Hotels Near
Midtown

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Featured Midtown Hotels

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
Stay at this 3.5-star beach hotel in Key West. Enjoy free WiFi, 2 restaurants, and a private beach. Our guests praise the pool and the helpful staff in our reviews. ...
8.4/10 Very Good! (1,330 reviews)
"😎"

Reviewed on Jul 12, 2025

Beachside Resort & Residences
Southernmost Beach Resort and Guesthouses
Southernmost Beach Resort and Guesthouses
4 out of 5
1319 Duval Street, Key West, FL
Fully refundable
Stay at this 4-star beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the bar in our reviews. ...
8.6/10 Excellent! (2,622 reviews)
"Excellent area to stay at including rooms and service."

Reviewed on Jul 12, 2025

Southernmost Beach Resort and Guesthouses
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
Stay at this 4-star eco-certified hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in ...
7.6/10 Good! (1,456 reviews)
"Shuttle service to town was amazing!"

Reviewed on Jul 11, 2025

Blue Flamingo Resort Key West
Oceans Edge Key West Resort, Hotel & Marina
Oceans Edge Key West Resort, Hotel & Marina
4 out of 5
5950 Peninsular Avenue, Key West, FL
Fully refundableReserve now, pay when you stay
Stay at this 4-star luxury hotel in Key West. Enjoy free WiFi, 6 outdoor pools, and a marina. Our guests praise the pool and the restaurant in our reviews. Popular ...
8.8/10 Excellent! (1,674 reviews)
"This is a fantastic resort."

Reviewed on Jul 11, 2025

Oceans Edge Key West Resort, Hotel & Marina
Fairfield Inn and Suites by Marriott Key West
Fairfield Inn and Suites by Marriott Key West
3 out of 5
2400 N Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
Stay at this 3-star business-friendly hotel in Key West. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
7.8/10 Good! (1,133 reviews)
"Location very good Can’t understand why they change for vehical parking, when we doyhave any vehicle"

Reviewed on Jul 7, 2025

Fairfield Inn and Suites by Marriott Key West
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
Stay at this 4-star beach hotel in Key West. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the pool and the restaurant ...
8.6/10 Excellent! (1,750 reviews)
"The rooms are more like a condo with space to move around. We were on the end and it was very quiet. Room service was great and friendly. They made sure we had everything we needed. A welcoming cocktail and daily cookies were yummy. We enjoyed the iguanas throughout the property and even gave a couple ..."

Reviewed on Jul 13, 2025

Margaritaville Beach House Key West
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
Stay at this 4-star business-friendly hotel in Key West. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the bar in ...
8.8/10 Excellent! (1,756 reviews)
"Great hotel great experience the staff amazing I ll come back soon!"

Reviewed on Jul 13, 2025

Havana Cabana at 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
Book a stay at this business-friendly hotel in Key West. Enjoy 2 restaurants, breakfast (surcharge), and a free area shuttle. Our guests praise the pool and ...
7.6/10 Good! (1,045 reviews)
"Good hotel and it includes breakfast!"

Reviewed on Jul 13, 2025

Hilton Garden Inn Key West / The Keys Collection
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
Stay at this 4-star beach resort in Key West. Enjoy 2 outdoor pools, a full-service spa, and a private beach. Popular attractions Duval Street and South Beach ...
8.2/10 Very Good! (223 reviews)
"beautiful property. grounds well maintained. staff super friendly and accommodating. room very clean and comfortable. nice bed and linens. housekeeping very friendly and kept our coffee and water stocked. The Canary Room excellent cocktails. The Dorada restaurant was excellent. Will stay again. rent ..."

Reviewed on Jul 10, 2025

Casa Marina Key West, Curio Collection by Hilton
The Perry Hotel & Marina Key West
The Perry Hotel & Marina Key West
4 out of 5
7001 Shrimp Road, Key West, FL
Stay at this 4-star business-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...
9.4/10 Exceptional! (1,022 reviews)
"Staff was great and super helpful, bars and restaurants were great and the guest relations was outstanding"

Reviewed on Jul 13, 2025

The Perry Hotel & Marina Key West
The Reach Key West, Curio Collection by Hilton
The Reach Key West, Curio Collection by Hilton
4 out of 5
1435 Simonton Street, Key West, FL
Fully refundableReserve now, pay when you stay
Stay at this 4-star beach resort in Key West. Enjoy a full-service spa, a private beach, and breakfast (surcharge). Our guests praise the helpful staff and the ...
8.2/10 Very Good! (1,014 reviews)
"Staff was very pleasant"

Reviewed on Jul 12, 2025

The Reach Key West, Curio Collection by Hilton
Parrot Key Hotel & Villas
Parrot Key Hotel & Villas
4 out of 5
2801 N Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 4 outdoor pools, and breakfast (surcharge). Our guests praise the pool and the bar in our reviews. ...
9/10 Wonderful! (1,021 reviews)
"Beautiful and clean. Perfect vacation spot."

Reviewed on Jul 12, 2025

Parrot Key Hotel & Villas
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.

Hotels in Midtown

Key West is a city that has a lot going on, but you have your sights set on Midtown. This part of town is perfect for what you want to be doing, and that is everything that is not on everyone’s radar. For all that Midtown has going on, you’ll still need a place to crash, eventually. But you don’t want any old shack, you need something that fits the trip. We have a slew of Midtown hotels that will do the trick.

A beautiful day in the neighborhood

As much as you like getting out there, it’s also good to know a part of Key West so well you’ll be telling the tourists where to go. Make friends with the concierge or be bold and chat up a local. It’s your trip, so choose your own adventure. And when you get in at night, you’ll have a comfy room and plenty of amenities to help you settle in. Call a friend and spin tales from the Midtown underground. What’s a journey without a good story to go with it?

Beyond the block

We’re not talking about the Midtown city block. We’re talking about looking beyond that block of hotels you always focus on. We give you tons of ways to sort our stash of Midtown cheap hotels. And if you feel like living a little, but not killing your vacation vibes, choose the Hotwire Hot Rate deal. Filter by:

  • Hotwire Hot Rate: Snag some of the best hotels in Midtown at an almost too good to be true rate. After you book, we’ll reveal the name of the hotel. You can get a luxury hotel at a budget price.
  • Price: You have a price in mind, and we have solutions. Hotels start as low as $153
  • Amenities: Rooftop lounge, designer furniture, 24-7 room service, and everything else you look for to live it up large.

Find the Midtown hotel you want, book it, and never look back. Because your great escape is ahead of you.