Photo by Debbie McLay

Midtown Hotels, 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
17 Oct - 18 Oct
Tomorrow
18 Oct - 19 Oct
This weekend
17 Oct - 19 Oct
Next weekend
24 Oct - 26 Oct

Filter by

Guest rating
Guest rating
Star rating

2821 Cheap Hotels in Midtown - Specials, Reviews, & Last Minute Deals

Front of property – evening/night
Opal Key Resort & Marina, Key West
Opal Key Resort & Marina, Key West
4.0 star property
9.0 out of 10, Wonderful, (1012)
"Staff was tremendous and location is perfect!! "
Sheryl
The price is AU$493
includes taxes & fees
19 Oct - 20 Oct
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
8.0 out of 10, Very good, (1024)
"Great stay. Helpful and attentive staff, transportation provided to the old town and to the beach. "
Olha
The price is AU$287
includes taxes & fees
27 Oct - 28 Oct
DoubleTree Resort by Hilton Grand Key - Key West
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
9.4 out of 10, Exceptional, (1122)
"Nice stay. "
SHAMBRE
The price is AU$391
includes taxes & fees
3 Nov - 4 Nov
The Perry Hotel & Marina Key West
Waterfront King Guest Room | Exterior
Parrot Key Hotel & Villas
Parrot Key Hotel & Villas
4.0 star property
9.0 out of 10, Wonderful, (1129)
"Nice spacious rooms; shuttle service was great; loved the garden pool area; very convenient location and staff was so helpful! Would definitely stay there again. "
Tiffany
The price is AU$337
includes taxes & fees
16 Nov - 17 Nov
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
9.0 out of 10, Wonderful, (1003)
"This is our second time staying there. We love the hotel. It close to everything and have a great view "
Nini
The price is AU$319
includes taxes & fees
19 Oct - 20 Oct
The Laureate Key West
Garden
Douglas House
Douglas House
3.0 star property
9.6 out of 10, Exceptional, (187)
"Absolute awesome place to stay"
Dennis
The price is AU$264
includes taxes & fees
26 Oct - 27 Oct
Douglas House
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
7.8 out of 10, Good, (1110)
"Very nice hotel."
Andrew
The price is AU$219
includes taxes & fees
26 Oct - 27 Oct
Hilton Garden Inn Key West / The Keys Collection
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
9.2 out of 10, Wonderful, (1027)
"The room was clean and the facilities lovely. We enjoyed our stay."
Ellen
The price is AU$371
includes taxes & fees
27 Oct - 28 Oct
Winslow's Bungalows - Key West Historic Inns
Restaurant
Sugar Loaf Lodge
Sugar Loaf Lodge
2.5 star property
8.2 out of 10, Very good, (1002)
"Nice family owned spot. "
Terry
The price is AU$206
includes taxes & fees
27 Oct - 28 Oct
Sugar Loaf Lodge
Outdoor pool, pool loungers
Havana Cabana at Key West
Havana Cabana at Key West
4.0 star property
8.8 out of 10, Excellent, (1752)
"Great place to stay!"
Maria
The price is AU$370
includes taxes & fees
17 Nov - 18 Nov
Havana Cabana at Key West
Outdoor spa tub
NYAH Key West - Adults Only
NYAH Key West - Adults Only
3.0 star property
7.8 out of 10, Good, (1006)
"Nice place, perfect location for getting around on foot. "
Jose
NYAH Key West - Adults Only
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
9.0 out of 10, Wonderful, (807)
"Great location and friendly staff."
Alicia
The price is AU$423
includes taxes & fees
30 Oct - 31 Oct
Lighthouse Hotel - Key West Historic Inns
View from property
Duval House
Duval House
3.0 star property
9.4 out of 10, Exceptional, (1019)
"Very friendly, good breakfasts, clean rooms "
Sandor
The price is AU$205
includes taxes & fees
26 Oct - 27 Oct
Duval House
Boating
Ibis Bay Beach Resort
Ibis Bay Beach Resort
2.5 star property
8.2 out of 10, Very good, (2004)
"Was a pleasant stay and a good location "
Robert Joseph
The price is AU$253
includes taxes & fees
19 Oct - 20 Oct
Ibis Bay Beach Resort
Outdoor pool
Hyatt Vacation Club at Beach House, Key West
Hyatt Vacation Club at Beach House, Key West
3.5 star property
9.4 out of 10, Exceptional, (1012)
"Great stay"
Rebecca Lynn
The price is AU$484
includes taxes & fees
17 Nov - 18 Nov
Hyatt Vacation Club at Beach House, Key West
View from property
Courtyard by Marriott Key West Waterfront
Courtyard by Marriott Key West Waterfront
3.0 star property
8.8 out of 10, Excellent, (1015)
"Great place! Friendly and helpful staff! "
Charity
The price is AU$326
includes taxes & fees
17 Nov - 18 Nov
Courtyard by Marriott Key West Waterfront
Fireplace
Casa Marina Key West, Curio Collection by Hilton
Casa Marina Key West, Curio Collection by Hilton
4.0 star property
8.4 out of 10, Very good, (397)
"The location at the water is great. The restaurant on the beach with amazing live music was marvelous."
Verena
The price is AU$456
includes taxes & fees
27 Oct - 28 Oct
Casa Marina Key West, Curio Collection by Hilton
Daily cooked-to-order breakfast for a fee
Oceans Edge Key West Resort, Hotel & Marina
Oceans Edge Key West Resort, Hotel & Marina
4.0 star property
8.8 out of 10, Excellent, (1736)
"Great hotel"
Jonathan
The price is AU$324
includes taxes & fees
28 Oct - 29 Oct
Oceans Edge Key West Resort, Hotel & Marina
Exterior
Southwinds Motel
Southwinds Motel
2.0 star property
8.8 out of 10, Excellent, (1203)
"Great location, staff was super friendly and always helpful. "
Jonathan
The price is AU$308
includes taxes & fees
26 Oct - 27 Oct
Southwinds Motel
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
8.4 out of 10, Very good, (1006)
"Shuttle was great. Hotel staff is very friendly."
parrish
The price is AU$208
includes taxes & fees
27 Oct - 28 Oct
Fairfield Inn & Suites by Marriott Key West at the Keys Collection
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Our guide on 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 windsurfing, tropical scenes and a sandy beach

Beachside

While there might not be top attractions in Beachside, you can explore the larger area and discover places like Duval Street and Smathers Beach.

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

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

10/10 Excellent
"Nice ambience and good range of activities and food/beverages onsite. Very user friendly shuttle service to old town at convenient and reliable times. Beach view wasn't as wonderful as we were hoping for and the "
Kellee 3-night trip
Posted 2 days ago
Blue Flamingo Resort Key West

Frequently asked questions

What is Midtown like?
Travellers to the Midtown neighbourhood in Key West will be sure to enjoy their stay.
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?
Duval Street, Key West AIDS Memorial and Clarence S. Higgs Memorial Beach Park are just a few of the places to visit in and around Midtown. Smathers Beach and The Unitarian Universalist Fellowship of Key West are also worth a visit when you're out sightseeing in Key West.

Explore a world of travel with Expedia