Fantastic food, world-class shopping, museums, nightlife and an intoxicating atmosphere are just some of the characteristics that define the urban oasis locations included in the Skyline Winner’s Choice. Enjoy a 3-night stay in historic New Orleans, H-O-T Miami, shopper’s paradise Chicago or a foodie dream in Montreal. Each residence accommodates 4 – perfect for a family, just the girls, guys or couples getaway.

New Orleans


  • A stay can be reserved, based on availability, any time except New Orleans (Mardi Gras 3/2/19 – 3/16/19), Montreal, (Grand Prix Week), Miami (Christmas and New Year’s)
  • See additional individual restrictions by clicking on the destination link above
  • These are representative destination properties. Your destination property, while of comparable value, may vary based upon available inventory at time of booking and travel
  • All reservations will incur a non-refundable housekeeping fee, which may vary depending on the size of the accommodations