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Anguilla Holiday Rentals

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Contact Owner
Nightly rate from
£545
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
    £545
  • Weekly
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  • Monthly
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Contact Owner
Nightly rate from
£130
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
    £130 - £164
  • Weekly
    £912 - £1,145
  • Monthly
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Contact Owner
Nightly rate from
£257
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
    £257 - £469
  • Weekly
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Villa Alegria, Anguilla
Contact Owner
Nightly rate from
£909
Management: Verified Plus owner
Property: Holiday Rental House
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
    £909 - £1,787
  • Weekly
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Zebra Villa, Anguilla
Contact Manager
Nightly rate from
£376
Management: Professional
Property: Holiday Rental House
Bedrooms: 2, sleeps 6
Bathrooms: 3
Zebra Villa is ideally located just a 5 minute walk to Meads Bay Beach. Malliouhana Hotel, Blanchards Restaurant and other hotels and restaurants are also ...
  • Nightly
    £376 - £921
  • Weekly
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  • Monthly
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Tamarind Villa, Anguilla
Contact Manager
Nightly rate from
£327
Management: Professional
Property: Holiday Rental House
Bedrooms: 5, sleeps 10
Bathrooms: 5
Tamarind villa overlooks the Atlantic on the north eastern end of the island. This villa is just a five minute drive from Shoal Bay East, one of the most ...
  • Nightly
    £327 - £720
  • Weekly
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  • Monthly
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Contact Manager
Nightly rate from
£327
Management: Professional
Property: Holiday Rental House
Bedrooms: 3, sleeps 8
Bathrooms: 3
This beautiful villa sits on the Isaacs Hill in the Long Bay area and across across the road from the new entrance to St. Regis/Temenos. This is a charming 3 ...
  • Nightly
    £327 - £727
  • Weekly
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  • Monthly
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Ananke Villa, Anguilla
Contact Manager
Nightly rate from
£305
Management: Professional
Property: Holiday Rental House
Bedrooms: 2, sleeps 6
Bathrooms: 1
The furniture is simple and elegant and the view is fantastic. Great outdoor living areas to enjoy the breezes and tropical weather. It has two queen bedrooms ...
  • Nightly
    £305 - £654
  • Weekly
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  • Monthly
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Tamarind, Anguilla
Contact Manager
Nightly rate from
£327
Management: Professional
Property: Holiday Rental House
Bedrooms: 5, sleeps 10
Bathrooms: 5
Tamarind villa overlooks the Atlantic on the north eastern end of the island. This villa is just a five minute drive from Shoal Bay East, one of the most ...
  • Nightly
    £327 - £720
  • Weekly
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  • Monthly
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Les Alize, Anguilla
Contact Manager
Nightly rate from
£2,108
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
    £2,108 - £2,835
  • Weekly
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  • Monthly
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Main Stay Villa, Anguilla
Contact Manager
Nightly rate from
£162
Management: Professional
Property: Holiday Rental House
Bedrooms: 3, sleeps 6
Bathrooms: 3
Mainstay is a privately owned villa situated on a acre along the rocky waterfront with 3 bedrooms, 2 full baths and a 1/2 bath. A lovely pool and large deck ...
  • Nightly
    £162 - £276
  • Weekly
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  • Monthly
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Spyglass Villa, Anguilla
Contact Manager
Nightly rate from
£363
Management: Professional
Property: Holiday Rental House
Bedrooms: 4, sleeps 8
Bathrooms: 4
Spy Glass Villa overlooks the Sandy Ground village on the cliffside with wonderful views of the incoming yachts and cargo boats that come and go into the the ...
  • Nightly
    £363 - £1,817
  • Weekly
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Villa Luna, Anguilla
Contact Manager
Nightly rate from
£436
Management: Professional
Property: Holiday Rental House
Bedrooms: 4, sleeps 8
Bathrooms: 4
This villa is sitting at the water's edge with views overlooking St.Martin and it is very comfortable and relaxing. In the main house you will find luxurious ...
  • Nightly
    £436 - £1,054
  • Weekly
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  • Monthly
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Contact Manager
Nightly rate from
£406
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
    £406 - £800
  • Weekly
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  • Monthly
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Sarasvati, Anguilla
Contact Manager
Nightly rate from
£1,425
Management: Professional
Property: Holiday Rental House
Bedrooms: 5, sleeps 12
Bathrooms: 5
This villa is quite breathtaking and steps away on its own beach. There are 8 lovely bedrooms on two levels. Each group of two bedrooms has its own small ...
  • Nightly
    £1,425 - £2,719
  • Weekly
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Anguilla Holiday Rental Advice
Posted by SonoTech80, 11 Nov 2009
... there something similar to Bermuda Rentals and Bermuda Getaway for Anguilla? Dining does not seem too much of an issue as I've read plenty of suggestions for Anguilla that would certainly meet anyone's needs and budget. His argument might be the ease and expense of getting to Bermuda ... more
Posted by vacation101Ct, 12 Nov 2009
... the island is easy by rental car. Everything is less formal, and congested. There are fun beach bars and small out islands that offer lunch and drinks. If you want to shop you can ferry/fly over to St Maarten or St Barts. Because Anguilla is a bit difficult to ... more
Posted by jam1961, 13 Nov 2009
... another option for an island vacation. After reading the comments even prior to this thread, I had concluded that I would probably be happier with Anguilla. The more I read about Anguilla, the more I look forward to some day making my first visit. The relaxed pace, friendliness of the ... more
Posted by EIIen, 30 Oct 2009
... no frills - you can even find cheaper if you don't want to be right on the beach. Flights from LAX are expensive - check flights LAX - SXM. Ferry, taxi's, departure tax and rental car will be nearly 1000.00. Good luck, Anguilla is magical and worth the trip. Ellen ... more
Posted by SimonaB, 30 Oct 2009
... then add ferry, taxi, car rental=$1K, for food we don't want anything high end and I might save $ if I cook some of the meals, which is fine with me, since I love to cook (anyway, it's hard to beat the high end restaurants in USA, we ... more
Posted by Pepper24, 30 Oct 2009
... for breakfasts and dinners. Also, you forgot to add getting around the island. Taxis will run your tab up bigtime. Car rentals are not cheap either, but more reasonable if you intend to explore. Perhaps less days might be the answer for you. We're trying to get you there ... more
Posted by samlc25, 28 Oct 2009
Whoa, this deal doesn't seem snotty at all. Wish I had extra vacation! http://www.malliouhana.com/package_anniversary.htm ... more
Posted by penny000, 29 Oct 2009
Pepper at one time they had their "summer special", it included 3 dinners, continental breakfast, 2 day rental car, 2 massages, and serivce/room tax. They no longer have this summer, and fall special. Now since the restaurant is closed, we pay extra----they will arrange catering form local restaurants. ... more
Posted by ejcrowe, 16 Oct 2009
... to ourselves, but with car rental for the ... ... one could wish for on vacation without making ... ... we hopped into the little rental car and ... ... Neville from Gumbsie’s Car Rental at the post office to fill out the paperwork. Bought some stamps at the philatelic bureau and then made our ... more
Posted by ejcrowe, 16 Oct 2009
... all, the villa type of vacation suits me really well, and we couldn't have been more pleased with our package. In fact, DH remarked a couple of times that he would have been content to stay behind at the villa all day. I'll continue with the rest 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