Luxury villas for large groups

Six bedrooms or more.

161 homes in 5 destinationsfrom $14,890 · 7 nights, Jun 12 to 19, 2027, fees and taxes included

Two-storey white villa with a pool and an outdoor lounge

Villas for large groups by destination

How we choose homes

Mullins Bay · Barbados

The Great House

  • Listed as beachfront
  • Infinity pool
  • Gym
Sleeps
30
Bedrooms
12
Baths
12

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.

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The Garden · Barbados

Crystal Springs - 12 bed

  • Listed as beachfront
  • Private pool
  • Sea view
Sleeps
24
Bedrooms
12
Baths
13

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.

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Westmoreland · Barbados

Infinity House

  • Infinity pool
  • Sea view
Sleeps
16
Bedrooms
8
Baths
7.5

Housekeeper

$19,688$2,813 / 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.

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All villas for large groups in Barbados (54)

Flamands · St. Barts

Villa Wake Up

  • Listed as beachfront
  • Heated pool
  • Hot tub
Sleeps
12
Bedrooms
6
Baths
6

Butler · housekeeper · chef on the listing

$237,455$33,922 / night

7 nights, Feb 6 to 13, 2027, fees and taxes included

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St Jean · St. Barts

Villa BDM

  • Listed as beachfront
  • Infinity pool
  • Sea view
Sleeps
18
Bedrooms
7
Baths
7

$207,006$29,572 / night

7 nights, May 8 to 15, 2027, fees and taxes included

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Corossol · St. Barts

Colette

  • Listed as beachfront
  • Private pool
  • Sea view
Sleeps
12
Bedrooms
6
Baths
6

$28,566$4,081 / night

7 nights, May 8 to 15, 2027, fees and taxes included

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All villas for large groups in St. Barts (42)

Leeward Settlement · Turks and Caicos

Sole e Mare

  • Listed as beachfront
  • Infinity pool
  • Hot tub
Sleeps
20
Bedrooms
10
Baths
10.5

Staff on site

$452,620$64,660 / night

7 nights, Feb 6 to 13, 2027, fees and taxes included

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Grace Bay · Turks and Caicos

Hawksbill Estate

  • Listed as beachfront
  • Private pool
  • Hot tub
Sleeps
22
Bedrooms
11
Baths
11.5

Staff on site

$194,456$27,779 / night

7 nights, May 8 to 15, 2027, fees and taxes included

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Leeward Settlement · Turks and Caicos

Cabuya

  • Listed as beachfront
  • Heated pool
  • Sea view
Sleeps
12
Bedrooms
6
Baths
6

Staff on site

$55,510$7,930 / night

7 nights, Jun 12 to 19, 2027, fees and taxes included

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All villas for large groups in Turks and Caicos (35)

Discovery Bay · Jamaica

Happy Hour

  • Listed as beachfront
  • Infinity pool
  • Hot tub
Sleeps
15
Bedrooms
7
Baths
7.5

Staff on site

$42,514$6,073 / night

7 nights, May 8 to 15, 2027, fees and taxes included

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Ocho Rios · Jamaica

Promiseas

  • Listed as beachfront
  • Infinity pool
  • Sea view
Sleeps
16
Bedrooms
8
Baths
8

Staff on site

$40,726$5,818 / night

7 nights, Feb 6 to 13, 2027, fees and taxes included

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Montego Bay · Jamaica

Coach House at Good Hope

  • Infinity pool
Sleeps
18
Bedrooms
9
Baths
9.5

Staff on site

$14,890$2,127 / night

7 nights, Jun 12 to 19, 2027, fees and taxes included

View home
All villas for large groups in Jamaica (24)

Long Bay Village · Anguilla

Nevaeh

  • Listed as beachfront
  • Infinity pool
  • Hot tub
Sleeps
20
Bedrooms
9
Baths
8

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.

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Long Bay Village · Anguilla

Santosha

  • Listed as beachfront
  • Private pool
  • Hot tub
Sleeps
21
Bedrooms
9
Baths
11.5

Staff on site

See price on Top Villas

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Little Harbour · Anguilla

Little Harbour Estate - Azure

  • Listed as beachfront
  • Private pool
  • Gym
Sleeps
20
Bedrooms
10
Baths
10

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.

View home
All villas for large groups in Anguilla (6)

What counts as a house for a large group

A house is in this collection when it has six bedrooms or more.

Each listing shows:

  • How many guests the house sleeps.
  • Where everyone sleeps, room by room.
  • The total with fees and taxes for the nights named.

Ask the company before you book:

  • Does the price change above a certain number of guests?
  • Are events allowed?

Compare villas for large groups

HomeDestinationBedroomsSleepsTotal
The Great HouseBarbados12Sleeps 30$185,640 · 7 nightsMar 13 to 20, 2027
Crystal Springs - 12 bedBarbados12Sleeps 24$173,250 · 7 nightsMar 13 to 20, 2027
Villa Wake UpSt. Barts6Sleeps 12$237,455 · 7 nightsFeb 6 to 13, 2027
Villa BDMSt. Barts7Sleeps 18$207,006 · 7 nightsMay 8 to 15, 2027
Sole e MareTurks and Caicos10Sleeps 20$452,620 · 7 nightsFeb 6 to 13, 2027
Hawksbill EstateTurks and Caicos11Sleeps 22$194,456 · 7 nightsMay 8 to 15, 2027
Happy HourJamaica7Sleeps 15$42,514 · 7 nightsMay 8 to 15, 2027
PromiseasJamaica8Sleeps 16$40,726 · 7 nightsFeb 6 to 13, 2027
NevaehAnguilla9Sleeps 20$119,249 · 7 nightsMar 13 to 20, 2027
SantoshaAnguilla9Sleeps 21See 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

What you can check on every listing

Who you book with

Each listing names the company you book with and where you sign the booking.

What’s included

Each listing separates what’s included from what you can request, and what you pay for separately.

Prices with a date

Rates are the company’s published prices, shown with the date they were checked.

How we’re paid

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

Traveling with a large group?

Tell us where and when. We send your request to the companies with matching homes, and you book with the company you choose.

  1. You send dates, group size and what matters most.
  2. The companies reply with available homes and prices.
  3. You book with the company you choose.
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Companies that receive this request may pay Gladori, for the request or when you book. How we’re paid