We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.
TripAdvisor
Island Harbour
Post
Inbox
Search

Holiday Rentals in Island Harbour

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
Check In Check Out
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    View Map
    Location
    Any Distance
    from
    Price
    per night
    ₹ 70,171 Average
    |||
    |||
    ₹ 0₹ 71,000+
    Suitability
    More filters
    Don't let other travellers get your favourite Island Harbour area holiday home. You're so close to securing your perfect getaway. Book today.
    All 45 Rentals in Island Harbour
    Sort by:
    Default
    James Place Apartments, Anguilla , British West Indies1 / 24
    (13)Very good
    Island Harbour
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    other travellers have booked this property
    Check-in Check-out
    Show Prices
    Payment Protection
    Wesley House1 / 10
    (1)Excellent
    Island Harbour
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    Check-in Check-out
    Show Prices
    Island Harbour
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
    Check-in Check-out
    Show Prices
    Island Harbour
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Amarilla Island Harbour Anguilla Italian Influenced DesignDesigned by the Anguillan architect Carl Williams, this villa combines a Caribbean approach with Italian influences such as yellow stucco walls, turquoise shutters and a red tile roof. Award Winning Interior DesignerThe owners in...
    View all property information
    Location Information
    Island Harbour, Anguilla AI 2640
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
    Island Harbour
    8 Bedrooms, 10 Bathrooms, Sleeps 16 Quick View
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Washer
    • Cable/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...
    View all property information
    Location Information
    Island Harbour, Anguilla
    Holiday Rental House - 8 Bedrooms, 10 Bathrooms, Sleeps 16
    Ocean View Apartment at Captain's Ridge (view from every room)1 / 30
    (8)Very good
    Island Harbour
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    other travellers have booked this property
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • Wi-Fi
    • Patio
    • Ocean Views
    • DVD Player
    • Washer
    • Waterfront
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 March 2018
    This was our second visit to Ocean View Apt at Captain Ridge and will not be our last. Yolanda was wonderful and treated us like family. Her apt is clean,spacious and well...
    Reviewed 16 February 2018
    Loved Yolande- she could not be any nicer . The main bedroom had a beautiful view from our bed - the other room had no view- more for children. Close to the best bakery on the...
    See all reviews
    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...
    View all property information
    Location Information
    Island Harbour, Anguilla AI 2640
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Island Harbour
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Quixotic Villas,Harbour Ridge, Island Harbour,AnguillaQuixotic 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...
    View all property information
    Location Information
    Island Harbour, Anguilla AI 2640
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Island Harbour
    Studio, 1 Bathroom, Sleeps 2 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to The Hidden Cottage, a secret escape nestled on the peak of Jonah Hill, Welches, Anguilla. Our little getaway is a true reflection of our culture and laid back life style, an atmosphere filled with 'Chill' and Relaxation. If you enjoy tranquil living, come stay with us at The Hidden...
    View all property information
    Location Information
    Island Harbour, Anguilla AI2640
    Condo/Apartment - 1 Bathroom, Sleeps 2
    The following rentals are within 10 kilometres of Island Harbour.
    Sandy Hill Bay
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Wi-Fi
    • Parking
    • Grill
    • Cable/satellite TV
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Colibri, Anguilla. Brand new and designed in an amazingly contemporary and clean style, the Villa Colibri in the Long Pond Bay area of Anguilla will truly take your breath away. Spread out over two levels, the villa features a spacious interior suitable for up to 12 visitors at once. Just...
    View all property information
    Location Information
    Sandy Hill Bay, Anguilla
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
    James Place Apartments1 / 10
    (7)Excellent
    East End Village
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 January 2015
    live local but still close to everything. off the beaten path. for those who want to stay away from the big resorts
    Reviewed 5 October 2014
    We are very satisfied with our stay at James Place apartments. The apartment was very clean, newly furnished and had a high standard. It had everything we could ask for. The...
