Midtown
Key West
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Midtown Hotel Deals
Beachside Resort & Residences
3841 N Roosevelt Blvd, Key West, FL
The price is CA $173 per night from Aug 26 to Aug 27
CA $173
per night
Aug 26 - Aug 27
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! (1,480 reviews)
"The property was excellent, located in the heart of everything!! 😍"
Reviewed on Aug. 23, 2025
Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue, Key West, FL
The price is CA $232 per night from Sep 2 to Sep 3
CA $232
per night
Sep 2 - Sep 3
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! (1,726 reviews)
"This property was wonderful! Absolutely gorgeous!"
Reviewed on Aug. 23, 2025
Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd, Key West, FL
The price is CA $140 per night from Sep 1 to Sep 2
CA $140
per night
Sep 1 - Sep 2
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! (1,070 reviews)
"Most excellent facility with very accommodating staff."
Reviewed on Aug. 18, 2025
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard, Key West, FL
The price is CA $158 per night from Sep 24 to Sep 25
CA $158
per night
Sep 24 - Sep 25
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 ...
7.8/10 Good! (1,560 reviews)
"This hotel has been renovated, super clean. The staff is super nice."
Reviewed on Aug. 24, 2025
Margaritaville Beach House Key West
2001 South Roosevelt Boulevard, Key West, FL
The price is CA $247 per night from Sep 8 to Sep 9
CA $247
per night
Sep 8 - Sep 9
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! (1,777 reviews)
"Good location. Great facility layout"
Reviewed on Aug. 20, 2025
Southernmost Beach Resort and Guesthouses
1319 Duval Street, Key West, FL
The price is CA $234 per night from Sep 8 to Sep 9
CA $234
per night
Sep 8 - Sep 9
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! (2,697 reviews)
"Its very clean and the staff was friendly. They charge $60 a day extra for "amenities" which is ridiculous because paying $300ish a night for a hotel should include the use of pools and whatever anyway. Plus another $50 to park if you have a vehicle, so keep that in mind when booking. The restaurant ..."
Reviewed on Aug. 23, 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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