Photo by Abbas Ali

Search Hotels in Midtown, Key West

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
15 Nov - 16 Nov
Tomorrow
16 Nov - 17 Nov
Next weekend
21 Nov - 23 Nov
In two weeks
28 Nov - 30 Nov

Filter by

Guest rating
Guest rating
Star rating

Top Trending Hotels Near Midtown, Key West

Front of property – evening/night
Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West

4.0 star property
Old Town Key West, 2.4 km from Midtown
9.0 out of 10, Wonderful, (1002)
"Great view, staff was friendly and helpful "
United States
Meaghan
The price is ฿8,076
฿10,363 total
includes taxes & fees
30 Nov - 1 Dec
Opal Key Resort & Marina, Key West
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

4.0 star property
3.4 km from Midtown
8.0 out of 10, Very good, (1001)
"Very very nice stay! "
United States
Chloe
The price is ฿4,385
฿6,028 total
includes taxes & fees
1 Dec - 2 Dec
DoubleTree Resort by Hilton Grand Key - Key West
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

3.5 star property
New Town, 3.5 km from Midtown
8.0 out of 10, Very good, (1125)
"Awesome room, soft bed, hot shower! "
United States
Leia
The price is ฿2,828
฿4,094 total
includes taxes & fees
1 Dec - 2 Dec
Hilton Garden Inn Key West / 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

4.0 star property
Stock Island, 4.6 km from Midtown
9.4 out of 10, Exceptional, (1147)
"Will be staying here every single time we visit! "
United States
Rebecca
The price is ฿4,619
฿7,072 total
includes taxes & fees
30 Nov - 1 Dec
The Perry Hotel & Marina Key West
Restaurant
Sugar Loaf Lodge

Sugar Loaf Lodge

2.5 star property
24.2 km from Midtown
8.2 out of 10, Very good, (1001)
"Tiki hit closed, wish I had known Staff very nice, rooms fine"
United States
James
The price is ฿3,204
฿3,604 total
includes taxes & fees
30 Nov - 1 Dec
Sugar Loaf Lodge
Outdoor spa tub
NYAH Key West - Adults Only

NYAH Key West - Adults Only

3.0 star property
Historic Seaport, 1.6 km from Midtown
7.8 out of 10, Good, (1001)
"Clean great staff and perfect pool!! "
United States
Kristy
NYAH Key West - Adults Only
3 outdoor pools, open 7:00 AM to 10:00 PM, pool loungers
Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

4.0 star property
Old Town Key West, 1.3 km from Midtown
9.2 out of 10, Wonderful, (1045)
"Great location near many attractions. "
United States
Marwin
The price is ฿6,789
฿9,279 total
includes taxes & fees
30 Nov - 1 Dec
Winslow's Bungalows - Key West Historic Inns
4 outdoor pools, pool umbrellas, pool loungers
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, (1164)
"Great staff, clean rooms"
United States
Andrew
The price is ฿4,384
฿6,793 total
includes taxes & fees
30 Nov - 1 Dec
Parrot Key Hotel & Villas
Indoor pool, outdoor pool, open 7:00 AM to 10:00 PM, pool umbrellas
The Laureate Key West

The Laureate Key West

3.5 star property
New Town, 3 km from Midtown
9.0 out of 10, Wonderful, (1003)
"Our favorite place to stay in Key West!"
United States
Kevin
The price is ฿5,146
฿6,699 total
includes taxes & fees
3 Dec - 4 Dec
The Laureate Key West
Garden
Douglas House

Douglas House

3.0 star property
Uptown - Upper Duval, 1.7 km from Midtown
9.6 out of 10, Exceptional, (206)
"Spotless room, great location and free parking"
United States
Patricia
The price is ฿4,997
฿5,818 total
includes taxes & fees
19 Nov - 20 Nov
Douglas House
Outdoor pool, pool loungers
Havana Cabana at Key West

Havana Cabana at Key West

4.0 star property
New Town, 2.8 km from Midtown
8.8 out of 10, Excellent, (1747)
"Great place to stay!"
United States
Maria
The price is ฿4,083
฿6,714 total
includes taxes & fees
15 Dec - 16 Dec
Havana Cabana at Key West
Outdoor pool
Fairfield Inn & Suites by Marriott Key West at the Keys Collection

