Owner Direct Vacation Rentals in Heritage Collection

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  2. Vacation Rentals
  3.  Anguilla

  4.  East End Village
  5.  Heritage Collection

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128 Heritage Collection Vacation Homes From $100

Looking for the ideal vacation rental in Heritage Collection? Discover an extensive gallery of private rentals offering space, comfort, and authentic local character. Owner Direct simplifies your search by matching you with verified property options.

J's Place
J's Place
Apartment
East End Village, Anguilla
0.2k from Heritage Collection center

Pool, Parking, Air Conditioner, Pet Friendly, Security/Safety, Child Friendly

1 Bedroom4 Guests
New to Booking
$160
Average price / night
Check Availability
Sunset At Chalvilles - Peaceful 2-bedroom house with AC in The Valley
Sunset At Chalvilles - Peaceful 2-bedroom house with AC in The Valley
House
East End Village, 0000, Anguilla
0.1k from Heritage Collection center

AC, Internet, No Smoking

2 Bedrooms4 Guests
New to Booking
$394
Average price / night
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Barefoot Luxury Beach Villa
Barefoot Luxury Beach Villa
House
The Valley, Anguilla
1.2k from Heritage Collection center

Balcony/Terrace, Pool, Parking, Pet Friendly, Air Conditioner, Internet, Child Friendly

1 Bedroom4 Guests
New to Booking
$190
Average price / night
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Anguilla Spacious House Beautiful Views 3 Bedroom
Anguilla Spacious House Beautiful Views 3 Bedroom
House
East End, AI-2640, Anguilla
0.2k from Heritage Collection center

AC, Dryer, Fitness Equipment, Internet, Laundry, Washer

New to Booking
$521
Average price / night
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Cozy Coconut
Cozy Coconut
Apartment
East End Village, Anguilla
1.3k from Heritage Collection center

Apartments, Accommodations, Parking, Lodgings, Places to stay

1 Bedroom2 Guests
New to Booking
$125
Average price / night
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Ocean views, near beach, outdoor space, great for groups!
Ocean views, near beach, outdoor space, great for groups!
House
Sile Bay East End, AI-2640, Anguilla
0.5k from Heritage Collection center

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

4 Bedrooms10 Guests
10.0

Exceptional

4 reviews

$737
Average price / night
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Dolphin Villa
Dolphin Villa
Villa
Long Path, Anguilla
1.8k from Heritage Collection center

Air Conditioner, Parking, Internet, Pool, Balcony/Terrace, Child Friendly

4 Bedrooms8 Guests
New to Booking
$680
Average price / night
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Panoramic View of Blue Horizons
Panoramic View of Blue Horizons
House
Seafeathers, Anguilla, Anguilla
0.8k from Heritage Collection center

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

3 Bedrooms6 Guests
New to Booking
$820
Average price / night
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Elleamau
Elleamau
Apartment
Island Harbour, Anguilla
1.8k from Heritage Collection 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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Fortune Estate (Rental car available)<br>Mount Fortune, Anguilla
Fortune Estate (Rental car available)<br>Mount Fortune, Anguilla
House
East End, AI-2640, Anguilla
0.8k from Heritage Collection 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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The Hidden Cottage
The Hidden Cottage
Apartment
Welches Hill, Anguilla
2.0k from Heritage Collection center

Apartments, Cheap, Accommodations, Parking, Cottages, Lodgings, Vacation rentals, Places to stay, Family

3 Bedrooms6 Guests
9.7

Exceptional

25 reviews

$100
Average price / night
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Lovely studio apartment Beachfront/swimming pool
Lovely studio apartment Beachfront/swimming pool
Apartment
Seafeathers, 2640, Anguilla
0.9k from Heritage Collection center

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

1 Bedroom2 Guests
New to Booking
$177
Average price / night
Check Availability
Moonlight Cottage
Moonlight Cottage
Apartment
Heritage Collection, East End Village, Anguilla
2.3k from Heritage Collection center

Apartments, Cheap, Accommodations, Parking, Cottages, Lodgings, Vacation rentals, Places to stay, Self-catering

1 Bedroom2 Guests
10.0

Exceptional

8 reviews

$130
Average price / night
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Fortune Rise. Car Rental available
Fortune Rise. Car Rental available
Villa
Mount Fortune, 2640, Anguilla
1.0k from Heritage Collection center

Barbecue, Free Parking, Internet, Kitchen, No Smoking, TV

2 Bedrooms6 Guests
10.0

Exceptional

14 reviews

$272
Average price / night
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Oceanfront Villa with Pool, Jacuzzi and Kayaks on Anguilla Island
Oceanfront Villa with Pool, Jacuzzi and Kayaks on Anguilla Island
Villa
Island Harbour, Anguilla
2.9k from Heritage Collection center

Internet, Air Conditioner, Security/Safety, Guest Services, Pet Friendly, Child Friendly

6 Bedrooms5 Guests
New to Booking
$634
Average price / night
Check Availability
Stay at the Duncan’s Villa beginning of the most relaxing vacations!
Stay at the Duncan’s Villa beginning of the most relaxing vacations!
Apartment
The Valley, AI2640, Anguilla
1.2k from Heritage Collection center

AC, Internet, Kitchen, Laundry, No Smoking, Patio, TV, Washer

1 Bedroom2 Guests
New to Booking
$266
Average price / night
Check Availability
Oceanview villa with private pool, 5 mins to beach
Oceanview villa with private pool, 5 mins to beach
Villa
SeaFeathers, 2640, Anguilla
1.4k from Heritage Collection 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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 Shellavista Villa – 3 Bedroom Oceanfront Luxury in Anguilla with Private Pool
Shellavista Villa – 3 Bedroom Oceanfront Luxury in Anguilla with Private Pool
Villa
East end village, 2640, Anguilla
1.5k from Heritage Collection center

AC, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking

3 Bedrooms8 Guests
10.0

Exceptional

4 reviews

$1073
Average price / night
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Sea Feather Bay Anguilla BWI
Sea Feather Bay Anguilla BWI
Villa
Seafeathers Bay, AI-2640, Anguilla
1.5k from Heritage Collection 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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Caribbean Beach Front Villa With Swimming Pool
Caribbean Beach Front Villa With Swimming Pool
Villa
seafeathers, 2640, Anguilla
1.5k from Heritage Collection center

AC, Arcade, Barbecue, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Internet

3 Bedrooms6 Guests
8.8

Fabulous

3 reviews

$494
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
1.6k from Heritage Collection 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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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 Vacation Rentals in Heritage Collection.

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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 Heritage Collection. If you plan on staying in the Heritage Collection area, consider making a reservation for a few nights at one of these properties as these have been rated the top Vacation Rentals in Heritage Collection

You can explore 128 verified vacation rentals in Heritage Collection. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.

Vacation rental prices in Heritage Collection vary depending on the season, property size, and location. Rates typically start from around $100 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.

Most vacation rentals in Heritage Collection include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.

Yes, many vacation rentals in Heritage Collection welcome pets. Currently, 23 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.

For popular travel periods such as holidays or peak seasons, it's recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.

Vacation rentals in Heritage Collection often include amenities such as Balcony/Terrace, Bedding/Linens, and Internet. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.

You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.