Anguilla vacation rentals

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Latest Anguilla vacation rental deals

MOST POPULARShoal Bay
Vacation homes from $427

Best Anguilla vacation rentals

Most recommended vacation rentals in Anguilla

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Ceblue Villas & Beach Resort - The Valley - Balcony
Ceblue Villas & Beach Resort
The Valley, Anguilla
10Wonderful(11)
Parking
Free Wi-Fi
Pool
$854+
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Tropix Getaway Guesthouse - The Valley - Living room
Tropix Getaway Guesthouse
The Valley, Anguilla
9.1Wonderful(37)
Parking
Free Wi-Fi
$192+
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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+
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Villa Anguillitta- Entire 7BD Villa w/ Private Beach Access, Sauna, Gym, & Pool - The Valley - Beach
Villa Anguillitta- Entire 7BD Villa w/ Private Beach Access, Sauna, Gym, & Pool
The Valley, Anguilla
Pool
$2,380+
Check availability
White Sands Anguilla - Sea - Blowing Point - Pool
White Sands Anguilla - Sea
Blowing Point, Anguilla
10Wonderful(9)
Parking
Free Wi-Fi
$318+
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Experience The Heart Of The Ocean At Dolphin Villa!! - The Valley - Dining room
Experience The Heart Of The Ocean At Dolphin Villa!!
The Valley, Anguilla
$1,098+
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Coralito Bay Suites & Villas - The Valley - Balcony
Coralito Bay Suites & Villas
The Valley, Anguilla
9.5Wonderful(17)
Free Wi-Fi
Pet friendly
$331+
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Shoal Bay Villas - Shoal Bay - Bedroom
Shoal Bay Villas
Shoal Bay, Anguilla
9.4Wonderful(88)
Parking
Free Wi-Fi
Pool
$432+
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Paradise in Anguilla - East End - Beach
Paradise in Anguilla
East End, Anguilla
$190+
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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
$462+
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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+
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Sheriva Luxury Villas and Suites - West End Village - Living room
Sheriva Luxury Villas and Suites
West End Village, Anguilla
Free Wi-Fi
$3,771+
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Sandcastle Beach House - The Valley
Sandcastle Beach House
The Valley, Anguilla
Parking
Airport shuttle
Free Wi-Fi
Pool
$3,455+
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Sandcastle Villa & Beach House - The Valley
Sandcastle Villa & Beach House
The Valley, Anguilla
Parking
Airport shuttle
Free Wi-Fi
Pool
$4,751+
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Moonlight Cottage - East End
Moonlight Cottage
East End, Anguilla
10Wonderful(18)
Parking
$156+
Check availability
Littlelux Living - Island Harbour
Littlelux Living
Island Harbour, Anguilla
9.5Wonderful(81)
Parking
Free Wi-Fi
$140+
Check availability
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$0 - $1,238$1,238 - $2,475$2,475 - $3,712$3,712 - $4,949$4,949+ per night

Property Types

ApartmentCondoCottageHouse

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Free cancellationFree breakfastFree parkingFree internet

Good to know

Low season

November

High season

January

Average price (weeknight)

$766

Average price (weekend night)

$1,101
Cheapest month to stay with an average 70% drop in price.
Most expensive month to stay with an average 228% 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 November and July.
  • 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.
  • Vacation rentals in Anguilla are around 21% cheaper 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 Shoal Bay, with around 16 properties and an average price of $427. The most popular vacation rentals in Anguilla among KAYAK users are Shoal Bay Villas, Penthouse Mimosa Great Views, Oceanfront Estate, and Clubhouse Suite at Bellamare.
See more tips

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 (47% of total searches to Anguilla). The next most popular destinations are West End Village (23%) and Shoal Bay (18%). Searches for vacation rentals in East End (6%) and Long Bay Village (6%) 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 $147. Search here for similar prices

  • How much is a vacation rental in Anguilla for this weekend?

    In the last 72 hours, users have found Anguilla vacation rentals for this weekend for as low as $156 per night. 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 $6,976.

  • 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 $29,895.

  • 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 10% allowing you to bring your pet along with you.

See more FAQs

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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