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Island Harbour Vacation Rentals

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    $1,120 Average
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    Travelers to Island Harbour are booking December dates now. Secure your vacation rental today, and have the perfect trip.
    All 20 Rentals in Island Harbour
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    7 Bedrooms, 7 Bathrooms, Sleeps 16 Quick View
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    CATALINA VILLA AT SHOAL BAY EAST1 / 11
    (1)Terrible
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Ocean View Apartment at Captain's Ridge (view from every room)1 / 28
    (4)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Satellite TV
    • Wi-Fi
    • Balcony
    • Ocean Views
    • Washer
    • Patio
    • Waterfront
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 20, 2017
    Yolande was most hospitable.. Met us at the airport and took on a quick shopping before we got settled. We stayed an extra day which was easy to handle.. The view is awesome, if...
    Reviewed March 12, 2017
    A beautiful home and a gracious host. Place was spacious and clean and quiet. Yolanda "the host" made our stay comfortable and enjoyable. Would definitely...
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    About this property
    Quiet neighborhood. Fully furnished, spacious air conditioned private apartment on Captains Ridge, Island Harbour with a panoramic view of the Atlantic Ocean. Very spacious apartment (over 2,000 square ft). Enjoy the ocean view from the master bedroom, master bathroom, living/dining area, kitchen...
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    Island Harbour, Anguilla AI 2640
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Quixotic Villas, Harbour Ridge, Island Harbour, Anguilla Quixotic Villas are a collection of private retreats that nestle amongst Harbour Ridge offering stunning ocean views and relaxing, comfortable Caribbean accommodations. There are four definitive villas, Villa Amor, Villa Elegante, Villa...
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    Island Harbour, Anguilla
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    5 Bedrooms, 7 Bathrooms, Sleeps 10 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Amarilla's design is Caribbean with an Italian influence in its yellow stucco walls, turquoise shutters and red tile roof. The cool island interiors by the owners in collaboration with award-winning Dallas interior designer David Salem & Associates have hints of Moroccan flair. With spacious...
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    Island Harbour, Anguilla AI 2640
    Rental Home - 5 Bedrooms, 7 Bathrooms, Sleeps 10
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    James Place Apartments, Anguilla , British West Indies1 / 24
    (12)Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Washer
    • Satellite TV
    • DVD Player
    • Grill
    • Patio
    • Air Conditioning
    • Wi-Fi
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 11, 2017
    These apartments are VERY spacious, there is perfect high speed internet, a TV at your disposal, AC's in the bedroom and the apartments were kept very clean throughout my stay...
    Reviewed April 10, 2017
    We had a wonderful time on Anguilla and at James Place. They provided virtually everything you could possibly think of to make your stay hassle free, including shampoo...
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    About this property
    Perfect for 2 Vacation Rental Near Island Harbor and Shoal Bay Beaches James Place Apartments are located in a quiet secure and well maintained community. It is a perfect base from which guests can enjoy the sun, beaches, and relax. The rooms are spacious, modern and comfortable with private...
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    Island Harbour, Anguilla AI 2460
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Patio
    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nestled in an amazing ocean front location, this exclusive 3 bedroom, 3 bathroom villa is open-air living in contemporary design. Verdant gardens, natural stone swimming pool, Jacuzzi and seaside gazebo in expansive private grounds. You will enjoy your own private hideaway in the rural tranquility...
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    Island Harbour, Anguilla 00000
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Patio
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Tamarind villa overlooks the Atlantic on the north eastern end of the island. This villa is just a five minute drive from Shoal Bay East, one of the most beautiful beaches in the Caribbean. With its large principle rooms and comfortable settings, its the perfect place for large family and friends...
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    Island Harbour, Anguilla 00000
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    4 Bedrooms, 6 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Satellite TV
    • Air Conditioning
    • DVD Player
    • Patio
    • Grill
    • Waterfront
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Soleil at Captains Bay is a fully air conditioned villa with luxury appointments throughout. . From every vantage point, the villa has the most spectacular views of any villa on the island. Breathtaking views of the ocean from the front and rear of the villa; view of seven islands including...
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    Location Information
    Island Harbour, Anguilla AI 2640
    Rental Home - 4 Bedrooms, 6 Bathrooms, Sleeps 8
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    COUPLES ONLY RETREAT - Stunning Panoramic Ocean Views - Private Pool1 / 38
    (59)Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    Amenities & Details
    • Waterfront
    • Housekeeping Included
    • Satellite TV
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Ocean Views
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 10, 2017
    Paradise accommodations on a Paradise Island. We loved the huge wrap around outdoor patio with sun and shade, the pool and sitting at the high table overlooking the...
