This property allows you to book online with a credit card. After submitting a reservation request, the owner or manager has 24 hours to accept, at which time your card will be charged and you will receive an email confirmation
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Anguilla Vacation Rentals Show this location only Back to top
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1 Ranked Axa Villa-Grand Outlook Castle-2012 Award Winner-Best Sunsets!
4BR/4BA
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Sleeps 10
– Crocus Bay #357385
$514 - $2857 per night
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Up to 20% Off and Free Suv - Ultimate Luxury and Value!
6BR+/7BA
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Sleeps 18
– Sile Bay #290489
From $795/nt
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Two Free Nights! an Incredible Luxury Ocean Villa W/ Mesmerizing Views
4BR/4BA
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Sleeps 8
– Pelican Bay #307614
$1500- $2500/nt
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Two Free Nights! Modern Luxury Ocean Villa W/ Beach Adjacent
4BR/4BA
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Sleeps 8
– Pelican Bay #307627
$1500- $2500/nt
- Location, Location, Location! Stunning Villa Azure 5BR/4BA – Sleeps 10 – Shoal Bay Village #377494ha
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Villa Bellamare on Shoal Bay Beachperfect Location
3BR+/4BA
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Sleeps 6-7
– Shoal Bay Village #214553
$750- $1500/nt
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Villa Alegria - Stunning Beachfront Home!
4BR+/4BA
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Sleeps 8-10
– Cul de Sac #338201
$1375 - $3500 per night 4-7 night min stay
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Brand New- Largest All Suite Villa- Voted Villa with Best Views!
4BR/4BA
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Sleeps 8
– Island Harbour #313885
$750 - $2350 per night 1-5 night min stay
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Luxury 7 Bedroom Beach Estate with Tennis Courts
Studio/0BA
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Sleeps 14
– Sandy Hill Bay #3517139ha
$2247 - $6429 per night
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Luxury Property, Vip Package with Car = No Better Value on the Island
3BR/3BA
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Sleeps 6
– Sandy Ground #3509213ha
$450 - $750 per night 5-7 night min stay
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Luxurious Oceanfront Villa Available as 2BR up to 8BR W/ Pool
8BR+/8BA
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Sleeps 2-16
– Shoal Bay Village #357896
$1100 - $4410
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Luxury Ultimate Entertainment Villa Overlooking the Sea
5BR+/5BA
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Sleeps 14
– Sandy Hill Bay #330868
$1400 - $3500 per night 4-7 night min stay
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K's Kove- Island Harbour Anguilla, British West Indies
1BR/1BA
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Sleeps 2-3
– Island Harbour #374505
$115/nt to $150nt
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Privacy and Relaxed Elegance on Caribbean's Beautiful Beaches
4BR/4BA
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Sleeps 8
– Shoal Bay Village #274338
$900- $2300/nt
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Exceptional 5 Bed Beach Front Villa
5BR/0BA
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Sleeps 10
– The Valley #3517137ha
$2850 - $4350 per night
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4BR/3BA
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Sleeps 10
– Cul de Sac #884128a
€143 - €643 per night - EUR
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Specials on Early 2014 Bookings
4BR/4BA
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Sleeps 8
– Shoal Bay Village #389160
From $1000 US Dollars.
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Beach Front Estate with Virtual Tour
Studio/0BA
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Sleeps 6-12
– Rendezvouz Bay #445682
$1300 per night 5 night min stay
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De Luxe Large Duplex Appartment on the Beach of Sandy-Ground
2BR/2.25BA
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Sleeps 4
– Sandy Ground #340806
$1500- $2500/WK
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Experience the Real Anguilla at the Fountain!
2BR/2BA
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Sleeps 4
– Shoal Bay Village #447083
$199 - $349 per night 3 night min stay
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Fabulous Accommodation- Free Water Sports Gears!!!!
