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 $1,296, price is now $1,175 per person
$1,175
per person
Jan 16 - Jan 20
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) 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 $17,002, price is now $12,358 per person
$12,358
per person
Jan 16 - Jan 20
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to The Valley (AXA)
Malliouhana Resort Anguilla

Malliouhana Resort Anguilla

5 out of 5
Save 100% on your flight
Price was $5,943, price is now $4,332 per person
$4,332
per person
Jan 16 - Jan 20
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) 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 $3,384, price is now $2,807 per person
$2,807
per person
Feb 6 - Feb 9
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to The Valley (AXA)
Anguilla Great House Beach Resort

Anguilla Great House Beach Resort

4 out of 5
Price was $1,497, price is now $1,246 per person
$1,246
per person
Jan 16 - Jan 20
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to The Valley (AXA)
Fountain Anguilla

Fountain Anguilla

3.5 out of 5
Price was $1,982, price is now $1,701 per person
$1,701
per person
Jan 16 - Jan 20
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to The Valley (AXA)
Zemi Beach House, LXR Hotels & Resorts

Zemi Beach House, LXR Hotels & Resorts

5 out of 5
Price was $4,002, price is now $3,473 per person
$3,473
per person
Jan 16 - Jan 20
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to The Valley (AXA)
Paradise Cove Resort

Paradise Cove Resort

2.5 out of 5
Price was $1,609, price is now $1,408 per person
$1,408
per person
Jan 16 - Jan 20
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to The Valley (AXA)
Genesis Residences

Genesis Residences

2.5 out of 5
Price was $1,512, price is now $1,333 per person
$1,333
per person
Jan 16 - Jan 20
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) 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 $8,690, price is now $7,729 per person
$7,729
per person
Jan 16 - Jan 20
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to The Valley (AXA)

3-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 $726, price is now $627 per person
$627
per person
Feb 6 - Feb 9
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to The Valley (AXA)
Sheriva Luxury Villas and Suites

Sheriva Luxury Villas and Suites

4 out of 5
Price was $12,569, price is now $8,952 per person
$8,952
per person
Jan 16 - Jan 19
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 $4,575, price is now $3,366 per person
$3,366
per person
Jan 16 - Jan 19
found 4 hours ago
Roundtrip non-stop flight included
Charlotte (CLT) to The Valley (AXA)
Anguilla Great House Beach Resort

Anguilla Great House Beach Resort

4 out of 5
Price was $867, price is now $690 per person
$690
per person
Feb 6 - Feb 9
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) 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 $3,384, price is now $2,807 per person
$2,807
per person
Feb 6 - Feb 9
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to The Valley (AXA)
Paradise Cove Resort

Paradise Cove Resort

2.5 out of 5
Price was $909, price is now $758 per person
$758
per person
Feb 6 - Feb 9
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) 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 $2,778, price is now $2,376 per person
$2,376
per person
Feb 6 - Feb 9
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) 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 $6,029, price is now $5,267 per person
$5,267
per person
Feb 1 - Feb 4
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 $1,195, price is now $1,046 per person
$1,046
per person
Jan 23 - Jan 26
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 $5,358, price is now $4,803 per person
$4,803
per person
Feb 6 - Feb 9
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to The Valley (AXA)
Edwards Guesthouse

Edwards Guesthouse

2.5 out of 5
Price was $818, price is now $763 per person
$763
per person
Jan 23 - Jan 26
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 $2,496, price is now $2,496 per person
$2,496
per person
Feb 6 - Feb 9
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to The Valley (AXA)

4-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 $1,296, price is now $1,175 per person
$1,175
per person
Jan 16 - Jan 20
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) 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 $17,002, price is now $12,358 per person
$12,358
per person
Jan 16 - Jan 20
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to The Valley (AXA)
Malliouhana Resort Anguilla

Malliouhana Resort Anguilla

5 out of 5
Save 100% on your flight
Price was $5,943, price is now $4,332 per person
$4,332
per person
Jan 16 - Jan 20
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to The Valley (AXA)
Anguilla Great House Beach Resort

Anguilla Great House Beach Resort

4 out of 5
Price was $1,497, price is now $1,246 per person
$1,246
per person
Jan 16 - Jan 20
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) 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 $4,736, price is now $3,973 per person
$3,973
per person
Feb 1 - Feb 5
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 $1,982, price is now $1,701 per person
$1,701
per person
Jan 16 - Jan 20
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to The Valley (AXA)
Zemi Beach House, LXR Hotels & Resorts

Zemi Beach House, LXR Hotels & Resorts

5 out of 5
Price was $4,002, price is now $3,473 per person
$3,473
per person
Jan 16 - Jan 20
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to The Valley (AXA)
Paradise Cove Resort

Paradise Cove Resort

2.5 out of 5
Price was $1,609, price is now $1,408 per person
$1,408
per person
Jan 16 - Jan 20
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to The Valley (AXA)
Genesis Residences

Genesis Residences

2.5 out of 5
Price was $1,512, price is now $1,333 per person
$1,333
per person
Jan 16 - Jan 20
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) 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 $8,690, price is now $7,729 per person
$7,729
per person
Jan 16 - Jan 20
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) 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 $6,529, price is now $5,818 per person
$5,818
per person
Feb 4 - Feb 8
found 12 hours 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 $5,502, price is now $5,076 per person
$5,076
per person
Jan 16 - Jan 20
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) 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 $1,026, price is now $932 per person
$932
per person
Feb 1 - Feb 6
found 19 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) 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 $23,264, price is now $14,722 per person
$14,722
per person
Jan 25 - Jan 30
found 19 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to The Valley (AXA)
Malliouhana Resort Anguilla

