Cheap Vacations in Anguilla

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Anguilla vacations

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

Anguilla Great House Beach Resort

3.5 out of 5
Price was $716, price is now $656 per person
$656
per person
Dec 9 - Dec 12
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 $6,882, price is now $3,439 per person
$3,439
per person
Nov 20 - Nov 27
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 $6,720, price is now $5,586 per person
$5,586
per person
Nov 20 - Nov 27
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
Save 100% on your flight
Price was $9,073, price is now $7,778 per person
$7,778
per person
Dec 3 - Dec 8
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 $7,910, price is now $6,814 per person
$6,814
per person
Dec 3 - Dec 8
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 $3,227, price is now $2,801 per person
$2,801
per person
Dec 3 - Dec 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Ceblue Luxury Villas

Ceblue Luxury Villas

5 out of 5
Price was $2,601, price is now $2,274 per person
$2,274
per person
Nov 30 - Dec 5
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 $916, price is now $843 per person
$843
per person
Dec 9 - Dec 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Edwards Guesthouse

Edwards Guesthouse

2.5 out of 5
Sandy Ground
Price was $1,286, price is now $1,189 per person
$1,189
per person
Dec 3 - Dec 8
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
Price was $3,802, price is now $3,515 per person
$3,515
per person
Nov 20 - Nov 27
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.
Anguilla Great House Beach Resort

Anguilla Great House Beach Resort

3.5 out of 5
Price was $716, price is now $656 per person
$656
per person
Dec 9 - Dec 12
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 $916, price is now $843 per person
$843
per person
Dec 9 - Dec 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
West End Bay Condos

West End Bay Condos

3 out of 5
Price was $788, price is now $729 per person
$729
per person
Dec 9 - Dec 12
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 $980, price is now $916 per person
$916
per person
Dec 9 - Dec 12
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 $778, price is now $734 per person
$734
per person
Dec 9 - Dec 12
found 1 day 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.
Anguilla Great House Beach Resort

Anguilla Great House Beach Resort

3.5 out of 5
Price was $1,376, price is now $1,292 per person
$1,292
per person
Dec 2 - Dec 6
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) 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 $3,741, price is now $2,293 per person
$2,293
per person
Dec 2 - Dec 6
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 $7,546, price is now $6,585 per person
$6,585
per person
Dec 2 - Dec 6
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to The Valley (AXA)
Rendezvous Bay Hotel

Rendezvous Bay Hotel

3.5 out of 5
Price was $2,720, price is now $2,382 per person
$2,382
per person
Dec 2 - Dec 6
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to The Valley (AXA)
6 BR Villa With Concierge Amenities Pool

6 BR Villa With Concierge Amenities Pool

2 out of 5
Price was $6,610, price is now $5,797 per person
$5,797
per person
Dec 2 - Dec 6
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to The Valley (AXA)
Ceblue Luxury Villas

Ceblue Luxury Villas

5 out of 5
Price was $3,735, price is now $3,310 per person
$3,310
per person
Dec 2 - Dec 6
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
Price was $9,971, price is now $8,980 per person
$8,980
per person
Dec 2 - Dec 6
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to The Valley (AXA)
Cap Juluca, A Belmond Hotel, Anguilla

Cap Juluca, A Belmond Hotel, Anguilla

5 out of 5
Price was $13,162, price is now $12,081 per person
$12,081
per person
Dec 2 - Dec 6
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to The Valley (AXA)
Genesis Residences

Genesis Residences

2.5 out of 5
Price was $1,656, price is now $1,537 per person
$1,537
per person
Dec 2 - Dec 6
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to The Valley (AXA)
West End Bay Condos

West End Bay Condos

3 out of 5
Price was $1,472, price is now $1,388 per person
$1,388
per person
Dec 2 - Dec 6
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to The Valley (AXA)
Fountain Anguilla

Fountain Anguilla

3.5 out of 5
Price was $1,602, price is now $1,534 per person
$1,534
per person
Dec 2 - Dec 6
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to The Valley (AXA)
La Vue Boutique Inn

