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Key West Neighborhoods – Finding Your Way Around

New Town, Old Town, Meadows and so on.. You probably heard about those Key West Neighborhoods. Here is a description of each area and I have made a Key West Neighborhood map as well, so you can visualize the specific neighborhoods of Key West as well.

The Key West Neighborhoods areas are:

All the Key West Neighborhoods

  • New Town
  • Mid Town East and West
  • The Meadows
  • Casa Marina Area
  • Old Town
  • Truman Annex
key west neighborhoods map

A map over the different neighborhoods in Key west

New Town, Key West

This is the more quiet side of the Key West Island, yet still only a short bus ride or cab ride to the craziness of Duval street, Heck, I have even walked to Duval street from here. I personally love this area. Here you will find more modern condominium complexes, like the beautiful SaltPonds Condominiums, and condos with amazing waterfront views like the “Key West by the Sea”. 

This is also where you will find the bigger hotels like Hilton and Doubletree and a whole range of other hotels. There also is quite a few restaurants.

Mid Town, Key West

The gorgeous Smathers Beach is at the far south side of Mid Town, stretching into New Town as well

New Town is mostly a residential area and you will also find Publix, Win-Dixie, K-Mart and Home Depot here. There is a big mix of beautiful Island dream homes, old houses that should have been torn down many years ago and crappy trailer park areas.

The Meadows, Key West

This is where I would want to live if I ever moved to Key West Permanently. Here you will find old carefully restored houses with lush gardens on the most idyllic small roads. This is also primarily a residential area.

The Casa Marina Area, Key West

This whole area is named after the Casa Marina Resort. The hotel was build in the 1920’s and originally named after the builder Henry Flagler: The Henry Flagler Hotel. This is actually a part of Old Town, located close to the ocean and near the Southernmost point. It’s a very attractive (and expensive) area to live in.

Truman Annex, Key West

Truman Annex is located near the harbor area right next to the most popular part of Old Town. I am not 100% sure, but it looks to me like it is all vacation properties. There are definitely a lot of short term rentals in there. It is primarily smaller town homes of newer date, and while it is a top notch location, right between Old Town and Fort Zachary, I do not particular care for it. It reminds me of one big made up vacation community.

Old Town, Key West

Old town goes all the way across the island of Key West, from north to south. The most popular part is the north part where you will find most of the old popular bars and restaurants, such as Sloppy Joe’s and Capt. Tony’s. Here is also Ernest Hemingway’s home and besides that a ton of restaurants, bars and souvenir shops. The southern part also have restaurants, but it is more quiet.

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