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17 Dec - 18 Dec
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18 Dec - 19 Dec
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19 Dec - 21 Dec
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26 Dec - 28 Dec

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Our top choices for Midtown hotels

Interior detail
Ibis Bay Beach Resort

Ibis Bay Beach Resort

Ibis Bay Beach Resort
2.5 star property
Northside Resort, 2.1 km from Midtown
8.2 out of 10, Very good, (2015)
"Good location and breakfast "
United States
Abhay
The price is ฿4,225
฿5,599 total
includes taxes & fees
20 Dec - 21 Dec
Ibis Bay Beach Resort
Exterior
Sugar Loaf Lodge

Sugar Loaf Lodge

Sugar Loaf Lodge
2.5 star property
24.2 km from Midtown
8.2 out of 10, Very good, (1005)
"Great place to stary. Staff was very nice."
United States
norka
The price is ฿3,115
฿3,504 total
includes taxes & fees
20 Dec - 21 Dec
Sugar Loaf Lodge
Outdoor spa tub
NYAH Key West - Adults Only

NYAH Key West - Adults Only

NYAH Key West - Adults Only
3.0 star property
Historic Seaport, 1.6 km from Midtown
8.0 out of 10, Very good, (1006)
"Great little hotel in the heart of Old Town."
United States
Robert
The price is ฿6,012
฿8,179 total
includes taxes & fees
20 Dec - 21 Dec
NYAH Key West - Adults Only
6 outdoor pools, free pool cabanas, pool umbrellas
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina
4.0 star property
Stock Island, 5.6 km from Midtown
9.0 out of 10, Wonderful, (1747)
"Clean room, great and friendly staff, great pools, easy parking, everything was great "
United States
Zidan
The price is ฿6,531
฿9,261 total
includes taxes & fees
8 Jan - 9 Jan 2026
Oceans Edge Key West Resort, Hotel & Marina
4 outdoor pools, pool umbrellas, pool loungers
Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
4.0 star property
Northside Resort, 1.6 km from Midtown
9.0 out of 10, Wonderful, (1196)
"Great place to stay 👌 👍 "
United States
james
The price is ฿6,659
฿9,296 total
includes taxes & fees
11 Jan - 12 Jan 2026
Parrot Key Hotel & Villas
Food and drink
Margaritaville Beach House Key West

Margaritaville Beach House Key West

Margaritaville Beach House Key West
4.0 star property
1.1 km from Midtown
8.8 out of 10, Excellent, (1779)
" Great location "
United States
Kristen
The price is ฿10,382
฿13,708 total
includes taxes & fees
6 Jan - 7 Jan 2026
Margaritaville Beach House Key West
2 outdoor pools, open 7:00 AM to 11:00 PM, pool cabanas (surcharge)
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
4.0 star property
New Town, 3.4 km from Midtown
8.0 out of 10, Very good, (1763)
"Great, friendly staff, nice amenities, easy parking and convenient location "
Canada
Caitlyn
The price is ฿6,767
฿9,383 total
includes taxes & fees
21 Dec - 22 Dec
Blue Flamingo Resort Key West
Porch
Heron House - Adult Only

Heron House - Adult Only

Heron House - Adult Only
3.5 star property
Downtown Key West, 1.8 km from Midtown
9.0 out of 10, Wonderful, (1139)
"Great location and great staff "
United States
Thomas
The price is ฿10,294
฿12,814 total
includes taxes & fees
5 Jan - 6 Jan 2026
Heron House - Adult Only
Building design
The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only
3.0 star property
Uptown - Upper Duval, 1.5 km from Midtown
8.2 out of 10, Very good, (1213)
"Great rooms, clean great friendly staff."
United States
Ryan
The price is ฿5,946
฿8,105 total
includes taxes & fees
21 Dec - 22 Dec
The Southernmost Inn - Adults Only
Outdoor pool, open 6:00 AM to 10:00 PM, pool cabanas (surcharge)
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection
3.5 star property
New Town, 3.5 km from Midtown
8.0 out of 10, Very good, (1155)
"clean room comfortable bed ,pool jacuzzi with bar make us amazing stay this hotel."
United States
Shanker
The price is ฿7,017
฿8,779 total
includes taxes & fees
21 Dec - 22 Dec
Hilton Garden Inn Key West / The Keys Collection
Outdoor pool, open 7:00 AM to 11:00 PM, pool cabanas (surcharge)
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
4.0 star property
3.4 km from Midtown
8.2 out of 10, Very good, (1011)
"Nice property, comfortable stay - cookies and staff are great!"
United States
David
The price is ฿7,274
฿9,245 total
includes taxes & fees
5 Jan - 6 Jan 2026
DoubleTree Resort by Hilton Grand Key - Key West
Bar (on property)
Southwinds Motel

Southwinds Motel

Southwinds Motel
2.0 star property
Uptown - Upper Duval, 1.4 km from Midtown
8.8 out of 10, Excellent, (1247)
"Perfect little place, great location! "
United States
Hailey
The price is ฿6,988
฿8,924 total
includes taxes & fees
19 Dec - 20 Dec
Southwinds Motel
Outdoor pool, pool umbrellas, pool loungers
Hampton Inn Key West FL

