Houses Anguilla

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101 houses

Enchanting, Family Friendly 3bdr, adjustable fee for more or less bedrooms

East End Village house

  • 3 bedrooms
  • 5 bathrooms
  • sleeps 11

Responds fast! avg. 1 hour 43 minutes

Match: Rental types Private outdoor pool (unheated)

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Price per night from

$1,255

Luxury Beachfront Estate with Infinity Pool, Hot Tub, Gym, Sauna, Mini Golf

Blowing Point house

  • 7 bedrooms
  • 9 bathrooms
  • sleeps 15

Responds fast! avg. 3 hours 12 minutes

Match: Rental types Private outdoor pool (unheated)

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Price per night from

$2,370

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EXQUISITE FRIENDLY SPECTACULAR VIEWS 4BDRM VILLA

East End Village villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 11

Responds fast! avg. 1 hour 43 minutes

1 of 2 match: Rental types, Private outdoor pool (unheated)

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Price per night from

$1,443

MODERN VILLA WITH POOL AND STUNING OCEAN VIEWS

East End Village villa

  • 1 bedroom
  • 3 bathrooms
  • sleeps 11

Responds fast! avg. 1 hour 43 minutes

1 of 2 match: Rental types, Private outdoor pool (unheated)

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Price per night from

$879

COZY AND PRIVATE FOR TWO COUPLES TRAVELING TOGETHER

Sandy Hill Bay villa

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 11

Responds fast! avg. 1 hour 43 minutes

1 of 2 match: Rental types, Private outdoor pool (unheated)

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Price per night from

$1,067

Mainstay Villa at Elsie Bay

Anguilla villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Private outdoor pool (unheated)

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Price per night from

$400

Spyglass Hill Villa

Anguilla villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

1 of 2 match: Rental types, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$856

Lovely 4-Bed Villa in Anguilla

Sandy Hill Bay villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Rental types, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$1,431

Zenaida Estate | Beach Front - Located in Exquisite Sandy Hill with Private Poo

Sandy Hill Bay villa

  • 1 bedroom
  • 6 bathrooms
  • sleeps 12

1 of 2 match: Rental types, Private outdoor pool (unheated)

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Price per night from

$1,455

Zenaida Estate | Beach Front - Located in Fabulous Sandy Hill with Private Pool

Sandy Hill Bay villa

  • 1 bedroom
  • 5 bathrooms
  • sleeps 10

1 of 2 match: Rental types, Private outdoor pool (unheated)

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Price per night from

$1,310

Villa Kandara | Beach View - Located in Stunning West End with Private Pool

Long Bay Village villa

  • 1 bedroom
  • 6 bathrooms
  • sleeps 12

1 of 2 match: Rental types, Private outdoor pool (unheated)

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Price per night from

$3,880

Zenaida Estate | Beach Front - Located in Tropical Sandy Hill with Private Pool

Sandy Hill Bay villa

  • 1 bedroom
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Rental types, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$1,067

Zenaida Estate | Beach Front - Located in Fabulous Sandy Hill with Private Pool

Sandy Hill Bay villa

  • 1 bedroom
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Private outdoor pool (unheated)

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Price per night from

$965

Villa Kandara-With Chef | Beach View - Located in Exquisite West End with Priva

Long Bay Village villa

  • 1 bedroom
  • 6 bathrooms
  • sleeps 12

1 of 2 match: Rental types, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$4,753

BestValue1300/5bd/night. Rent 1 bdr or more, rates adjusted on a sliding scale

Seafeathers villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 11

“A luxurious getaway par excellence” The Villa Gardenia provided the ideal setting for our week in paradise. The villa accommodated three couples (one with young child) with ease. With warm colors and a bright, airy, open layout, we never wanted to leave. Whether lingering in the kitchen after a meal, lounging on the adjoining living room's sofa or (most of all) spending hours by the gorgeous pool, the Villa Gardenia was a delight. We can't wait to return!

Responds fast! avg. 1 hour 43 minutes

1 of 2 match: Rental types, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$1,632

Three Dolphins Lockrum Bay, Anguilla BWI

Little Harbour villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

“Wife's Birthday getaway” After extensive research into renting a property in the islands we found Three Dolphins. Since the trip was for my wife and myself as well as two other couples, the villa was the perfect size. The quality of the villa, the location and the service, not just the staff, but the owner herself was beyond our expectations. The house is spectacular as are the surrounding gardens and grounds. The owner assisted us in procuring a rental car which was waiting for us when we arrived at the villa. Since we arrived late in the day they also, by prior arrangement, helped to have some light provisions in the fridge for our arrival. We will be returning.

