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Anguilla Vacation Rentals

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[ Recommended ] [ Price / nt ] [ Price / wk ] [ Price / mo ] [ Bedrooms ]
Management: Verified owner
Property: Rental Home
Bedrooms: 1, sleeps 2
Bathrooms: 1
Min stay:4
A romantic, secluded, private, fully equipped hideaway for 2 located on the water's edge overlooking four islands and a stone's throw from an intimate beach, ...
  • Nightly
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  • Weekly
    $1,050 - $2,100
  • Monthly
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Nightly rate from
$215
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
    $215 - $270
  • Weekly
    $1,505 - $1,890
  • Monthly
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Ananke Villa, Anguilla
Nightly rate from
$504
Management: Professional
Property: Rental Home
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
    $504 - $1,080
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Nightly rate from
$215
Management: Verified Plus owner
Property: Rental Home
Bedrooms: 3, sleeps 7
Bathrooms: 2
Min stay:1
This three bedroom, two bath Caribbean style villa is located directly outside Jolly Harbour, on a beautiful quarter acre landscaped, private, fenced lot. The ...
  • Nightly
    $215 - $278
  • Weekly
    $1,500 - $1,950
  • Monthly
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Villa Alegria, Anguilla
Nightly rate from
$1,500
Management: Verified Plus owner
Property: Rental Home
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
    $1,500 - $2,950
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Ambrosia Villa, Anguilla
Nightly rate from
$950
Management: Professional
Property: Rental Home
Bedrooms: 6, sleeps 12
Bathrooms: 7
Ambrosia Villa: the pinnacle of luxury travel accommodations in Caribbean rental homes. Boasting an oceanfront villa with unobstructed views of calm turquoise ...
  • Nightly
    $950 - $3,690
  • Weekly
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  • Monthly
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Nightly rate from
$900
Management: Verified owner
Property: Rental Home
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
    $900 - $30,000
  • Weekly
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  • Monthly
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Nightly rate from
$424
Management: Verified owner
Property: Rental Home
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
    $424 - $775
  • Weekly
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  • Monthly
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Alcyon Villa, Anguilla
Nightly rate from
$1,200
Management: Professional
Property: Rental Home
Bedrooms: 5, sleeps 10
Bathrooms: 5
Alcyon is a beautiful 8000 square foot Mediterranean style villa located on the waterfront. Upon entering its grand double mahogany doors, Alcyons unique ...
  • Nightly
    $1,200 - $4,320
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Nightly rate from
$3,528
Management: Professional
Property: Rental Home
Bedrooms: 5, sleeps 10
Bathrooms: 5
An exclusive Villa with three unique collections of luxury homes sitting on the southern side of Anguilla, with 180 degrees of Caribbean sea view. Kamique ...
  • Nightly
    $3,528 - $6,600
  • Weekly
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Management: Professional
Property: Rental Home
Bedrooms: 4, sleeps 10
Bathrooms: 4
ONLY AVAILABLE FOR RENTAL DURING EASTER, CHRISTMAS AND SAILING WEEK This luxurious beachfront villa has been carefully and tastefully built by the ...
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  • Weekly
    $13,000
  • Monthly
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Three Dolphins, Anguilla
Nightly rate from
$1,512
Management: Professional
Property: Rental Home
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
    $1,512 - $3,408
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Casa Leela, Anguilla
Nightly rate from
$700
Management: Professional
Property: Rental Home
Bedrooms: 3, sleeps 8
Casa Leela is a lovely villa that sits overlooking the beach and has views of our neighboring island St. Martin. This villa is incredible, with a peace of ...
  • Nightly
    $700 - $1,250
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Nightly rate from
$1,380
Management: Professional
Property: Rental Home
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
    $1,380 - $4,800
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Kamique Three, Anguilla
Nightly rate from
$1,890
Management: Professional
Property: Rental Home
Bedrooms: 4, sleeps 8
Bathrooms: 4
An exclusive Villa with three unique collections of luxury homes sitting on the southern side of Anguilla, with 180 degrees of Caribbean sea view. Kamique ...
  • Nightly
    $1,890 - $5,070
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Anguilla Vacation Rental Advice
Posted by EIIen, Oct 30, 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, Oct 30, 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, Oct 30, 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, Oct 28, 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, Oct 29, 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, Oct 16, 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, Oct 16, 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
Posted by Goingtobermuda, Aug 21, 2009
... can have a laid back vacation on either island......people are jsut as friendly on both islands.....more shopping in St. Barth's. The BIGGEST difference between the two comes down to money.......St. Barth's uses the EURO and Anguilla uses the EC or USD. Your money really goes ... more
Posted by gigi205, Aug 22, 2009
... we encountered -from the car rental people to the shop owners were all very nasty. We rented a car to explore the island and it was raining- we got stuck in traffic jams on the hills 3 times and everyone was yelling and honking at us to move- our Jeep ... more
Posted by Pepper24, Aug 22, 2009
... I would probably split my vacation time at least once between the two islands. St Barths offers something entirely different from AXA. It's the more sophisticated of the two -- with independent French locals -- not normally the kind you befriend and visit and hug year after year as in AXA ... 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