Cheap Vacations in Anguilla

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Anguilla vacations

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

Malliouhana Resort Anguilla

5 out of 5
Price was $6,357, price is now $4,688 per person
$4,688
per person
Mar 7 - Mar 12
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 $7,055, price is now $5,766 per person
$5,766
per person
Mar 7 - Mar 12
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 $10,795, price is now $9,407 per person
$9,407
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.
Edwards Guesthouse

Edwards Guesthouse

2.5 out of 5
Price was $575, price is now $517 per person
$517
per person
Mar 6 - Mar 9
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 $3,987, price is now $2,960 per person
$2,960
per person
Mar 10 - Mar 13
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 $2,027, price is now $1,731 per person
$1,731
per person
Mar 10 - Mar 13
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 $6,181, price is now $5,330 per person
$5,330
per person
Mar 6 - Mar 9
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to The Valley (AXA)
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 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 $3,450, price is now $2,999 per person
$2,999
per person
Mar 10 - Mar 13
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 $1,384, price is now $1,225 per person
$1,225
per person
Mar 10 - Mar 13
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 $1,208, price is now $1,077 per person
$1,077
per person
Mar 10 - Mar 13
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 $1,238, price is now $1,104 per person
$1,104
per person
Mar 10 - Mar 13
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 $3,390, price is now $3,068 per person
$3,068
per person
Mar 10 - Mar 13
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 $1,093, price is now $999 per person
$999
per person
Mar 10 - Mar 13
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 $5,592, price is now $5,139 per person
$5,139
per person
Mar 16 - Mar 19
found 11 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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 $661, price is now $604 per person
$604
per person
Feb 18 - Feb 22
found 18 hours 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 $5,036, price is now $4,135 per person
$4,135
per person
Feb 26 - Mar 2
found 21 hours 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 $1,433, price is now $1,192 per person
$1,192
per person
Mar 12 - Mar 16
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 $1,476, price is now $1,270 per person
$1,270
per person
Feb 18 - Feb 22
found 18 hours 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
Save 100% on your flight
Price was $7,817, price is now $7,061 per person
$7,061
per person
Feb 17 - Feb 21
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 $6,545, price is now $5,996 per person
$5,996
per person
Mar 5 - Mar 9
found 17 hours 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 $1,206, price is now $1,113 per person
$1,113
per person
Feb 26 - Mar 2
found 21 hours ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
Quintessence Hotel Anguilla

Quintessence Hotel Anguilla

4.5 out of 5
Price was $3,460, price is now $3,207 per person
$3,207
per person
Feb 26 - Mar 2
found 21 hours ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
Genesis Residences

Genesis Residences

2.5 out of 5
Price was $1,157, price is now $1,082 per person
$1,082
per person
Feb 26 - Mar 2
found 21 hours 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 $5,468, price is now $5,115 per person
$5,115
per person
Mar 5 - Mar 9
found 17 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 $1,029, price is now $970 per person
$970
per person
Feb 26 - Mar 2
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
Price was $4,155, price is now $3,962 per person
$3,962
per person
Feb 26 - Mar 2
found 21 hours ago
Roundtrip flight included
Boston (BOS) 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 $808, price is now $735 per person
$735
per person
Feb 17 - Feb 22
found 18 hours ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
Malliouhana Resort Anguilla

Malliouhana Resort Anguilla

5 out of 5
Price was $6,357, price is now $4,688 per person
$4,688
per person
Mar 7 - Mar 12
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 $7,055, price is now $5,766 per person
$5,766
per person
Mar 7 - Mar 12
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 $5,391, price is now $4,491 per person
$4,491
per person
Mar 7 - Mar 12
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 $9,360, price is now $7,825 per person
$7,825
per person
Mar 1 - Mar 6
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

4 out of 5
Price was $1,704, price is now $1,426 per person
$1,426
per person
Mar 14 - Mar 19
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 $2,593, price is now $2,174 per person
$2,174
per person
Mar 14 - Mar 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
Fountain Anguilla

Fountain Anguilla

3.5 out of 5
Price was $2,720, price is now $2,311 per person
$2,311
per person
Mar 7 - Mar 12
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 $1,906, price is now $1,677 per person
$1,677
per person
Mar 7 - Mar 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
Genesis Residences

Genesis Residences

2.5 out of 5
Price was $1,845, price is now $1,632 per person
$1,632
per person
Mar 7 - Mar 12
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 $6,146, price is now $5,550 per person
$5,550
per person
Mar 7 - Mar 12
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 $1,665, price is now $1,506 per person
$1,506
per person
Mar 7 - Mar 12
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 $1,542, price is now $1,301 per person
$1,301
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 $8,445, price is now $6,021 per person
$6,021
per person
Mar 11 - Mar 18
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 $9,080, price is now $7,259 per person
$7,259
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 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 $6,750, price is now $5,473 per person
$5,473
per person
Feb 27 - Mar 6
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 $3,308, price is now $2,705 per person
$2,705
per person
Mar 11 - Mar 18
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 $1,872, price is now $1,534 per person
$1,534
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 $1,786, price is now $1,471 per person
$1,471
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 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 $10,795, price is now $9,407 per person
$9,407
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
Price was $7,807, price is now $6,956 per person
$6,956
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
Price was $10,236, price is now $9,170 per person
$9,170
per person
Mar 5 - Mar 12
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) 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 6 days ago
$458
Roundtrip
found 6 days ago
Select American Airlines flight, departing Mon, Apr 6 from Miami to The Valley, returning Thu, Apr 9, priced at $458 found 6 days ago
Sun, May 3 - Fri, May 8
EWR
New York
AXA
The Valley
$594 Roundtrip, found 4 days ago
$594
Roundtrip
found 4 days ago
Select American Airlines flight, departing Sun, May 3 from New York to The Valley, returning Fri, May 8, priced at $594 found 4 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.
Pool
Spa
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
$2,255 nightly
The price is $2,522 total per night
$2,522 total
Jan 20 - Jan 21
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.