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Top hotels in Midtown

Havana Cabana at Key West

Havana Cabana at Key West

4 out of 5
3420 N. Roosevelt Blvd Key West FL
$214 nightly
The price is $241 total per night from Jul 5 to Jul 6
$241 total
Jul 5 - Jul 6
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Enjoy the hot tub ...
"I picked this resort because the rates are reasonable, no parking fee, resort fee was reasonable , a great pool, and free shuttle. It far exceeded my expectations. Accommodation were simple but clean and relaxing . The pool was fabulous. The rain fall shower was great also! The staff was amazing ..."

Reviewed on Jun 15, 2026

Opens in a new windowHavana Cabana at Key West
Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

4 out of 5
601 Front St Key West FL
Fully refundableReserve now, pay when you stay
$261 nightly
The price is $294 total per night from Jun 30 to Jul 1
$294 total
Jun 30 - Jul 1
Total with taxes and fees
This smoke-free resort features a full-service spa, a marina, and a restaurant. Enjoy the outdoor pool and perks like free WiFi. Enjoy the 24-hour gym and unwind ...
"Property was clean, had an excellent restaurant on site, and a small private beach."

Reviewed on Jun 13, 2026

Opens in a new windowHyatt Centric Key West Resort and Spa
Pier House Resort & Spa

Pier House Resort & Spa

4 out of 5
1 Duval St Key West FL
Fully refundableReserve now, pay when you stay
$325 nightly
The price is $366 total per night from Jul 2 to Jul 3
$366 total
Jul 2 - Jul 3
Total with taxes and fees
This smoke-free resort features a private beach, a full-service spa, and a restaurant. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. ...
"Conscience, beach area w/ pool. Great staff. Nice rooms"

Reviewed on Jun 15, 2026

Opens in a new windowPier House Resort & Spa
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
Fully refundableReserve now, pay when you stay
$266 nightly
The price is $299 total per night from Jun 29 to Jun 30
$299 total
Jun 29 - Jun 30
Total with taxes and fees
This hotel features a full-service spa, 3 outdoor pools, and a restaurant. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Traveling ...
"I was disappointed with my stay at Southernmost Resort. The smell from the seaweed along the beach was overwhelming and made it difficult to enjoy the outdoor areas. Unfortunately, the beach was not usable during our visit because of the conditions and time of year. I also noticed housekeeping staff ..."

Reviewed on Jun 15, 2026

Opens in a new windowSouthernmost Beach Resort and Guesthouses
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$264 nightly
The price is $297 total per night from Jun 21 to Jun 22
$297 total
Jun 21 - Jun 22
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. If you want to take your pet along, this pet-friendly property offers everything you'll ...
"Hotel is a short scooter ride to Duval. Shuttle van for nights you don't want to drive. Pool is nice. Airport Shuttle is fantastic. A/C works great throughout the Hotel. Have stayed 3 times and will be back."

Reviewed on Jun 16, 2026

Opens in a new windowMargaritaville Beach House Key West
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

4 out of 5
1500 Reynolds Street Key West FL
Fully refundableReserve now, pay when you stay
$283 nightly
The price is $319 total per night from Jun 23 to Jun 24
$319 total
Jun 23 - Jun 24
Total with taxes and fees
A private beach, a full-service spa, and 2 outdoor pools are all featured at this smoke-free resort. Relax with sun loungers and beach umbrellas, and cool off ...
"We liked the resort"

Reviewed on Jun 15, 2026

Opens in a new windowCasa Marina Key West, Curio Collection by Hilton
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

4 out of 5
3990 S Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$177 nightly
The price is $199 total per night from Jun 23 to Jun 24
$199 total
Jun 23 - Jun 24
Total with taxes and fees
This resort features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public ...
"Love the place. The staff is amazing, especially the one who checked us in and Jennifer/ manager on duty. Wish the breakfast is included."

Reviewed on Jun 14, 2026

Opens in a new windowDoubleTree Resort by Hilton Grand Key - Key West
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

3.5 out of 5
3850 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$135 nightly
The price is $151 total per night from Jun 22 to Jun 23
$151 total
Jun 22 - Jun 23
Total with taxes and fees
This smoke-free hotel includes 2 restaurants, an outdoor pool, and a hot tub. Traveling on business? Take advantage of the business center and free WiFi in public ...
"Great place to stay! I will say if you are a Key West newbie like we were, do not rent a golf cart through the hotel. You can get a better quality golf cart for the same price elsewhere."

Reviewed on Jun 14, 2026

Opens in a new windowHilton Garden Inn Key West / The Keys Collection
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$175 nightly
The price is $197 total per night from Jun 17 to Jun 18
$197 total
Jun 17 - Jun 18
Total with taxes and fees
This hotel features 2 restaurants, 2 outdoor pools, and a 24-hour gym. There's fun for all ages with mini golf and a playground, and families will appreciate ...
Opens in a new windowBlue Flamingo Resort Key West
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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.

Midtown Hotel Guide

Don’t keep your travel plans on repeat year after year. The same city with the same hotel every season will bore you and give you an itch to go looking for something new. Expand your geographical horizons to more than just those five blocks around your usual haunt.

Nowhere else can you find better deals on Midtown area hotels. You’ll find the best prices on the quirky, the haunted, the old, the new, and the legendary. If you’re wondering what side of the pricing scale some of these hotels fall on, you need not to worry. Compare cheap hotels near Midtown to find the perfect one to will fit your budget.

Leave the ordinary routine you’re set on behind and go. Go anywhere you want. Anywhere that makes you think, “I wonder what that’s like?” Part of Travelocity’s mission is to get you off-the-beaten path and the hotels near Midtown are perfect for that. Find your new favorite watering hole on a quiet street. Discover a place to escape for the weekend with tasty local fare and unique sights. We want you to consider the places outside your normal comfort zone. Browse our selection and find the ideal hotel, in a place you’d like to explore.

Recent Midtown hotel reviews by fellow wanderers

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