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Anguilla

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Anguilla Holiday Rentals

Hotels (28)

B&Bs / Inns (7)

Speciality Lodging (19)

Holiday Rentals (98)

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Featured listings
Waters Edge, Anguilla
Waters Edge
    Price: £446 - £1,116/night
  • Bedrooms: 5, sleeps 12
  • Bathrooms: 5
    • Contact Manager
Kamique Villa One, Anguilla
Kamique Villa One
    Price: £2,188 - £4,093/night
  • Bedrooms: 5, sleeps 10
  • Bathrooms: 5
    • Contact Manager
Indigo Villa, Anguilla
Indigo Villa
    Price: £1,935 - £4,784/night
  • Bedrooms: 6, sleeps 12
  • Bathrooms: 8
    • Contact Manager
Palm Shores, Anguilla
Palm Shores
    Price: £270 - £384/night
  • Bedrooms: 3, sleeps 8
    • Contact Manager
Wesley House, Anguilla
Wesley House
    Price: £316 - £843/night
  • Bedrooms: 3, sleeps 8
  • Bathrooms: 1
    • Contact Manager
Shellavista Villa, Anguilla
Shellavista Villa
    Price: £372 - £753/night
  • Bedrooms: 4, sleeps 8
  • Bathrooms: 3
    • Contact Manager
Sarasvati, Anguilla
Sarasvati
    Price: £1,459 - £2,783/night
  • Bedrooms: 5, sleeps 12
  • Bathrooms: 5
    • Contact Manager
Villa Luna, Anguilla
Villa Luna
    Price: £446 - £1,079/night
  • Bedrooms: 4, sleeps 8
  • Bathrooms: 4
    • Contact Manager
Kamique Three, Anguilla
Kamique Three
    Price: £1,172 - £3,144/night
  • Bedrooms: 4, sleeps 8
  • Bathrooms: 4
    • Contact Manager
Vista, Anguilla
Vista
    Price: £310 - £744/night
  • Bedrooms: 3, sleeps 8
  • Bathrooms: 2
    • Contact Manager

