Midtown
Key West
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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. ...
9.8/10 Exceptional! (314 reviews)
Amazing stay, it’s the Key West Attitude
Reviewed on Apr 14, 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
The price is CA $197 per night from Jun 1 to Jun 2
CA $197
CA $298 total
Jun 1 - Jun 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 ...
8.4/10 Very Good! (2,171 reviews)
Good
Reviewed on May 2, 2026
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
The price is CA $225 per night from May 11 to May 12
CA $225
CA $384 total
May 11 - May 12
includes taxes & fees
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 2 restaurants, and a private beach. Our guests praise the pool and the helpful staff in our reviews. ...
8.6/10 Excellent! (2,191 reviews)
Elevator was broken for several days. The staff definitely helped with our luggage for checkout but the rest of the time we used the stairs. Still not so bad but the gates on the stairs did not lock properly so it gives the impression of a property that is not well maintained.
Reviewed on Apr 30, 2026
Margaritaville Beach House Key West
2001 South Roosevelt Boulevard Key West FL
The price is CA $311 per night from May 26 to May 27
CA $311
CA $436 total
May 26 - May 27
includes taxes & fees
Book a stay at this beach hotel in Key West. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the pool and the restaurant ...
8.8/10 Excellent! (1,798 reviews)
Never had a chance to check in the reservation from Expedia never went through and even though I showed them the invoice they still had me waiting to get hold of management finally after waiting for what seemed like forever without a solution other than paying again and getting refunded from yall ...
Reviewed on May 1, 2026
Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street Key West FL
The price is CA $455 per night from May 25 to May 26
CA $455
CA $604 total
May 25 - May 26
includes taxes & fees
Book a stay at this beach resort in Key West. Enjoy 2 outdoor pools, a full-service spa, and a private beach. Popular attractions Duval Street and South Beach ...
8.4/10 Very Good! (635 reviews)
The Best Hotel in Key West 10 stars!!!!
Reviewed on Apr 29, 2026
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
The price is CA $366 per night from Jun 1 to Jun 2
CA $366
CA $511 total
Jun 1 - Jun 2
includes taxes & fees
Book a stay at this beach 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! (3,260 reviews)
Great location and room!
Reviewed on May 2, 2026
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.
Other neighbourhoods around Midtown
White St. Gallery
While White St. Gallery might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Duval Street and Clarence S. Higgs Memorial Beach Park.
White Street Gallery District
When in White Street Gallery District, you can plan a visit to Duval Street and Clarence S. Higgs Memorial Beach Park, some noteworthy sights in the nearby area.
Beachside
If you're spending some time in Beachside, Florida Keys Beaches and Smathers Beach are top sights worth seeing.
Casa Marina
While visiting Casa Marina, you might make a stop by sights like Florida Keys Beaches and Clarence S. Higgs Memorial Beach Park.
Meadows
Meadows might not have many top sights, but Duval Street and Key West Historic Seaport are two attractions nearby that you can check out.
The Meadows
While visiting The Meadows, you might make a stop by sights like Bayview Park and The Unitarian Universalist Fellowship of Key West.
Midtown
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- Visit Bahia Honda Key
- Visit Big Coppitt Key
- Visit Doctor's Arm
- Visit Big Pine Key
- Visit Big Torch Key
- Visit Boca Chica Key
- Clarence S. Higgs Memorial Beach Park
- Visit Cow Key
- Visit Cudjoe Key
- Visit Dredgers Key
- Visit Fleming Key
- Visit Grassy Key
- Visit Bahama Village
- Visit Downtown Key West
- Visit Historic Seaport
- Visit Key West Historic District
- Visit Northside Resort
- Visit Uptown - Upper Duval
- Visit White Street Gallery District
- Key West Vacations
- Visit Key West
- Visit Little Torch Key
- Visit Lower Florida Keys
- Visit Marathon
- Visit Melody Key
- Visit No Name Key
- Visit No Name Key
- Visit Ramrod Key
- Visit Rockland Key
- Smathers Beach
- South Beach
- Visit Stock Island
- Visit Sugarloaf Key
- Visit Summerland Key
