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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, (1003)
"great view and wonderful grounds"
United States
David
The price is ฿8,697
฿11,057 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
8.0 out of 10, Very good, (1013)
"Amazing stay, friendly staff 10/10 vacation"
United States
Fabian
The price is ฿4,630
฿6,300 total
includes taxes & fees
10 Nov - 11 Nov
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
7.8 out of 10, Good, (1107)
"Great property and excellent staff. Very clean and enjoyable stay."
United States
Charles
The price is ฿2,995
฿4,279 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
9.4 out of 10, Exceptional, (1138)
"Great rooms awesome service beautiful pool!"
United States
Adam
The price is ฿5,069
฿7,522 total
includes taxes & fees
19 Nov - 20 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, (1141)
"The property was great. "
United States
Richard
The price is ฿4,630
฿7,063 total
includes taxes & fees
16 Nov - 17 Nov
Parrot Key Hotel & Villas
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, (1030)
"Great location near many attractions. "
United States
Marwin
The price is ฿6,440
฿8,882 total
includes taxes & fees
3 Nov - 4 Nov
Winslow's Bungalows - Key West Historic Inns
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 "
United States
Nini
The price is ฿5,140
฿6,693 total
includes taxes & fees
3 Nov - 4 Nov
The Laureate Key West
Garden
Douglas House
Douglas House
3.0 star property
9.6 out of 10, Exceptional, (193)
"Absolute awesome place to stay"
United States
Dennis
The price is ฿5,003
฿5,825 total
includes taxes & fees
3 Nov - 4 Nov
Douglas House
Restaurant
Sugar Loaf Lodge
Sugar Loaf Lodge
2.5 star property
8.2 out of 10, Very good, (1001)
"Everything was fine even better as it was there for longer "
United Kingdom
Malcolm
The price is ฿3,201
฿3,601 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
7.8 out of 10, Good, (1016)
"Clean facility, nice pool area, very convenient location. "
United States
Arthur
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, (1747)
"Great place to stay!"
United States
Maria
The price is ฿5,068
฿7,759 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, (820)
"Great location and friendly staff."
United States
Alicia
The price is ฿6,427
฿8,867 total
includes taxes & fees
1 Dec - 2 Dec
Lighthouse Hotel - Key West Historic Inns
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, (1002)
"Very friendly staff, pool is very nice, breakfast very good and prices"
United States
Ileana
The price is ฿2,942
฿4,217 total
includes taxes & fees
30 Nov - 1 Dec
Fairfield Inn & Suites by Marriott Key West at the Keys Collection
View from property
Duval House
Duval House
3.0 star property
9.4 out of 10, Exceptional, (1035)
"Great location, helpful staff, relaxing grounds and property."
United States
Wesley
The price is ฿3,524
฿4,660 total
includes taxes & fees
3 Nov - 4 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
9.4 out of 10, Exceptional, (1033)
"Nice resort, great location. "
United States
Joey Max
The price is ฿7,337
฿9,709 total
includes taxes & fees
19 Nov - 20 Nov
Hyatt Vacation Club at Beach House, Key West
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, (1732)
"Great hotel"
United States
Jonathan
The price is ฿5,787
฿8,394 total
includes taxes & fees
3 Nov - 4 Nov
Oceans Edge Key West Resort, Hotel & Marina
Boating
Ibis Bay Beach Resort
Ibis Bay Beach Resort
2.5 star property
8.2 out of 10, Very good, (1989)
"Cute room friendly staff conveniently located. Mom and pop feeling "
United States
Sheila E.
The price is ฿3,311
฿4,594 total
includes taxes & fees
3 Nov - 4 Nov
Ibis Bay Beach Resort
View from property
Courtyard by Marriott Key West Waterfront
Courtyard by Marriott Key West Waterfront
3.0 star property
9.0 out of 10, Wonderful, (1025)
"Great place! Friendly and helpful staff! "
United States
Charity
The price is ฿4,817
฿5,419 total
includes taxes & fees
3 Nov - 4 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, (415)
"Truly beautiful custom century hotel, sitting on one of the few beaches in Key West"
United States
valas
The price is ฿9,175
฿12,261 total
includes taxes & fees
1 Dec - 2 Dec
Casa Marina Key West, Curio Collection by Hilton
Exterior
Southwinds Motel
Southwinds Motel
2.0 star property
8.8 out of 10, Excellent, (1221)
"This was a perfect place for us to safe during this trip."
United States
DANIEL
The price is ฿4,673
฿6,166 total
includes taxes & fees
18 Nov - 19 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.
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Hotels in Midtown with a pool

Restaurant
Sugar Loaf Lodge
Sugar Loaf Lodge
2.5 star property
  • Pool
8.2 out of 10, Very good, (1001)
The price is ฿3,201
฿3,601 total
includes taxes & fees
30 Nov - 1 Dec
Sugar Loaf Lodge
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

    Hyatt Vacation Club at Beach House, Key West

    Hyatt Vacation Club at Beach House, Key West

    10/10 Excellent
    "This was a perfect location for our visit to Key West. The property was above and beyond what we expected!"
    William 2-night trip
    Posted 3 days ago
    Hyatt Vacation Club at Beach House, Key West

    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 55 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.