Hampton Inn Key West FL

Hampton Inn Key West FL
2.5 star property
3.4 km from Midtown
9.0 out of 10, Wonderful, (1287)
"Wonderful stay"
United States
Lindsey
The price is ฿8,760
฿9,855 total
includes taxes & fees
4 Jan - 5 Jan 2026
Hampton Inn Key West FL
Marina
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
4.0 star property
Stock Island, 4.6 km from Midtown
9.4 out of 10, Exceptional, (1174)
"great place to stay "
United States
michael
The price is ฿8,732
฿11,763 total
includes taxes & fees
8 Jan - 9 Jan 2026
The Perry Hotel & Marina Key West
View from property
Courtyard by Marriott Key West Waterfront

Courtyard by Marriott Key West Waterfront

Courtyard by Marriott Key West Waterfront
3.0 star property
Northside Resort, 2 km from Midtown
9.0 out of 10, Wonderful, (1003)
"Room clean, nice pool area"
United States
Tami
The price is ฿7,519
฿8,459 total
includes taxes & fees
19 Dec - 20 Dec
Courtyard by Marriott Key West Waterfront
Suite, 1 Bedroom, Ocean View (Spacious | King) | In-room safe, individually decorated, individually furnished, desk
The Laureate Key West

The Laureate Key West

The Laureate Key West
3.5 star property
New Town, 3 km from Midtown
9.0 out of 10, Wonderful, (1008)
"Nice place to stay!"
Canada
Baohua
The price is ฿8,159
฿10,065 total
includes taxes & fees
7 Jan - 8 Jan 2026
The Laureate Key West
Couples treatment room(s), facials, massages
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
4.0 star property
Uptown - Upper Duval, 1.6 km from Midtown
8.8 out of 10, Excellent, (2940)
"Great stay with an actual beach which is rare in Key West. "
United States
Robert
The price is ฿8,834
฿12,242 total
includes taxes & fees
13 Jan - 14 Jan 2026
Southernmost Beach Resort and Guesthouses
Outdoor pool, open 7:00 AM to 10:00 PM, free pool cabanas, pool loungers
Fairfield Inn and Suites by Marriott Key West

Fairfield Inn and Suites by Marriott Key West

Fairfield Inn and Suites by Marriott Key West
3.0 star property
New Town, 1.1 km from Midtown
7.8 out of 10, Good, (1180)
"We were only there for one night, but it was a good stay."
United States
Brandon
The price is ฿6,890
฿8,636 total
includes taxes & fees
21 Dec - 22 Dec
Fairfield Inn and Suites by Marriott Key West
Property grounds
Duval House

Duval House

Duval House
3.0 star property
Downtown Key West, 1.8 km from Midtown
9.4 out of 10, Exceptional, (1011)
"I loved this place the location was absolutely perfect "
United States
Frank
The price is ฿7,476
฿9,086 total
includes taxes & fees
19 Dec - 20 Dec
Duval House
Sun deck
Pegasus International Hotel

Pegasus International Hotel

Pegasus International Hotel
2.5 star property
Downtown Key West, 1.9 km from Midtown
8.2 out of 10, Very good, (1003)
"Wonderful place to stay right in the heart of Key West. The pool and deck area are nice and cozy for a relaxing time. "
United States
Daniel
Pegasus International Hotel
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.
View all properties

Where to stay in Midtown

Find the best Midtown areas for the activities you enjoy most.

Old Town Key West

While visiting Old Town Key West, you might make a stop by sights like Duval Street and Ernest Hemingway Home and Museum.

Key West Historic District

Travellers to Key West Historic District praise its fantastic nightlife. If you've got some more time to explore, be sure to stop by Duval Street and Key West Cemetery.

Downtown Key West

While visiting Downtown Key West, you might make a stop by sights like Duval Street and Ernest Hemingway Home and Museum.

New Town

While there might not be top attractions in New Town, you can explore the larger area and discover places like Smathers Beach and Key West Tropical Forest and Botanical Garden.

Historic Seaport

If you're spending some time in Historic Seaport, Duval Street and Key West Historic Seaport are top sights worth seeing.

Top Midtown Hotel Reviews

Pier House Resort & Spa

Pier House Resort & Spa

10/10 Excellent
"Nice job"
Afgan 5-night trip
Posted 10 hours ago
Pier House Resort & Spa

Frequently asked questions

What is Midtown like?
Travellers to the Midtown neighbourhood in Key West will be sure to enjoy their stay. Consider a visit to Florida Keys Beaches as part of your Midtown travel plans.
How many hotels can I expect to find in Midtown?
If you're searching for places to stay in Key West, Expedia has something to meet your needs with 53 Midtown hotels and other accommodation options to choose from.
If I need to cancel my hotel reservation in Midtown, will I receive a refund?
Yes, you'll find most hotel reservations are fully refundable provided that you cancel prior to the hotel's cancellation deadline, which is often 24 or 48 hours before the scheduled arrival. If you have a reservation that's non-refundable, you might still have the option to cancel and be given a refund within 24 hours of booking. Add your dates and click on "Search", then filter by "fully refundable" to get the best deals in Midtown.
What is there to do in this Key West neighbourhood?
Florida Keys Beaches is an attraction you might want to check out while you're in Midtown. When you're sightseeing in Key West, Duval Street and Key West AIDS Memorial are also worth a stop.

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