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22 Dec - 23 Dec
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23 Dec - 24 Dec
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Our top choices for Midtown hotels

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, (1004)
"The location is unbeatable. Room was clean and tidy and the amenities are great."
United States
Jerad
NYAH Key West - Adults Only
Restaurant
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, (1006)
"Great place to stary. Staff was very nice."
United States
norka
The price is Rp3.333.250
Rp3.749.990 total
includes taxes & fees
23 Dec - 24 Dec
Sugar Loaf Lodge
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, (1206)
"Great place to stay 👌 👍 "
United States
james
The price is Rp3.260.388
Rp4.629.051 total
includes taxes & fees
19 Jan - 20 Jan 2026
Parrot Key Hotel & Villas
Boating
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, (2017)
"Good location and breakfast "
United States
Abhay
The price is Rp3.642.299
Rp4.547.826 total
includes taxes & fees
23 Dec - 24 Dec
Ibis Bay Beach Resort
Courtyard
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, (1219)
"Great rooms, clean great friendly staff."
United States
Ryan
The price is Rp4.595.771
Rp5.923.826 total
includes taxes & fees
23 Dec - 24 Dec
The Southernmost Inn - Adults Only
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, (1183)
"Overall good stay! The breakfast was good and always clean. Hotel seemed a little older but was well kept. Pool was relaxing to sit by and enjoy!"
United States
Michelle
The price is Rp3.685.000
Rp4.616.803 total
includes taxes & fees
19 Jan - 20 Jan 2026
Fairfield Inn and Suites by Marriott Key West
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
8.8 out of 10, Excellent, (1758)
"The place is great!"
United States
Anna
The price is Rp4.093.868
Rp5.631.518 total
includes taxes & fees
4 Jan - 5 Jan 2026
Oceans Edge Key West Resort, Hotel & Marina
Beach nearby, white sand
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, (1776)
" Great location "
United States
Kristen
The price is Rp6.264.500
Rp8.135.602 total
includes taxes & fees
14 Jan - 15 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, (1795)
"Great, friendly staff, nice amenities, easy parking and convenient location "
Canada
Caitlyn
The price is Rp4.055.175
Rp5.504.260 total
includes taxes & fees
4 Jan - 5 Jan 2026
Blue Flamingo Resort Key West
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, (1295)
"Wonderful stay"
United States
Lindsey
The price is Rp4.959.675
Rp5.579.635 total
includes taxes & fees
13 Jan - 14 Jan 2026
Hampton Inn Key West FL
View from property
Duval House

Duval House

Duval House
3.0 star property
Downtown Key West, 1.8 km from Midtown
9.4 out of 10, Exceptional, (1003)
"I loved this place the location was absolutely perfect "
United States
Frank
The price is Rp4.170.750
Rp5.052.219 total
includes taxes & fees
5 Jan - 6 Jan 2026
Duval House
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, (1007)
"Nice property, comfortable stay - cookies and staff are great!"
United States
David
The price is Rp4.006.600
Rp5.072.738 total
includes taxes & fees
4 Jan - 5 Jan 2026
DoubleTree Resort by Hilton Grand Key - Key West
Exterior
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, (1136)
"Great location and great staff "
United States
Thomas
The price is Rp4.944.600
Rp6.204.369 total
includes taxes & fees
4 Jan - 5 Jan 2026
Heron House - Adult 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, (1169)
"Great location, clean rooms, and great pools!"
United States
Robin
The price is Rp5.228.010
Rp6.352.690 total
includes taxes & fees
14 Jan - 15 Jan 2026
Hilton Garden Inn Key West / The Keys Collection
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
Outdoor pool
Fairfield by Marriott Inn & Suites Key West at The Keys Collection

Fairfield by Marriott Inn & Suites Key West at The Keys Collection

Fairfield by Marriott Inn & Suites Key West at The Keys Collection
3.5 star property
New Town, 3.5 km from Midtown
8.6 out of 10, Excellent, (1011)
"Staff is friendly and knowledgeable in local attractions."
United States
Sheng
The price is Rp3.902.750
Rp4.861.603 total
includes taxes & fees
4 Jan - 5 Jan 2026
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
2 outdoor pools, open 8:00 AM to 10:00 PM, pool loungers
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, (1178)
"great place to stay "
United States
michael
The price is Rp4.556.000
Rp6.156.630 total
includes taxes & fees
11 Jan - 12 Jan 2026
The Perry Hotel & Marina Key West
Indoor pool, outdoor pool, open 7:00 AM to 10:00 PM, pool umbrellas
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, (1006)
"Nice place to stay!"
Canada
Baohua
The price is Rp4.271.250
Rp5.276.418 total
includes taxes & fees
6 Jan - 7 Jan 2026
The Laureate Key West
3 outdoor pools, pool umbrellas, pool loungers
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, (2938)
"Great Stay!"
United States
mathew
The price is Rp4.697.705
Rp6.509.846 total
includes taxes & fees
13 Jan - 14 Jan 2026
Southernmost Beach Resort and Guesthouses
Outdoor pool
Silver Palms Inn

Silver Palms Inn

Silver Palms Inn
3.5 star property
Old Town Key West, 1.2 km from Midtown
9.4 out of 10, Exceptional, (1007)
"We had a wonderful stay and it was a convenient location for all the activities along Duval Street. The room was clean & comfortable with a great breakfast."
United States
Susanne
The price is Rp3.829.050
Rp5.438.390 total
includes taxes & fees
6 Jan - 7 Jan 2026
Silver Palms Inn
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.
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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

Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

10/10 Excellent
"This is a great place to stay for family! The balcony was amazing! "
Brandy 3-night trip
Posted 2 days ago
Hyatt Vacation Club at Windward Pointe, Key West

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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