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Best New Years trip for two
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Rising Star
I probably wouldn’t. But maybe pick a hotel that suits you and read some recent reviews and contact the hotel to confirm what amenities (if any) are unavailable.
Most Marriotts in San Juan are underwhelming. The Vanderbilt is probably the nicest hotel in San Juan. I’d look into AirBnBs as well.
If you’re open to leaving the San Juan area, the St. Regis may be a nice option. There is also a Hyatt near the St. Regis.
Pro
It’s outside San Juan, but I’d echo the Hyatt. It can be a great point value at 15k points/night (you can also transfer Chase points to Hyatt 1:1)