Photo by Graciela Arena

Hotels in Midtown, Key West

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
10 Jul - 11 Jul
Tomorrow
11 Jul - 12 Jul
This weekend
11 Jul - 13 Jul
Next weekend
18 Jul - 20 Jul

Filter by

Guest rating
Guest rating
Property class

Top 10 Hotels in Midtown, Key West

Almond Tree Inn Hotel - Adults Only
Egyptian cotton sheets, premium bedding, down duvets, pillow-top beds

Almond Tree Inn Hotel - Adults Only

3.5 star property
10.0 out of 10, Exceptional, (1005)
"Absolutely loved our stay here! Staff were all amazing. "
The price is RM895
RM1,007 total
includes taxes & fees
16 Jul - 17 Jul
Almond Tree Inn Hotel - Adults Only
Hyatt Vacation Club at Windward Pointe, Key West
Outdoor pool

Hyatt Vacation Club at Windward Pointe, Key West

3.5 star property
9.6 out of 10, Exceptional, (1008)
"Great hotel! Lot of amenities! "
The price is RM1,206
RM1,476 total
includes taxes & fees
10 Aug - 11 Aug
Hyatt Vacation Club at Windward Pointe, Key West
Island City House Hotel
Fountain

Island City House Hotel

3.0 star property
9.6 out of 10, Exceptional, (1003)
"Great location, comfortable beds and cold air. Loved the private porch attached to the room. Would stay here again"
Island City House Hotel
Parrot Key Hotel & Villas
Exterior

Parrot Key Hotel & Villas

4.0 star property
9.0 out of 10, Wonderful, (1024)
"Great location, food and space"
The price is RM676
RM1,004 total
includes taxes & fees
13 Jul - 14 Jul
Parrot Key Hotel & Villas
The Perry Hotel & Marina Key West
2 outdoor pools, open 8:00 AM to 10:00 PM, pool loungers

The Perry Hotel & Marina Key West

4.0 star property
9.4 out of 10, Exceptional, (1019)
"Great view, restaurants on site, clean rooms. "
The price is RM710
RM1,045 total
includes taxes & fees
10 Aug - 11 Aug
The Perry Hotel & Marina Key West
Southwinds Motel
Exterior

Southwinds Motel

2.0 star property
8.8 out of 10, Excellent, (1120)
"Clean, great location, and stay.One of the most affordable options in Key West. "
The price is RM614
RM810 total
includes taxes & fees
16 Jul - 17 Jul
Southwinds Motel
Westwinds Inn
Lobby sitting area

Westwinds Inn

3.5 star property
9.4 out of 10, Exceptional, (1004)
"Great location, helpful staff, great stay"
Westwinds Inn
Hyatt Vacation Club at Beach House, Key West
Outdoor pool

Hyatt Vacation Club at Beach House, Key West

3.5 star property
9.2 out of 10, Wonderful, (1005)
"Great stay… nice property and location "
The price is RM1,118
RM1,377 total
includes taxes & fees
11 Aug - 12 Aug
Hyatt Vacation Club at Beach House, Key West
Winslow's Bungalows - Key West Historic Inns
3 outdoor pools, open 7:00 AM to 10:00 PM, pool loungers

Winslow's Bungalows - Key West Historic Inns

4.0 star property
9.2 out of 10, Wonderful, (1008)
"Great place to stay, staff was amazing, very close to everything . "
The price is RM931
RM1,263 total
includes taxes & fees
14 Jul - 15 Jul
Winslow's Bungalows - Key West Historic Inns
Simonton Court Historic Inn & Cottages
Balcony

Simonton Court Historic Inn & Cottages

2.5 star property
9.8 out of 10, Exceptional, (773)
"I loved how it was so close to the night life but still felt secluded. "
The price is RM549
RM808 total
includes taxes & fees
13 Jul - 14 Jul
Simonton Court Historic Inn & Cottages
Ridley House - Key West Historic Inns
Free daily buffet breakfast

Ridley House - Key West Historic Inns

3.5 star property
9.2 out of 10, Wonderful, (794)
"Wonderful stay! Beautiful property, amazing location, and friendly staff. Would highly recommend and would stay again. Thank you!"
The price is RM888
RM1,214 total
includes taxes & fees
4 Aug - 5 Aug
Ridley House - Key West Historic Inns
Duval House
View from property

Duval House

3.0 star property
9.4 out of 10, Exceptional, (1010)
"Great place, will stay there again"
The price is RM417
RM561 total
includes taxes & fees
15 Jul - 16 Jul
Duval House
Key West Villas
Front of property

Key West Villas

3.5 star property
9.8 out of 10, Exceptional, (230)
"Best place to stay in Key West. Perfect location and hospitality was over the top. Best Happy Hour in town."
Key West Villas
The Southernmost Inn - Adults Only
Courtyard

The Southernmost Inn - Adults Only

3.0 star property
8.2 out of 10, Very good, (1119)
"Great location "
The Southernmost Inn - Adults Only
Havana Cabana at Key West
Outdoor pool, pool loungers

Havana Cabana at Key West

4.0 star property
8.8 out of 10, Excellent, (1746)
"We loved staying here "
The price is RM596
RM949 total
includes taxes & fees
10 Aug - 11 Aug
Havana Cabana at Key West
Margaritaville Beach House Key West
Beach nearby, white sand

Margaritaville Beach House Key West

4.0 star property
8.8 out of 10, Excellent, (1747)
"Loved our time there! Perfect place"
The price is RM760
RM1,121 total
includes taxes & fees
10 Aug - 11 Aug
Margaritaville Beach House Key West
Ibis Bay Beach Resort
Boating

Ibis Bay Beach Resort

2.5 star property
8.2 out of 10, Very good, (2002)
"The resort is beautiful and friendly staff i would recommend this resort and definitely we will stay there again …"
The price is RM536
RM718 total
includes taxes & fees
13 Jul - 14 Jul
Ibis Bay Beach Resort
Coco Plum Inn
Exterior

Coco Plum Inn

3.0 star property
9.6 out of 10, Exceptional, (421)
"It was a great place to stay, and in a wonderful location. "
Coco Plum Inn
Orchid Key Inn - Adults Only
Exterior

Orchid Key Inn - Adults Only

3.5 star property
9.8 out of 10, Exceptional, (1005)
"Great place!"
Orchid Key Inn - Adults Only
Lighthouse Hotel - Key West Historic Inns
Outdoor pool, open 8:00 AM to 10:00 PM, pool loungers

Lighthouse Hotel - Key West Historic Inns

3.5 star property
9.0 out of 10, Wonderful, (752)
"Great property and location! "
The price is RM742
RM1,049 total
includes taxes & fees
23 Jul - 24 Jul
Lighthouse Hotel - Key West Historic Inns
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.

Where to stay in Midtown

Find the best Midtown areas for the activities you enjoy most.
Old Town Key West map

Old Town Key West

3 out of top 10 points of interest in this area

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 map

Key West Historic District

2 out of top 10 points of interest in this area

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 Ernest Hemingway Home and Museum.

Smathers Beach featuring tropical scenes, a bay or harbor and a sandy beach
Beachside map

Beachside

1 out of top 10 points of interest in this area

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

Downtown Key West map

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 map

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 Fort East Martello Museum and Gallery.

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 47 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.