    Reviewed June 9, 2017
    This Villa was a real find!!!!!. This is my husband's and I second trip to Almond Tree Villa, and now I remember why I came back, Enjoyed breakfast and cocktails everyday on...
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    About this property
    A couples only retreat, offering stunning panoramic views of the down islands ( St. Maarten, St. Barths, Statia, St. Kitts and Nevis), this luxury 1 Bedroom Villa is among the largest of the 1 bedroom villas on the island with 1100 sq. ft. of living area and nearly 3000 sq. ft. of outdoor patio and...
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    Island Harbour, Anguilla AI 2640
    Rental Home - 1 Bedroom, 2 Bathrooms, Sleeps 2
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • DVD Player
    • Washer
    • Satellite TV
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Amarilla on Anguilla sets the standard of excellence on a tropical island known for upscale accommodations. Enter through a welcoming lanai with a profusion of colorful bougainvillea flowers surrounding the intricately designed wrought iron doorway. Step into the grand foyer and prepared to...
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    Island Harbour, Anguilla
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Washer
    • DVD Player
    • Grill
    • Patio
    • Satellite TV
    • Internet Access
    • Housekeeping Included
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Island Harbour, Anguilla
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    Clearview Villas (LOWER): Casual, Bright, Steps from Sea, Great for families!1 / 18
    (5)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Balcony
    • Patio
    • Grill
    • Air Conditioning
    • Housekeeping Included
    • Satellite TV
    • DVD Player
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Island Harbour, Anguilla
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    20%  off holiday bookings 20181 / 24
    (1)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Satellite TV
    • Patio
    • Air Conditioning
    • Grill
    • Hot Tub
    • Internet Access
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Island Harbour, Anguilla BWI
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    Affordable and Tranquil Anguilla Family Vacation1 / 16
    (1)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • DVD Player
    • Terrace
    • Satellite TV
    • Patio
    • Balcony
    • Grill
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
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    Location Information
    Island Harbour, Anguilla 00000
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 6 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Hot Tub
    • Wi-Fi
    • Patio
    • Waterfront
    • Sauna
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Relax and enjoy a view of endless Caribbean blue at the edge Villa Amarilla’s infinity pool. Located in Anguilla, this five bedroom architectural gem boasts a décor as beautiful as the island’s natural surroundings, created in collaboration with award-winning interior designer David Salem. Whether...
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    Island Harbour, Anguilla AI 2640
    Rental Home - 3 Bedrooms, 6 Bathrooms, Sleeps 6
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    8 Bedrooms, 10 Bathrooms, Sleeps 16 Quick View
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    • Washer
    • Satellite TV
    • Hot Tub
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    With impressive views of the Atlantic, the Villa Ultimacy is located in Anguilla and rests between Shoal Bay East and Island Harbor. Peaceful and secluded, it is an eight-room masterpiece of luxury and world-class amenities. It is a fabulous place for the ultimate family holiday, but is also...
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    Island Harbour, Anguilla
    Rental Home - 8 Bedrooms, 10 Bathrooms, Sleeps 16
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    Villa Amarilla, Sleeps 101 / 32
    (3)Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Grill
    • Sauna
    • Hot Tub
    • Wi-Fi
    • Patio
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 1, 2017
    The house is absolutely beautiful - each room more beautiful than the next. Every detail is amazing - the chandeliers, bedding, artwork and dishes will make you feel like you...
    Reviewed December 12, 2011
    This villa was quite spectacular. The kitchen was very nice and spacious. All the bedrooms were very big and each had their own balcony which was really nice! The pool are was...
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    About this property
    Relax and enjoy a view of endless Caribbean blue at the edge Villa Amarilla’s infinity pool. Located in Anguilla, this five bedroom architectural gem boasts a décor as beautiful as the island’s natural surroundings, created in collaboration with award-winning interior designer David Salem. Whether...
    View all property information
    Location Information
    Island Harbour, Anguilla
    Rental Home - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    4 Bedrooms, 6 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Patio
    • Wi-Fi
    • Waterfront
    • Hot Tub
    • Sauna
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Relax and enjoy a view of endless Caribbean blue at the edge Villa Amarilla’s infinity pool. Located in Anguilla, this five bedroom architectural gem boasts a décor as beautiful as the island’s natural surroundings, created in collaboration with award-winning interior designer David Salem. Whether...
    View all property information
    Location Information
    Island Harbour, Anguilla AI 2640
    Rental Home - 4 Bedrooms, 6 Bathrooms, Sleeps 8
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