    See all reviews
    About this property
    James Place Apartments Mount Fortune Anguilla Perfect for 2 & 4These newly built apartments are a perfect base from which guests can enjoy the Anguillan sun and beaches. The rooms are large and modern with private balconies and are finished in Italian tile throughout. A double sofa bed is available...
    View all property information
    Location Information
    East End Village, Anguilla AI 2640
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    Save time - get the best Island Harbour rentals sent straight to your email!
    Get the List
    Villa Dulcinea - Ocean views, near beach, outdoor space, great for groups!1 / 12
    (8)Very good
    East End Village
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
    other travellers have booked this property
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Ocean Views
    • Patio
    • Waterfront
    • Balcony
    • Washer
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 August 2017
    This is a beautiful Villa. 4 spacious- and I do mean spacious bedrooms and 4 bathrooms. No carpet- which is nice- just beautiful glistening ceramic tile floors through out...
    Reviewed 6 January 2017
    We have just spend a Christmas and New Year in this lovely villa with a family of 10 ranging in age from 8 to 75! This trip will be a memory of a lifetime thanks in part to the...
    See all reviews
    About this property
    Villa Dulcinea offers breathtaking ocean views, prevailing sea breezes and stargazing nightly on the wrap-around porch. Minutes away from the world's most unspoiled and secluded beaches, crystal clear water, hiking trails and snorkeling, it's the perfect rental for your next beach getaway, family...
    View all property information
    Location Information
    East End Village, Anguilla AI 2640
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
    Mangrove Villa at Indigo Reef1 / 6
    (1)Excellent
    The Valley
    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
    other traveller has booked this property
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Ocean Views
    • Housekeeping Included
    • Patio
    • Washer
    • Cable/satellite TV
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 February 2019
    We had a great stay at Mangrove Villa. We are regulars to Anguilla (I think this was our 15th year.) but renting a free-standing villa was a first for us here. We had the...
    See all reviews
    About this property
    Set into beautifully landscaped gardens, Mangrove Villa is on dramatic West End Bay and just a 5 minute walk from the powder white sands of Shoal Bay West. The magnificent roof top lounge is perfect for sun-bathing or having cocktails while watching the sun go down. The 50 x 20 foot freeform pool...
    View all property information
    Location Information
    The Valley, Anguilla A1
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 10
    Oceana Villa Anguilla - Brand New 2 bedroom1 / 92
    (18)Excellent
    The Valley
    2 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
    other travellers have booked this property
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Patio
    • Wi-Fi
    • Housekeeping Included
    • Ocean Views
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 weeks ago
    I dont do a lot of reviews and that’s why I am just getting around to this. We actually stayed here for our honeymoon in 2012. It was such a wonderful experience, Richard was...
    Reviewed 2 July 2019
    Our family of four (2 kids: 10 and 15) stayed at Oceana for our first trip in Anguilla. From the second we walked in we knew we were home. The house cannot be more perfect for a...
    See all reviews
    About this property
    Oceana, Anguilla offers tranquility, romance, and casually elegant tropical living. The villa's open design maximizes sea views and ocean breezes, inviting you to experience a private vacation retreat. Set on a breezy hillside overlooking picturesque Crocus Bay, this bright and airy villa provides...
    View all property information
    Location Information
    The Valley, Anguilla NONE
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 5
    Fabulous Ocean View - Bayberry and Chinaberry -1 / 19
    (11)Excellent
    The Valley
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    other travellers have booked this property
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Grill
    • DVD Player
    • Air Conditioning
    • Patio
    • Housekeeping Included
    • Wi-Fi
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 March 2018
    21 Years at Bayberry and it just gets better every year. Best people run the villa, wonderfully furnished (best most comfortable bed) and great views. This is the best villa...
    Reviewed 20 March 2018
    We returned to Chinaberry for the twentieth year and we are delighted to report that the property survived the hurricane and continues to be a place of bliss and happiness...