Studio/3BA
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Sleeps 6
– Rendezvouz Bay #382016
$385/nt - $650/nt
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Charming Villa in a Romantic Context 100 Feet from the Orient Bay Beach
3BR/1BA
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Sleeps 3-6
– Cul de Sac #1023215a
€229 - €329 per night - EUR
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Sandcastle - a 10,000 Sq.Ft Truly Beach Front Luxury Villa
4BR+/6BA
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Sleeps 8-10
– Limestone Bay #305210
14K to 30K/wk
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Affordable and Tranquil Anguilla Family Vacation
2BR+/2BA
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Sleeps 4-6
– Island Harbour #314423
From $150/nt or $750-$900/wk
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Mimosa Penthouse with Great Views - Close to the Beach.
1BR/1BA
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Sleeps 2
– Shoal Bay Village #248895
$250- $400/nt
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Shoal Bay East Beach Access Ocean View
2BR/2BA
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Sleeps 4
– Shoal Bay Village #311209
From $250/nt
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Jems of Anguilla-the View is the Best
3BR/3BA
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Sleeps 6
– Island Harbour #69779
$350- $750/nt
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Wabi-Sabi; a Spiritual Experience; Auntie Dol Bay
2BR+/2BA
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Sleeps 4
– Long Pond Bay #433977
$1800 per night 10 night min stay
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Luxury 2 Bedroom Condo with Spectacular Caribbean Views
2BR/2BA
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Sleeps 5
– The Farrington #132809ha
$257 - $350 per night
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Almond Tree Villa, Romantic Escape, Private with Pool & Panoramic Views
1BR/2BA
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Sleeps 2
– Sea Feather Bay #258800
$400 - $500 per night
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New Luxury Villa with Expansive Ocean Views
2BR+/2BA
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Sleeps 4-5
– Katouche Bay #352006
From $470/nt
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Enjoy Peaceful Evenings with Sunset Views Over Little Harbor.
2BR/2BA
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Sleeps 4
– Little Harbour #407792
$450 per night 5 night min stay
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Best Villa Apartment Accommodation in West End Anguilla
2BR/2BA
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Sleeps 2-4
– West End Bay #309859
$130- $340/nt
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Oceanfront, a/C, Full Kitchen, Wi-Fi, Huge Deck. Auto Included
2BR+/1BA
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Sleeps 4
– Sandy Hill Bay #149528
$180 per night 3 night min stay
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Apartment in Condo Front Caribbean Sea with Pool Near Beach
1BR/1BA
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Sleeps 2
– Sandy Hill Bay #178213
$1450/1865wk
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Mangrove Villa - Ocean Front Architectural Gem
4BR/4.5BA
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Sleeps 8
– West End Bay #222044
$5,600- $9,100/wk
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Poinsettia Villa at Indigo Reef
2BR/2BA
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Sleeps 4
– West End Village #169688
$295- $550/nt
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Your Island Hideaway
3BR+/3BA
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Sleeps 6-8
– Island Harbour #341585
$315nt to $492nt/2beds tax inclusive
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Mainstay Villa on Elsie Bay
3BR/2.5BA
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Sleeps 6
– Elsie Bay #368847
$2200- $2900/wk
- Magnificent Studio with Sea View Studio/1BA – Sleeps 0-4 – Cul de Sac #631505a
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4BR/4BA
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Sleeps 4-10
– Cul de Sac #990358a
€285 - €665 per night - EUR
- Creole Style House with a Pool 2BR/1BA – Sleeps 0-4 – Cul de Sac #616502a
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Anguilla -James Place Apartments Short Term/ Long Term Lease
1BR+/1BA
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Sleeps 2-4
– Island Harbour #347828
$100 per night 1 night min stay
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Beach Paradise Tranquility in Blue
5BR+/4BA
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Sleeps 10-12
– Lochrum Bay #89850
From $500/nt - $3000/wk* 1 to 2 beds
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Luxury Villa (1-3 Bedroom) with Private Pool, Panoramic Ocean Front View
3BR/3BA
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Sleeps 6
– Island Harbour #18296
$570 per night
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Bellavista Villas
10BR/11BA
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Sleeps 2-20
