Midtown
Key West
Visit Midtown
Things to do
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
CA $59
per adult
94% of travellers recommend
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
CA $77
per adult
88% of travellers recommend
Dolphin Watch Catamaran Sunset Sail w/ Tapas and Open Bar
CA $109
per adult
94% of travellers recommend
Key West Coral Reef Snorkel with Mimosas, Margaritas or Rum Punch
CA $76
per adult
86% of travellers recommend
Key West Afternoon At The Reef Snorkeling Adventure with Open Bar!
CA $62
per adult
92% of travellers recommend
Midtown Hotel Deals
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
The price is CA $224 per night from Sep 28 to Sep 29
CA $224
CA $354 total
Sep 28 - Sep 29
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 ...
8.6/10 Excellent! (3,602 reviews)
"There is a lot of hidden fees. There’s a $65/day fee for some dumb reason. There’s a $58/day car fee if you have a car. The beach was unusable and smelled god awful. We were lucky to have breakfast included but everything was an extra charge."
Reviewed on Sep 20, 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
The price is CA $153 per night from Sep 21 to Sep 22
CA $153
CA $251 total
Sep 21 - Sep 22
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 ...
8.6/10 Excellent! (2,679 reviews)
"Room was not to clean and the resort fee is way to much for the place not to be as fun or lit."
Reviewed on Sep 19, 2026
Margaritaville Beach House Key West
2001 South Roosevelt Blvd Key West FL
The price is CA $249 per night from Oct 4 to Oct 5
CA $249
CA $368 total
Oct 4 - Oct 5
includes taxes & fees
Book a stay at this beach hotel in Key West. Enjoy breakfast (surcharge), a free airport shuttle, and room service. Our guests praise the pool and the restaurant ...
Ibis Bay Beach Resort
3101 N. Roosevelt Blvd Key West FL
The price is CA $142 per night from Sep 21 to Sep 22
CA $142
CA $205 total
Sep 21 - Sep 22
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. ...
8.2/10 Very good! (2,387 reviews)
"Great place. Had some really cool old style vices in the room! Place was clean, well kept, reasonable prices! Will definitely go back"
Reviewed on Sep 20, 2026
Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
The price is CA $166 per night from Sep 21 to Sep 22
CA $166
CA $276 total
Sep 21 - Sep 22
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! (1,859 reviews)
"The pool was lovely and the Bartenders and Hotel staff were awesome"
Reviewed on Sep 20, 2026
Pier House Resort & Spa
1 Duval St Key West FL
The price is CA $309 per night from Sep 28 to Sep 29
CA $309
CA $445 total
Sep 28 - Sep 29
includes taxes & fees
Book a stay at this beach resort in Key West. Enjoy a full-service spa, a private beach, and 2 bars/lounges. Our guests praise the pool and the helpful staff ...
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
