Trips to Island Harbour

Plan Your Next Trip to Island Harbour and explore unforgettable sights, local flavors, and exciting experiences.

Moonlight Cottage From US $130
         

10.0 (8 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • View
Fountain Anguilla From US $730
         

|
9.0 (65 Reviews)
Condo
  • Air Conditioner
  • Pool
  • TV
Beautiful Shoal Bay Condo Penthouse for 2-6 Guests From US $554
         

10.0 (24 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Fortune Rise. Car Rental available From US $197
         

10.0 (12 Reviews)
House
  • Parking
  • TV
  • Security/Safety
Stunning Ocean Front Shoal Bay Villa From US $2,026
         

10.0 (10 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Upstairs 2 bedroom apartment- 5 mins from the beach From US $138
         

10.0 (8 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly

Luxury Places to Stay in Island Harbour

Over 148+ Luxury Places to Stay in or Near Island Harbour
Anguilla's Bird of Paradise From US $1,850
         

Spectacular Oceanview Luxury 5 Bdr Samaji Villa From US $1,836
         

Zemi Beach House, LXR Hotels & Resorts From US $1,342
         

|
9.6 (260 Reviews)
Resort
  • Air Conditioner
  • Parking
  • Pool
BellamareVilla, Shoal Bay East, Pool. From US $1,167
         

10.0 (51 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool

Top-Rated Vacation Rentals with a Pool in Island Harbour

Over 72+ Top-Rated Vacation Rentals with a Pool in or Near Island Harbour
Ocean Front Villa In Island Harbour, Anguilla BWI From US $673
         

10.0 (18 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly
Condo- 2 King Suites on Shoal Bay! From US $624
         

10.0 (2 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Villa Blue in Sandy Hill Bay From US $171
         

9.8 (45 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Experience The Heart Of The Ocean At Dolphin Villa! From US $984
         

Pet-Friendly Vacation Rentals in Island Harbour

Over 8+ Pet-Friendly Vacation Rentals in or Near Island Harbour
Cozy one bedroom studio From US $190
         

9.8 (8 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Designated Smoking Area
J's Place From US $170
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Ocean views, near beach, outdoor space, great for groups! From US $643
         

The Manoah Boutique Hotel From US $590
         

|
New
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Breathtaking Shoal Bay Villa From US $3,908
         

2.0 (1 Review)
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Island Harbour

Over 43+ Large Vacation Homes & Villas in or Near Island Harbour
Dolphin Villa From US $680
         

New
Villa
  • Air Conditioner
  • Parking
  • Pool
Crystal Sunrise Villa From US $3,643
         

|
New
Villa
  • Air Conditioner
  • Pool
  • Bedding/Linens
Caribbean Beach Front Villa With Swimming Pool From US $404
         

Clubhouse Suite at Bellamare From US $442
         

10.0 (12 Reviews)
Villa
  • Air Conditioner
  • Parking
  • TV

Wheelchair Accessible Vacation Homes in Island Harbour

Over 4+ Wheelchair Accessible Vacation Homes in or Near Island Harbour
Anguilla Vacation Rental Short Term/Long Term From US $256
         

Elleamau From US $166
         

|
9.8 (10 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • View
The Manoah Boutique Hotel From US $906
         

|
8.6 (61 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Zemi Beach House, LXR Hotels & Resorts From US $901
         

|
8.6 (46 Reviews)
Resort
  • Air Conditioner
  • Parking
  • Pool

Island Harbour Vacation Rentals and Airbnb Places to Stay Under $200

Over 16+ Island Harbour Vacation Rentals and Airbnb Places to Stay Under $200
The Hidden Cottage From US $143
         

|
9.5 (29 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • View
Milly's Inn From US $115
         

9.0 (32 Reviews)
Apartment
  • Parking
  • TV
  • View
C&D Residential Penthouse Suite From US $150
         

New
Bed & Breakfast
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Small neat apartment.5 mins away beach/hiking. From US $91
         

New
Apartment
  • Air Conditioner
  • Designated Smoking Area
  • Bedding/Linens

Instantly Bookable Vacation Homes in Island Harbour

Over 65+ Instantly Bookable Vacation Homes in or Near Island Harbour
One Bedroom Fully Air Conditioned From US $203
         

10.0 (5 Reviews)
Condo
  • Air Conditioner
  • Parking
  • TV
Fortune Estate East (Rental Car Available) From US $237
         

Paradise in Anguilla From US $236
         

9.6 (5 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Zen is Private, Tranquil, and Perfectly Located near Shoal Bay Beach! From US $303
         

About Island Harbour Vacation Rentals

With more than 157 Island Harbour vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Smartours and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Island Harbour.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Smartours Island Harbour, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Island Harbour. Places to stay near Island Harbour are 1352.94 ft² on average, with prices averaging $927 a night.

Smartours makes it easy and safe to find and compare vacation rentals in Island Harbour with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Island Harbour

Type Count
Villas 54
Vacation Homes 39
Holiday Apartments 33
Hotels with Suites 4
B&B 2
Cottages 2
Resorts 2

Use these Quick Filters to Find a Vacation Rental in Island Harbour

Pro Tip: Smartours makes it easy to compare the best listings on Smartours homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Smartours homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Island Harbour.

Weather in Island Harbour

View the weather forecast for Island Harbour before booking your Island Harbour Vacation Rentals to confirm your best time to go.

December - February
High 83°F       Low 74°F
March - May
High 84°F       Low 75°F
June - August
High 87°F       Low 76°F
September - November
High 87°F       Low 77°F

Complexes around Island Harbour, AI


Island Harbour Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Island Harbour?
How many vacation rentals have private pools in Island Harbour?
How many vacation rentals are available in Island Harbour?

Currently, the total number of properties listed in 2026 is over 157 in the Island Harbour area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Island Harbour.