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

3.5 star property
New Town, 3.5 km from Midtown
8.6 out of 10, Excellent, (1006)
"Very nice. !"
United States
Kerry J
The price is ฿3,463
฿4,804 total
includes taxes & fees
1 Dec - 2 Dec
Fairfield Inn & Suites by Marriott Key West at the Keys Collection
View from property
Duval House

Duval House

3.0 star property
Downtown Key West, 1.8 km from Midtown
9.4 out of 10, Exceptional, (1002)
"Love it, place was beautiful and staff was very friendly."
United States
Robert
The price is ฿4,184
฿5,404 total
includes taxes & fees
17 Nov - 18 Nov
Duval House
Outdoor pool
Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West

3.5 star property
3.8 km from Midtown
9.4 out of 10, Exceptional, (1002)
"Nice resort, great location. "
United States
Joey Max
The price is ฿7,966
฿10,421 total
includes taxes & fees
16 Dec - 17 Dec
Hyatt Vacation Club at Beach House, Key West
Outdoor pool, open 8:00 AM to 10:00 PM, pool loungers
Lighthouse Hotel - Key West Historic Inns

Lighthouse Hotel - Key West Historic Inns

3.5 star property
Bahama Village, 1.9 km from Midtown
9.0 out of 10, Wonderful, (831)
"great stay! Clean rooms and friendly staff, great location."
United States
Stephen
The price is ฿6,448
฿8,896 total
includes taxes & fees
2 Dec - 3 Dec
Lighthouse Hotel - Key West Historic Inns
View from property
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, (1002)
"Excellent accommodations: very clean. "
Canada
John
The price is ฿5,482
฿6,167 total
includes taxes & fees
16 Nov - 17 Nov
Courtyard by Marriott Key West Waterfront
6 outdoor pools, free pool cabanas, pool umbrellas
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, (1737)
"Great hotel"
United States
Jonathan
The price is ฿4,345
฿6,830 total
includes taxes & fees
7 Dec - 8 Dec
Oceans Edge Key West Resort, Hotel & Marina
Boating
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, (1998)
"Great place to stay, clean and accommodating. Lots of amenities. Good breakfast! overall good experience at this resort"
United States
David
The price is ฿4,313
฿5,724 total
includes taxes & fees
17 Nov - 18 Nov
Ibis Bay Beach Resort
Beach nearby, white sand
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, (1777)
"Beach theme in the area."
Canada
Carrie
The price is ฿5,793
฿8,548 total
includes taxes & fees
16 Dec - 17 Dec
Margaritaville Beach House Key West
Exterior
Southwinds Motel

Southwinds Motel

2.0 star property
Uptown - Upper Duval, 1.4 km from Midtown
8.8 out of 10, Excellent, (1218)
"Everything about this place was perfect!"
United States
Jeanne
The price is ฿4,677
฿6,354 total
includes taxes & fees
19 Nov - 20 Nov
Southwinds Motel
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

Hotels in Midtown with free breakfast

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
3.5 star property
  • Breakfast included
8.0 out of 10, Very good, (1125)
The price is ฿2,828
฿4,094 total
includes taxes & fees
1 Dec - 2 Dec
Hilton Garden Inn Key West / The Keys Collection
See more properties

Hotels in Midtown with a pool

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
4.0 star property
  • Pool
9.4 out of 10, Exceptional, (1147)
The price is ฿4,619
฿7,072 total
includes taxes & fees
30 Nov - 1 Dec
The Perry Hotel & Marina Key West
See more properties

Top guest rated hotels in Midtown

Terrace/patio
Atlantis House's Banyan Suite-voted top 25 in USA
Atlantis House's Banyan Suite-voted top 25 in USA
2.0 star property
    10.0 out of 10, Exceptional, (1)
    Atlantis House's Banyan Suite-voted top 25 in USA
    See more 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 Saint Mary Star of the Sea.

    Smathers Beach which includes a bay or harbour, tropical scenes and a sandy beach

    Beachside

    If you're spending some time in Beachside, Smathers Beach and Florida Keys Beaches are top sights worth seeing.

    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 Saint Mary Star of the Sea.

    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.

    Top Midtown Hotel Reviews

    Southernmost Beach Resort and Guesthouses

    Southernmost Beach Resort and Guesthouses

    10/10 Excellent
    "Everything was fantastic including your front of staff"
    PAUL 2-night trip
    Posted 10 hours ago
    Southernmost Beach Resort and Guesthouses

    Explore a world of travel with Expedia

    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 54 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.