Couples/Groups Villas

Villa Collection Curated by Our Villa Specialist

Renting a villa for your next group couples' getaway can save you money while creating memories to last a lifetime.

Even the most upscale villas can be more cost-effective than renting multiple hotel rooms. Plus, villas boast more flexibility, space and comfort, so you won’t have to argue about who’s getting the master suite or the room with the best view. This will free up your time to relax, play, swim, explore, shop, dine and more!

Featured Villas

Exclusive Offers
Guests 3 Bedrooms 3 Bathrooms

Sailrock South Caicos Resort - 3 Bedroom Beachfront Villa

South Caicos Island, Turks & Caicos
from  $4,113.00 /night
Exclusive Offers
Guests 3 Bedrooms 3 Bathrooms

Casa Fabbri

Tuscany, Italy Villas
from  $179.00 /night

More Villas

6 Guests 3 Bedrooms 3 Bathrooms

Vista Golfe

Portugal / Algarve
from $631.00 /night
12 Guests 6 Bedrooms 7 Bathrooms

Vistamar

Barbados / St. James
from $1,200.00 /night
8 Guests 4 Bedrooms 4 Bathrooms

Waters Edge Ridge Villa

British Virgin Islands / Virgin Gorda
from $3,750.00 /night
3 Guests 1 Bedrooms 1 Bathrooms

Windsong - Resort Suites

Turks & Caicos / Providenciales
from $548.00 /night
4 Guests 2 Bedrooms 2 Bathrooms

Windsong - Oceanfront Suites

Turks & Caicos / Providenciales
from $798.00 /night
10 Guests 4 Bedrooms 3 Bathrooms

Windsong - Oceanfront Penthouse Suites

Turks & Caicos / Providenciales
from $2,021.00 /night
6 Guests 2 Bedrooms 2 Bathrooms

Windsong - Lanai Bungalow Suites

Turks & Caicos / Providenciales
from $745.00 /night
10 Guests 5 Bedrooms 5.5 Bathrooms

Windward

Barbados / St. James
from $2,250.00 /night
20 Guests 9 Bedrooms 9.5 Bathrooms

Yarari Royale

Dominican Republic Villas / Punta Cana
from $4,730.00 /night
14 Guests 6 Bedrooms 6.5 Bathrooms

Yellow Bear

Dominican Republic Villas / Punta Cana
from $1,860.00 /night
10 Guests 4 Bedrooms 4 Bathrooms

Yuum Ha

Riviera Maya / Xpu-Ha
from $4,888.00 /night
14 Guests 7 Bedrooms 7.5 Bathrooms

Zenaida Estate

Anguilla / Sandy Hill
from $1,100.00 /night
6 Guests 3 Bedrooms 3 Bathrooms

Vista Golfe

Portugal / Algarve
from $631.00 /night

With views overlooking the Vila Sol golf course near Vilamoura, this is a golfers dream! For those wanting to chill by the pool, it's pretty good too!

12 Guests 6 Bedrooms 7 Bathrooms

Vistamar

Barbados / St. James
from $1,200.00 /night

Stylish and spacious, Vistamar has six bedrooms and sits on two acres of beautifully landscaped tropical gardens in a quiet cul-de-sac within the exclusive Sandy Lane Estate, on the west coast of Barbados.

8 Guests 4 Bedrooms 4 Bathrooms

Waters Edge Ridge Villa

British Virgin Islands / Virgin Gorda
from $3,750.00 /night

Perched high on the north side of the community, Waters Edge Villa enjoys waves of luxury and expansive views of the Atlantic Ocean, Anegada, Oil Nut Bay and the Oil Nut Bay Resort Community.

3 Guests 1 Bedrooms 1 Bathrooms

Windsong - Resort Suites

Turks & Caicos / Providenciales
from $548.00 /night

With a coveted setting on the pristine white sands of Grace Bay Beach, Windsong Resort is the only four-star resort on Providenciales located directly on a snorkeling reef, which lies just 20 yards offshore.

4 Guests 2 Bedrooms 2 Bathrooms

Windsong - Oceanfront Suites

Turks & Caicos / Providenciales
from $798.00 /night

With a coveted setting on the pristine white sands of Grace Bay Beach, Windsong Resort is the only four-star resort on Providenciales located directly on a snorkeling reef, which lies just 20 yards offshore.

10 Guests 4 Bedrooms 3 Bathrooms

Windsong - Oceanfront Penthouse Suites

Turks & Caicos / Providenciales
from $2,021.00 /night

With a coveted setting on the pristine white sands of Grace Bay Beach, Windsong Resort is the only four-star resort on Providenciales located directly on a snorkeling reef, which lies just 20 yards offshore.

6 Guests 2 Bedrooms 2 Bathrooms

Windsong - Lanai Bungalow Suites

Turks & Caicos / Providenciales
from $745.00 /night

With a coveted setting on the pristine white sands of Grace Bay Beach, Windsong Resort is the only four-star resort on Providenciales located directly on a snorkeling reef, which lies just 20 yards offshore.

10 Guests 5 Bedrooms 5.5 Bathrooms

Windward

Barbados / St. James
from $2,250.00 /night

Windward is a luxurious two-story villa on Cooper Hill within Sandy Lane Estate in Barbados featuring a swimming pool, 5 bedrooms suites, and 5.5 bathrooms.

20 Guests 9 Bedrooms 9.5 Bathrooms

Yarari Royale

Dominican Republic Villas / Punta Cana
from $4,730.00 /night

Discover a new concept of luxury vacation, where good taste, relaxation, fitness, modernism, and minimalism are blended in such a way you will have a unique experience at the new Yarari Royale.

14 Guests 6 Bedrooms 6.5 Bathrooms

Yellow Bear

Dominican Republic Villas / Punta Cana
from $1,860.00 /night

After a long working year, we all yearn for a well deserved vacation in a relaxed paradise far away from the honking cars, skyscrapers, and big cities.

10 Guests 4 Bedrooms 4 Bathrooms

Yuum Ha

Riviera Maya / Xpu-Ha
from $4,888.00 /night

Yuum-Ha is a majestic, Colonial-style villa discreetly located on a lush 30-acre property, just a 3-minute walk from the beach. Its beachfront cabana sits right on the paradise that is Xpu-Ha beach.

14 Guests 7 Bedrooms 7.5 Bathrooms

Zenaida Estate

Anguilla / Sandy Hill
from $1,100.00 /night

Zenaida Beach and Tennis Estate is nestled on three acres of lush tropical gardens with majestic, sweeping views of the Caribbean Sea and the mountains of St. Martin and St. Barts beyond.