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  $170.00 /night

More Villas

10 Guests 5 Bedrooms 5 Bathrooms

Rica

Italy / Tuscany
from $772.00 /night
12 Guests 6 Bedrooms 5 Bathrooms

Ricavoli

Italy / Tuscany
from $608.00 /night
12 Guests 4 Bedrooms 3 Bathrooms

Right-O-Way Chalet

Colorado / Steamboat Springs
from $442.00 /night
4 Guests 2 Bedrooms 2.5 Bathrooms

Rive Gauche

France / Paris
from $1,025.00 /night
8 Guests 4 Bedrooms 4 Bathrooms

Rodolfo

Italy / Tuscany
from $1,003.00 /night
12 Guests 6 Bedrooms 6 Bathrooms

Rose of Sharon

Barbados / St. James
from $1,500.00 /night
4 Guests 2 Bedrooms 3.5 Bathrooms

Roxy

Italy / Amalfi Coast
from $1,324.00 /night
12 Guests 5 Bedrooms 4.5 Bathrooms

Sand Villa

Anguilla / Long Bay Village
from $4,700.00 /night
10 Guests 5 Bedrooms 5.5 Bathrooms

Beachert at Jumby Bay Island

Antigua / Jumby Bay Island
Call for Pricing
10 Guests 5 Bedrooms 5 Bathrooms

Santa Barbera

Italy / Tuscany
from $371.00 /night
16 Guests 8 Bedrooms 7.5 Bathrooms

Santa Cruz

Puerto Vallarta / Conchas Chinas
from $1,175.00 /night
10 Guests 5 Bedrooms 5 Bathrooms

Santo Stefano

Italy / Tuscany
from $531.00 /night
10 Guests 5 Bedrooms 5 Bathrooms

Rica

Italy / Tuscany
from $772.00 /night

Located 30 minute drive from Lucca, on the top of the Tuscan hills, Villa Rica is a traditional charming farmhouse that has been skilfully renovated and converted into a country home to offer comfortable hospitality and a relaxing stay, in an atmosphere of quietness and intimacy.

12 Guests 6 Bedrooms 5 Bathrooms

Ricavoli

Italy / Tuscany
from $608.00 /night

This huge, 6 bedroom property, is located in a very panoramic position overlooking the hills of Florence and a small lake.

12 Guests 4 Bedrooms 3 Bathrooms

Right-O-Way Chalet

Colorado / Steamboat Springs
from $442.00 /night

This cozy four bedroom townhome has space for a couple of families or more and a Slopeside location that is hard to beat.

4 Guests 2 Bedrooms 2.5 Bathrooms

Rive Gauche

France / Paris
from $1,025.00 /night

Rive Gauche is an elegant apartment in Paris in an ideal location; just a short distance to the Louvre and the Arc de Triomphe.

8 Guests 4 Bedrooms 4 Bathrooms

Rodolfo

Italy / Tuscany
from $1,003.00 /night

Villa Rodolfo is a beautifully restored farmhouse on the hills surrounded by olive trees and vineyards.

12 Guests 6 Bedrooms 6 Bathrooms

Rose of Sharon

Barbados / St. James
from $1,500.00 /night

Named after the naturally beautiful Hibiscus flower that borders this wonderful estate home is Rose of Sharon, an exceptional 6 bedroom property with large swimming pool, gully deck and extensive grounds spanning over 1.5 acres.

4 Guests 2 Bedrooms 3.5 Bathrooms

Roxy

Italy / Amalfi Coast
from $1,324.00 /night

It’s no wonder that the Amalfi Coast has become one of the main bucket-list destinations: Italy’s most scenic stretch of coastline boasts characteristic corniche winding roads, colorful terraced villages, striking sunsets and fascinating views over the crystal waters.

12 Guests 5 Bedrooms 4.5 Bathrooms

Sand Villa

Anguilla / Long Bay Village
from $4,700.00 /night

Named after the sugar sand of Long Bay Beach, Sand Villa sits on the west side of the property close to the beach featuring the gentle sound of the waves and private stairs.

10 Guests 5 Bedrooms 5.5 Bathrooms

Beachert at Jumby Bay Island

Antigua / Jumby Bay Island
Call for Pricing

The perfect marriage of landscape and seascape, you can literally walk onto the beach from your room.

10 Guests 5 Bedrooms 5 Bathrooms

Santa Barbera

Italy / Tuscany
from $371.00 /night

This property is part of an oasis located in the Southern region of Tuscany known as Maremma.

16 Guests 8 Bedrooms 7.5 Bathrooms

Santa Cruz

Puerto Vallarta / Conchas Chinas
from $1,175.00 /night

Secluded location in a private residential enclave and quiet surroundings give a strong sense of peace and tranquility.

10 Guests 5 Bedrooms 5 Bathrooms

Santo Stefano

Italy / Tuscany
from $531.00 /night

This comfortable villa is located in a beautiful hillside area of Lucca, particularly renowned for its wine and olive oil.