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.
Ceblue Luxury Villas

Ceblue Luxury Villas

5 out of 5
Price was $1,651, price is now $1,390 per person
$1,390
per person
Aug 20 - Aug 23
found 3 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 $2,653, price is now $2,249 per person
$2,249
per person
Aug 13 - Aug 16
found 1 hour 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 $3,743, price is now $3,187 per person
$3,187
per person
Aug 13 - Aug 16
found 1 hour 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 $3,151, price is now $2,859 per person
$2,859
per person
Aug 13 - Aug 16
found 1 hour 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 $2,281, price is now $2,073 per person
$2,073
per person
Aug 13 - Aug 16
found 1 hour 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 $3,774, price is now $3,437 per person
$3,437
per person
Aug 13 - Aug 16
found 1 hour ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Genesis Residences

Genesis Residences

2.5 out of 5
Price was $2,004, price is now $1,865 per person
$1,865
per person
Aug 13 - Aug 16
found 1 hour 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 $1,765, price is now $1,652 per person
$1,652
per person
Aug 13 - Aug 16
found 1 hour ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Carimar Beach Club

Carimar Beach Club

3.5 out of 5
Price was $2,316, price is now $2,180 per person
$2,180
per person
Aug 13 - Aug 16
found 1 hour 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 $1,857, price is now $1,760 per person
$1,760
per person
Sep 8 - Sep 11
found 23 hours ago
Roundtrip flight included
Houston (IAH) to The Valley (AXA)
La Vue Boutique Inn

La Vue Boutique Inn

3.5 out of 5
Price was $1,786, price is now $1,707 per person
$1,707
per person
Aug 13 - Aug 16
found 1 hour ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Fountain Anguilla

Fountain Anguilla

3.5 out of 5
Price was $1,822, price is now $1,745 per person
$1,745
per person
Aug 13 - Aug 16
found 1 hour ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)

4-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 $1,579, price is now $1,509 per person
$1,509
per person
Aug 13 - Aug 17
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 $4,238, price is now $3,233 per person
$3,233
per person
Aug 13 - Aug 17
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
Price was $2,945, price is now $2,521 per person
$2,521
per person
Aug 13 - Aug 17
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 $6,204, price is now $5,315 per person
$5,315
per person
Aug 24 - Aug 28
found 15 hours ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
Ceblue Luxury Villas

Ceblue Luxury Villas

5 out of 5
Price was $2,575, price is now $2,323 per person
$2,323
per person
Aug 19 - Aug 23
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 $6,646, price is now $6,092 per person
$6,092
per person
Aug 13 - Aug 17
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 $1,757, price is now $1,627 per person
$1,627
per person
Aug 13 - Aug 17
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 $2,076, price is now $1,948 per person
$1,948
per person
Aug 13 - Aug 17
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 $2,581, price is now $2,423 per person
$2,423
per person
Aug 19 - Aug 23
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to The Valley (AXA)
Four Seasons Resort and Residences Anguilla

Four Seasons Resort and Residences Anguilla

5 out of 5
Price was $4,024, price is now $3,780 per person
$3,780
per person
Aug 13 - Aug 17
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 $1,827, price is now $1,740 per person
$1,740
per person
Aug 13 - Aug 17
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 $1,785, price is now $1,709 per person
$1,709
per person
Aug 13 - Aug 17
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 $1,341, price is now $1,177 per person
$1,177
per person
Aug 21 - Aug 26
found 20 hours 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 $1,557, price is now $1,350 per person
$1,350
per person
Aug 21 - Aug 26
found 20 hours ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Genesis Residences

Genesis Residences

2.5 out of 5
Price was $1,955, price is now $1,703 per person
$1,703
per person
Aug 21 - Aug 26
found 20 hours ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Coralito Bay Suites & Villas

Coralito Bay Suites & Villas

3.5 out of 5
Price was $1,635, price is now $1,445 per person
$1,445
per person
Aug 21 - Aug 26
found 20 hours ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Carimar Beach Club

