Grand Outlook is a breathtaking 7,000+ square foot villa, ideally located near Crocus Bay, one of Anguilla’s picturesque beaches, perfect for relaxation. Fully renovated in 2022, the villa features modern furnishings with charming wooden accents, creating a warm and inviting atmosphere.
The villa offers four spacious bedrooms, each with sweeping ocean views and private patios where you can enjoy Anguilla’s stunning sunsets. There are two primary suites with king beds, large bathrooms, and outdoor showers, as well as two equally generous queen suites, each with en-suite bathrooms.
Every bedroom, along with the expansive living and dining areas and the chef’s kitchen, is fully air-conditioned. The villa’s unique design includes a star deck roof, offering nearly 360-degree views of Anguilla and its surroundings.
Guests can relax by the 400-square-foot infinity-edge pool, explore Crocus Bay, Anguilla's only marine park, or let the personal concierge arrange exciting island activities. Just a 3-minute walk away, Davida’s beach bar offers a delightful spot for lunch, kayak or paddleboard rentals, and even a boat ride to the famous Little Bay with local fisherman Calvin.
Bedroom 1: First floor Master bedroom with a king-size bed, A/C, ceiling fan, WiFi, TV, safe, sea view, private balcony, hammock, and en-suite bathroom with outdoor shower, double vanity and WC. 2 guests maximum.
Bedroom 2: First floor bedroom with a queen-size bed, A/C, ceiling fan, WiFi, TV, safe, sea view, private balcony, hammock, and en-suite bathroom with shower, vanity and WC. 2 guests maximum.
Bedroom 3: Ground floor Master bedroom with a king-size bed, A/C, ceiling fan, WiFi, TV, safe, sea view, private terrace, hammock and en-suite bathroom with shower, double vanity and WC. 2 guests maximum.
Bedroom 4: Ground floor bedroom with a king-size bed, A/C, ceiling fan, WiFi, TV, safe, sea view, terrace, hammock, and en-suite bathroom with outdoor shower, double vanity and WC. 2 guests maximum.
Interior Access Bedrooms: 4
- Air Conditioning - Bedrooms
- Air Conditioning - Kitchen
- Air Conditioning - Living Area
- Alfresco Dining Area
- Balcony
- Beach Towels
- Bed and Bath Linens
- Ceiling Fans
- Children Welcome
- Dryer
- Hammock
- Internet
- Outdoor Grill
- Outdoor Shower
- Patio/Terrace
- Sunbed
- TV - Flat-Screen
- TV - in each Bedroom
- View - Ocean/Sea
- View - Sunrise
- View - Sunset
- Washer
- WiFi
- Gardener
- Housekeeper(s)
- Personal concierge
- Pool Person
- Property Manager on Call
- Welcome basket
- Outdoor
- Private
- Reservation deposit is 50%. Full balance is due 90 days prior to arrival.
- Holiday/Festive Booking Condition: 50% deposit required. Balance due by September 1st.
- Cancellation Policy: All payments are nonrefundable.
- Check In / Check Out: 3pm / 11am
- Damage Deposit: $1,000.00
- Children Welcome (all ages)
- No Pets Allowed
- No Smoking
- Airport meet and greet with escort
- Provisions and groceries are not included
- Rates are set in US Dollars. Prices in other currencies may fluctuate.
- Utilities included
- Villa orientation
Once a vacation home is selected, the pampered adventure begins. Our concierge team will assist with creating a magical and immersive vacation experience. Our services include
- Arrival Logistics & Transfers *
- Chef and Catering Services *
- Excursions
- Experiences & Activities
- In Villa Spa Services *
- Private Charters *
- Provisioning/Pre-Stocking
- Rental Cars with Free Delivery *
- Rental Equipment (crib, kayak, etc)
- VIP Fast Track Arrivals *
While available for advanced requests, the concierge team connects with guests 30 days prior to arrival to coordinate arrivals and to reserve desired services and experiences. Guests with scheduled Christmas/New Year stays will be contacted 90 days prior to arrival.
For example, a 5 bedroom villa that offers a 3 bedroom rate will be the exclusive use of the guest but two bedrooms and their en-suite bathrooms will be locked off. Capacity is capped at 2 guests per bedroom.
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Book your winter villa escape and enjoy up to US$ 1,000 in concierge credit to elevate your stay with private chefs, spa services, yacht charters, rental cars, airport transfers, and curated experiences.
Offer ends: February 4, 2026
Winter Concierge Credit Tiers
• US$ 200 concierge credit on bookings between US$ 5,000 and US$ 9,999
• US$ 500 concierge credit on bookings between US$ 10,000 and US$ 19,999
• US$ 1,000 concierge credit on bookings of US$ 20,000 or more
Booking window: January 20– February 4, 2026
Terms and conditions
• Credit is based on total booking value before taxes and fees
• Credit applies to experiences only and cannot be used toward villa rental, taxes, or fees
• Credit must be used during the booked stay and expires at checkout
• Cannot be combined with other offers and has no cash value
• Valid only on new reservations made within the booking window
Offer cannot be combined with other offers | Offer based on availability | Minimum night stay required | Non-transferrable | No cash value | Promotion is only valid on new reservations | Black-out dates may apply | Rates subject to tax and service charge | Credit can only be used on one selected service and cannot be split between multiple services.
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