Extended Stays in Anguilla

Let Four Seasons Resort and Residences Anguilla be your private, fully customizable home away from home. Ranging from one to five bedrooms, our villas, townhomes and private residences offer all the comfort of a vacation rental coupled with around-the-clock service. A perfect option for stays of one month or more.

Contact us to reserve your extended stay. +1 (800) 201-9580 Email

Exclusive Benefits for stays of a month or more:

  • Preferential rate
  • Roundtrip transportation between the Resort and airport
  • Complimentary parking for one car
  • Twice-weekly private fitness sessions with a professional fitness trainer
  • Personal Concierge contact throughout your stay
  • Private consultation on arrival with our concierge team to tailor your learning and programming options
  • Consultations with Chef and our Spa team to personalize your culinary and wellness plan
  • Complimentary premium Wi-Fi connection throughout your stay
  • Exterior view of five-bedroom, white beachfront villa at dusk, two storeys with floor-to-ceiling illuminated windows
All residential accommodations feature gourmet kitchens, expansive living areas, washers/dryers and private balconies with plunge pools. The Villas include all residential features plus private pools, hot tubs, outdoor showers and outdoor kitchens, stunning ocean views and a private Residential Assistant to provide around-the-clock services. From chef-cooked meals to a fridge fully stocked for you to prepare a favourite specialty, no detail is overlooked.
Enjoy the ultimate escape with an exclusive experience combining the convenience and security of private air travel with Tradewind Aviation and a 30-day personalized stay in an oceanfront penthouse. Your party of eight guests can enjoy private air travel from San Juan to Anguilla with the luxury airline and accommodations in a 6,050-square-foot penthouse, complete with three spacious suites, a full gourmet kitchen, well-appointed living and dining areas and an expansive private terrace with a infinity plunge pool. A personal residential assistant is on-hand to customize stays with additional complimentary services including twice-weekly private fitness sessions with a professional trainer, daily breakfast and round-trip transportation between Anguilla Airport and the Resort. Valid from January 1 to April 30, 2021.
Contact us to reserve this experience. +1 (800) 819-5053 Contact
  • One-Bedroom Ocean-View Suite living room with white sofa and armchairs, patio door with ocean view
Perfect for remote workers looking to replace a virtual background with an ocean view and recharge body and mind with the extraordinary natural beauty of Anguilla.
  • View from inside to indoor-outdoor living rooms with sofas, chairs, patio umbrellas and ocean in background
Supervised by friendly counsellors, the Resort’s complimentary Virtual Classroom allows children to focus on schoolwork while you enjoy time off or settle into work-from-home routines. Teenagers will find respite from screen time in after-school activities such as swimming, tennis lessons, basketball and even a climbing wall.
Explore the Island’s 33 pristine beaches, enjoy some of the finest restaurants in the Caribbean, and participate in local life to learn why Anguilla has been voted #1 island in the Caribbean for the past four years.
Contact your travel professional or the Resort to reserve your extended stay. +1 (800) 201-9580 Email