Ocassa

Caribbean / Anguilla / Sandy Ground

This captivating villa has breathtaking views, a distinctive design, and is perfectly positioned to face beautiful sunsets.

up to 5
Bedrooms
up to 10
Guests
4
Bathrooms
Min. Nights Upon Request

Overview

Ocassa offers you a refined island experience, blissfully filled with days kissed by beautiful sunlight and nights caressed by cool island breezes. Perched picturesquely above the legendary Sandy Ground in Anguilla, Ocassa is the true picture of island paradise. It is one of the tropical treasures of the Caribbean, exclusively designed to provide you with the best in privacy, service, facilities, and, ultimately, a relaxing and invigorating experience. Each bedroom is well decorated with beautiful views of Anguilla which beckon you to a restful repose.

Ocassa was designed to satisfy your every indulgence with an infinity edge pool, a large terrace with four chaise lounges, and home entertainment systems featuring HD TV. There are two master suites with en-suite baths, two guest bedrooms which share a bath, and a fifth bedroom on a lower level with an outside entrance. The kitchen is well equipped with all modern appliances, a bar with seating for three, and a dining table for six.


Features

5 Bedrooms, 4 Bathrooms

Sleeps 10 Guests

Safes

Air conditioning (bedrooms only)

Wireless internet

Infinity pool

Beach towels

Washer and dryer

Iron/Ironing board

Walk-in shower

Jetted tub

Bidet

Hair dryers

Television in bedrooms

Cooler

Coffee maker

Blender

Dishwasher

Cooler

Dishwasher

Screens

Ceiling fans

Barbecue (gas)

Cable TV

DVD player


Details

Bedroom Details

Master Bedroom One (Upper Level): King-size bed, en-suite bathroom with bidet, jetted tub, and shower
Master Bedroom Two (Main Level): King-size bed, en-suite bathroom with tub and shower
Bedroom Three (Main Level): Queen-size bed, shared bathroom with bedroom four
Bedroom Four (Main Level): Queen-size bed, shared bathroom with bedroom three
Bedroom Five (Guest Apartment - Lower Level): King-size bed, outside entrance, sitting room, kitchen, terrace, en-suite bathroom

Bathroom Details

Bidet and jetted tub (bedroom 1)
Tub (bedroom 2)

Beach Details

Sandy Ground Beach

Pool Details

Private infinity edge swimming pool

Staff and Services

Housekeeping

Villa Notes

Non-smoking


Exclusive Offers

Your villa is just the beginning. With up to $750 in concierge credits, the stay can have built‑in extras that make every day feel carefully planned without you lifting a finger.

When you book a qualifying villa stay, you’ll receive a concierge credit based on the value of your booking:

  • Spend $5,000–$14,999: Receive a $200 Concierge Credit
  • Spend $15,000–$49,999: Receive a $500 Concierge Credit
  • Spend $50,000 or more: Receive a $750 Concierge Credit

Use your concierge credit toward handpicked services and experiences — think private chefs, in‑villa spa treatments, airport transfers, grocery pre‑stocking, and curated local adventures. Our concierge team will handle the details so you can simply arrive, exhale, and enjoy.

The villa is your home away from home. The concierge credit is everything that makes it unforgettable.


Offer valid on new bookings made between 3/5/26 and 4/1/26 on travel now through 12/31/26. Valid for select pre-paid services only. Services offered are subject to availability. No cash value. The value of any unused credit is non-refundable. Credit cannot be applied towards booking value. Minimum spend of $5,000 applies. Amount is based on the base villa cost and excludes taxes, fees, and security deposit. May not be combinable with other offers. All offers are subject to availability and may not apply to all villas or travel dates. Other restrictions may apply; please call for full details.

Rates

Travel Dates Bedrooms Min. Night Stay Nightly Rates
January 05, 2026 - April 14, 2026
3 5 $ 1,060 *
January 05, 2026 - April 14, 2026
4 5 $ 1,271 *
January 05, 2026 - April 14, 2026
5 5 $ 1,588 *
April 15, 2026 - December 14, 2026
3 4 $ 845 *
April 15, 2026 - December 14, 2026
4 4 $ 954 *
April 15, 2026 - December 14, 2026
5 5 $ 1,060 *
December 15, 2026 - December 18, 2026
3 5 $ 1,060 *
December 15, 2026 - December 18, 2026
4 5 $ 1,271 *
December 15, 2026 - December 18, 2026
5 5 $ 1,588 *
December 19, 2026 - January 04, 2027
Christmas/New Year's
5 10 $ 2,647 *
USD rates above based on approximate currency conversion. Holiday dates may not be listed in rate chart. Rates are subject to change without notice. Please confirm rate, holiday dates, and currency with your vacation specialist at time of booking.

Check In Times

Check in: 03:00 PM - Check out: 11:00 AM

Tax Service Charge Details *

Rates are per night and include 13% government tax and 10% service charge

Security Deposit Details

Security deposit is pre-collected and amount varies by villa. Please confirm with a villa specialist.

Minimum Stay Details

4 nights minimum during Low Season; 5 nights minimum during High Season; 10 nights minimum during Christmas/New Year's - Minimum night stay may vary by villa. Please contact a villa specialist to confirm.

Accidental Damage Waiver

A $299 Accidental Damage Waiver applies to every reservation.

Calendar

*Please contact us for availability.


Location

Villa information may change without notice and should be confirmed with our vacation specialist.