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  $176.00 /night

More Villas

16 Guests 8 Bedrooms 8 Bathrooms

Dada

Italy / The Lakes
from $5,313.00 /night
22 Guests 11 Bedrooms 10 Bathrooms

Daniela

Italy / Tuscany
from $2,469.00 /night
14 Guests 7 Bedrooms 7 Bathrooms

Delos

Greece / Mykonos
from $3,220.00 /night
10 Guests 5 Bedrooms 5 Bathrooms

Devine

Greece / Santorini
from $9,754.00 /night
13 Guests 7 Bedrooms 4 Bathrooms

Di Montegemoli

Italy / Tuscany
from $577.00 /night
12 Guests 6 Bedrooms 6 Bathrooms

Diana

Italy / Amalfi Coast
from $5,286.00 /night
12 Guests 6 Bedrooms 6 Bathrooms

Dione

Italy / Sicily
from $1,269.00 /night
22 Guests 11 Bedrooms 11 Bathrooms

Dodola

Italy / Amalfi Coast
from $3,410.00 /night
12 Guests 5 Bedrooms 6 Bathrooms

Drakothea

Greece / Mykonos
from $1,190.00 /night
8 Guests 4 Bedrooms 4.5 Bathrooms

Dreamin Blue

St. Martin / St. Martin (French)
from $1,015.00 /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
16 Guests 8 Bedrooms 8 Bathrooms

Dada

Italy / The Lakes
from $5,313.00 /night

Welcome to your villa on the Lake!

22 Guests 11 Bedrooms 10 Bathrooms

Daniela

Italy / Tuscany
from $2,469.00 /night

Villa Daniela consists of eleven comfortable lovingly restored bedrooms and several social interior spaces surrounded by a formal Italian garden, boasting a large fenced private swimming pool and a covered patio to enjoy the hot summer.

14 Guests 7 Bedrooms 7 Bathrooms

Delos

Greece / Mykonos
from $3,220.00 /night

Villa Delos, is a newly constructed property in the area of Pouli with uninterrupted views of Delos and Rhenia Islands, the energy center of the Cyclades.

10 Guests 5 Bedrooms 5 Bathrooms

Devine

Greece / Santorini
from $9,754.00 /night

Villa Devine is a newly constructed residence available on the island of Santorini.

13 Guests 7 Bedrooms 4 Bathrooms

Di Montegemoli

Italy / Tuscany
from $577.00 /night

This large classic villa is located in the Val di Cecina, a wide region which extends from the coast, where the town of Cecina and other tourist resorts are located, to the renowned town of Volterra.

12 Guests 6 Bedrooms 6 Bathrooms

Diana

Italy / Amalfi Coast
from $5,286.00 /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 / Sicily
from $1,269.00 /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 / Amalfi Coast
from $3,410.00 /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.

8 Guests 4 Bedrooms 4.5 Bathrooms

Dreamin Blue

St. Martin / St. Martin (French)
from $1,015.00 /night

Villa Dreamin Blue, the most beautiful view of Saint Martin, which offers you a breathtaking panoramic view of the Caribbean Sea, sunrise and 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.