Second Thought

Caribbean / Barbados / St. James

Welcome to Second Thought, a beautiful villa on the prestigious Sandy Lane Estate.

up to 6
Bedrooms
up to 12
Guests
6
Bathrooms
Min. Nights Upon Request

Overview

Second Thought sits on over 6 acres of lush, private gardens complete with a palm thatched dining gazebo, serene ponds and a quaint bridge.

There are a total of 6 suites in this charming villa. Two spacious master suites with private balconies are found on the upper floor while the remaining guests suites, each with en-suite bathrooms, are on the ground floor and offer direct access to the pool area and gardens.

Step into the drawing and dining room, where you’ll be greeted by breathtaking views of the junior Olympic size pool. Adjacent to this inviting space is a gourmet kitchen, perfect for culinary enthusiasts. The family room provides ample space for various activities or simply a cool retreat.

At the heart of it all is the stunning swimming pool and the surrounding patio which sets the stage for family gatherings and intimate dinners. Additionally, the pool pavilion offers a shaded oasis for afternoon refreshments or energizing morning workouts.

Private and tranquil, Second Thought offers the perfect oasis for peaceful family getaways. 


Features

6 Bedrooms, 6 Bathrooms

Sleeps 12 Guests

Air Conditioned Bedrooms

By Special Request and Additional Cost

Complimentary Wi-Fi

Junior Olympic Size Pool

Laundry Area

Gourmet Kitchen

Hairdryer

Alfresco Dining Table - 8 Seats

Alfresco Dining Table - 6 Seats

Indoor Dining Table - 8 Seats

Sun Loungers

Security Safe

Parking

Gazebo

Ceiling Fans

Media Room

Cable TV

Beach Towels Provided

Office Area

Desk with Chair


Details

Bedroom Details

Bedroom One (upstairs): King Bed, TV, Private Balcony
Bedroom Two (upstairs): King Bed, TV, Private Balcony
Bedroom Three (downstairs): Two Twin Beds, Ensuite Bathroom, Direct Access to Pool and Garden
Bedroom Four (downstairs): King Bed, TV, Ensuite Bathroom, Direct Access to Pool and Garden
Bedroom Five (downstairs): Two Twin Beds, Ensuite Bathroom, Direct Access to Pool and Garden
Bedroom Six (downstairs): King Bed, Ensuite Bathroom, Direct Access to Pool and Garden

Beach Details

Paynes Bay Beach: 5 minute drive
Sandy Lane Beach: 5 minute drive (20 minute walk)
Mullins Beach: 20 minute drive

Pool Details

Private Pool

Staff and Services

Housekeeper
Additional housekeeper included during winter and premium seasons
Villa manager

Staff and Services (at Additional Cost)

Cook/Chef

Location Details

Grantley Adams International Airport: 40 minute drive
Sandy Lane Country Club: 5 minute drive
Folkestone Marine Park & Visitors' Centre: 10 minute drive
Limegrove Lifestyle Centre: 10 minute drive
Bridgetown: 20 minute drive
Holetown: 10 minute drive
Speightstown: 20 minute drive

Villa Notes

Special Conditions apply for bookings over the Holiday Season
Rates may be subject to a Service Charge
Rates are listed in US Dollars per night
Rates may be subject to change at any time


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 11, 2026 - April 14, 2026
5 7 $ 4,500 *
January 11, 2026 - April 14, 2026
6 7 $ 6,000 *
April 15, 2026 - December 14, 2026
5 5 $ 3,500 *
April 15, 2026 - December 14, 2026
6 5 $ 4,500 *
December 15, 2026 - December 19, 2026
5 7 $ 4,500 *
December 15, 2026 - December 19, 2026
6 7 $ 6,000 *
December 20, 2026 - January 10, 2027
Christmas/New Year's
6 14 $ 9,000 *
January 11, 2027 - April 14, 2027
5 7 $ 4,500 *
January 11, 2027 - April 14, 2027
6 7 $ 6,000 *
April 15, 2027 - December 14, 2027
5 5 $ 3,500 *
April 15, 2027 - December 14, 2027
6 5 $ 4,500 *
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.

Tax Service Charge Details *

Rates are subject to a Shared Economy Levy of 10%. Rates may be subject to a Service Charge of 2.5%

Security Deposit Details

$10,000

Minimum Stay Details

5 nights minimum during Summer; 7 nights minimum during Winter; 14 nights minimum during Festive. Minimum night stay may vary. Please contact a villa specialist to confirm.

Accidental Damage Waiver

A $299 Accidental Damage Waiver applies to every reservation.

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Location

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