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.

Holiday Homes in Sandy Hill Bay

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
    $1,723 Average
    |||
    |||
    $0$1,000+
    Suitability
    More filters
    Sandy Hill Bay is popular with travellers just like you. Don’t let them get your perfect place first—book today!
    All 85 Rentals in Sandy Hill Bay
    Sort by:
    Default
    Sandy Hill Bay
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Sandy Hill Bay
    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Sandy Hill Bay
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    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
    Make Enquiry
    Sandy Hill Bay
    3 Bedrooms, 6 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • DVD Player
    • Wi-Fi
    • Housekeeping Included
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    For larger groups, Colibri can be rented along with it's neighboring villa, White Cedars. Please inquire with one of our Villa Specialists for more details! Welcome to Colibri villa, a picturesque island paradise tucked away in the northern Caribbean. Known for its pristine white sand beaches and...
    View all property information
    Location Information
    Sandy Hill Bay, Anguilla AI 2640
    Holiday Rental House - 3 Bedrooms, 6 Bathrooms, Sleeps 6
    Make Enquiry
    Sandy Hill Bay
    4 Bedrooms, 6 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Washer
    • Grill
    • DVD Player
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    For larger groups, Colibri can be rented along with it's neighboring villa, White Cedars. Please inquire with one of our Villa Specialists for more details! Welcome to Colibri villa, a picturesque island paradise tucked away in the northern Caribbean. Known for its pristine white sand beaches and...
    View all property information
    Location Information
    Sandy Hill Bay, Anguilla AI 2640
    Holiday Rental House - 4 Bedrooms, 6 Bathrooms, Sleeps 8
    Make Enquiry
    Sandy Hill Bay
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Housekeeping Included
    • Washer
    • Grill
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    For larger groups, Colibri can be rented along with it's neighboring villa, White Cedars. Please inquire with one of our Villa Specialists for more details! Welcome to Colibri villa, a picturesque island paradise tucked away in the northern Caribbean. Known for its pristine white sand beaches and...
    View all property information
    Location Information
    Sandy Hill Bay, Anguilla AI 2640
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
    Make Enquiry
    Sandy Hill Bay
    2 Bedrooms, 6 Bathrooms, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • DVD Player
    • Wi-Fi
    • Grill
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    For larger groups, Colibri can be rented along with it's neighboring villa, White Cedars. Please inquire with one of our Villa Specialists for more details! Welcome to Colibri villa, a picturesque island paradise tucked away in the northern Caribbean. Known for its pristine white sand beaches and...
    View all property information
    Location Information
    Sandy Hill Bay, Anguilla AI 2640
    Holiday Rental House - 2 Bedrooms, 6 Bathrooms, Sleeps 4
    Make Enquiry
    Sandy Hill Bay
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
    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
    Make Enquiry
    Sandy Hill Bay
    4 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Housekeeping Included
    • Wi-Fi
    • Hot Tub
    • DVD Player
    • Grill
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Bird of Paradise Villa is a true gem for the connoisseur. Named one of the “Top 20 Villas in the World” by Islands Magazine, this Anguillan oasis offers the exclusivity of a boutique hotel, the privacy of an enclave and the top tier services and amenities of a first class resort. Perched above...
    View all property information
    Location Information
    Sandy Hill Bay, Anguilla AI 2640
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 6
    Make Enquiry
    Save time - get the best Sandy Hill Bay rentals sent straight to your email!
    Get the List
    Sandy Hill Bay
    4 Bedrooms, 4 Bathrooms, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Hot Tub
    • Patio
    • DVD Player
    • Wi-Fi
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Bird of Paradise Villa is a true gem for the connoisseur. Named one of the “Top 20 Villas in the World” by Islands Magazine, this Anguillan oasis offers the exclusivity of a boutique hotel, the privacy of an enclave and the top tier services and amenities of a first class resort. Perched above...
    View all property information
    Location Information
    Sandy Hill Bay, Anguilla AI 2640
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 4
    Make Enquiry
    Sandy Hill Bay
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Wi-Fi
    • Hot Tub
    • Housekeeping Included
    • DVD Player
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Bird of Paradise Villa is a true gem for the connoisseur. Named one of the “Top 20 Villas in the World” by Islands Magazine, this Anguillan oasis offers the exclusivity of a boutique hotel, the privacy of an enclave and the top tier services and amenities of a first class resort. Perched above...
