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
from  $171.00 /night

More Villas

21 Guests 8 Bedrooms 11 Bathrooms

Santosha

Anguilla / Long Bay Village
from $4,400.00 /night
10 Guests 5 Bedrooms 5 Bathrooms

Sanza

Portugal / Algarve
from $1,354.00 /night
4 Guests 2 Bedrooms 2 Bathrooms

Sapphire Beach 116

Barbados / Dover Beach
from $350.00 /night
6 Guests 3 Bedrooms 3 Bathrooms

Sapphire Beach 203

Barbados / Christ Church
from $460.00 /night
6 Guests 3 Bedrooms 3 Bathrooms

Sapphire Beach 209

Barbados / Christ Church
from $460.00 /night
4 Guests 2 Bedrooms 3 Bathrooms

Sapphire Beach 309

Barbados / Christ Church
from $350.00 /night
6 Guests 3 Bedrooms 3 Bathrooms

Sapphire Beach 317

Barbados / Christ Church
from $460.00 /night
6 Guests 3 Bedrooms 3 Bathrooms

Sapphire Beach 509

Barbados / Christ Church
from $460.00 /night
8 Guests 5 Bedrooms 3.5 Bathrooms

Saving Grace

Turks & Caicos / Providenciales
from $3,500.00 /night
8 Guests 4 Bedrooms 4 Bathrooms

Scudo

Italy / Tuscany
from $741.00 /night
11 Guests 6 Bedrooms 5 Bathrooms

Sea Villa

Anguilla / Long Bay Village
from $5,200.00 /night
18 Guests 9 Bedrooms 7 Bathrooms

Senese

Italy / Tuscany
from $2,932.00 /night
21 Guests 8 Bedrooms 11 Bathrooms

Santosha

Anguilla / Long Bay Village
from $4,400.00 /night

Surrender to the pull of island life at our exclusive beachfront estate.

10 Guests 5 Bedrooms 5 Bathrooms

Sanza

Portugal / Algarve
from $1,354.00 /night

Sanza is an impressive villa in Quinta with cool marble floors and striking design, with Portuguese flair.

4 Guests 2 Bedrooms 2 Bathrooms

Sapphire Beach 116

Barbados / Dover Beach
from $350.00 /night

This lovely condo is situated in the modern gated community of Sapphire Beach and offers South Coast luxury with lots of island charm.

6 Guests 3 Bedrooms 3 Bathrooms

Sapphire Beach 203

Barbados / Christ Church
from $460.00 /night

Sapphire Beach Suite 203 is located on one of the St. Lawrence Gap's exclusive gated enclaves.

6 Guests 3 Bedrooms 3 Bathrooms

Sapphire Beach 209

Barbados / Christ Church
from $460.00 /night

Sapphire Beach 209 is a three-bedroom holiday home located on the beautiful Dover Beach on the south coast of Barbados near St. Lawrence Gap.

4 Guests 2 Bedrooms 3 Bathrooms

Sapphire Beach 309

Barbados / Christ Church
from $350.00 /night

A Perfect Tropical Getaway

6 Guests 3 Bedrooms 3 Bathrooms

Sapphire Beach 317

Barbados / Christ Church
from $460.00 /night

Enjoy panoramic views of the picturesque Dover Beach from the balcony of this third floor condo located in the upscale Sapphire Beach community in Barbados.

6 Guests 3 Bedrooms 3 Bathrooms

Sapphire Beach 509

Barbados / Christ Church
from $460.00 /night

Sapphire Beach is an exclusive beachfront condo complex located in the vibrant area of Dover Beach, on the south coast of Barbados.

8 Guests 5 Bedrooms 3.5 Bathrooms

Saving Grace

Turks & Caicos / Providenciales
from $3,500.00 /night

Located in a residential area on Grace Bay Beach, Saving Grace Villa Providenciales is a 4,000+ square foot, two-story, L-shaped Colonial style villa nestled discreetly into a sunset-facing cove on this world-famous beach.

8 Guests 4 Bedrooms 4 Bathrooms

Scudo

Italy / Tuscany
from $741.00 /night

This is a fashionable property in an exclusive location in the heart of Florence!

11 Guests 6 Bedrooms 5 Bathrooms

Sea Villa

Anguilla / Long Bay Village
from $5,200.00 /night

Perched overlooking the azure water, Sea Villa offers unrivaled Caribbean views and private stairs leading to our secluded stretch of sand.

18 Guests 9 Bedrooms 7 Bathrooms

Senese

Italy / Tuscany
from $2,932.00 /night

Villa Senese is set atop a hill, with a location that is ideal for those who wish to spend a unique holiday amidst spectacular views of the Tuscan rolling hills.