Anguilla vacation rentals

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Best Anguilla vacation rentals

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$0 - $1,238$1,238 - $2,475$2,475 - $3,712$3,712 - $4,949$4,949+ per night

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Most recommended vacation rentals in Anguilla

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our studio style apartments comes equipped with all essential need - South Hill - Pool
our studio style apartments comes equipped with all essential need
South Hill, Anguilla
Pool
Pet friendly
$113+
Check availability
Cozy Apartment, Anguilla - The Valley
Cozy Apartment, Anguilla
The Valley, Anguilla
9.2Wonderful(5)
Parking
Free Wi-Fi
$147+
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Littlelux Living - Island Harbour
Littlelux Living
Island Harbour, Anguilla
9.4Wonderful(89)
Parking
Free Wi-Fi
$157+
Check availability
Island Paradise Apartments - The Valley
Island Paradise Apartments
The Valley, Anguilla
10Wonderful(1)
Parking
Free Wi-Fi
Pet friendly
$178+
Check availability
Paradise in Anguilla - East End - Beach
Paradise in Anguilla
East End, Anguilla
$192+
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Deany's Uptop Luxury Suite 6 - The Valley - Bedroom
Deany's Uptop Luxury Suite 6
The Valley, Anguilla
9.8Wonderful(3)
Parking
Free Wi-Fi
Pet friendly
$198+
Check availability
Stunning Island Home - Crocus Hill, Anguilla - The Valley - Bedroom
Stunning Island Home - Crocus Hill, Anguilla
The Valley, Anguilla
Free Wi-Fi
$225+
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Easy Corner Villas - Sandy Ground Village
Easy Corner Villas
Sandy Ground Village, Anguilla
8.4Very good(123)
Free Wi-Fi
$230+
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Coralito Bay Suites & Villas - The Valley - Living room
Coralito Bay Suites & Villas
The Valley, Anguilla
9.8Wonderful(17)
Parking
Free Wi-Fi
Pet friendly
$251+
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White Sands Anguilla Sand Unit - The Valley
White Sands Anguilla Sand Unit
The Valley, Anguilla
9.0Wonderful(1)
Parking
Free Wi-Fi
Pool
$254+
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Driftwood Villa 1 - The Valley
Driftwood Villa 1
The Valley, Anguilla
Parking
Free Wi-Fi
Pool
$392+
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Shoal Bay Villas - Shoal Bay - Bedroom
Shoal Bay Villas
Shoal Bay, Anguilla
9.3Wonderful(88)
Parking
Free Wi-Fi
Pool
$424+
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Bella Constantina Villa in Anguilla. Modern design with breath-taking view - The Valley - Beach
Bella Constantina Villa in Anguilla. Modern design with breath-taking view
The Valley, Anguilla
$452+
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Ceblue Villas & Beach Resort - The Valley - Balcony
Ceblue Villas & Beach Resort
The Valley, Anguilla
10Wonderful(13)
Parking
Free Wi-Fi
Pool
$775+
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Lovely 4-Bed Villa in Anguilla - The Valley - Front desk
Lovely 4-Bed Villa in Anguilla
The Valley, Anguilla
Parking
Free Wi-Fi
$1,205+
Check availability
Sheriva Luxury Villas and Suites - West End Village - Living room
Sheriva Luxury Villas and Suites
West End Village, Anguilla
Free Wi-Fi
$3,771+
Check availability
Useful Info

Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

May
November
$864
$488
Cheapest month to stay with an average 71% drop in price.
Most expensive month to stay with an average 170% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

Top tips for finding the perfect Anguilla vacation rental

  • If you’re looking for a cheap vacation rental in Anguilla, you should consider visiting during the low season. The cheapest vacation homes in Anguilla can be found in May and October.
  • The cheapest night for renting a vacation home in Anguilla is Thursday. In contrast, the most expensive is Monday.
  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Anguilla for 8 days.
  • The cheapest Anguilla vacation rental found on KAYAK in the last 2 weeks was $479, while the most expensive was $479.
  • Vacation rentals in Anguilla are around 10% more expensive than hotels on average. Search here to compare prices for all accommodation types in Anguilla.
  • The city in Anguilla with the most affordable vacation homes is West End Village, with around 38 properties and an average price of $2,011. The most popular vacation rentals in Anguilla among KAYAK users are Sheriva Luxury Villas and Suites, Luxury 1-Bedroom + Hot Tub at Award-Winning Tranquility Beach on Meads Bay Beach, and Altamer Resort.

FAQs when booking a vacation home in Anguilla

  • What is the most popular vacation rental destination in Anguilla?

    Based on KAYAK vacation rental searches, the most popular destination is The Valley (48% of total searches to Anguilla). The next most popular destinations are Shoal Bay (22%) and West End Village (20%). Searches for vacation rentals in Long Bay Village (6%) and East End (4%) are also popular.

  • How much is a vacation rental in Anguilla for tonight?

    In the last 72 hours, users have found Anguilla vacation rentals for tonight for as low as $175. Search here for similar prices

  • How much is a vacation rental for a week in Anguilla?

    The average price for a weekly Anguilla vacation rental found by KAYAK users in the last 2 weeks is $5,681.

  • How much is a vacation rental for a month in Anguilla?

    The average price for a monthly Anguilla vacation rental found by KAYAK users in the last 2 weeks is $24,347.

  • What types of vacation rentals are available in Anguilla?

    There are loads of different property types that you can make your vacation home in Anguilla. You’ll find apartments, condos, cottages, houses and villas.

  • What are some of the most-loved vacation rentals available in Anguilla?

    If you’re looking for something special, the vacation rental most loved by KAYAK users is Ceblue Villas & Beach Resort.

  • Are there any pet-friendly vacation rentals in Anguilla?

    There are a number of dog and pet-friendly Anguilla vacation rentals, with around 8% allowing you to bring your pet along with you.

Where to stay in Anguilla?

Our map will help you find the perfect place to stay in Anguilla by showing you the exact location of each vacation home.

Everything you need to know for your stay in Anguilla

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