Book Holiday Homes in Island Harbour

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Featured Holiday Homes in Island Harbour

Paradise in Anguilla

Paradise in Anguilla

Sandy Hill
Stay at this beach holiday home in The Valley. Enjoy a beach locale, a garden and laundry facilities. Popular attractions Sandy Hill Bay and Sandy Hill Beach ...
Opens in a new windowParadise in Anguilla
Beautiful island home modeled after traditional West Indian design

Beautiful island home modeled after traditional West Indian design

Seafeathers
Stay at this family-friendly holiday home in East End Village. Enjoy free Wi-Fi, private pools and laundry facilities. Popular attractions Sandy Hill Beach and ...
Opens in a new windowBeautiful island home modeled after traditional West Indian design
Secluded house on private beach

Secluded house on private beach

Sandy Ground
Stay at this beach holiday home in The Valley. Enjoy free Wi-Fi, a beach locale and a garden. Popular attractions Crocus Bay and Pelican Bay are located ...
Opens in a new windowSecluded house on private beach
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White Sands Anguilla

White Sands Anguilla

3.5 out of 5
Cul De Sac Road Blowing Point
Stay at this business-friendly holiday home in Blowing Point. Enjoy free Wi-Fi, free parking and a garden. Popular attractions Grand Case Beach and Blowing Point ...
Opens in a new windowWhite Sands Anguilla
The Little Villa (Newly Renovated)

The Little Villa (Newly Renovated)

anguilla
Stay at this holiday home in The Valley. Enjoy a garden, laundry facilities and patios. Popular attractions Grand Case Beach and Corito Bay are located ...
Opens in a new windowThe Little Villa (Newly Renovated)
Anguilla's "place to be" spacious 5-bedroom villa on upscale Meads Bay beach

Anguilla's "place to be" spacious 5-bedroom villa on upscale Meads Bay beach

2 out of 5
West End Anguilla
Stay at this holiday home in West End Village. Enjoy laundry facilities and air conditioning. Popular attractions Meads Bay Beach and Meads Bay are located ...
Opens in a new windowAnguilla's "place to be" spacious 5-bedroom villa on upscale Meads Bay beach
Sienna is Private, Tranquil,  and Perfectly Located near Shoal Bay Beach!

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

Shoal Bay
Stay at this holiday home in Island Harbour. Enjoy laundry facilities, balconies and an in-room coffee maker. Popular attractions Shoal Bay Beach and Island ...
Opens in a new windowSienna is Private, Tranquil, and Perfectly Located near Shoal Bay Beach!
DragonFly Studio, a charming place dedicated to relaxation

DragonFly Studio, a charming place dedicated to relaxation

The Valley Anguilla
Stay at this holiday home in The Valley. Enjoy free Wi-Fi, private pools and a fitness centre. Popular attractions Scrub Island and Stone Cellar Art Gallery ...
Opens in a new windowDragonFly Studio, a charming place dedicated to relaxation
Zen is Private, Tranquil,  and Perfectly Located near Shoal Bay Beach!

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

Shoal Bay
Stay at this holiday home in Island Harbour. Enjoy laundry facilities, balconies and an in-room coffee maker. Popular attractions Shoal Bay Beach and Island ...
Opens in a new windowZen is Private, Tranquil, and Perfectly Located near Shoal Bay Beach!
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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
43 Holiday Homes
Lowest Price
NZ$6,945
Highest Price
NZ$6,945
Popular accommodation
Paradise in Anguilla, Beautiful island home modeled after traditional West Indian design, Secluded house on private beach, White Sands Anguilla, The Little Villa (Newly Renovated), Anguilla's "place to be" spacious 5-bedroom villa on upscale Meads Bay beach , Sienna is Private, Tranquil, and Perfectly Located near Shoal Bay Beach!, DragonFly Studio, a charming place dedicated to relaxation, Zen is Private, Tranquil, and Perfectly Located near Shoal Bay Beach!

Top trending hotels in Island Harbour

Lovely 6-bedroom Villa with Pool

Lovely 6-bedroom Villa with Pool

Island Harbour Anguilla
The price is NZ$6,945 per night from 21 Dec to 22 Dec
NZ$6,945
21 Dec - 22 Dec
includes taxes & fees
Stay at this villa in Island Harbour. Enjoy private pools, laundry facilities and cable/satellite TV service. Popular attractions Island Harbor Beach and Scilly ...
Opens in a new windowLovely 6-bedroom Villa with Pool
Clearview Villas (UPPER): Casual, Bright, Affordable, Perfect for Families

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

Island Harbour Anguilla
Stay at this villa in Island Harbour. Enjoy laundry facilities, patios and cable/satellite TV service. Popular attractions Scilly Cay and Island Harbor Beach ...
Opens in a new windowClearview Villas (UPPER): Casual, Bright, Affordable, Perfect for Families
Clearview Villas (LOWER): Casual, Bright, Steps from Sea, Great for families!

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

Island Harbour
Stay at this villa in Island Harbour. Enjoy laundry facilities, patios and cable/satellite TV service. Popular attractions Scilly Cay and Island Harbor Beach ...
Opens in a new windowClearview Villas (LOWER): Casual, Bright, Steps from Sea, Great for families!
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Beautiful 2000 sq. ft Sunrise & Sunset Penthouse near Shoal Bay Beach, Anguilla

Beautiful 2000 sq. ft Sunrise & Sunset Penthouse near Shoal Bay Beach, Anguilla

Canifest
Stay at this condo in Island Harbour. Enjoy free Wi-Fi, breakfast (surcharge) and laundry facilities. Popular attractions Shoal Bay Beach and Island Harbor Beach ...
Opens in a new windowBeautiful 2000 sq. ft Sunrise & Sunset Penthouse near Shoal Bay Beach, Anguilla
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.

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^Subject to availability and chosen travel dates.