Book Holiday Homes in Island Harbour

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Island Harbour

Genesis Residences 
Meads Bay 1 - Downstairs Unit

Genesis Residences Meads Bay 1 - Downstairs Unit

The Cove
With a stay at this vacation home in Cove Bay, you'll be within a 5-minute drive of Meads Bay and Meads Bay Pond.
Genesis Residences Meads Bay 1 - Downstairs Unit
DragonFly Studio, a charming place dedicated to relaxation

DragonFly Studio, a charming place dedicated to relaxation

The Valley
With a stay at this vacation home in The Valley, you'll be near the beach, within a 15-minute drive of Meads Bay and Anguillan Christian Fellowship Church.
DragonFly Studio, a charming place dedicated to relaxation
Beautiful island home modeled after traditional West Indian design

Beautiful island home modeled after traditional West Indian design

Seafeathers
When you stay at this vacation home in East End Village, you'll be on the waterfront, within a 5-minute drive of Sandy Hill Bay and Heritage Collection.
Beautiful island home modeled after traditional West Indian design
Save an average of 15% on thousands of hotels when you're signed in
Cozy one bedroom studio

Cozy one bedroom studio

The Valley
The price is AU$311 per night from 17 Mar to 18 Mar
AU$311
includes taxes & fees
17 Mar - 18 Mar
With a stay at this vacation home in Island Harbour (Sea Rocks), you'll be within a 15-minute walk of Scilly Cay and Island Harbor Beach.
Cozy one bedroom studio
Spacious quiet house seconds from the beach

Spacious quiet house seconds from the beach

Sandy Ground
With a stay at this vacation home in The Valley (Sandy Ground), you'll be within a 10-minute drive of Meads Bay and Blowing Point Ferry Terminal.
Spacious quiet house seconds from the beach
Paradise in Anguilla

Paradise in Anguilla

Sandy Hill
When you stay at this vacation home in The Valley, you'll be on the beach, within a 10-minute walk of Sandy Hill Bay and Sandy Hill Beach.
Paradise in Anguilla
White Sands Anguilla

White Sands Anguilla

3.5 out of 5
Cul De Sac Road, Blowing Point
With a stay at White Sands Anguilla in Blowing Point, you'll be near the beach, within a 10-minute drive of Meads Bay and Blowing Point Ferry Terminal.
White Sands Anguilla
Secluded house on private beach

Secluded house on private beach

Sandy Ground
With a stay at this vacation home in The Valley (Sandy Ground), you'll be within a 10-minute drive of Meads Bay and Blowing Point Ferry Terminal.
Secluded house on private beach
Fortune Rise. Car Rental available

Fortune Rise. Car Rental available

Mount Fortune
Located in East End Village, this vacation home is within a 5-minute drive of Heritage Collection and Island Harbor Beach.
Fortune Rise. Car Rental available
Don't see what you're looking for?
See all available properties in Island Harbour
View all properties
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.

Island Harbour Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Island Harbour vacation homes are the perfect way for you to wing it.

Holiday houses in Island Harbour let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Island Harbour in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Island Harbour adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Island Harbour with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Island Harbour vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Island Harbour Holiday Homes essential information

Accommodation
43 Holiday Homes
Lowest Price
AU$311
Highest Price
AU$311
Popular accommodation
Genesis Residences Meads Bay 1 - Downstairs Unit , DragonFly Studio, a charming place dedicated to relaxation, Beautiful island home modeled after traditional West Indian design, Cozy one bedroom studio, Spacious quiet house seconds from the beach, Paradise in Anguilla, White Sands Anguilla, Secluded house on private beach, Fortune Rise. Car Rental available

Top trending hotels in Island Harbour

The Penthouses (Sunrise and Sunset) at Andy’s Castle - near Shoal Bay Beach

The Penthouses (Sunrise and Sunset) at Andy’s Castle - near Shoal Bay Beach

Canifest
Located in Island Harbour, this apartment is within a 5-minute drive of Shoal Bay Beach and Scilly Cay.
The Penthouses (Sunrise and Sunset) at Andy’s Castle - near Shoal Bay Beach
Breathtaking Shoal Bay Villa

Breathtaking Shoal Bay Villa

Sea Rocks Retreat
Located in Island Harbour, this villa is within a 5-minute drive of Scilly Cay and Shoal Bay Beach.
Breathtaking Shoal Bay Villa
Caribbean Rhapsody Villa, Oceanfront Island Harbour Anguilla!!

Caribbean Rhapsody Villa, Oceanfront Island Harbour Anguilla!!

Island Harbour
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.
Caribbean Rhapsody Villa, Oceanfront Island Harbour Anguilla!!
Save an average of 15% on thousands of hotels when you're signed in
Cozy one bedroom studio

Cozy one bedroom studio

The Valley
The price is AU$311 per night from 17 Mar to 18 Mar
AU$311
includes taxes & fees
17 Mar - 18 Mar
With a stay at this vacation home in Island Harbour (Sea Rocks), you'll be within a 15-minute walk of Scilly Cay and Island Harbor Beach.
Cozy one bedroom studio
Don't see what you're looking for?
See all available properties in Island Harbour
View all properties
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.