– South Hill #13832
$315 - $425 per night 4 night min stay
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Stunning Contemporary Oceanfront Villa
4BR/6BA
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Sleeps 8
– Shoal Bay Village #220951
$600- $3700/nt
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Hightop: Charming Villa or Lovely 1 BR Apartment
3BR/3BA
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Sleeps 6
– Island Harbour #67845
$130- $385/nt
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Exquisite, Private, Beautiful Villa - from $600/Night
4BR/4.5BA
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Sleeps 8
– The Valley #283236
$1200- $1400/nt
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Oceanfront Ambrosia Villa
7BR/8BA
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Sleeps 14-18
– Shoal Bay Village #265556
From $790- $2790/nt
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Private Anguilla Beachfront Villa with Pool & View 2BR & 1 BR
3BR/3BA
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Sleeps 6-8
– Corito Bay #207042
$270- $620/nt
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La Vanda Cottage - Charming West Indian - Close to the Beach
1BR/1BA
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Sleeps 2
– Shoal Bay Village #246475
$195- $250/nt
- Coconut Palm Villa, Luxury Vacation Rental, Mead’S Bay, Anguilla 3BR/3BA – Sleeps 6 – Meads Bay #141978ha
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2 Suite Luxury - Free Suv and Fully Inclusive Pricing
2BR+/2BA
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Sleeps 6
– Sile Bay #427735
From $795.00/night
- Sandcastle.... a 10,000 Sq.Ft. Truly Beachfront Luxury Villa 4BR/6BA – Sleeps 8 – Limestone Bay #323922ha
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Enjoy Stunning Sunsets and Total Tranquility!
4BR/2BA
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Sleeps 8
– Cul de Sac #432393
$2275 - $3255 per week 7 night min stay
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Peritwinkle at Indigo Reef
2BR/2BA
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Sleeps 4
– West End Bay #200629
$300- $550/nt
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Seabird Villa, Brand New, Minutes Away from Rendezvous Bay
4BR/4.5BA
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Sleeps 8
– Rendezvouz Bay #337254
From US $650.00/nt
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2 BR/2 Bath Oceanfront Condo Steps to Lovely Beach
2BR/2BA
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Sleeps 5
– Sandy Hill Bay #455196
$175 - $250 per night 5-7 night min stay
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Protected Surroundings, Stylish Independent Living
Studio/1BA
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Sleeps 2
– The Valley #292675
$200- $240/nt
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Beautiful Ocean-Front Home with Pool on Lovely Elsie Bay
4BR/4BA
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Sleeps 8
– Elsie Bay #400022
FROM $550.00 - $1400.00 PER NIGHT
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Honeymooners! Romantic Oceanfront Villa with Pool & Beach
1BR+/2.5BA
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Sleeps 1-2
– Little Harbour #197066
$500-$800/nt - $3500-$5600/wk +tax & svc
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Tamarind Villa: Fantastic Family Villa with Wonderful Views
5BR/5BA
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Sleeps 10
– Island Harbour #274627
$600- $990/nt
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Wonderful Apartment Completely New with Pool by the Sea
2BR/1BA
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Sleeps 4
– Sandy Hill Bay #433174
$170 - $200 per night 4 night min stay
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Spectacular Ocean Front Views from This Exclusive Villa
2BR/2BA
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Sleeps 4
– Lochrum Bay #151006
$425- $575/nt
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Ocassa Villa
5BR/4BA
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Sleeps 5-10
– South Hill #442647
$1500 - $2500 per night 5 night min stay
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Beautiful Oceanfront Villa - Private Caribbean Getaway
2BR+/2BA
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Sleeps 4-6
– Shoal Bay Village #399160
$300 to $400 a/nt. US Dollars
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Gorgeous Water Views!
6BR/4BA
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Sleeps 11-12
– Sandy Ground #445864
$300 - $325 per night 4-7 night min stay
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New Beachfront Villa on Sandy Beach at Villa Arushi
5BR/5.5BA
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Sleeps 2-10
– Rendezvouz Bay #429105
Discounts for 15+ nts
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Romantic Gardenia Villa on West End Bay
1BR/1BA
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Sleeps 2
– West End Bay #207374
$205- $390/nt
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Easy Corner Villas. a Home Away from Home.