    View all property information
    Location Information
    Sandy Hill Bay, Anguilla AI 2640
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Make Enquiry
    Sandy Hill Bay
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Wi-Fi
    • Housekeeping Included
    • Grill
    • Hot Tub
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Bird of Paradise Villa is a true gem for the connoisseur. Named one of the “Top 20 Villas in the World” by Islands Magazine, this Anguillan oasis offers the exclusivity of a boutique hotel, the privacy of an enclave and the top tier services and amenities of a first class resort. Perched above...
    View all property information
    Location Information
    Sandy Hill Bay, Anguilla AI 2640
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Make Enquiry
    Sandy Hill Bay
    4 Bedrooms, 4 Bathrooms, Sleeps 2 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Patio
    • Housekeeping Included
    • Grill
    • Hot Tub
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Bird of Paradise Villa is a true gem for the connoisseur. Named one of the “Top 20 Villas in the World” by Islands Magazine, this Anguillan oasis offers the exclusivity of a boutique hotel, the privacy of an enclave and the top tier services and amenities of a first class resort. Perched above...
    View all property information
    Location Information
    Sandy Hill Bay, Anguilla AI 2640
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 2
    Make Enquiry
    The following rentals are within 10 kilometres of Sandy Hill Bay.
    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
    Amenities & Details
    • Washer
    • Cable/satellite TV
    • DVD Player
    • Grill
    • Patio
    • Air Conditioning
    • Wi-Fi
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 April 2018
    Tessa responds quickly to all inquiries. Her property manager Viola is a gracious host and attends to any and all needs promptly. She arranged for a rental car to be dropped...
    Reviewed 11 July 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...
    See all reviews
    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...
    View all property information
    Location Information
    Island Harbour, Anguilla AI 2460
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Make Enquiry
    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
    Make Enquiry
    Ocean View Apartment at Captain's Ridge (view from every room)1 / 31
    (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 14 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
    Make Enquiry
    Island Harbour
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Waterfront
    • Washer
    • Balcony
    • Cable/satellite TV
    • Ocean Views
    • Patio
    • Mountain Views
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Panoramic balcony views of Island Harbor. Watch the boat race in from up high! Private entrance & parking area. Walk to the sea shore, Shoal Bay East within a few minutes drive too. Restaurants within walking distance and 2 grocery stores only 3 minutes away. Light, private, airy place with cross...
    View all property information
    Location Information
    Island Harbour, Anguilla A 1 260
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    Make Enquiry
    Three Dolphins  Lockrum Bay, Anguilla  BWI1 / 51
    (12)Excellent
    Little Harbour
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Housekeeping Included
    • Air Conditioning
    • DVD Player
    • Waterfront
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 October 2017
    Our large family of 5 adults and 4 children vacationed experienced a vacation of a lifetime at Three Dolphins Villa. Upon arrival at the villa, we were greeted by the lovely...
    Reviewed 24 February 2017
    I have been to Europe, Asia, India, Mexico, Bermuda, and Hawaii. I have stayed in some very beautiful homes, but none so stunning as Three Dolphins Villa. For my fiftieth...
    See all reviews
    About this property
    Three Dolphins, Anguilla is an Elegantly furnished Small Estate on the British West Indies Isle of Anguilla and provides a most private escape for the discriminating traveler. Overlooking its own secluded strand of white sand beach directly in front of the house it also has breathtaking views of...
    View all property information
    Location Information
    Little Harbour, Anguilla A12640
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
    Make Enquiry
    Villa Dulcinea, Luxury in Paradise, Ocean Views1 / 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 11 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
    Great for groups! Enjoy 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. This space is unique because of its size and location....
    View all property information
    Location Information
    East End Village, Anguilla AI 2640
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
    Make Enquiry
    List your property for free!
    List your holiday rental where TripAdvisor travellers can find it.
    Add a Listing
    Pinnacle Villa - 3 bd luxury, best view and excellent support from owners1 / 18
    (3)Excellent
    South Hill
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Waterfront
    • DVD Player
    • Wi-Fi
    • Housekeeping Included
    • Ocean Views
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 December 2017
    Our hosts arranged for our rental car to be delivered to the lot. Once we made it to the top of the stairs are jaws dropped, the view was absolutely incredible. The Villa is...
    Reviewed 12 December 2017
    Truly the best getaway I’ve had with my family. Beautiful villa, very spacious, modern and private, surrounded by amazing beaches. Great food and friendly people in this island...
    See all reviews
    About this property
    Exclusively situated for viewing this most iconic scenic spot in Anguilla, this modern penthouse atop a luxurious gated resort home offers the best in luxury, location and lifestyle. Awaken to a beautiful view of St. Martin or the Bay; enjoy a light breakfast made from your fridge stocked with our...
    View all property information
    Location Information
    South Hill, Anguilla AI 2640
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Make Enquiry
    Imperial Penthouse, New Oceanview w/H.Pool&Package1 / 19
    (5)Excellent
    South Hill
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Housekeeping Included
    • Air Conditioning
    • Waterfront
    • Private Outdoor Pool (Heated)
    • Ocean Views
    • Wi-Fi
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 December 2017
    Our stay was amazing and we can’t wait to do it again! The hospitality we received was outstanding, the place was very clean and beautifully decorated, and the views from the...
    Reviewed 5 December 2013
    The stars twinkling, venus shining with the harbour lights shimmering to the rhythm of the waves and the beat from “pumphouse” floating across the bay, combined with the aroma...
    See all reviews
    About this property
    Exclusively situated for viewing this most iconic scenic spot in Anguilla, this modern penthouse atop a luxurious gated resort home offers the best in luxury, location and lifestyle. Awaken to a beautiful view of St. Martin or the Bay; enjoy a light breakfast made from your fridge stocked with our...
    View all property information
    Location Information
    South Hill, Anguilla AI 2640
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Make Enquiry
    Little Harbour
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Terrace
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Private Garden
    • Grill
    • Parking
    • Wi-Fi
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to our retreat, Lockrum Point Villa (LPV). Literally, steps from Lockrum Bay, this amazing two-level Seaside villa sets the stage for luxurious relaxing and entertaining. The villa comes with breath-taking views of the sea and St. Martin, a private pool and a range of luxury amenities for...
    View all property information
    Location Information
    Little Harbour, Anguilla BWI
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Make Enquiry
    Anani - Kamique1 / 11
    (2)Very good
    Little Harbour
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Housekeeping Included
    • Waterfront
    • Washer
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sitting on Anguilla’s South Shore, Anani - Kamique commands stunning views of a secluded beach cove and the mountains of St Martin. You will be just paces away from a private swath of cool white sand, complete with padded sun loungers, shaded day bed and gazebo. Dramatically nestled in the rolling...
    View all property information
    Location Information
    Little Harbour, Anguilla AI 2640
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Make Enquiry
    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
    Make Enquiry
    Oceana Villa Anguilla - Brand New 2 bedroom1 / 92
    (15)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 19 June 2016
    Oceana is a beautiful villa in a perfect location looking over Crocus bay. My wife and I stayed here for a week during June 2016 and we couldn't have picked a better Villa for...
    Reviewed 3 February 2016
    This is our 3rd year at Oceana and it continues to be a fantastic choice , perfect for two couples, not too big for my husband and me when we're on our own. The site is...
    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
    Make Enquiry
    Ani Villa South - Private Resort, Sleeps 121 / 24
    (4)Excellent
    The Valley
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Hot Tub
    • Grill
    • Wi-Fi
    • Waterfront
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Like an ivory sculpture on the majestic cliffs overlooking Anguilla’s Little Bay, the six bedroom Ani South has been designed to offer an unforgettable Caribbean vacation. Unique to Ani South is its configuration, accessible to guests via an elevator, roll-in showers, pool lift and wheelchair...
    View all property information
    Location Information
    The Valley, Anguilla AI 2640
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
    Make Enquiry
    Fabulous Ocean View - Bayberry and Chinaberry -1 / 12
    (11)Excellent
    The Valley
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    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 23 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
    Come and enjoy wonderful accommodations on the island of Anguilla. Our wonderful property on Rendezvous Bay is a perfect getaway with friends or family. Up to three bedrooms, with wonderful living areas provide special back drops for your special days on Anguilla. Whether it's just two of you...
    View all property information
    Location Information
    The Valley, Anguilla AI2640
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Make Enquiry
    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
    Make Enquiry
    Shoal Bay Village
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Wi-Fi
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    With a stunning beachfront location along Shoal Bay East, along with exquisite living spaces for your family and friends, this three-bedroom villa is the perfect home-away-from-home in Anguila. As part of the Zembi Beach House resort, you'll have access to world-class amenities, while enjoying the...
    View all property information
    Location Information
    Shoal Bay Village, Anguilla AI 2640
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Make Enquiry
    The Valley
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lotus Blossum Villa The Valley Anguilla 2 Double Bedrooms & 1 Double Studio Lotus Blossum is a peaceful, relaxing property, prisitne, light and beautifully finished with 2 double bedrooms and a self contained studio on the lower level. The bedrooms have contemporary art on the walls, bespoke...
    View all property information
    Location Information
    The Valley, Anguilla AI 2640
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
    Make Enquiry
    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
    Make Enquiry
    White Cedars1 / 18
    (8)Very good
    The Valley
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Grill
    • Wi-Fi
    • Washer
    • DVD Player
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 June 2018
    We highly recommend the villa. It's just as it looks in the pictures. Very comfortable. A/C in all three bedrooms. It might feel strange having outdoor showers in two of the...
    Reviewed 3 June 2018
    Thought a more recent review should be up here....Just returned from a week-long stay at White Cedars with my boyfriend and one other couple, and we loved it! It was our first...
    See all reviews
    About this property
    For larger groups, White Cedars can be rented along with it's neighboring villa, Colibri. Please inquire with one of our Villa Specialists for more details! Stretching across the horizon like an ivory sculpture, White Cedars villa offers all the perks required for a truly memorable island holiday....
    View all property information
    Location Information
    The Valley, Anguilla AI 2640
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Make Enquiry
    Island Harbour
    4 Bedrooms, 6 Bathrooms, Sleeps 8 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Cable/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...
    View all property information
    Location Information
    Island Harbour, Anguilla AI 2640
    Holiday Rental House - 4 Bedrooms, 6 Bathrooms, Sleeps 8
    Make Enquiry
    The Valley
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Waterfront
    • Hot Tub
    • Wi-Fi
    • Housekeeping Included
    • Grill
    • DVD Player
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Like a towering ivory sculpture perched on the majestic cliffs overlooking Anguilla’s Little Bay, the four bedroom Ani North has been designed and fitted to offer an unforgettable Caribbean vacation. Unique to Ani North is the home’s dramatic stair atrium with massive skylight above and water...
    View all property information
    Location Information
    The Valley, Anguilla AI 2640
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Make Enquiry
    Ani Villa South - Anguilla1 / 25
    (4)Excellent
    The Valley
    6 Bedrooms, 7 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Waterfront
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 March 2018
    Sorry it took me so long but just wanted to say if you are looking for the best of the best, look no father! From the minute you arrive to the moment you are gettingin your car...
    Reviewed 7 September 2017
    We have been lucky to find this lovely Villa and enjoyed every moment of every day spent there. Chef Sweets kept us full and surprised with beautiful dishes every day. The...
    See all reviews
    About this property
    Recently featured in Robb Report, Islands Magazine and Maco. Ani Villas goal is for our guests to leave the everyday world and their worries behind. letting our team help shape memorable escapes of relaxation and adventure. We strive to introduce our guests to the best our destinations have to...
    View all property information
    Location Information
    The Valley, Anguilla AI 2640
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 12
    Make Enquiry
    The Valley
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Terrace
    • Cable/satellite TV
    • Air Conditioning
    • Secure Parking
    • Internet Access
    • Balcony
    • Housekeeping Included
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Fantastic, well-appointed 2BR 2BA condo available for December 2018. This property is centrally located on the Island of Anguilla and is convenient to some of the most sought-after beaches and restaurants in the Caribbean. Ocean Terrace Condos overlooks the Island of St. Maarten, The view is...
    View all property information
    Location Information
    The Valley, Anguilla AI 2640
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    Villa Amarilla1 / 32
    (3)Excellent
    Island Harbour
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Housekeeping Included
    • Sauna
    • Patio
    • Balcony
    • Waterfront
    • Hot Tub
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 July 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 13 December 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...
    See all reviews
    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
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
    Make Enquiry
    Little Harbour
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Waterfront
    • Housekeeping Included
    • Internet Access
    • DVD Player
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sitting on Anguilla’s South Shore, Aquamarie - Kamique commands stunning views of a secluded beach cove and the mountains of St Martin. You will be just paces away from a private swath of cool white sand, complete with padded sun loungers, shaded day bed and gazebo. Dramatically nestled in the...
    View all property information
    Location Information
    Little Harbour, Anguilla AI 2640
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Make Enquiry
    Little Harbour
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Comfortable villa in quiet neighborhood overlooking Little Harbor. Views include lovely sunsets over the harbor, St Martain and surrounding islands. There is access to Little Harbor for swimming and snorkeling. The villa has a spacious great room with high airy ceilings, full kitchen, dining and...
    View all property information
    Location Information
    Little Harbour, Anguilla CARRIBEAN
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Make Enquiry
    Le Bleu1 / 35
    (1)Average
    Little Harbour
    10 Bedrooms, 10 Bathrooms, Sleeps 19 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Hot Tub
    • Washer
    • Waterfront
    • Grill
    • Wi-Fi
    • Housekeeping Included
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Please note this region’s beaches may be affected by a seaweed surge. Please enquire with one of our Villa Specialists for further details. Located on two and half acres of beautiful tropical gardens, Le Bleu overlooks the clear turquoise waters of the Caribbean Sea. With a private beach cove,...
