Why have one pool, when you can have two? And who wants to leave the comfort of home to visit a winery? Some escapes take luxury to the next level, with an added feeling of comfort, indulgence and glamour in every detail, from the private beach to the in-pool dining area to the staff, the views, the furnishings … see what we mean by treating yourself to a look at these five ultra-luxe villas.

Le Bleu, Anguilla

It’s on the beach, it’s got 10 bedrooms, and it was the setting for a season of “The Bachelor.” And that’s just a few of the features that make this villa extra-luxurious. It’s also got two pools and a private pavilion on the beach. Want more? Tennis court, staff and home cinema. You have to see it to believe it. View Le Bleu > 

Casa Biondi, Italy 

Access this classic Tuscan estate via the tree-lined private drive – or the onsite helipad. Once you arrive, you won’t even have to leave your breathtaking country surroundings, as this property includes a spa, restaurants, golf course, winery and culinary school. What more could you want? To savor traditional Italian meals outdoors, alongside the pool terrace and olive groves? Done! View Casa Biondi > 

Villa Corales 28, Dominican Republic 

When you start with an idyllic Caribbean setting within an exclusive gated resort, you’re already guaranteeing top luxury. Add a giant wrap-around infinity pool and a semi-private beach, and you’re securely in ultra-luxe territory. At that point, just top it off with indoor and outdoor Jacuzzis, an ocean-side gazebo and two presidential bedroom suites. View Villa Corales > 

Midtown Retreat Penthouse, New York 

Yes, you read that correctly. This is a spacious three-bedroom New York penthouse with a prime Midtown location, private elevator entrance and outdoor terrace. Spend your getaway living like Big Apple royalty with his and hers walk-in closets, marble-finished bathroom, loft, and sweeping city views. View Midtown Retreat Penthouse >

The Dunes, Turks and Caicos 

Dining by the pool is luxurious. Dining in the pool is extra-luxurious. That’s what you can expect at The Dunes, a three-villa beachfront escape with floating palapa, a covered in-pool dining space – with a floating fire pit alongside it. All you’ve got to do it try your best to avoid the water within 30 minutes after eating. View The Dunes > 

See all villas. Or contact us at 800.289.0900 to speak to a qualified villa expert who will help you explore which luxury villa best suits you.