Cheap Vacations in Island Harbour

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3-night Island Harbour 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 $1,196, price is now $1,034 per person
$1,034
per person
Mar 10 - Mar 13
found 18 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 $4,048, price is now $3,072 per person
$3,072
per person
Mar 7 - Mar 10
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 $4,427, price is now $3,730 per person
$3,730
per person
Mar 7 - Mar 10
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 $6,535, price is now $5,663 per person
$5,663
per person
Mar 6 - Mar 9
found 4 hours ago
Roundtrip flight included
New York (JFK) to The Valley (AXA)
Zemi Beach House, LXR Hotels & Resorts

Zemi Beach House, LXR Hotels & Resorts

5 out of 5
Price was $3,781, price is now $3,300 per person
$3,300
per person
Feb 19 - Feb 22
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 $1,564, price is now $1,395 per person
$1,395
per person
Feb 19 - Feb 22
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 $1,378, price is now $1,242 per person
$1,242
per person
Feb 19 - Feb 22
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 $3,793, price is now $3,428 per person
$3,428
per person
Feb 19 - Feb 22
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 $1,341, price is now $1,215 per person
$1,215
per person
Feb 19 - Feb 22
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
Price was $6,296, price is now $5,790 per person
$5,790
per person
Feb 18 - Feb 21
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to The Valley (AXA)
La Vue Boutique Inn

La Vue Boutique Inn

3.5 out of 5
Price was $1,258, price is now $1,157 per person
$1,157
per person
Feb 19 - Feb 22
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 $5,221, price is now $4,808 per person
$4,808
per person
Feb 24 - Feb 27
found 11 hours ago
Roundtrip non-stop flight included
New York (JFK) to The Valley (AXA)

4-night Island Harbour 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 $1,000, price is now $874 per person
$874
per person
Mar 12 - Mar 16
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 $5,279, price is now $3,839 per person
$3,839
per person
Feb 27 - Mar 3
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

4 out of 5
Price was $1,137, price is now $920 per person
$920
per person
Mar 12 - Mar 16
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 $3,786, price is now $3,134 per person
$3,134
per person
Feb 27 - Mar 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 $1,346, price is now $1,139 per person
$1,139
per person
Mar 12 - Mar 16
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 $7,538, price is now $6,383 per person
$6,383
per person
Feb 27 - Mar 3
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 $1,193, price is now $1,014 per person
$1,014
per person
Mar 12 - Mar 16
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 $4,481, price is now $3,880 per person
$3,880
per person
Feb 27 - Mar 3
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 $1,483, price is now $1,300 per person
$1,300
per person
Feb 27 - Mar 3
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 $4,372, price is now $3,890 per person
$3,890
per person
Feb 27 - Mar 3
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 $6,529, price is now $5,907 per person
$5,907
per person
Mar 5 - Mar 9
found 1 hour ago
Roundtrip non-stop flight included
Columbus (CMH) to The Valley (AXA)
4-bed Villa, Pool, Parking

4-bed Villa, Pool, Parking

3.5 out of 5
Price was $5,473, price is now $4,985 per person
$4,985
per person
Feb 27 - Mar 3
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)

5-night Island Harbour vacations

Price found within the past 48 hours. Click for updated prices.
Edwards Guesthouse

Edwards Guesthouse

2.5 out of 5
Price was $1,301, price is now $1,222 per person
$1,222
per person
Feb 16 - Feb 21
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 $5,784, price is now $4,808 per person
$4,808
per person
Feb 16 - Feb 21
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
Save 100% on your flight
Price was $9,380, price is now $7,869 per person
$7,869
per person
Feb 26 - Mar 3
found 8 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) to The Valley (AXA)
Malliouhana Resort Anguilla

Malliouhana Resort Anguilla

5 out of 5
Save 100% on your flight
Price was $6,334, price is now $5,329 per person
$5,329
per person
Mar 11 - Mar 16
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 $1,813, price is now $1,639 per person
$1,639
per person
Mar 11 - Mar 16
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 $7,167, price is now $6,532 per person
$6,532
per person
Mar 11 - Mar 16
found 1 day 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
Price was $9,397, price is now $8,582 per person
$8,582
per person
Feb 16 - Feb 21
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 $8,072, price is now $7,397 per person
$7,397
per person
Mar 7 - Mar 12
found 20 hours ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
Fountain Anguilla

