Couples/Groups Villas
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
Sailrock South Caicos Resort - 3 Bedroom Beachfront Villa
South Caicos Island, Turks & CaicosMore Villas
Dream in Blue
St. Martin / St. Martin (French)East Wind at Jumby Bay
Antigua / Jumby Bay IslandDada
Italy / The LakesWelcome to your villa on the Lake!
Our Exclusive Offers:
- Up to $100 Destination Dollars for Executive Owners
- Up to $175 Destination Dollars for Presidential Owners
- Up to $250 Destination Dollars for Chairman's Club Owners
Daniela
Italy / TuscanyVilla 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.
Our Exclusive Offers:
- Up to $100 Destination Dollars for Executive Owners
- Up to $175 Destination Dollars for Presidential Owners
- Up to $250 Destination Dollars for Chairman's Club Owners
Delos
Greece / MykonosVilla 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.
Our Exclusive Offers:
- Up to $100 Destination Dollars for Executive Owners
- Up to $175 Destination Dollars for Presidential Owners
- Up to $250 Destination Dollars for Chairman's Club Owners
Devine
Greece / SantoriniVilla Devine is a newly constructed residence available on the island of Santorini.
Our Exclusive Offers:
- Up to $100 Destination Dollars for Executive Owners
- Up to $175 Destination Dollars for Presidential Owners
- Up to $250 Destination Dollars for Chairman's Club Owners
Di Montegemoli
Italy / TuscanyThis 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.
Our Exclusive Offers:
- Up to $250 Destination Dollars for Chairman's Club Owners
- Up to $175 Destination Dollars for Presidential Owners
- Up to $100 Destination Dollars for Executive Owners
Torre Di Montelopio
Italy / TuscanyVilla di Montelopio is a traditional 16th century villa with private swimming pool situated in the Montelopio Village within walking distance of restaurants and bars.
Our Exclusive Offers:
- Up to $100 Destination Dollars for Executive Owners
- Up to $175 Destination Dollars for Presidential Owners
- Up to $250 Destination Dollars for Chairman's Club Owners
Diana
Italy / Amalfi CoastThe striking white stucco structure of Villa Diana is perfectly positioned in the beautiful village of Praiano, within easy reach from Positano, Ravello, and Amalfi.
Our Exclusive Offers:
- Up to $100 Destination Dollars for Executive Owners
- Up to $175 Destination Dollars for Presidential Owners
- Up to $250 Destination Dollars for Chairman's Club Owners
Dione
Italy / SicilySet 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!
Our Exclusive Offers:
- Up to $100 Destination Dollars for Executive Owners
- Up to $175 Destination Dollars for Presidential Owners
- Up to $250 Destination Dollars for Chairman's Club Owners
Dodola
Italy / Amalfi CoastOverlooking 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.
Our Exclusive Offers:
- Up to $100 Destination Dollars for Executive Owners
- Up to $175 Destination Dollars for Presidential Owners
- Up to $250 Destination Dollars for Chairman's Club Owners
Drakothea
Greece / MykonosDrakothea 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.
Our Exclusive Offers:
- Up to $100 Destination Dollars for Executive Owners
- Up to $175 Destination Dollars for Presidential Owners
- Up to $250 Destination Dollars for Chairman's Club Owners
Dream in Blue
St. Martin / St. Martin (French)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.
Our Exclusive Offers:
- Up to $100 Destination Dollars for Executive Owners
- Up to $175 Destination Dollars for Presidential Owners
- Up to $250 Destination Dollars for Chairman's Club Owners
East Wind at Jumby Bay
Antigua / Jumby Bay IslandWelcome to East Wind, a private haven of tranquility, set on the breezy southeastern shore of Jumby Bay Island.
Our Exclusive Offers:
- Up to $100 Destination Dollars for Executive Owners
- Up to $175 Destination Dollars for Presidential Owners
- Up to $250 Destination Dollars for Chairman's Club Owners