
Caribbean Group Villas
Vacation rentals that are large enough to accommodate a group are often hard to come by and renting multiple hotel rooms can break the bank. WhereToStay.com has searched all over the Caribbean to bring you a collection of villas large enough to accommodate groups on their Caribbean vacations. Unlike a hotel, villa rentals provide one cost for the entire home giving everyone their own space while still enjoying various amenities such as a private pool, chef services and housekeeping. Go on, take a look, the perfect villa for your group vacation is sure to be here!
Long Bay, Turks and Caicos
Beachfront | Pool | AC
from $22500/Nt
15 BR rate available.
Has specials.
Has specials.

Necker Island, BVI, British Virgin Islands
Beachfront | Pool | AC
from $77500/Nt
Exuma and Cays, Bahamas
Beachfront | Pool | AC
from Call for rates
Cabrera, Dominican Republic
Pool
from $10025/Nt
4, 5, 6, 7, 8, 9, 10, 11, 12 & 13 BR rates available.
Has specials.
Has specials.

Terres Basses (French side), St. Martin
Pool
from $1357/Nt
Harbour Island, Bahamas
Beachfront | Pool | AC
from Call for rates
Musha Cay, Bahamas
Beachfront | Pool | AC
from $42000/Nt
4, 5, 6, 7, 8, 9, 10 & 11 BR rates available.
Has specials.
Has specials.

Terres Basses (French side), St. Martin
Pool
from $1071/Nt
Parrot Cay, Turks and Caicos
Beachfront | Pool | AC
from $36000/Nt
Parrot Cay, Turks and Caicos
Beachfront | Pool | AC
from $21500/Nt
Virgin Gorda, BVI, British Virgin Islands
Beachfront | Pool | AC
from $5000/Nt
6 & 9 BR rates available.
Has specials.
Has specials.

Terres Basses (French side), St. Martin
Beachfront | Pool | AC
from $5000/Nt
4, 5, 6, 7, 8 & 9 BR rates available.
Has specials.
Has specials.

Guana Bay (Dutch Side), St. Martin
Beachfront | Pool | AC
from $1143/Nt
Grace Bay, Turks and Caicos
Beachfront | Pool | AC
from $7100/Nt
Providenciales, Turks and Caicos
Beachfront | Pool | AC
from $4700/Nt
Anguilla
Beachfront | Pool | AC
from $6800/Nt
Long Bay, Turks and Caicos
Beachfront | Pool | AC
from $2218/Nt
Providenciales, Turks and Caicos
Beachfront | Pool | AC
from $4200/Nt
Gustavia, St. Barts
Near Beach | Pool
from $2571/Nt
5, 6 & 7 BR rates available.
Has specials.
Has specials.

Long Bay, Turks and Caicos
Beachfront | Pool | AC
from $5500/Nt
5, 6 & 7 BR rates available.
Has specials.
Has specials.

Long Bay, Turks and Caicos
Beachfront | Pool | AC
from $5500/Nt
Taylor Bay/Sapodilla Bay, Turks and Caicos
Beachfront | Pool | AC
from $1786/Nt
Taylor Bay/Sapodilla Bay, Turks and Caicos
Near Beach | Pool
from $1225/Nt
Klein Bay, St. John
Near Beach | Pool
from $750/Nt
5 & 6 BR rates available.
Has specials.
Has specials.

Terres Basses (French side), St. Martin
Near Beach | Pool
from $4429/Nt
Grand Cul de Sac, St. Barts
Beachfront | Pool | AC
from $5029/Nt
Grand Cul de Sac, St. Barts
Beachfront | Pool | AC
from $5029/Nt
English Harbour, Antigua
Beachfront | Pool | AC
from $1161/Nt
Virgin Gorda, BVI, British Virgin Islands
Near Beach | Pool
from $486/Nt
4 & 5 BR rates available.
Has specials.
Has specials.

Terres Basses (French side), St. Martin
Near Beach | Pool
from $857/Nt
Grace Bay, Turks and Caicos
Beachfront | Pool | AC
from $1971/Nt
3 & 5 BR rates available.
Has specials.
Has specials.

Long Bay, Turks and Caicos
Beachfront | Pool | AC
from $1500/Nt
Petit Cul de Sac, St. Barts
Near Beach | Pool
from $7143/Nt
Terres Basses (French side), St. Martin
Beachfront | Pool | AC
from $4714/Nt
North Shore, Turks and Caicos
Beachfront | Pool | AC
from $1714/Nt
3 BR rate available.
Has specials.
Has specials.