1 of 2 match: Rental types, Private outdoor pool (unheated)

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Price per night from

$2,282

Alegria Villa: Barefoot elegant luxury villa with effortless beach access

Blowing Point villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 12

1 of 2 match: Rental types, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$1,644

Anguilla Bow Green Villa on Rendezvous Bay Beach

West End Village villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$715

Bonne View Villa

South Hill villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$400

Coconut Palm Villa -Twin Palms Villas at Meads Bay

Long Bay Village villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$1,655

Beach Palm Villa - Twin Palms Villas at Meads Bay

Long Bay Village villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

1 of 2 match: Rental types, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$1,021

Mangrove Villa at Indigo Reef

The Valley villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

Responds fast! avg. 42 minutes

1 of 2 match: Rental types, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$1,255

Twin Palms Villas at Meads Bay

Long Bay Village villa

  • 5 bedrooms
  • 7 bathrooms
  • sleeps 10

1 of 2 match: Rental types, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$1,655

Villa Dulcinea - Ocean views, near beach, outdoor space, great for groups!

East End Village house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

1 of 2 match: Private outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$571

PARADISE BEACH VILLA

Long Bay Village house

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 16

1 of 2 match: Private outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$7,325

Malibu House Anguilla

West End Village house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Private outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$793

Tropix Getaway

The Valley house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Private outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$189

Great rentals within 20 miles that match your search

JACARANDA... Enchanting Affordable Oasis for 2 Lucky Couples!

Terres Basses house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Rental types Private outdoor pool (unheated)

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Price per night from

$399

LIFE IN BLUE ... Stunning New 2 BR Luxury Beach Front Villa on Baie Rouge

Terres Basses house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Totally awesome” We stayed a Le Vie En Bleu for 10 days this last July on the advice from Ted at St. Martin Reservation Center. From the moment we stepped into this wonderful villa, we knew Ted's advice was spot on. Everything about this classy home was done with the vacationers enjoyment in mind. Granted, it's a bit small but the floor plan is designed in a way that brought your every glance to the beautiful ocean right in front of you. It had all the modern amenities you'd expect to find in a five star villa rental. My wife used the oceanfront gym each morning and loved it.I could write a novel about this totally private get away in paradise but I'll just say one thing. We plan on returning next summer to Le Vie En Bleu. Thank you Ted !!!

Match: Rental types Private outdoor pool (unheated)

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Price per night from

$1,495

JOIE DE VIVRE... 3 BR With Privacy on a fabulous Beach. WOW!

Terres Basses house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Rental types Private outdoor pool (unheated)

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Price per night from

$926

LA PINTA... 4BR Villa, Full AC, Tennis Court & Gym, Huge Pool Area

Terres Basses house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Rental types Private outdoor pool (unheated)

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Price per night from

$877

CASA SAND... Gorgeous tropical hideaway! Very private and quiet!

Anse Marcel house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Rental types Private outdoor pool (unheated)

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Price per night from

$538

LUNE DE MIEL....The Honeymoon! Romantic hideaway for lovers

Terres Basses house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Rental types Private outdoor pool (unheated)

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Price per night from

$541

MARIPOSA... Affordable 4BR villa with lovely pool and terrace!

Terres Basses house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

Match: Rental types Private outdoor pool (unheated)

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Price per night from

$807

ENCORE... Fabulous villa with 6 huge master suites, heated pool

Terres Basses house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

Match: Rental types Private outdoor pool (unheated)

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Price per night from

$1,260

CALLISTO... Full AC, lovely sunset views!

Terres Basses house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

“Gorgeous, but do not forget your bug spray.” We absolutely loved Callisto...a gorgeous property that is nicely designed with 3 "Master" bedrooms.Very clean and comfort! Everything was perfect but be forewarned...there are tons of tiny mosquitos and this is open living! The wall of sliders opens the entire villa to the gorgeous outdoor living area and the infinity pool...with spectacular views. I'll book Callisto again. Lovely property.You can't beat this place...just bring your bug spray!

Match: Rental types Private outdoor pool (unheated)

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Price per night from

$556

SOL E LUNA... Beautifully appointed, comfortable and very priva, huge pool!

Terres Basses house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Rental types Private outdoor pool (unheated)

All filters match

Price per night from

$641

MER SOLEIL... 5 BR enjoy beautiful sunset sea views, close to La Samanna Hotel

Terres Basses house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Rental types Private outdoor pool (unheated)

All filters match

Price per night from

$1,139

Viewing 38 of 101
rentals in Anguilla

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