Midtown
Key West
Visit Midtown
Things to do
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
CA $63
per adult
94% of travellers recommend
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
CA $78
per adult
88% of travellers recommend
Key West Coral Reef Snorkel with Mimosas, Margaritas or Rum Punch
CA $85
per adult
86% of travellers recommend
Dolphin Watch Catamaran Sunset Sail w/ Tapas and Open Bar
CA $111
per adult
94% of travellers recommend
Key West Rum & Reggae: Snorkel & Sunset Sail Combo
CA $96
per adult
88% of travellers recommend
Midtown Hotel Deals
Luxury High End, 2 Bikes, Highspeed Wi-Fi, Work station, Pool, Hot Tub, Gym
Key West FL
Book a stay at this beach condo in Key West. Enjoy free WiFi, private pools, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. ...
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
The price is CA $186 per night from Sep 2 to Sep 3
CA $186
CA $310 total
Sep 2 - Sep 3
includes taxes & fees
Book a stay at this spa hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
8.8/10 Excellent! (3,551 reviews)
"Just not a "resort" like one small bar by a pool and not enough music around the pool area"
Reviewed on Aug 22, 2026
Ibis Bay Beach Resort
3101 N. Roosevelt Blvd Key West FL
The price is CA $143 per night from Aug 26 to Aug 27
CA $143
CA $205 total
Aug 26 - Aug 27
includes taxes & fees
Book a stay at this beach hotel in Key West. Enjoy free breakfast, free WiFi, and a private beach. Our guests praise the breakfast and the pool in our reviews. ...
Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
The price is CA $193 per night from Sep 17 to Sep 18
CA $193
CA $305 total
Sep 17 - Sep 18
includes taxes & fees
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the helpful ...
9/10 Wonderful! (1,862 reviews)
"It was so relaxing and shuttles was awesome to and from downtown and airport."
Reviewed on Aug 21, 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
The price is CA $157 per night from Sep 1 to Sep 2
CA $157
CA $254 total
Sep 1 - Sep 2
includes taxes & fees
Book a stay at this family-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...
Parrot Key Hotel & Villas
2801 N Roosevelt Blvd Key West FL
The price is CA $193 per night from Sep 2 to Sep 3
CA $193
CA $296 total
Sep 2 - Sep 3
includes taxes & fees
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 4 outdoor pools, and breakfast (surcharge). Our guests praise the pool and the bar in our reviews. ...
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Where to stay in Midtown
Find the best Midtown areas and neighborhoods for the activities you enjoy most. Learn more about Midtown
Learn more about Midtown
Old Town Key West
If you're spending some time in Old Town Key West, Duval Street and Florida Keys Beaches are top sights worth seeing.
Downtown Key West
If you're spending some time in Downtown Key West, Duval Street and Ernest Hemingway Home and Museum are top sights worth seeing.
Key West Historic District
Travelers to Key West Historic District praise its fantastic nightlife. If you've got some more time to explore, be sure to make a stop by Duval Street and Florida Keys Beaches.
New Town
Though New Town might not have many top sights, you can venture to the surrounding area to see attractions like Smathers Beach and Key West Tropical Forest and Botanical Garden.
Midtown
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- Visit Bahama Village
- Visit Key West Historic District
- Visit Duck Key
- Visit Summerland Key
- Fort Zachary Taylor Historic State Park
- Harry S. Truman Little White House
- Visit Historic Seaport
- Visit Big Torch Key
- Clarence S. Higgs Memorial Beach Park
- Visit Uptown - Upper Duval
- Visit Cudjoe Key
- Visit Doctor's Arm
- Key West Vacations
- Fort East Martello Museum and Gallery
- Smathers Beach
- Mel Fisher Maritime Museum
- South Beach
- Visit Key West
- Visit Fleming Key
- Southernmost Point
- Visit Northside Resort
- Visit Little Torch Key
- All inclusive Vacation Packages Key West
- Visit Sugarloaf Key
- Duval Street
- Visit Downtown Key West
- Visit Poinciana Plaza
- Visit Ramrod Key
- Visit Marathon
- Visit Beachside
- Visit White Street Gallery District
- Visit Big Pine Key
- Visit Boca Chica Key
- Visit Cow Key
- Mallory Square
