Cheap Vacations in Anguilla

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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
Sandy Ground
Price was $1,460, price is now $1,307 per person
$1,307
per person
Jan 4 - Jan 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
Sheriva Luxury Villas and Suites

Sheriva Luxury Villas and Suites

4 out of 5
Save 100% on your flight
Price was $31,170, price is now $23,127 per person
$23,127
per person
Jan 4 - Jan 10
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 $6,936, price is now $5,160 per person
$5,160
per person
Jan 4 - Jan 10
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 $1,909, price is now $1,525 per person
$1,525
per person
Jan 4 - Jan 10
found 1 day 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 $1,633, price is now $1,336 per person
$1,336
per person
Jan 4 - Jan 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
Fountain Anguilla

Fountain Anguilla

3.5 out of 5
Price was $2,546, price is now $2,154 per person
$2,154
per person
Jan 4 - Jan 10
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 $1,581, price is now $1,353 per person
$1,353
per person
Jan 24 - Jan 29
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 $5,423, price is now $4,652 per person
$4,652
per person
Jan 4 - Jan 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
Genesis Residences

Genesis Residences

2.5 out of 5
Price was $1,825, price is now $1,588 per person
$1,588
per person
Jan 4 - Jan 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
West End Bay Condos

West End Bay Condos

3.5 out of 5
Price was $1,565, price is now $1,400 per person
$1,400
per person
Jan 4 - Jan 10
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.
Paradise Cove Resort

Paradise Cove Resort

2.5 out of 5
Price was $1,189, price is now $1,059 per person
$1,059
per person
Jan 22 - Jan 25
found 23 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to The Valley (AXA)
Sheriva Luxury Villas and Suites

Sheriva Luxury Villas and Suites

4 out of 5
Save 100% on your flight
Price was $13,131, price is now $10,998 per person
$10,998
per person
Jan 8 - Jan 11
found 21 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 $4,001, price is now $3,414 per person
$3,414
per person
Jan 8 - Jan 11
found 21 hours ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Cap Juluca, A Belmond Hotel, Anguilla

Cap Juluca, A Belmond Hotel, Anguilla

5 out of 5
Price was $5,149, price is now $4,690 per person
$4,690
per person
Jan 22 - Jan 25
found 23 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to The Valley (AXA)
Zemi Beach House, LXR Hotels & Resorts

Zemi Beach House, LXR Hotels & Resorts

5 out of 5
Price was $3,314, price is now $3,021 per person
$3,021
per person
Jan 8 - Jan 11
found 21 hours 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 $1,556, price is now $1,418 per person
$1,418
per person
Jan 8 - Jan 11
found 21 hours ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Genesis Residences

Genesis Residences

2.5 out of 5
Price was $1,513, price is now $1,459 per person
$1,459
per person
Jan 8 - Jan 11
found 21 hours ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Edwards Guesthouse

Edwards Guesthouse

2.5 out of 5
Price was $1,116, price is now $1,077 per person
$1,077
per person
Jan 8 - Jan 11
found 21 hours 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 $1,347, price is now $1,311 per person
$1,311
per person
Jan 8 - Jan 11
found 21 hours 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 $3,584, price is now $3,584 per person
$3,584
per person
Jan 8 - Jan 11
found 21 hours 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 $1,940, price is now $1,940 per person
$1,940
per person
Jan 8 - Jan 11
found 21 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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 $790, price is now $724 per person
$724
per person
Jan 10 - Jan 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Sheriva Luxury Villas and Suites

Sheriva Luxury Villas and Suites

4 out of 5
Save 100% on your flight
Price was $16,809, price is now $12,473 per person
$12,473
per person
Jan 10 - Jan 14
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 $4,636, price is now $3,451 per person
$3,451
per person
Jan 10 - Jan 14
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 $1,375, price is now $1,117 per person
$1,117
per person
Jan 10 - Jan 14
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 $1,759, price is now $1,507 per person
$1,507
per person
Jan 10 - Jan 14
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
Price was $3,686, price is now $3,177 per person
$3,177
per person
Jan 10 - Jan 14
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 $1,338, price is now $1,164 per person
$1,164
per person
Jan 11 - Jan 15
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 $4,665, price is now $4,083 per person
$4,083
per person
Jan 11 - Jan 15
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 $1,319, price is now $1,159 per person
$1,159
per person
Jan 10 - Jan 14
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 $1,108, price is now $998 per person
$998
per person
Jan 10 - Jan 14
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 $5,425, price is now $4,913 per person
$4,913
per person
Jan 10 - Jan 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Cap Juluca, A Belmond Hotel, Anguilla

Cap Juluca, A Belmond Hotel, Anguilla

5 out of 5
Save 100% on your flight
Price was $6,693, price is now $6,074 per person
$6,074
per person
Jan 11 - Jan 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)

5-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 $1,251, price is now $1,107 per person
$1,107
per person
Jan 24 - Jan 29
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Sheriva Luxury Villas and Suites

