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22 Oct - 23 Oct
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23 Oct - 24 Oct
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24 Oct - 26 Oct
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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
9.2 out of 10, Wonderful, (1000)
"Staff was tremendous and location is perfect!! "
United States
Sheryl
The price is ฿8,183
฿10,500 total
includes taxes & fees
26 Oct - 27 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, (1033)
"Beautiful resort"
United States
Victoria
The price is ฿4,721
฿6,420 total
includes taxes & fees
29 Oct - 30 Oct
DoubleTree Resort by Hilton Grand Key - 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, (1131)
"This hotel is one of my favorites - the property is beautiful and the staff is so kind and helpful. Will absolutely be back "
United States
Madison
The price is ฿4,443
฿6,884 total
includes taxes & fees
20 Nov - 21 Nov
Parrot Key Hotel & Villas
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, (1123)
"Nice stay. "
United States
SHAMBRE
The price is ฿3,654
฿5,960 total
includes taxes & fees
18 Nov - 19 Nov
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
3.5 star property
9.0 out of 10, Wonderful, (1000)
"This is our second time staying there. We love the hotel. It close to everything and have a great view "
United States
Nini
The price is ฿5,179
฿6,743 total
includes taxes & fees
23 Oct - 24 Oct
The Laureate Key West
Garden
Douglas House
Douglas House
3.0 star property
9.6 out of 10, Exceptional, (189)
"Absolute awesome place to stay"
United States
Dennis
The price is ฿3,803
฿4,428 total
includes taxes & fees
27 Oct - 28 Oct
Douglas House
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, (1036)
"The room was clean and the facilities lovely. We enjoyed our stay."
United States
Ellen
The price is ฿5,547
฿7,904 total
includes taxes & fees
27 Oct - 28 Oct
Winslow's Bungalows - Key West Historic Inns
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, (1100)
"Very nice hotel."
United States
Andrew
The price is ฿3,324
฿4,664 total
includes taxes & fees
29 Oct - 30 Oct
Hilton Garden Inn Key West / The Keys Collection
Restaurant
Sugar Loaf Lodge
Sugar Loaf Lodge
2.5 star property
8.2 out of 10, Very good, (1002)
"Nice family owned spot. "
United States
Terry
The price is ฿3,876
฿4,361 total
includes taxes & fees
28 Oct - 29 Oct
Sugar Loaf Lodge
Outdoor spa tub
NYAH Key West - Adults Only
NYAH Key West - Adults Only
3.0 star property
7.8 out of 10, Good, (1008)
"Nice place, perfect location for getting around on foot. "
Mexico
Jose
The price is ฿3,484
฿5,385 total
includes taxes & fees
28 Oct - 29 Oct
NYAH Key West - Adults Only
Outdoor pool, pool loungers
Havana Cabana at Key West
Havana Cabana at Key West
4.0 star property
8.8 out of 10, Excellent, (1745)
"Great resort "
United States
Shaw Rostin
The price is ฿5,151
฿7,886 total
includes taxes & fees
18 Nov - 19 Nov
Havana Cabana at 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
9.0 out of 10, Wonderful, (810)
"Great location and friendly staff."
United States
Alicia
The price is ฿6,489
฿8,949 total
includes taxes & fees
28 Oct - 29 Oct
Lighthouse Hotel - Key West Historic Inns
View from property
Duval House
Duval House
3.0 star property
9.4 out of 10, Exceptional, (1027)
"Very friendly, good breakfasts, clean rooms "
United States
Sandor
The price is ฿3,253
฿4,367 total
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, (2006)
"Was a pleasant stay and a good location "
United States
Robert Joseph
The price is ฿3,443
฿4,757 total
includes taxes & fees
23 Oct - 24 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, (1021)
"It was peaceful and great location"
United States
Kevin
The price is ฿7,525
฿9,945 total
includes taxes & fees
26 Oct - 27 Oct
Hyatt Vacation Club at Beach House, Key West
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, (403)
"The location at the water is great. The restaurant on the beach with amazing live music was marvelous."
Germany
Verena
The price is ฿6,816
฿9,623 total
includes taxes & fees
29 Oct - 30 Oct
Casa Marina Key West, Curio Collection by Hilton
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, (1018)
"Friendly staff, clean room, and facilities are nice. "
United States
michael
The price is ฿6,450
฿7,256 total
includes taxes & fees
12 Nov - 13 Nov
Courtyard by Marriott Key West Waterfront
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
9.0 out of 10, Wonderful, (1720)
"Superb place and nice staff."
Canada
Nehal
The price is ฿5,186
฿7,741 total
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, (1211)
"Great location, staff was super friendly and always helpful. "
United States
Jonathan
The price is ฿4,750
฿6,268 total
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
8.6 out of 10, Excellent, (1000)
"Shuttle was great. Hotel staff is very friendly."
United States
parrish
The price is ฿3,095
฿4,396 total
includes taxes & fees
11 Nov - 12 Nov
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.
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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, (1123)
The price is ฿3,654
฿5,960 total
includes taxes & fees
18 Nov - 19 Nov
The Perry Hotel & Marina Key West
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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
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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 Saint Mary Star of the Sea.

    Smathers Beach which includes a bay or harbour, 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

    Southernmost Beach Resort and Guesthouses

    Southernmost Beach Resort and Guesthouses

    10/10 Excellent
    "A great place to stay!"
    Jerri 4-night trip
    Posted 3 days 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.
    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.