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Top hotels in Midtown

Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

3.5 out of 5
3675 South Roosevelt Boulevard Key West FL
$407 nightly
The price is $458 total per night from Jul 27 to Jul 28
$458 total
Jul 27 - Jul 28
Total with taxes and fees
This hotel features an outdoor pool, a hot tub, and a restaurant. Guests will appreciate free perks like free self parking and WiFi in public areas. A snack ...
"Very enjoyable and relaxing, would definitely go back"

Reviewed on Jun 29, 2026

Opens in a new windowHyatt Vacation Club at Windward Pointe, Key West
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
$328 nightly
The price is $369 total per night from Jul 7 to Jul 8
$369 total
Jul 7 - Jul 8
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. ...
"Our stay was amazing. I’ve wanted to stay at the Pier House for a long time for a few reasons. The location on the water and the history the property has with the late Jimmy Buffett. The Chart Room bar is a must visit for all who like old fashioned bars that haven’t changed in 55 years. The beach ..."

Reviewed on Jun 26, 2026

Opens in a new windowPier House Resort & 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
$179 nightly
The price is $201 total per night from Jul 26 to Jul 27
$201 total
Jul 26 - Jul 27
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 ...
"We had an amazing time, the staff was really nice. The pool was amazing. The only downside was we thought this was a 21 plus resort, but it’s not. We googled it, because it was a big selling point for us and it appeared to be, but there were a ton of kids there. Just something to be aware of if that’s ..."

Reviewed on Jun 28, 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
$254 nightly
The price is $286 total per night from Jul 6 to Jul 7
$286 total
Jul 6 - Jul 7
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 ...
"The property is convenient but that’s where the positives end. The property and rooms are so run down and outdated. There were rotten floors near the bathroom with exposed screws in the floor. Several drawers were wonky and hard to shut. There were several ants in the bathroom, the a/c is not central ..."

Reviewed on Jun 29, 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
$285 nightly
The price is $321 total per night from Jul 5 to Jul 6
$321 total
Jul 5 - Jul 6
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 ...
"Theresa in Registration was Excellent! The staff in general were very friendly and ready to help😊"

Reviewed on Jun 28, 2026

Opens in a new windowMargaritaville Beach House Key West
Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$220 nightly
The price is $247 total per night from Jul 15 to Jul 16
$247 total
Jul 15 - Jul 16
Total with taxes and fees
This smoke-free hotel features a private beach, a marina, and 2 restaurants. Enjoy a day at the beach kayaking, or relax with sun loungers. Unwind with a drink ...
"Elevator didn’t work, A/C was real noise the whole time"

Reviewed on Jun 29, 2026

Opens in a new windowBeachside Resort & Residences
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
$251 nightly
The price is $283 total per night from Jul 6 to Jul 7
$283 total
Jul 6 - Jul 7
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 ...
"It was a nice resort with a great breakfast."

Reviewed on Jun 28, 2026

Opens in a new windowCasa Marina Key West, Curio Collection by Hilton
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 30 to Jul 1
$197 total
Jun 30 - Jul 1
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 ...
"Excelente opción para hospedarse"

Reviewed on Jun 29, 2026

Opens in a new windowBlue Flamingo Resort 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
$140 nightly
The price is $157 total per night from Jul 5 to Jul 6
$157 total
Jul 5 - Jul 6
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 ...
"100 % recomendado, me encantó todo su staff , muy limpio todo y el desayuno delicioso"

Reviewed on Jun 29, 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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