Sheriva Luxury Villas and Suites

4 out of 5
Save 100% on your flight
Price was $23,146, price is now $15,277 per person
$15,277
per person
Jan 24 - Jan 29
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 $4,928, price is now $3,645 per person
$3,645
per person
Jan 24 - Jan 29
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 $1,511, price is now $1,236 per person
$1,236
per person
Jan 24 - Jan 29
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 $2,400, price is now $2,003 per person
$2,003
per person
Jan 24 - Jan 29
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 $1,814, price is now $1,540 per person
$1,540
per person
Jan 24 - Jan 29
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 $1,581, price is now $1,353 per person
$1,353
per person
Jan 24 - Jan 29
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 $8,532, price is now $7,304 per person
$7,304
per person
Jan 24 - Jan 29
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 $4,420, price is now $3,793 per person
$3,793
per person
Jan 24 - Jan 29
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 $1,644, price is now $1,415 per person
$1,415
per person
Jan 5 - Jan 10
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to The Valley (AXA)
Genesis Residences

Genesis Residences

2.5 out of 5
Price was $1,520, price is now $1,309 per person
$1,309
per person
Jan 24 - Jan 29
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Cap Juluca, A Belmond Hotel, Anguilla

Cap Juluca, A Belmond Hotel, Anguilla

5 out of 5
Save 100% on your flight
Price was $8,644, price is now $7,752 per person
$7,752
per person
Jan 24 - Jan 29
found 1 day 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 $1,103, price is now $989 per person
$989
per person
Jan 4 - Jan 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
Sheriva Luxury Villas and Suites

Sheriva Luxury Villas and Suites

4 out of 5
Save 100% on your flight
Price was $31,170, price is now $23,127 per person
$23,127
per person
Jan 4 - Jan 10
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 $6,936, price is now $5,160 per person
$5,160
per person
Jan 4 - Jan 10
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 $1,909, price is now $1,525 per person
$1,525
per person
Jan 4 - Jan 10
found 1 day 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 $1,633, price is now $1,336 per person
$1,336
per person
Jan 4 - Jan 10
found 1 day 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 $3,154, price is now $2,636 per person
$2,636
per person
Jan 8 - Jan 15
found 16 hours ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Fountain Anguilla

Fountain Anguilla

3.5 out of 5
Price was $2,546, price is now $2,154 per person
$2,154
per person
Jan 4 - Jan 10
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 $1,819, price is now $1,546 per person
$1,546
per person
Jan 15 - Jan 21
found 1 day ago
Roundtrip non-stop 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
Save 100% on your flight
Price was $5,423, price is now $4,652 per person
$4,652
per person
Jan 4 - Jan 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
Genesis Residences

Genesis Residences

2.5 out of 5
Price was $1,825, price is now $1,588 per person
$1,588
per person
Jan 4 - Jan 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
West End Bay Condos

West End Bay Condos

3.5 out of 5
Price was $1,565, price is now $1,400 per person
$1,400
per person
Jan 4 - Jan 10
found 1 day 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 $1,460, price is now $1,307 per person
$1,307
per person
Jan 4 - Jan 10
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.

Wed, Jan 21 - Tue, Jan 27
EWR
New York
AXA
The Valley
$485 Roundtrip, found 16 hours ago
$485
Roundtrip
found 16 hours ago
Select American Airlines flight, departing Wed, Jan 21 from New York to The Valley, returning Tue, Jan 27, priced at $485 found 16 hours ago
Thu, Feb 26 - Sun, Mar 1
MIA
Miami
AXA
The Valley
$485 Roundtrip, found 2 days ago
$485
Roundtrip
found 2 days ago
Select American Airlines flight, departing Thu, Feb 26 from Miami to The Valley, returning Sun, Mar 1, priced at $485 found 2 days ago
Mon, Jan 26 - Sat, Jan 31
IAD
Washington
AXA
The Valley
$506 Roundtrip, found 3 days ago
$506
Roundtrip
found 3 days ago
Select American Airlines flight, departing Mon, Jan 26 from Washington to The Valley, returning Sat, Jan 31, priced at $506 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
6.06 mi from city center
$1,137 nightly
The price is $1,266 total per night
$1,266 total
Dec 6 - Dec 7
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
4.66 mi from city center
Get rates
With a stay at Anguilla Great House Beach Resort in Rendezvous Bay, you'll be on the beach, just a 2-minute walk from Rendezvous Bay Beach and 12 minutes by foot from Aurora International Golf Club.
Pool
Spa
Aurora Anguilla Resort & Golf Club

Aurora Anguilla Resort & Golf Club

5 out of 5
Rendezvous Bay Rendezvous Bay
4.95 mi from city center
$947 nightly
The price is $1,049 total per night
$1,049 total
Dec 6 - Dec 7
Total with taxes and fees
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
Hot Tub
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.