
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 $87500/Nt
Exuma and Cays, Bahamas
Beachfront | Pool | AC
from Call for rates
Cabrera, Dominican Republic
Pool
from $10500/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 $50000/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 $16000/Nt
Virgin Gorda, BVI, British Virgin Islands
Beachfront | Pool | AC
from $5000/Nt
6 BR rate 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 $7900/Nt
Anguilla
Beachfront | Pool | AC
from $6800/Nt
3 & 6 BR rates available.
Has specials.
Has specials.

Long Bay, Turks and Caicos
Beachfront | Pool | AC
from $1800/Nt
Providenciales, Turks and Caicos
Beachfront | Pool | AC
from $4200/Nt
Gustavia, St. Barts
Near Beach | Pool
from $3000/Nt
Long Bay, Turks and Caicos
Beachfront | Pool | AC
from $5500/Nt
Long Bay, Turks and Caicos
Beachfront | Pool | AC
from $5500/Nt
Grace Bay, Turks and Caicos
Beachfront | Pool | AC
from $3558/Nt
Taylor Bay/Sapodilla Bay, Turks and Caicos
Beachfront | Pool | AC
from $1964/Nt
Taylor Bay/Sapodilla Bay, Turks and Caicos
Near Beach | Pool
from $1225/Nt
Klein Bay, St. John
Near Beach | Pool
from $750/Nt
Grace Bay, Turks and Caicos
Beachfront | Pool | AC
from $5500/Nt
Grand Cul de Sac, St. Barts
Beachfront | Pool | AC
from $4714/Nt
Grand Cul de Sac, St. Barts
Beachfront | Pool | AC
from $4714/Nt
English Harbour, Antigua
Beachfront | Pool | AC
from $1161/Nt
Virgin Gorda, BVI, British Virgin Islands
Near Beach | Pool
from $486/Nt
3 BR rate available.
Has specials.
Has specials.

Virgin Gorda, BVI, British Virgin Islands
Beachfront | Pool | AC
from $3786/Nt
4 & 5 BR rates available.
Has specials.
Has specials.

Terres Basses (French side), St. Martin
Beachfront | Pool | AC
from $3143/Nt
Grand Case (French side), St. Martin
Beachfront | Pool | AC
from $2971/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 $4000/Nt
Happy Bay (French Side), St. Martin
Near Beach | Pool
from $971/Nt
5 BR rate available.
Has specials.
Has specials.

Terres Basses (French side), St. Martin
Near Beach | Pool
from $4429/Nt
Petit Cul de Sac, St. Barts
Near Beach | Pool
from $8571/Nt
Grace Bay, Turks and Caicos
Beachfront | Pool | AC
from $3400/Nt
Terres Basses (French side), St. Martin
Beachfront | Pool | AC
from $4714/Nt
Parrot Cay, Turks and Caicos
Beachfront | Pool | AC
from $12225/Nt
3 & 4 BR rates available.
Has specials.
Has specials.

North Shore, Turks and Caicos
Beachfront | Pool | AC
from $3098/Nt
Terres Basses (French side), St. Martin
Near Beach | Pool
from $1000/Nt
Terres Basses (French side), St. Martin
Pool
from $743/Nt
3 & 4 BR rates available.
Has specials.
Has specials.

Terres Basses (French side), St. Martin
Beachfront | Pool | AC
from $1281/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 $1271/Nt
Taylor Bay/Sapodilla Bay, Turks and Caicos
Beachfront | Pool | AC
from $1143/Nt
Peter Bay, St. John
Near Beach | Pool
from $1400/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 $1440/Nt
3 & 4 BR rates available.
Has specials.
Has specials.

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

North Shore, Turks and Caicos
Beachfront | Pool | AC
from $4389/Nt
South Caicos, Turks and Caicos
Beachfront | Pool | AC
from $4400/Nt
Grace Bay, Turks and Caicos
Beachfront | AC
from $4800/Nt
Virgin Gorda, BVI, British Virgin Islands
Beachfront | Pool | AC
from $929/Nt
Virgin Gorda, BVI, British Virgin Islands
Near Beach | Pool
from $514/Nt
3 BR rate available.
Has specials.
Has specials.

Terres Basses (French side), St. Martin
Near Beach | Pool
from $857/Nt
Northeast Coast, Puerto Rico
Beachfront | AC
from Call for rates
Virgin Gorda, BVI, British Virgin Islands
Near Beach | Pool
from $929/Nt
Grace Bay, Turks and Caicos
Beachfront | Pool | AC
from $1850/Nt
Taylor Bay/Sapodilla Bay, Turks and Caicos
Near Beach | Pool
from $1485/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 $1305/Nt
Tortola, BVI, British Virgin Islands
Near Beach | Pool
from $575/Nt
Tortola, BVI, British Virgin Islands
Near Beach | Pool
from $700/Nt
Terres Basses (French side), St. Martin
Beachfront | Pool | AC
from $1357/Nt
2 & 3 BR rates available.
Has specials.
Has specials.

Terres Basses (French side), St. Martin
Near Beach | Pool
from $429/Nt
South Caicos, Turks and Caicos
Beachfront | Pool | AC
from $3880/Nt
1 & 2 BR rates available.
Has specials.
Has specials.

Terres Basses (French side), St. Martin
Beachfront | Pool | AC
from $771/Nt
1 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 $480/Nt
Saint Jean, St. Barts
Beachfront | Pool | AC
from $1929/Nt
Taylor Bay/Sapodilla Bay, Turks and Caicos
Near Beach | Pool
from $586/Nt
Parrot Cay, Turks and Caicos
Beachfront | Pool | AC
from $5850/Nt
1 & 2 BR rates available.
Has specials.
Has specials.

Beacon Hill (Dutch side), St. Martin
Near Beach | Pool
from $371/Nt
Parrot Cay, Turks and Caicos
Beachfront | Pool | AC
from $4500/Nt