Anguilla holiday rentals

Search hundreds of travel sites at once for holiday home deals in Anguilla

Here is why travellers choose KAYAK

Free to useThere are no hidden charges or fees.

Filter your dealsFilter by free cancellation, free breakfast and more.

Millions of reviewsCheck ratings based on millions of real guest reviews.

Best Anguilla holiday rentals

Most recommended holiday rentals in Anguilla

Show all
Ceblue Villas & Beach Resort - The Valley - Balcony
Ceblue Villas & Beach Resort
The Valley, Anguilla
10Wonderful(11)
Parking
Free Wi-Fi
Pool
$1,433+
Check availability
Tropix Getaway Guesthouse - The Valley - Living room
Tropix Getaway Guesthouse
The Valley, Anguilla
9.1Wonderful(37)
Parking
Free Wi-Fi
$322+
Check availability
Lovely 4-Bed Villa in Anguilla - The Valley - Front desk
Lovely 4-Bed Villa in Anguilla
The Valley, Anguilla
Parking
Free Wi-Fi
$2,022+
Check availability
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
$3,993+
Check availability
White Sands Anguilla - Sea - Blowing Point - Pool
White Sands Anguilla - Sea
Blowing Point, Anguilla
10Wonderful(9)
Parking
Free Wi-Fi
$536+
Check availability
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
$1,834+
Check availability
Coralito Bay Suites & Villas - The Valley - Balcony
Coralito Bay Suites & Villas
The Valley, Anguilla
9.5Wonderful(17)
Free Wi-Fi
Pet friendly
$540+
Check availability
Shoal Bay Villas - Shoal Bay - Bedroom
Shoal Bay Villas
Shoal Bay, Anguilla
9.4Wonderful(88)
Parking
Free Wi-Fi
Pool
$725+
Check availability
Paradise in Anguilla - East End - Beach
Paradise in Anguilla
East End, Anguilla
$319+
Check availability
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
$778+
Check availability
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
$190+
Check availability
Sheriva Luxury Villas and Suites - West End Village - Living room
Sheriva Luxury Villas and Suites
West End Village, Anguilla
Free Wi-Fi
$6,326+
Check availability
Sandcastle Beach House - The Valley
Sandcastle Beach House
The Valley, Anguilla
Parking
Airport shuttle
Free Wi-Fi
Pool
$5,796+
Check availability
Sandcastle Villa & Beach House - The Valley
Sandcastle Villa & Beach House
The Valley, Anguilla
Parking
Airport shuttle
Free Wi-Fi
Pool
$7,970+
Check availability
Moonlight Cottage - East End
Moonlight Cottage
East End, Anguilla
10Wonderful(18)
Parking
$262+
Check availability
Littlelux Living - Island Harbour
Littlelux Living
Island Harbour, Anguilla
9.5Wonderful(81)
Parking
Free Wi-Fi
$241+
Check availability
Go to map

Search by review score

6+ Okay7+ Good8+ Great9+ Excellent

Search by price

$0 - $2,077$2,077 - $4,152$4,152 - $6,227$6,227 - $8,302$8,302+ per night

Property type

ApartmentCondoCottageHouse

Search by freebies

Free cancellationFree breakfastFree parkingFree internet

Good to know

Low season

November

High season

January

Average price (weeknight)

$1,185

Average price (weekend night)

$1,729
Cheapest month to stay with an average 67% drop in price.
Most expensive month to stay with an average 176% 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 holiday rental

FAQs when booking a holiday home in Anguilla

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

    In the last 72 hours, users have found Anguilla holiday rentals for tonight for as little as $246. Search here for similar prices

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

    In the last 72 hours, users have found Anguilla holiday rentals for this weekend for as little as $262 per night. Search here for similar prices

  • What types of holiday rentals are available in Anguilla?

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

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

    There are a number of dog and pet-friendly Anguilla holiday 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 holiday home.

Everything you need to know for your stay in Anguilla

Complete your trip to Anguilla

Car rentals in Anguilla

Not what you’re looking for? Find thousands of other hotels, flights, car hires and package deals with KAYAK.