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 $1,312, price is now $1,210 per person
$1,210
per person
Dec 18 - Dec 21
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
Price was $4,903, price is now $2,563 per person
$2,563
per person
Nov 27 - Dec 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
Save 100% on your flight
Price was $14,541, price is now $12,258 per person
$12,258
per person
Dec 17 - Dec 24
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 $8,286, price is now $7,001 per person
$7,001
per person
Nov 29 - Dec 4
found 11 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 $2,238, price is now $1,945 per person
$1,945
per person
Dec 18 - Dec 21
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 $1,824, price is now $1,585 per person
$1,585
per person
Dec 18 - Dec 21
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
Price was $3,933, price is now $3,486 per person
$3,486
per person
Nov 29 - Dec 4
found 11 hours 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 $2,235, price is now $1,984 per person
$1,984
per person
Dec 17 - Dec 24
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 $1,645, price is now $1,461 per person
$1,461
per person
Nov 29 - Dec 4
found 11 hours 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 $7,982, price is now $7,184 per person
$7,184
per person
Dec 17 - Dec 24
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 $662, price is now $613 per person
$613
per person
Dec 18 - Dec 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
Ceblue Luxury Villas

Ceblue Luxury Villas

5 out of 5
Price was $2,238, price is now $1,945 per person
$1,945
per person
Dec 18 - Dec 21
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 $1,824, price is now $1,585 per person
$1,585
per person
Dec 18 - Dec 21
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
Price was $3,867, price is now $3,486 per person
$3,486
per person
Nov 27 - Nov 30
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to The Valley (AXA)
Fountain Anguilla

Fountain Anguilla

3.5 out of 5
Price was $1,312, price is now $1,210 per person
$1,210
per person
Dec 18 - Dec 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
Malliouhana Resort Anguilla

Malliouhana Resort Anguilla

5 out of 5
Price was $3,227, price is now $2,997 per person
$2,997
per person
Dec 18 - Dec 21
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 $859, price is now $812 per person
$812
per person
Dec 18 - Dec 21
found 1 day ago
Roundtrip 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 $1,328, price is now $1,277 per person
$1,277
per person
Nov 27 - Nov 30
found 14 hours 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
Price was $6,119, price is now $5,885 per person
$5,885
per person
Nov 27 - Nov 30
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to The Valley (AXA)
Genesis Residences

Genesis Residences

2.5 out of 5
Price was $1,528, price is now $1,473 per person
$1,473
per person
Nov 27 - Nov 30
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to The Valley (AXA)
Zemi Beach House, LXR Hotels & Resorts

Zemi Beach House, LXR Hotels & Resorts

5 out of 5
Price was $2,002, price is now $1,932 per person
$1,932
per person
Dec 9 - Dec 12
found 12 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to The Valley (AXA)
West End Bay Condos

West End Bay Condos

3 out of 5
Price was $1,400, price is now $1,352 per person
$1,352
per person
Nov 27 - Nov 30
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) 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 $988, price is now $922 per person
$922
per person
Dec 12 - Dec 16
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 $7,054, price is now $6,594 per person
$6,594
per person
Nov 28 - Dec 2
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to The Valley (AXA)
Aurora Anguilla Resort & Golf Club

Aurora Anguilla Resort & Golf Club

5 out of 5
Price was $4,165, price is now $3,438 per person
$3,438
per person
Dec 12 - Dec 16
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 $2,537, price is now $2,219 per person
$2,219
per person
Dec 12 - Dec 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 $1,472, price is now $1,313 per person
$1,313
per person
Dec 12 - Dec 16
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 $9,019, price is now $8,061 per person
$8,061
per person
Dec 21 - Dec 25
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 $3,917, price is now $3,525 per person
$3,525
per person
Dec 12 - Dec 16
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to The Valley (AXA)
West End Bay Condos

West End Bay Condos

3 out of 5
Price was $1,288, price is now $1,175 per person
$1,175
per person
Dec 12 - Dec 16
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

3.5 out of 5
Price was $1,193, price is now $1,109 per person
$1,109
per person
Dec 12 - Dec 16
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 $3,688, price is now $3,442 per person
$3,442
per person
Dec 12 - Dec 16
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
Price was $6,334, price is now $5,940 per person
$5,940
per person
Dec 12 - Dec 16
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 $1,475, price is now $1,387 per person
$1,387
per person
Dec 12 - Dec 16
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.
Edwards Guesthouse