2BR/2BA
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Sleeps 2-4
– South Hill #390433
$125/nt - $875/wk
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Magnificent Villa in Island Harbor
3BR/3BA
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Sleeps 6
– Island Harbour #301749
From $200/nt
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Great Summer Specials at Our Luxurious 3+ Bedroom Villa
6BR/6BA
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Sleeps 12
– Little Harbour #385132
$1260/nt
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Magnificent Contemporary/West Indian Beachfront Villa
6BR+/6.5BA
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Sleeps 13-15
– Little Harbour #304166
$2,145-$8,925/nt - $41,560/wk
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Fabulous Villas on Anguilla - Bayberry and Chinaberry Villa.
3BR+/3BA
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Sleeps 6-9
– Cul de Sac #327437
$195- $550/nt
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Quiet, Cozy, Beautiful
1BR/1BA
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Sleeps 2-3
– Rendezvouz Bay #367023
$665/wk
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Private Beachfront Villa Estate on the Exclusive Meads Bay
4BR/4BA
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Sleeps 8
– Meads Bay #384395
From $2400/wk to $4500/wk
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Quiet Luxury Villa, 1 Min from Beach, with Garden and Hot Tub for 6
3BR/2BA
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Sleeps 7
– Cul de Sac #957233a
€1800 - €3000 per week - EUR
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Studio/0BA
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Sleeps 1-2
– Cul de Sac #985327a
€64 per night - EUR
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House of Standing, Sea View from the Terrace, at 200 M from Beaches
3BR/4BA
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Sleeps 8
– Cul de Sac #867794a
$411 - $707 per night
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Seasong Villa at Callaloo Club, Anguilla
5BR/5BA
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Sleeps 10
– Rendezvouz Bay #3253577ha
$1755 - $2970 per night
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Villa Pinel at Cul De Sac, Saint Maarten
3BR/3BA
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Sleeps 6
– Cul de Sac #3248850ha
$557 - $1272 per night
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Alexambre at Jardin D' Orient, Saint Maarten
3BR/4BA
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Sleeps 8
– Cul de Sac #3233932ha
$400 - $750 per night
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Mango at Orient Bay, Saint Maarten
4BR/4BA
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Sleeps 8
– Cul de Sac #3241866ha
$671 - $1143 per night
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Casa Ounu at Orient Bay, Saint Maarten
3BR/2BA
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Sleeps 6
– Cul de Sac #3248409ha
$457 - $843 per night
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Caribera at Callaloo Club, Anguilla
8BR/8BA
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Sleeps 20
– Rendezvouz Bay #3253564ha
$3055 - $5170 per night
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Shutters on the Beach at Blowing Point, Anguilla
6BR/5BA
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Sleeps 12
– The Valley #3253116ha
$1400 - $3100 per night
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Sky Villa at Long Bay, Anguilla
4BR/4BA
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Sleeps 8
– Long Bay Village #3253102ha
$4130 - $11429 per night
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Anani @ Kamique at Little Harbour, Anguilla
4BR/4BA
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Sleeps 8
– Lochrum Bay #3253106ha
$1455 - $4715 per night
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Sarasvati Villa at Callaloo Club, Anguilla
8BR/8BA
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Sleeps 22
– Rendezvouz Bay #3253576ha
$3120 - $5280 per night
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Triton @ Kamique at Little Harbour, Anguilla
6BR/6BA
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Sleeps 12
– Lochrum Bay #3253104ha
$1800 - $6248 per night
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Sunbird at Orient Bay, Saint Maarten
3BR/3BA
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Sleeps 6
– Cul de Sac #3248855ha
$350 - $570 per night
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Studio/0BA
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Sleeps 3-6
– Cul de Sac #1059844a
€2500 - €5000 per week - EUR
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Character Villa in Privileged Area- Orient Bay
4BR/2BA
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Sleeps 9
– Cul de Sac #960123a
€229 - €500 per night - EUR
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Villa with Pool and View of Sea Close to the Orient Bay Beach
3BR/3BA
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Sleeps 3-6
– Cul de Sac #1016207a
€1645 per week - EUR
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Villa Paradise
7BR/5BA
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Sleeps 14
– Blowing Point #3214036ha
$1908 - $6000 per night
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Altamer - Russian
5BR/6BA
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Sleeps 10
– Barnes Bay #3218891ha
$4321 - $6050 per night
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Coyaba Villa
6BR/6BA
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Sleeps 12
– Limestone Bay #3243208ha
$2160 - $5000 per night
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Villa Azure
5BR/4BA
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Sleeps 10
– Barnes Bay #3232936ha
$12425 - $13825 per week
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Sky Villa
4BR/4BA
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Sleeps 8
– The Valley #3225126ha
$33425 - $45465 per week
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1 Ranked Axa Villa-Grand Outlook Castle-2012 Award Winner-Best Sunsets!
