Cheap Vacations in Island Harbour

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Island Harbour vacations

Price found within the past 48 hours. Click for updated prices.
Anguilla Great House Beach Resort

Anguilla Great House Beach Resort

3.5 out of 5
Price was $1,629, price is now $1,508 per person
$1,508
per person
Dec 3 - Dec 8
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
Save 100% on your flight
Price was $5,127, price is now $3,069 per person
$3,069
per person
Dec 3 - Dec 8
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 $9,056, price is now $7,765 per person
$7,765
per person
Dec 3 - Dec 8
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 $7,255, price is now $6,271 per person
$6,271
per person
Dec 3 - Dec 8
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 $3,227, price is now $2,801 per person
$2,801
per person
Dec 3 - Dec 8
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
Price was $5,094, price is now $4,448 per person
$4,448
per person
Dec 3 - Dec 8
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 $3,933, price is now $3,486 per person
$3,486
per person
Nov 29 - Dec 4
found 7 hours ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Genesis Residences

Genesis Residences

2.5 out of 5
Price was $1,928, price is now $1,743 per person
$1,743
per person
Dec 3 - Dec 8
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 $2,098, price is now $1,898 per person
$1,898
per person
Dec 3 - Dec 8
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 $12,290, price is now $11,231 per person
$11,231
per person
Dec 3 - Dec 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)

3-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 $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 $3,738, price is now $3,268 per person
$3,268
per person
Dec 3 - Dec 6
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 $7,955, price is now $7,306 per person
$7,306
per person
Dec 3 - Dec 6
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 $1,312, 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)
Genesis Residences

Genesis Residences

2.5 out of 5
Price was $1,739, price is now $1,626 per person
$1,626
per person
Dec 3 - Dec 6
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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 $1,559, price is now $1,486 per person
$1,486
per person
Dec 3 - Dec 6
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 $1,581, price is now $1,514 per person
$1,514
per person
Dec 3 - Dec 6
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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)

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 $1,003, price is now $950 per person
$950
per person
Nov 28 - Dec 2
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)
Aurora Anguilla Resort & Golf Club

Aurora Anguilla Resort & Golf Club

5 out of 5
Save 100% on your flight
Price was $3,680, price is now $2,459 per person
$2,459
per person
Nov 28 - Dec 2
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 $7,326, price is now $6,419 per person
$6,419
per person
Nov 28 - Dec 2
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 $5,882, price is now $5,191 per person
$5,191
per person
Nov 28 - Dec 2
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to The Valley (AXA)
Ceblue Luxury Villas

Ceblue Luxury Villas

5 out of 5
Price was $3,976, price is now $3,570 per person
$3,570
per person
Nov 28 - Dec 2
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 $2,034, price is now $1,847 per person
$1,847
per person
Nov 28 - Dec 2
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 $1,498, price is now $1,386 per person
$1,386
per person
Nov 28 - Dec 2
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 $1,638, price is now $1,542 per person
$1,542
per person
Nov 28 - Dec 2
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 $1,259, price is now $1,186 per person
$1,186
per person
Nov 28 - Dec 2
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 $1,224 per person
$1,224
per person
Nov 28 - Dec 2
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 $3,703, price is now $3,554 per person
$3,554
per person
Nov 28 - Dec 2
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to The Valley (AXA)

5-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 $1,603, price is now $1,487 per person
$1,487
per person
Dec 3 - Dec 8
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
Save 100% on your flight
Price was $5,127, price is now $3,069 per person
$3,069
per person
Dec 3 - Dec 8
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 $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)
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 $9,056, price is now $7,765 per person
$7,765
per person
Dec 3 - Dec 8
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 $7,255, price is now $6,271 per person
$6,271
per person
Dec 3 - Dec 8
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 $3,227, price is now $2,801 per person
$2,801
per person
Dec 3 - Dec 8
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
Price was $5,094, price is now $4,448 per person
$4,448
per person
Dec 3 - Dec 8
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 $3,933, price is now $3,486 per person
$3,486
per person
Nov 29 - Dec 4
found 7 hours ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
Genesis Residences

Genesis Residences

2.5 out of 5
Price was $1,928, price is now $1,743 per person
$1,743
per person
Dec 3 - Dec 8
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 $2,098, price is now $1,898 per person
$1,898
per person
Dec 3 - Dec 8
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 $12,290, price is now $11,231 per person
$11,231
per person
Dec 3 - Dec 8
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 $1,629, price is now $1,508 per person
$1,508
per person
Dec 3 - Dec 8
found 1 day 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 $1,149, price is now $1,064 per person
$1,064
per person
Nov 26 - Dec 2
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 $4,903, price is now $2,563 per person
$2,563
per person
Nov 27 - Dec 3
found 23 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 $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 $17,736, price is now $15,226 per person
$15,226
per person
Dec 19 - Dec 25
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 1 hour ago
Roundtrip non-stop 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.

Fri, Dec 18 - Mon, Dec 21
BOS
Boston
AXA
The Valley
$442 Roundtrip, found 19 hours ago
$442
Roundtrip
found 19 hours ago
Select BermudAir flight, departing Fri, Dec 18 from Boston to The Valley, returning Mon, Dec 21, priced at $442 found 19 hours ago
Sat, Apr 10 - Fri, Apr 16
EWR
New York
AXA
The Valley
$462 Roundtrip, found 2 days ago
$462
Roundtrip
found 2 days ago
Select BermudAir flight, departing Sat, Apr 10 from New York to The Valley, returning Fri, Apr 16, priced at $462 found 2 days 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 Island Harbour vacation

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

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

Island Harbour Anguilla
0.55 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
Zen is Private, Tranquil, and Perfectly Located near Shoal Bay Beach!

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

Shoal Bay
1.22 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
Cozy one bedroom studio

Cozy one bedroom studio

The Valley
0.55 mi from city center
$192 nightly
The price is $192 total per night
$192 total
Nov 3 - Nov 4
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
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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.