Property Type
Search by Property name

Anguilla Vacation Rentals

Vacation Rental Homes, Condos, Cabins, Villas & Beach Houses in Anguilla from top rental companies and trusted homeowners.

For a small country, Anguilla is thriving with great attractions for people of all ages who are staying on the island in condo rentals, house rentals, and vacation rentals. Get a taste of international cuisine while overlooking stretches of powdered white sand beaches. Enjoy a day out on the town with luxury shopping, live music, and recreational sporting. Whether you are looking for some down time or get your heart pumping, Anguilla has no shortage of activities.


Anguilla offers visitors of vacation rentals both water and land amusements such as museums, sunbathing, waterparks, galleries, and swimming. For beach lovers, walk on stretches of stretches of white sand beaches and dip in clear, warm aqua waters. Some of the most popular places to enjoy the island's pristine coastline are Shoe Bay East, Meads Bay Beach, and Rendezvous Bay Beach. For others ready to sightsee on land, visit one of the islands few plantations, Wallblake House, for an interesting look at Anguilla's history. 


Anguilla boasts a wide of array of cuisine from around the world despite the country' small size. Find beach side restaurant terraces serving classic Caribbean, French, Italian, Mexican, and American food. However, don't miss out the country's most delicious and ample food resource – local seafood. With no shortage, menu's on food vans and barbecue stands are abundant with seafood dishes that include spiny lobster, marlin, crawfish, mahi-mahi, and red snapper.  


Throughout the year, this small island has diverse entertainment events near house rentals, vacation rentals, and condo rentals. Immerse yourself in the country's festival scene sprinkled across the winter and summer months. Visit the Moonsplash three-day reggae festival showcasing local and abroad talent. For summer fun, the Anguilla Summer Festival hosts music, boat racing, and carnival parades. Mid-year, walk down to the ocean's front for Anguilla's major sporting event - boat racing. During the high season, many hotels and restaurants also offer live entertainment on Fridays and Saturday's. Check with your hotel or vacation rental by owner host to get more information on live music and nightlight events.  


With luxury tourism bringing foreigners into the island, Anguilla's shopping experience has expanded from a few souvenir shops to more modern shopping options. Little shops, markets, and boutiques sitting alongside beachside hotels and luxury hotels offer a mix of local and imported treasures. Find an array of shops for fine jewelry, fresh produce, designer casual or night wear, and spirits. Whatever your shopping therapy entails, Anguilla has a wide selection of shopping to satisfy its visitors near condo rentals, vacation rentals, and house rentals.


If golfing is your forte or you're looking to enjoy a good game of golf, Anguilla has golfing courses ready for any vacation renter looking to play. For the ultimate golf experience, visit the CuisinArt Golf Resort & Spa for their newly created five-star golf course designed by golf legend Greg Norman. Since its opening in 2006, this year-round, 18th hole golf course has come to be known as the Caribbean's best golfing course - with breathtaking panoramic scenes. 

Water Sports and Fishing 

Surrounded by water, Anguilla has no shortage of water sports and fishing activities. Head to the local water sports renters shop to get equipment to kitesurf, kayak, paddleboard, surf, sail, and snorkel. If fishing is on your to-do list, visit fishing charters for a trip to the best fishing sports. Keep in mind that fishing recreationally such as spearfishing and trapping is not permitted and you will need a permit to fish.