Owner Direct Oceanfront Rentals in Island Harbour

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  3.  Anguilla

  4.  Island Harbour

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35 Island Harbour Oceanfront Rentals From $166

Want the sea right at your doorstep in Island Harbour? Look through stunning oceanfront villas, coastal cottages, and boardwalk condos. Compare verified properties on Owner Direct to enjoy direct beach access and unhindered ocean views.

Elleamau
Elleamau
Apartment
Island Harbour, Anguilla
0.9k from Island Harbour center

Apartments, Cheap, Accommodations, Parking, Lodgings, Places to stay, Family, Self-catering, Accessible hotels

1 Bedroom2 Guests
9.8

Exceptional

10 reviews

$166
Average price / night
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Maison HIBERNIA, An Artistic Villa Born from Anguilla’s Renowned  Restaurant
Maison HIBERNIA, An Artistic Villa Born from Anguilla’s Renowned Restaurant
House
Island Harbour, 2640, Anguilla
0.3k from Island Harbour center

AC, Balcony, Dryer, Free Parking, Internet, Kitchen, Laundry, Microwave, No Smoking

2 Bedrooms4 Guests
New to Booking
$442
Average price / night
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Zemi Beach House, LXR Hotels & Resorts
Zemi Beach House, LXR Hotels & Resorts
Resort
Shoal Bay Village, NA, Anguilla
4.2k from Island Harbour center

Luxury, Accommodations, Pools, Resorts, Parking, Spa, 5-star, Lodgings, Beach

73 Bedrooms34 Guests
8.8

Fabulous

42 reviews

$900
Average price / night
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Spectacular Oceanview Luxury 5 Bdr Samaji Villa
Spectacular Oceanview Luxury 5 Bdr Samaji Villa
Villa
Island Harbour, AI-2640, Anguilla
0.3k from Island Harbour center

AC, Balcony, Barbecue, Breakfast Available, Dryer, Free Parking, Hot Tub, Internet, Kitchen

5 Bedrooms10 Guests
10.0

Exceptional

5 reviews

$2102
Average price / night
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Ocean Terrace Condominiums
Ocean Terrace Condominiums
Apartment
Island Harbour, Anguilla
6.3k from Island Harbour center

Apartments, Cheap, Accommodations, Pools, Parking, Serviced apartments, 3-star, Lodgings, Vacation rentals

11 Bedrooms7 Guests
8.6

Fabulous

9 reviews

$250
Average price / night
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  One Bedroom Fully Air Conditioned
One Bedroom Fully Air Conditioned
Condo
Anguilla, AI-2640, Anguilla
0.3k from Island Harbour center

AC, Barbecue, Dryer, Free Parking, Hot Tub, Internet, Kitchen, Laundry, Living Area

1 Bedroom2 Guests
10.0

Exceptional

6 reviews

$204
Average price / night
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Ocean Gem Villa
Ocean Gem Villa
Villa
The Valley, Anguilla
6.5k from Island Harbour center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, 4-star, Lodgings, Vacation rentals

1 Bedroom8 Guests
New to Booking
$1100
Average price / night
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Ocean Front Secluded Villa, Pool/Jacuzzi, Tennis/Pickleball Court Stunning Views
Ocean Front Secluded Villa, Pool/Jacuzzi, Tennis/Pickleball Court Stunning Views
Villa
White Hill, 2640, Anguilla
1.0k from Island Harbour center

AC, Balcony, Barbecue, Breakfast Available, Dryer, Free Parking, Hot Tub, Internet, Kitchen

4 Bedrooms8 Guests
New to Booking
$1526
Average price / night
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Vintage Timbers Cottages
Vintage Timbers Cottages
Apartment
The Valley, Anguilla
7.6k from Island Harbour center

Ocean View, Air Conditioner, Entertainment, Oceanfront, Guest Services, Toiletries, View

1 Bedroom4 Guests
New to Booking
$344
Average price / night
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Fortune Estate (Rental car available)<br>Mount Fortune, Anguilla
Fortune Estate (Rental car available)<br>Mount Fortune, Anguilla
House
East End, AI-2640, Anguilla
1.9k from Island Harbour center

AC, Dryer, Free Parking, Internet, Kitchen, Laundry, Microwave, No Smoking, Outdoor Space

1 Bedroom3 Guests
10.0

Exceptional

3 reviews

$213
Average price / night
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Sandcastle Villa
Sandcastle Villa
Villa
Island Harbour, Anguilla
8.0k from Island Harbour center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

5 Bedrooms12 Guests
New to Booking
$5192
Average price / night
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Penthouse Mimosa Great Views, Oceanfront Estate
Penthouse Mimosa Great Views, Oceanfront Estate
Villa
Shoal Bay Village, AI-2640, Anguilla
3.5k from Island Harbour center

AC, Balcony, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area

1 Bedroom2 Guests
10.0

Exceptional

27 reviews

$272
Average price / night
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Sandcastle Beach House
Sandcastle Beach House
Villa
The Valley, Anguilla
8.1k from Island Harbour center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

4 Bedrooms8 Guests
New to Booking
$1850
Average price / night
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Fountain Anguilla
Fountain Anguilla
Condo
The Fountain Road, Shoal Bay, AI 2640, Anguilla
3.6k from Island Harbour center

