Couples/Groups Villas
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
Sailrock South Caicos Resort - 3 Bedroom Beachfront Villa
South Caicos Island, Turks & CaicosMore Villas
Tower House at The Chilko Experience
British Columbia / Chilko LakeTrails Edge Lodge
Colorado / Steamboat SpringsBlack Urchin - Private Residence No. 1
Grand Cayman / Bodden TownTriton
Turks & Caicos / ProvidencialesTriton at Kamique Villas
Anguilla / Little HarborTruffle
St. Martin / St. Martin (French)Turtle Crossing at Jumby Bay
Antigua / Jumby Bay IslandTurtle Nest
St. Martin / St. Martin (French)Two Bedroom Beach House at COMO Parrot Cay
Turks & Caicos / Parrot CayTower House at The Chilko Experience
British Columbia / Chilko LakeThe Chilko Experience is a private wilderness estate offering an exceptional experience in the beautiful remote Chilko Valley in British Columbia.
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
Trails Edge Lodge
Colorado / Steamboat SpringsNewly 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.
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
Black Urchin - Private Residence No. 1
Grand Cayman / Bodden TownSweeping, 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 $100 Destination Dollars for Executive Owners
- Up to $175 Destination Dollars for Presidential Owners
- Up to $250 Destination Dollars for Chairman's Club Owners
- Early Booking Bonus - Up to 25% Off
- Up to 25% Off
- Spring into Savings - Up to 25% Off
Triton
Turks & Caicos / ProvidencialesTriton Luxury beach villas is Long Bay’s most new luxury rental villa completed in early 2017
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
- Book Now & Save
Triton at Kamique Villas
Anguilla / Little HarborTriton Villa is a gorgeous six-bedroom villa overlooking the shimmering Caribbean, with amazing views of St.Maarten (and St. Barth's in the distance).
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
Truffle
St. Martin / St. Martin (French)An amazing, luxurious, and modern five-bedroom villa on 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
Tullia
Italy / TuscanyVilla Tullia was recently and beautifully restored featuring a contemporary look and style.
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
Turan
Italy / TuscanyThe 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.
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
Turtle Cove
Hawaii / MauiTurtle Cove, located on Napili Bay in West Maui, is a unique private villa showcasing awe-inspiring southwest views of the Pacific Ocean.
Our Exclusive Offers:
- Up to $175 Destination Dollars for Presidential Owners
- Up to $100 Destination Dollars for Executive Owners
- Up to $250 Destination Dollars for Chairman's Club Owners
Turtle Crossing at Jumby Bay
Antigua / Jumby Bay IslandNestled within beautifully landscaped gardens on the southeastern end of Jumby Bay, Turtle Crossing offers breathtaking views of the Atlantic Ocean and mainland Antigua.
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
Turtle Nest
St. Martin / St. Martin (French)Turtle Nest's vibrant tropical garden entry sets the stage for a specular Caribbean view.
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
Two Bedroom Beach House at COMO Parrot Cay
Turks & Caicos / Parrot CayThese two-bedroom houses sit among the dunes on our mile-long white sand beach, providing guests with privacy and uninterrupted ocean views.
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