,329 per person
$5,329
per person
Mar 11 - Mar 16
found 1 day 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 $1,813, price is now $1,639 per person
$1,639
per person
Mar 11 - Mar 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
Quintessence Hotel Anguilla

Quintessence Hotel Anguilla

4.5 out of 5
Price was $7,167, price is now $6,532 per person
$6,532
per person
Mar 11 - Mar 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
6 BR Villa With Concierge Amenities Pool

6 BR Villa With Concierge Amenities Pool

2 out of 5
Price was $9,397, price is now $8,582 per person
$8,582
per person
Feb 16 - Feb 21
found 1 day 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
Price was $8,072, price is now $7,397 per person
$7,397
per person
Mar 7 - Mar 12
found 24 hours ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
Fountain Anguilla

Fountain Anguilla

3.5 out of 5
Price was $2,072, price is now $1,929 per person
$1,929
per person
Mar 11 - Mar 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
Rendezvous Bay Hotel

Rendezvous Bay Hotel

3.5 out of 5
Price was $2,702, price is now $2,533 per person
$2,533
per person
Mar 11 - Mar 16
found 1 day 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 $6,873, price is now $6,451 per person
$6,451
per person
Feb 16 - Feb 21
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 $1,883, price is now $1,772 per person
$1,772
per person
Mar 11 - Mar 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)

6-7 night Anguilla vacations

Price found within the past 48 hours. Click for updated prices.
La Vue Boutique Inn

La Vue Boutique Inn

3.5 out of 5
Price was $1,515, price is now $1,268 per person
$1,268
per person
Feb 27 - Mar 6
found 1 day 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 $15,612, price is now $11,006 per person
$11,006
per person
Mar 1 - Mar 7
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 $9,054, price is now $7,226 per person
$7,226
per person
Feb 27 - Mar 6
found 1 day 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 $2,063, price is now $1,658 per person
$1,658
per person
Mar 11 - Mar 18
found 21 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
Save 100% on your flight
Price was $6,724, price is now $5,440 per person
$5,440
per person
Feb 27 - Mar 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
Paradise Cove Resort

Paradise Cove Resort

2.5 out of 5
Price was $1,845, price is now $1,501 per person
$1,501
per person
Feb 27 - Mar 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
Genesis Residences

Genesis Residences

2.5 out of 5
Price was $1,760, price is now $1,438 per person
$1,438
per person
Feb 27 - Mar 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
Fountain Anguilla

Fountain Anguilla

3.5 out of 5
Price was $2,367, price is now $1,980 per person
$1,980
per person
Mar 11 - Mar 18
found 21 hours ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
Rendezvous Bay Hotel

Rendezvous Bay Hotel

3.5 out of 5
Save 100% on your flight
Price was $3,204, price is now $2,687 per person
$2,687
per person
Feb 28 - Mar 6
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
Save 100% on your flight
Price was $10,769, price is now $9,374 per person
$9,374
per person
Feb 27 - Mar 6
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 $7,781, price is now $6,923 per person
$6,923
per person
Feb 27 - Mar 6
found 1 day ago
Roundtrip 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 $9,415, price is now $8,577 per person
$8,577
per person
Feb 22 - Feb 28
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to The Valley (AXA)

Top places to visit in Anguilla

FlightsFlightsHotelsHotels

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.

Mon, Apr 6 - Thu, Apr 9
MIA
Miami
AXA
The Valley
$458 Roundtrip, found 5 days ago
$458
Roundtrip
found 5 days ago
Select American Airlines flight, departing Mon, Apr 6 from Miami to The Valley, returning Thu, Apr 9, priced at $458 found 5 days ago
Sun, May 3 - Fri, May 8
EWR
New York
AXA
The Valley
$594 Roundtrip, found 3 days ago
$594
Roundtrip
found 3 days ago
Select American Airlines flight, departing Sun, May 3 from New York to The Valley, returning Fri, May 8, priced at $594 found 3 days ago
Mon, Mar 9 - Fri, Mar 13
BOS
Boston
AXA
The Valley
$599 Roundtrip, found 3 days ago
$599
Roundtrip
found 3 days ago
Select American Airlines flight, departing Mon, Mar 9 from Boston to The Valley, returning Fri, Mar 13, priced at $599 found 3 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
6.63 mi from city center
$1,822 nightly
The price is $2,030 total per night
$2,030 total
Feb 9 - Feb 10
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 11.3 mi (18.2 km) from Shoal Bay Beach.
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
$2,217 nightly
The price is $2,478 total per night
$2,478 total
Jan 18 - Jan 19
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?
See all available properties in Anguilla
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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.