Island Harbour Vacation Rentals

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Our top choices for Island Harbour vacation rentals

Cozy one bedroom studio

Cozy one bedroom studio
Sea Rocks
9.8 out of 10, Exceptional, (6)
"Hostess and host with the most! Amazing property, Indira and George couldn’t have been more accommodating! "
United States
Tracy
The price is ¥21,836
¥29,946 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Cozy one bedroom studio

Cozy 1-bedroom fully furnished apartment located in Island Harbour, Anguilla.

Cozy 1-bedroom fully furnished apartment located in Island Harbour, Anguilla.
The Valley
The price is ¥20,276
¥30,242 total
includes taxes & fees
Jan 9 - Jan 10, 2026
Cozy 1-bedroom fully furnished apartment located in Island Harbour, Anguilla.

Lovely 6-bedroom Villa with Pool

Lovely 6-bedroom Villa with Pool
Island Harbor
The price is ¥467,910
¥624,504 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Lovely 6-bedroom Villa with Pool

Fountain Anguilla

Fountain Anguilla
3.5 star property
Shoal Bay
9.0 out of 10, Wonderful, (62)
"It was very nice property to stay it "
United States
Felicia
Fountain Anguilla

Turtles Nest Beach Resort 

Turtles Nest Beach Resort 
3.0 star property
West End Village
9.4 out of 10, Exceptional, (167)
"Great place on one of the best beaches in Anguilla."
Canada
John
The price is ¥63,948
¥75,459 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Turtles Nest Beach Resort 

AIR Residence relax in your home away from home centrally located on Anguilla

AIR Residence relax in your home away from home centrally located on Anguilla
The Valley, Anguilla
9.6 out of 10, Exceptional, (4)
"Quiet place. Great host. Highly recommend. "
United States
Daniel M.
AIR Residence relax in your home away from home centrally located on Anguilla

Fortune Estate East (Rental Car Available)

Fortune Estate East (Rental Car Available)
Alabama
10.0 out of 10, Exceptional, (1)
"The apartment was very modern and well kept. Home away from home. Very comfortable. TV in the bedroom and livingroom. AC in the bedroom and livingroom area to keep cool. The staff were extremely hospitable."
United States
bianca
The price is ¥20,276
¥33,845 total
includes taxes & fees
Jan 9 - Jan 10, 2026
Fortune Estate East (Rental Car Available)

Modern Smart Suite w/ free fast WIFI & 5 min beach access

Modern Smart Suite w/ free fast WIFI & 5 min beach access
George Hill
9.8 out of 10, Exceptional, (7)
"Perfect and comfy get away spot! "
United States
iesha
The price is ¥17,157
¥24,956 total
includes taxes & fees
Jan 19 - Jan 20, 2026
Modern Smart Suite w/ free fast WIFI & 5 min beach access

Stunning Seaside Beach, Breeze, Cozy, Studio Condo on Sandy Hill Beach

Stunning Seaside Beach, Breeze, Cozy, Studio Condo on Sandy Hill Beach
The Valley
10.0 out of 10, Exceptional, (1)
"Second stay in this location. Love it!"
United States
Vicki
The price is ¥31,194
¥41,020 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Stunning Seaside Beach, Breeze, Cozy, Studio Condo on Sandy Hill Beach

Charming 1-bedroom apartment with AC, WiFi in wonderful Tackling

Charming 1-bedroom apartment with AC, WiFi in wonderful Tackling
North Side
8.0 out of 10, Very Good, (1)
The price is ¥20,276
¥26,827 total
includes taxes & fees
Jan 9 - Jan 10, 2026
Charming 1-bedroom apartment with AC, WiFi in wonderful Tackling

Clean & comfy spacious-1 Bdrm condo w/free fast WIFI & 5 mins to beach

Clean & comfy spacious-1 Bdrm condo w/free fast WIFI & 5 mins to beach
George Hill
9.0 out of 10, Wonderful, (2)
"Every think was good. Suggest better indication for arriving at house. There isn't the civic number, so it's quite difficult guess the right house"
Italy
YLENIA
The price is ¥18,716
¥30,414 total
includes taxes & fees
Jan 19 - Jan 20, 2026
Clean & comfy spacious-1 Bdrm condo w/free fast WIFI & 5 mins to beach

Anguilla Vacation Rental Short Term / Long Term

Anguilla Vacation Rental Short Term / Long Term
Mount Fortune
9.4 out of 10, Exceptional, (21)
"The owner went above and beyond to ensure anything that we needed was supplied. Internet was a little slow but I felt that was typical of the area. I hope to go back and visit again in the future. Easy to get around from the property. Everything was great! I even saw the neighbours parrot on the roof one afternoon...how cool is that! I felt well looked after."
United States
Teresa C.
The price is ¥17,157
¥39,461 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Anguilla Vacation Rental Short Term / Long Term

Anguilla -James Place Apartments Short Term/ Long Term Lease

Anguilla -James Place Apartments Short Term/ Long Term Lease
Mount Fortune
9.8 out of 10, Exceptional, (6)
"Anguilla is an island of beautiful beaches and people. You need a car to visit the beaches and great restaurants so James Place Apartments is a comfortable, quiet base from which to explore. Its spacious accommodations include a fully equipped kitchen so you don’t have to eat all your meals out. Everything is fresh and clean. The bed is comfortable and the bedroom has AC. We loved our stay!"
United States
Kathy H.
The price is ¥17,157
¥38,712 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Anguilla -James Place Apartments Short Term/ Long Term Lease

Deany's UpTop Luxury Suite

Deany's UpTop Luxury Suite
The Valley
Deany's UpTop Luxury Suite

OUR STUDIO APARTMENTS COMES EQUIPPED WITH ALL ESSENTIAL NEED

OUR STUDIO APARTMENTS COMES EQUIPPED WITH ALL ESSENTIAL NEED
THE VALLEY
8.6 out of 10, Excellent, (4)
"The property is great for a quiet getaway, as the area is very secluded and safe . All essentials were in the room ."
United States
Sheena C.
The price is ¥18,716
¥21,835 total
includes taxes & fees
Jan 4 - Jan 5, 2026
OUR STUDIO APARTMENTS COMES EQUIPPED WITH ALL ESSENTIAL NEED

Dream Weaver Villa in RendezVous Bay

Dream Weaver Villa in RendezVous Bay
RendezVous Bay
10.0 out of 10, Exceptional, (1)
"It’s a beautiful house with large rooms. The host and his daughter are so helpful. Whatever you need they will accomadate. We arrived late and they arranged to have food for us at the house. Just a beautiful house with comfortable beds. We were very happy and would go back anytime."
United States
Bert V.
The price is ¥147,548
¥168,604 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Dream Weaver Villa in RendezVous Bay

Lovely studio apartment Beachfront/swimming pool

Lovely studio apartment Beachfront/swimming pool
Seafeathers
The price is ¥24,331
¥27,918 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Lovely studio apartment Beachfront/swimming pool

Sheriva Luxury Villas and Suites

Sheriva Luxury Villas and Suites
4.0 star property
West End Village
Sheriva Luxury Villas and Suites

Home away from home in paradise

Home away from home in paradise
Anguilla
2.0 out of 10, (1)
"leaves much to be desired in both offering and services"
United States
Marlyn L.
The price is ¥21,836
¥28,543 total
includes taxes & fees
Jan 9 - Jan 10, 2026
Home away from home in paradise
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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Top Island Harbour Hotel Reviews

Find out more about Island Harbour

Search for holiday rentals in Island Harbour on Expedia! You can easily find your home rentals, villas, holiday apartments in Island Harbour using one of the methods below:

  • View our selection of featured holiday rentals in Island Harbour
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  • Enter your travel dates to view the best deals on holiday rentals in Island Harbour while they last

Look no further and take a look at our great range of rental properties in Island Harbour!

Frequently asked questions

Can I find vacation rentals in Island Harbour?

Yes, there are vacation rentals near well known sights in Island Harbour, or you can go with a more secluded option if you want a relaxing place to stay. Nature enthusiasts will enjoy the beaches in Island Harbour. Make sure you have time to check out the parks and waterfront during your trip.

What's the top vacation rental that Island Harbour has to offer?

Zen is Private, Tranquil, and Perfectly Located near Shoal Bay Beach!: This Island Harbour vacation home rental offers a balcony, a hot tub, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Some other homes for rent in Island Harbour include Cozy one bedroom studio and 4-bedroom house in charming quiet Harbour Ridge with AC, WiFi. Relax and unwind.

How many vacation rentals will I find in Island Harbour?

With 6 Expedia vacation rentals, you're sure to find just the right place for your Island Harbour stay.

What can I see and do in Island Harbour?

Island Harbor Beach and Scilly Cay are a couple of lovely local spots to get outside and enjoy nature. Captain's Bay Beach and Maho Beach are a couple of places you'll find in the larger area.

What are vacation rentals like in Island Harbour?

Vacation rentals are private properties you can stay in for a couple days or more in Island Harbour. Vacation rentals feature extras such as laundry facilities and kitchens so you'll have a home away from home. If you're concerned about a clean environment, a vacation rental can offer a sense of seclusion away from shared hotel elevators and bustling concierge desks while still allowing you to travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular choice for a small group gathering.