La Vue Boutique Inn

3.5 out of 5
Price was $1,392, price is now $1,336 per person
$1,336
per person
Dec 2 - Dec 6
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) 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 $1,286, price is now $1,189 per person
$1,189
per person
Dec 3 - Dec 8
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 $4,369, price is now $2,427 per person
$2,427
per person
Nov 30 - Dec 5
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
Save 100% on your flight
Price was $9,073, price is now $7,778 per person
$7,778
per person
Dec 3 - Dec 8
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 $7,910, price is now $6,814 per person
$6,814
per person
Dec 3 - Dec 8
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 $3,227, price is now $2,801 per person
$2,801
per person
Dec 3 - Dec 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Ceblue Luxury Villas

Ceblue Luxury Villas

5 out of 5
Price was $2,601, price is now $2,274 per person
$2,274
per person
Nov 30 - Dec 5
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 $12,290, price is now $11,072 per person
$11,072
per person
Dec 3 - Dec 8
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 $1,928, price is now $1,743 per person
$1,743
per person
Dec 3 - Dec 8
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 $1,884, price is now $1,730 per person
$1,730
per person
Dec 3 - Dec 8
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
Price was $7,193, price is now $6,650 per person
$6,650
per person
Dec 3 - Dec 8
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 $1,596, price is now $1,481 per person
$1,481
per person
Dec 3 - Dec 8
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

3.5 out of 5
Price was $1,547, price is now $1,435 per person
$1,435
per person
Dec 3 - Dec 8
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.
West End Bay Condos

West End Bay Condos

3 out of 5
Price was $1,747, price is now $1,573 per person
$1,573
per person
Dec 7 - Dec 14
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 $6,882, price is now $3,439 per person
$3,439
per person
Nov 20 - Nov 27
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 $6,720, price is now $5,586 per person
$5,586
per person
Nov 20 - Nov 27
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 $3,932, price is now $3,272 per person
$3,272
per person
Dec 7 - Dec 14
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 $10,828, price is now $9,184 per person
$9,184
per person
Dec 7 - Dec 14
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 $2,115, price is now $1,827 per person
$1,827
per person
Dec 7 - Dec 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
Save 100% on your flight
Price was $6,679, price is now $5,960 per person
$5,960
per person
Nov 26 - Dec 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 $1,918, price is now $1,753 per person
$1,753
per person
Dec 7 - Dec 14
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
Price was $3,802, price is now $3,515 per person
$3,515
per person
Nov 20 - Nov 27
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 $1,707, price is now $1,588 per person
$1,588
per person
Dec 7 - Dec 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Ceblue Luxury Villas

Ceblue Luxury Villas

5 out of 5
Price was $7,228, price is now $6,728 per person
$6,728
per person
Dec 7 - Dec 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
Price was $8,149, price is now $7,601 per person
$7,601
per person
Nov 20 - Nov 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)

Top places to visit in Anguilla

A beach with clear turquoise waters, white sand, and a palm tree.
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.

Sat, Nov 28 - Sat, Dec 5
ATL
Atlanta
AXA
The Valley
$527 Roundtrip, found 10 hours ago
$527
Roundtrip
found 10 hours ago
Select American Airlines flight, departing Sat, Nov 28 from Atlanta to The Valley, returning Sat, Dec 5, priced at $527 found 10 hours ago
Wed, Nov 18 - Sun, Nov 22
MIA
Miami
AXA
The Valley
$602 Roundtrip, found 2 days ago
$602
Roundtrip
found 2 days ago
Select American Airlines flight, departing Wed, Nov 18 from Miami to The Valley, returning Sun, Nov 22, priced at $602 found 2 days ago
Sun, Nov 15 - Thu, Nov 19
BOS
Boston
AXA
The Valley
$611 Roundtrip, found 10 hours ago
$611
Roundtrip
found 10 hours ago
Select American Airlines flight, departing Sun, Nov 15 from Boston to The Valley, returning Thu, Nov 19, priced at $611 found 10 hours ago

Top rated hotels for your Anguilla vacation

Anguilla Great House Beach Resort

Anguilla Great House Beach Resort

3.5 out of 5
Rendezvous Bay Rendezvous Bay
4.67 mi from city center
$205 nightly
The price is $229 total per night
$229 total
Oct 20 - Oct 21
Total with taxes and fees
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.
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
$1,045 nightly
The price is $1,164 total per night
$1,164 total
Oct 24 - Oct 25
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
$671 nightly
The price is $749 total per night
$749 total
Nov 2 - Nov 3
Total with taxes and fees
When you stay at Aurora Anguilla Resort & Golf Club in Rendezvous Bay, you'll be on the waterfront, you'll be a short 8-minute drive from Blowing Point Ferry Terminal.
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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.