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  $177.00 /night

More Villas

2 Guests 1 Bedrooms 1.5 Bathrooms

Tower House at The Chilko Experience

British Columbia / Chilko Lake
from $2,190.00 /night
16 Guests 7 Bedrooms 5.5 Bathrooms

Trails Edge Lodge

Colorado / Steamboat Springs
from $1,076.00 /night
Exclusive Offers
18 Guests 6 Bedrooms 6.5 Bathrooms

Black Urchin - Private Residence No. 1

Grand Cayman / Bodden Town
from $3,899.00 /night
24 Guests 11 Bedrooms 8 Bathrooms

Triton

Turks & Caicos / Providenciales
from $3,190.00 /night
12 Guests 6 Bedrooms 6.5 Bathrooms

Triton at Kamique Villas

Anguilla / Little Harbor
from $2,200.00 /night
10 Guests 5 Bedrooms 5 Bathrooms

Truffle

St. Martin / St. Martin (French)
from $1,143.00 /night
12 Guests 6 Bedrooms 6 Bathrooms

Tullia

Italy / Tuscany
from $824.00 /night
4 Guests 2 Bedrooms 2 Bathrooms

Turan

Italy / Tuscany
from $641.00 /night
6 Guests 3 Bedrooms 3.5 Bathrooms

Turtle Cove

Hawaii / Maui
from $2,722.00 /night
8 Guests 4 Bedrooms 4 Bathrooms

Turtle Nest

St. Martin / St. Martin (French)
from $1,750.00 /night
12 Guests 6 Bedrooms 6 Bathrooms

Un Chalet à Mégève

France / French Alps
from $2,202.00 /night
21 Guests 8 Bedrooms 7 Bathrooms

Val Bleu

France / Provence
from $2,143.00 /night
2 Guests 1 Bedrooms 1.5 Bathrooms

Tower House at The Chilko Experience

British Columbia / Chilko Lake
from $2,190.00 /night

The Chilko Experience is a private wilderness estate offering an exceptional experience in the beautiful remote Chilko Valley in British Columbia.

16 Guests 7 Bedrooms 5.5 Bathrooms

Trails Edge Lodge

Colorado / Steamboat Springs
from $1,076.00 /night

Newly remodeled with contemporary mountain style from top to bottom, 'Trails Edge Lodge' offers state-of-the-art, luxury lodging, ideal for family or group gatherings.

18 Guests 6 Bedrooms 6.5 Bathrooms

Black Urchin - Private Residence No. 1

Grand Cayman / Bodden Town
from $3,899.00 /night

Sweeping, clean-lined spaces meet stunning sea views at our 6-bedroom, 6.5-bathroom villa set on a large stretch of barefoot beach.

Our Exclusive Offers:
  • Up to 25% Off
24 Guests 11 Bedrooms 8 Bathrooms

Triton

Turks & Caicos / Providenciales
from $3,190.00 /night

Triton Luxury beach villas is Long Bay’s most new luxury rental villa completed in early 2017

12 Guests 6 Bedrooms 6.5 Bathrooms

Triton at Kamique Villas

Anguilla / Little Harbor
from $2,200.00 /night

Triton Villa is a gorgeous six-bedroom villa overlooking the shimmering Caribbean, with amazing views of St.Maarten (and St. Barth's in the distance).

10 Guests 5 Bedrooms 5 Bathrooms

Truffle

St. Martin / St. Martin (French)
from $1,143.00 /night

An amazing, luxurious, and modern five-bedroom villa on St Martin.

12 Guests 6 Bedrooms 6 Bathrooms

Tullia

Italy / Tuscany
from $824.00 /night

Villa Tullia was recently and beautifully restored featuring a contemporary look and style.

4 Guests 2 Bedrooms 2 Bathrooms

Turan

Italy / Tuscany
from $641.00 /night

The Oltrarno is Florence’s rive gauche, and even though this quarter lies beyond the Arno river and contains part of the city’s historical center, compared to the other side, it is calmer and certainly more authentic.

6 Guests 3 Bedrooms 3.5 Bathrooms

Turtle Cove

Hawaii / Maui
from $2,722.00 /night

Turtle Cove, located on Napili Bay in West Maui, is a unique private villa showcasing awe-inspiring southwest views of the Pacific Ocean.

8 Guests 4 Bedrooms 4 Bathrooms

Turtle Nest

St. Martin / St. Martin (French)
from $1,750.00 /night

Turtle Nest's vibrant tropical garden entry sets the stage for a specular Caribbean view.

12 Guests 6 Bedrooms 6 Bathrooms

Un Chalet à Mégève

France / French Alps
from $2,202.00 /night

A beautiful luxury Chalet in Mégève, situated 5 kilometers from the center of Mégève and the Rochebrune slopes.

21 Guests 8 Bedrooms 7 Bathrooms

Val Bleu

France / Provence
from $2,143.00 /night

Val Bleu is a rustic style and charming Provencal 'mas' for 21 guests, in an exceptional location, a haven of peace at the foot of the Luberon overlooking the beautiful village of Bonnieux.