Parrot Cay, Turks and Caicos
Beachfront | Pool | AC
from $11000/Nt
3 & 4 BR rates available.
Has specials.
Has specials.

North Shore, Turks and Caicos
Beachfront | Pool | AC
from $3100/Nt
St. Thomas, USVI
Beachfront | Pool | AC
from $853/Nt
3 & 4 BR rates available.
Has specials.
Has specials.

Terres Basses (French side), St. Martin
Near Beach | Pool
from $821/Nt
Petit Cul de Sac, St. Barts
Near Beach | Pool
from $929/Nt
Taylor Bay/Sapodilla Bay, Turks and Caicos
Beachfront | Pool | AC
from $1143/Nt
Petit Cul de Sac, St. Barts
Beachfront | Pool | AC
from $2429/Nt
Tortola, BVI, British Virgin Islands
Near Beach | Pool
from $600/Nt
Taylor Bay/Sapodilla Bay, Turks and Caicos
Near Beach | Pool
from $1500/Nt
North Shore, Turks and Caicos
Beachfront | Pool | AC
from $1000/Nt
3 & 4 BR rates available.
Has specials.
Has specials.

Terres Basses (French side), St. Martin
Near Beach | Pool
from $786/Nt
1, 2, 3 & 4 BR rates available.
Has specials.
Has specials.

Chocolate Hole, St. John
Near Beach | Pool
from $714/Nt
3 & 4 BR rates available.
Has specials.
Has specials.

North Shore, Turks and Caicos
Beachfront | Pool | AC
from $3800/Nt
South Caicos, Turks and Caicos
Beachfront | Pool | AC
from $3850/Nt
Grace Bay, Turks and Caicos
Beachfront | AC
from $5330/Nt
Virgin Gorda, BVI, British Virgin Islands
Beachfront | Pool | AC
from $886/Nt
Virgin Gorda, BVI, British Virgin Islands
Near Beach | Pool
from $543/Nt
3 BR rate available.
Has specials.
Has specials.

Terres Basses (French side), St. Martin
Near Beach | Pool
from $857/Nt
Virgin Gorda, BVI, British Virgin Islands
Near Beach | Pool
from $1071/Nt
2 & 3 BR rates available.
Has specials.
Has specials.

Happy Bay (French Side), St. Martin
Near Beach | Pool
from $857/Nt
Taylor Bay/Sapodilla Bay, Turks and Caicos
Near Beach | Pool
from $1500/Nt
2 & 3 BR rates available.
Has specials.
Has specials.

Happy Bay (French Side), St. Martin
Near Beach | Pool
from $700/Nt
Taylor Bay/Sapodilla Bay, Turks and Caicos
Near Beach | Pool
from $1250/Nt
Tortola, BVI, British Virgin Islands
Near Beach | Pool
from $550/Nt
Tortola, BVI, British Virgin Islands
Near Beach | Pool
from $700/Nt
2 & 3 BR rates available.
Has specials.
Has specials.

Terres Basses (French side), St. Martin
Near Beach | Pool
from $500/Nt
2 & 3 BR rates available.
Has specials.
Has specials.

Terres Basses (French side), St. Martin
Near Beach | Pool
from $572/Nt
Parrot Cay, Turks and Caicos
Beachfront | Pool | AC
from $9500/Nt
South Caicos, Turks and Caicos
Beachfront | Pool | AC
from $3395/Nt
Grace Bay, Turks and Caicos
Beachfront | AC
from $3700/Nt
1 & 2 BR rates available.
Has specials.
Has specials.

Terres Basses (French side), St. Martin
Beachfront | Pool | AC
from $771/Nt
2 BR rate available.
Has specials.
Has specials.

Dawn Beach (Dutch side), St. Martin
Near Beach | Pool
from $412/Nt
Klein Bay, St. John
Beachfront | Pool | AC
from $425/Nt
Parrot Cay, Turks and Caicos
Beachfront | Pool | AC
from $6000/Nt
Saint Jean, St. Barts
Beachfront | Pool | AC
from $1714/Nt
Taylor Bay/Sapodilla Bay, Turks and Caicos
Near Beach | Pool
from $471/Nt
Parrot Cay, Turks and Caicos
Beachfront | Pool | AC
from $6490/Nt
Parrot Cay, Turks and Caicos
Beachfront | Pool | AC
from $5490/Nt
1 & 2 BR rates available.
Has specials.
Has specials.

Beacon Hill (Dutch side), St. Martin
Near Beach | Pool
from $343/Nt
Parrot Cay, Turks and Caicos
Beachfront | Pool | AC
from $4495/Nt