Anguilla Vacation Rentals

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These Anguilla vacation homes, condos, villas, cabins, cottages, chalets, and bed & breakfasts are presented by their owners or agents. Please contact them directly with your inquiries. Click on the underlined descriptions below for more details and property photos.

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State  Bedrooms
Weekly Rate  Interests 

  Preferred Listings
Beach Escape Villa - Tropical Paradise on Anguilla in the Caribbean
  • Anguilla
  • Villa
  • 2-5 Bedrooms
  • Weekly rates
    From $4,900 to $11,550 USD
 

WELCOME TO BANANA WIND - ANGUILLA, BRITISH WEST INDIES
  • Round Rock Bay
  • Villa
  • 3 Bedrooms
  • Weekly rates
    From $6,000 to $13,000 USD
 

Lochrum Bay, Anguilla, Caribbean Paradise - "Tranquility in Blue"
  • Lochrum Bay
  • House (single)
  • 5 Bedrooms, Sleeps 10-12
  • 4.5 Bathrooms
  • Weekly rates
    From $7,000 to $17 USD
 

Anguilla Grand Outlook Castle Estate with Incredible Ocean Views
  • Outlook Hill
  • CASTLE
  • 4 Bedrooms, Sleeps 10
  • 4.5 Bathrooms
     

     
      Rental Locations   (Listed alphabetically by City or Town)
     