4BR/4BA
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Sleeps 10
– Crocus Bay #357385
Overview of Anguilla Vacation Rentals
Activities and Attractions at Anguilla Vacation Rentals
Anguilla is a tropical paradise located in the Caribbean. It is an island known for its beautiful beaches and calm turquoise waters. It’s a place where you can relax, and be as active or lazy as you choose. Many people visit simply to be able to enjoy the beautiful white beach sands, warm tropical sun and delicious rum cocktails. But if you’d like to be a little more active than that, there are plenty of great activities. The calm turquoise waters are ideal for swimming and snorkeling. You can visit the reefs and watch the many colorful tropical reef fish dart between the corals. For certified divers, you can explore the underwater wonders by signing up with one of the dive charters.
The national sport of Anguilla is sailing and when the weather is good, you’ll see all types and sizes of sailing craft out on the water. The winds provide ideal sailing conditions and regattas are often held throughout the year. Sea kayaking is a great way to explore the coastline. Protected by the barrier reefs, most of the coastline is relatively calm. If you enjoy deep sea fishing, you can go out beyond the reefs for a day of fishing. The experienced skippers will be able to take you to where the fish are biting.
No visit to Anguilla is complete without taking a boat cruise. You can choose from a slow and steady glass-bottomed boat to a luxurious high-speed cruiser. There are also several yachts available for day charters and cruises on the island. On land, you can enjoy a round of golf or many leisurely hours of walking. You could even explore the interior on horseback. Then there are also the vibrant restaurants, beach bars, shops and markets to keep you entertained.
Visitors to Anguilla Villas
Anguilla attracts visitors who love the sunshine and warm tropical weather. Many people visit the island from December to April to escape from the colder northern climates. It’s a little slice of tropical paradise that is an ideal sun vacation destination. Because of its natural beauty, it is a popular destination for honeymoons and weddings. There’s nothing quite as romantic as strolling along a beautiful beach at sunset and feeling the gentle ocean breeze in your hair. Yachtsmen can enjoy sailing in the bays with the consistently good winds. Scuba divers can enjoy the underwater reefs and magnificent marine life. Anyone who enjoys beach, sun and water sports will enjoy a stay on Anguilla.
Getting to Anguilla Resort Rentals
Most flights to Anguilla from the United States route via Puerto Rico. From there, there are several flights weekly that connect on to Anguilla. An alternative that is often cheaper and more convenient is to fly directly to the neighboring island of St. Maarten. From there, you can get a quick island hop across to Anguilla. From St. Maartten, it is a quick 20-minute ferry trip to get across to Anguilla. If traveling from Europe, there are several airlines that have direct flights into St. Maarten. You can, of course, also route via Puerto Rico if you choose.
Best Seasons to Travel to Caribbean Vacation Rentals in Anguilla
Anguilla enjoys a warm year-round tropical climate. While the sun may shine all year, the seasons are dictated mostly by the rainfall rather than by how hot it is. The most popular time of year to visit is during the cooler months which are from December to April. You’ll want to be cautious about traveling in May as there are frequently storms that blow through. The summer months of June to September are very hot and humid, and heavy rains generally occur in October.