    See all reviews
    About this property
    For Holiday Season 2018, our two bedroom Villa Bayberry only is available. The rate is 425US per night plus tourism levy. Nights prior to Dec 30 2018. Come and enjoy wonderful accommodations on the island of Anguilla. Our wonderful property on Rendezvous Bay is a perfect getaway with friends or...
    View all property information
    Location Information
    The Valley, Anguilla AI2640
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    The Valley
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ani South Little Bay Anguilla Sleek Crisp Lines & Comfort for 10 GuestsThis is a showcase villa perched upon a headland overlooking Little Bay on Anguilla. There are 5 bedrooms, each quite distinctive all with luxurious bed linens, en suite spa quality bathrooms, AC, WiFi and an all inclusive staff...
    View all property information
    Location Information
    The Valley, Anguilla AI 2640
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
    The Valley
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ani North Little Bay Anguilla Sleek Crisp Lines & Comfort for 10 GuestsThis is a showcase villa perched upon a headland overlooking Little Bay on Anguilla. There are 5 bedrooms, each quite distinctive all with luxurious bed linens, en suite spa quality bathrooms, AC, WiFi and an all inclusive staff...
    View all property information
    Location Information
    The Valley, Anguilla AI 2640
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
    Tequila Sunrise Villa in Anguilla1 / 17
    (6)Excellent
    Sandy Hill Bay
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
    other traveller has booked this property
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • Wi-Fi
    • DVD Player
    • Housekeeping Included
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Waterfront
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 June 2019
    Tequila sunrise is a winner. The villa is beautiful with 3 bedrooms, an infinity pool and large indoor / outdoor living space. It’s isolated and private with a view of Saint...
    Reviewed 25 January 2019
    The locations is great. You are a so close to Dropsey Bay and in a central location. You are not far from either end of Anguilla. Robin and Joel have created an unbelievable...
    See all reviews
    About this property
    SECLUDED SERENITY Tequila is a contemporary three master bedroom beach house at secluded Lover’s Cove at Dropsey Bay which is just a leisurely two minute walk along the scenic path. It is a small, white sand, sun bathing adventure beach with a great snorkeling and exploring bay. It is wonderful for...
    View all property information
    Location Information
    Sandy Hill Bay, Anguilla AI 2640
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
    Zenaida1 / 10
    (2)Excellent
    East End Village
    7 Bedrooms, 8 Bathrooms, Sleeps 14 Quick View
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 August 2018
    We had the opportunity to stay at the gorgeous Zenaida estate for 7 days. From the second we stepped onto the property we were met with the friendliest people who took such...
    Reviewed 18 May 2016
    The delightful staff was phenomenal - very welcoming and they all delivered exceptional service. We were made to feel special and like family. The villa and grounds were...
    See all reviews
    About this property
    Zenaida East End Village AnguillaA luxury Private Estate with Beach and Tennis courts and wonderful service on the East End of Anguilla. Everything is Cool about the location - guests have the advantage of the most elevated point on AnguillaZenaida is one of Anguilla's highest villas this property...
    View all property information
    Location Information
    East End Village, Anguilla AI 2640
    Holiday Rental House - 7 Bedrooms, 8 Bathrooms, Sleeps 14
    The Valley
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Ocean Views
    • Patio
    • Washer
    • Balcony
    • Grill
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lovely decor adorns this delightful two bedroom villa which includes an open kitchen, bar and dining room with vaulted ceilings; two equal air conditioned master bedroom suites, private hot tub, lush gardens and roof top sun lounge. Each master suite has memory foam beds with luxury linens, and is...
    View all property information
    Location Information
    The Valley, Anguilla A1
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Shoal Bay Village
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Black Pearl Villa Shoal Bay East Anguilla Mediterranean Pergolas, Domes & VerandasBlack Pearl Villa has been designed in a cool Mediterranean style and features an exotic dome roof, a curved barrel roof, romantic pergolas and breezy verandas. 4 Bedroom Suites with Outdoor ShowersEach air...
