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Anguilla Holiday Rentals

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Contact Owner
Nightly rate from
£367
Management: Verified Plus owner
Property: Villa
Bedrooms: 4, sleeps 10
Bathrooms: 5
Breathtaking views in every direction astound you constantly. Infinity edge pool blends with the sunset each evening and stars shine vividly every night. Our ...
  • Nightly
    £367 - £1,328
  • Weekly
    £2,439 - £9,231
  • Monthly
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Contact Owner
Nightly rate from
£133
Management: Verified owner
Property: Condo/Apartment
Bedrooms: 3, sleeps 4
Bathrooms: 1
Min stay:6
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
    £929 - £1,167
  • Monthly
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Contact Owner
Nightly rate from
£556
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
    £556
  • Weekly
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  • Monthly
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Contact Owner
Nightly rate from
£370
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
    £370 - £1,544
  • Weekly
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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 - £123
  • Weekly
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  • Monthly
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Contact Owner
Nightly rate from
£741
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
    £741
  • Weekly
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  • Monthly
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Contact Owner
Nightly rate from
£741
Management: Verified owner
Property: Villa
Bedrooms: 4, sleeps 8
Bathrooms: 5
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
    £741
  • Weekly
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  • Monthly
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Contact Owner
Nightly rate from
£164
Management: Verified Plus owner
Property: Villa
Bedrooms: 2, sleeps 4
Bathrooms: 2
Peri-twinkle is located within the Indigo Reef Resort at beautiful West End Bay. The cozy two-bedroom beach-style cottage offers modern amenities in a ...
  • Nightly
    £164 - £235
  • Weekly
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  • Monthly
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Contact Owner
Nightly rate from
£262
Management: Verified owner
Property: Holiday Rental House
Bedrooms: 3, sleeps 6
Bathrooms: 3
Location: Island Harbour, Anguilla, Caribbean (East End of Anguilla, 15 minutes from Airport) Accommodations: Luxurious 3 Bedrooms, 3 Baths Villa (Sleeps ...
  • Nightly
    £262 - £479
  • Weekly
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  • Monthly
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Wesley House, Anguilla
Management: Professional
Property: Holiday Rental House
Bedrooms: 3, sleeps 6
Bathrooms: 3
Wesley House Near Captain's Bay, Anguilla Beautiful location Located 150 feet above sea level, Anguilla's Wesley House is a private, luxury property.  It has ...
  • Nightly
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  • Weekly
    £1,833 - £2,464
  • Monthly
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Villa Alegria, Anguilla
Contact Owner
Nightly rate from
£926
Management: Verified Plus owner
Property: Villa
Bedrooms: 4, sleeps 8
Bathrooms: 5
Villa Alegria is Anguilla's newest and most stunning luxury beachfront rental property. Influenced in design by centuries old Tuscan architecture, but with ...
  • Nightly
    £926 - £1,822
  • Weekly
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Villa Retreat, Anguilla
Contact Manager
Nightly rate from
£1,058
Management: Professional
Property: Holiday Rental House
Bedrooms: 4, sleeps 8
Bathrooms: 6
Rising majestically from the crest of Crocus Hill, the island's highest elevation, Villa Beachfront Retreat represents a masterpiece of restorative ...
  • Nightly
    £1,058 - £1,764
  • Weekly
    £7,410 - £12,349
  • Monthly
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Contact Owner
Nightly rate from
£59
Management: Verified owner
Property: Condo/Apartment
Bedrooms: 1, sleeps 3
Bathrooms: 1
5 Minutes walk to the beautiful Rendezvous Beach! This vacation unit was created with you in mind - basically as an alternative to resorts- but more ...
  • Nightly
    £59
  • Weekly
    £411
  • Monthly
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Contact Owner
Nightly rate from
£370
Management: Verified owner
Property: Villa
Bedrooms: 5, sleeps 10
Bathrooms: 5
New and Modern 5 bedroom villa complex on the edge of the Caribbean overlooking the Caribbean and Saint Martin. Cool ocean breezes fill this luxurious ...
  • Nightly
    £370
  • Weekly
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  • Monthly
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Little Butterfly, The Valley
Contact Owner
Nightly rate from
£123
Management: Verified owner
Property: Condo/Apartment
Bedrooms: 1, sleeps 2
Bathrooms: 1
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, ...
  • Nightly
    £123
  • Weekly
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  • Monthly
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Contact Owner
Nightly rate from
£494
Management: Verified Plus owner
Property: Villa
Bedrooms: 4, sleeps 8
Bathrooms: 4
Set into beautifully landscaped gardens, Mangrove Villa is on dramatic West End Bay and just a 10 minute walk from the powder white sands of Shoal Bay West. ...
  • Nightly
    £494 - £926
  • Weekly
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Anguilla Holiday Rental Advice
Posted by butlerMD, 3 Jan 2010
... We wanted to try to get service where we are staying. . .in Sandy Hill. . . a private home rental. I guess we should contact the owner. Do you know the best way to get cell phone service from the island to the US? Thanks for the info! Are you in Anguila ... more
Posted by ALR1802, 4 Jan 2010
Ellen, If you want to top up your Cable & Wireless cell phone before you go, you can do so online or at any Western Union desk at a grocery store, liquor store, etc. That's if you want to take care of business before the vacation starts. ... more
Posted by Mainebeachbound, 30 Dec 2009
... other restaurants via taxi or rental car 7. Nice pool area 8. Lodging Budget of $650-$800 USD per night 9. Preferably NOT an all-inclusive (see #6…) 10. Easy to reach from Boston I know these are A LOT of requirements, but Point Grace was pretty near perfect and ... more
Posted by lucianmermaid, 30 Dec 2009
... these websites: http://www.anguilla-vacation.com/ http://www.anguillaguide.com/ http://lisacueman.com/Anguilla/ http://www.news.ai/ You really don't see a lot of children anywhere compared to say Jamaica or the Bahamas, but you'll see fewer at Cap Juluca, Malliouhana and probably Viceroy. To my ... more
Posted by ewdshny, 30 Dec 2009
... t traveling during a school vacation I wouldn't worry about children anywhere). In terms of beaches, restaurants and friendly natives Anguilla can not be beat in all 3 of those categories - some islands might have comparable beaches, or restaurants or locals but none I've been to or heard ... more
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
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
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
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