Island Harbour long stay rentals
Stay a week, a month or longer in a comfortable place all your own
Relax—Stayz takes the hassle out of booking monthly rentals in Island Harbour. The wide selection available and useful search filters make finding your home away from home a breeze. Whether you’re looking for fast Wi-Fi for remote working, a fully equipped kitchen for home cooking or a pool where you can relax with a good book, you’re sure to find it on Stayz. Many long-term rentals in Island Harbour are great for kids and welcome four-legged friends, too. What's more, some offer monthly discounts on extended-stay homes and weekly discounts on shorter-term rentals.
Featured long stay living spaces - Island Harbour
Properties highly-rated for stays of 28 nights or longer, with space to feel right at home
Showing deals for:15 June - 13 July
Image gallery for C&D Residential Penthouse Suite
C&D Residential Penthouse Suite
The Valley
Price is AU$6,023
AU$6,023
for 28 nights, 1 room
AU$215 per night
includes taxes & fees
Image gallery for Lovely studio apartment Beachfront/swimming pool
Lovely studio apartment Beachfront/swimming pool
East End Village
Price is AU$6,633
AU$6,633
for 28 nights, 1 apartment
AU$237 per night
includes taxes & fees
Image gallery for 2-Bedroom/Bath Comfortable AI Residence- A/C, WiFi and 7 mins away from beach.
2-Bedroom/Bath Comfortable AI Residence- A/C, WiFi and 7 mins away from beach.
The Valley
9% off
Price is AU$8,237
AU$8,237
for 28 nights, 1 villa
AU$294 per night
includes taxes & fees
Image gallery for Cozy family friendly Anguilla Villas with multiple units
Cozy family friendly Anguilla Villas with multiple units
The Valley
9% off
Price is AU$11,415
AU$11,415
for 28 nights, 1 villa
AU$408 per night
includes taxes & fees
Image gallery for Bayberry Villa - fabulous as always!
Bayberry Villa - fabulous as always!
The Valley
Price is AU$17,992
AU$17,992
for 28 nights, 1 villa
AU$643 per night
includes taxes & fees
Image gallery for Bayview Resort, Blowing Point BEACHFRONT Villa with Stunning St. Maarten Views.
Bayview Resort, Blowing Point BEACHFRONT Villa with Stunning St. Maarten Views.
Blowing Point
Price is AU$30,711
AU$30,711
for 28 nights, 1 villa
AU$1,097 per night
includes taxes & fees
Image gallery for Maison HIBERNIA, An Artistic Villa Born from Anguilla’s Renowned Restaurant
Maison HIBERNIA, An Artistic Villa Born from Anguilla’s Renowned Restaurant
Island Harbour
Price is AU$15,101
AU$15,101
for 28 nights, 1 home
AU$539 per night
includes taxes & fees
Image gallery for 1 Bedroom Ocean View Condo on Shoal Bay!
1 Bedroom Ocean View Condo on Shoal Bay!
Shoal Bay
Price is AU$18,501
AU$18,501
for 28 nights, 1 apartment
AU$661 per night
includes taxes & fees
Image gallery for Penthouse Condo- full kitchen, walk to Shoal Bay, complimentary beach chairs on Shoal Bay & Concierge!
Penthouse Condo- full kitchen, walk to Shoal Bay, complimentary beach chairs on Shoal Bay & Concierge!
Shoal Bay
Price is AU$18,501
AU$18,501
for 28 nights, 1 apartment
AU$661 per night
includes taxes & fees
Image gallery for House of E.V.A, a charming, spacious place to relax and unwind.
House of E.V.A, a charming, spacious place to relax and unwind.
The Valley
Price is AU$7,516
AU$7,516
for 28 nights, 1 apartment
AU$268 per night
includes taxes & fees
Image gallery for Stay at the Duncan’s Villa beginning of the most relaxing vacations!
Stay at the Duncan’s Villa beginning of the most relaxing vacations!
East End Village
Price is AU$8,907
AU$8,907
for 28 nights, 1 apartment
AU$318 per night
includes taxes & fees
Image gallery for Cozy 1-bedroom apartment with WiFi, AC in lovely Anguilla
Cozy 1-bedroom apartment with WiFi, AC in lovely Anguilla
The Valley
9% off
Price is AU$11,747
AU$11,747
for 28 nights, 1 apartment
AU$420 per night
includes taxes & fees
Image gallery for The third house on the shoreline in an exclusive section of the Tom Hill area.
The third house on the shoreline in an exclusive section of the Tom Hill area.
South Hill
Price is AU$11,787
AU$11,787
for 28 nights, 1 home
AU$421 per night
includes taxes & fees
Image gallery for Azure at Bayview - Perfect for a guest or couple and near to Shoal Bay Beach!
Azure at Bayview - Perfect for a guest or couple and near to Shoal Bay Beach!