AC, Babysitting, Balcony, Barbecue, Dryer, Laundry, No Smoking, Outdoor Space, Pool

1 Bedroom2 Guests
9.0

Fabulous

77 reviews

$341
Average price / night
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Sandcastle Villa & Beach House
Sandcastle Villa & Beach House
Villa
The Valley, Anguilla
8.1k from Island Harbour center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

10 Bedrooms20 Guests
New to Booking
$6608
Average price / night
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Escape the cold & snow in Anguilla at the ultimate vacation villa! Book today!
Escape the cold & snow in Anguilla at the ultimate vacation villa! Book today!
Villa
Seafeathers, AI-2640, Anguilla
3.8k from Island Harbour center

AC, Balcony, Barbecue, Crib, Dryer, Free Parking, Internet, Kitchen, Laundry

5 Bedrooms12 Guests
10.0

Exceptional

16 reviews

$1641
Average price / night
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Sea Feather Bay Anguilla BWI
Sea Feather Bay Anguilla BWI
Villa
Seafeathers Bay, AI-2640, Anguilla
3.9k from Island Harbour center

AC, Balcony, Barbecue, Dryer, Free Parking, Hot Tub, Internet, Kitchen, Laundry

3 Bedrooms8 Guests
10.0

Exceptional

6 reviews

$876
Average price / night
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Oceanview villa with private pool, 5 mins to beach
Oceanview villa with private pool, 5 mins to beach
Villa
SeaFeathers, 2640, Anguilla
3.9k from Island Harbour center

AC, Barbecue, Breakfast Available, Crib, Free Parking, Internet, Kitchen, Laundry, Living Area

2 Bedrooms5 Guests
9.8

Exceptional

15 reviews

$577
Average price / night
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Beautiful Shoal Bay Condo Penthouse for 2-6 Guests
Beautiful Shoal Bay Condo Penthouse for 2-6 Guests
Condo
Shoal Bay, Anguilla
4.2k from Island Harbour center

AC, Balcony, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area

2 Bedrooms4 Guests
10.0

Exceptional

24 reviews

$636
Average price / night
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PERFECT   NEAR THE OCEAN LARGE BALCONY POOl PRIVATE SUNDECK, AC  WIFI PARKING
PERFECT NEAR THE OCEAN LARGE BALCONY POOl PRIVATE SUNDECK, AC WIFI PARKING
Apartment
Sandy Hill Bay, AI-2640, Anguilla
4.3k from Island Harbour center

AC, Balcony, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave

2 Bedrooms5 Guests
9.6

Exceptional

67 reviews

$220
Average price / night
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Seaside Splendor:  2-3 BR w/ Expansive Deck, Panoramic Views, AC, Wifi, & Pool
Seaside Splendor: 2-3 BR w/ Expansive Deck, Panoramic Views, AC, Wifi, & Pool
Condo
Sandy Hill Bay, AI-2640, Anguilla
4.4k from Island Harbour center

AC, Balcony, Free Parking, Internet, Kitchen, Living Area, Microwave, No Smoking, Patio

3 Bedrooms6 Guests
9.4

Superb

44 reviews

$371
Average price / night
Check Availability

Pro Tip:
OwnerDirectVacationRental aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Oceanfront Rentals in Island Harbour.

Where to stay in Island Harbour? Best neighborhoods & areas

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OwnerDirectVacationRental can help you find hotels, resorts, and rentals near many of 's top attractions, neighborhoods, and points of interest.

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Every oceanfront rentals shown on Owner Direct comes from trusted travel sources and verified hosts, so you can browse with confidence.

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Endless Variety

From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.

Frequently Asked Questions

There are a lot of options in Island Harbour. If you plan on staying in the Island Harbour area, consider making a reservation for a few nights at one of these properties as these have been rated the top Oceanfront Rentals in Island Harbour

You can explore 35 verified oceanfront rentals in Island Harbour. These properties are located directly along the shoreline, offering uninterrupted access to the beach and ocean views.

Oceanfront rental prices in Island Harbour vary depending on the property size, exact beachfront location, and season. Rates typically start from around $166 per night, with higher prices for larger homes or peak travel periods. Properties located directly on popular stretches of coastline tend to command premium rates.

Many oceanfront rentals in Island Harbour offer direct access to the beach, often through private walkways or dedicated entry paths. Some properties may share access points, so it's helpful to review the listing details to understand the type of beach access provided.

Yes, some oceanfront rentals in Island Harbour welcome pets. Currently, 5 listings allow pets, although policies can vary by property. It's recommended to check specific house rules for details such as size limits or additional fees.

Oceanfront properties are often in high demand, especially during peak travel seasons, so booking 90 to 120 days in advance is recommended for the best selection. During quieter periods, you may still find availability closer to your travel dates.

Oceanfront rentals in Island Harbour often include features designed for a comfortable coastal stay, such as Oceanfront, View, and Ocean View. These amenities help guests make the most of their time by the water.

Yes, there is a clear difference. "Oceanfront" means the property is located directly on the beach with no obstructions between the home and the water. "Ocean View" typically means the ocean is visible from certain angles or rooms, but the property may not be right on the shoreline.