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One of the most northerly of the Leeward Islands in the Caribbean, holiday rentals in Anguilla can also give you the opportunity to visit the neighbouring island of St Martin, although once you step onto the soft white sand that is likely to be just a few moments away from your villa rental in Anguilla, you won't feel inclined to go anywhere else but the nearest beach, and especially not home again! Where a tropical climate prevails throughout the Caribbean, holiday rental accommodation in Anguilla can guarantee heat and sunshine at any time of the year, giving you the perfect excuse to escape from the cold and gloomy winter weather back at home, even though most people choose an apartment or villa rental in Anguilla for that once-in-a-lifetime holiday or a particular occasion or celebration, like a honeymoon or anniversary. Being a Caribbean Island that is only 16 miles long by 3 miles wide, endless sun-drenched beaches are almost definitely going to be just beyond the garden gate of the apartment and villa rentals in Anguilla, and when you'll be within walking distance of all the shops you could need, a number of prestigious restaurants, and some excellent facilities for sport and leisure, including golfing, holiday rental accommodation in Anguilla really can't be outdone in terms of convenience and quality anywhere else in the Caribbean.

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Viewed 12 times in the last 48 hours
  • 2 BR Villa
  • 2 BA
  • 1800 sq ft
Excellent! 4.4/5
(19 reviews)
avg/night
19
Viewed 6 times in the last 48 hours
  • 1 BR Villa
  • 1 BA
  • Separate Toilet
  • 1100 sq ft
Exceptional! 5/5
(20 reviews)
avg/night
Premier Partner
20
  • 3 BR Villa
  • 2 BA
  • Separate Toilet
  • 2000 sq ft
Exceptional! 5/5
(9 reviews)
avg/night
9
Viewed 5 times in the last 48 hours
  • 1 BR Villa
  • 1 BA
avg/night
2
  • 3 BR Villa
  • 3 BA
  • Separate Toilet
  • 15000 sq ft
Exceptional! 5/5
(7 reviews)
avg/night
7
Viewed 9 times in the last 48 hours
  • 4 BR Castle
  • 4 BA
  • Separate Toilet
  • 7222 sq ft
Exceptional! 5/5
(136 reviews)
avg/night
136
Wonderful! 4.9/5
(11 reviews)
avg/night
11
Exceptional! 5/5
(5 reviews)
avg/night
5
Exceptional! 5/5
(6 reviews)
avg/night
6
  • 3 BR Villa
  • 3 BA
  • Separate Toilet
  • 3500 sq ft
Exceptional! 5/5
(9 reviews)
avg/night
9
Viewed 18 times in the last 48 hours
  • 4 BR Villa
  • 4 BA
Exceptional! 5/5
(22 reviews)
avg/night
22
  • 2 BR Villa
  • 2 BA
  • Separate Toilet
  • 15000 sq ft
avg/night
3
  • 1 BR Villa
  • 1 BA
  • 15000 sq ft
avg/night
3
avg/night
3
Exceptional! 5/5
(17 reviews)
avg/night
17
avg/night
Viewed 9 times in the last 48 hours
  • 1 BR Cottage
  • 1 BA
avg/night
Viewed 5 times in the last 48 hours
  • 2 BR Villa
  • 2 BA
  • 1500 sq ft
Exceptional! 5/5
(6 reviews)
avg/night
6
avg/night
2
avg/night
avg/night
  • 4 BR Villa
  • 4 BA
  • Separate Toilets
  • 7500 sq ft
Exceptional! 5/5
(11 reviews)
avg/night
11
avg/night
avg/night
3
  • 4 BR Villa
  • 4 BA
  • Separate Toilet
  • 8000 sq ft
avg/night
3
  • 1 BR Villa
  • Separate Toilet
  • 700 sq ft
avg/night
avg/night
avg/night
  • 2 BR Apartment
  • 2 BA
avg/night
1
  • 4 BR Villa
  • 4 BA
  • Separate Toilet
  • 5500 sq ft
Exceptional! 5/5
(11 reviews)
avg/night
11
  • 1 BR Apartment
  • 1 BA
  • 750 sq ft
Wonderful! 4.8/5
(20 reviews)
avg/night
20
  • 2 BR Villa
  • 2 BA
avg/night
2
Viewed 8 times in the last 48 hours
  • 2 BR Apartment
  • 2 BA
  • 1768 sq ft
Wonderful! 4.8/5
(31 reviews)
avg/night
31
avg/night
Wonderful! 4.9/5
(21 reviews)
avg/night
21
Wonderful! 4.8/5
(12 reviews)
avg/night
12
Viewed 6 times in the last 48 hours
  • 10 BR Villa
  • 10 BA
  • Separate Toilets
  • 14000 sq ft
avg/night
1
Exceptional! 5/5
(34 reviews)
avg/night
34
Exceptional! 5/5
(29 reviews)
avg/night
29
Exceptional! 5/5
(6 reviews)
avg/night
6
Viewed 8 times in the last 48 hours
  • 4 BR Villa
  • 4 BA
  • Separate Toilet
  • 3500 sq ft
Exceptional! 5/5
(5 reviews)
avg/night
5
avg/night
  • 5 BR Villa
  • 5 BA
  • Separate Toilet
avg/night
avg/night
2
avg/night
4
Viewed 10 times in the last 48 hours
  • 1 BR Apartment
  • 1 BA
  • 750 sq ft
Excellent! 4.7/5
(3 reviews)
avg/night
3
Wonderful! 4.8/5
(16 reviews)
avg/night
16
Wonderful! 4.9/5
(16 reviews)
avg/night
16
avg/night
4
  • 3 BR Villa
  • 3 BA
  • Separate Toilet
  • 2000 sq ft
avg/night
3

Holiday Rentals Anguilla (102)