    View all property information
    Location Information
    Shoal Bay Village, Anguilla AI 2640
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    List your property for free!
    List your holiday home where TripAdvisor travellers can find it.
    Add a Listing
    East End Village
    1 Bedroom, 3 Bathrooms, Sleeps 11 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Grill
    • Patio
    • Balcony
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Private, luxurious, oceanfront, private villa in Sea Feather’s Bay with stunning views of the Caribbean and St Martin. The modern design is ideal for relaxing vacation. Large rooms with private balconies have incredible views, ample outdoors and in-door living spaces, swimming pool and garden....
    View all property information
    Location Information
    East End Village, Anguilla 2640
    Holiday Rental House - 1 Bedroom, 3 Bathrooms, Sleeps 11
    East End Village
    3 Bedrooms, 5 Bathrooms, Sleeps 11 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Wi-Fi
    • Ocean Views
    • Air Conditioning
    • Waterfront
    • Private Outdoor Pool (Unheated)
    • Housekeeping Included
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Private, luxurious, oceanfront, private villa in Sea Feather’s Bay with stunning views of the Caribbean and St Martin. The modern design is ideal for relaxing vacation. Large rooms with private balconies have incredible views, ample outdoors and in-door living spaces, swimming pool and garden....
    View all property information
    Location Information
    East End Village, Anguilla 2640
    Holiday Rental House - 3 Bedrooms, 5 Bathrooms, Sleeps 11
    The Valley
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Little Butterfly Apartments Little Harbour, AnguillaThis lovely one bedroom luxury apartment is located on the mezzanine level of Papillion Villa in Anguilla. Perfect for the solo traveler or a couple, Little Butterfly provides a contemporary and affordable getaway vacation in the heart of...
    View all property information
    Location Information
    The Valley, Anguilla AI 2640
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Sandy Hill Bay
    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Terrace
    • Parking
    • Patio
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    • DVD Player
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Separated from the ocean’s shore by Anguilla’s fascinating; limestone rocks, towers Crystal Sunrise Villa. Coastally aligned, this beauty over the horizon offers you the most picturesque views; from its roof top, open deck panoramic patio to the poolside. Why sleep indoors? When you can sleep under...
    View all property information
    Location Information
    Sandy Hill Bay, Anguilla AI 2640
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 14
    Sandy Hill Bay
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
    other traveller has booked this property
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Balcony
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Villa Kai is located in the Sandy Hill (East End) area on Long Pond Bay. We are situated right on the shore with easy access to a lovely sandy, rocky coastline and the relaxing sound of rolling waves. We have wonderful, cooling trade winds and terrific views of St. Marten, Saba and St. Barts....
    View all property information
    Location Information
    Sandy Hill Bay, Anguilla AI 2640
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
    L'Embellie Villa and Cottage1 / 18
    (6)Excellent
    The Valley
    3 Bedrooms, 4 Bathrooms, Sleeps 7 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Housekeeping Included
    • Washer
    • Patio
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 April 2019
    We really enjoyed our stay at L'Embellie.Between the pool and the private beach/ocean, we ended up leaving the house a lot less than we had originally planned.The grounds and...
    Reviewed 2 March 2019
    My husband and I spent the month of January at this lovely villa. We loved the solitude and peacefulness of the property. We were a short drive from all the glorious beaches...
    See all reviews
    About this property
    Welcome to L'Embellie Villa on Anguilla's Forest Bay, an elegant and secluded three-bedroom luxury villa and cottage set on one acre of lush tropical gardens and white sandy beach. Once you arrive, it is a paradise you will not want to, or need to, leave despite the many allures of Anguilla....
    View all property information
    Location Information
    The Valley, Anguilla AI 2640
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 7
    Little Butterfly1 / 21
    (19)Excellent
    The Valley
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 October 2019
    We stayed in Little Butterfly over a week. It is pure tranquility located in a lovely area of Anguilla with a stunning view on St Martin. The perfect place to resource. The...