      City BR(s) BA(s) Sleeps Description
    Anguilla 2-5 BR BA Beach Escape Villa - Tropical Paradise on Anguilla in the Caribbean
    Anguilla 5 BR 12 BA 10 Beachfront / Oceanfront Luxury - Exclusivity - Anguilla - managed by "Luxurious Destinations"
    Anguilla 6 BR 6 BA Anguilla Luxury Villa XIII
    Barnes Bay 4 BR 4 BA Villa ALZ ALZ - Wonderful ccean views.
    Barnes Bay 4 BR 4 BA 8 ALZ ALZ
    Barnes Bay 7 BR 7 BA Villa CER VIL - Fantastic panoramic view over Barnes Bay
    Blowing Point 6 BR 5 BA 12 RIC PAR
    Forest Bay 3 BR 3 BA 6 IDP LEM
    Forest Bay 3 BR 3 BA Villa IDP LEM - Panoramic View.
    Limestone bay 4 BR 4.5 BA 8 RIC SAN
    Limestone Bay 4 BR 4.5 BA Villa RIC SAN - Incredible ocean views of the Atlantic Ocean, the beach and views of the nightly sunset.
    Little Harbour 9 BR 9 BA Villa LHE IND - Panoramic views of the Caribbean Sea and the islands of St Bart and St Martin.
    Lochrum Bay 5 BR 4.5 BA 10-12 Lochrum Bay, Anguilla, Caribbean Paradise - "Tranquility in Blue"
    Long Bay 4 BR 4 BA Villa TEM SAN - Breathtaking ocean views.
    Long Bay 4 BR 4 BA 8 TEM SAN
    Long Bay 4 BR 4 BA Villa TEM SKY - Breathtaking ocean views.
    Long Bay 4 BR 4 BA 8 TEM SKY
    Long Bay 4 BR 4 BA Villa TEM SAN - Breathtaking ocean views.
    Long Bay 4 BR 4 BA Villa TEM SKY - Breathtaking ocean views.
    Long Bay 5 BR 5 BA Villa TEM SEA - Breathtaking ocean views.
    Long Bay 5 BR 5 BA Villa TEM SEA - Breathtaking ocean views.
    Long Bay 5 BR 5 BA 10 TEM SEA
    Maundays Bay 6 BR 8 BA 12 SHE MYS
    Meads Bay 1 BR 1 BA Villa IDP JAS - Panoramic View over salt pond/down to ocean.
    Meads Bay 1 BR 1 BA 2 Idp Jas
    Meads Bay 2 BR 2 BA 4 IDP ZEB
    Meads Bay 2 BR 2 BA Villa IDP ZEB - Panoramic View.
    North Hill 3 BR 3 BA 6 RIC DES
    North Hill 3 BR 3 BA Villa RIC DES - Panoramic views of the sea.
    North Hill 4 BR 4 BA 8 IDP NIR
    North Hill 4 BR 4 BA Villa IDP NIR - Panoramic view overlooking the beach.
    Outlook Hill 4 BR 4.5 BA 10 Anguilla Grand Outlook Castle Estate with Incredible Ocean Views
    Rendevous Bay 1 -3 BR 1 - 3 BA 2 -8 CuisinArt Resort & Spa...
    Round Rock Bay 3 BR BA WELCOME TO BANANA WIND - ANGUILLA, BRITISH WEST INDIES
    Sandy Hill 4 BR 4 BA 8 IDP BOP
    Sandy Hill 4 BR 4 BA Villa IDP BOP - Panoramic View.
    Sandy Hill 7 BR 7 BA Villa RIC ZEN - Expansive ocean views w/St. Martin in the distance.
    Seafeathers Bay 2 BR 2 BA 4 IDP BLI
    Shoal Bay East 4 BR 4 BA Villa IDP SMV - Panoramic View.
    Shoal bay East 4 BR 4 BA 8 IDP SMV
    Shoal Bay East 5 BR 5 BA Villa IDP TAM - Panoramic View.
    Shoal Bay East 5 BR 5 BA 10 IDP TAM
    Shoal Bay West 2 BR 2 BA 4 COV BHS
    Shoal Bay West 2 BR 2 BA Villa COV BHS - Breathtaking views over Shoal Bay w/ St. Martin in the distance.
    Shoal Bay West 3 BR 3 BA 6 COV VLA
    Shoal Bay West 3 BR 3 BA Villa COV VLA - Breathtaking views over Shoal Bay w/ St. Martin in the distance.
    Shoal Bay West 4 BR 4 BA Villa COV PAV - Breathtaking views over Shoal Bay w/ St. Martin in the distance.
    Shoal Bay West 4 BR 4 BA Villa COV GVA - Breathtaking views over Shoal Bay w/ St. Martin in the distance.
    Shoal Bay West 4 BR 4 BA 8 COV GVA
    Shoal Bay West 4 BR 4 BA 8 COV PAV
    Shoal Bay West 5 BR 7 BA Villa AL AL2 - Fabulous ocean views.
    Shoal bay west 5 BR 6 BA 10 AL AL1
    Shoal Bay West 5 BR 6 BA Villa COV PVA - Breathtaking views over Shoal Bay w/ St. Martin in the distance.
    Shoal Bay West 5 BR 7 BA 10 AL AL2
    Shoal Bay West 5 BR 6 BA Villa AL AL1 - Fabulous ocean views.
    Shoal Bay West 5 BR 6 BA 10 COV PVA
    Shoal bay West 6 BR 9 BA 12 AL AL3
    Shoal Bay West 6 BR 9 BA Villa AL AL3 - Fabulous ocean views.

    Featured
    Property Managers

    LuxuriousDestinations.com
    Worldwide
    Rates Vary
    We provide the ultimate luxury in private home rentals and concierge services in one of the world’s most desirable locations

    Wimco.com
    "Wimco Villas" - Est 1975, a leader in villa rentals with full travel services department


    Preferred Listings


    Beach Escape Villa - Tropical Paradise on Anguilla in the Caribbean
    Anguilla Villa, 2-5 Bedrooms Weekly rates from $4,900 to $11,550 USD



    WELCOME TO BANANA WIND - ANGUILLA, BRITISH WEST INDIES
    Round Rock Bay Villa, 3 Bedrooms Weekly rates from $6,000 to $13,000 USD



    Lochrum Bay, Anguilla, Caribbean Paradise - "Tranquility in Blue"
    Lochrum Bay House (single), 5 Bedrooms, Sleeps 10-12, 4.5 Bathrooms Weekly rates from $7,000 to $17 USD



    Anguilla Grand Outlook Castle Estate with Incredible Ocean Views
    Outlook Hill CASTLE, 4 Bedrooms, Sleeps 10, 4.5 Bathrooms Weekly rates from $0 to $0 USD