Shoal Bay
Price is AU$10,602
AU$10,602
for 28 nights, 1 apartment
AU$379 per night
includes taxes & fees
Image gallery for Island Paradise Apartments - Enjoy Sunsets and Views at Fully Furnished 2BR APT.
Island Paradise Apartments - Enjoy Sunsets and Views at Fully Furnished 2BR APT.
The Valley
8% off
Price is AU$7,254
AU$7,254
for 28 nights, 1 apartment
AU$259 per night
includes taxes & fees
Image gallery for Modern Smart Suite w/ free fast WIFI & 5 min beach access
8.88.8 out of 10, Excellent, (8 reviews)
Excellent
(8 reviews)
Modern Smart Suite w/ free fast WIFI & 5 min beach access
The Valley
19% off
Price is AU$3,733
AU$3,733
for 28 nights, 1 apartment
AU$133 per night
includes taxes & fees
Image gallery for Charming 1-bedroom apartment with AC and WiFi close to Little Bay beach Anguilla
Charming 1-bedroom apartment with AC and WiFi close to Little Bay beach Anguilla
The Valley
9% off
Price is AU$5,810
AU$5,810
for 28 nights, 1 apartment
AU$208 per night
includes taxes & fees
Image gallery for Deany's UpTop Luxury Suite
Deany's UpTop Luxury Suite
The Valley
8% off
Price is AU$8,833
AU$8,833
for 28 nights, 1 apartment
AU$315 per night
includes taxes & fees
Image gallery for Ocean Front Secluded Villa, Pool/Jacuzzi, Tennis/Pickleball Court Stunning Views
Ocean Front Secluded Villa, Pool/Jacuzzi, Tennis/Pickleball Court Stunning Views
Island Harbour
13% off
Price is AU$46,993
AU$46,993
for 28 nights, 1 villa
AU$1,678 per night
includes taxes & fees
Image gallery for Panoramic View of Blue Horizons
Panoramic View of Blue Horizons
East End Village
13% off
Price is AU$25,464
AU$25,464
for 28 nights, 1 home
AU$909 per night
includes taxes & fees
Image gallery for DragonFly Studio, a charming place dedicated to relaxation
1010 out of 10, Exceptional, (34 reviews)
Exceptional
(34 reviews)
DragonFly Studio, a charming place dedicated to relaxation
The Valley
9% off
Price is AU$9,337
AU$9,337
for 28 nights, 1 home
AU$333 per night
includes taxes & fees
Image gallery for Easy Corner Villas - 2 Bedroom Villas
1010 out of 10, Exceptional, (4 reviews)
Exceptional
(4 reviews)
Easy Corner Villas - 2 Bedroom Villas
The Valley
19% off
Price is AU$6,464
AU$6,464
for 28 nights, 1 villa
AU$231 per night
includes taxes & fees
Image gallery for Better than a hotel room @ Fountain Anguilla! Stay next door to Zemi Beach for 1/2 of the price!
Better than a hotel room @ Fountain Anguilla! Stay next door to Zemi Beach for 1/2 of the price!
Shoal Bay
Price is AU$13,260
AU$13,260
for 28 nights, 1 apartment
AU$474 per night
includes taxes & fees
Image gallery for Small neat apartment....5 mins away beach/ hiking.
Small neat apartment....5 mins away beach/ hiking.
The Valley
Price is AU$3,621
AU$3,621
for 28 nights, 1 apartment
AU$129 per night
includes taxes & fees
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value
Great discounts on monthly rentals in Island Harbour
You’ll often find discounted rates for long stays of over 28 days on Stayz, making stays of a month or more excellent value.
Entire homes, maximum privacy
Looking for your own place to retreat to? On Stayz, you'll enjoy secluded stays with entire monthly rental homes just for you.
Pet-friendly monthly rentals
Many homes welcome guests with animal companions, so you don’t have to leave your pet at home.
Island Harbour Furnished monthly rentals for remote workers
Find your perfect home office set up. There are plenty of stays on Stayz with dedicated workspaces and fast Wi-Fi so that you can take your work with you.
Monthly stays with practical kitchens
Most furnished extended-stay rentals in Island Harbour come with well-equipped kitchens ideal for home cooking, so you can enjoy healthy meals in or even host your own dinner parties.
Long-term rentals with parking in Island Harbour
Take advantage of the ‘amenities’ filter to find monthly stays with their very own parking spot for the ultimate in convenience.
Wheelchair-accessible holiday rentals
Stayz offers a range of monthly rental homes designed to accommodate everyone for a comfortable and inclusive extended stay.
Holiday rentals in Island Harbour with pool
Stayz's handy search filters will help you find monthly holiday homes with swimming pools so that you can relax in your very own pool.
Rentals with free cancellation in Island Harbour
Plans change. We get that. With Stayz, you can search, select 'free cancellation,' and see all rentals in Island Harbour with flexible cancellation policies.