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 $491, price is now $423 per person
$423
per person
Jun 4 - Jun 6
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
Save 100% on your flight
Price was $6,952, price is now $6,022 per person
$6,022
per person
May 25 - May 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
Price was $3,431, price is now $3,066 per person
$3,066
per person
Jun 11 - Jun 15
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to The Valley (AXA)
4-bed Villa, Pool, Parking

4-bed Villa, Pool, Parking

3.5 out of 5
Price was $3,892, price is now $3,572 per person
$3,572
per person
Jun 11 - Jun 15
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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 $7,131, price is now $6,689 per person
$6,689
per person
Jun 11 - Jun 15
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to The Valley (AXA)
White Sands Anguilla

White Sands Anguilla

3.5 out of 5
Price was $1,703, price is now $1,657 per person
$1,657
per person
May 20 - May 25
found 5 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 $2,634, price is now $2,177 per person
$2,177
per person
May 23 - May 25
found 7 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
Price was $2,692, price is now $2,373 per person
$2,373
per person
May 23 - May 25
found 7 hours ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
Ceblue Luxury Villas

Ceblue Luxury Villas

5 out of 5
Price was $2,337, price is now $2,060 per person
$2,060
per person
May 23 - May 25
found 7 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 $2,438, price is now $2,204 per person
$2,204
per person
May 23 - May 25
found 7 hours 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 $1,517, price is now $1,431 per person
$1,431
per person
May 23 - May 25
found 7 hours ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
White Sands Anguilla

White Sands Anguilla

3.5 out of 5
Price was $1,566, price is now $1,502 per person
$1,502
per person
Jun 4 - Jun 7
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to The Valley (AXA)
Malliouhana Resort Anguilla

Malliouhana Resort Anguilla

5 out of 5
Price was $2,634, price is now $2,177 per person
$2,177
per person
May 23 - May 25
found 7 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
Price was $2,692, price is now $2,373 per person
$2,373
per person
May 23 - May 25
found 7 hours ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
Ceblue Luxury Villas

Ceblue Luxury Villas

5 out of 5
Price was $2,337, price is now $2,060 per person
$2,060
per person
May 23 - May 25
found 7 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 $2,438, price is now $2,204 per person
$2,204
per person
May 23 - May 25
found 7 hours ago
Roundtrip 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 $3,692, price is now $3,341 per person
$3,341
per person
May 23 - May 25
found 7 hours ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
Quintessence Hotel Anguilla

Quintessence Hotel Anguilla

4.5 out of 5
Price was $2,236, price is now $2,034 per person
$2,034
per person
May 23 - May 25
found 7 hours ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
Rendezvous Bay Hotel

Rendezvous Bay Hotel

3.5 out of 5
Price was $1,828, price is now $1,689 per person
$1,689
per person
May 23 - May 25
found 7 hours ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
Fountain Anguilla

Fountain Anguilla

3.5 out of 5
Price was $1,704, price is now $1,580 per person
$1,580
per person
May 23 - May 25
found 7 hours ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
Genesis Residences

Genesis Residences

2.5 out of 5
Price was $1,644, price is now $1,551 per person
$1,551
per person
May 23 - May 25
found 7 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 $1,603, price is now $1,521 per person
$1,521
per person
May 23 - May 25
found 7 hours ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)

4-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 $1,381, price is now $1,240 per person
$1,240
per person
Jun 11 - Jun 15
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 $2,810, price is now $2,025 per person
$2,025
per person
Jun 11 - Jun 15
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to The Valley (AXA)
Malliouhana Resort Anguilla

Malliouhana Resort Anguilla

5 out of 5
Save 100% on your flight
Price was $3,411, price is now $2,580 per person
$2,580
per person
Jun 11 - Jun 15
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 $9,970, price is now $8,110 per person
$8,110
per person
May 21 - May 25
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
Price was $1,666, price is now $1,413 per person
$1,413
per person
Jun 11 - Jun 15
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
Price was $2,645, price is now $2,271 per person
$2,271
per person
Jun 11 - Jun 15
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 $1,967, price is now $1,695 per person
$1,695
per person
Jun 11 - Jun 15
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 $6,952, price is now $6,022 per person
$6,022
per person
May 25 - May 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 $12,376, price is now $10,725 per person
$10,725
per person
May 21 - May 25
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to The Valley (AXA)
Genesis Residences

Genesis Residences

2.5 out of 5
Price was $1,598, price is now $1,412 per person
$1,412
per person
Jun 11 - Jun 15
found 1 day ago
Roundtrip non-stop 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 $3,431, price is now $3,066 per person
$3,066
per person
Jun 11 - Jun 15
found 1 day ago
Roundtrip non-stop 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 $1,518, price is now $1,363 per person
$1,363
per person
Jun 11 - Jun 15
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to The Valley (AXA)

