Book Holiday Homes in Island Harbour

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Featured Holiday Homes in Island Harbour

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
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 Blowing Point Ferry Terminal and Pelican Bay.
Spacious quiet house seconds from the beach
Paradise in tranquility Anguilla

Paradise in tranquility 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 tranquility Anguilla
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DragonFly Studio, a charming place dedicated to relaxation

DragonFly Studio, a charming place dedicated to relaxation

The Valley
When you stay at this vacation home in The Valley, you'll be near the beach, within a 5-minute drive of Anguillan Christian Fellowship Church and Warden's ...
DragonFly Studio, a charming place dedicated to relaxation
Dream Weaver Villa in RendezVous Bay

Dream Weaver Villa in RendezVous Bay

RendezVous Bay
The price is AU$1,684 per night from 24 Dec to 25 Dec
AU$1,684
includes taxes & fees
24 Dec - 25 Dec
With a stay at this vacation home in Rendezvous Bay, you'll be within a 15-minute walk of Rendezvous Bay Beach and Aurora International Golf Club.
Dream Weaver Villa in RendezVous Bay
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 Blowing Point Ferry Terminal and Pelican Bay.
Secluded house on private beach
Cozy one bedroom studio

Cozy one bedroom studio

The Valley
The price is AU$312 per night from 24 Dec to 25 Dec
AU$312
includes taxes & fees
24 Dec - 25 Dec
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
Quiet Home

Quiet Home

South Hill Village
With a stay at this vacation home in South Hill, you'll be within a 5-minute drive of Blowing Point Ferry Terminal and Pelican Bay.
Quiet Home
Stunning Island Home - Crocus Hill, Anguilla

Stunning Island Home - Crocus Hill, Anguilla

The Valley
When you stay at this vacation home in The Valley, you'll be near the beach, within a 15-minute walk of Crocus Bay and Crocus Bay Beach.
Stunning Island Home - Crocus Hill, 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.

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
35 Holiday Homes
Lowest Price
AU$312
Highest Price
AU$1,684
Popular accommodation
Beautiful island home modeled after traditional West Indian design, Spacious quiet house seconds from the beach, Paradise in tranquility Anguilla , DragonFly Studio, a charming place dedicated to relaxation, Dream Weaver Villa in RendezVous Bay, Secluded house on private beach, Cozy one bedroom studio, Quiet Home, Stunning Island Home - Crocus Hill, Anguilla

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
Cozy one bedroom studio

Cozy one bedroom studio

The Valley
The price is AU$312 per night from 24 Dec to 25 Dec
AU$312
includes taxes & fees
24 Dec - 25 Dec
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
Zen is Private, Tranquil,  and Perfectly Located near Shoal Bay Beach!

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

Shoal Bay
Located in Island Harbour, this vacation home is within a 5-minute drive of Shoal Bay Beach and Scilly Cay.
Zen is Private, Tranquil, and Perfectly Located near Shoal Bay Beach!
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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
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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.

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^Subject to availability and chosen travel dates.