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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, (1005)
"Great stay"
United States
Venkata Durga Phanindra Reddy
NYAH Key West - Adults Only
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, (1220)
"Excellent location, clean rooms, great staff"
United States
Vikas
The price is ฿6,161
฿8,747 total
includes taxes & fees
19 Jan - 20 Jan 2026
Parrot Key Hotel & Villas
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
9.0 out of 10, Wonderful, (1762)
"The place is great!"
United States
Anna
The price is ฿7,476
฿10,346 total
includes taxes & fees
8 Jan - 9 Jan 2026
Oceans Edge Key West Resort, Hotel & Marina
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)
"It was so nice experience to stay there."
United States
Tapas
The price is ฿6,176
฿6,948 total
includes taxes & fees
20 Jan - 21 Jan 2026
Sugar Loaf Lodge
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, (2962)
"Wonderful stay!"
United States
Elisa
The price is ฿8,877
฿12,301 total
includes taxes & fees
13 Jan - 14 Jan 2026
Southernmost Beach Resort and Guesthouses
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, (1788)
"Nice spot and great staff"
United States
Lindsay Brooke
The price is ฿10,761
฿14,150 total
includes taxes & fees
14 Jan - 15 Jan 2026
Margaritaville Beach House Key West
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, (1185)
"Good rooms and nice breakfast "
United States
Arun
The price is ฿7,248
฿9,044 total
includes taxes & fees
6 Jan - 7 Jan 2026
Fairfield Inn and Suites by Marriott 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

DoubleTree Resort by Hilton Grand Key - Key West
4.0 star property
3.4 km from Midtown
8.2 out of 10, Very good, (1006)
"Nice property, comfortable stay - cookies and staff are great!"
United States
David
The price is ฿7,833
฿9,880 total
includes taxes & fees
4 Jan - 5 Jan 2026
DoubleTree Resort by Hilton Grand Key - Key West
Interior
Grand Maloney Hotel

Grand Maloney Hotel

Grand Maloney Hotel
2.0 star property
Historic Seaport, 2.1 km from Midtown
7.6 out of 10, Good, (12)
"It was clean quiet and was within walking distance to every thing. Going to stay there again in the future "
United States
Jodee
The price is ฿6,045
฿12,221 total
includes taxes & fees
5 Jan - 6 Jan 2026
Grand Maloney Hotel
Restaurant
Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina
2.0 star property
Stock Island, 4.1 km from Midtown
8.8 out of 10, Excellent, (170)
"Location , staff , and aqua lodge were perfect."
United States
William
The price is ฿6,523
฿12,644 total
includes taxes & fees
6 Jan - 7 Jan 2026
Aqua Lodges at Hurricane Hole Marina
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, (1006)
"Great place! "
United States
David
The price is ฿7,564
฿9,190 total
includes taxes & fees
4 Jan - 5 Jan 2026
Duval House
Outdoor pool
Hyatt Vacation Club at Beach House, Key West

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, (1011)
"Location, swimming pool, hot tub and the awesome patio that the room had"
United States
Anshul
The price is ฿12,886
฿15,921 total
includes taxes & fees
14 Jan - 15 Jan 2026
Hyatt Vacation Club at Beach House, 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

The Perry Hotel & Marina Key West
4.0 star property
Stock Island, 4.6 km from Midtown
9.4 out of 10, Exceptional, (1180)
"great place to stay "
United States
michael
The price is ฿8,851
฿11,909 total
includes taxes & fees
8 Jan - 9 Jan 2026
The Perry Hotel & Marina Key West
Outdoor pool, pool umbrellas, pool loungers
Beachside Resort & Residences

Beachside Resort & Residences

Beachside Resort & Residences
3.5 star property
3.6 km from Midtown
8.6 out of 10, Excellent, (1850)
"Great stay"
United States
james
The price is ฿7,634
฿10,191 total
includes taxes & fees
4 Jan - 5 Jan 2026
Beachside Resort & Residences
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, (1805)
"the staff was so welcoming and nice, it was a perfect place to stay in Key West!"
United Kingdom
Alicia
The price is ฿7,378
฿10,080 total
includes taxes & fees
4 Jan - 5 Jan 2026
Blue Flamingo Resort 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, (1010)
"Excellent location and courteous staff. "
United States
Seetharam
The price is ฿8,071
฿9,970 total
includes taxes & fees
8 Jan - 9 Jan 2026
The Laureate Key West
Outdoor pool
Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West
3.5 star property
3.2 km from Midtown
9.6 out of 10, Exceptional, (1006)
"Clean rooms, great location."
United States
Shalaka
The price is ฿13,656
฿16,788 total
includes taxes & fees
7 Jan - 8 Jan 2026
Hyatt Vacation Club at Windward Pointe, 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, (1292)
"Wonderful stay"
United States
Lindsey
The price is ฿9,941
฿11,184 total
includes taxes & fees
14 Jan - 15 Jan 2026
Hampton Inn Key West FL
Outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas, pool loungers
Heron House Court - Adult Only

Heron House Court - Adult Only

Heron House Court - Adult Only
3.0 star property
Historic Seaport, 1.5 km from Midtown
9.0 out of 10, Wonderful, (1004)
"Great staff, very friendly. Oerfect location, short walk to Duval, but far enough to get sleep. "
United States
Chandler
The price is ฿5,953
฿7,814 total
includes taxes & fees
6 Jan - 7 Jan 2026
Heron House Court - Adult Only
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, (1141)
"Clean room and staff was great"
United States
Paul
The price is ฿6,305
฿8,220 total
includes taxes & fees
5 Jan - 6 Jan 2026
Heron House - Adult Only
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 Regal Key West and Smathers Beach.

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

Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

10/10 Excellent
"Excellent breakfast! Conveniently located and nice walks! Can't wait to stay there again!"
Ryan 3-night trip
Posted 1 day ago
Winslow's Bungalows - Key West Historic Inns

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.

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