Midtown

Key West

A street with a historic building, parked bicycles, and a clear blue sky.
An aerial view of a mangrove forest with a winding waterway.
A colorful house with a porch, a person sitting on a bench, and a dog on the ground.
A white building with a green window and a sign that reads "Old Town Bakery".
A tree-lined street with buildings on either side, a bicycle, and a red car in the distance.

Things to do


Top hotels in Midtown

Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Blvd Key West FL
The price is P13,911 per night from Oct 25 to Oct 26
P13,911
P19,665 total
Oct 25 - Oct 26
includes taxes & fees
Book a stay at this beach hotel in Key West. Enjoy breakfast (surcharge), a free airport shuttle, and room service. Our guests praise the pool and the restaurant ...
8.8/10 Excellent! (1,807 reviews)
"Checkin was ok, staff were ok. Room was ok . Main bathroom sink was blocked and ensuite door was broken/off the tracks. Said they would look at it. Directly across the road from the beach. Free shuttle to and from Old Town. Very basic hotel for the price"

Reviewed on Oct 24, 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
Fully refundable
The price is P10,303 per night from Nov 15 to Nov 16
P10,303
P15,642 total
Nov 15 - Nov 16
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! (1,890 reviews)
"We had an excellent stay! The room was clean, close to the pool, and even though we were near the action we did not have a noise issue. The staff was so helpful, friendly, and professional. We also appreciated the shuttles , way better than having to pay the other expensive car services. I would ..."

Reviewed on Oct 24, 2026

Havana Cabana at Key West
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
The price is P7,375 per night from Oct 26 to Oct 27
P7,375
P11,870 total
Oct 26 - Oct 27
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 ...
8.6/10 Excellent! (2,742 reviews)
"Loved this hotel! Hourly shuttle to town, wish it was later then 10 pm though. Staff very nice and they celebrated my son’s birthday with champagne and snacks in our room!"

Reviewed on Oct 23, 2026

Blue Flamingo Resort Key West
Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd Key West FL
The price is P7,440 per night from Oct 25 to Oct 26
P7,440
P14,451 total
Oct 25 - Oct 26
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! (2,646 reviews)
"Loved the place. Will definitely be back in the future with the family."

Reviewed on Oct 23, 2026

Beachside Resort & Residences
Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 out of 5
3101 N. Roosevelt Blvd Key West FL
The price is P8,187 per night from Oct 25 to Oct 26
P8,187
P11,259 total
Oct 25 - Oct 26
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. ...
Ibis Bay Beach Resort
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

4 out of 5
1500 Reynolds Street Key West FL
The price is P15,604 per night from Nov 2 to Nov 3
P15,604
P21,842 total
Nov 2 - Nov 3
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 Southernmost ...
8.4/10 Very Good! (988 reviews)
"Loved the piers for the sunrise and sunsets! Beautiful beach view but still close to some of the points of attractions and activity!"

Reviewed on Oct 24, 2026

Casa Marina Key West, Curio Collection by Hilton
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.

Old Town Key West

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

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 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 Duval Street and Florida Keys Beaches.

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 Fort East Martello Museum and Gallery.



Midtown