There is no Uber in Key West. If you don't want to walk, you will most likely need to use a taxi.
From ~$175 a night you can have a nice hotel with a great pool right near the airport. You will have to take cabs back and forth from old town so just keep that in mind here. They also offer free breakfast which is always a plus.
From ~$182 per night this hotel is close to the Ceremony Site and walking distance from Duval.
Don't feel like driving? Fly directly into Key West.
3+ hour drive from Miami Airport to downtown Key West. Don't let the drive scare you - this drive is considered the 2nd most scenic drive in the US. Stop at Robbie's and feed massive tarpon, the 7-mile bridge tiki bar for a drink, or Islamorada for some of the best snorkeling you will ever do!
Right across the street from the Hemingway house and one street over from Duval. This quaint but luxurious B&B also has a Mojito bar right next to the pool - talk about paradise. Another one of our favorite spots in Old Town Key West. Starts at ~$209 per night.
Starting at ~$189 per night this is the same company that owns the Lighthouse Court Hotel. They own 6 different B&Bs in Old Town. The people that own these are great - if interested let us know, they are offering us group rates (5-10% off) if we have enough rooms booked. You can't go wrong here. Only thing to keep in mind - not all Hotels and B&Bs in Old Town have parking so make sure to ask when booking.
Marriott Member? This hotel starts at ~$259 per night and is the closest to Old Town. You would still have to take a cab back and forth but has plenty of parking.
This one is a pricier option - but worth it if you are willing to spend the money. From ~$410 per night you can be at the heart of the action and living in luxury. You can see the sunset celebration from your room, walk to all of our favorite spots, and sleep in a room that is close to heaven.
The sky is the limit here. You can get every type of price point in every different place on the island. Have a cozy place for 2 or round up some friends/family and get a house for 16. This site has incredible deals - you just have to browse what is available.
Everything you can imagine from studio apartments to pent house suites. Every price range, everywhere on the island. Like VRBO sky is the limit here.