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
from $4,113.00 /night
Exclusive Offers
Guests 3 Bedrooms 3 Bathrooms

Casa Fabbri

Tuscany, Italy
from $201.00 /night

More Villas

Exclusive Offers
4 Guests 2 Bedrooms 2 Bathrooms

Jelanda

Italy / Tuscany
from $368.00 /night
Exclusive Offers
8 Guests 4 Bedrooms 4.5 Bathrooms

Joie de Vivre

St. Martin / St. Martin (French)
from $1,150.00 /night
15 Guests 7 Bedrooms 7 Bathrooms

Joucas

France / Provence
from $2,914.00 /night
12 Guests 6 Bedrooms 6 Bathrooms

Villa Paola

Spain / Ibiza
from $5,819.00 /night
18 Guests 7 Bedrooms 9 Bathrooms

Kaia Kamina

Grand Cayman / Rum Point
from $2,950.00 /night
14 Guests 7 Bedrooms 7.5 Bathrooms

Sunset Cove at Jumby Bay

Antigua / Jumby Bay Island
from $13,700.00 /night
Exclusive Offers
4 Guests 2 Bedrooms 2 Bathrooms

Keana

Italy / Tuscany
from $628.00 /night
16 Guests 7 Bedrooms 6.5 Bathrooms

Kempa Kai

Grand Cayman / Rum Point
from $2,900.00 /night
Exclusive Offers
8 Guests 4 Bedrooms 4.5 Bathrooms

Klairan

Barbados / Holetown
from $1,950.00 /night
Exclusive Offers
4 Guests 2 Bedrooms 2 Bathrooms

Kokomo Botanical Resort

Turks & Caicos / Providenciales
from $485.00 /night
Exclusive Offers
12 Guests 6 Bedrooms 6.5 Bathrooms

L'Oasis

St. Martin / Terres Basses
from $4,176.00 /night
Exclusive Offers
10 Guests 5 Bedrooms 6 Bathrooms

La Boheme

Italy / Sicily
from $1,263.00 /night
4 Guests 2 Bedrooms 2 Bathrooms

Jelanda

Italy / Tuscany
from $368.00 /night

Head to the Val d’Orcia and make memories that will last forever!

Our Exclusive Offers:
  • $250 Concierge Credit
  • Reduced Deposits in 2025
8 Guests 4 Bedrooms 4.5 Bathrooms

Joie de Vivre

St. Martin / St. Martin (French)
from $1,150.00 /night

Villa Joie de Vivre is located directly on Baie Rouge beach, one of the most prestigious and serene beaches in French Saint Martin.

Our Exclusive Offers:
  • $250 Concierge Credit
15 Guests 7 Bedrooms 7 Bathrooms

Joucas

France / Provence
from $2,914.00 /night

Joucas is an exclusive and luxurious residence offering unparalleled intimacy.

12 Guests 6 Bedrooms 6 Bathrooms

Villa Paola

Spain / Ibiza
from $5,819.00 /night

This spectacular and modern villa consists of 650 square meters with an added 1,200 square meters of terraces on different levels with several luxurious chill out areas.

18 Guests 7 Bedrooms 9 Bathrooms

Kaia Kamina

Grand Cayman / Rum Point
from $2,950.00 /night

Welcome to Kaia Kamina, a luxury oceanfront estate among the swaying palm trees and tropical vistas of beautiful Cayman Kai.

14 Guests 7 Bedrooms 7.5 Bathrooms

Sunset Cove at Jumby Bay

Antigua / Jumby Bay Island
from $13,700.00 /night

Privacy and togetherness dovetail perfectly at Sunset Cove, where a green mosaic courtyard with palm trees separates an elegant main house from two guest cottages with three bedrooms each.

4 Guests 2 Bedrooms 2 Bathrooms

Keana

Italy / Tuscany
from $628.00 /night

Set on the green hills surrounding Florence, the intimate Keana is a beautiful attached residence located on the ground floor of a 15th century Tuscan villa.

Our Exclusive Offers:
  • $250 Concierge Credit
16 Guests 7 Bedrooms 6.5 Bathrooms

Kempa Kai

Grand Cayman / Rum Point
from $2,900.00 /night

Inspiring, luxurious, and peaceful are just a few words we’d use to describe the blissful elegance you’ll find at Kempa Kai.

8 Guests 4 Bedrooms 4.5 Bathrooms

Klairan

Barbados / Holetown
from $1,950.00 /night

Set in over an acre and a half of tropical gardens in the heart of the exclusive Sandy Lane Estate, Klairan offers luxury island living.

Our Exclusive Offers:
  • $250 Concierge Credit
4 Guests 2 Bedrooms 2 Bathrooms

Kokomo Botanical Resort

Turks & Caicos / Providenciales
from $485.00 /night

The Villas at Kokomo Botanical Resort & Spa are built to let you have the vacation you deserve in beautiful Turks & Caicos.

Our Exclusive Offers:
  • $250 Concierge Credit
12 Guests 6 Bedrooms 6.5 Bathrooms

L'Oasis

St. Martin / Terres Basses
from $4,176.00 /night

Located on Baie Rouge Beach, Villa L'Oasis on St. Martin is a one-of-a-kind masterpiece, seamlessly blending the captivating allure of Moroccan design with the timeless elegance of Greek architecture.

Our Exclusive Offers:
  • $250 Concierge Credit
10 Guests 5 Bedrooms 6 Bathrooms

La Boheme

Italy / Sicily
from $1,263.00 /night

La Boheme is an exclusive villa with private swimming pool in Taormina.

Our Exclusive Offers:
  • $250 Concierge Credit