5-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 $1,712, price is now $1,452 per person
$1,452
per person
May 20 - May 25
found 5 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 $4,651, price is now $3,407 per person
$3,407
per person
May 20 - May 25
found 5 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
Save 100% on your flight
Price was $3,133, price is now $2,370 per person
$2,370
per person
Jun 5 - Jun 10
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to The Valley (AXA)
Quintessence Hotel Anguilla

Quintessence Hotel Anguilla

4.5 out of 5
Save 100% on your flight
Price was $11,894, price is now $9,556 per person
$9,556
per person
May 20 - May 25
found 5 hours ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Fountain Anguilla

Fountain Anguilla

3.5 out of 5
Price was $2,113, price is now $1,730 per person
$1,730
per person
May 20 - May 25
found 5 hours ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Ceblue Luxury Villas

Ceblue Luxury Villas

5 out of 5
Price was $3,757, price is now $3,092 per person
$3,092
per person
May 20 - May 25
found 5 hours 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
Save 100% on your flight
Price was $8,478, price is now $7,021 per person
$7,021
per person
May 27 - Jun 1
found 16 hours ago
Roundtrip non-stop flight included
New York (JFK) to The Valley (AXA)
Rendezvous Bay Hotel

Rendezvous Bay Hotel

3.5 out of 5
Price was $2,484, price is now $2,071 per person
$2,071
per person
May 20 - May 25
found 5 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 $4,312, price is now $3,599 per person
$3,599
per person
May 20 - May 25
found 5 hours ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Genesis Residences

Genesis Residences

2.5 out of 5
Price was $2,024, price is now $1,726 per person
$1,726
per person
May 20 - May 25
found 5 hours 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 $1,864, price is now $1,610 per person
$1,610
per person
May 20 - May 25
found 5 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
Save 100% on your flight
Price was $8,084, price is now $7,004 per person
$7,004
per person
May 20 - May 25
found 5 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.
Anguilla Great House Beach Resort

Anguilla Great House Beach Resort

4 out of 5
Price was $1,654, price is now $1,372 per person
$1,372
per person
Jun 3 - Jun 9
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
Save 100% on your flight
Price was $3,723, price is now $2,393 per person
$2,393
per person
Jun 3 - Jun 9
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to The Valley (AXA)
Malliouhana Resort Anguilla

Malliouhana Resort Anguilla

5 out of 5
Save 100% on your flight
Price was $4,815, price is now $3,494 per person
$3,494
per person
Jun 3 - Jun 9
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to The Valley (AXA)
Fountain Anguilla

Fountain Anguilla

3.5 out of 5
Price was $2,107, price is now $1,710 per person
$1,710
per person
Jun 3 - Jun 9
found 1 day ago
Roundtrip non-stop 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 $1,915, price is now $1,580 per person
$1,580
per person
Jun 3 - Jun 9
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 $2,588, price is now $2,147 per person
$2,147
per person
Jun 3 - Jun 9
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 $3,253, price is now $2,742 per person
$2,742
per person
Jun 3 - Jun 9
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
Price was $3,606, price is now $3,044 per person
$3,044
per person
Jun 3 - Jun 9
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 $2,035, price is now $1,733 per person
$1,733
per person
Jun 3 - Jun 9
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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 $12,207, price is now $10,601 per person
$10,601
per person
May 21 - May 28
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
Save 100% on your flight
Price was $6,548, price is now $5,711 per person
$5,711
per person
Jun 3 - Jun 9
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to The Valley (AXA)
Ceblue Luxury Villas

Ceblue Luxury Villas

5 out of 5
Price was $3,338, price is now $2,930 per person
$2,930
per person
Jun 3 - Jun 9
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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, Jun 18 - Mon, Jun 22
MIA
Miami
AXA
The Valley
$630 Roundtrip, found 1 hour ago
$630
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Thu, Jun 18 from Miami to The Valley, returning Mon, Jun 22, priced at $630 found 1 hour ago
Sat, Jul 4 - Wed, Jul 8
DCA
Washington
AXA
The Valley
$653 Roundtrip, found 1 day ago
$653
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Jul 4 from Washington to The Valley, returning Wed, Jul 8, priced at $653 found 1 day ago
Mon, Jun 1 - Thu, Jun 4
BOS
Boston
AXA
The Valley
$664 Roundtrip, found 5 days ago
$664
Roundtrip
found 5 days ago
Select American Airlines flight, departing Mon, Jun 1 from Boston to The Valley, returning Thu, Jun 4, priced at $664 found 5 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
$1,365 nightly
The price is $1,521 total per night
$1,521 total
May 8 - May 9
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.
Aurora Anguilla Resort & Golf Club

Aurora Anguilla Resort & Golf Club

5 out of 5
Rendezvous Bay Rendezvous Bay
Free Cancellation
Reserve now, pay when you stay
4.95 mi from city center
$1,164 nightly
The price is $1,299 total per night
$1,299 total
May 3 - May 4
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.
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
$1,650 nightly
The price is $1,845 total per night
$1,845 total
May 16 - May 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.
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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.