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  $171.00 /night

More Villas

10 Guests 5 Bedrooms 5 Bathrooms

South Cove Dream

Greece / Mykonos
from $3,738.00 /night
10 Guests 4 Bedrooms 4.5 Bathrooms

Spero - Hacienda B6

Dominican Republic / Punta Cana
from $1,290.00 /night
12 Guests 5 Bedrooms 5.5 Bathrooms

Starfish - Arrecife 64

Dominican Republic / Punta Cana
from $1,250.00 /night
4 Guests 2 Bedrooms 3 Bathrooms
Call for Pricing
8 Guests 3 Bedrooms 3 Bathrooms
Call for Pricing
6 Guests 3 Bedrooms 3 Bathrooms
Call for Pricing
10 Guests 4 Bedrooms 4.5 Bathrooms

Storm Peak Chalet

Colorado / Steamboat Springs
from $577.00 /night
18 Guests 9 Bedrooms 9 Bathrooms

Stradivari

Italy / Amalfi Coast
from $3,511.00 /night
2 Guests 1 Bedrooms 1.5 Bathrooms

Sugar Kube

Turks & Caicos / Providenciales
from $600.00 /night
8 Guests 3 Bedrooms 3.5 Bathrooms

Three-Bedroom Villa at La Samanna, A Belmond Hotel

St. Martin / St. Martin (French)
Call for Pricing
18 Guests 6 Bedrooms 5.5 Bathrooms

Sun Salutations

Grand Cayman / Rum Point
from $1,950.00 /night
6 Guests 3 Bedrooms 3 Bathrooms

Sunrise

St. Martin / St. Martin (French)
from $700.00 /night
10 Guests 5 Bedrooms 5 Bathrooms

South Cove Dream

Greece / Mykonos
from $3,738.00 /night

South Cove Dream lies just above the entrance of Ornos bay on the southern side of Mykonos, a prime location on the island as it is well sheltered from the wind and close to the lively Ornos beach and Mykonos Town.

10 Guests 4 Bedrooms 4.5 Bathrooms

Spero - Hacienda B6

Dominican Republic / Punta Cana
from $1,290.00 /night

Surrounded by lush evergreen and "golf course green" grass, this marvelous four-bedroom home stands in the middle of paradise inside Punta Cana Resort, a world renowned and acclaimed Caribbean resort.

12 Guests 5 Bedrooms 5.5 Bathrooms

Starfish - Arrecife 64

Dominican Republic / Punta Cana
from $1,250.00 /night

Indulge yourself by staying at one of the most modern, yet comfortable golfview villas in one of the most lauded resorts in the whole Caribbean - Punta Cana Resort.

4 Guests 2 Bedrooms 3 Bathrooms
Call for Pricing

Spectacular, one-of-a-kind showpieces, these two-to-seven-bedroom homes offer the ultimate in privacy with sweeping Caribbean Sea views and layouts ideal for time together and on your own – just a 10-minute golf-cart ride to the beach.

8 Guests 3 Bedrooms 3 Bathrooms
Call for Pricing

The Somerset on Grace Bay is a peaceful luxury hideaway, amid the sprawling Turks and Caicos resorts, where you can enjoy the greatest gift of all — treasured time together.

6 Guests 3 Bedrooms 3 Bathrooms
Call for Pricing

The Somerset on Grace Bay is a peaceful luxury hideaway, amid the sprawling Turks and Caicos resorts, where you can enjoy the greatest gift of all — treasured time together.

10 Guests 4 Bedrooms 4.5 Bathrooms

Storm Peak Chalet

Colorado / Steamboat Springs
from $577.00 /night

Storm Peak Chalet is a mountain home with fabulous views, just walking distance from the heart of the Steamboat Ski village. Ideal for families or a group seeking a close connection to the mountain village.

18 Guests 9 Bedrooms 9 Bathrooms

Stradivari

Italy / Amalfi Coast
from $3,511.00 /night

For many travelers Sorrento is the starting point of choice to explore the Amalfi Coast.

2 Guests 1 Bedrooms 1.5 Bathrooms

Sugar Kube

Turks & Caicos / Providenciales
from $600.00 /night

Exquisitely designed and furnished, 'Sugar Kube' is a tranquil, one bedroom beach villa, just footsteps to spectacular Grace Bay Beach and Smith’s Reef—a snorkelers paradise.

8 Guests 3 Bedrooms 3.5 Bathrooms

Three-Bedroom Villa at La Samanna, A Belmond Hotel

St. Martin / St. Martin (French)
Call for Pricing

Step into an enchanting hideaway.

18 Guests 6 Bedrooms 5.5 Bathrooms

Sun Salutations

Grand Cayman / Rum Point
from $1,950.00 /night

Embark on an unparalleled five-star luxury vacation experience at Sun Salutations, an exquisite oceanfront estate in the posh Cayman Kai neighborhood.

6 Guests 3 Bedrooms 3 Bathrooms

Sunrise

St. Martin / St. Martin (French)
from $700.00 /night

Villa Sunrise in St Martin unbelievable views over Orient Bay and St Barths.