Alleynes Bay, Beachfront hosted by Monique Truss
About this listing
Maddox is an exclusive Barbados beachfront villa located in The Garden, St. James , one of the island’s most coveted addresses. Once the private residence of renowned architect Oliver Messel, this timeless estate blends old-world sophistication with contemporary Caribbean luxury.
Tucked away in lush tropical gardens, Maddox offers direct access to a secluded white-sandy beach and boasts panoramic views of the Caribbean Sea. The setting is exceptionally private yet perfectly positioned, just minutes from world-class golf at Sandy Lane and Royal Westmoreland, and a short drive to Holetown’s upscale restaurants, designer boutiques, and beach bars.
The beachfront holiday villa itself is an architectural masterpiece, with grand coral stone columns, Messel-style balconies, and exquisite detailing throughout. An expansive private pool is framed by tropical landscaping, while a poolside bar, open-air lounge, and sea-facing gazebo create ideal spaces for entertaining or quiet relaxation. Evenings are best spent dining al fresco beneath the stars at the handcrafted 12-seat coral stone table on the romantic oceanfront terrace.
Inside, seven en-suite bedrooms are thoughtfully spread across the Main House and two guest cottages, offering both luxury and privacy for up to 14 guests. The master suite is a standout, with antique furnishings, vaulted ceilings, and a private balcony overlooking the sea. High-end finishes, marble floors, and bespoke décor elevate the interiors, which also include a refined living area, entertainment lounge, and dedicated home office.
With a full team of staff, including a private chef, butler, housekeepers, and 24/7 security, Maddox delivers a seamless, fully serviced experience for those who expect nothing less than the extraordinary. Whether for a family escape, a romantic retreat, or a private gathering with friends, Maddox is a rare and refined sanctuary on Barbados’ platinum coast.
Seasonal Rates
| Season | Bedrooms | Dates | Rate |
|---|---|---|---|
| Summer | 7 | Apr 15 to Dec 14 | $9,500 |
| Winter | 7 | Dec 15 to Apr 14 | $13,500 |
| Christmas | 7 | Dec 20 to Jan 10 | $22,000 |
Please note 10% Shared Economy Levy (SEL tax) plus 2.5% Service Charge is due on the total rental cost of each villa.
Details
- ID: 16371
- Guests: 14
- Bedrooms: 7
- Bathrooms: 7.5
- Check-in: 3:00 PM
- Check-out: 12:00 PM
Services
- Housekeeper(s) Included
- Butler Included
- Laundress Included
- Chef Included
- Chef Assistant Included
- Security
- Night security included
Availability
- Minimum stay from 5 Nights
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February 2026
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- Pending
- Booked
Prices
- night: from $9,500
- Security deposit: from $10,000
- Minimum days of a booking: 5
Accommodation
- Master Bedroom
- 1 Super King Bed
- 2 Guests
- Bedroom 2
- 1 King Bed
- 2 Guests
- Bedroom 3
- 1 Super King Bed
- 2 Guests
- Bedroom 4
- 2 Twin Beds
- 2 Guests
- Bedroom 5
- 1 King Bed
- 2 Guests
- Bedroom 6
- 1 King Bed
- 2 Guests
- Bedroom 7
- 1 King Bed
- 2 Guests
Features
Amenities
- Air Conditioning
- Alfresco Dining
- Barbecue Area
- Beach Butler Service
- Beachfront
- Ceiling Fans
- Games Room
- Loungers & Umbrellas
- Panoramic Views
- Parking
- Private Bar
- Private Terrace
- Safe
- Sea View
- Swimming Pool
- Wi-Fi
Map
Terms & rules
- Smoking allowed: Yes
- Children allowed: Yes
All deposit amounts paid are non-refundable. The following cancellation policy applies to all reservations:
For Winter & Summer cancellation, 60 days prior to arrival will incur a penalty of 25% of the rental.
For Winter & Summer cancellation, 59 days or less prior to arrival will incur a penalty of 100% of the rental.
For Christmas bookings, the deposit and balance payments are non refundable
In the event of cancellation, the Company reserves the right to cancel the booking and the deposit is forfeited if the balance of the rental is not paid by the Client on or before the due date as per the balance invoice. The rental must be canceled within the time periods noted above in order to recover the balance of rent otherwise full rent will be forfeited, unless the house is re-rented for that time. In the case of Christmas rentals, the rent is Non-Refundable.
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