Anguilla holiday rentals

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Best Anguilla holiday rentals

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£13 - £934£934 - £1,855£1,855 - £2,776£2,776 - £3,697£3,697+ per night

Property Types

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Most recommended holiday rentals in Anguilla

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Littlelux Living - Island Harbour
Littlelux Living
Island Harbour, Anguilla
9.4Wonderful(95)
Apartment
Parking
Free Wi-Fi
Air conditioning
£125+
Check availability
Deany's Uptop Luxury Suite - The Valley
Deany's Uptop Luxury Suite
The Valley, Anguilla
9.8Wonderful(3)
Apartment
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
£129+
Check availability
Tropix Getaway - Rental Car Available - The Valley - Living room
Tropix Getaway - Rental Car Available
The Valley, Anguilla
9.0Wonderful(42)
Apartment
Parking
Free Wi-Fi
Air conditioning
£140+
Check availability
Coralito Bay Suites & Villas - The Valley - Living room
Coralito Bay Suites & Villas
The Valley, Anguilla
9.3Wonderful(18)
Apartment
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
£262+
Check availability
Châlet Genesis - Long Bay Village
Châlet Genesis
Long Bay Village, Anguilla
9.8Wonderful(2)
Villa
Parking
Free Wi-Fi
Pool
Air conditioning
£698+
Check availability
1-Bedroom + Sofabed at Award-winning Tranquility Beach Resort on Meads Bay Beach - West End Village - Pool
1-Bedroom + Sofabed at Award-winning Tranquility Beach Resort on Meads Bay Beach
West End Village, Anguilla
10Wonderful(3)
Condo
Free Wi-Fi
Air conditioning
£743+
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Newly Renovated Luxury West End Home Steps to Mead’s Bay and the Four Seasons. - West End Village - Balcony
Newly Renovated Luxury West End Home Steps to Mead’s Bay and the Four Seasons.
West End Village, Anguilla
6.0Okay(1)
House
Air conditioning
£938+
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Luxury 1-Bedroom + Hot Tub at Award-Winning Tranquility Beach on Meads Bay Beach - West End Village - Beach
Luxury 1-Bedroom + Hot Tub at Award-Winning Tranquility Beach on Meads Bay Beach
West End Village, Anguilla
Condo
Free Wi-Fi
Air conditioning
£997+
Check availability
Cove Bay Villa I - Long Bay Village - Living room
Cove Bay Villa I
Long Bay Village, Anguilla
10Wonderful(1)
House
Free Wi-Fi
Air conditioning
£1,045+
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3 BR Villa at Meads Bay Beach Anguilla - Coconut Palm Villa - Long Bay Village - Living room
3 BR Villa at Meads Bay Beach Anguilla - Coconut Palm Villa
Long Bay Village, Anguilla
10Wonderful(4)
Villa
Free Wi-Fi
Air conditioning
£1,074+
Check availability
Private; one of the best views on Anguilla; heated pool. - The Valley - Pool
Private; one of the best views on Anguilla; heated pool.
The Valley, Anguilla
10Wonderful(20)
Villa
Air conditioning
£1,111+
Check availability
4-Bed Villa Pool Parking - The Valley - Front desk
4-Bed Villa Pool Parking
The Valley, Anguilla
10Wonderful(1)
Villa
Parking
Free Wi-Fi
Air conditioning
£1,618+
Check availability
Château Genesis : Cozy Caribbean Retreat - West End Village - Living room
Château Genesis : Cozy Caribbean Retreat
West End Village, Anguilla
10Wonderful(2)
Villa
Free Wi-Fi
Air conditioning
£1,957+
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Anguilla's Bird of Paradise - The Valley - Living room
Anguilla's Bird of Paradise
The Valley, Anguilla
Villa
Free Wi-Fi
Air conditioning
£2,251+
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Altamer Resort - West End Village - Bedroom
Altamer Resort
West End Village, Anguilla
10Wonderful(1)
Villa
Free Wi-Fi
Air conditioning
£2,939+
Check availability
Sheriva Luxury Villas and Suites - West End Village - Living room
Sheriva Luxury Villas and Suites
West End Village, Anguilla
Villa
Free Wi-Fi
Air conditioning
£3,697+
Check availability
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Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

April
December
£222
£120
Cheapest month to stay with an average 46% drop in price.
Most expensive month to stay with an average 29% 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

  • If you’re looking for a cheap holiday rental in Anguilla, you should consider visiting during the low season. The cheapest holiday homes in Anguilla can be found in July and May.
  • The cheapest night for renting a holiday home in Anguilla is Monday. In contrast, the most expensive is Wednesday.
  • Holiday rentals are a popular choice for both long and short-term stays. KAYAK users usually book their holiday rental in Anguilla for 4 days.
  • Beachfront is the most popular holiday rental property amenity in Anguilla
  • Holiday rentals in Anguilla are around 8% 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 holiday homes is West End Village, with around 29 properties and an average price of £283. The most popular holiday rentals in Anguilla among KAYAK users are Sheriva Luxury Villas and Suites, Altamer Resort, and Luxury 1-Bedroom + Hot Tub at Award-Winning Tranquility Beach on Meads Bay Beach.

FAQs when booking a holiday home in Anguilla

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

    Based on KAYAK holiday rental searches, the most popular destination is West End Village (67% of total searches to Anguilla). The next most popular destinations are The Valley (29%) and Shoal Bay (5%).

  • 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 £129. Search here for similar prices

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

    The average price for a weekly Anguilla holiday rental found by KAYAK users in the last 2 weeks is £1,983.

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

    The average price for a monthly Anguilla holiday rental found by KAYAK users in the last 2 weeks is £8,497.

  • 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 2% 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 holiday home.

Everything you need to know for your stay in Anguilla