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Midtown Hotel Deals
Beachside Resort & Residences
3841 N Roosevelt Blvd, Key West, FL
The price is CA $175 per night from Aug 26 to Aug 27
CA $175
CA $267 total
Aug 26 - Aug 27
includes taxes & fees
Stay at this 3.5-star 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. ...
8.4/10 Very Good! (1,468 reviews)
gorgeous view
"It was so nice—we ended up with a gorgeous view."
Reviewed on Aug. 18, 2025
Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd, Key West, FL
The price is CA $140 per night from Aug 26 to Aug 27
CA $140
CA $196 total
Aug 26 - Aug 27
includes taxes & fees
Book a stay at this business-friendly hotel in Key West. Enjoy 2 restaurants, breakfast (surcharge), and a free area shuttle. Our guests praise the pool and ...
7.8/10 Good! (1,066 reviews)
"Nice hotel"
Reviewed on Aug. 14, 2025
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard, Key West, FL
The price is CA $164 per night from Sep 18 to Sep 19
CA $164
CA $262 total
Sep 18 - Sep 19
includes taxes & fees
Stay at this 4-star eco-certified hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in ...
7.6/10 Good! (1,545 reviews)
Pretty good for budget
"Was clean and friendly staff, shuttle driver were also nice, the pool was awesome and so was the bar. Only thing is I thought there was a balcony but it is more of a motel set up. But the rooms are comfy and very coast home inspired"
Reviewed on Aug. 17, 2025
Margaritaville Beach House Key West
2001 South Roosevelt Boulevard, Key West, FL
The price is CA $247 per night from Sep 2 to Sep 3
CA $247
CA $365 total
Sep 2 - Sep 3
includes taxes & fees
Stay at this 4-star beach hotel in Key West. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the pool and the restaurant ...
8.6/10 Excellent! (1,767 reviews)
"Everything was excellent!"
Reviewed on Aug. 17, 2025
Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue, Key West, FL
The price is CA $231 per night from Aug 20 to Aug 21
CA $231
CA $341 total
Aug 20 - Aug 21
includes taxes & fees
Stay at this 4-star 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! (1,720 reviews)
"The front desk help were excellent. Told me about the amenities, they texted me to see if we needed anything. We had a bit of rain and I received another text letting me know about things to do In the rain at the resort and in town . So thoughtful. I would recommend this resort highly . I definitely ..."
Reviewed on Aug. 17, 2025
Southernmost Beach Resort and Guesthouses
1319 Duval Street, Key West, FL
The price is CA $244 per night from Sep 2 to Sep 3
CA $244
CA $368 total
Sep 2 - Sep 3
includes taxes & fees
Stay at this 4-star beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the bar in our reviews. ...
8.6/10 Excellent! (2,685 reviews)
"Food and drinks are expensive but good. Not much in terms of entertainment at the resort but there are multiple pools to explore."
Reviewed on Aug. 17, 2025
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
Beachside
If you're spending some time in Beachside, Smathers Beach and Florida Keys Beaches are top sights worth seeing.
White Street Gallery District
When in White Street Gallery District, you can plan a visit to Duval Street and Saint Mary Star of the Sea, some noteworthy sights in the nearby area.
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 Saint Mary Star of the Sea.
Casa Marina
While visiting Casa Marina, you might make a stop by sights like Clarence S. Higgs Memorial Beach Park and Florida Keys Beaches.
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 Saint Mary Star of the Sea.
Meadows
Meadows might not have many top sights, but Duval Street and Saint Mary Star of the Sea are two attractions nearby that you can check out.
- Places of interest
- Midtown Hotels by Star Rating
- Hotels in top Key West neighborhoods
- Midtown Hotels by Brand
- Other vacations you might like
- Duval Street
- Southernmost Point
- Mallory Square
- Smathers Beach
- South Beach
- Fort Zachary Taylor Historic State Park
- Clarence S. Higgs Memorial Beach Park
- Boca Chica Nude Beach
- Harry S. Truman Little White House
- Florida Keys National Marine Sanctuary
- Key West Lighthouse and Keeper's Quarters Museum
- Florida Keys Eco - Discovery Center
- Mel Fisher Maritime Museum
- Key West Shipwreck Museum
- Fort East Martello Museum and Gallery
Midtown Hotels by Brand
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