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Hotel Guides > Florida > Key West > Bayside Hotels & Motels

Key West Hotels on the Bay – Key West, Florida

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Welcome to our guide to Key West hotels on the bay.

Bayside Key West hotels are located on Roosevelt Blvd in the west side of "New Town".

Map of Bayside, Roosevelt Blvd Hotels

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    Best Value Hotels – Bayside, Roosevelt Blvd

    Rates shown below are averages. Click See Rates to see rates for your dates.
  • Parrot Key Hotel & Resort Key West
    2801 North Roosevelt, Key West, FL 33040

    From $249
    Enter Dates
    Parrot Key Hotel & Resort Key West

    Check In1600
    Check Out1100

    Rated Very High
    Upscale, smoke-free, bayside hotel 3 floors; 74 rooms and suites, 2 townhomes - no elevator
    Outdoor swimming pool open all year - exercise room
    Restaurant - tiki bar - room service
    Restaurant open for breakfast and lunch only
    Free WiFi
    Free parking
    Not pet friendly - no pets allowed. - Aug 2016
    Note: This hotel charges a resort fee of $25 per night - includes parking and Internet access.

    TripAdvisor Traveler Rating:  4.5 of 5 stars
    Based on 4513 reviews  Read Recent Reviews

  • Fairfield Inn by Marriott Key West
    2400 North Roosevelt Blvd, MM 2, Key West, FL 33040

    From $271
    Enter Dates
    Fairfield Inn by Marriott Key West

    Check In1500
    Check Out1100

    Rated High
    Midscale, smoke-free, bayside motel 2 floors, 106 rooms - elevator
    Outdoor swimming pool - exercise room
    Tiki bar
    Microwave and refrigerator in every room
    Free hot breakfast buffet
    Free WiFi
    Free parking
    Not pet friendly - no pets allowed. - Sep 2015

    Most Recent HotelGuides Review
    "The motel was nice, clean, and comfortable, and the staff was friendly. Good place to stay.2017-09-03"
    More >

    TripAdvisor Traveler Rating:  4.0 of 5 stars
    Based on 1759 reviews  Read Recent Reviews

  • Courtyard by Marriott Waterfront Hotel Key West
    3031-41 North Roosevelt Blvd, MM 2.5, Key West, FL 33040

    From $169
    Enter Dates
    Courtyard by Marriott Waterfront Hotel Key West

    Check In1600
    Check Out1100

    Rated High
    Upper-midscale, smoke-free, waterfront hotel 3 floors, 68 rooms and suites - elevator
    Outdoor swimming pool open in summer - exercise room
    2 restaurants - lounge
    Restaurant open for breakfast and dinner only
    Free WiFi
    Free parking
    Not pet friendly - no pets allowed. - Feb 2015

    TripAdvisor Traveler Rating:  4.0 of 5 stars
    Based on 691 reviews  Read Recent Reviews

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Key West Info

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Sunset Key, Oceanfront Hotels

Pet Friendly Hotels in or near Key West

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Map of Bayside, Roosevelt Blvd Hotels

Nearby Attractions


Hotels near Smathers Beach
   0.9 mile SE
Hotels near Historic Seaport Boardwalk
   1.7 miles west
Hotels near Southernmost Point
   1.9 miles SW
Hotels near Mallory Square, Waterfront
   2.1 miles west
Hotels near Naval Air Station Key West
   5 miles east
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Nearby Cities


Key West FL Hotels
   1.8 miles SW
Big Coppitt Key FL Hotels
   8 miles east
Sugarloaf Key FL Hotels
   15 miles east
Cudjoe Key FL Hotels
   19 miles NE
Little Palm Island FL Hotels
   25 miles east
Little Torch Key FL Hotels
   25 miles east
Big Pine Key FL Hotels
   27 miles east
How Do We Order Hotels Below?

On place pages like this, we order hotels from lowest cost to highest – except we list low-rated hotels at the bottom of the page.

Most of our competitors order these same hotels in other ways that make them more money.
How Do We Define Motel?

To us, motels are smaller lodgings that have rooms you can enter directly from the parking area.

At hotels, on the other hand, you can enter your room only through a hall inside the building.
Key West Hotel Tips

Important Hotel Tips


Key West Hotels, Motels, Lodging, and Accommodations near the Bay – Key West, Florida FL Fla, USA

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