Fountain Anguilla

3.5 out of 5
Price was $2,072, price is now $1,929 per person
$1,929
per person
Mar 11 - Mar 16
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 $2,702, price is now $2,533 per person
$2,533
per person
Mar 11 - Mar 16
found 1 day 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 $6,873, price is now $6,451 per person
$6,451
per person
Feb 16 - Feb 21
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 $1,883, price is now $1,772 per person
$1,772
per person
Mar 11 - Mar 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)

6-7 night Island Harbour 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 $1,933, price is now $1,701 per person
$1,701
per person
Mar 11 - Mar 18
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 $8,554, price is now $6,143 per person
$6,143
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 $9,479, price is now $7,651 per person
$7,651
per person
Mar 11 - Mar 18
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 $2,172, price is now $1,781 per person
$1,781
per person
Mar 11 - Mar 18
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 $3,417, price is now $2,827 per person
$2,827
per person
Mar 11 - Mar 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
Fountain Anguilla

Fountain Anguilla

3.5 out of 5
Price was $2,476, price is now $2,102 per person
$2,102
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 $2,271, price is now $1,940 per person
$1,940
per person
Mar 11 - Mar 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
Genesis Residences

Genesis Residences

2.5 out of 5
Price was $2,186, price is now $1,877 per person
$1,877
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 $7,432, price is now $6,394 per person
$6,394
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
Save 100% on your flight
Price was $10,769, price is now $9,374 per person
$9,374
per person
Feb 27 - Mar 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
Carimar Beach Club

Carimar Beach Club

3.5 out of 5
Price was $5,045, price is now $4,460 per person
$4,460
per person
Mar 11 - Mar 18
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 $7,242, price is now $6,406 per person
$6,406
per person
Mar 11 - Mar 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)

Flight deals to Island Harbour

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 5 days ago
$458
Roundtrip
found 5 days ago
Select American Airlines flight, departing Mon, Apr 6 from Miami to The Valley, returning Thu, Apr 9, priced at $458 found 5 days ago
Sun, May 3 - Fri, May 8
EWR
New York
AXA
The Valley
$594 Roundtrip, found 3 days ago
$594
Roundtrip
found 3 days ago
Select American Airlines flight, departing Sun, May 3 from New York to The Valley, returning Fri, May 8, priced at $594 found 3 days ago
Mon, Mar 9 - Fri, Mar 13
BOS
Boston
AXA
The Valley
$599 Roundtrip, found 2 days ago
$599
Roundtrip
found 2 days ago
Select American Airlines flight, departing Mon, Mar 9 from Boston to The Valley, returning Fri, Mar 13, priced at $599 found 2 days ago

Top rated hotels for your Island Harbour vacation

Lovely 6-bedroom Villa with Pool

Lovely 6-bedroom Villa with Pool

Island Harbor Anguilla
0.39 mi from city center
$3,702 nightly
The price is $4,002 total per night
$4,002 total
Jan 19 - Jan 20
Total with taxes and fees
Located in Island Harbour, this villa is within a 5-minute drive of Scilly Cay and Shoal Bay Beach.
Pool
Kitchen
Clearview Villas (UPPER): Casual, Bright, Affordable, Perfect for Families

Clearview Villas (UPPER): Casual, Bright, Affordable, Perfect for Families

Island Harbour Anguilla
1.05 mi from city center
Get rates
When you stay at this villa in Island Harbour, you'll be by the ocean, within a 5-minute drive of Island Harbor Beach and Scilly Cay.
Kitchen
Washer
Clearview Villas (LOWER): Casual, Bright, Steps from Sea, Great for families!

Clearview Villas (LOWER): Casual, Bright, Steps from Sea, Great for families!

Island Harbour
1.14 mi from city center
Get rates
When you stay at this villa in Island Harbour, you'll be by the ocean, within a 5-minute drive of Island Harbor Beach and Scilly Cay.
Kitchen
Washer
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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.