Midtown
Key West
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Top hotels in Midtown
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
The price is P8,814 per night from May 27 to May 28
P8,814
P13,380 total
May 27 - May 28
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! (2,258 reviews)
"Clean and comfortable place to stay pools clean and plenty of chairs there was on site bar/restaurant near our floor/pool area but did not utilize it the pool was used snd very nice both of them we went to the second pool when the teens came out im the evening to play football passing game they did ..."
Reviewed on May 21, 2026
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
The price is P12,994 per night from Jun 16 to Jun 17
P12,994
P19,122 total
Jun 16 - Jun 17
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! (3,347 reviews)
"Upon check in - I was informed I needed a CC with $1200.00 available on it - at no point was I instructed of this need - I had paid for my stay prior as I do not use CC - thank goodness some in my party had one to use. The front desk person was not friendly about this = I have read my information ..."
Reviewed on May 21, 2026
Margaritaville Beach House Key West
2001 South Roosevelt Boulevard Key West FL
The price is P13,858 per night from May 31 to Jun 1
P13,858
P19,488 total
May 31 - Jun 1
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! (1,796 reviews)
"Very happy with the service very nice people to deal with"
Reviewed on May 21, 2026
Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street Key West FL
The price is P14,104 per night from May 26 to May 27
P14,104
P20,024 total
May 26 - May 27
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! (667 reviews)
"It was centrally located. I wish the beach was more maintained for being advertised as the largest private beach in all of key west. The staff was helpful, but wasn’t extraordinary. The pools were very nice. The outdoor bar was okay. The gift shop was very nice. The rooms were mostly clean. There ..."
Reviewed on May 21, 2026
Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
The price is P9,423 per night from May 26 to May 27
P9,423
P14,673 total
May 26 - May 27
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! (1,784 reviews)
"The amenities made the trip for us! Great pool, fun bar, and good music!"
Reviewed on May 20, 2026
Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd Key West FL
The price is P8,016 per night from Jun 10 to Jun 11
P8,016
P10,750 total
Jun 10 - Jun 11
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 ...
8/10 Very Good! (1,229 reviews)
"Never stayed at a resort but this one seemed older but still well maintained. The entrance had a few steps to climb to get to the office to sign In as well as the breakfast area. We were in a separate building with an outside entrance and not as quiet as I would have liked. The breakfast buffet was ..."
Reviewed on May 21, 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 Simonton Beach 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.