Edwards Guesthouse

2.5 out of 5
Price was $1,056, price is now $953 per person
$953
per person
Nov 29 - Dec 4
found 11 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 $4,732, price is now $3,195 per person
$3,195
per person
Dec 9 - Dec 14
found 24 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 $5,440, price is now $4,239 per person
$4,239
per person
Dec 15 - Dec 20
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to The Valley (AXA)
Quintessence Hotel Anguilla

Quintessence Hotel Anguilla

4.5 out of 5
Save 100% on your flight
Price was $13,028, price is now $10,541 per person
$10,541
per person
Nov 29 - Dec 4
found 11 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 $8,286, price is now $7,001 per person
$7,001
per person
Nov 29 - Dec 4
found 11 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 $6,814, price is now $5,798 per person
$5,798
per person
Nov 29 - Dec 4
found 11 hours 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 $3,933, price is now $3,486 per person
$3,486
per person
Nov 29 - Dec 4
found 11 hours ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Genesis Residences

Genesis Residences

2.5 out of 5
Price was $1,645, price is now $1,461 per person
$1,461
per person
Nov 29 - Dec 4
found 11 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 $2,577, price is now $2,323 per person
$2,323
per person
Nov 29 - Dec 4
found 11 hours 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 $1,426, price is now $1,289 per person
$1,289
per person
Nov 29 - Dec 4
found 11 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 $2,909, price is now $2,642 per person
$2,642
per person
Nov 29 - Dec 4
found 11 hours ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Fountain Anguilla

Fountain Anguilla

3.5 out of 5
Price was $1,816, price is now $1,676 per person
$1,676
per person
Nov 29 - Dec 4
found 11 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 $1,149, price is now $1,064 per person
$1,064
per person
Nov 26 - Dec 2
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
Price was $4,903, price is now $2,563 per person
$2,563
per person
Nov 27 - Dec 3
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 $3,282 per person
$3,282
per person
Dec 17 - Dec 24
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 $14,541, price is now $12,258 per person
$12,258
per person
Dec 17 - Dec 24
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 $18,445, price is now $15,562 per person
$15,562
per person
Dec 20 - Dec 26
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 $2,519, price is now $2,228 per person
$2,228
per person
Dec 17 - Dec 24
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 $2,235, price is now $1,984 per person
$1,984
per person
Dec 17 - Dec 24
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
Save 100% on your flight
Price was $8,836, price is now $7,859 per person
$7,859
per person
Dec 17 - Dec 24
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 $7,460, price is now $6,708 per person
$6,708
per person
Dec 17 - Dec 24
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 $7,982, price is now $7,184 per person
$7,184
per person
Dec 17 - Dec 24
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 $1,698, price is now $1,557 per person
$1,557
per person
Dec 17 - Dec 24
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 $1,455, price is now $1,340 per person
$1,340
per person
Nov 26 - Dec 2
found 5 hours 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.

Mon, Dec 21 - Fri, Dec 25
EWR
New York
AXA
The Valley
$442 Roundtrip, found 2 hours ago
$442
Roundtrip
found 2 hours ago
Select BermudAir flight, departing Mon, Dec 21 from New York to The Valley, returning Fri, Dec 25, priced at $442 found 2 hours ago
Fri, Dec 18 - Mon, Dec 21
BOS
Boston
AXA
The Valley
$452 Roundtrip, found 2 hours ago
$452
Roundtrip
found 2 hours ago
Select BermudAir flight, departing Fri, Dec 18 from Boston to The Valley, returning Mon, Dec 21, priced at $452 found 2 hours ago
Sat, Nov 28 - Sat, Dec 5
ATL
Atlanta
AXA
The Valley
$527 Roundtrip, found 3 days ago
$527
Roundtrip
found 3 days ago
Select American Airlines flight, departing Sat, Nov 28 from Atlanta to The Valley, returning Sat, Dec 5, priced at $527 found 3 days 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 31 - Nov 1
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.
Pool
Spa
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
$1,023 nightly
The price is $1,139 total per night
$1,139 total
Oct 30 - Oct 31
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
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.
Pool
Hot Tub
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.