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Top hotels in Midtown

The Laureate Key West

The Laureate Key West

3.5 out of 5
3444 N Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$184 nightly
The price is $207 total per night from Jun 3 to Jun 4
$207 total
Jun 3 - Jun 4
Total with taxes and fees
This hotel features an outdoor pool and an indoor pool. If you want to take your pet along, this pet-friendly property offers everything you'll need for your ...
"Tranquilo acogedor"

Reviewed on Jun 1, 2026

Opens in a new windowThe Laureate 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
$282 nightly
The price is $317 total per night from Jun 21 to Jun 22
$317 total
Jun 21 - Jun 22
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 ...
"While the property was clean & well maintained, the pool was closed for three of the five days we were there (bummer). However, staff were quick to let us know that the pool of an adjacent property could be utilized instead. Everyone was cheerful, friendly & quick to assist. Our room was comfortable, ..."

Reviewed on Jun 1, 2026

Opens in a new windowHyatt Centric Key West Resort and Spa
Havana Cabana at Key West

Havana Cabana at Key West

4 out of 5
3420 N. Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$213 nightly
The price is $240 total per night from Jun 22 to Jun 23
$240 total
Jun 22 - Jun 23
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 ...
"Everything was amazing we had a great time."

Reviewed on Jun 2, 2026

Opens in a new windowHavana Cabana at Key West
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
$261 nightly
The price is $294 total per night from Jun 29 to Jun 30
$294 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 ...
"Are room was ok. There was an unusable beach. The smell was terrible. The restaurants were not kid friendly and made no effort to accommodate a 10 year old. Had 3 different menus and wouldn't cook anything that was on the bar menu that used the same kitchen. All kinds of additional fees at checkout. ..."

Reviewed on Jun 1, 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
$268 nightly
The price is $302 total per night from Jun 15 to Jun 16
$302 total
Jun 15 - Jun 16
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 ...
"Kevin at concierge was extremely helpful and friendly. Stevo at the front desk and Javier at the front desk were friendly and helpful. Paulson at the restaurant was friendly and accommodating. Pool was smaller than expected. Pool grounds could be kept cleaner. Rooms could be renovated and towels ..."

Reviewed on Jun 2, 2026

Opens in a new windowMargaritaville Beach House Key West
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
$193 nightly
The price is $217 total per night from Jun 8 to Jun 9
$217 total
Jun 8 - Jun 9
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 ...
"our concierge Jessie was the best. Helped us with anything we needed. Thanks again Jess"

Reviewed on Jun 2, 2026

Opens in a new windowBlue Flamingo Resort 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
$313 nightly
The price is $352 total per night from Jun 17 to Jun 18
$352 total
Jun 17 - Jun 18
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 were really disappointed by the beach. It’s rocky and was covered in seaweed (during our visit). The pools are beautiful, staff was lovely. The room was enormous and well maintained. I just wish we had more transparency regarding the condition of the beach."

Reviewed on May 30, 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 28 to Jun 29
$199 total
Jun 28 - Jun 29
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 ...
"Overall, our stay was okay, but it did not quite meet the expectations we typically have for a Hilton property. There were several positive aspects of our visit. Check-in was smooth and efficient, the beds were comfortable, the complimentary cookies were a nice touch, and the bartender was friendly ..."

Reviewed on Jun 2, 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
$148 nightly
The price is $167 total per night from Jun 29 to Jun 30
$167 total
Jun 29 - Jun 30
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 Stay with Excellent Shuttle Service! We recently stayed for 1 night during our Key West vacation and had a very pleasant experience overall. Location – The hotel is conveniently located close to the Key West downtown area. What really stood out was the complimentary shuttle service that runs ..."

Reviewed on Jun 1, 2026

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