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Midtown Hotel Deals
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
The price is CA $635 per night from Feb 8 to Feb 9
CA $635
CA $815 total
Feb 8 - Feb 9
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 ...
8.6/10 Excellent! (3,062 reviews)
The location was great. The room could have been cleaner. There were fruit flies in the bathroom.
Reviewed on Feb 6, 2026
Ibis Bay Beach Resort
3101 N. Roosevelt Blvd Key West FL
The price is CA $389 per night from Feb 8 to Feb 9
CA $389
CA $475 total
Feb 8 - Feb 9
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. ...
8/10 Very Good! (2,066 reviews)
Everything was fantastic
Reviewed on Feb 1, 2026
Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue Key West FL
The price is CA $437 per night from Feb 9 to Feb 10
CA $437
CA $576 total
Feb 9 - Feb 10
includes taxes & fees
Book a stay at this luxury hotel in Key West. Enjoy free WiFi, 6 outdoor pools, and a marina. Our guests praise the pool and the restaurant in our reviews. Popular ...
8.8/10 Excellent! (1,801 reviews)
The room was very nice and homey feeling. The staff was very nice. We enjoyed breakfast lunch and diner at the restaurant the Waite staff was very friendly and food was good. We enjoyed the shuttle that is offered the drivers were knowledgeable about the island and history. Jeffery was the best. ...
Reviewed on Feb 3, 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
The price is CA $466 per night from Feb 8 to Feb 9
CA $466
CA $602 total
Feb 8 - Feb 9
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 ...
8/10 Very Good! (1,917 reviews)
Very nice stay, staff was wonderful, rooms very nice and it was easy to get another room when our plane experience a weather delay.
Reviewed on Feb 5, 2026
Parrot Key Hotel & Villas
2801 N Roosevelt Blvd Key West FL
The price is CA $436 per night from Feb 8 to Feb 9
CA $436
CA $569 total
Feb 8 - Feb 9
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. ...
9/10 Wonderful! (1,263 reviews)
This is my second time staying at the Parrot Key. Love the hotel. Beautiful property & rooms, plus the staff is always accommodating & pleasant. The hotels location is also great, just a five to eight minute drive to Duval. I would highly recommend staying there.
Reviewed on Feb 3, 2026
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
The price is CA $450 per night from Feb 8 to Feb 9
CA $450
CA $552 total
Feb 8 - Feb 9
includes taxes & fees
Book a stay at this business-friendly resort in Key West. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
8/10 Very Good! (1,004 reviews)
Flawless.
Reviewed on Feb 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, Smathers Beach and Florida Keys Beaches are top sights worth seeing.
Casa Marina
While visiting Casa Marina, you might make a stop by sights like Clarence S. Higgs Memorial Beach Park and Florida Keys Beaches.
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
Though The Meadows might not have many top sights, you can venture to the surrounding area to see attractions like Duval Street and Key West Historic Seaport.
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