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Shangrila Anguilla, Anguilla
Shangrila Anguilla
Contact Owner
Nightly rate from
£133
4.5 of 5 stars 3 reviews
Management: Verified owner
Property: Condo/Apartment
Bedrooms: 3, sleeps 4
Bathrooms: 1
Shangri-la Anguilla. A Vacation Island Caribbean Retreat Welcome to Shangri-la... paradise in Anguilla. Your coastal island vacation begins in a romantic ...
  • Nightly
    £133 - £167
  • Weekly
    £933 - £1,172
  • Monthly
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Tequila Sunrise Villa, Anguilla
Tequila Sunrise Villa
Contact Owner
Nightly rate from
£558
4.5 of 5 stars 4 reviews
Management: Verified owner
Property: Holiday Rental House
Bedrooms: 3, sleeps 6
Bathrooms: 4
Tequila Sunrise Villa is a contemporary, 5,000 sq. ft., three bed room beach house with fresh water infinity pool on secluded Lovers Cove, Dropsey Bay, Sandy ...
  • Nightly
    £558
  • Weekly
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  • Monthly
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Waterfront Condo Steps to Beach Lovely Pool, Anguilla
Waterfront Condo Steps to Beach Lovely Pool
Contact Owner
Nightly rate from
£93
Management: Verified Plus owner
Property: Condo/Apartment
Bedrooms: 2, sleeps 5
Bathrooms: 2
Min stay:5
Nestled in a private resort community, Sandy Hill Beach Club, you'll find this comfortably furnished apartment featuring two bedrooms and two full baths, a ...
  • Nightly
    £93 - £124
  • Weekly
    --
  • Monthly
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Spyglass Hill Villa, Anguilla
Spyglass Hill Villa
Contact Owner
Nightly rate from
£372
Management: Verified owner
Property: Villa
Bedrooms: 4, sleeps 8
Bathrooms: 5
Min stay:5
Spyglass Hill Villa. Private four-bedroom luxury villa overlooking the Caribbean Sea on the idyllic island of Anguilla. Perfect for a couple, family or group ...
  • Nightly
    £372 - £1,550
  • Weekly
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  • Monthly
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Kamique Villa ONE - Redefining Caribbean LUXURY, Anguilla
Kamique Villa ONE - Redefining Caribbean LUXURY
Contact Owner
Nightly rate from
£744
Management: Verified owner
Property: Villa
Bedrooms: 6, sleeps 12
Bathrooms: 7
Kamique is about pampered Caribbean luxury rental villa vacations. Our villa is designed to provide the ultimate in exclusive escapes - away from the crowds ...
  • Nightly
    £744
  • Weekly
    --
  • Monthly
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Les Alize, Anguilla
Les Alize
Contact Manager
Nightly rate from
£2,158
Management: Professional
Property: Holiday Rental House
Bedrooms: 4, sleeps 8
Bathrooms: 5
An enchanting tropical villa compound by the sea at the end of the spectacular golden sand beach of Barnes Bay. This beautiful lagoon property awaits you. ...
  • Nightly
    £2,158 - £2,902
  • Weekly
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  • Monthly
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Romeo Villa, Anguilla
Romeo Villa
Contact Manager
Nightly rate from
£617
Management: Professional
Property: Holiday Rental House
Bedrooms: 5, sleeps 10
Bathrooms: 5
Romeo Villa is located in the Sea Rocks area between Shoal Bay and Island Harbour along side the cliff. The location affords breathtaking views and constant ...
  • Nightly
    £617 - £1,116
  • Weekly
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  • Monthly
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Three Dolphins, Anguilla
Three Dolphins
Contact Manager
Nightly rate from
£938
Management: Professional
Property: Holiday Rental House
Bedrooms: 5, sleeps 12
Bathrooms: 6
Situated on Anguilla south side and central to our many fabulous beaches and restaurants is Three Dolphins. This is an elegantly furnished villa and provides ...
  • Nightly
    £938 - £2,113
  • Weekly
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  • Monthly
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Banana Wind, Anguilla
Banana Wind
Contact Manager
Nightly rate from
£567
Management: Professional
Property: Holiday Rental House
Bedrooms: 3, sleeps 6
Bathrooms: 3
Banana Wind is located in Lockrum Estates on the southern coast of Anguilla. This villa is named after a Jimmy Buffet song and its a very special villa with ...
  • Nightly
    £567 - £1,116
  • Weekly
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  • Monthly
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Villa Amarilla, Anguilla
Villa Amarilla
Contact Manager
Nightly rate from
£1,563
Management: Professional
Property: Holiday Rental House
Bedrooms: 5, sleeps 12
Bathrooms: 6
The breathtaking views are visible even before entering the villa through the beautiful wrought iron and glass front door.The lapis blue floor of the entry ...
  • Nightly
    £1,563 - £4,465
  • Weekly
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  • Monthly
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Oserian Villa, Anguilla
Oserian Villa
Contact Manager
Nightly rate from
£1,147
Management: Professional
Property: Holiday Rental House
Bedrooms: 3, sleeps 6
Bathrooms: 3
Unique design and spectacular waterfront location are just 2 of the many special features of Oserian Villa. Located on the rocky southern coastline in Little ...
  • Nightly
    £1,147 - £1,612
  • Weekly
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  • Monthly
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Villa Alegria, Anguilla
Villa Alegria
Contact Manager
Nightly rate from
£909
Management: Professional
Property: Holiday Rental House