    View all property information
    Location Information
    Little Harbour, Anguilla AI 2640
    Holiday Rental House - 10 Bedrooms, 10 Bathrooms, Sleeps 19
    Make Enquiry
    Little Harbour
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • Waterfront
    • DVD Player
    • Washer
    • Housekeeping Included
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sitting on Anguilla’s South Shore, Aquamarie - Kamique commands stunning views of a secluded beach cove and the mountains of St Martin. You will be just paces away from a private swath of cool white sand, complete with padded sun loungers, shaded day bed and gazebo. Dramatically nestled in the...
    View all property information
    Location Information
    Little Harbour, Anguilla AI 2640
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
    Make Enquiry
    Ani Villas, Anguilla (North Villa)1 / 20
    (2)Excellent
    The Valley
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Hot Tub
    • Patio
    • Internet Access
    • Air Conditioning
    • Washer
    • Cable/satellite TV
    • DVD Player
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Brand new lavish Luxury Estate in Anguilla. PRIVACY Guaranteed 3 Kings + 2 Twins + 2 Full Ultra Luxurious and fully staffed Private Chef and Butler Services Gym and Tennis Court
    View all property information
    Location Information
    The Valley, Anguilla AI 2640
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
    Make Enquiry
    COUPLES ONLY RETREAT - Stunning Panoramic Ocean Views - Private Pool1 / 38
    (59)Excellent
    Island Harbour
    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Waterfront
    • Housekeeping Included
    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Ocean Views
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 June 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 9 June 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...
    See all reviews
    About this property
    IMPORTANT UPDATE: Almond Tree Villa was not damaged by Hurricane Irma and is currently booking guests for all of 2018 and 2019 at our LOW SUMMER rate. Please use the money you save to offset increased airfare and supporting local businesses on Anguilla! A couples only retreat, offering stunning...
    View all property information
    Location Information
    Island Harbour, Anguilla AI 2640
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 2
    Make Enquiry
    Shoal Bay Village
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Patio
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located steps away from Shoal Bay’s spectacular beachfront, this two bedroom penthouse features amazing ocean views, stylish modern decor, and a plunge pool on the private rooftop terrace. Perfect for a small family, friends on vacation together, or a romantic honeymoon, this luxury rental is ready...
    View all property information
    Location Information
    Shoal Bay Village, Anguilla AI 2640
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Make Enquiry
    Shoal Bay Village
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Patio
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautiful beachfront villa along Shoal Bay East—perhaps the finest of Anguilla's dreamy, white-sand beaches—is the ideal vacation rental for honeymoons, family getaways, and destination wedding guests. Part of the renowned Zemi Beach House resort, the villa offers stunning views of the...
    View all property information
    Location Information
    Shoal Bay Village, Anguilla AI 2640
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Make Enquiry
    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
    Make Enquiry
    Little Butterfly1 / 21
    (18)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 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...
    Reviewed 28 March 2018
    This Villa is beautiful! The views are wonderful! It was large and comfortable, Our housekeeper was just incredible and our hosts we gracious. We loved our entire experience and...
    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 heart of Anguilla. The south facing, self-contained...
    View all property information
    Location Information
    The Valley, Anguilla AI 2640
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Make Enquiry
    Ani Villas - Anguilla's Premier Villa Estate1 / 20
    (19)Excellent
    The Valley
    10 Bedrooms, 14 Bathrooms, Sleeps 20 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Hot Tub
    • Waterfront
    • Outdoor Dining Area
    • Air Conditioning
    • Cable/satellite TV
    • Internet Access
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    This holiday experience has about ruined all future vacations - it was that lovely. While the estate is a bit of a hike from the airport - you'll understand why once you arrive...
    Reviewed 2 weeks ago
    Very quiet, beautiful hotel. Outstanding service, very friendly staff. Food was very good. Will definitely come back.
    See all reviews
    About this property
    Ultimate Luxury, pampered and fully serviced - Recently featured in ROBB REPORT, ISLANDS MAGAZINE, HUFFINGTON POST AND MACO... CONDE NAST JOHANSEN'S PREFERRED PROPERTY !!! 30,000 square feet of pure bliss. The Estate consists of 10 Bedrooms, 6 of them are luxuriously oversized Master Suites....
    View all property information
    Location Information
    The Valley, Anguilla AI 2640
    Holiday Rental House - 10 Bedrooms, 14 Bathrooms, Sleeps 20
    Make Enquiry
    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
    Make Enquiry
    1
    List your property
    Owner log in