    Reviewed 5 April 2018
    We loved Little Butterfly! It’s very well appointed with absolutely everything you need for self catering and the little details make you feel very welcome - fruit and cereal...
    See all reviews
    About this property
    Little Butterfly is a one bedroom, luxury apartment located on the mezzanine level of Papillon Villa in Anguilla. Perfect for the solo traveler or a couple, Little Butterfly provides a contemporary and affordable getaway vacation in the tranquil neighborhood of Little Harbour. The south facing,...
    View all property information
    Location Information
    The Valley, Anguilla AI 2640
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Crystal Sunrise Villa1 / 10
    (1)Excellent
    Sandy Hill Bay
    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Internet Access
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 March 2019
    What an incredible property. Our group of 10 had a fantastic weeks stay. There are really not enough words to describe this property. It was fantastic! Clean well kept and you...
    See all reviews
    About this property
    Crystal Sunrise Villa Summary7 bedrooms, 5 full plus 2 half bathrooms, Indoor and outdoor dining areas, Large heated pool with large deck, Roof deck, Double garage, Games room with pool table, Gym, Family room, Media room, Laundry, WIFI, Satellite Television in rooms, Large kitchen with modern...
    View all property information
    Location Information
    Sandy Hill Bay, Anguilla 00000
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 14
    The Valley
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Oceana Villa Anguilla Close to Sandy BeachesAnguilla famously has 33 beaches and Oceana is close to several: one of the nearest is Crocus Bay. Viewed from Oceana and just a five minute drive this is a long, relatively untouched, quiet beach,except for the Da Vida restaurant at It's eastern end....
    View all property information
    Location Information
    The Valley, Anguilla AI 2640
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Sandy Hill Bay
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    Check-in Check-out
    Show Prices
    Amenities & Details
    • DVD Player
    • Grill
    • Wi-Fi
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    With its location along Long Pond Bay in Anguilla, the large and contemporary Villa White Cedars is a unique find. Though meant to house six visitors in three bedrooms, the spaciousness of this villa is often a surprise. The proportions are perfectly balanced, however, and all of the living spaces...
    View all property information
    Location Information
    Sandy Hill Bay, Anguilla
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Shoal Bay Village
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Housekeeping Included
    • Terrace
    • Balcony
    • Grill
    • Washer
    • Ocean Views
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    “Dreamcatcher” – the clue is in the name…! ​On a low ridge overlooking the splendour that is Shoal Bay East, one of the top ten beaches in the world. Sit back and gaze over the unobstructed and breathtaking views of the turquoise Caribbean waters. Let your mind wander and escape from the...
    View all property information
    Location Information
    Shoal Bay Village, Anguilla AI 2640
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Villa Tasha, a luxury seafront villa on the Caribbean sea, next to a beach1 / 20
    (1)Excellent
    The Valley
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
    other traveller has booked this property
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Washer
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Patio
    • Air Conditioning
    • Balcony
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 April 2019
    I had the distinct pleasure to stay at this villa with a friend for two weeks over March/April 2019. From the outset, it was marvellous. The concierge met us at the port and...
    See all reviews
    About this property
    Villa Tasha, located in Anguilla next to a semi-private beach which backs onto a bird conservation area, Blackgarden Bay is a secluded, untouched area featuring wild, natural beauty so rare today. The villa has a large patio and pool area with a view of the beach and jaw dropping, unrestricted...
    View all property information
    Location Information
    The Valley, Anguilla AI2640
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
    Sandy Hill Bay
    2 Bedrooms, 4 Bathrooms, Sleeps 11 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Patio
    • Balcony
    • Grill
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Private, luxurious, oceanfront, private villa in Sea Feather’s Bay with stunning views of the Caribbean and St Martin. The modern design is ideal for relaxing vacation. Large rooms with private balconies have incredible views, ample outdoors and in-door living spaces, swimming pool and garden....
