Best Anguilla Villas of 2019

Anguilla is known first and foremost for its white sand beaches, great restaurants, and friendly locals. This small, quiet island has an authentic Caribbean feel. There are top-notch restaurants, luxury hotels, and villas, yet the island exudes a carefree, barefoot attitude. There’s something for everyone - and everyone is someone - on Anguilla. This island is so sweet, its name rhymes with vanilla. At WhereToStay, we’re dedicated to helping you find the perfect vacation rental for your next Caribbean getaway. Anguilla is one of our favorite islands, and we would love for you to experience it. To make your planning process easier, we’ve listed a few of our top villa rentals on the island.

Fletch’s Cove is one of my favorite choices for a romantic getaway or a vacation for a couple with kids ages 16 or older. This two-bedroom villa enjoys amazing views, a waterfront location, and warm interiors at a phenomenal value. The sunbathed exterior is ideal for lounging, snoozing, and dining al fresco. Best of all, the sea is a short walk away so you can easily take an afternoon swim, collect seashells, or snorkel.

If you love the beach, Sandcastle Beach House is perfect for you. This villa sits right on Limestone Bay and enjoys a tranquil location, yet is still close to all the best restaurants and activities on the island. There are tons of amenities inside and out, from kayaks and stand up paddle boards to a SONOS System and ultra-modern kitchen. If you want to celebrate, host a wedding, or bring the whole family, you can rent Sand Castle Villa for a total of seven bedrooms.
Sand Castle Villa is ideal for families with kids, and gives you plenty of space for the bridal party, extended family, or your best friends to enjoy Anguilla’s luxury.

The Long Bay Villas encompass three gorgeous rentals - Sand Villa, Sea Villa, and Sky Villa - that can be rented separately or together. These beachfront villas offer resort-like amenities, proximity to world-class golf and dining, and currently have a free-night-stay special. Each villa offers a private pool and hot tub, BBQ grills, laundry facilities, al fresco dining, air-conditioning, and five or six bedrooms with ensuite baths and outdoor showers. Private staircases lead to the white-sand beach, where guests can enjoy beachside service, cocktails, and water sports equipment. Daily butler service, housekeeping and breakfast are included, so every guest can sit back and relax. Book a 6 night stay before March 31, 2020 and get the 7th night free!

Nevaeh is absolutely heavenly, with amenities that top most other luxury villas on Anguilla. The villa’s golf simulator, movie theater, media room, and gym are just the beginning of what makes this villa stand above the rest. You can spend your days relaxing in the multi-level pool, sipping cocktails by the sea, or sunbathing on Long Bay Beach. Work up a sweat on the villa’s tennis courts, basketball court, or beach volleyball pit. The villa’s ATVs are totally road-worthy, and you can take them to Meads Bay Beach. Nevaeh offers a fully staffed option that includes the addition of a chef, and it's also a beautiful spot for a wedding or special event.

Ani Villa Estate
If you’re looking for luxury on a massive scale, Ani Villa Estate’s two villas are perfect. Altogether, the Estate has 10 bedrooms, two pools, a full staff, a fitness center, and a tennis court. You can rent one villa for your family and friends, or both villas for larger groups. Each villa has a sunbathed pool deck, modern technology, and contemporary interiors. Secluded Little Bay Beach is nearby where you can snorkel or jump off the boulders. Anguilla's amazing white sand beaches are less than 15 minutes from the Estate.

The WhereToStay team would love to help you find the perfect Anguilla villa for your next Caribbean getaway. If you're interested in any of the villas above, click on the villa’s name in blue and you'll be led to the property's booking page. U.S. readers can call 800.869.8017 to contact one of WhereToStay's Caribbean villa experts, and international readers can call 214.350.6220.