
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!
Necker Island, BVI, British Virgin Islands
Beachfront | Pool | AC
from $77500/Nt
Exuma and Cays, Bahamas
Beachfront | Pool | AC
from $49000/Nt
Cabrera, Dominican Republic
Pool
from $9120/Nt
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
Ocho Rios, Jamaica
Pool
from $1571/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 $6000/Nt
Grenada
Beachfront | Pool | AC
from $57200/Nt
Guana Bay (Dutch Side), St. Martin
Beachfront | Pool | AC
from $1214/Nt
Grace Bay, Turks and Caicos
Beachfront | Pool | AC
from $7100/Nt
Providenciales, Turks and Caicos
Beachfront | Pool | AC
from $5800/Nt
Terres Basses (French side), St. Martin
Pool
from $1071/Nt
Long Bay, Turks and Caicos
Beachfront | Pool | AC
from $2464/Nt
Cabrera, Dominican Republic
Pool
from $4720/Nt
Gustavia, St. Barts
Near Beach | Pool
from $2571/Nt
Rendezvous Bay, St. John
Pool
from $2200/Nt
Long Bay, Turks and Caicos
Beachfront | Pool | AC
from $5500/Nt
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 $726/Nt
Terres Basses (French side), St. Martin
Near Beach | Pool
from $4214/Nt
Grand Cayman, Cayman
Beachfront | Pool | AC
from $1500/Nt
Grand Cayman, Cayman
Beachfront | Pool | AC
from $1600/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
Terres Basses (French side), St. Martin
Pool
from $979/Nt
Soufriere, St. Lucia
Near Beach | Pool
from $415/Nt
Grace Bay, Turks and Caicos
Beachfront | Pool | AC
from $1971/Nt
Long Bay, Turks and Caicos
Beachfront | Pool | AC
from $1200/Nt
Petit Cul de Sac, St. Barts
Near Beach | Pool
from $6143/Nt
Grand Cayman, Cayman
Beachfront | Pool | AC
from $2225/Nt
Grand Cayman, Cayman
Beachfront | Pool | AC
from $750/Nt
North Shore, Turks and Caicos
Beachfront | Pool | AC
from $1736/Nt
Parrot Cay, Turks and Caicos
Beachfront | Pool | AC
from $11000/Nt
North Shore, Turks and Caicos
Beachfront | Pool | AC
from $2000/Nt
Tortola, BVI, British Virgin Islands
Pool
from $550/Nt
Anse Marcel (French side), St. Martin
Pool
from $500/Nt
Chocolate Hole, St. John
Pool
from $786/Nt
St. Thomas, USVI
Beachfront | Pool | AC
from $853/Nt
Terres Basses (French side), St. Martin
Pool
from $743/Nt
Terres Basses (French side), St. Martin
Near Beach | Pool
from $821/Nt
Taylor Bay/Sapodilla Bay, Turks and Caicos
Beachfront | Pool | AC
from $1143/Nt
Great Cruz Bay, St. John
Pool
from $929/Nt
Peter Bay, St. John
Near Beach | Pool
from $1400/Nt
Petit Cul de Sac, St. Barts
Beachfront | Pool | AC
from $2429/Nt
Punta Cana, Dominican Republic
Pool
from $1720/Nt
North Shore, St. John
Near Beach | Pool
from $957/Nt
North Shore, Turks and Caicos
Beachfront | Pool | AC
from $1000/Nt
Tortola, BVI, British Virgin Islands
Near Beach
from $800/Nt
Terres Basses (French side), St. Martin
Near Beach | Pool
from $786/Nt
Chocolate Hole, St. John
Near Beach | Pool
from $786/Nt
Grace Bay, Turks and Caicos
Beachfront | Pool | AC
from $3400/Nt
Grace Bay, Turks and Caicos
Beachfront | Pool | AC
from $3200/Nt
North Shore, Turks and Caicos
Beachfront | Pool | AC
from $2650/Nt
Great Cruz Bay, St. John
Pool
from $1500/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
Great Cruz Bay, St. John
Pool
from $571/Nt
Terres Basses (French side), St. Martin
Near Beach | Pool
from $857/Nt
Chocolate Hole, St. John
Near Beach | Pool
from $971/Nt
Klein Bay, St. John
Near Beach | Pool
from $571/Nt
Virgin Gorda, BVI, British Virgin Islands
Near Beach | Pool
from $1071/Nt
Rendezvous Bay, St. John
Pool
from $571/Nt
Terres Basses (French side), St. Martin
Pool
from $857/Nt
Rendezvous Bay, St. John
Pool
from $886/Nt
Terres Basses (French side), St. Martin
Pool
from $814/Nt
Virgin Grand Estates, St. John
Pool
from $643/Nt
Happy Bay (French Side), St. Martin
Near Beach | Pool
from $700/Nt
Tortola, BVI, British Virgin Islands
Near Beach | Pool
from $550/Nt
Terres Basses (French side), St. Martin
Near Beach | Pool
from $500/Nt
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
Terres Basses (French side), St. Martin
Beachfront | Pool | AC
from $771/Nt
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
Terres Basses (French side), St. Martin
Pool
from $614/Nt
Saint Jean, St. Barts
Beachfront | Pool | AC
from $1429/Nt
Terres Basses (French side), St. Martin
Pool
from $457/Nt
Taylor Bay/Sapodilla Bay, Turks and Caicos
Near Beach | Pool
from $643/Nt
Parrot Cay, Turks and Caicos
Beachfront | Pool | AC
from $6490/Nt
Parrot Cay, Turks and Caicos
Beachfront | Pool | AC
from $5490/Nt
Beacon Hill (Dutch side), St. Martin
Near Beach | Pool
from $343/Nt
Terres Basses (French side), St. Martin
Pool
from $521/Nt
Terres Basses (French side), St. Martin
Pool
from $743/Nt
Terres Basses (French side), St. Martin
Pool
from $286/Nt
Parrot Cay, Turks and Caicos
Beachfront | Pool | AC
from $4495/Nt