    View all property information
    Location Information
    Sandy Hill Bay, Anguilla 2640
    Holiday Rental House - 2 Bedrooms, 4 Bathrooms, Sleeps 11
    The Valley
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Ocean Views
    • Terrace
    • Patio
    • Waterfront
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Experience the luxury vacation of your dreams in the romantic ambiance of Gardenia Villa. Lounge on your private roof deck and enjoy the laid-back tropical lifestyle of Anguilla. Overlooking the sparkling azure waters of West End Bay, Gardenia is just a five minute walk from Shoal Bay West -...
    View all property information
    Location Information
    The Valley, Anguilla A1
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    The Valley
    3 Bedrooms, 5 Bathrooms, Sleeps 6 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Ocean Views
    • Air Conditioning
    • Waterfront
    • Hot Tub
    • Cable/satellite TV
    • Housekeeping Included
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Anguilla’s newest rental property, Sandcastle Beach House! We offer a one of a kind experience for couples, families, or private events. Located directly on the beach, Sandcastle Beach House is the perfect spot for active families that don’t want to miss one minute of vacation time...
    View all property information
    Location Information
    The Valley, Anguilla AI2640
    Holiday Rental House - 3 Bedrooms, 5 Bathrooms, Sleeps 6
    Sandy Hill Bay
    1 Bedroom, 4 Bathrooms, Sleeps 8 Quick View
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Air Conditioning
    • DVD Player
    • Internet Access
    • Private Outdoor Pool (Unheated)
    • Washer
    • Hot Tub
    • Cable/satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Zenaida Estate is nestled in three acres of lush tropical gardens, where a 17th century Dutch fort once stood, Zenaida Tennis and Beach Estate offers gracious island living. Enjoy ultimate privacy in two separate villas and an adjoining garden cottage, all handsomely appointed featuring a total of...
    View all property information
    Location Information
    Sandy Hill Bay, Anguilla 000
    Holiday Rental House - 1 Bedroom, 4 Bathrooms, Sleeps 8
    Sandy Hill Bay
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Washer
    • Grill
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Internet Access
    • DVD Player
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beachfront home has some of the best amenities on the island, with never-ending tequila and a private beach.Tequila Sunrise is a peaceful retreat with miles of natural landscape and a small beach at guests’ disposal. The ground level holds the infinity pool, several loungers, and...
    View all property information
    Location Information
    Sandy Hill Bay, Anguilla 000
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
    Sandy Hill Bay
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Washer
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Cable/satellite TV
    • Grill
    • Internet Access
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beachfront home has some of the best amenities on the island, with never-ending tequila and a private beach.Tequila Sunrise is a peaceful retreat with miles of natural landscape and a small beach at guests’ disposal. The ground level holds the infinity pool, several loungers, and...
    View all property information
    Location Information
    Sandy Hill Bay, Anguilla 000
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    The Valley
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Cable/satellite TV
    • Air Conditioning
    • DVD Player
    • Internet Access
    • Washer
    • Grill
    • Private Outdoor Pool (Unheated)
    • Sauna
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 4 Bedroom Villa can be rented as a 3 Bedroom Villa at a special rate!    A secluded beach side Tuscan inspired 10,000 sq. ft. 4 bedroom villa on the North Shore of Anguilla with magnificent views of the ever changing shades of blue of the Atlantic Ocean. On the second level there is...
    View all property information
    Location Information
    The Valley, Anguilla AI 2640
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
    Sandy Hill Bay
    1 Bedroom, 5 Bathrooms, Sleeps 10 Quick View
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Internet Access
    • Cable/satellite TV
    • Washer
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Hot Tub
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Zenaida Estate is nestled in three acres of lush tropical gardens, where a 17th century Dutch fort once stood, Zenaida Tennis and Beach Estate offers gracious island living. Enjoy ultimate privacy in two separate villas and an adjoining garden cottage, all handsomely appointed featuring a total of...