Carimar Beach Club

3.5 out of 5
Price was $2,475, price is now $2,227 per person
$2,227
per person
Aug 21 - Aug 26
found 20 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 $1,591, price is now $1,442 per person
$1,442
per person
Aug 21 - Aug 26
found 20 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 $1,618, price is now $1,479 per person
$1,479
per person
Aug 21 - Aug 26
found 20 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
Price was $7,055, price is now $6,626 per person
$6,626
per person
Aug 21 - Aug 26
found 20 hours ago
Roundtrip non-stop 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 $4,334, price is now $4,132 per person
$4,132
per person
Aug 21 - Aug 26
found 20 hours ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
White Sands Anguilla

White Sands Anguilla

3.5 out of 5
Price was $1,635, price is now $1,635 per person
$1,635
per person
Aug 21 - Aug 26
found 20 hours ago
Roundtrip non-stop 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.
Edwards Guesthouse

Edwards Guesthouse

2.5 out of 5
Price was $1,238, price is now $1,122 per person
$1,122
per person
Aug 13 - Aug 19
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
Price was $3,342, price is now $2,654 per person
$2,654
per person
Aug 13 - Aug 19
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 $8,453, price is now $7,061 per person
$7,061
per person
Aug 23 - Aug 29
found 21 hours ago
Roundtrip flight included
Boston (BOS) to The Valley (AXA)
Ceblue Luxury Villas

Ceblue Luxury Villas

5 out of 5
Price was $3,549, price is now $2,981 per person
$2,981
per person
Aug 17 - Aug 23
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 $1,580, price is now $1,370 per person
$1,370
per person
Aug 13 - Aug 19
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 $8,555, price is now $7,469 per person
$7,469
per person
Aug 13 - Aug 19
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 $2,058, price is now $1,830 per person
$1,830
per person
Aug 13 - Aug 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Coralito Bay Suites & Villas

Coralito Bay Suites & Villas

3.5 out of 5
Price was $1,674, price is now $1,493 per person
$1,493
per person
Aug 13 - Aug 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Carimar Beach Club

Carimar Beach Club

3.5 out of 5
Price was $2,952, price is now $2,654 per person
$2,654
per person
Aug 23 - Aug 29
found 21 hours 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 $1,622, price is now $1,489 per person
$1,489
per person
Aug 13 - Aug 19
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 $1,654, price is now $1,534 per person
$1,534
per person
Aug 13 - Aug 19
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 $3,350, price is now $3,118 per person
$3,118
per person
Aug 17 - Aug 23
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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.

Sun, Nov 1 - Wed, Nov 4
MIA
Miami
AXA
The Valley
$649 Roundtrip, found 6 days ago
$649
Roundtrip
found 6 days ago
Select American Airlines flight, departing Sun, Nov 1 from Miami to The Valley, returning Wed, Nov 4, priced at $649 found 6 days ago
Sun, Nov 1 - Wed, Nov 4
EWR
New York
AXA
The Valley
$697 Roundtrip, found 5 days ago
$697
Roundtrip
found 5 days ago
Select American Airlines flight, departing Sun, Nov 1 from New York to The Valley, returning Wed, Nov 4, priced at $697 found 5 days ago
Sun, Nov 1 - Wed, Nov 4
JFK
New York
AXA
The Valley
$707 Roundtrip, found 5 days ago
$707
Roundtrip
found 5 days ago
Select American Airlines flight, departing Sun, Nov 1 from New York to The Valley, returning Wed, Nov 4, priced at $707 found 5 days ago

Top rated hotels for your Island Harbour vacation

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
With a stay at this villa in Island Harbour, you'll be by the ocean, within a 15-minute drive of Shoal Bay Beach and Island Harbor Beach.
Kitchen
Washer
Cozy one bedroom studio

Cozy one bedroom studio

The Valley
$190 nightly
The price is $190 total per night
$190 total
Jul 14 - Jul 15
Total with taxes and fees
With a stay at this vacation home in Island Harbour (Sea Rocks), you'll be within a 5-minute drive of Shoal Bay Beach and Island Harbor Beach.
Kitchen
Washer
Zen is Private, Tranquil, and Perfectly Located near Shoal Bay Beach!

Zen is Private, Tranquil, and Perfectly Located near Shoal Bay Beach!

Shoal Bay
0.7 mi from city center
Get rates
With a stay at this vacation home in Island Harbour, you'll be within a 5-minute drive of Shoal Bay Beach and Scilly Cay.
Hot Tub
Kitchen
Don't see what you're looking for?
See all available properties in Island Harbour
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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.