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AA20 – Anguilla – 10 bedrooms

A clifftop eyrie perched above Little Bay on Anguilla’s northern shoreline, AA20 offers an entire, private resort on this jewel of a Caribbean Island, designed exclusively for a single group of guests. Surrounded by indigenous flora on three sides, the two-acre (half a hectare) property embraces awe-inspiring, azure views of the Atlantic Ocean just a four-minute stroll from secluded Little Bay Beach. Consummately private yet easily accessible, AA20 can accommodate up to 20 guests across four Ocean View Suites, two Ocean View Guestrooms, and four Guestrooms. These are housed in two separate villas resting side by side.

Called North and South, the villas are almost perfect mirror images of each other in their striking contemporary design, boasting tiered terraces and roof decks over three stories to maximize the all-encompassing sea views. Both villas are fronted by private swimming pools and a host of atmospheric areas including viewing platforms, alfresco hot tubs, and cliffside pavilions. Extra-height, floor-to-ceiling glass windows and doors bring the light and views within each villa. Living, dining, and entertainment areas are positioned on the ground floor, while the magnificent Ocean View Suites take pride of place on the second and third floors, opening onto private balconies with stunning sea views. Ocean View Guestrooms also offer sea views, while the four Guestrooms either overlook the tennis court inland or claim immersive garden views.

A private paradise seemingly perched between heaven and sea, AA20 offers every facility and service a group of guests could possibly desire during their stay. Terraces wrap around sparkling swimming pools; the air-conditioned gym includes a Peloton bike; a tranquil spa treatment room is situated beside the tennis court; and two golf carts are available for getting to and from Crocus Bay Beach. The resort’s discreet and dedicated team of up to 20 staff is available around the clock to tailor every detail – from special half-board dining, spa treatments, and cultural excursions, to kids’ activities and exploration of the region – to ensure a bespoke experience that defies expectations.

Breakfast and lunch or dinner are served each day in different settings across the resort, with every menu tailored according to guest preferences to surprise and delight. Free-flow beverages including juices, premium spirits, cocktails, and wines can be enjoyed whenever a guest desires. Up to six spa treatments per day are included, as well as tennis lessons, guided cycling tours, movies by moonlight, cooking classes, a beach BBQ, non-motorized watersports, and much more. Complimentary roundtrip airport transfers make traveling to AA20 a breeze, and up to four hours of complimentary babysitting and a daily children’s activity program keeps kids entertained.

Beyond the comprehensive inclusions, the expert local team can arrange any possible experience offered on Anguilla and its surrounding islands and cays, ensuring that transportation is booked, and costs are clear. Take a private surfing lesson, learn the Caribbean steel drums, or enjoy private yoga and personal training sessions on the clifftop. Explore the north coast’s reefs while scuba diving, try your hand at seasonal salt-picking, or play the Greg Norman-designed Aurora Anguilla golf course.

– 10 bedroom suites sleeping 20 adults plus some children (under 12)
– Two infinity-edge, fresh-water swimming pools
– Poolside dining areas in both villas
– Shaded poolside day beds in both villas
– Rooftop hangout areas in both villas
– Clifftop, open-air events pavilion
– Almost two acres (half a hectare) of landscaped gardens
– Two open-air hot tubs set within the gardens
– Multiple open-air settings, ideal for afternoon tea and alfresco dining
– Floodlit tennis court with artificial grass and basketball hoop
– Living room and dining area on the ground floor of each villa with smart TVs and views out to sea
– Bar, pool table, and shuffleboard
– Fully-equipped, air-conditioned gym with Peloton bike
– Spa treatment room
– Elevator (in South Villa)
– Wheelchair accessible
– Pool lift (available on request)

Guest privileges (including in the cost):
– Half-board gourmet meals
– Free-flow beverages including premium spirits, cocktails, wines, soft drinks, and fresh juices
– Daily snacks and treats, homemade sorbet and ice-cream, and freshly baked cakes
– One beach BBQ lunch per stay
– Cooking classes with the head chef
– Caribbean rum tasting
– Cocktail mixology sessions
– One sunset cruise per stay
– Guided cycling tours and local walks
– Mountain bikes available for adults and kids
– Stand-up paddleboards, crystal kayaks, and snorkeling equipment provided
– Movies by moonlight for adults and kids
– One DJ music night per stay
– Up to 6 spa treatments per day with a range of massages (holistic, deep-tissue, head and foot) to choose from
– Tennis lessons and hitting sessions with on-site tennis pro
– Complimentary babysitting (up to 4 hours per day)
– Daily children’s activity program with face painting, arts and crafts including pebble painting, kite making and flying, kid’s cooking/baking classes, and more
– Shuffleboard and other games
– Round-trip car transfers from Blowing Point Pier or Clayton J. Lloyd International Airport (AXA) on Anguilla, once per group
– VIP arrival and departure airport experience at Juliana International Airport (SXM) on Sint Maarten Island
– Daily laundry (excluding dry cleaning)
– International calling and high-speed WiFi
– Netflix, Apple TV, and Apple Music in every room

– Beach hopping by boat or cruises to cays offshore
– Seasonal salt picking experience from May to September
– Reef and wreck scuba diving along the north coast
– Private surfing and kite surfing lessons
– Playing the Greg Norman-designed Aurora Anguilla golf course
– Caribbean steel drum lessons
– Personal training and private yoga/Pilates classes
– Exploring the island’s caves and sacred springs
– Discovering The Valley and its colonial architecture
– Birdwatching excursions
– Deep-sea fishing
– Horseback riding on the beach
– Bands, DJs, fireworks, fire shows, and more


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