    View all property information
    Location Information
    Sandy Hill Bay, Anguilla 000
    Holiday Rental House - 1 Bedroom, 5 Bathrooms, Sleeps 10
    Sandy Hill Bay
    1 Bedroom, 3 Bathrooms, Sleeps 6 Quick View
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Hot Tub
    • Cable/satellite TV
    • Washer
    • Internet Access
    • DVD Player
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Zenaida Estate is nestled in three acres of lush tropical gardens, where a 17th century Dutch fort once stood, Zenaida Tennis and Beach Estate offers gracious island living. Enjoy ultimate privacy in two separate villas and an adjoining garden cottage, all handsomely appointed featuring a total of...
    View all property information
    Location Information
    Sandy Hill Bay, Anguilla 000
    Holiday Rental House - 1 Bedroom, 3 Bathrooms, Sleeps 6
    Sandcastle Villa - 10,000 sf Luxury Beachfront Villa + Chevy Tahoe (by owner)1 / 94
    (1)Excellent
    The Valley
    4 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Waterfront
    • Ocean Views
    • Washer
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Cable/satellite TV
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 March 2016
    If I could give 100 stars I would!I write this review back in reality, missing the dream that is Sandcastle Villa so very much. This house is everything and more. Beautifully...
    See all reviews
    About this property
    Sandcastle is a private oasis, sitting directly on a secluded, white sandy beach of Anguilla. An absolute dream home to delight the most discerning of guests…lounge on the terrace tucked in the colorful garden, lose yourself in the sounds of the ocean from the ‘zen den’ built directly on the...
    View all property information
    Location Information
    The Valley, Anguilla AI2640
    Holiday Rental House - 4 Bedrooms, 6 Bathrooms, Sleeps 10
    East End Village
    4 Bedrooms, 5 Bathrooms, Sleeps 11 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Garden
    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Private, luxurious, oceanfront, private villa in Sea Feather’s Bay with stunning views of the Caribbean and St Martin. The modern design is ideal for relaxing vacation. Large rooms with private balconies have incredible views, ample outdoors and in-door living spaces, swimming pool and garden....
    View all property information
    Location Information
    East End Village, Anguilla 2640AI
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 11
    Sandy Hill Bay
    2 Bedrooms, 1 Bathroom, Sleeps 3 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • Balcony
    • Ocean Views
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Patio
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Violet's place is a cozy, intimate apartment with stylish colonial furnishings and a stunning views of the Caribbean sea embedded in a tropical landscape. This property located directly on the sea facing south in Sandy Hill Bay, a quiet peaceful area of the island. Violet’s place is perfect for...
    View all property information
    Location Information
    Sandy Hill Bay, Anguilla AI 2640
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 3
    Location, Location, Location! Stunning Villa Azure1 / 27
    (8)Excellent
    Shoal Bay Village
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Housekeeping Included
    • Air Conditioning
    • Hot Tub
    • Ocean Views
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Waterfront
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 July 2018
    Our family of ten spent 12 incredible nights at Villa Azure, the villa is absolutely breathtaking. As others have said, the pictures simply do not do the property justice. Of...
    Reviewed 9 March 2014
    Villa Azure provides a 5+++ Star vacation accommodation with all the privacy and comfort of a private home. Villa Azure's location and staff are beyond compare. If you are...
    See all reviews
    About this property
    **Quick Villa Azure info: Villa Azure is a 5 Star Luxury Villa overlooking Anguilla's best Beach- Shoal Bay Beach • It is the most luxurious Villa with the most amenities in the Shoal Bay Beach area • The best sea views on the island are framed in each doorway with endless shades of blue •...
    View all property information
    Location Information
    Shoal Bay Village, Anguilla CARRIBBEAN
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
    List your property
    Owner log in