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  $174.00 /night

More Villas

12 Guests 6 Bedrooms 6 Bathrooms

Diana

Italy Villas / Amalfi Coast
from $5,239.00 /night
12 Guests 6 Bedrooms 6 Bathrooms

Dione

Italy Villas / Sicily
from $1,527.00 /night
22 Guests 11 Bedrooms 11 Bathrooms

Dodola

Italy Villas / Amalfi Coast
from $3,929.00 /night
12 Guests 5 Bedrooms 6 Bathrooms

Drakothea

Greece / Mykonos
from $1,190.00 /night
10 Guests 5 Bedrooms 5.5 Bathrooms

Dream in Blue

St. Martin Villas / St. Martin (French)
from $1,172.00 /night
12 Guests 6 Bedrooms 6 Bathrooms

East Wind at Jumby Bay

Antigua / Jumby Bay Island
from $15,900.00 /night
16 Guests 8 Bedrooms 8.5 Bathrooms

Eco Serendib - Entire Villa

United States Virgin Islands / St. John
from $3,990.00 /night
2 Guests 1 Bedrooms 1 Bathrooms

Eco Serendib - Presidential Suite

United States Virgin Islands / St. John
from $2,500.00 /night
8 Guests 4 Bedrooms 4 Bathrooms

L'Ecume Des Jours

St. Martin Villas / St. Martin (French)
from $1,000.00 /night
10 Guests 5 Bedrooms 5 Bathrooms

Edmundo

Portugal / Algarve
from $1,414.00 /night
10 Guests 5 Bedrooms 5 Bathrooms

Elia White Residence

Greece / Mykonos
from $1,154.00 /night
12 Guests 6 Bedrooms 6 Bathrooms

Elxi

Greece / Paros
from $1,345.00 /night
12 Guests 6 Bedrooms 6 Bathrooms

Diana

Italy Villas / Amalfi Coast
from $5,239.00 /night

The striking white stucco structure of Villa Diana is perfectly positioned in the beautiful village of Praiano, within easy reach from Positano, Ravello, and Amalfi.

12 Guests 6 Bedrooms 6 Bathrooms

Dione

Italy Villas / Sicily
from $1,527.00 /night

Set on a quiet cliff looking at the enchanting town of Cefalù in the distance and the crystal sea all around, Villa Dione is the perfect villa for sea lovers!

22 Guests 11 Bedrooms 11 Bathrooms

Dodola

Italy Villas / Amalfi Coast
from $3,929.00 /night

Overlooking the extraordinary Gulf of Naples with the imposing Mount Vesuvius on the horizon, the three-floor Villa Dodola rests in a quiet and private part of the hills between the Sorrentino and the Amalfi coasts, only a few kilometers from the lively Sorrento, and just a 20-minute drive from the sandy beach of Massa Lubrense.

12 Guests 5 Bedrooms 6 Bathrooms

Drakothea

Greece / Mykonos
from $1,190.00 /night

Drakothea is a stunningly beautiful property and offers an extraordinary setting for a dream vacation. The distinctive combination of breathtaking views, artistic elements, modern amenities, privacy, luxury and comfort make this villa an exceptional vacation spot.

10 Guests 5 Bedrooms 5.5 Bathrooms

Dream in Blue

St. Martin Villas / St. Martin (French)
from $1,172.00 /night

Welcome to Villa Dream in Blue, offering one of the most beautiful views in Saint Martin, with stunning panoramic views of the Caribbean Sea from sunrise to sunset.

12 Guests 6 Bedrooms 6 Bathrooms

East Wind at Jumby Bay

Antigua / Jumby Bay Island
from $15,900.00 /night

Welcome to East Wind, a private haven of tranquility, set on the breezy southeastern shore of Jumby Bay Island.

16 Guests 8 Bedrooms 8.5 Bathrooms

Eco Serendib - Entire Villa

United States Virgin Islands / St. John
from $3,990.00 /night

Luxurious private spa retreat & organic garden-to-plate adventures. Indulge & experience luxury reserved for the privileged few.

2 Guests 1 Bedrooms 1 Bathrooms

Eco Serendib - Presidential Suite

United States Virgin Islands / St. John
from $2,500.00 /night

Luxurious private spa retreat & organic garden-to-plate adventures. Indulge & experience luxury reserved for the privileged few.

8 Guests 4 Bedrooms 4 Bathrooms

L'Ecume Des Jours

St. Martin Villas / St. Martin (French)
from $1,000.00 /night

Villa L'Ecume des Jours in St Martin gorgeous beach front villa on Plum bay.

10 Guests 5 Bedrooms 5 Bathrooms

Edmundo

Portugal / Algarve
from $1,414.00 /night

Villa Edmundo boasts an unrivalled position on the cliffs above Praia da Oura beach. The buzzing town of Santa Eulalia is just a short walk away.

10 Guests 5 Bedrooms 5 Bathrooms

Elia White Residence

Greece / Mykonos
from $1,154.00 /night

In the most privileged location in Mykonos, Elia is situated in a contemporary summer residence with stone and water as the dominant characteristics.

12 Guests 6 Bedrooms 6 Bathrooms

Elxi

Greece / Paros
from $1,345.00 /night

Villa Elxi is a six bedroom luxurious villa situated just a short walk from Kolybitres sandy beach and the ancient Mycenaean Acropolis.