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  $209.00 /night

More Villas

Exclusive Offers
18 Guests 6 Bedrooms 6.5 Bathrooms
from $4,749.00 /night
Exclusive Offers
24 Guests 11 Bedrooms 8 Bathrooms

Triton

Turks & Caicos / Providenciales
from $8,000.00 /night
12 Guests 6 Bedrooms 6.5 Bathrooms

Triton at Kamique Villas

Anguilla / Little Harbor
from $2,200.00 /night
16 Guests 8 Bedrooms 8.5 Bathrooms

Sambarela - Yarari 14

Dominican Republic / Cap Cana
from $4,999.00 /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 $801.00 /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 $2,850.00 /night
14 Guests 7 Bedrooms 7.5 Bathrooms

Martlets Villa at Jumby Bay

Antigua / Jumby Bay Island
from $14,300.00 /night
8 Guests 4 Bedrooms 4 Bathrooms

Turtle Nest

St. Martin / St. Martin (French)
from $1,750.00 /night
4 Guests 2 Bedrooms 2 Bathrooms

The Regent Grand - Two Bedroom Oceanfront

Turks & Caicos / Providenciales
Call for Pricing
12 Guests 6 Bedrooms 6 Bathrooms

Un Chalet à Mégève

France / French Alps
from $2,202.00 /night
18 Guests 6 Bedrooms 6.5 Bathrooms
from $4,749.00 /night

A 6 Bedroom Private Tropical Escape in Grand Cayman

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

Triton

Turks & Caicos / Providenciales
from $8,000.00 /night

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

Our Exclusive Offers:
  • Up to 15% Off
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).

16 Guests 8 Bedrooms 8.5 Bathrooms

Sambarela - Yarari 14

Dominican Republic / Cap Cana
from $4,999.00 /night

Soaring circular sports villa in paradise.

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 $801.00 /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 $2,850.00 /night

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

14 Guests 7 Bedrooms 7.5 Bathrooms

Martlets Villa at Jumby Bay

Antigua / Jumby Bay Island
from $14,300.00 /night

Nestled within beautifully landscaped gardens on the southeastern end of Jumby Bay, Martlets offers breathtaking views of the Atlantic Ocean and mainland Antigua.

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.

4 Guests 2 Bedrooms 2 Bathrooms

The Regent Grand - Two Bedroom Oceanfront

Turks & Caicos / Providenciales
Call for Pricing

The Art of Exclusivity ~ Located on a pristine 300-foot stretch of powder white sand on world-famous Grace Bay Beach, the new Regent Grand is the exclusive destination that offers unparalleled indulgence and is re-writing the rules on island luxury.

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.