Bedrooms: 4, sleeps 10
This charming new villa offers stunning ocean views, with the island of St. Martin resting neatly in the background. Italian in its architectural design, this ...
  • Nightly
    £909 - £2,104
  • Weekly
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Moonrise Cottage, Anguilla
Moonrise Cottage
Contact Manager
Nightly rate from
£415
Management: Professional
Property: Holiday Rental House
Bedrooms: 3, sleeps 6
Bathrooms: 3
Just completed villa located on the rocky coastline in Little Harbour with Elsie Bay within walking distance. This beautiful villa has 2 masters and a guest ...
  • Nightly
    £415 - £819
  • Weekly
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Spy Glass Hill Villa, Anguilla
Spy Glass Hill Villa
Contact Manager
Nightly rate from
£372
Management: Professional
Property: Holiday Rental House
Bedrooms: 4, sleeps 10
Bathrooms: 1
Spy Glass Hill Villa overlooks the Sandy Ground village on the cliffside with wonderful views of the incoming yachts and cargo boats that comes and goes into ...
  • Nightly
    £372 - £3,721
  • Weekly
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Sandcastle Villa, Anguilla
Sandcastle Villa
Contact Manager
Nightly rate from
£856
Management: Professional
Property: Holiday Rental House
Bedrooms: 4, sleeps 10
Bathrooms: 5
Sand Castle villa, a secluded beachside Tuscan inspired 10,000 sq. ft. 4 bedroom villa on the North Shore of Anguilla with magnificent views of the ever ...
  • Nightly
    £856 - £2,977
  • Weekly
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  • Monthly
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Anguilla Holiday Rental Advice
Trip Report Nov 14 - 28 - part two - END
Posted by EIIen, 13 Dec 2009
... to be the best car rental for us, the guy goes above and beyond when it comes to service. We saw Bart Van Deventer - who is now the manager of Mallihouhana and he told us about the Trip Advisor meet and how much fun everyone had, another great guy and ... more
Posted by LazyBanana, 15 Dec 2009
... spending the $$$$ if the hotels and restaurants are up to par. I live 40 minutes outside New York City and what some people think are expensive are average to me! When I'm on vacation, I don't mind paying a little more, just want it to be worth it ... more
Trip Report - First Timers - with a baby - Nov 28 - Dec 5
Posted by kmil310, 14 Dec 2009
... for months planning our first vacation with our ... ... crib next time through a rental agency Restaurants: We didn't get to be the chowhounds we usually are as dining in the room after babe want to bed was much more relaxing for all of us. Here's our list of ... more
When you are beachless
Posted by Nowayellen, 11 Dec 2009
... good. TT is free chair rental if you eat lunch there, other wise it is $40!!! Ku (Kuyah) rents them at $10. Elodias a good spot too. I was shocked at the number of lounge chairs and umbrellas on Shoal Bay east. The beach is gorgeous. Water beautiful, and not ... more
Posted by ewdshny, 11 Dec 2009
... in one trip but we had dinner there 3 nights last year. I would love to find out about the chair rental that I saw on RB right about mid way between AGH and Cuisi - looked like nice chairs and is really one of my fave spots in the world ... more
Posted by ewdshny, 11 Dec 2009
... but I'm kind of desperate this year and am hoping to figure something out. Plus I have 6 vacation days I have to use before the end of february plus I get my new days as of Jan 1st so I'm taking time off one way or another ... more
Turtles Nest
Posted by dpatty, 30 Nov 2009
... and economical place for your vacation. We have stayed there three times and are looking forward to going back. The location is central to many great restaurants and beaches. I would request building number one on the first or second floor. (Too many stairs otherwise). The units are decorated by ... more
Posted by Alicat7707, 1 Dec 2009
... expensive) so it's a toss up. I just feel like a villa rental would be so luxurious. The only thing holding me back is the villa's location is in Seafeathers and I'm not sure if that is too far from the main attractions (bars, restaurants, nice beaches ... more
Trip Report - 10/27/09 to 11/5/09
Posted by alimaster3, 2 Dec 2009
... ISLAND!!! It was a heavenly vacation and we ... ... We didn’t have the rental car yet ... ... we like to drink on vacation so this ... ... so glad we have the rental coming our ... ... good exercise. Avis delivered the rental car right ... ... our last day with the rental car, so we were ... more
Posted by IslanderAXA, 2 Dec 2009
... a car. About the car rental, Apex has ... ... 20 that's 70 cents. Rental companies don ... ... standard of excellence for the rental car business in Anguilla simply by being responsive, friendly, accommodating and doing more than is required, not only to satisfy your rental car needs but to care about ... more
Go to Anguilla Forums »
Professionally managed typically means…
  • Member of the FlipKey Verified Property Manager program
  • Dedicated on-site help
  • Experienced local staff
  • Professional hospitality services
  • Secure credit card payment
Verified Plus property owner typically means…
  • Enhanced property ownership verification in addition to verification of owner name and address via valid credit card
  • Established history of renting online
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
Verified property owner typically means…
  • Verification of owner name and address via valid credit card
  • History of renting online
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns