Vacation Rentals & Villas in Anguilla

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1,015 villas

(5) Very Good 

    69

    Bayview Villa, Sandy Ground. Unbelievable views

    Anguilla / Sandy Ground

    Sandy Ground house

    6 12 3 nights min

    • 6 bedrooms
    • sleeps 12
    • 3 nights min
    • Beach / lakeside relaxation
    • Child Friendly
    • Car not necessary
    “Authentic Caribbean Experience!” I much prefer the feel of this house which is a comfortable version of a traditional island dwelling. My husband and I love the beach, and being able to observe the bay of Sandy Ground and the salt pond at different t
    …see more

    Price per night from

    $348

    Price per night from

    $348

    (1) Excellent 

      6

      Mangrove Villa at Indigo Reef

      Anguilla / The Valley

      The Valley villa

      4 10 4 nights min

      • 4 bedrooms
      • sleeps 10
      • 4 nights min
      • Nearest beach 0.9 mi
      • Swimming pool
      • Child Friendly

      Price per night from

      $1,260

      Price per night from

      $1,260

      (2) Very Good 

        11

        Anani - Kamique

        Anguilla / Little Harbour

        Little Harbour villa

        4 8 min stay varies

        • 4 bedrooms
        • sleeps 8
        • min stay varies
        • Ask about children
        • Ask about pets
        “Our Stay at Anani - Kamique” The Villa was fantastic. It overlooks the ocean directly into St Maarten. The accomodations were top quality - TV, appliances, furnishings, etc.
        …see more

        Price per night from

        $1,755

        Responds fast!
        avg. 1 hour 49 minutes

        Price per night from

        $1,755

          26

          Villa Zebra

          Anguilla / Long Bay Village

          Long Bay Village villa

          3 6 min stay varies

          • 3 bedrooms
          • sleeps 6
          • min stay varies
          • Swimming pool
          • Child Friendly
          • Air conditioning

          Price per night from

          $895

          Price per night from

          $895

            9

            7 bedroom Villa

            Anguilla / Sandy Hill Bay

            Sandy Hill Bay villa

            7 14 min stay varies

            • 7 bedrooms
            • sleeps 14
            • min stay varies
            • Swimming pool
            • Child Friendly
            • Air conditioning

            Price per night from

            $1,708

            Responds fast!
            avg. 1 hour 57 minutes

            Price per night from

            $1,708

              0

              Luxury 10 bedroom Anguilla villa. Luxurious beachfront villa!

              Anguilla

              Anguilla villa

              10 20 min stay varies

              • 10 bedrooms
              • sleeps 20
              • min stay varies
              • Swimming pool
              • Ask about children
              • Air conditioning

              Price per night from

              $7,620

              Price per night from

              $7,620

                18

                Colibri - Anguilla

                Anguilla / Sandy Hill Bay

                Sandy Hill Bay villa

                6 12 min stay varies

                • 6 bedrooms
                • sleeps 12
                • min stay varies
                • Child Friendly

                Price per night from

                $1,400

                Price per night from

                $1,400

                (96) Excellent 

                  122

                  BEST VIEW IN TRUE PARADISE. U WILL NOT WANT TO LEAVE-100% OF PRIOR GUESTS AGREE!

                  Anguilla / Sandy Ground

                  Sandy Ground castle

                  4 10 min stay varies

                  • 4 bedrooms
                  • sleeps 10
                  • min stay varies
                  • Beach / lakeside relaxation
                  • Nearest beach 0.6 mi
                  • Swimming pool
                  “Great Home, Great Location, Fabulous Infinity Pool & View” Our family of six spent a week at the Grand Outlook Castle. The view and pool are out of this world - almost literally, as you are 100 feet above the ocean facing directly west. The sunsets we
                  …see more

                  Price per night from

                  $949

                  Price per night from

                  $949

                    11

                    7 Palms Villa - Anguilla - Caribbean

                    Anguilla

                    Anguilla villa

                    4 8 7 nights min

                    • 4 bedrooms
                    • sleeps 8
                    • 7 nights min
                    • Beach / lakeside relaxation
                    • Ask about children
                    • Ask about pets

                    Price per night from

                    $3,315

                    Price per night from

                    $3,315

                      19

                      Coyaba

                      Anguilla

                      Anguilla villa

                      6 12 7 nights min

                      • 6 bedrooms
                      • sleeps 12
                      • 7 nights min
                      • Child Friendly

                      Price per night from

                      $1,900

                      Price per night from

                      $1,900

                        18

                        Mystic - Anguilla

                        Anguilla

                        Anguilla villa

                        6 12 min stay varies

                        • 6 bedrooms
                        • sleeps 12
                        • min stay varies
                        • Child Friendly

                        Price per night from

                        $5,250

                        Price per night from

                        $5,250

                          37

                          Arushi

                          Anguilla / Rendezvous Bay

                          Rendezvous Bay villa

                          5 10 min stay varies

                          • 5 bedrooms
                          • sleeps 10
                          • min stay varies
                          • Child Friendly

                          Price per night from

                          $3,300

                          Price per night from

                          $3,300

                            30

                            Blue

                            Anguilla

                            Anguilla villa

                            10 20 min stay varies

                            • 10 bedrooms
                            • sleeps 20
                            • min stay varies
                            • Child Friendly

                            Price per night from

                            $8,229

                            Price per night from

                            $8,229

                              44

                              Indigo

                              Anguilla

                              Anguilla villa

                              10 20 min stay varies

                              • 10 bedrooms
                              • sleeps 20
                              • min stay varies
                              • Ask about children
                              • Ask about pets

                              Price per night from

                              $7,620

                              Responds fast!
                              avg. 1 hour 49 minutes

                              Price per night from

                              $7,620

                                48

                                CeBlue

                                Anguilla

                                Anguilla villa

                                6 12 min stay varies

                                • 6 bedrooms
                                • sleeps 12
                                • min stay varies
                                • Child Friendly

                                Price per night from

                                $1,795

                                Price per night from

                                $1,795

                                  27

                                  Cerulean

                                  Anguilla / West End Village

                                  West End Village villa

                                  9 18 min stay varies

                                  • 9 bedrooms
                                  • sleeps 18
                                  • min stay varies
                                  • Child Friendly

                                  Price per night from

                                  $21,429

                                  Price per night from

                                  $21,429

                                    4

                                    Poinsettia Villa at Indigo Reef

                                    Anguilla / The Valley

                                    The Valley villa

                                    2 5 4 nights min

                                    • 2 bedrooms
                                    • sleeps 5
                                    • 4 nights min
                                    • Nearest beach 0.9 mi
                                    • Child Friendly
                                    • Pet Friendly

                                    Price per night from

                                    $439

                                    Price per night from

                                    $439

                                      24

                                      Ambia Villa

                                      Anguilla / South Hill

                                      South Hill villa

                                      4 8 4 nights min

                                      • 4 bedrooms
                                      • sleeps 8
                                      • 4 nights min
                                      • Beach / lakeside relaxation
                                      • Nearest beach 3 mi
                                      • Swimming pool

                                      Price per night from

                                      $427

                                      Price per night from

                                      $427

                                      (8) Very Good 

                                        12

                                        Villa Dulcinea, Luxury in Paradise, Ocean Views

                                        Anguilla / East End Village

                                        East End Village house

                                        4 10 min stay varies

                                        • 4 bedrooms
                                        • sleeps 10
                                        • min stay varies
                                        • Beach / lakeside relaxation
                                        • Nearest beach 0.8 mi
                                        • Child Friendly

                                        Price per night from

                                        $570

                                        Price per night from

                                        $570

                                          42

                                          Lockrum Point Villa:Ocean front 3-bed/ 3-bath/pool

                                          Anguilla / Little Harbour

                                          Little Harbour villa

                                          3 6 4 nights min

                                          • 3 bedrooms
                                          • sleeps 6
                                          • 4 nights min
                                          • Swimming pool
                                          • Child Friendly
                                          • Air conditioning

                                          Price per night from

                                          $513

                                          Price per night from

                                          $513

                                          (13) Excellent 

                                            29

                                            Stunning Sea Feathers Villa

                                            Anguilla

                                            Anguilla villa

                                            3 7 2 nights min

                                            • 3 bedrooms
                                            • sleeps 7
                                            • 2 nights min
                                            • Beach / lakeside relaxation
                                            • Swimming pool
                                            • Child Friendly
                                            “True tranquility, peace, rest, beauty and boat races” This was my first trip out of the country. I thought I had walked right into heaven. The bedroom I stayed in was surrounded by windows with a wonderful cross breeze. I should also mention the 4 pos
                                            …see more

                                            Price per night from

                                            $627

                                            Price per night from

                                            $627

                                            (14) Excellent 

                                              10

                                              Ocean Terrace Luxury 2BR Condos, Spectacular Views

                                              Anguilla

                                              Anguilla apartment

                                              2 5 2 nights min

                                              • 2 bedrooms
                                              • sleeps 5
                                              • 2 nights min
                                              • Beach / lakeside relaxation
                                              • Swimming pool
                                              • Child Friendly
                                              “Love our Vacations at Ocean Terrace” We recently returned from another great stay at Ocean Terrace. We have been visiting for a week each winter since 2009 and love the feeling of returning to our familiar "home" in Anguilla each year. We love the s
                                              …see more

                                              Price per night from

                                              $400

                                              Price per night from

                                              $400

                                                26

                                                Seabird

                                                Anguilla / Rendezvous Bay

                                                Rendezvous Bay villa

                                                2 4 min stay varies

                                                • 2 bedrooms
                                                • sleeps 4
                                                • min stay varies
                                                • Ask about children
                                                • Ask about pets

                                                Price per night from

                                                $780

                                                Responds fast!
                                                avg. 1 hour 49 minutes

                                                Price per night from

                                                $780

                                                  32

                                                  Ani Estate - Anguilla

                                                  Anguilla

                                                  Anguilla villa

                                                  10 20 min stay varies

                                                  • 10 bedrooms
                                                  • sleeps 20
                                                  • min stay varies
                                                  • Child Friendly

                                                  Price per night from

                                                  $8,600

                                                  Price per night from

                                                  $8,600

                                                  (13) Very Good 

                                                    24

                                                    James Place Apartments, Anguilla , British West Indies

                                                    Anguilla / Island Harbour

                                                    Island Harbour apartment

                                                    1 2 1 night min

                                                    • 1 bedroom
                                                    • sleeps 2
                                                    • 1 night min
                                                    • Beach / lakeside relaxation
                                                    • Nearest beach 8 mi
                                                    • Child Friendly

                                                    Price per night from

                                                    $114

                                                    Responds fast!
                                                    avg. 3 hours 16 minutes

                                                    Price per night from

                                                    $114

                                                      18

                                                      Aquamarie - Kamique

                                                      Anguilla / Little Harbour

                                                      Little Harbour villa

                                                      4 8 min stay varies

                                                      • 4 bedrooms
                                                      • sleeps 8
                                                      • min stay varies
                                                      • Ask about children
                                                      • Ask about pets

                                                      Price per night from

                                                      $2,235

                                                      Responds fast!
                                                      avg. 1 hour 49 minutes

                                                      Price per night from

                                                      $2,235

                                                        11

                                                        Anani - Kamique

                                                        Anguilla

                                                        Anguilla villa

                                                        3 6 min stay varies

                                                        • 3 bedrooms
                                                        • sleeps 6
                                                        • min stay varies
                                                        • Ask about children
                                                        • Ask about pets

                                                        Price per night from

                                                        $1,455

                                                        Responds fast!
                                                        avg. 1 hour 49 minutes

                                                        Price per night from

                                                        $1,455

                                                          25

                                                          Seabird - Anguilla

                                                          Anguilla / Long Bay Village

                                                          Long Bay Village villa

                                                          4 8 min stay varies

                                                          • 4 bedrooms
                                                          • sleeps 8
                                                          • min stay varies
                                                          • Child Friendly

                                                          Price per night from

                                                          $1,320

                                                          Price per night from

                                                          $1,320

                                                            18

                                                            Aquamarie - Kamique

                                                            Anguilla / Little Harbour

                                                            Little Harbour villa

                                                            3 6 min stay varies

                                                            • 3 bedrooms
                                                            • sleeps 6
                                                            • min stay varies
                                                            • Ask about children
                                                            • Ask about pets

                                                            Price per night from

                                                            $1,850

                                                            Responds fast!
                                                            avg. 1 hour 49 minutes

                                                            Price per night from

                                                            $1,850

                                                            (17) Very Good 

                                                              14

                                                              Mainstay Villa at Elsie Bay

                                                              Anguilla

                                                              Anguilla villa

                                                              3 6 min stay varies

                                                              • 3 bedrooms
                                                              • sleeps 6
                                                              • min stay varies
                                                              • Swimming pool
                                                              • Child Friendly
                                                              • Ask about pets

                                                              Price per night from

                                                              $296

                                                              Price per night from

                                                              $296

                                                              (15) Excellent 

                                                                92

                                                                Oceana Villa Anguilla - Brand New 2 bedroom

                                                                Anguilla / The Valley

                                                                The Valley villa

                                                                2 5 min stay varies

                                                                • 2 bedrooms
                                                                • sleeps 5
                                                                • min stay varies
                                                                • Beach / lakeside relaxation
                                                                • Nearest beach 2 mi
                                                                • Swimming pool
                                                                “Just a very lovely clean home - nothing you will find to complai” We just stayed there for 10 nights for our honeymoon and it was very lovely. So many nice details around the house, very clean, nothing seems to be old or used too much. Everything you
                                                                …see more

                                                                Price per night from

                                                                $479

                                                                Responds fast!
                                                                avg. 1 hour 35 minutes

                                                                Price per night from

                                                                $479

                                                                  32

                                                                  Ocassa Villa

                                                                  Anguilla / Little Harbour

                                                                  Little Harbour villa

                                                                  5 10 5 nights min

                                                                  • 5 bedrooms
                                                                  • sleeps 10
                                                                  • 5 nights min
                                                                  • Ask about children
                                                                  • Ask about pets

                                                                  Price per night from

                                                                  $1,135

                                                                  Price per night from

                                                                  $1,135

                                                                    29

                                                                    Sandcastle Anguilla

                                                                    Anguilla

                                                                    Anguilla villa

                                                                    4 10 min stay varies

                                                                    • 4 bedrooms
                                                                    • sleeps 10
                                                                    • min stay varies
                                                                    • Child Friendly

                                                                    Price per night from

                                                                    $1,900

                                                                    Price per night from

                                                                    $1,900

                                                                    (2) Very Good 

                                                                      15

                                                                      Humming-bird

                                                                      Anguilla / Long Bay Village

                                                                      Long Bay Village villa

                                                                      6 12 min stay varies

                                                                      • 6 bedrooms
                                                                      • sleeps 12
                                                                      • min stay varies
                                                                      • Ask about children
                                                                      • Ask about pets

                                                                      Price per night from

                                                                      $1,400

                                                                      Responds fast!
                                                                      avg. 1 hour 49 minutes

                                                                      Price per night from

                                                                      $1,400

                                                                        23

                                                                        Paradise - Anguilla

                                                                        Anguilla / Blowing Point

                                                                        Blowing Point villa

                                                                        7 14 min stay varies

                                                                        • 7 bedrooms
                                                                        • sleeps 14
                                                                        • min stay varies
                                                                        • Child Friendly

                                                                        Price per night from

                                                                        $2,000

                                                                        Price per night from

                                                                        $2,000

                                                                          18

                                                                          Kishti West

                                                                          Anguilla

                                                                          Anguilla villa

                                                                          6 10 min stay varies

                                                                          • 6 bedrooms
                                                                          • sleeps 10
                                                                          • min stay varies
                                                                          • Child Friendly

                                                                          Price per night from

                                                                          $5,600

                                                                          Price per night from

                                                                          $5,600

                                                                          (5) Excellent 

                                                                            17

                                                                            Tequila Sunrise Villa in Anguilla

                                                                            Anguilla / Sandy Hill Bay

                                                                            Sandy Hill Bay villa

                                                                            3 6 min stay varies

                                                                            • 3 bedrooms
                                                                            • sleeps 6
                                                                            • min stay varies
                                                                            • Swimming pool
                                                                            • Child Friendly
                                                                            • Air conditioning

                                                                            Price per night from

                                                                            $1,701

                                                                            Responds fast!
                                                                            avg. 2 hours 24 minutes

                                                                            Price per night from

                                                                            $1,701

                                                                            (17) Excellent 

                                                                              24

                                                                              Villa Fay Perfect getaway for couples or families

                                                                              Anguilla

                                                                              Anguilla house

                                                                              3 8 3 nights min

                                                                              • 3 bedrooms
                                                                              • sleeps 8
                                                                              • 3 nights min
                                                                              • Beach / lakeside relaxation
                                                                              • Swimming pool
                                                                              • Child Friendly
                                                                              “Heaven in anguilla” 8 of us just stayed 2 weeks at Villa Fay, in anguilla! The villa is simple beautiful Sonja and Leroy ( housekeeping staff) were very kind and helpful! The villa is very very big, with the best view to the ocean and St. Marteen. Loc
                                                                              …see more

                                                                              Price per night from

                                                                              $440

                                                                              Price per night from

                                                                              $440

                                                                              About Anguilla

                                                                              Anguilla is one of the Caribbean's hidden gems. Tourism is a relatively recent phenomenon on this island nation, and as such, Anguilla offers visitors an authentic glimpse into the Caribbean lifestyle and a clean slate for exploration and adventure. While its profile has been rising in recent years, Anguilla is still one of the quietest and least-visited corners of the Caribbean, making it ideal for those who want to get off the beaten path to enjoy the sunshine, sand and surf without fighting huge crowds.

                                                                              If you're visiting Anguilla, here are some suggestions for activities to add to your itinerary:

                                                                              • Rendezvous Bay: Considered by many to be the country's best beach, Rendezvous Bay is one of several spectacular stretches of sand and surf where you can go to revel in the glorious tropical sunshine. This is the perfect setting for Anguilla weddings and Anguilla honeymoons.
                                                                              • Historical tours: The history of Anguilla is far more complex and epic than many visitors initially realize. If you want to educate yourself on the culture and history of the island, you can take a guided tour of The Valley, the island's capital city, and the surrounding area.
                                                                              • Rainforest tours: The interior of Anguilla is filled with lush, perfectly preserved, tropical rainforests.
                                                                              • Swimming with dolphins: Seasonally, dolphins swim along the coast of Anguilla, and with the help of an experienced guide, you can enjoy the unique thrill of swimming with a dolphin in its natural habitat.
                                                                              • Wallblake House: This impressive plantation dates back to 1787, and the beautiful architecture and landscaped grounds offer a unique way to spend a day away from the beach.

                                                                              If you're visiting Anguilla during March, be sure to check out the Moonsplash Festival, which features the music and arts of the island. Heading to an Anguilla spa is also a must for beauty-conscious visitors looking to pamper themselves.

                                                                              Staying in a vacation rental offers visitors a more rewarding experience than a hotel. Experience Anguilla from the comfort of your very own beach villa or condo and enjoy all the comforts of home at affordable rates.

                                                                              If you want to do more island hopping, Anguilla is located near Puerto Rico, and it's an easy journey to San Juan. It is also in close proximity to the British and U.S. Virgin Islands, Antigua and Barbuda, and St. Kitts and Nevis.