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  11,000 Club Points/night
Exclusive Offers
Guests 3 Bedrooms 3 Bathrooms

Casa Fabbri

Tuscany, Italy Villas
from  500 Club Points/night

More Villas

Exclusive Offers
9 Guests 4 Bedrooms 3 Bathrooms

Allegria

Greece / Athens
from 2,000 Club Points/night
Exclusive Offers
8 Guests 4 Bedrooms 4.5 Bathrooms
from 5,000 Club Points/night
Exclusive Offers
18 Guests 7 Bedrooms 7 Bathrooms

Alizee

St. Martin Villas / Sint Maarten
from 2,500 Club Points/night
Exclusive Offers
10 Guests 5 Bedrooms 5 Bathrooms

Allegra

Italy Villas / Tuscany
from 3,500 Club Points/night
Exclusive Offers
12 Guests 6 Bedrooms 7 Bathrooms

Allegra - Arrecife 69

Dominican Republic Villas / Punta Cana
from 5,000 Club Points/night
Exclusive Offers
6 Guests 3 Bedrooms 3 Bathrooms

Allure

Greece / Kos
from 3,500 Club Points/night
Exclusive Offers
9 Guests 4 Bedrooms 4.5 Bathrooms

Alondra at Casa de Campo

Dominican Republic Villas / la Romana
from 6,000 Club Points/night
Exclusive Offers
8 Guests 4 Bedrooms 4 Bathrooms

Altagracia

United States Virgin Islands / St. John
from 2,000 Club Points/night
Exclusive Offers
12 Guests 6 Bedrooms 6 Bathrooms

Always

St. Martin Villas / St. Martin (French)
from 4,000 Club Points/night
Exclusive Offers
12 Guests 5 Bedrooms 5 Bathrooms

Amalia

Greece / Patmos
from 6,500 Club Points/night
Exclusive Offers
10 Guests 5 Bedrooms 6 Bathrooms

Amandara

St. Martin Villas / St. Martin (French)
from 7,500 Club Points/night
Exclusive Offers
8 Guests 4 Bedrooms 3 Bathrooms

Ambita

Italy Villas / Amalfi Coast
from 4,000 Club Points/night
9 Guests 4 Bedrooms 3 Bathrooms

Allegria

Greece / Athens
from 2,000 Club Points/night

Allegria is a four bedroom luxury stylish property with a private pool situated at Lagonisi area in the neighborhood of Agios Dimitrios; a quiet spot with amazing sea views, serenity and privacy.

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
8 Guests 4 Bedrooms 4.5 Bathrooms
from 5,000 Club Points/night

Villa Alegria is located in the village of Salema on a clifftop with breathtaking ocean views over Salema beach and the amazing coastline.

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
18 Guests 7 Bedrooms 7 Bathrooms

Alizee

St. Martin Villas / Sint Maarten
from 2,500 Club Points/night

Alizée is an impressive 7-bedroom, 7-bathroom luxurious villa located in Guana Bay, and is within walking distance of Guana Bay Beach.

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
10 Guests 5 Bedrooms 5 Bathrooms

Allegra

Italy Villas / Tuscany
from 3,500 Club Points/night

Surrounded by a picture-perfect landscape, near the quaint village of Sovicille and only a 20-minute drive from Siena, Allegra is an elegant Italian villa composed of a main building having approx. 2,800 square feet of living space, and an independent wing of approx. 680 square feet and with an independent entrance.

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
  • 20% Off in Italy
12 Guests 6 Bedrooms 7 Bathrooms

Allegra - Arrecife 69

Dominican Republic Villas / Punta Cana
from 5,000 Club Points/night

Located in one of the most exclusive and secluded spots in the whole Caribbean, this architectural masterpiece is the ideal place to dwell and relax, ensuring a unique and well deserved vacation.

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
6 Guests 3 Bedrooms 3 Bathrooms

Allure

Greece / Kos
from 3,500 Club Points/night

Villa Allure is a newly constructed beachfront residence in the island of Kos, a true gem, standing out for its location, design and quality.

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
9 Guests 4 Bedrooms 4.5 Bathrooms

Alondra at Casa de Campo

Dominican Republic Villas / la Romana
from 6,000 Club Points/night

This elegant two-story villa is the perfect hideaway for an incredible vacation.

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
8 Guests 4 Bedrooms 4 Bathrooms

Altagracia

United States Virgin Islands / St. John
from 2,000 Club Points/night

It’s hard to choose a favorite from among Altagracia’s many enticing features!

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
12 Guests 6 Bedrooms 6 Bathrooms

Always

St. Martin Villas / St. Martin (French)
from 4,000 Club Points/night

Villa Always in St Martin beautiful 6 bedroom villa tailored to fit a luxurious caribbean way of life

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
  • Up to 15% Off
12 Guests 5 Bedrooms 5 Bathrooms

Amalia

Greece / Patmos
from 6,500 Club Points/night

Οne of the most luxurious and exquisite properties in the Chora, Villa Amalia blends beautifully to its medieval surroundings.

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
10 Guests 5 Bedrooms 6 Bathrooms

Amandara

St. Martin Villas / St. Martin (French)
from 7,500 Club Points/night

Set above the gorgeous Baie Rouge Beach along Marigot Bay, Villa Amandara is a brand-new property in the Terres Basses area of St. Martin.

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
8 Guests 4 Bedrooms 3 Bathrooms

Ambita

Italy Villas / Amalfi Coast
from 4,000 Club Points/night

Ambita is a very charming two-story villa set on a beautiful panoramic terraced garden.

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