Malliouhana Resort Anguilla

5 out of 5
Save 100% on your flight
Price was $14,706, price is now $10,113 per person
$10,113
per person
Jan 25 - Jan 30
found 19 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to The Valley (AXA)
Rendezvous Bay Hotel

Rendezvous Bay Hotel

3.5 out of 5
Price was $2,518, price is now $2,046 per person
$2,046
per person
Jan 25 - Jan 30
found 19 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to The Valley (AXA)
Anguilla Great House Beach Resort

Anguilla Great House Beach Resort

4 out of 5
Price was $1,910, price is now $1,595 per person
$1,595
per person
Jan 13 - Jan 18
found 1 day ago
Roundtrip flight included
New York (JFK) to The Valley (AXA)
Fountain Anguilla

Fountain Anguilla

3.5 out of 5
Price was $1,966, price is now $1,642 per person
$1,642
per person
Jan 25 - Jan 30
found 19 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to The Valley (AXA)
Paradise Cove Resort

Paradise Cove Resort

2.5 out of 5
Price was $1,699, price is now $1,433 per person
$1,433
per person
Jan 25 - Jan 30
found 19 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to The Valley (AXA)
Genesis Residences

Genesis Residences

2.5 out of 5
Price was $1,638, price is now $1,387 per person
$1,387
per person
Jan 25 - Jan 30
found 19 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) 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 $4,619, price is now $3,980 per person
$3,980
per person
Jan 25 - Jan 30
found 19 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) 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 $10,214, price is now $8,817 per person
$8,817
per person
Jan 25 - Jan 30
found 19 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to The Valley (AXA)
La Vue Boutique Inn

La Vue Boutique Inn

3.5 out of 5
Price was $1,369, price is now $1,198 per person
$1,198
per person
Jan 25 - Jan 30
found 19 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to The Valley (AXA)
4-bed Villa, Pool, Parking

4-bed Villa, Pool, Parking

3.5 out of 5
Save 100% on your flight
Price was $6,576, price is now $5,889 per person
$5,889
per person
Jan 25 - Jan 30
found 19 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) 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 $987, price is now $797 per person
$797
per person
Jan 12 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) 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 $27,815, price is now $17,565 per person
$17,565
per person
Jan 24 - Jan 30
found 19 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to The Valley (AXA)
Malliouhana Resort Anguilla

Malliouhana Resort Anguilla

5 out of 5
Save 100% on your flight
Price was $17,586, price is now $12,009 per person
$12,009
per person
Jan 25 - Jan 31
found 19 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to The Valley (AXA)
Anguilla Great House Beach Resort

Anguilla Great House Beach Resort

4 out of 5
Price was $1,982, price is now $1,512 per person
$1,512
per person
Jan 21 - Jan 28
found 24 hours ago
Roundtrip non-stop flight included
Charlotte (CLT) to The Valley (AXA)
Rendezvous Bay Hotel

Rendezvous Bay Hotel

3.5 out of 5
Price was $2,920, price is now $2,354 per person
$2,354
per person
Jan 24 - Jan 30
found 19 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to The Valley (AXA)
Fountain Anguilla

Fountain Anguilla

3.5 out of 5
Price was $2,280, price is now $1,882 per person
$1,882
per person
Jan 24 - Jan 30
found 19 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to The Valley (AXA)
Paradise Cove Resort

Paradise Cove Resort

2.5 out of 5
Price was $1,937, price is now $1,618 per person
$1,618
per person
Jan 24 - Jan 30
found 19 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to The Valley (AXA)
Genesis Residences

Genesis Residences

2.5 out of 5
Price was $1,864, price is now $1,562 per person
$1,562
per person
Jan 24 - Jan 30
found 19 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) 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 $5,546, price is now $4,762 per person
$4,762
per person
Jan 24 - Jan 30
found 19 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) 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 $9,864, price is now $8,522 per person
$8,522
per person
Jan 24 - Jan 30
found 19 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to The Valley (AXA)
La Vue Boutique Inn

La Vue Boutique Inn

3.5 out of 5
Price was $1,541, price is now $1,336 per person
$1,336
per person
Jan 24 - Jan 30
found 19 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to The Valley (AXA)
4-bed Villa, Pool, Parking

4-bed Villa, Pool, Parking

3.5 out of 5
Save 100% on your flight
Price was $7,751, price is now $6,926 per person
$6,926
per person
Jan 24 - Jan 30
found 19 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) 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.

Tue, Mar 17 - Mon, Mar 23
BOS
Boston
AXA
The Valley
$515 Roundtrip, found 2 days ago
$515
Roundtrip
found 2 days ago
Select American Airlines flight, departing Tue, Mar 17 from Boston to The Valley, returning Mon, Mar 23, priced at $515 found 2 days ago
Fri, Apr 3 - Wed, Apr 8
EWR
New York
AXA
The Valley
$520 Roundtrip, found 17 hours ago
$520
Roundtrip
found 17 hours ago
Select American Airlines flight, departing Fri, Apr 3 from New York to The Valley, returning Wed, Apr 8, priced at $520 found 17 hours ago
Wed, Jan 21 - Sun, Jan 25
LAX
Los Angeles
AXA
The Valley
$578 Roundtrip, found 1 day ago
$578
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Jan 21 from Los Angeles to The Valley, returning Sun, Jan 25, priced at $578 found 1 day 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
$1,251 nightly
The price is $1,394 total per night
$1,394 total
Dec 19 - Dec 20
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
Get rates
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?
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.