Midtown

Key West

Key West famous Duval street panoramic view, south Florida Keys
Midtown
Midtown
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Midtown

Midtown Hotel Deals

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
The price is CA $177 per night from Jun 28 to Jun 29
CA $177
CA $279 total
Jun 28 - Jun 29
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! (2,423 reviews)
"Great"

Reviewed on Jun 21, 2026

Blue Flamingo Resort Key West
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
Fully refundable
The price is CA $288 per night from Jun 29 to Jun 30
CA $288
CA $428 total
Jun 29 - Jun 30
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! (3,384 reviews)
"This was a great stay. The staff were very kind, the property well kept, and the events / amenities were perfect. The location relative to Duval St. was perfect. The cafe, pools, pool bars and beach chairs were mostly available while we were there (mid june)."

Reviewed on Jun 21, 2026

Southernmost Beach Resort and Guesthouses
Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd Key West FL
The price is CA $180 per night from Jun 28 to Jun 29
CA $180
CA $338 total
Jun 28 - Jun 29
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! (2,304 reviews)
"Staff were nice and helpful. Expedia didn’t put in the notes what I paid for, but this hotel did what was right and gave us the ocean view suite like I paid for."

Reviewed on Jun 20, 2026

Beachside Resort & Residences
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

3.5 out of 5
3850 N Roosevelt Blvd Key West FL
The price is CA $194 per night from Jun 28 to Jun 29
CA $194
CA $258 total
Jun 28 - Jun 29
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! (1,244 reviews)
"I have always stayed at Hilton and that Hilton did not have complementary continental breakfast. We had to pay $19 and it was not worth $19 at all, and we were not informed when we checked in. This was the first time that there was a fee for the breakfast at Hilton."

Reviewed on Jun 19, 2026

Hilton Garden Inn Key West / The Keys Collection
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Boulevard Key West FL
The price is CA $297 per night from Jul 5 to Jul 6
CA $297
CA $423 total
Jul 5 - Jul 6
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! (1,812 reviews)
"The beach shuttle was great. Due to the location of the hotel and the sargassum, it smelled horrible and you couldn’t use the beach. At the pool, there was a bees nest near the pool so the bees were everywhere. They were told by several people, but never handled during our stay. The bed was also ..."

Reviewed on Jun 19, 2026

Margaritaville Beach House Key West
Havana Cabana at Key West

Havana Cabana at Key West

4 out of 5
3420 N. Roosevelt Blvd Key West FL
The price is CA $179 per night from Jul 7 to Jul 8
CA $179
CA $294 total
Jul 7 - Jul 8
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! (1,812 reviews)
"my daughter and and I were there for two days. Everything was exceptional. We love the pool the food trucks and the ability to catch the shuttle. Definitely recommend."

Reviewed on Jun 20, 2026

Havana Cabana at Key West
See all 2,713 properties in Midtown
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.

Where to stay in Midtown

Find the best Midtown areas and neighborhoods for the activities you enjoy most. Learn more about Midtown
Learn more about Midtown

Old Town Key West

If you're spending some time in Old Town Key West, Florida Keys Beaches and Duval Street are top sights worth seeing.

Key West Historic District

Travelers to Key West Historic District praise its fantastic nightlife. If you've got some more time to explore, be sure to make a stop by Florida Keys Beaches and Duval Street.

Downtown Key West

If you're spending some time in Downtown Key West, Duval Street and Ernest Hemingway Home and Museum are top sights worth seeing.
Key West Style Three Bay House is a common style on the Keys. Photo taken on Key West, Florida, USA

New Town

Though New Town might not have many top sights, you can venture to the surrounding area to see attractions like Smathers Beach and Key West Tropical Forest and Botanical Garden.

Midtown

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