A housekeeper or house manager on site, listed under Staff and services.
198 homes in 5 destinationsfrom $6,634 · 7 nights, May 8 to 15, 2027, fees and taxes included
Mullins Bay · Barbados
Staff on site
$185,640$26,520 / night
7 nights, Mar 13 to 20, 2027, fees and taxes included
Totals are the company’s quote, with the fees and taxes it lists.
The Garden · Barbados
Staff on site
$173,250$24,750 / night
7 nights, Mar 13 to 20, 2027, fees and taxes included
Totals are the company’s quote, with the fees and taxes it lists.
Mullins Bay · Barbados
Staff on site
$12,206$1,744 / night
7 nights, May 8 to 15, 2027, fees and taxes included
Totals are the company’s quote, with the fees and taxes it lists.
Leeward Settlement · Turks and Caicos
Staff on site
$452,620$64,660 / night
7 nights, Feb 6 to 13, 2027, fees and taxes included
Grace Bay · Turks and Caicos
Staff on site
$194,456$27,779 / night
7 nights, May 8 to 15, 2027, fees and taxes included
Chalk Sound · Turks and Caicos
Staff on site
$32,281$4,612 / night
7 nights, May 8 to 15, 2027, fees and taxes included
Discovery Bay · Jamaica
Staff on site
$42,514$6,073 / night
7 nights, May 8 to 15, 2027, fees and taxes included
Ocho Rios · Jamaica
Staff on site
$40,726$5,818 / night
7 nights, Feb 6 to 13, 2027, fees and taxes included
Treasure Beach · Jamaica
Staff on site
$6,634$948 / night
7 nights, May 8 to 15, 2027, fees and taxes included
Flamands · St. Barts
Butler · housekeeper · chef on the listing
$237,455$33,922 / night
7 nights, Feb 6 to 13, 2027, fees and taxes included
Petit Cul-de-Sac · St. Barts
Housekeeper
$31,628$4,518 / night
7 nights, May 8 to 15, 2027, fees and taxes included
Colombier · St. Barts
Housekeeper
$56,929$8,133 / night
7 nights, Jun 12 to 19, 2027, fees and taxes included
Long Bay Village · Anguilla
Staff on site
$119,249$17,036 / night
7 nights, Mar 13 to 20, 2027, fees and taxes included
Totals are the company’s quote, with the fees and taxes it lists.
Long Bay Village · Anguilla
Staff on site
See price on Top Villas
Little Harbour · Anguilla
Housekeeper
$82,876$11,839 / night
7 nights, Feb 6 to 13, 2027, fees and taxes included
Totals are the company’s quote, with the fees and taxes it lists.
A house is in this collection when its listing names staff who work on site during your stay.
Each staffed listing shows:
Ask the company before you book:
| Home | Destination | Bedrooms | Staff | Total |
|---|---|---|---|---|
| The Great House | Barbados | 12 | Staff on site | $185,640 · 7 nightsMar 13 to 20, 2027 |
| Crystal Springs - 12 bed | Barbados | 12 | Staff on site | $173,250 · 7 nightsMar 13 to 20, 2027 |
| Sole e Mare | Turks and Caicos | 10 | Staff on site | $452,620 · 7 nightsFeb 6 to 13, 2027 |
| Hawksbill Estate | Turks and Caicos | 11 | Staff on site | $194,456 · 7 nightsMay 8 to 15, 2027 |
| Happy Hour | Jamaica | 7 | Staff on site | $42,514 · 7 nightsMay 8 to 15, 2027 |
| Promiseas | Jamaica | 8 | Staff on site | $40,726 · 7 nightsFeb 6 to 13, 2027 |
| Villa Wake Up | St. Barts | 6 | Butler · housekeeper · chef on the listing | $237,455 · 7 nightsFeb 6 to 13, 2027 |
| Paulista | St. Barts | 4 | Housekeeper | $31,628 · 7 nightsMay 8 to 15, 2027 |
| Nevaeh | Anguilla | 9 | Staff on site | $119,249 · 7 nightsMar 13 to 20, 2027 |
| Santosha | Anguilla | 9 | Staff on site | See price on Top Villas |
Totals are for the stay shown, fees and taxes included. Totals are the company’s quote, with the fees and taxes it lists.
Why book through Gladori
Each listing names the company you book with and where you sign the booking.
Each listing separates what’s included from what you can request, and what you pay for separately.
Rates are the company’s published prices, shown with the date they were checked.
The company you book with pays us a commission when you book through our links, and some companies pay us for requests sent from this site. It’s stated next to every button and form.
Shortlist
Tell us where and when. We send your request to the companies with matching homes, and you book with the company you choose.
