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

When you choose to book with Villas of Distinction for MileagePlus, you can exclusively earn 3 miles per $1 spent on your villa experience, excluding taxes, fees and optional fees.
To qualify for 3 miles per $1 spent, bookings must be made through the Villas of Distinction for United MileagePlus program. Miles earned are awarded to only one traveler per villa booking. The actual number of miles earned by a member will be based upon the total base nightly villa rate excluding taxes, fees and optional fees. MileagePlus number must be provided prior to travel for mileage offer to be fulfilled. Miles are posted to member's accounts 6-8 weeks after travel has been completed. Bookings must be paid in U.S. currency. New bookings only. Offers are subject to availability, capacity-controlled and may be changed or withdrawn at any time without notice. Other restrictions may apply.

Cyber week starts now. Enhance your villa escape with up to $2,000 Cashback - Paid Upon Deposit. 

Booking Value:

  • $5,000 – $15,000 = $150 Cashback
  • $15,001 – $25,000 = $250 Cashback
  • $25,001 – $35,000 = $350 Cashback
  • $35,001 – $50,000 = $500 Cashback
  • $50,001 – $75,000 = $750 Cashback
  • $75,001 – $100,000 = $1,000 Cashback
  • $100,001+ = $2,000 Cashback
Offer valid for new bookings made between 11/23/25 - 12/06/25 for travel between 11/24/25 - 12/31/26. Amount is based on the base villa cost only. Minimum booking value applies. Cash back will be paid in a Villas of Distinction Visa® Prepaid Card upon deposit. Villas of Distinction Visa® Prepaid Card is issued by MetaBank®, N.A., Member FDIC, pursuant to a license from Visa U.S.A. Inc. No cash access or recurring payments. Can be used everywhere Visa debit cards are accepted. Card valid for up to 12 months; unused funds will forfeit after the valid thru date. Card terms and conditions apply. Offer is valid for travel advisors’ clients. The Villas of Distinction Prepaid Card will be mailed directly to the travel advisors’ client within 30 days of deposit. Client mailing address must be provided. 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
April 15, 2025 - December 14, 2025
5 5 $ 3,500 *
April 15, 2025 - December 14, 2025
6 5 $ 4,500 *
December 15, 2025 - December 19, 2025
5 7 $ 4,500 *
December 15, 2025 - December 19, 2025
6 7 $ 6,000 *
December 20, 2025 - January 10, 2026
Christmas/New Year's 		6 14 $ 9,000 *
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
6 7 $ 6,000 *
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 Villa 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 $249 Accidental Damage Waiver applies to every reservation.

Calendar

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Location

Villa information may change without notice and should be confirmed with our villa rental specialists.